AR100124A1 - Inhibidores de la nitrificación - Google Patents
Inhibidores de la nitrificaciónInfo
- Publication number
- AR100124A1 AR100124A1 ARP150101160A ARP150101160A AR100124A1 AR 100124 A1 AR100124 A1 AR 100124A1 AR P150101160 A ARP150101160 A AR P150101160A AR P150101160 A ARP150101160 A AR P150101160A AR 100124 A1 AR100124 A1 AR 100124A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- substituted
- aryl
- independently selected
- substituents
- Prior art date
Links
- 239000003112 inhibitor Substances 0.000 title abstract 11
- 125000003118 aryl group Chemical group 0.000 abstract 29
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 21
- 125000001424 substituent group Chemical group 0.000 abstract 20
- 125000001072 heteroaryl group Chemical group 0.000 abstract 19
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 abstract 14
- 125000000623 heterocyclic group Chemical group 0.000 abstract 13
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 abstract 10
- 125000004450 alkenylene group Chemical group 0.000 abstract 9
- 229910052736 halogen Inorganic materials 0.000 abstract 9
- 150000002367 halogens Chemical class 0.000 abstract 9
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 8
- 229910052799 carbon Inorganic materials 0.000 abstract 8
- 239000000203 mixture Substances 0.000 abstract 8
- 229910003827 NRaRb Inorganic materials 0.000 abstract 7
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 7
- 239000004202 carbamide Substances 0.000 abstract 7
- 239000003337 fertilizer Substances 0.000 abstract 7
- 125000006526 (C1-C2) alkyl group Chemical group 0.000 abstract 6
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 abstract 6
- 229910052760 oxygen Inorganic materials 0.000 abstract 6
- 229910052717 sulfur Inorganic materials 0.000 abstract 6
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 5
- 125000002947 alkylene group Chemical group 0.000 abstract 5
- 210000003608 fece Anatomy 0.000 abstract 5
- 125000005842 heteroatom Chemical group 0.000 abstract 5
- 239000010871 livestock manure Substances 0.000 abstract 5
- 239000002689 soil Substances 0.000 abstract 5
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 229920006395 saturated elastomer Polymers 0.000 abstract 4
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 abstract 3
- 239000003905 agrochemical Substances 0.000 abstract 3
- PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- -1 ethynylhydroxymethyl Chemical group 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 239000004254 Ammonium phosphate Substances 0.000 abstract 1
- 241001474374 Blennius Species 0.000 abstract 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 abstract 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 abstract 1
- 150000001204 N-oxides Chemical class 0.000 abstract 1
- 101150048484 Nrgn gene Proteins 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 1
- 229920001807 Urea-formaldehyde Polymers 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- DVARTQFDIMZBAA-UHFFFAOYSA-O ammonium nitrate Chemical compound [NH4+].[O-][N+]([O-])=O DVARTQFDIMZBAA-UHFFFAOYSA-O 0.000 abstract 1
- 229910000148 ammonium phosphate Inorganic materials 0.000 abstract 1
- 235000019289 ammonium phosphates Nutrition 0.000 abstract 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 abstract 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 abstract 1
- 235000011130 ammonium sulphate Nutrition 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- 229910052791 calcium Inorganic materials 0.000 abstract 1
- 239000011575 calcium Substances 0.000 abstract 1
- 125000002837 carbocyclic group Chemical group 0.000 abstract 1
- 239000002361 compost Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004966 cyanoalkyl group Chemical group 0.000 abstract 1
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002515 guano Substances 0.000 abstract 1
- 125000000262 haloalkenyl group Chemical group 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 239000003864 humus Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 239000003895 organic fertilizer Substances 0.000 abstract 1
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000010902 straw Substances 0.000 abstract 1
- KKEOZWYTZSNYLJ-UHFFFAOYSA-O triazanium;nitrate;sulfate Chemical compound [NH4+].[NH4+].[NH4+].[O-][N+]([O-])=O.[O-]S([O-])(=O)=O KKEOZWYTZSNYLJ-UHFFFAOYSA-O 0.000 abstract 1
Classifications
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- C05—FERTILISERS; MANUFACTURE THEREOF
- C05G—MIXTURES OF FERTILISERS COVERED INDIVIDUALLY BY DIFFERENT SUBCLASSES OF CLASS C05; MIXTURES OF ONE OR MORE FERTILISERS WITH MATERIALS NOT HAVING A SPECIFIC FERTILISING ACTIVITY, e.g. PESTICIDES, SOIL-CONDITIONERS, WETTING AGENTS; FERTILISERS CHARACTERISED BY THEIR FORM
- C05G3/00—Mixtures of one or more fertilisers with additives not having a specially fertilising activity
- C05G3/90—Mixtures of one or more fertilisers with additives not having a specially fertilising activity for affecting the nitrification of ammonium compounds or urea in the soil
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- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/27—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups
- C07C205/35—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C205/36—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
- C07C205/37—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
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- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/78—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
- C07C217/80—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings
- C07C217/82—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring
- C07C217/84—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
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- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
- C07C233/24—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring
- C07C233/25—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
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- C07C243/24—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids
- C07C243/26—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids with acylating carboxyl groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C243/28—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids with acylating carboxyl groups bound to hydrogen atoms or to acyclic carbon atoms to hydrogen atoms or to carbon atoms of a saturated carbon skeleton
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- C07C251/32—Oximes
- C07C251/34—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
- C07C251/48—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with the carbon atom of at least one of the oxyimino groups bound to a carbon atom of a six-membered aromatic ring
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- C07C251/74—Hydrazones having doubly-bound carbon atoms of hydrazone groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C251/76—Hydrazones having doubly-bound carbon atoms of hydrazone groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of a saturated carbon skeleton
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- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/54—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and etherified hydroxy groups bound to the carbon skeleton
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- C07C255/63—Carboxylic acid nitriles containing cyano groups and nitrogen atoms further bound to other hetero atoms, other than oxygen atoms of nitro or nitroso groups, bound to the same carbon skeleton
- C07C255/65—Carboxylic acid nitriles containing cyano groups and nitrogen atoms further bound to other hetero atoms, other than oxygen atoms of nitro or nitroso groups, bound to the same carbon skeleton with the nitrogen atoms further bound to nitrogen atoms
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- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/40—Esters of carbamic acids having oxygen atoms of carbamate groups bound to carbon atoms of six-membered aromatic rings
- C07C271/42—Esters of carbamic acids having oxygen atoms of carbamate groups bound to carbon atoms of six-membered aromatic rings with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C271/44—Esters of carbamic acids having oxygen atoms of carbamate groups bound to carbon atoms of six-membered aromatic rings with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
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- C07C271/06—Esters of carbamic acids
- C07C271/40—Esters of carbamic acids having oxygen atoms of carbamate groups bound to carbon atoms of six-membered aromatic rings
- C07C271/58—Esters of carbamic acids having oxygen atoms of carbamate groups bound to carbon atoms of six-membered aromatic rings with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring
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- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C275/32—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by singly-bound oxygen atoms
- C07C275/34—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by singly-bound oxygen atoms having nitrogen atoms of urea groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
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- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/37—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
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- C07C333/00—Derivatives of thiocarbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C333/02—Monothiocarbamic acids; Derivatives thereof
- C07C333/08—Monothiocarbamic acids; Derivatives thereof having nitrogen atoms of thiocarbamic groups bound to carbon atoms of six-membered aromatic rings
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- C07C335/00—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C335/04—Derivatives of thiourea
- C07C335/16—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C335/18—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by singly-bound oxygen atoms
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- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/215—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring having unsaturation outside the six-membered aromatic rings
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- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/23—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing hydroxy or O-metal groups
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- C07C47/00—Compounds having —CHO groups
- C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
- C07C47/575—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing ether groups, groups, groups, or groups
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- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/255—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing ether groups, groups, groups, or groups
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- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
- C07C69/84—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring
- C07C69/92—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring with etherified hydroxyl groups
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- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/32—Oxygen atoms
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- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/10—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
- C07D211/16—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with acylated ring nitrogen atom
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- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/73—Unsubstituted amino or imino radicals
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- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/54—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
- C07D231/56—Benzopyrazoles; Hydrogenated benzopyrazoles
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- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/86—Oxygen and sulfur atoms, e.g. thiohydantoin
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- Cultivation Of Plants (AREA)
Abstract
Inhibidores de la nitrificación de la fórmula (1). Más aún, el uso de estos inhibidores de la nitrificación para reducir la nitrificación, así como mezclas agroquímicas y composiciones que comprenden los inhibidores de la nitrificación También métodos para reducir la nitrificación que comprende el tratamiento de plantas, suelo y/o loci con dichos inhibidores de la nitrificación y métodos para tratar un fertilizante o una composición por aplicación de dicho inhibidor de nitrificación. Reivindicación 1: Uso de un inhibidor de nitrificación para reducir la nitrificación, en donde dicho inhibidor de nitrificación es un compuesto de la fórmula (1) o uno de sus estereoisómeros, sales, tautómeros o N-óxidos, en donde A es arilo o hetarilo, en donde el anillo aromático puede estar, en cada caso, no sustituido o puede estar parcial o totalmente sustituido con sustituyentes, que se seleccionan cada uno, de modo independiente, de RA; R¹ y R² se seleccionan, de modo independiente entre sí, de H y alquilo C₁₋₂; y R³ es H, haloalquilo C₁₋₄, hidroxialquilo C₁₋₄, etinilhidroximetilo, fenilhidroximetilo o arilo, en donde el anillo aromático puede no estar sustituido o puede estar parcial o totalmente sustituido con sustituyentes, que se seleccionan cada uno, de modo independiente, de RB; y en donde RA es (i) halógeno, CN, NRᵃRᵇ, ORᶜ, SRᶜ, C(=Y¹)Rᶜ, C(=Y¹)ORᶜ, C(=Y¹)SRᶜ, C(=Y¹)NRᵃRᵇ, Y²C(=Y¹)Rᶜ, Y²C(=Y¹)ORᶜ, Y²C(=Y¹)SRᶜ, Y²C(=Y¹)NRᵃRᵇ, Y³Y²C(=Y¹)Rᶜ, NRᵍN=C(Rᵈ)(Rᵉ), C(=N-ORᶜ)Rᵍ, C(=N-ORᶜ)Rᵍ, C(=N-SRᶜ)Rᵍ, C(=N-NRᵃRᵇ)Rᵍ, S(=O)₂Rᶠ, NRᵍS(=O)₂Rᶠ, S(=O)₂Y²C(=Y¹)Rᶜ, S(=O)₂Y²C(=Y¹)ORᶜ, S(=O)₂Y²C(=Y¹)SRᶜ, S(=O)₂Y²C(=Y¹)NRᵃRᵇ, NO₂, NON-CN, alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, haloalquilo C₁₋₄, cianoalquilo C₁₋₄, hidroxialquilo C₁₋₄, alcoxi C₁₋₄, alquinil C₂₋₄-hidroxialquilo C₁₋₂, alquinil C₂₋₄-oxi; (ii) alquilen C₁₋₄-C(=Y¹)Rᶜ, alquenilen C₂₋₄-C(=Y¹)Rᶜ, alquilen C₁₋₄-C(=Y¹)ORᶜ, alquenilen C₂₋₄-C(=Y¹)ORᶜ, alquilen C₁₋₄-C(=Y¹)SRᶜ, alquenilen C₂₋₄-C(=Y¹)SRᶜ, alquilen C₁₋₄-C(=Y¹)NRᵃNRᵇ, alquenilen C₂₋₄-C(=Y¹)NRᵃNRᵇ, alquilen C₁₋₄-Y²-C(=Y¹)Rᶜ, alquenilen C₂₋₄-Y²-C(=Y¹)Rᶜ, alquilen C₁₋₄-NRᵃRᵇ, alquenilen C₂₋₄-NRᵃRᵇ, alquilen C₁₋₄-ORᶜ, alquenilen C₂₋₄-ORᶜ, alquilen C₁₋₄-SRᶜ, alquenilen C₂₋₄-SRᶜ, en donde la cadena de alquileno C₁₋₄ o alquenileno C₂₋₄ puede estar, en cada caso, no sustituido o puede estar parcial o totalmente sustituido con ORᵍ, CN, halógeno o fenilo; (iii) arilo, aril-alquilo C₁₋₂, hetarilo o hetaril-alquilo C₁₋₂, en donde el anillo aromático del grupo arilo o hetarilo puede no estar sustituido o puede estar parcial o totalmente sustituido con sustituyentes, que se seleccionan cada uno, de modo independiente, de Rʰ; (iv) un carbociclo o heterociclo saturado o insaturado de 3 a 14 miembros, que puede contener 1, 2 ó 3 heteroátomos que se seleccionan, de modo independiente entre sí, de NR¹ᵇ, O y S, en donde S se puede oxidar y/o en donde el carbociclo o heterociclo puede no estar sustituido o puede estar parcial o totalmente sustituido con sustituyentes que se seleccionan, de modo independiente entre sí, de Rⁱ; y en donde R¹ᵇ es H, alquilo C₁₋₄, alquenilo C₂₋₄, cicloalquilo C₃₋₆, cicloalquil C₃₋₆-metilo u ORᵍ; o (v) L-B, en donde L es -CH₂-, -CH=CH-, -CºC-, -C(=O)- o -CH=, y B es arilo o hetarilo, en donde el anillo aromático del grupo arilo o hetarilo puede no estar sustituido o puede estar parcial o totalmente sustituido con sustituyentes, que se seleccionan cada uno, de modo independiente, de Rʰ; o un carbociclo o heterociclo saturado o insaturado de 3 a 14 miembros, que puede contener 1, 2 ó 3 heteroátomos que se seleccionan, de modo independiente entre sí, de NR¹ᵇ, O y S, en donde S se puede oxidar y/o en donde el carbociclo o heterociclo puede no estar sustituido o puede estar parcial o totalmente sustituido con sustituyentes que se seleccionan, de modo independiente entre sí, de Rⁱ; y en donde R¹ᵇ es H, alquilo C₁₋₄, alquenilo C₂₋₄, cicloalquilo C₃₋₆, cicloalquil C₃₋₆-metilo u ORᵍ; o (vi) dos sustituyentes RA representan juntos un anillo carbocíclico o heterocíclico, que se fusiona con A y puede contener 1, 2 ó 3 heteroátomos que se seleccionan, de modo independiente entre sí, de NR¹ᶜ, O y S, en donde S se puede oxidar y/o en donde el carbociclo o heterociclo puede no estar sustituido o puede estar parcial o totalmente sustituido con sustituyentes que se seleccionan, de modo independiente entre sí, de Rⁱ; y en donde R¹ᶜ es H, alquilo C₁₋₄, alquenilo C₂₋₄, cicloalquilo C₃₋₆, cicloalquil C₃₋₆-metilo, heterociclilo C₃₋₆, heterociclilmetilo C₃₋₆ u ORᵍ; y en donde RB es NH-C(=O)-(alquilo C₁₋₄), NH-C(=O)-(alquenilo C₂₋₄), NH-C(=O)-(alcoxi C₁₋₂-alquilo C₁₋₂), NH-C(=O)-(cicloalquilo C₃₋₆), NH-S(=O)₂-(alquilo C₁₋₄) o NO₂; y en donde Y¹, Y² e Y³ se seleccionan, de modo independiente entre sí, de O, S y NR¹ᵃ, en donde R¹ᵃ es en cada caso, de modo independiente, H, alquilo C₁₋₄, alquenilo C₂₋₄, cicloalquilo C₃₋₆, cicloalquil C₃₋₆-metilo, ORᵍ, SRᵍ o NRᵐRⁿ; Rᵃ y Rᵇ se seleccionan, de modo independiente entre sí, de (i) H, NRʲRᵏ, ORˡ, SRˡ, alquilo C₁₋₄, alquenilo C₂₋₄, alquinilo C₂₋₄, hidroxialquilo C₁₋₄, alcoxi C₁₋₄, C₍₌Y¹)Rˡ, C(=Y¹)ORˡ, C(=Y¹)SRˡ, C(=Y¹)NRʲRᵏ, C(=Y¹)C(=Y²)Rˡ, S(=O)₂Rᶠ; (ii) arilo o hetarilo, en donde el anillo aromático del grupo arilo o hetarilo puede no estar sustituido o puede estar parcial o totalmente sustituido con sustituyentes, que se seleccionan cada uno, de modo independiente, de Rʰ; o Rᵃ y Rᵇ junto con el átomo de nitrógeno al que están unidos forman (iii) un grupo hetarilo que puede no estar sustituido o puede estar parcial o totalmente sustituido con sustituyentes, que se seleccionan cada uno, de modo independiente, de Rʰ; o (iv) un heterociclo saturado o insaturado de 3 a 10 miembros, que puede contener 1, 2 ó 3 heteroátomos que se seleccionan, de modo independiente entre sí, de NR¹ᵇ, O y S, en donde S se puede oxidar y/o en donde el heterociclo puede no estar sustituido o puede estar parcial o totalmente sustituido con sustituyentes que se seleccionan, de modo independiente entre sí, de Rⁱ; y en donde R¹ᵇ es H, alquilo C₁₋₄, alquenilo C₂₋₄, cicloalquilo C₃₋₆, cicloalquil C₃₋₆-metilo u ORᵍ; Rᶜ es (i) H, alquilo C₁₋₄, alquenilo C₂₋₄, alquinilo C₂₋₄, C₍₌O₎ORˡ, C(=O)SRˡ, C(=O)NRʲRᵏ; (ii) alquilen C₁₋₄-C(=O)Rˡ, alquilen C₁₋₄-C(=O)ORˡ, en donde la cadena de alquileno C₁₋₄ puede estar, en cada caso, no sustituido o puede estar parcial o totalmente sustituido con ORᵍ, CN, halógeno o fenilo; (iii) arilo, aril-alquilo C₁₋₂, hetarilo o hetaril-alquilo C₁₋₂, en donde el anillo aromático del grupo arilo o hetarilo puede no estar sustituido o puede estar parcial o totalmente sustituido con sustituyentes, que se seleccionan cada uno, de modo independiente, de Rʰ; o (iv) un carbociclo o heterociclo saturado o insaturado de 3 a 10 miembros, que puede contener 1, 2 ó 3 heteroátomos que se seleccionan, de modo independiente entre sí, de NR¹ᵇ, O y S, en donde S se puede oxidar y/o en donde el carbociclo o heterociclo puede no estar sustituido o puede estar parcial o totalmente sustituido con sustituyentes que se seleccionan, de modo independiente entre sí, de Rⁱ; y en donde R¹ᵇ es H, alquilo C₁₋₄, alquenilo C₂₋₄, cicloalquilo C₃₋₆, cicloalquil C₃₋₈-metilo u ORᵍ; Rᵈ y Rᵉ se seleccionan, de modo independiente, de alquilo C₁₋₄, haloalquilo C₁₋₄, NRʲRᵏ, ORˡ, SRˡ, CN, C(=Y¹)Rˡ, C(=Y¹)ORˡ, C(=Y¹)SRˡ o C(=Y¹)NRʲRᵏ; Rᶠ es alquilo C₁₋₄, haloalquilo C₁₋₄, NRʲRᵏ, ORˡ, SRˡ, arilo o hetarilo, en donde el anillo aromático del grupo arilo o hetarilo puede no estar sustituido o puede estar parcial o totalmente sustituido con sustituyentes, que se seleccionan cada uno, de modo independiente, de Rʰ; Rᵍ es H o alquilo C₁₋₄; Rʰ esa halógeno, CN, NO₂, NRʲRᵏ, ORˡ, SRˡ, alquilo C₁₋₄, alquenilo C₂₋₄, alquinilo C₂₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, alquinil C₂₋₄-oxi, C(=Y¹)Rˡ, C(=Y¹)ORˡ, C(=Y¹)SRˡ, C(=Y¹)NRʲRᵏ, arilo, ariloxi, hetarilo y hetariloxi; Rⁱ es (i) halógeno, CN, alquilo C₁₋₄, alquenilo C₂₋₄, alquinilo C₂₋₄, haloalquilo C₁₋₄, haloalquenilo C₂₋₄; (ii) =NR¹ᵈ, en donde R¹ᵈ es H, alquilo C₁₋₄, alquenilo C₂₋₄, cicloalquilo C₃₋₆, cicloalquil C₃₋₆-metilo u ORᵍ; (iii) =O, =S, NRʲRᵏ, ORˡ, SRˡ, C(=Y¹)Rˡ, C(=Y¹)ORˡ, C(=Y¹)SRˡ, C(=Y¹)NRʲRᵏ; (iv) arilo, aril-alquilo C₁₋₂, hetarilo o hetaril-alquilo C₁₋₂, en donde el anillo aromático del grupo arilo o hetarilo puede no estar sustituido o puede estar parcial o totalmente sustituido con sustituyentes, que se seleccionan cada uno, de modo independiente, de halógeno, CN, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, alquinil C₂₋₄-oxi, ORᵍ y SRᵍ; o (v) cicloalquilo C₃₋₆ o heterociclilo de 3 a 6 miembros, en donde el anillo cicloalquilo o el anillo heterociclilo puede no estar sustituido o puede estar parcial o totalmente sustituido con sustituyentes, que se seleccionan cada uno, de modo independiente, de halógeno, CN, alquilo C₁₋₄, ORᵍ y SRᵍ; Rʲ y Rᵏ se seleccionan, de modo independiente, de H, ORᵍ, SRᵍ, C(=Y¹)Rᵍ, C(=Y¹)ORᵍ, C(=Y¹)SRᵍ, C(=Y¹)NRᵐRⁿ, alquilo C₁₋₄, alquenilo C₂₋₄, alquinilo C₂₋₄, haloalquilo C₁₋₄, arilo o hetarilo, en donde el anillo aromático del grupo arilo o hetarilo puede no estar sustituido o puede estar parcial o totalmente sustituido con sustituyentes, que se seleccionan, de modo independiente, de halógeno, CN, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, alquinil C₂₋₄-oxi, ORᵍ y SRᵍ; Rˡ es H, alquilo C₁₋₄, alquenilo C₂₋₄, alquinilo C₂₋₄, haloalquilo C₁₋₄, C₍₌Y¹)Rᵍ, C(=Y¹)ORᵍ, C(=Y¹)SRᵍ, C(=Y¹)NRᵐRⁿ, arilo o hetarilo, en donde al anillo aromático del grupo arilo o hetarilo puede no estar sustituido o puede estar parcial o totalmente sustituido con sustituyentes, que se seleccionan, de modo independiente, de halógeno, CN, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, alquinil C₂₋₄-oxi, ORᵍ y SRᵍ; y Rᵐ y Rⁿ se seleccionan, de modo independiente, de H y alquilo C₁₋₄. Reivindicación 6: Una composición para reducir la nitrificación que comprende al menos un inhibidor de la nitrificación como se define en cualquiera de las reivindicaciones 1 a 6 y al menos un portador. Reivindicación 7: Una mezcla agroquímica que comprende (i) al menos un fertilizante; y (ii) al menos un inhibidor de la nitrificación como se define en cualquiera de las reivindicaciones 1 a 6 o la composición de acuerdo con la reivindicación 7. Reivindicación 10: Un método para reducir la nitrificación, que comprende el tratamiento de una planta que crece sobre el suelo o sustituyentes del suelo y/o el locus o suelo o sustituyentes del suelo, donde la planta está creciendo o pretende crecer con al menos un inhibidor de la nitrificación como se define en cualquiera de las reivindicaciones 1 a 6 o una composición según se define en la reivindicación 7. Reivindicación 14: La mezcla agroquímica de acuerdo con la reivindicación 8, el uso de acuerdo con la reivindicación 9 ó 10 o el método de acuerdo con cualquiera de las reivindicaciones 12 a 14, en donde dicho fertilizante es un fertilizante inorgánico que contiene amonio tales como un fertilizante NPK, amonio anhidro, nitrato de amonio, nitrato de calcio y amonio, sulfato nitrato de amonio, sulfato de amonio o fosfato de amonio; un fertilizante orgánico tales como estiércol liquido, estiércol semilíquido, estiércol de biogás, estiércol estable y estiércol de paja, humus de gusanos, compost, algas o guano o un fertilizante que contiene urea tales como urea, formaldehído urea, solución de urea y nitrato de amonio (UAN), urea sulfurada, urea estabilizada, fertilizantes NPK a base de urea o sulfato de amonio y urea.
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| US11021413B2 (en) | 2014-11-14 | 2021-06-01 | Basf Se | Benzylpropargylether as nitrification inhibitors |
| US10676408B2 (en) | 2014-12-18 | 2020-06-09 | Basf Se | Alkynylpyrazoles as nitrification inhibitors |
| WO2016124769A1 (en) | 2015-02-06 | 2016-08-11 | Basf Se | Pyrazole compounds as nitrification inhibitors |
| EP3072376A3 (en) | 2015-03-26 | 2016-11-23 | Basf Se | Method and vehicle for applying an agrochemical mixture to a working area of a field |
| WO2017025454A1 (en) | 2015-08-07 | 2017-02-16 | Basf Se | Control of pests in maize by ginkgolides and bilobalide |
| WO2017198693A1 (en) * | 2016-05-17 | 2017-11-23 | Basf Se | A composition comprising mesoporous silicon dioxide particles and a nitrification inhibitor |
| US20190276376A1 (en) * | 2016-05-18 | 2019-09-12 | Basf Se | Capsules comprising benzylpropargylethers for use as nitrification inhibitors |
| RU2019137648A (ru) | 2017-04-24 | 2021-05-25 | Еврокем Агро Гмбх | Способ и композиция для улучшения усвоения питательных веществ растениями |
| CN108409509B (zh) * | 2017-11-08 | 2020-12-18 | 江西省农业科学院土壤肥料与资源环境研究所 | 农业组合物及其制备方法 |
| WO2019145140A1 (en) * | 2018-01-09 | 2019-08-01 | Basf Se | Silylethynyl hetaryl compounds as nitrification inhibitors |
| WO2020191052A1 (en) * | 2019-03-19 | 2020-09-24 | Cerecor, Inc. | Methods for treating symptomatic orthostatic hypotension |
| WO2021242122A1 (en) * | 2020-05-25 | 2021-12-02 | Lincoln University | Improvements in and relating to nitrification inhibitors |
| US11236026B1 (en) | 2020-10-15 | 2022-02-01 | Rosen's, Inc. | Fertigation process |
| CA3215323A1 (en) * | 2021-04-20 | 2022-10-27 | Amy Burton | Use of nitrapyrin for improved plant growth and development |
| WO2025155791A1 (en) * | 2024-01-19 | 2025-07-24 | Corteva Agriscience Llc | Compositions comprising nitrification inhibitors |
| WO2025155681A1 (en) | 2024-01-19 | 2025-07-24 | Corteva Agriscience Llc | Nitrification inhibiting mixtures |
| WO2025155603A1 (en) | 2024-01-19 | 2025-07-24 | Corteva Agriscience Llc | Nitrification inhibiting mixtures |
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| US3033668A (en) * | 1958-03-27 | 1962-05-08 | Dow Chemical Co | Method for inhibiting nitrification of ammonium nitrogen in soil |
| US3322813A (en) * | 1962-06-30 | 1967-05-30 | Meiji Seika Kaisha | Halopropargyl aryl ether compounds |
| US3375157A (en) * | 1963-10-24 | 1968-03-26 | Gen Aniline & Film Corp | Controlling and eradicating agricultural nematodes with halogenated phenyl propynyl ethers |
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| JPS48103351A (es) * | 1972-04-12 | 1973-12-25 | ||
| US4552581A (en) * | 1984-05-03 | 1985-11-12 | Iowa State University Research Foundation, Inc. | Method of inhibiting nitrification of ammonium nitrogen |
| DE3702301A1 (de) * | 1986-03-06 | 1987-09-10 | Bayer Ag | 2-hydroxyethyl-azol-derivate |
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| DE10230593C1 (de) * | 2002-07-06 | 2003-08-07 | Compo Gmbh & Co Kg | Bewässerungsdüngung von landwirtschaftlich oder gärtnerisch genutzten Substraten |
| CN201419222Y (zh) * | 2009-04-02 | 2010-03-10 | 鸿富锦精密工业(深圳)有限公司 | 剪线机 |
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| AU2015248771B2 (en) | 2019-05-09 |
| JP2017519719A (ja) | 2017-07-20 |
| CN106232557A (zh) | 2016-12-14 |
| MX2016013636A (es) | 2017-02-28 |
| EA201692076A1 (ru) | 2017-04-28 |
| UA119868C2 (uk) | 2019-08-27 |
| EP3131397A1 (en) | 2017-02-22 |
| WO2015158853A1 (en) | 2015-10-22 |
| CL2016002638A1 (es) | 2017-06-23 |
| CA2941162A1 (en) | 2015-10-22 |
| US20170036969A1 (en) | 2017-02-09 |
| AU2015248771A1 (en) | 2016-10-06 |
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