GB1512529A - (thiono) (thiol) phosphoric (phosphonic) acid esters and ester-amides and their use as insecticides and acaricides - Google Patents
(thiono) (thiol) phosphoric (phosphonic) acid esters and ester-amides and their use as insecticides and acaricidesInfo
- Publication number
- GB1512529A GB1512529A GB39549/75A GB3954975A GB1512529A GB 1512529 A GB1512529 A GB 1512529A GB 39549/75 A GB39549/75 A GB 39549/75A GB 3954975 A GB3954975 A GB 3954975A GB 1512529 A GB1512529 A GB 1512529A
- Authority
- GB
- United Kingdom
- Prior art keywords
- atoms
- denotes
- thiono
- alkyl
- acaricides
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 230000000895 acaricidal effect Effects 0.000 title abstract 2
- 239000000642 acaricide Substances 0.000 title 1
- 239000002253 acid Substances 0.000 title 1
- 150000002148 esters Chemical class 0.000 title 1
- 239000002917 insecticide Substances 0.000 title 1
- 150000003573 thiols Chemical class 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 241001465754 Metazoa Species 0.000 abstract 1
- BVMWIXWOIGJRGE-UHFFFAOYSA-N NP(O)=O Chemical class NP(O)=O BVMWIXWOIGJRGE-UHFFFAOYSA-N 0.000 abstract 1
- 229910019142 PO4 Inorganic materials 0.000 abstract 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 abstract 1
- 231100000674 Phytotoxicity Toxicity 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Substances 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 1
- 230000008030 elimination Effects 0.000 abstract 1
- 238000003379 elimination reaction Methods 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910000039 hydrogen halide Inorganic materials 0.000 abstract 1
- 239000012433 hydrogen halide Substances 0.000 abstract 1
- 230000000749 insecticidal effect Effects 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 235000021317 phosphate Nutrition 0.000 abstract 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 abstract 1
- 125000002098 pyridazinyl group Chemical group 0.000 abstract 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 abstract 1
- 231100000419 toxicity Toxicity 0.000 abstract 1
- 230000001988 toxicity Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
- C07F9/6509—Six-membered rings
- C07F9/650905—Six-membered rings having the nitrogen atoms in the positions 1 and 2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Novel pyridazinyl(thiono)(thio)phosphates(phosphonates) or -phosphoramidates(phosphonamidates) of the formula I <IMAGE> are obtained by reacting a suitably substituted phosphorus-halogen compound with a suitably substituted 3-hydroxy-1,6-dihydropyridazinone compound with the elimination of hydrogen halide. In the formula I, R denotes alkyl having 1-6 C atoms, R' denotes phenyl, alkyl having 1-4 C atoms, alkoxy having 1-6 C atoms, alkylthio having 1-6 C atoms, monoalkylamino or dialkylamino having 1-4 C atoms per alkyl, R'' and R''' denote H or CH3, R<IV> denotes hydrogen, halogen, a nitro group or haloalkyl having 1-3 C atoms, X denotes oxygen or sulphur, and n denotes 1 to 4. The novel compounds have a very good insecticidal and acaricidal activity combined with a low phytotoxicity and toxicity to warm-blooded animals.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2446218A DE2446218C2 (en) | 1974-09-27 | 1974-09-27 | Pyridazinyl (thiono) (thiol) phosphorus (phosphonic) acid esters and ester amides, process for their preparation and their use as insecticides and acaricides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1512529A true GB1512529A (en) | 1978-06-01 |
Family
ID=5926925
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB39549/75A Expired GB1512529A (en) | 1974-09-27 | 1975-09-26 | (thiono) (thiol) phosphoric (phosphonic) acid esters and ester-amides and their use as insecticides and acaricides |
Country Status (31)
| Country | Link |
|---|---|
| JP (2) | JPS5828249B2 (en) |
| AR (1) | AR206235A1 (en) |
| AT (1) | AT333309B (en) |
| BE (1) | BE833817A (en) |
| BG (1) | BG24956A3 (en) |
| BR (1) | BR7506244A (en) |
| CA (1) | CA1033738A (en) |
| CH (1) | CH612684A5 (en) |
| CS (1) | CS187488B2 (en) |
| DD (1) | DD123054A5 (en) |
| DE (1) | DE2446218C2 (en) |
| DK (1) | DK140063C (en) |
| EG (1) | EG11825A (en) |
| ES (1) | ES441324A1 (en) |
| FI (1) | FI752683A7 (en) |
| FR (1) | FR2286148A1 (en) |
| GB (1) | GB1512529A (en) |
| HU (1) | HU173152B (en) |
| IE (1) | IE41802B1 (en) |
| IL (1) | IL48164A (en) |
| IT (1) | IT1042788B (en) |
| KE (1) | KE2898A (en) |
| LU (1) | LU73457A1 (en) |
| MY (1) | MY7800475A (en) |
| NL (1) | NL7511381A (en) |
| NO (1) | NO753096L (en) |
| OA (1) | OA05119A (en) |
| SE (1) | SE408060B (en) |
| SU (1) | SU643068A3 (en) |
| TR (1) | TR18513A (en) |
| ZA (1) | ZA756125B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4260604A (en) * | 1977-10-14 | 1981-04-07 | Basf Aktiengesellschaft | Pyridazinonyl-(di)(thio)-phosphoric (phosphonic) acid esters as pesticides |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2528692A1 (en) * | 1975-06-27 | 1977-01-13 | Bayer Ag | PYRIDAZINYL (THIONO) PHOSPHORIC ACID ESTER, METHOD FOR THEIR PRODUCTION AND USE AS INSECTICIDES AND ACARICIDES |
| DE2705995A1 (en) * | 1977-02-12 | 1978-08-17 | Bayer Ag | PYRIDAZINONE (THIONO) PHOSPHORUS (PHOSPHONE) ACID ESTER, METHOD FOR THEIR PRODUCTION AND USE AS INSECTICIDES AND ACARICIDES |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL93954C (en) * | 1955-03-21 | 1900-01-01 | ||
| DE2343741A1 (en) * | 1973-08-30 | 1975-03-20 | Bayer Ag | 0-AETHYL-S-0- SQUARE CLAMP ON PYRIDAZ- (3) -ON- (6) -YL SQUARE CLIP ON -THIONOTHIOLPHOSPHORIC ACID, METHOD FOR THEIR PRODUCTION AND USE AS INSECTICIDES AND ACARICIDES |
-
1974
- 1974-09-27 DE DE2446218A patent/DE2446218C2/en not_active Expired
-
1975
- 1975-01-01 AR AR260549A patent/AR206235A1/en active
- 1975-09-10 EG EG539/75A patent/EG11825A/en active
- 1975-09-10 NO NO753096A patent/NO753096L/no unknown
- 1975-09-11 CS CS756186A patent/CS187488B2/en unknown
- 1975-09-22 BG BG031029A patent/BG24956A3/en unknown
- 1975-09-23 SU SU752174613A patent/SU643068A3/en active
- 1975-09-23 CH CH1229975A patent/CH612684A5/en not_active IP Right Cessation
- 1975-09-24 IL IL48164A patent/IL48164A/en unknown
- 1975-09-24 HU HU75BA3317A patent/HU173152B/en unknown
- 1975-09-25 FI FI752683A patent/FI752683A7/fi not_active Application Discontinuation
- 1975-09-25 BE BE160375A patent/BE833817A/en unknown
- 1975-09-25 SE SE7510766A patent/SE408060B/en unknown
- 1975-09-25 LU LU73457A patent/LU73457A1/xx unknown
- 1975-09-25 IT IT27669/75A patent/IT1042788B/en active
- 1975-09-25 DD DD188558A patent/DD123054A5/xx unknown
- 1975-09-26 FR FR7529611A patent/FR2286148A1/en active Granted
- 1975-09-26 CA CA236,532A patent/CA1033738A/en not_active Expired
- 1975-09-26 ES ES441324A patent/ES441324A1/en not_active Expired
- 1975-09-26 ZA ZA00756125A patent/ZA756125B/en unknown
- 1975-09-26 TR TR18513A patent/TR18513A/en unknown
- 1975-09-26 BR BR7506244*A patent/BR7506244A/en unknown
- 1975-09-26 JP JP50115736A patent/JPS5828249B2/en not_active Expired
- 1975-09-26 AT AT738275A patent/AT333309B/en not_active IP Right Cessation
- 1975-09-26 IE IE2103/75A patent/IE41802B1/en unknown
- 1975-09-26 JP JP50115735A patent/JPS5159885A/en active Pending
- 1975-09-26 DK DK435175A patent/DK140063C/en active
- 1975-09-26 NL NL7511381A patent/NL7511381A/en not_active Application Discontinuation
- 1975-09-26 OA OA55620A patent/OA05119A/en unknown
- 1975-09-26 GB GB39549/75A patent/GB1512529A/en not_active Expired
-
1978
- 1978-11-09 KE KE2898A patent/KE2898A/en unknown
- 1978-12-30 MY MY475/78A patent/MY7800475A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4260604A (en) * | 1977-10-14 | 1981-04-07 | Basf Aktiengesellschaft | Pyridazinonyl-(di)(thio)-phosphoric (phosphonic) acid esters as pesticides |
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB1512529A (en) | (thiono) (thiol) phosphoric (phosphonic) acid esters and ester-amides and their use as insecticides and acaricides | |
| ES472672A1 (en) | Cyclopropyl-substituted pyrimidine-(4)-yl-(thiono)-thiol phosphoric (phosphonic) acid esters and ester amides, process for their preparation and their use as insecticides and acaricides. | |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |