IE35434B1 - Benzene derivatives - Google Patents
Benzene derivativesInfo
- Publication number
- IE35434B1 IE35434B1 IE77571A IE77571A IE35434B1 IE 35434 B1 IE35434 B1 IE 35434B1 IE 77571 A IE77571 A IE 77571A IE 77571 A IE77571 A IE 77571A IE 35434 B1 IE35434 B1 IE 35434B1
- Authority
- IE
- Ireland
- Prior art keywords
- group
- carbon atoms
- group containing
- straight
- branched
- Prior art date
Links
- 125000001997 phenyl group Chemical class [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 22
- 125000000217 alkyl group Chemical group 0.000 abstract 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 5
- 125000005843 halogen group Chemical group 0.000 abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 abstract 5
- 239000001257 hydrogen Substances 0.000 abstract 5
- 125000002252 acyl group Chemical group 0.000 abstract 3
- 229910052801 chlorine Inorganic materials 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 125000001931 aliphatic group Chemical group 0.000 abstract 2
- 125000005236 alkanoylamino group Chemical group 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 2
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 abstract 2
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 229920006395 saturated elastomer Polymers 0.000 abstract 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- 125000002373 5 membered heterocyclic group Chemical group 0.000 abstract 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 abstract 1
- 125000003341 7 membered heterocyclic group Chemical group 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
- 239000002253 acid Substances 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 150000001450 anions Chemical class 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 125000001589 carboacyl group Chemical group 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 125000006255 cyclopropyl carbonyl group Chemical group [H]C1([H])C([H])([H])C1([H])C(*)=O 0.000 abstract 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 abstract 1
- 230000000855 fungicidal effect Effects 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 125000003884 phenylalkyl group Chemical group 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 238000010561 standard procedure Methods 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
- 150000003585 thioureas Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/14—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D295/145—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/15—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- 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
- C07C335/24—Derivatives of thiourea containing any of the groups, X being a hetero atom, Y being any atom
- C07C335/28—Y being a hetero atom, e.g. thiobiuret
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
1307250 Thiourea derivatives MAY & BAKER Ltd 16 June 1971 [16 June 1970 22 June 1970 26 June 1970 4 Sept 1970 21 Oct 1970 11 Dec 1970 25 March 1971 31 March 1971 1 April 1971 (3)] 29259/70 30244/70 31209/70 42609/70 50000/70 59111/70 7850/71 8292/71 8462/71 8463/71 and 8466/71 Heading C2C [Also in Division A5] The invention comprises novel therapeutic and agricultural fungicidal compounds (I) wherein R<SP>5</SP> represents a group (wherein R<SP>7</SP> represents a straight- or branchedchain aliphatic hydrocarbon group containing not more than 4 carbon atoms which may be saturated or unsaturated and which may optionally be substituted by a halogen atom or an alkoxy group containing not more than 4 carbon atoms, and R<SP>8</SP> represents a hydrogen atom or a methyl group), R<SP>6</SP> represents a hydrogen or a halogen atom, or a straight- or branched-chain alkyl group containing not more than 4 carbon atoms, an alkanoylamino group containing 1 to 4 carbon atoms in which the alkanoyl moiety may be straight- or branched-chain and may optionally be substituted by a cycloalkyl group containing from 3 to 6 carbon atoms, an alkoxycarbonylamino group containing from 2 to 4 carbon atoms in which the alkoxy moiety may be straight- or branched-chain, a straight- or branched-chain alkanoyl group containing from 2 to 4 carbon atoms, a benzoyl group or a group and Y represents a group falling within the definition of the symbol R<SP>5</SP>, a nitro group or a group -NR<SP>9</SP>R<SP>10</SP> [wherein R<SP>9</SP> and R<SP>10</SP> each represent a hydrogen atom, or R<SP>9</SP> represents a hydrogen atom or a methyl group and R<SP>10</SP> represents a straight- or branched-chain alkanoyl group containing 1 to 4 carbon atoms (which may optionally be substituted by a cycloalkyl group containing from 3 to 6 carbon atoms), a straight- or branched-chain alkoxycarbonyl group containing 2 to 4 carbon atoms, or a group -COA<SP>1</SP>Z<SP>1</SP>, wherein A<SP>1</SP> represents a straight chain aliphatic hydrocarbon group containing not more than 4 carbon atoms which may be saturated or unsaturated and may optionally be substituted by at least one methyl group, and Z<SP>1</SP> represents a carboxy group or a group of the general formula wherein R<SP>11</SP> represents a hydrogen atom or a straight- or branched-chain alkyl group containing not more than 4 carbon atoms, R<SP>12</SP> represents a hydrogen atom or a straight- or branched-chain alkyl group containing not more than 4 carbon atoms or a phenylalkyl group with 1 or 2 carbon atoms in the alkyl moiety, and R<SP>13</SP> represents a hydrogen atom or a straight- or branched-chain alkyl group containing not more than 4 carbon atoms, or R<SP>12</SP> and R<SP>13</SP> together with the nitrogen atom to which they are attached form a 5-, 6- or 7- membered heterocyclic ring which may contain in the ring one or two further hetero atoms selected from oxygen, nitrogen and sulphur and which may optionally be substituted by one or more C 1 to C 6 alkyl groups and X<SP>2</SP># is an anion] and, where Yis primary amino, acid addition salts thereof, with the provisos that (i) when R<SP>5</SP> and Y each represent a group -N(R<SP>8</SP>)CSNHCOOR<SP>7</SP>, in which R<SP>8</SP> is a hydrogen atom or a methyl group and R<SP>7</SP> is an alkyl group containing not more than 4 carbon atoms, or an alkyl group of ] or 2 carbon atoms substituted by a halogen atom or methoxy group, or an alkenyl or alkynyl group of 2 or 3 carbon atoms, R<SP>6</SP> is other than a hydrogen or halogen atom or a methyl group; or (ii) when R<SP>5</SP> is a group - NHCSNHCOOR<SP>7</SP> in which R<SP>7</SP> is an alkyl group containing not more than 4 carbon atoms, and (a) Y is a group -NR<SP>9</SP>R<SP>10</SP> in which R<SP>9</SP> is a hydrogen atom or a methyl group and R<SP>10</SP> is an alkanoyl group containing 1 to 3 carbon atoms, a cyclopropylcarbonyl group or an alkoxycarbonyl group containing 2 or 3 carbon atoms, R<SP>6</SP> is other than a hydrogen or chlorine atom or a methyl group, or (b) Y is a group -NR<SP>9</SP>R<SP>10</SP> in which R<SP>9</SP> and R<SP>10</SP> each represents a hydrogen atom, R<SP>6</SP> is other than a hydrogen or halogen atom or methyl group; or (iii) when R<SP>5</SP> is a group -NHCSNHCOOR<SP>7</SP> in which R<SP>7</SP> is an alkyl group containing not more than 4 carbon atoms and Y is a nitro group, R<SP>6</SP> is other than a hydrogen or chlorine atom or a methyl group or, when R<SP>6</SP> is in o-position in relation to R<SP>5</SP>, R<SP>6</SP> is additionally other than an alkanoylamino group containing 1 to 3 carbons, a cyclopropyl carbonamido group or an alkoxycarbonylamino group containing 2 or 3 carbons. They are obtained by standard methods utilizing compounds II to XII (X<SP>3</SP> is Br, Cl or I).
[GB1307250A]
Applications Claiming Priority (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2925970A GB1307250A (en) | 1970-06-16 | 1970-06-16 | Benzene derivatives |
| GB3024470 | 1970-06-22 | ||
| GB3120970 | 1970-06-26 | ||
| GB4260970 | 1970-09-04 | ||
| GB5006070 | 1970-10-21 | ||
| GB5911170 | 1970-12-11 | ||
| GB785071 | 1971-03-25 | ||
| GB829271 | 1971-03-31 | ||
| GB846371 | 1971-04-01 | ||
| GB846671 | 1971-04-01 | ||
| GB846271 | 1971-04-01 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE35434L IE35434L (en) | 1971-12-16 |
| IE35434B1 true IE35434B1 (en) | 1976-02-18 |
Family
ID=27581633
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE77571A IE35434B1 (en) | 1970-06-16 | 1971-06-16 | Benzene derivatives |
Country Status (9)
| Country | Link |
|---|---|
| AR (1) | AR192765A1 (en) |
| CA (3) | CA976159A (en) |
| CH (3) | CH560186A5 (en) |
| CY (1) | CY761A (en) |
| DE (1) | DE2129960C2 (en) |
| FR (1) | FR2100764B1 (en) |
| GB (1) | GB1307250A (en) |
| IE (1) | IE35434B1 (en) |
| NL (1) | NL175990C (en) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4310537A (en) * | 1976-06-10 | 1982-01-12 | Rohm And Haas Company | Acetyl- and carbalkoxythioureidobenzophenones |
| US4060636A (en) | 1976-06-10 | 1977-11-29 | Rohm And Haas Company | Acetyl- and carbalkoxythioureidobenzophenones as anthelmintic agents |
| CH650768A5 (en) * | 1982-08-27 | 1985-08-15 | Pharmaton Sa | BASIC ACETANILIDES, METHOD FOR THE PRODUCTION THEREOF AND MEDICINAL PRODUCTS CONTAINING THESE ACETANILIDES. |
| US4438135A (en) * | 1983-01-07 | 1984-03-20 | Smithkline Beckman Corporation | 1-(3,4-Bis-(3-(lower alkoxycarbonyl)-2-thioureido)-phenyl-1-phenylthylenes |
| JPH0253759A (en) * | 1988-08-18 | 1990-02-22 | Hamari Yakuhin Kogyo Kk | Novel quaternary ammonium compound |
| US5326856A (en) * | 1992-04-09 | 1994-07-05 | Cytogen Corporation | Bifunctional isothiocyanate derived thiocarbonyls as ligands for metal binding |
| US5449761A (en) * | 1993-09-28 | 1995-09-12 | Cytogen Corporation | Metal-binding targeted polypeptide constructs |
| JP6252009B2 (en) * | 2013-07-24 | 2017-12-27 | Jnc株式会社 | Novel diamine, polymer using the same, liquid crystal alignment agent, liquid crystal alignment film, and liquid crystal display element |
| CR20160581A (en) | 2014-06-16 | 2017-04-04 | Centre Hospitalier Regional Et Univ De Lille (Chru) | COMPOUNDS, PHARMACEUTICAL COMPOSITION AND ITS USE IN THE TREATMENT OF NEURODEGENERATIVE DISEASES |
| DE102016009766A1 (en) * | 2016-08-11 | 2018-02-15 | Julius-Maximilians-Universität Würzburg | Production of bitter substance derivatives |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR96287E (en) * | 1967-10-18 | 1972-06-16 | ||
| IL30778A (en) * | 1967-10-30 | 1972-10-29 | Nippon Soda Co | Bis-thioureido-benzenes,their preparation,and fungicidal compositions containing them |
| ZA6904362B (en) * | 1968-06-18 |
-
1970
- 1970-06-16 GB GB2925970A patent/GB1307250A/en not_active Expired
-
1971
- 1971-06-11 FR FR7121293A patent/FR2100764B1/fr not_active Expired
- 1971-06-15 CA CA115,693A patent/CA976159A/en not_active Expired
- 1971-06-16 CH CH886972A patent/CH560186A5/xx not_active IP Right Cessation
- 1971-06-16 NL NL7108292A patent/NL175990C/en not_active IP Right Cessation
- 1971-06-16 CH CH886872A patent/CH537698A/en not_active IP Right Cessation
- 1971-06-16 DE DE19712129960 patent/DE2129960C2/en not_active Expired
- 1971-06-16 IE IE77571A patent/IE35434B1/en unknown
- 1971-06-16 CH CH887072A patent/CH551394A/en not_active IP Right Cessation
-
1972
- 1972-04-17 AR AR24150872A patent/AR192765A1/en active
-
1974
- 1974-10-31 CY CY76174A patent/CY761A/en unknown
-
1975
- 1975-03-26 CA CA223,105A patent/CA1021695A/en not_active Expired
- 1975-03-26 CA CA223,106A patent/CA1022066A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL175990B (en) | 1984-09-03 |
| CY761A (en) | 1974-10-31 |
| FR2100764B1 (en) | 1975-01-17 |
| GB1307250A (en) | 1973-02-14 |
| CH551394A (en) | 1974-07-15 |
| CH537698A (en) | 1973-07-31 |
| DE2129960A1 (en) | 1971-12-30 |
| NL175990C (en) | 1985-02-01 |
| IE35434L (en) | 1971-12-16 |
| CA1021695A (en) | 1977-11-29 |
| AR192765A1 (en) | 1973-03-14 |
| DE2129960C2 (en) | 1982-12-02 |
| CH560186A5 (en) | 1975-03-27 |
| CA976159A (en) | 1975-10-14 |
| FR2100764A1 (en) | 1972-03-24 |
| NL7108292A (en) | 1971-12-20 |
| CA1022066A (en) | 1977-12-06 |
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