GB1307250A - Benzene derivatives - Google Patents

Benzene derivatives

Info

Publication number
GB1307250A
GB1307250A GB2925970A GB2925970A GB1307250A GB 1307250 A GB1307250 A GB 1307250A GB 2925970 A GB2925970 A GB 2925970A GB 2925970 A GB2925970 A GB 2925970A GB 1307250 A GB1307250 A GB 1307250A
Authority
GB
United Kingdom
Prior art keywords
group
carbon atoms
group containing
straight
branched
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
Application number
GB2925970A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
May and Baker Ltd
Original Assignee
May and Baker Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by May and Baker Ltd filed Critical May and Baker Ltd
Priority to GB2925970A priority Critical patent/GB1307250A/en
Priority to FR7121293A priority patent/FR2100764B1/fr
Priority to US05/153,409 priority patent/US4048326A/en
Priority to CA115,693A priority patent/CA976159A/en
Priority to NL7108292A priority patent/NL175990C/en
Priority to CH887072A priority patent/CH551394A/en
Priority to CH886872A priority patent/CH537698A/en
Priority to ZA713924A priority patent/ZA713924B/en
Priority to CH886972A priority patent/CH560186A5/xx
Priority to IE77571A priority patent/IE35434B1/en
Priority to DE19712129960 priority patent/DE2129960C2/en
Priority to AR24150872A priority patent/AR192765A1/en
Priority to AR24151072A priority patent/AR192767A1/en
Priority to AR24150972A priority patent/AR192766A1/en
Publication of GB1307250A publication Critical patent/GB1307250A/en
Priority to CY76174A priority patent/CY761A/en
Priority to CA223,106A priority patent/CA1022066A/en
Priority to CA223,105A priority patent/CA1021695A/en
Expired legal-status Critical Current

Links

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).
GB2925970A 1970-06-16 1970-06-16 Benzene derivatives Expired GB1307250A (en)

Priority Applications (17)

Application Number Priority Date Filing Date Title
GB2925970A GB1307250A (en) 1970-06-16 1970-06-16 Benzene derivatives
FR7121293A FR2100764B1 (en) 1970-06-16 1971-06-11
US05/153,409 US4048326A (en) 1970-06-16 1971-06-15 Treatment of helminth infections with substituted 1,2-bis(thioureido)benzene
CA115,693A CA976159A (en) 1970-06-16 1971-06-15 Benzene derivatives
IE77571A IE35434B1 (en) 1970-06-16 1971-06-16 Benzene derivatives
CH887072A CH551394A (en) 1970-06-16 1971-06-16 PROCESS FOR THE PREPARATION OF NEW AMINES AND THE USE OF THE SAME.
CH886872A CH537698A (en) 1970-06-16 1971-06-16 Agricultural fungicide composition
ZA713924A ZA713924B (en) 1970-06-16 1971-06-16 Benzine derivatives
CH886972A CH560186A5 (en) 1970-06-16 1971-06-16
NL7108292A NL175990C (en) 1970-06-16 1971-06-16 PROCESS FOR PREPARING A THIOURIDOBENZENE COMPOUND WITH ANTHELMINTIC, ANTI-VIRAL AND / OR FUNGICIDE ACTION AND FOR PREPARING A PREPARATION CONTAINING THIS COMPOUND
DE19712129960 DE2129960C2 (en) 1970-06-16 1971-06-16 Therapeutic compositions containing thioureido derivatives, processes for their preparation and the thioureido derivatives
AR24150872A AR192765A1 (en) 1970-06-16 1972-04-17 PROCEDURE FOR THE PREPARATION OF DERIVATIVES OF PHENYL-3-THIOUREA
AR24151072A AR192767A1 (en) 1970-06-16 1972-04-17 PROCEDURE FOR THE PREPARATION OF DERIVATIVES OF PHENYL-3-THIOUREA
AR24150972A AR192766A1 (en) 1970-06-16 1972-04-17 PROCEDURE FOR THE PREPARATION OF PHENYL-3-THIOUREA
CY76174A CY761A (en) 1970-06-16 1974-10-31 Benzene derivatives
CA223,106A CA1022066A (en) 1970-06-16 1975-03-26 Agricultural fungicidal compositions comprising at least one benzene derivative
CA223,105A CA1021695A (en) 1970-06-16 1975-03-26 Benzene derivatives

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 (1)

Publication Number Publication Date
GB1307250A true GB1307250A (en) 1973-02-14

Family

ID=27581633

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2925970A Expired GB1307250A (en) 1970-06-16 1970-06-16 Benzene derivatives

Country Status (9)

Country Link
AR (1) AR192765A1 (en)
CA (3) CA976159A (en)
CH (3) CH537698A (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)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4060636A (en) 1976-06-10 1977-11-29 Rohm And Haas Company Acetyl- and carbalkoxythioureidobenzophenones as anthelmintic agents
WO1993021151A1 (en) * 1992-04-09 1993-10-28 Cytogen Corporation Substituted thioureas as bifunctional chelators
US5449761A (en) * 1993-09-28 1995-09-12 Cytogen Corporation Metal-binding targeted polypeptide constructs
WO2018029347A1 (en) * 2016-08-11 2018-02-15 Julius-Maximilians-Universität Würzburg Production of bitter principle derivatives
US10844008B2 (en) 2014-06-16 2020-11-24 Universite De Lille 2 Droit Et Sante Compounds, pharmaceutical composition and their use in treating neurodegenerative diseases

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4310537A (en) * 1976-06-10 1982-01-12 Rohm And Haas Company Acetyl- and carbalkoxythioureidobenzophenones
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
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

Family Cites Families (3)

* Cited by examiner, † Cited by third party
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

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4060636A (en) 1976-06-10 1977-11-29 Rohm And Haas Company Acetyl- and carbalkoxythioureidobenzophenones as anthelmintic agents
WO1993021151A1 (en) * 1992-04-09 1993-10-28 Cytogen Corporation Substituted thioureas as bifunctional chelators
US5326856A (en) * 1992-04-09 1994-07-05 Cytogen Corporation Bifunctional isothiocyanate derived thiocarbonyls as ligands for metal binding
US5585468A (en) * 1992-04-09 1996-12-17 Cytogen Corporation Substituted thioureas as bifunctional chelators
US5449761A (en) * 1993-09-28 1995-09-12 Cytogen Corporation Metal-binding targeted polypeptide constructs
US10844008B2 (en) 2014-06-16 2020-11-24 Universite De Lille 2 Droit Et Sante Compounds, pharmaceutical composition and their use in treating neurodegenerative diseases
WO2018029347A1 (en) * 2016-08-11 2018-02-15 Julius-Maximilians-Universität Würzburg Production of bitter principle derivatives
US12129222B2 (en) 2016-08-11 2024-10-29 Julius-Maximilians-Universitaet Production of bitter principle derivatives

Also Published As

Publication number Publication date
AR192765A1 (en) 1973-03-14
CA1021695A (en) 1977-11-29
CA976159A (en) 1975-10-14
IE35434B1 (en) 1976-02-18
CA1022066A (en) 1977-12-06
CY761A (en) 1974-10-31
DE2129960A1 (en) 1971-12-30
DE2129960C2 (en) 1982-12-02
FR2100764A1 (en) 1972-03-24
CH551394A (en) 1974-07-15
CH537698A (en) 1973-07-31
NL7108292A (en) 1971-12-20
CH560186A5 (en) 1975-03-27
FR2100764B1 (en) 1975-01-17
NL175990B (en) 1984-09-03
NL175990C (en) 1985-02-01
IE35434L (en) 1971-12-16

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Legal Events

Date Code Title Description
PS Patent sealed
PE20 Patent expired after termination of 20 years