GB1460641A - Carbalkoxythioureidobenzene derivatives having anthelminitic properties - Google Patents

Carbalkoxythioureidobenzene derivatives having anthelminitic properties

Info

Publication number
GB1460641A
GB1460641A GB605874A GB605874A GB1460641A GB 1460641 A GB1460641 A GB 1460641A GB 605874 A GB605874 A GB 605874A GB 605874 A GB605874 A GB 605874A GB 1460641 A GB1460641 A GB 1460641A
Authority
GB
United Kingdom
Prior art keywords
carbon atoms
alkyl
nhc
aryl
aralkyl
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
GB605874A
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.)
Syntex USA LLC
Original Assignee
Syntex USA LLC
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
Priority claimed from US05/434,656 external-priority patent/US4072696A/en
Application filed by Syntex USA LLC filed Critical Syntex USA LLC
Publication of GB1460641A publication Critical patent/GB1460641A/en
Expired legal-status Critical Current

Links

Classifications

    • 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)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

Abstract

1460641 Aikoxycarbonylthioureido-benzenes SYNTEX (USA) Inc 11 Feb 1974 [12 Feb 1973 18 Jan 1974] 06058/74 Heading C2C The invention comprises novel compounds (I) where R is an alkyl group having 1 to 4 carbon atoms; R<SP>1</SP> is -SR<SP>2</SP>, -SOR<SP>2</SP>, -SO 2 R<SP>2</SP>, -OR<SP>2</SP>, -SCN, -SC(O)NR<SP>3</SP>R<SP>4</SP>, or -M<SP>1</SP>(CH 2 ) n MR<SP>7</SP> where n is 1-4; R<SP>2</SP> is optionally substituted alkyl having 1 to 6 carbon atoms, cycloalkyl having 3 to 7 carbon atoms, or optionally substituted alkenyl or alkynyl having 3 to 6 carbon atoms, aralkyl or aryl or substituted aralkyl or aryl, provided that when R<SP>1</SP> is -SO 2 R<SP>2</SP>, R<SP>2</SP> is not aralkyl or phenyl; R<SP>3</SP> and R<SP>4</SP> are independently hydrogen or alkyl having 1 to 6 carbon atoms; Y is amino, nitro, acylamino where the acyl portion has 1 to 6 carbon atoms, where m is 1-6, or-NHC(S)NHCOOR; M and M<SP>1</SP> are independently O, S or and R<SP>7</SP> is alkyl having 1 to 4 carbon atoms or aryl; and the pharmaceutically acceptable salts thereof; with the proviso that when R<SP>1</SP> is alkoxy, Y is -NHC(S)NHCOOR or -NHC(O)(CH 2 ) m COOH. They are made by utilizing the following reaction scheme (many of the intermediates and starting materials shown in the scheme are prepared and isolated; Ac is acyl and Z is R<SP>2</SP>SO or R<SP>2</SP>SO 2 ). Pharmaceutical preparations showing especially anthelmintic and antifungal actions contain (I) as active ingredient. Administration is, e.g. orally.
GB605874A 1973-02-12 1974-02-11 Carbalkoxythioureidobenzene derivatives having anthelminitic properties Expired GB1460641A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US33185273A 1973-02-12 1973-02-12
US05/434,656 US4072696A (en) 1973-02-12 1974-01-18 5(6)-Benzene ring substituted benzimidazole-2-carbamate derivatives having anthelmintic activity

Publications (1)

Publication Number Publication Date
GB1460641A true GB1460641A (en) 1977-01-06

Family

ID=26987956

Family Applications (2)

Application Number Title Priority Date Filing Date
GB605874A Expired GB1460641A (en) 1973-02-12 1974-02-11 Carbalkoxythioureidobenzene derivatives having anthelminitic properties
GB2642876A Expired GB1460642A (en) 1973-02-12 1974-02-11 2-nitro-4-phenylsulphinylacetanilide and 2-nitro-4-phenyl sulphinylaniline combination of a roll of film a leader and an adhesive strip therefor

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB2642876A Expired GB1460642A (en) 1973-02-12 1974-02-11 2-nitro-4-phenylsulphinylacetanilide and 2-nitro-4-phenyl sulphinylaniline combination of a roll of film a leader and an adhesive strip therefor

Country Status (11)

Country Link
JP (1) JPS5046641A (en)
BR (1) BR7401013D0 (en)
CA (1) CA1028337A (en)
DE (1) DE2462258C2 (en)
ES (1) ES423164A1 (en)
FR (2) FR2217015B1 (en)
GB (2) GB1460641A (en)
IE (1) IE38846B1 (en)
IN (1) IN139876B (en)
IT (1) IT1051603B (en)
NL (1) NL180212C (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6552230B1 (en) 1998-07-01 2003-04-22 Bayer Aktiengesellschaft Method for preparing 2-nitro-5-(phenylthio)-anilines

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2541742C2 (en) * 1975-09-19 1983-04-28 Hoechst Ag, 6230 Frankfurt o-Nitro-phenyl-thionocarbamoyl-carbaminate and process for their preparation
US4060636A (en) 1976-06-10 1977-11-29 Rohm And Haas Company Acetyl- and carbalkoxythioureidobenzophenones as anthelmintic agents
HU195950B (en) * 1984-02-29 1988-08-29 Richter Gedeon Vegyeszet Process for producing nitramino-diaryl-sulfoxide derivatives and pharmaceutics comprising such compounds
HU195949B (en) * 1984-02-29 1988-08-29 Richter Gedeon Vegyeszet Process for producing new nitro-diaryl-sulfoxide derivatives and pharmaceutics comprising such compounds
HU195951B (en) * 1984-02-29 1988-08-29 Richter Gedeon Vegyeszet Process for producing amino-diaryl-sulfoxide derivatives and pharmaceutics comprising such compounds

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6552230B1 (en) 1998-07-01 2003-04-22 Bayer Aktiengesellschaft Method for preparing 2-nitro-5-(phenylthio)-anilines

Also Published As

Publication number Publication date
FR2283126B1 (en) 1980-06-27
GB1460642A (en) 1977-01-06
DE2406584A1 (en) 1974-09-12
NL180212C (en) 1987-01-16
IT1051603B (en) 1981-05-20
CA1028337A (en) 1978-03-21
FR2283126A1 (en) 1976-03-26
JPS5046641A (en) 1975-04-25
FR2217015A1 (en) 1974-09-06
ES423164A1 (en) 1976-09-16
DE2462258C2 (en) 1982-01-28
FR2217015B1 (en) 1978-07-21
DE2406584B2 (en) 1977-03-31
IE38846B1 (en) 1978-06-07
BR7401013D0 (en) 1974-11-05
DE2462258A1 (en) 1976-07-08
AU6543374A (en) 1975-08-14
NL180212B (en) 1986-08-18
IE38846L (en) 1974-08-12
IN139876B (en) 1976-08-14
NL7401797A (en) 1974-08-14

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
704A Declaration that licence is not available as of right for an excepted use (par. 4a/1977)
PCNP Patent ceased through non-payment of renewal fee