BE804144A - H-2-Receptor antihistamines esp gastric acid inhibitors - -N-cyano-N"-(heterocyclyl-alkyl-(thio oxa amino or methylene-alkyl)-guanidines - Google Patents

H-2-Receptor antihistamines esp gastric acid inhibitors - -N-cyano-N"-(heterocyclyl-alkyl-(thio oxa amino or methylene-alkyl)-guanidines

Info

Publication number
BE804144A
BE804144A BE135043A BE135043A BE804144A BE 804144 A BE804144 A BE 804144A BE 135043 A BE135043 A BE 135043A BE 135043 A BE135043 A BE 135043A BE 804144 A BE804144 A BE 804144A
Authority
BE
Belgium
Prior art keywords
alkyl
esp
cyano
guanidines
oxa
Prior art date
Application number
BE135043A
Other languages
French (fr)
Inventor
G J Durant
J C Emmett
C R Ganellin
Original Assignee
Smith Kline French Lab
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 GB4116072A external-priority patent/GB1397436A/en
Application filed by Smith Kline French Lab filed Critical Smith Kline French Lab
Publication of BE804144A publication Critical patent/BE804144A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • C07D213/24—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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
    • C07D213/30—Oxygen atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • C07D213/24—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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
    • C07D213/32—Sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C07D213/65—One oxygen atom attached in position 3 or 5
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/70—Sulfur atoms

Abstract

Cpds. (I) (where R1 is H or 1-4C alkyl; and R2 is Het-(CH2)m-Z-(CH2)n- (where Het is a 5 or 6-membered N contg. heterocyclic ring esp. imidazole, pyridine, thiazole, isothiazole, oxazole, oxazole, isoxazole, pyrazole, triazole, thiadiazole, pyrimidine, pyrazine or pyridazine, opt. substd. by halogen alkyl, CF3 OH or NH2, Z is O, S or NH or CH2 and m and n are 0-4 and m+n is 2-4) are prepd. by reacting R2NH with R3-Y-C-(:NCN)NHR1 or with (R3Y)2C=N-CN (then the prodt with R1NH2) (where R3 is 1-4C alkyl, aryl, or aralkyl and Y is O or S). Thus R1=Me, R2 = 2-/(4-methyl-5-imidazolyl)me methylthio)ethyl/) is prepd. from 4-methyl-5/(2-aminoethyl)thiomethyl/imidazole and N-cyano, N', S-dimethylisothiourea.
BE135043A 1972-09-05 1973-08-29 H-2-Receptor antihistamines esp gastric acid inhibitors - -N-cyano-N"-(heterocyclyl-alkyl-(thio oxa amino or methylene-alkyl)-guanidines BE804144A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB4116072A GB1397436A (en) 1972-09-05 1972-09-05 Heterocyclic n-cyanoguinidines

Publications (1)

Publication Number Publication Date
BE804144A true BE804144A (en) 1974-02-28

Family

ID=10418388

Family Applications (1)

Application Number Title Priority Date Filing Date
BE135043A BE804144A (en) 1972-09-05 1973-08-29 H-2-Receptor antihistamines esp gastric acid inhibitors - -N-cyano-N"-(heterocyclyl-alkyl-(thio oxa amino or methylene-alkyl)-guanidines

Country Status (2)

Country Link
BE (1) BE804144A (en)
GT (1) GT197749830A (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4112234A (en) 1977-08-22 1978-09-05 Bristol-Myers Company Imidazolylmethylthioethyl alkynyl guanidines
US4157347A (en) 1977-06-03 1979-06-05 Bristol-Myers Company N-cyano isothioureas
US4200578A (en) 1978-12-18 1980-04-29 Bristol-Myers Company Thiazole derivatives
US4250316A (en) * 1978-11-24 1981-02-10 Bristol-Myers Company Pyridyl guanidine anti-ulcer agents
FR2508447A1 (en) * 1981-06-26 1982-12-31 Richter Gedeon Vegyeszet PROCESS FOR THE PREPARATION OF CIMETIDINE
DE3223833A1 (en) * 1981-06-26 1983-02-24 Richter Gedeon Vegyészeti Gyár R.T., 1103 Budapest 1-CYAN-2-METHYL-3- <2 '- (((5' '- METHYLIMIDAZOL-4' '- YL) -METHYL) -THIO) -AETHYL> -GUANI DINMONOHYDRATE (CIMETIDINE MONOHYDRATE) AND METHOD FOR PRODUCING THE SAME FROM 1-CYAN-2-METHYL-3- <2 '- (((5' '- METHYLIMIDAZOL-4' '-YL) -METHYL) -THIO) -AETHYL> -GUANIDIN A (CIMETIDIN A) AND THE FIRST CONTAINING IT DRUG
USRE31588E (en) * 1977-06-03 1984-05-22 Bristol-Myers Company Imidazolylmethylthioethyl alkynyl guanidines

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4157347A (en) 1977-06-03 1979-06-05 Bristol-Myers Company N-cyano isothioureas
USRE31588E (en) * 1977-06-03 1984-05-22 Bristol-Myers Company Imidazolylmethylthioethyl alkynyl guanidines
US4112234A (en) 1977-08-22 1978-09-05 Bristol-Myers Company Imidazolylmethylthioethyl alkynyl guanidines
US4250316A (en) * 1978-11-24 1981-02-10 Bristol-Myers Company Pyridyl guanidine anti-ulcer agents
US4200578A (en) 1978-12-18 1980-04-29 Bristol-Myers Company Thiazole derivatives
FR2508447A1 (en) * 1981-06-26 1982-12-31 Richter Gedeon Vegyeszet PROCESS FOR THE PREPARATION OF CIMETIDINE
DE3223802A1 (en) * 1981-06-26 1983-01-13 Richter Gedeon Vegyészeti Gyár R.T., 1103 Budapest METHOD FOR PRODUCING 1-CYAN-2-METHYL-3- <2 '- (((5' '- METHYLIMIDAZOL- 4' '- YL) -METHYL) -THIO) -AETHYL> -GUANIDINE (CIMETIDINE)
DE3223833A1 (en) * 1981-06-26 1983-02-24 Richter Gedeon Vegyészeti Gyár R.T., 1103 Budapest 1-CYAN-2-METHYL-3- <2 '- (((5' '- METHYLIMIDAZOL-4' '- YL) -METHYL) -THIO) -AETHYL> -GUANI DINMONOHYDRATE (CIMETIDINE MONOHYDRATE) AND METHOD FOR PRODUCING THE SAME FROM 1-CYAN-2-METHYL-3- <2 '- (((5' '- METHYLIMIDAZOL-4' '-YL) -METHYL) -THIO) -AETHYL> -GUANIDIN A (CIMETIDIN A) AND THE FIRST CONTAINING IT DRUG

Also Published As

Publication number Publication date
GT197749830A (en) 1979-06-05

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Legal Events

Date Code Title Description
RE20 Patent expired

Owner name: SMITH KLINE & FRENCH LABORATORIES LTD

Effective date: 19930829