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Guanidino imidazoles and thiazoles

Assignee: Syngenta Ltd
•
Filing: 1979-08-13
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Granted: 1980-11-18
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Expires: 1999-08-13
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Abstract

Abstract The invention relates to guanidine derivatives of imidazoles and thiazoles which are histamine H-2 antagonists and which inhibit the secretion of gastric acid, to methods for their manufacture, to pharmaceutical compositions containing them and to methods of using such guanidine derivatives and compositions. The guanidine derivatives are of the general formula I: <IMAGE> I in which X is S or NH, Y is CH2, a direct bond or a vinylene radical, m is 0 to 4 and n is 1 to 4, R1 is hydrogen, halogen or alkyl, R2 is hydrogen, alkyl, alkanoyl or aroyl, A is a 3,4-dioxocyclobuten-1,2-diyl radical or C=Z in which Z is O, S, NCN, NNO2, CHNO2, NCONH2, C(CN)2, NCOR3, NCO2R3, NSO2R3 or NR4 in which R3 is alkyl or aryl and R4 is hydrogen or alkyl, B is alkoxy or alkylthio or NR5R6 in which R5 and R6 are independently hydrogen, alkyl, alkenyl, cycloalkyl, hydroxyalkyl, alkoxyalkyl, alkylaminoalkyl or dialkylaminoalkyl; and the salts thereof.

Inventors

  • 👤 Derrick F. Jones
  • 👤 Tobias O. Yellin

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 19:54
CPC Classifications
C; C07; C07D; C07D209/00; C07D209/02; C07D209/44; C07D209/48; A; A61; A61P; A61P1/00; A61P1/04; A61P43/00; C07D233/00; C07D233/54; C07D233/66; C07D233/88; C07D277/00; C07D277/02; C07D277/20; C07D277/32; C07D277/38; C07D277/44; C07D277/48

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 92 words
A guanidine compound of the following formula (III): ##STR25## wherein X is sulphur or NH; Y is a direct bond, a methylene radical or a cis- or trans-vinylene radical; m is 0 to 4; n is 1 to 4; R 1 is a hydrogen or halogen atom or an alkyl radical of 1 to 6 carbon atoms; and R 2 is a hydrogen atom, an alkyl radical of 1 to 10 carbon atoms, an alkanoyl radical of 1 to 6 carbon atoms or an aroyl radical of 7 to 11 carbon atoms.
Claim 2
Dependent Claim 92 words
A guanidine compound of the following formula (III): ##STR25## wherein X is sulphur or NH; Y is a direct bond, a methylene radical or a cis- or trans-vinylene radical; m is 0 to 4; n is 1 to 4; R 1 is a hydrogen or halogen atom or an alkyl radical of 1 to 6 carbon atoms; and R 2 is a hydrogen atom, an alkyl radical of 1 to 10 carbon atoms, an alkanoyl radical of 1 to 6 carbon atoms or an aroyl radical of 7 to 11 carbon atoms.
Claim 3
Dependent Claim 12 words
The compound of claim 1, wherein in formula (III), X is sulphur.
Claim 4
Dependent Claim 14 words
The compound of claim 1, wherein in formula (III), Y is a direct bond.
Claim 5
Dependent Claim 14 words
The compound of claim 1, wherein in formula (III), Y is a trans-vinylene radical.
Claim 6
Dependent Claim 16 words
The compound of claim 1, wherein in formula (III), m is 0 and n is 4.
Claim 7
Dependent Claim 21 words
The compound of claim 1, wherein in formula (III), Y is a direct bond, m is 0 and n is 4.
Claim 8
Dependent Claim 16 words
The compound of claim 1, wherein in formula (III), R 1 is hydrogen, bromine or methyl.
Claim 9
Dependent Claim 13 words
The compound of claim 1, wherein in formula (III), R 2 is hydrogen.
Claim 10
Dependent Claim 35 words
The compound of claim 1, wherein in formula (III), X is sulphur; Y is a direct bond; m and n total 2, 3, 4 or 5; R 1 is hydrogen; and R 2 is hydrogen
Claim 11
Dependent Claim 10 words
The compound of claim 1, wherein said compound is 2-guanidino-4-(4-aminobutyl)-thiazole.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-11-18 1984-05-19 1984-11-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-11-18 1988-05-19 1988-11-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-11-18 1992-05-19 1992-11-18 $7700.00 Window Closed / Lapsed

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