GB2023133A

GB2023133A – Heterocyclic derivatives
– Google Patents

GB2023133A – Heterocyclic derivatives
– Google Patents
Heterocyclic derivatives

Info

Publication number
GB2023133A

GB2023133A
GB7913730A
GB7913730A
GB2023133A
GB 2023133 A
GB2023133 A
GB 2023133A
GB 7913730 A
GB7913730 A
GB 7913730A
GB 7913730 A
GB7913730 A
GB 7913730A
GB 2023133 A
GB2023133 A
GB 2023133A
Authority
GB
United Kingdom
Prior art keywords
alkyl
aralkyl
alkenyl
alkoxy
hydroxy
Prior art date
1978-04-26
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.)

Granted

Application number
GB7913730A
Other versions

GB2023133B
(en

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.)

Glaxo Group Ltd

Original Assignee
Glaxo Group 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.)
1978-04-26
Filing date
1979-04-19
Publication date
1979-12-28

1979-04-19
Application filed by Glaxo Group Ltd
filed
Critical
Glaxo Group Ltd

1979-08-08
Priority to IE846/79A
priority
Critical
patent/IE48750B1/en

1979-12-28
Publication of GB2023133A
publication
Critical
patent/GB2023133A/en

1982-09-08
Application granted
granted
Critical

1982-09-08
Publication of GB2023133B
publication
Critical
patent/GB2023133B/en

Status
Expired
legal-status
Critical
Current

Links

Espacenet

Global Dossier

Discuss

Classifications

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D253/00—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00

C07D253/02—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00 not condensed with other rings

C07D253/06—1,2,4-Triazines

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom

C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring

C07D209/44—Iso-indoles; Hydrogenated iso-indoles

C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide

A—HUMAN NECESSITIES

A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE

A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

A61P1/00—Drugs for disorders of the alimentary tract or the digestive system

A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants

A—HUMAN NECESSITIES

A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE

A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms

C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings

C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles

C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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

C07D249/14—Nitrogen atoms

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom

C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings

C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members

C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms

C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms

C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3

C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings

C07D317/12—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms

Abstract

The invention relates to compounds of the general formula (I> and physiologically acceptable salts, hydrates and bioprecursors thereof, in which R1 and R2, each represent hydrogen, C1-10 alkyl, cycloalkyl, alkenyl, alkynyl, aralkyl, trifluoroalkyl or alkyl substituted by hydroxy, alkoxy, amino, alkylamino, dialkylamino or cycloalkyl, or R1 and R2 may together with the nitrogen atom to which they are attached form a 5 to 10 membered alicyclic heterocyclic ring; Alk represents a straight or branched alkylene chain of 1 to 6 carbon atoms; Q represents a furan or thiophen ring in which incorporation into the rest of the molecule is through bonds at the 2- and 5-positions, or a benzene ring in which incorporation into the rest of the molecule is through bonds at the 1- and 3- or 1- and 4-positions; R7 represents halogen or C1-4 alkyl which may be substituted by hydroxy or C1-4 alkoxy; X represents -CH2-, -O- or -S- where R6 represents hydrogen or methyl; n represents zero, 1 or 2; m represents 2, 3 or 4; R3 represents hydrogen, alkyl, alkenyl, aralkyl, hydroxyalkyl having at least two carbon atoms, alkoxyalkyl or aryl; and R4 and R5, each represent hydrogen, alkyl, alkyl substituted by hydroxy or C1-3 alkoxy, alkenyl, aralkyl or heteroaralkyl or R4 and R5 may together with the nitrogen atom to which they are attached form a 5 to 7-membered saturated heterocyclic ring which may contain another heteroatom, or the group or R4 and R5 taken together may represent the group =CR8R9 where R8 represents aryl or heteroaryl and R9 represents hydrogen or alkyl. The compounds show pharmacological activity as selective histamine H2-antagonists.

GB7913730A
1978-04-26
1979-04-19
Heterocyclic derivatives

Expired

GB2023133B
(en)

Priority Applications (1)

Application Number
Priority Date
Filing Date
Title

IE846/79A

IE48750B1
(en)

1978-04-26
1979-08-08
Heterocyclic derivatives

Applications Claiming Priority (1)

Application Number
Priority Date
Filing Date
Title

GB1646878

1978-04-26

Publications (2)

Publication Number
Publication Date

GB2023133A
true

GB2023133A
(en)

1979-12-28

GB2023133B

GB2023133B
(en)

1982-09-08

Family
ID=10077887
Family Applications (1)

Application Number
Title
Priority Date
Filing Date

GB7913730A
Expired

GB2023133B
(en)

1978-04-26
1979-04-19
Heterocyclic derivatives

Country Status (5)

Country
Link

JP
(1)

JPS54160391A
(en)

KR
(1)

KR840000420B1
(en)

BE
(1)

BE875846A
(en)

GB
(1)

GB2023133B
(en)

ZA
(1)

ZA792021B
(en)

Cited By (10)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

EP0067436A2
(en)

*

1981-06-15
1982-12-22
Merck & Co. Inc.
Diamino isothiazole -1-oxides and -1,1-dioxides as gastric secretion inhibitors

EP0070097A1
(en)

*

1981-06-11
1983-01-19
Glaxo Group Limited
1,2,4-Triazole derivatives, processes for the preparation thereof and pharmaceutical compositions containing them

EP0113782A1
(en)

*

1982-07-21
1984-07-25
Rorer International (Overseas) Inc.
Bicyclic nitrogen heterocyclic ethers and thioethers, and their pharmaceutical uses

EP0120585A1
(en)

*

1983-02-22
1984-10-03
American Home Products Corporation
Fused heterocyclic compounds

US4481199A
(en)

*

1980-08-27
1984-11-06
Glaxo Group Limited
1,2,4-Triazole-3-amine and 1,2,4 triazole-3,5-diamine compounds and their pharmaceutical use

US4539316A
(en)

*

1981-05-18
1985-09-03
Bristol-Myers Company
Pyridine derivatives of 1,2-diaminocyclobutene-3,4-diones

US4546188A
(en)

*

1981-05-18
1985-10-08
Bristol-Myers Company
Substituted 1,2-diaminocyclobutene-3,4-diones

US4670448A
(en)

*

1980-02-28
1987-06-02
Glaxo Group Limited
Triazole amine compounds, their pharmaceutical compositions and method of use

US4772622A
(en)

*

1983-03-25
1988-09-20
Merck & Co., Inc.
3,5-diamino-1,2,4-oxidiazoles as gastric secretion inhibitors

US4927968A
(en)

*

1987-05-14
1990-05-22
Bristol-Myers Company
Chemical intermediates and process

Families Citing this family (8)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

ZA801151B
(en)

*

1979-03-02
1981-02-25
Glaxo Group Ltd
Heterocyclic derivatives

US4338453A
(en)

1980-09-17
1982-07-06
The Upjohn Company
Aminoalkyl-1,2,4-triazoles

US4395553A
(en)

1981-05-18
1983-07-26
Bristol-Myers Company
Chemical compounds

US4390701A
(en)

1981-05-18
1983-06-28
Bristol-Myers Company
1-Amino-2-[3-(3-piperidinomethylphenoxy)propylamino]cyclobutene-3,4-dione

US4495193A
(en)

*

1982-12-30
1985-01-22
Biomeasure, Inc.
Imidazole compounds which reduce gastric acid secretion

US4565815A
(en)

*

1982-12-30
1986-01-21
Biomeasure, Inc.
Pyrazolo[1,5-a]-1,3,5-triazines

US4567191A
(en)

*

1983-06-07
1986-01-28
Merck & Co., Inc.
Amino-phenyl-thiadiazoledioxides as gastric secretion inhibitors

HU193253B
(en)

*

1985-01-29
1987-08-28
Egyt Gyogyszervegyeszeti Gyar
Process for preparing 3,5-diamino-1,2,4-triazole derivatives

1979

1979-04-19
GB
GB7913730A
patent/GB2023133B/en
not_active
Expired

1979-04-24
JP
JP5074979A
patent/JPS54160391A/en
active
Granted

1979-04-25
BE
BE0/194830A
patent/BE875846A/en
not_active
IP Right Cessation

1979-04-26
ZA
ZA792021A
patent/ZA792021B/en
unknown

1979-04-26
KR
KR7901325A
patent/KR840000420B1/en
active

Cited By (12)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US4670448A
(en)

*

1980-02-28
1987-06-02
Glaxo Group Limited
Triazole amine compounds, their pharmaceutical compositions and method of use

US4481199A
(en)

*

1980-08-27
1984-11-06
Glaxo Group Limited
1,2,4-Triazole-3-amine and 1,2,4 triazole-3,5-diamine compounds and their pharmaceutical use

US4539316A
(en)

*

1981-05-18
1985-09-03
Bristol-Myers Company
Pyridine derivatives of 1,2-diaminocyclobutene-3,4-diones

US4546188A
(en)

*

1981-05-18
1985-10-08
Bristol-Myers Company
Substituted 1,2-diaminocyclobutene-3,4-diones

EP0070097A1
(en)

*

1981-06-11
1983-01-19
Glaxo Group Limited
1,2,4-Triazole derivatives, processes for the preparation thereof and pharmaceutical compositions containing them

EP0067436A2
(en)

*

1981-06-15
1982-12-22
Merck & Co. Inc.
Diamino isothiazole -1-oxides and -1,1-dioxides as gastric secretion inhibitors

EP0067436A3
(en)

*

1981-06-15
1983-01-19
Merck & Co. Inc.
Diamino isothiazole -1-oxides and -1,1-dioxides as gastric secretion inhibitors

EP0113782A1
(en)

*

1982-07-21
1984-07-25
Rorer International (Overseas) Inc.
Bicyclic nitrogen heterocyclic ethers and thioethers, and their pharmaceutical uses

EP0113782A4
(en)

*

1982-07-21
1986-03-18
Rorer Internat Overseas Inc
Bicyclic nitrogen heterocyclic ethers and thioethers, and their pharmaceutical uses.

EP0120585A1
(en)

*

1983-02-22
1984-10-03
American Home Products Corporation
Fused heterocyclic compounds

US4772622A
(en)

*

1983-03-25
1988-09-20
Merck & Co., Inc.
3,5-diamino-1,2,4-oxidiazoles as gastric secretion inhibitors

US4927968A
(en)

*

1987-05-14
1990-05-22
Bristol-Myers Company
Chemical intermediates and process

Also Published As

Publication number
Publication date

JPH0351708B2
(en)

1991-08-07

KR830000694A
(en)

1983-04-18

KR840000420B1
(en)

1984-04-02

JPS54160391A
(en)

1979-12-19

ZA792021B
(en)

1980-06-25

GB2023133B
(en)

1982-09-08

BE875846A
(en)

1979-10-25

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Legal Events

Date
Code
Title
Description

1991-12-18
PCNP
Patent ceased through non-payment of renewal fee

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