GB1183046A – Novel Heterocyclic Compounds
– Google Patents
GB1183046A – Novel Heterocyclic Compounds
– Google Patents
Novel Heterocyclic Compounds
Info
Publication number
GB1183046A
GB1183046A
GB28898/66A
GB2889866A
GB1183046A
GB 1183046 A
GB1183046 A
GB 1183046A
GB 28898/66 A
GB28898/66 A
GB 28898/66A
GB 2889866 A
GB2889866 A
GB 2889866A
GB 1183046 A
GB1183046 A
GB 1183046A
Authority
GB
United Kingdom
Prior art keywords
alkyl
phenyl
products
aralkyl
groups
Prior art date
1966-06-28
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
GB28898/66A
Inventor
Alexander Crawford Ritchie
Eric Eastwood
Peter Garside
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.)
Allen and Hanburys Ltd
Original Assignee
Allen and Hanburys 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.)
1966-06-28
Filing date
1966-06-28
Publication date
1970-03-04
1966-06-28
Application filed by Allen and Hanburys Ltd
filed
Critical
Allen and Hanburys Ltd
1966-06-28
Priority to GB28898/66A
priority
Critical
patent/GB1183046A/en
1967-06-26
Priority to US648983A
priority
patent/US3575985A/en
1967-06-27
Priority to FR112014A
priority
patent/FR6679M/fr
1970-03-04
Publication of GB1183046A
publication
Critical
patent/GB1183046A/en
Status
Expired
legal-status
Critical
Current
Links
Espacenet
Global Dossier
Discuss
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
C07D213/06—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 containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
C07D213/16—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 containing only hydrogen and carbon atoms in addition to the ring nitrogen atom containing only one pyridine ring
C07D213/20—Quaternary compounds thereof
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
C07D213/26—Radicals substituted by halogen atoms or nitro radicals
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
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
C07D213/36—Radicals substituted by singly-bound nitrogen atoms
C07D213/38—Radicals substituted by singly-bound nitrogen atoms having only hydrogen or hydrocarbon radicals attached to the substituent nitrogen atom
Abstract
1,183,046. Pyridinium salts. ALLEN & HANBURYS Ltd. 20 June, 1967 [28 June, 1966], No. 28898/66. Heading C2C. Novel pyridinium salts of the formula (wherein R 1 is phenyl which may be substituted by alkyl, alkoxy, OH, NO 2 , NH 2 , NH alkyl, aralkyl or CF 3 radicals or halogen atoms; R 2 is alkyl but is not CH 3 when R 1 is unsubstituted phenyl, or is alkenyl, alkynyl, aralkyl, phenyl, nitrophenyl or heterocyclic, or is a radical -alk-Y in which -alkis C 1-6 alkylene and Y is a halogen or the group -COR 3 in which R 3 is alkyl, OH, alkoxy, NH 2 or NH alkyl, or Y is -OR 4 in which R 4 is H, alkyl, aralkyl or aryl, or Y is -NR 5 R 6 in which R 5 and R 6 are H, alkyl, aryl or aralkyl; and Z is a pharmaceutically acceptable anion but is not I- when R 1 is phenyl and R 2 is ethyl) and inner salts thereof are prepared by quaternization of the corresponding N-unsubstituted-4-phenyl-pyridines. Z groups may be exchanged by metathesis. Products wherein R 2 is alkoxycarbonylalkyl may be hydrolysed to give products wherein R 2 is carboxyalkyl, products wherein R 2 is 2,4-dinitrophenyl may be reacted with aniline to give products wherein R 2 is phenyl and products in which R 1 contains alkoxy groups may be reacted with glacial acetic acid and HBr to convert these groups to OH groups. The pyridinium salts of the invention, which are stated to produce an effect on the cardiovascular system, eg. they possess antihypertensive activity arid block or stimulate autonomic ganglia, may be made up into pharmaceutical compositions, e.g. tablets, capsules, suppositories or injection solutions, with suitable carriers.
GB28898/66A
1966-06-28
1966-06-28
Novel Heterocyclic Compounds
Expired
GB1183046A
(en)
Priority Applications (3)
Application Number
Priority Date
Filing Date
Title
GB28898/66A
GB1183046A
(en)
1966-06-28
1966-06-28
Novel Heterocyclic Compounds
US648983A
US3575985A
(en)
1966-06-28
1967-06-26
Pyridinium compounds
FR112014A
FR6679M
(en)
1966-06-28
1967-06-27
Applications Claiming Priority (1)
Application Number
Priority Date
Filing Date
Title
GB28898/66A
GB1183046A
(en)
1966-06-28
1966-06-28
Novel Heterocyclic Compounds
Publications (1)
Publication Number
Publication Date
GB1183046A
true
GB1183046A
(en)
1970-03-04
Family
ID=10282963
Family Applications (1)
Application Number
Title
Priority Date
Filing Date
GB28898/66A
Expired
GB1183046A
(en)
1966-06-28
1966-06-28
Novel Heterocyclic Compounds
Country Status (3)
Country
Link
US
(1)
US3575985A
(en)
FR
(1)
FR6679M
(en)
GB
(1)
GB1183046A
(en)
Cited By (2)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
FR2471976A1
(en)
*
1979-12-20
1981-06-26
Sterling Drug Inc
(PHENYL SUBSTITUTE) PYRIDINES, THEIR PREPARATION AND THEIR USE AS CARDIOTONIC AGENTS
FR2494690A1
(en)
*
1980-11-24
1982-05-28
Sterling Drug Inc
(PYRIDINYL) BENZENE DERIVATIVES, THEIR PREPARATION AND THEIR USE AS CARDIOTONIC AGENTS
Families Citing this family (7)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
US3804612A
(en)
*
1971-05-17
1974-04-16
Gulf Research Development Co
Combating nutsedge with 1-methyl-4-phenylpyridinium salts
US4302462A
(en)
*
1979-12-20
1981-11-24
Sterling Drug Inc.
4(or 3)-(3,4-Dihydroxyphenyl)pyridines, their cardiotonic use and cardiotonic use of their methyl ethers
US4317827A
(en)
*
1980-05-27
1982-03-02
Sterling Drug Inc.
4-[4(or 3)-Acylaminophenyl]pyridines and their use as cardiotonics
FR2496464A1
(en)
*
1980-12-20
1982-06-25
Sterling Drug Inc
4-(or 3-) 3,4-Di:hydroxyphenyl pyridine and its salts – are cardiotonics which increase cardiac contractility, prepd. by demethylation of 3,4-di:methoxy cpd. with hydrobromic acid
US5000873A
(en)
*
1984-01-09
1991-03-19
The Dow Chemical Company
N-(hydrophobe aromatic)pyridinium compounds
US4672118A
(en)
*
1984-01-09
1987-06-09
The Dow Chemical Company
N-(hydrophobe aromatic)pyridinium compounds
US5502050A
(en)
*
1993-11-29
1996-03-26
Cornell Research Foundation, Inc.
Blocking utilization of tetrahydrobiopterin to block induction of nitric oxide synthesis
1966
1966-06-28
GB
GB28898/66A
patent/GB1183046A/en
not_active
Expired
1967
1967-06-26
US
US648983A
patent/US3575985A/en
not_active
Expired – Lifetime
1967-06-27
FR
FR112014A
patent/FR6679M/fr
not_active
Expired
Cited By (2)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
FR2471976A1
(en)
*
1979-12-20
1981-06-26
Sterling Drug Inc
(PHENYL SUBSTITUTE) PYRIDINES, THEIR PREPARATION AND THEIR USE AS CARDIOTONIC AGENTS
FR2494690A1
(en)
*
1980-11-24
1982-05-28
Sterling Drug Inc
(PYRIDINYL) BENZENE DERIVATIVES, THEIR PREPARATION AND THEIR USE AS CARDIOTONIC AGENTS
Also Published As
Publication number
Publication date
FR6679M
(en)
1969-02-03
US3575985A
(en)
1971-04-20
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Legal Events
Date
Code
Title
Description
1970-07-15
PS
Patent sealed [section 19, patents act 1949]
1977-01-19
PLNP
Patent lapsed through nonpayment of renewal fees
