GB1427189A - Substituted 2-hydrazonomethyl-3-hydroxy-4-azy-2,4-pentadienenitri les a methof for producint them and medicaments containing them - Google Patents
Substituted 2-hydrazonomethyl-3-hydroxy-4-azy-2,4-pentadienenitri les a methof for producint them and medicaments containing themInfo
- Publication number
- GB1427189A GB1427189A GB4166773A GB4166773A GB1427189A GB 1427189 A GB1427189 A GB 1427189A GB 4166773 A GB4166773 A GB 4166773A GB 4166773 A GB4166773 A GB 4166773A GB 1427189 A GB1427189 A GB 1427189A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- hydrogen
- group
- replaced
- hydroxy
- 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
Links
Classifications
-
- 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
- A61K31/275—Nitriles; Isonitriles
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
1427189 3 - Hydroxy - 2 - hydrazoxomethyl- 4-aza-2,4-pentadienenitriles BYK GULDEN LOMBERG CHEMISCHE FABRIK GmbH 5 Sept 1973 [8 Sept 1972 (2)] 41667/73 Heading C2C Novel compounds in which A and B are hydrogen, hydroxy, C 1-7 alkoxy, NR<SP>8</SP>R<SP>9</SP> or NR<SP>8</SP>-C(=O)R<SP>9</SP> (in which R<SP>8</SP> and R‹ are hydrogen, C 1-7 alkyl, C 2-7 alkenyl or C 2-7 alkynyl group in which a methylene group may be replaced by oxygen, C 3-6 cycloalkyl or R<SP>8</SP> and R<SP>9</SP> together represent C 2-5 alkylene in which one or more methylene groups can be replaced by O, S or NR<SP>7</SP>) R<SP>3</SP> is (in which R<SP>4</SP> is hydrogen, a C 1-14 alkyl, C 2-7 alkenyl or C 2-7 alkynyl group in which an alkyl group may be optionally substituted by an NR<SP>5</SP>R<SP>6</SP> group and in which a methylene group may be replaced by oxygen, C 3-6 cycloalkyl optionally substituted by an NR<SP>5</SP>R<SP>6</SP> group, a phenyl or pheny-C 1-6 alkyl group (optionally substituted by C 1-7 alkyl, C 1-7 alkoxy, C 1-7 alkylthio, C 2-5 alkoxycarbonyl, halogen, trifluoromethyl, nitro and/or cyano) R<SP>5</SP> and R<SP>6</SP> are hydrogen, a C 1-6 alkyl C 2-7 alkenyl or C 2-7 alkynyl group in which a methylene group may be replaced by oxygen, C 3-6 cycloalkyl or R<SP>5</SP> and R<SP>6</SP> together represent C 2-5 alkylene in which one or more methylene groups may be replaced by O, S or NR<SP>7</SP>, X is O, S or NR<SP>7</SP> and Y is O, S or NH) and R<SP>7</SP> is hydrogen or C 1-7 alkyl, and their tautomers and salts are prepared by reaction of a compound II or III or their tautomers in which R<SP>10</SP> is OR<SP>11</SP>, SR<SP>11</SP> or NR<SP>5</SP>R<SP>6</SP> (in which R<SP>11</SP> is alkyl, phenyl or phenylalkyl) with the proviso that in Formula III neither A nor B is alkoxy with a compound R 3 -NH-NH 2 . Compounds I prepared are those in which (i) A is hydrogen and B is hydroxyl, dimethylamino, pyrrolidino or piperidino or (ii) A is hydroxyl and B is acetylamino and R<SP>3</SP> is -COR<SP>4</SP>, -COOR<SP>4</SP>, -CONR<SP>5</SP>R<SP>6</SP> C(=NH)NR<SP>5</SP>R<SP>6</SP> or CSNH 2 (in which R<SP>4</SP> is as above and R<SP>5</SP> and R<SP>6</SP> are hydrogen methyl or phenyl). Compounds I are useful in the treatment of gout, cardiac insufficiency and arrhythmia and form with a suitable vehicle a pharmaceutical composition which may be administered orally or parenterally.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
LU66039 | 1972-09-08 | ||
LU66038 | 1972-09-08 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1427189A true GB1427189A (en) | 1976-03-10 |
Family
ID=26640115
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB4166773A Expired GB1427189A (en) | 1972-09-08 | 1973-09-05 | Substituted 2-hydrazonomethyl-3-hydroxy-4-azy-2,4-pentadienenitri les a methof for producint them and medicaments containing them |
Country Status (9)
Country | Link |
---|---|
JP (1) | JPS4966632A (en) |
CA (1) | CA1020947A (en) |
CH (1) | CH599131A5 (en) |
DE (1) | DE2344738A1 (en) |
FR (1) | FR2198748B1 (en) |
GB (1) | GB1427189A (en) |
IE (1) | IE38219B1 (en) |
NL (1) | NL7312333A (en) |
SE (1) | SE7611589A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6191136B1 (en) | 1997-11-07 | 2001-02-20 | Johns Hopkins University | Methods for treatment of disorders of cardiac contractility |
-
1973
- 1973-09-05 CH CH1271873A patent/CH599131A5/xx not_active IP Right Cessation
- 1973-09-05 DE DE19732344738 patent/DE2344738A1/en active Pending
- 1973-09-05 GB GB4166773A patent/GB1427189A/en not_active Expired
- 1973-09-06 CA CA180,459A patent/CA1020947A/en not_active Expired
- 1973-09-06 IE IE158473A patent/IE38219B1/en unknown
- 1973-09-07 JP JP10103873A patent/JPS4966632A/ja active Pending
- 1973-09-07 FR FR7332264A patent/FR2198748B1/fr not_active Expired
- 1973-09-07 NL NL7312333A patent/NL7312333A/xx not_active Application Discontinuation
-
1976
- 1976-10-19 SE SE7611589A patent/SE7611589A/en unknown
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6191136B1 (en) | 1997-11-07 | 2001-02-20 | Johns Hopkins University | Methods for treatment of disorders of cardiac contractility |
US6569862B1 (en) | 1997-11-07 | 2003-05-27 | Johns Hopkins University | Methods for treatment of disorders of cardiac contractility |
Also Published As
Publication number | Publication date |
---|---|
SE7611589A (en) | 1976-10-19 |
FR2198748B1 (en) | 1977-07-15 |
NL7312333A (en) | 1974-03-12 |
JPS4966632A (en) | 1974-06-27 |
DE2344738A1 (en) | 1974-04-04 |
IE38219B1 (en) | 1978-01-18 |
FR2198748A1 (en) | 1974-04-05 |
CH599131A5 (en) | 1978-05-12 |
CA1020947A (en) | 1977-11-15 |
IE38219L (en) | 1974-03-08 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PCNP | Patent ceased through non-payment of renewal fee |