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 them

Info

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
Application number
GB4166773A
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.)
Takeda GmbH
Original Assignee
Byk Gulden Lomberg Chemische Fabrik GmbH
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
Application filed by Byk Gulden Lomberg Chemische Fabrik GmbH filed Critical Byk Gulden Lomberg Chemische Fabrik GmbH
Publication of GB1427189A publication Critical patent/GB1427189A/en
Expired legal-status Critical Current

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.
GB4166773A 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 Expired GB1427189A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
LU66038 1972-09-08
LU66039 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)

* Cited by examiner, † Cited by third party
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

Cited By (2)

* Cited by examiner, † Cited by third party
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
JPS4966632A (en) 1974-06-27
CH599131A5 (en) 1978-05-12
IE38219L (en) 1974-03-08
IE38219B1 (en) 1978-01-18
CA1020947A (en) 1977-11-15
SE7611589A (en) 1976-10-19
DE2344738A1 (en) 1974-04-04
FR2198748B1 (en) 1977-07-15
NL7312333A (en) 1974-03-12
FR2198748A1 (en) 1974-04-05

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee