GB1073770A - Pyridazone derivatives and process for their preparation - Google Patents

Pyridazone derivatives and process for their preparation

Info

Publication number
GB1073770A
GB1073770A GB2574466A GB2574466A GB1073770A GB 1073770 A GB1073770 A GB 1073770A GB 2574466 A GB2574466 A GB 2574466A GB 2574466 A GB2574466 A GB 2574466A GB 1073770 A GB1073770 A GB 1073770A
Authority
GB
United Kingdom
Prior art keywords
alkyl
hydrogen
chx
hydroxy
acid
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
GB2574466A
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.)
Biosedra S A
CT D ETUDES EXPERIMENTALES ET
Original Assignee
Biosedra S A
CT D ETUDES EXPERIMENTALES ET
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
Priority claimed from FR20553A external-priority patent/FR1448139A/en
Priority claimed from FR47139A external-priority patent/FR5027M/fr
Application filed by Biosedra S A, CT D ETUDES EXPERIMENTALES ET filed Critical Biosedra S A
Publication of GB1073770A publication Critical patent/GB1073770A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • 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
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/50—Pyridazines; Hydrogenated pyridazines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
    • C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members 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
    • C07D237/14—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
    • C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members 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
    • C07D237/22—Nitrogen and oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms

Abstract

Novel compounds of the formula <FORM:1073770/C2/1> (wherein R is C1- 4 alkyl, R1 is hydrogen or C1- 4 alkyl, R2 is hydrogen or C1- 4 alkyl; and R3 is hydrogen or -(CHX)n-NZ, where X is hydrogen or C1- 4 alkyl, Z is two alkyl groups or an alkylene chain which may be interrupted by a hetero atom; and n is 1, 2 or 3) and acid-addition salts and quaternary ammonium derivatives thereof are prepared from a hydrazine NH2NHR3 and an acid R2COCHR1C(R)(OH)-COOH or an ester thereof with subsequent dehydration of the 4-hydroxy-pyridazone obtained in an acidic medium. The 4-hydroxy-pyridazinone, when R3 is H, may be reacted with a compound hal-(CHX)n-NZ in presence of an alkali metal alcoholate to substitute the nitrogen with the -(CHX)n-N2 group before dehydration. The pyridazones of the invention, which are stated to be useful as analeptic, cardiovascular, vasodilatory and hypertensive medicaments may be made up into pharmaceutical compositions for enteral and parenteral administration with suitable carriers.
GB2574466A 1965-06-11 1966-06-09 Pyridazone derivatives and process for their preparation Expired GB1073770A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR20553A FR1448139A (en) 1965-06-11 1965-06-11 New 3-alkyl-pyridazones and their preparation process
FR47139A FR5027M (en) 1966-01-25 1966-01-25

Publications (1)

Publication Number Publication Date
GB1073770A true GB1073770A (en) 1967-06-28

Family

ID=26164108

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2574466A Expired GB1073770A (en) 1965-06-11 1966-06-09 Pyridazone derivatives and process for their preparation

Country Status (5)

Country Link
BE (1) BE682177A (en)
CH (1) CH455813A (en)
GB (1) GB1073770A (en)
LU (1) LU51250A1 (en)
NL (1) NL6608079A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6187920B1 (en) 1998-03-26 2001-02-13 Sumitomo Chemical Co., Ltd. Pyridazinone derivatives

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6187920B1 (en) 1998-03-26 2001-02-13 Sumitomo Chemical Co., Ltd. Pyridazinone derivatives
US6475955B2 (en) 1998-03-26 2002-11-05 Sumitomo Chemical Company, Limited Pyridazinone derivatives

Also Published As

Publication number Publication date
CH455813A (en) 1968-05-15
LU51250A1 (en) 1966-10-03
BE682177A (en) 1966-11-14
NL6608079A (en) 1966-12-12

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