Cardiotonic agents. 4. Synthesis and biological evaluation of N-substituted 2,4,4a,5-tetrahydro-3H-indeno[1,2-c]pyridazin-3-ones: rigid structures derived from CI-930 and analogues

I Sircar; B L Duell; M H Cain; S E Burke; J A Bristol

doi:10.1021/jm00161a003

Cardiotonic agents. 4. Synthesis and biological evaluation of N-substituted 2,4,4a,5-tetrahydro-3H-indeno[1,2-c]pyridazin-3-ones: rigid structures derived from CI-930 and analogues

J Med Chem. 1986 Nov;29(11):2142-8. doi: 10.1021/jm00161a003.

Authors

I Sircar, B L Duell, M H Cain, S E Burke, J A Bristol

PMID: 3783575
DOI: 10.1021/jm00161a003

Abstract

Several N-substituted 3H-indeno[1,2-c]pyridazinones (1-23) and a benzo[h]cinnolinone (24), which were designed as rigid structural modifications of 5-alkyl-4,5-dihydro-6-[4-N-substituted phenyl]-3(2H)-pyridazinones (ib-d), were synthesized and evaluated for positive inotropic activity. Most of these tricyclic pyridazinones (1-11, 14-15, 22-23) demonstrated potent positive inotropic activity comparable to the corresponding phenylpyridazinones related to I.

MeSH terms

Animals
Cardiotonic Agents / chemical synthesis*
Cardiotonic Agents / pharmacology
Dogs
Female
Male
Myocardial Contraction / drug effects
Pyridazines* / chemical synthesis*
Pyridazines* / pharmacology
Structure-Activity Relationship

Substances

Cardiotonic Agents
Pyridazines
4,5-dihydro-6-(4-(imidazol-1-yl)phenyl)-5-methyl-3(2H)-pyridazinone