Olprinone

HCID 4593CAS 106730-54-5

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Basic information

Standard SMILES: Cc1[nH]c(=O)c(C#N)cc1-c1ccc2nccn2c1
InChIKey: JPAWFIIYTJQOKW-UHFFFAOYSA-N
Molecular formula: C14H10N4O
Average molar mass: 250.25 g/mol
Monoisotopic mass: 250.08546094

Overview

Olprinone is a member of bipyridines.

Names & identifiers

Preferred name: Olprinone
IUPAC: 5-imidazo[1,2-a]pyridin-6-yl-6-methyl-2-oxo-1H-pyridine-3-carbonitrile
English name: Olprinone
Molecular formula: C14H10N4O
Molecular weight: 250.26

Names & synonyms

Olprinone106730-54-5loprinone5-imidazo[1,2-a]pyridin-6-yl-6-methyl-2-oxo-1H-pyridine-3-carbonitrileolprinona4Y8BMI9YGCDTXSID1048461olprinonum5-imidazo(1,2-a)pyridin-6-yl-6-methyl-2-oxo-1H-pyridine-3-carbonitrile1,2-dihydro-6-methyl-2-oxo-5-(imidazo(1,2-a)pyridin-6-yl)-3-pyridinecarbonitrile1,2-dihydro-6-methyl-2-oxo-5-(imidazo[1,2-a]pyridin-6-yl)-3-pyridinecarbonitrileRefChem:168173

Show more names

Olprinone USP/EP/BPOlprinone(Loprinone)Olprinone, 10 mM in DMSO3-phenylmethoxy-1-cyclobutanecarboxylic acid ethyl ester1,2-dihydro-5-imidazo(1,2-alpha)pyridin-6-yl-6-methyl-2-oxonicotinonitrile1，2-Dihydro-5-imidazo[1，2-α]pyridin-6-yl-6-methyl-2-oxo-3-pyridinecarbonitrile

DTXCID7028435Olprinone [INN]5-(Imidazo[1,2-a]pyridin-6-yl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrileMFCD25541649Olprinone (INN)3-Pyridinecarbonitrile,1,2-dihydro-5-imidazo[1,2-a]pyridin-6-yl-6-methyl-2-oxo-5-{imidazo[1,2-a]pyridin-6-yl}-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrileLOPRINONE [MI]

Database identifiers

CAS: 106730-54-5
PubChem CID: 4593
DTXSID: DTXSID1048461
ChEMBL: CHEMBL1474900
ChEBI: CHEBI:135019
UNII: 4Y8BMI9YGC
Nikkaji: J395.965A

Properties

Computed structural properties

XLogP: 1.5
Topological polar surface area: 70.2 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 1
Heavy atoms: 19
Formal charge: 0
Complexity: 525

Physicochemical properties

Melting point: 300 ° · >300°
Density: 1.34 · 1.34±0.1 g/cm3(Predicted)
storage temp.: -20 °C · Sealed in dry,Store in freezer, under -20°C
solubility: DMSO
form: Powder
pka: 6.59 · 6.59±0.10(Predicted)
color: White to off-white
InChI: InChI=1S/C14H10N4O/c1-9-12(6-11(7-15)14(19)17-9)10-2-3-13-16-4-5-18(13)8-10/h2-6,8H,1H3,(H,17,19)
InChIKey: JPAWFIIYTJQOKW-UHFFFAOYSA-N
SMILES: C1(=O)NC(C)=C(C2=CN3C=CN=C3C=C2)C=C1C#N
CAS DataBase Reference: 106730 · 106730-54-5(CAS DataBase Reference)
FDA UNII: 4 Y8BMI9YGC · 4Y8BMI9YGC
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338

Safety & regulation

Safety data

Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Agents that have a strengthening effect on the heart or that can increase cardiac output. They may be CARDIAC GLYCOSIDES; SYMPATHOMIMETICS; or other drugs. They are used after MYOCARDIAL INFARCT; CARDIAC SURGICAL PROCEDURES; in SHOCK; or in congestive heart failure (HEART FAILURE).

Compounds that specifically inhibit PHOSPHODIESTERASE 3.

Applications

DescriptionOprinone is an injection developed by Japan Co., Ltd. for the treatment of acute heart failure. It is a specific PDEⅢ inhibitor that selectively blocks cAMP and has high selectivity for the inhibition of human cardiac PDEⅢ.

UsesOlprinone is used in the treatment of acute myocardial insufficiency.