OLPRINONE HYDROCHLORIDE
OLPRINONE HYDROCHLORIDE Basic information
- Product Name:
- OLPRINONE HYDROCHLORIDE
- Synonyms:
-
- Olprinone hydrochloride - Loprinone hydrochloride
- 3-pyridinecarbonitrile,1,2-dihydro-5-(imidazo(1,2-a)pyridin-6-yl)-6-methyl-2-o
- e1020
- xo-,monohydrochloride,monohydrate
- OLPRINONE HCL
- 1,2-Dihydro-5-imidazo[1,2-α]pyridin-6-yl-6-methyl-2-oxo-3-pyridinecarbonitrile Hydrochloride
- Coretec
- Loprinone hydrochloride, 1,2-Dihydro-5-(imidazo[1,2-a]pyridin-6-yl)-6-methyl-2-oxo-3-pyridinecarbonitrile hydrochloride
- CAS:
- 119615-63-3
- MF:
- C14H11ClN4O
- MW:
- 286.72
- Product Categories:
-
- Heterocyclic Compounds
- Heterocycles
- Intermediates & Fine Chemicals
- Pharmaceuticals
- Mol File:
- 119615-63-3.mol
OLPRINONE HYDROCHLORIDE Chemical Properties
- Melting point:
- >3000C
- storage temp.
- 2-8°C
- solubility
- DMSO: ≤4 mg/mL
- form
- solid
- color
- beige
- InChI
- InChI=1S/C14H10N4O.ClH/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);1H
- InChIKey
- PWTBMBAQRAOAFF-UHFFFAOYSA-N
- SMILES
- CC1NC(=O)C(C#N)=CC=1C1C=CC2=NC=CN2C=1.Cl
OLPRINONE HYDROCHLORIDE Usage And Synthesis
Description
Coatec was launched in Japan for acute cardiac insufficiency in cases resistant to other treatments. There are three related synthetic routes, 5-6 steps each, to loprinone all converging on 1-(imidazo[1,2a]pyridyl-6-yl)-Zpropanone as an advanced intermediate. It is a potent and selective inhibitor of PDE Ⅲ and a long lasting, orally active, positive inotropic agent. The PDE Ⅲ inhibition caused increased levels of CAMP which leads to the positive inotropic effect that was not altered by β or H2-preceptor antagonists. It was 100 times less potent at PDE I and PDE Ⅱ with no Na-K-ATPase activity. Improved hemodynamic parameters with slight changes in heart rate and blood pressure were seen in vivo. It is not mutagenic and its primary metabolite was less active.
Chemical Properties
Off-White Crystalline Powder
Originator
Eisai (Japan)
Uses
Inotropic agent which inhibits cAMP phosphodiesterase. Cardiotonic.
Definition
ChEBI: Olprinone hydrochloride is an organic molecular entity.
brand name
Coatec
OLPRINONE HYDROCHLORIDESupplier
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