Olprinone hydrochloride
Basic information
- CAS
119615-63-3- Standard SMILES
Cc1[nH]c(=O)c(C#N)cc1-c1ccc2nccn2c1.Cl- InChIKey
PWTBMBAQRAOAFF-UHFFFAOYSA-N- Molecular formula
- C14H11ClN4O
- Average molar mass
- 286.71 g/mol
- Monoisotopic mass
- 286.0621387
Overview
Olprinone hydrochloride is an organic molecular entity.
Names & identifiers
- Preferred name
- Olprinone hydrochloride
- IUPAC
- 5-imidazo[1,2-a]pyridin-6-yl-6-methyl-2-oxo-1H-pyridine-3-carbonitrile;hydrochloride
- English name
- Olprinone hydrochloride
- Molecular formula
- C14H11ClN4O
- Molecular weight
- 286.72
Names & synonyms
olprinone hydrochloride119615-63-3Loprinone hydrochlorideE 1020DTXSID7045813E-10205-imidazo[1,2-a]pyridin-6-yl-6-methyl-2-oxo-1H-pyridine-3-carbonitrile;hydrochlorideUNII-F18B658J56F18B658J56DTXCID5025813OLPRINONE HYDROCHLORIDE [MART.]OLPRINONE HYDROCHLORIDE [WHO-DD]
Show more names
e1020CoretecOprenon hydrochlorideOlprinone Hydrochloride Hydratexo-,monohydrochloride,monohydrateOlprinone hydrochloride - Loprinone hydrochloride3-pyridinecarbonitrile,1,2-dihydro-5-(imidazo(1,2-a)pyridin-6-yl)-6-methyl-2-o1,2-Dihydro-5-imidazo[1,2-α]pyridin-6-yl-6-methyl-2-oxo-3-pyridinecarbonitrile Hydrochloride5-(Imidazo[1,2-a]pyridin-6-yl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile hydrochloride
3-Pyridinecarbonitrile, 1,2-dihydro-5-(imidazo(1,2-a)pyridin-6-yl)-6-methyl-2-oxo-, monohydrochlorideOLPRINONE HYDROCHLORIDE (MART.)1,2-DIHYDRO-5-IMIDAZO(1,2-A)PYRIDIN-6-YL-6-METHYL-2-OXONICOTINONITRILE HYDROCHLORIDE5-imidazo(1,2-a)pyridin-6-yl-6-methyl-2-oxo-1H-pyridine-3-carbonitrile;hydrochlorideRefChem:168174634-250-2olprinone HClOlprinone (Hydrochloride)
Database identifiers
- CAS
119615-63-3- PubChem CID
- 115227
- DTXSID
DTXSID7045813- ChEMBL
CHEMBL1436121- ChEBI
CHEBI:34902- UNII
- F18B658J56
- EC Number
- 634-250-2
Properties
Computed structural properties
- Topological polar surface area
- 70.2 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 525
Physicochemical properties
- Melting point
- 3000 C · >3000C
- storage temp.
- 2 · 2-8°C
- solubility
- 4 mg/mL · 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
- FDA UNII
- 18 B658J56 · F18B658J56
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36
- WGK Germany
- 2 · 2
- RTECS
- 4201450 · US4201450
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 67 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- wgk
- 2
- rtecs
- US4201450
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
DescriptionCoatec 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.
UsesInotropic agent which inhibits cAMP phosphodiesterase. Cardiotonic.
Additional notes
DefinitionChEBI: Olprinone hydrochloride is an organic molecular entity.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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