5-{imidazo[1,2-a]pyridin-6-yl}-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile hydrochloride

• ChemBase ID: 154481
• Molecular Formular: C14H11ClN4O
• Molecular Mass: 286.71634
• Monoisotopic Mass: 286.06213867
• SMILES: Cc1c(cc(c(=O)[nH]1)C#N)c1ccc2nccn2c1.Cl
• Canonical SMILES: N#Cc1cc(c([nH]c1=O)C)c1ccc2n(c1)ccn2.Cl
• 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-{imidazo[1,2-a]pyridin-6-yl}-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile hydrochloride
• IUPAC Traditional name: olprinone hydrochloride
• Synonyms: 1,2-Dihydro-5-(imidazo[1,2-a]pyridin-6-yl)-6-methyl-2-oxo-3-pyridinecarbonitrile hydrochloride; Loprinone hydrochloride; Olprinone hydrochloride

Database IDs

• CAS Number: 119615-63-3
• MDL Number: MFCD01749474
• PubChem SID: 162248620; 24724566
• PubChem CID: 115227

CALCULATED PROPERTIES

• Acid pKa: 7.5753675
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.46878245
• LogD (pH = 7.4): 0.075776406
• Log P: 0.116223864
• Molar Refractivity: 73.1734 cm^3
• Polarizability: 26.088959 Å^3
• Polar Surface Area: 70.19 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≤4 mg/mL; H2O: soluble6.8 mg/mL
• Apperance: beige solid

Safety Information

• RTECS: US4201450
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C14H10N4O · HCl

DETAILS

Sigma Aldrich - O7389

Biochem/physiol Actions
Selective phosphodiesterase 3 (PDE3) inhibitor.