3-(aminomethyl)-1,2-dihydropyridin-2-one hydrochloride

• ChemBase ID: 160247
• Molecular Formular: C6H9ClN2O
• Molecular Mass: 160.60146
• Monoisotopic Mass: 160.0403406
• SMILES: c1c[nH]c(=O)c(c1)CN.Cl
• Canonical SMILES: NCc1ccc[nH]c1=O.Cl
• InChI: InChI=1S/C6H8N2O.ClH/c7-4-5-2-1-3-8-6(5)9;/h1-3H,4,7H2,(H,8,9);1H
• InChIKey: KGCBDOOONLLWTH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(aminomethyl)-1,2-dihydropyridin-2-one hydrochloride
• IUPAC Traditional name: 3-(aminomethyl)-1H-pyridin-2-one hydrochloride
• Synonyms: 3-(Aminomethyl)-2(1H)-pyridinone Monohydrochloride; 3-(Aminomethyl)-2(1H)-pyridinone Hydrochloride

Database IDs

• CAS Number: 85468-38-8
• PubChem SID: 162254382
• PubChem CID: 12847833

CALCULATED PROPERTIES

• Acid pKa: 11.259547
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -3.7129145
• LogD (pH = 7.4): -2.1434336
• Log P: -0.9752406
• Molar Refractivity: 35.8346 cm^3
• Polarizability: 13.305666 Å^3
• Polar Surface Area: 55.12 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A617800

3-(Aminomethyl)-2(1H)-pyridinone is an intermediate used in the preparation of dihydroindenyl piperazinediones as Oxytocin (O878500) receptor antagonists. They are used for the treatment of dysmenorrhea, pre-term labor and endometriosis.

REFERENCES

• Brana, M.F., et al.: Tetrahedr. Lett., 3923 (1980)