(2R)-2-(2-chlorophenyl)-2-(methylamino)cyclohexan-1-one hydrochloride

• ChemBase ID: 172040
• Molecular Formular: C13H17Cl2NO
• Molecular Mass: 274.18618
• Monoisotopic Mass: 273.06871953
• SMILES: C1CCC[C@](C1=O)(c1ccccc1Cl)NC.Cl
• Canonical SMILES: CN[C@]1(CCCCC1=O)c1ccccc1Cl.Cl
• InChI: InChI=1S/C13H16ClNO.ClH/c1-15-13(9-5-4-8-12(13)16)10-6-2-3-7-11(10)14;/h2-3,6-7,15H,4-5,8-9H2,1H3;1H/t13-;/m1./s1
• InChIKey: VCMGMSHEPQENPE-BTQNPOSSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(2-chlorophenyl)-2-(methylamino)cyclohexan-1-one hydrochloride
• IUPAC Traditional name: (-)-ketamine hydrochloride
• Synonyms: (2R)-2-(2-Chlorophenyl)-2-(methylamino)cyclohexanone Hydrochloride; (+)- 2-(o-Chlorophenyl)-2-(methylamino)cyclohexanone Hydrochloride; (-)-(R)-Ketamine Hydrochloride; (R)-(+)-Ketamine Hydrochloride; (R)-Ketamine Hydrochloride

Database IDs

• CAS Number: 33795-24-3
• PubChem SID: 164227950
• PubChem CID: 9838417

CALCULATED PROPERTIES

• Acid pKa: 18.783304
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.4100732
• LogD (pH = 7.4): 3.0185769
• Log P: 3.3473027
• Molar Refractivity: 65.5538 cm^3
• Polarizability: 25.949158 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - K165305

(R)-Ketamine is the less active enantiomer of the NMDA receptor antagonist and anesthetic agent Ketamine (K165300).Controlled Substance.

REFERENCES

• Meliska, C.J. et al.: J. Pharmacol Exp. Therap., 212, 206 (1980)
• Smith, D.J. et al.: Neuropharmacology, 20, 391 (1980)
• Klockgether-Radke, A.P. et al.: Eur. J. Anaesthesiol., 22, 215 (1980)