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

• ChemBase ID: 131576
• Molecular Formular: C13H17Cl2NO
• Molecular Mass: 274.18618
• Monoisotopic Mass: 273.06871953
• SMILES: CN[C@@]1(CCCCC1=O)c1ccccc1Cl.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-;/m0./s1
• InChIKey: VCMGMSHEPQENPE-ZOWNYOTGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(2-chlorophenyl)-2-(methylamino)cyclohexan-1-one hydrochloride
• IUPAC Traditional name: esketamine hydrochloride
• Synonyms: S-(+)-Ketamine hydrochloride

Database IDs

• CAS Number: 33795-24-3
• MDL Number: MFCD00274163
• PubChem SID: 162225854
• PubChem CID: 44632368

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

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38-40
• Safety Statements: 26-36
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335-H351
• GHS Precautionary statements: P261-P281-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Drug Control: USDEA Schedule III; stupéfiant; regulated under CDSA - not available from Sigma-Aldrich Canada
• Storage Temperature: 2-8°C

DETAILS

Sigma Aldrich - K1884

Biochem/physiol Actions
Selective NMDA glutamate receptor antagonist.