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

• ChemBase ID: 132174
• Molecular Formular: C13H17Cl2NO
• Molecular Mass: 274.18618
• Monoisotopic Mass: 273.06871953
• SMILES: CNC1(CCCCC1=O)c1ccccc1Cl.Cl
• Canonical SMILES: CNC1(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
• InChIKey: VCMGMSHEPQENPE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-chlorophenyl)-2-(methylamino)cyclohexan-1-one hydrochloride
• IUPAC Traditional name: ketamine hydrochloride
• Synonyms: (±)-2-(2-Chlorophenyl)-2-(methylamino)cyclohexanone hydrochloride; (±)-Ketamine hydrochloride; 2-(2-Chlorophenyl)-2-(methylamino)cyclohexanone Hydrochloride; (+/-)-2-(o-Chlorophenyl)-2-(methylamino)cyclohexanone Hydrochloride; (+/-)-Ketamine Hydrochloride; CI 581; CL369; Calipsol; Kalipsol; Ketaject; Ketalar; Ketanarkon; Ketanest; Ketavet; Ketolar; Vetalar; Ketamine Hydrochloride; (±)-氯胺酮 盐酸盐

Database IDs

• CAS Number: 1867-66-9
• EC Number: 217-484-6
• MDL Number: MFCD00051420
• PubChem SID: 162226451; 24896222
• PubChem CID: 15851

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

Physical Property

• Solubility: H2O: soluble200 mg/mL; Methanol
• Apperance: white solid; White to Off-White Solid
• Melting Point: 252-254°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer
• RTECS: GW1400000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Drug Control: USDEA Schedule III; stupéfiant; regulated under CDSA - not available from Sigma-Aldrich Canada
• Storage Temperature: 2-8°C

DETAILS

Sigma Aldrich - K2753

Biochem/physiol Actions
Selective NMDA glutamate receptor antagonist; veterinary anesthetic.

Toronto Research Chemicals - K165300

Anesthetic (intravenous). Controlled substance (depressant).

REFERENCES

• Sass, W.C., et al.: Anal. Profiles Drug Subs., 6, 297 (1977)
• Reich, D.L., et al.: Can. J. Anaesth., 36, 186 (1977)