(1S,5R)-1-(4-methylphenyl)-3-azabicyclo[3.1.0]hexane hydrochloride

• ChemBase ID: 162045
• Molecular Formular: C12H16ClN
• Molecular Mass: 209.71514
• Monoisotopic Mass: 209.0971272
• SMILES: Cl.c1(ccc(cc1)[C@]12[C@H](CNC1)C2)C
• Canonical SMILES: Cc1ccc(cc1)[C@]12CNC[C@@H]2C1.Cl
• InChI: InChI=1S/C12H15N.ClH/c1-9-2-4-10(5-3-9)12-6-11(12)7-13-8-12;/h2-5,11,13H,6-8H2,1H3;1H/t11-,12+;/m0./s1
• InChIKey: OTZOPAFTLUOBOM-ZVWHLABXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R)-1-(4-methylphenyl)-3-azabicyclo[3.1.0]hexane hydrochloride
• IUPAC Traditional name: bicifadine hydrochloride
• Synonyms: (1S,5R)-1-(4-Methylphenyl)-3-azabicyclo[3.1.0]hexane Hydrochloride; (-)-Bicifadine Hydrochloride

Database IDs

• CAS Number: 66504-88-9
• PubChem SID: 162256180
• PubChem CID: 57416941

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -1.1763103
• LogD (pH = 7.4): -0.86237687
• Log P: 2.0597963
• Molar Refractivity: 54.3087 cm^3
• Polarizability: 21.331299 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B382245

A novel non-narcotic analgesic drug for the treatment of acute pain, chronic pain, and symptoms of neuropathic disorders.

REFERENCES

• Wang, R., et al.: J. Clin. Pharmacol., 22, 160 (1982)
• Stephenson, G., et al.: Adv. Drug Delivery Rev., 48, 67 (1982)
• Blanco, M., et al.: J. Pharm. Sci., 92, 823 (1982)
• Woo, Y., et al.: J. Pharm. Biomed. Anal., 36, 955 (1982)