(1S,2R,4R)-N,2,3,3-tetramethylbicyclo[2.2.1]heptan-2-amine hydrochloride

• ChemBase ID: 172568
• Molecular Formular: C11H22ClN
• Molecular Mass: 203.75208
• Monoisotopic Mass: 203.14407739
• SMILES: Cl.C1[C@H]2C([C@]([C@@H](C1)C2)(C)NC)(C)C
• Canonical SMILES: CN[C@]1(C)[C@H]2CC[C@@H](C1(C)C)C2.Cl
• InChI: InChI=1S/C11H21N.ClH/c1-10(2)8-5-6-9(7-8)11(10,3)12-4;/h8-9,12H,5-7H2,1-4H3;1H/t8-,9+,11-;/m1./s1
• InChIKey: PKVZBNCYEICAQP-GITWGATASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,4R)-N,2,3,3-tetramethylbicyclo[2.2.1]heptan-2-amine hydrochloride
• IUPAC Traditional name: 3-methylaminoisocamphane hydrochloride
• Synonyms: (1S,2R,4R)-N,2,3,3-Tetramethylbicyclo[2.2.1]heptan-2-amine Hydrochloride; (1S-exo)-N,2,3,3-Tetramethylbicyclo[2.2.1]heptan-2-amine Hydrochloride; (-)-Mecamylamine Hydrochloride; NIH 11009; R-(-)-Mecamylamine Hydrochloride

Database IDs

• CAS Number: 107596-31-6
• PubChem SID: 164228478
• PubChem CID: 12358973

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -0.865205
• LogD (pH = 7.4): -0.6689106
• Log P: 2.3736398
• Molar Refractivity: 51.8325 cm^3
• Polarizability: 21.091114 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 246-248°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M202590

The R-(+) enantiomer of Mecamylamine (M202600), a noncompetitive neuronal nicotinic receptor modulator antagonist with antidepressant activity.

REFERENCES

• Fryer, J., et al.: J. Pharmacol. Exp. Ther., 288, 88 (1999)
• Slemmer, J., et al.: J. Pharmacol. Exp. Ther., 295, 321 (1999)
• Young, J., et al.: Clin. Ther., 23, 532 (1999)