N,2,3,3-tetramethylbicyclo[2.2.1]heptan-2-amine hydrochloride

• ChemBase ID: 103949
• Molecular Formular: C11H22ClN
• Molecular Mass: 203.75208
• Monoisotopic Mass: 203.14407739
• SMILES: Cl.CNC1(C)C2CCC(C2)C1(C)C
• Canonical SMILES: CNC1(C)C2CCC(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
• InChIKey: PKVZBNCYEICAQP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N,2,3,3-tetramethylbicyclo[2.2.1]heptan-2-amine hydrochloride
• IUPAC Traditional name: mecamylamine hydrochloride; mecamylaminum hydrochloride
• Synonyms: N,2,3,3-Tetramethyl-bicyclo[2.2.1]heptan-2-amine Hydrochloride; N,2,3,3-Tetramethyl-2-norbornanamine Hydrochloride; CPDD 0059; Inversine; Mecamine; Mevasin; Mevasine; Mecamylamine Hydrochloride; 2-(Methylamino)isocamphane hydrochloride, Inversine; N,2,3,3-Tetramethylbicyclo[2.2.1]heptan-2-amine hydrochloride; MECAMYLAMINE

Database IDs

• CAS Number: 826-39-1
• EC Number: 212-555-8
• PubChem SID: 162090972
• PubChem CID: 13221

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; Water
• Apperance: White Solid
• Melting Point: >240°C (dec.)

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• RTECS: RB6900000
• European Hazard Symbols: Harmful (Xn)
• Risk Statements: R:22
• Safety Statements: S:36/37/39

DETAILS

MP Biomedicals - 02153675

Hydrochloride
Blocks action of nicotinic acid.

Toronto Research Chemicals - M202600

Nicotinic receptor antagonist; orally active ganglionic blocker. Antihypertensive.

REFERENCES

• Stone, C.A., et al.: J. Med. Pharm. Chem., 5, 665 (1962)
• Papke, R.L., et al.: J. Pharmacol. Exp. Ther., 297, 646 (1962)
• Young, J.M., et al.: Clin. Ther., 23, 532 (1962)