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

• ChemBase ID: 133632
• Molecular Formular: C11H22ClN
• Molecular Mass: 203.75208
• Monoisotopic Mass: 203.14407739
• SMILES: CC1([C@@H]2CC[C@@H](C2)C1(C)NC)C.Cl
• Canonical SMILES: CNC1(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-CIISUUNXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4R)-N,2,3,3-tetramethylbicyclo[2.2.1]heptan-2-amine hydrochloride
• IUPAC Traditional name: (1S,4R)-N,2,3,3-tetramethylbicyclo[2.2.1]heptan-2-amine hydrochloride
• Synonyms: 2-(Methylamino)isocamphane hydrochloride; Inversine; N,2,3,3-Tetramethylbicyclo[2.2.1]heptan-2-amine hydrochloride; Mecamylamine hydrochloride

Database IDs

• CAS Number: 826-39-1
• EC Number: 212-555-8
• MDL Number: MFCD00151462
• PubChem SID: 24277851; 162227909
• PubChem CID: 25162921

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: ethanol: soluble122 mg/mL; glycerol: soluble95 mg/mL; H2O: soluble47 mg/mL; isopropanol: soluble476 mg/mL

Safety Information

• RTECS: RB6900000
• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 36/37/39
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H319-H335
• GHS Precautionary statements: P261-P301 + P310-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

Pharmacology Properties

• Gene Information: human ... CHRNA1(1134), CHRNA10(57053), CHRNA2(1135), CHRNA3(1136), CHRNA4(1137), CHRNA5(1138), CHRNA6(8973), CHRNA7(1139), CHRNA9(55584), CHRNB1(1140), CHRNB2(1141), CHRNB3(1142), CHRNB4(1143)

DETAILS

Sigma Aldrich - M9020

Biochem/physiol Actions
Noncompetitive nicotinic acetylcholine receptor antagonist; preferentially blocks nicotinic receptors at autonomic ganglia; crosses blood-brain barrier.
Caution
Solutions are stable to autoclaving.