Mecamylamine hydrochloride

Base Information

• Chemical Name: Mecamylamine hydrochloride
• CAS No.: 826-39-1
• Molecular Formula: C11H21N^.HCl
• Molecular Weight: 203.79
• Hs Code.: 2921300000
• European Community (EC) Number: 212-555-8
• NSC Number: 757086
• UNII: 4956DJR58O
• DSSTox Substance ID: DTXSID70896795
• Wikidata: Q27259230
• NCI Thesaurus Code: C66064
• RXCUI: 91240
• ChEMBL ID: CHEMBL1237082
• Mol file: 826-39-1.mol

Synonyms:MECAMYLAMINE HYDROCHLORIDE;826-39-1;Inversine;Mevasin;Mekamin hydrochloride;Mecamylamine (hydrochloride);Mecamine hydrochloride;N,2,3,3-Tetramethylbicyclo[2.2.1]heptan-2-amine hydrochloride;Vecamyl;Mecamylamine HCl;Mecamylamine, HCl;Mecamylamine-d3 Hydrochloride;N,2,3,3-Tetramethyl-2-norbornanamine hydrochloride;EINECS 212-555-8;3-Methylaminoisocamphane hydrochloride;3-Methylaminoisokamfan chlorid [Czech];NSC-757086;N-Methyl-dl-isobornylamine hydrochloride;3-Methylaminoisokamfan chlorid;UNII-4956DJR58O;R-(-)-Mecamylamine Hydrochloride;CPDB 0059;Mecamylamine hydrochloride [USP];4956DJR58O;Bicyclo(2.2.1)heptan-2-amine, N,2,3,3-tetramethyl-, hydrochloride;mecamylamin-;2-Norbornanamine, N,2,3,3-tetramethyl-, hydrochloride;S-(+)-Mecamylamine Hydrochloride;Inversine (TN);Bicyclo[2.2.1]heptan-2-amine, N,2,3,3-tetramethyl-, hydrochloride;N-Methyl-N-2,5-endomethylene-1,6,6-trimethylcyclohexylamine hydrochloride;Mecamylamine hydrochloride (USP);SR-01000075329;2-methylamino-2,3,3-tri-meth-ylnorbornane;inversin;Inversene;N,2,2,3-tetramethylbicyclo[2.2.1]heptan-3-amine;hydrochloride;Mecamylamine chloride;ATG-3;C11H21N.HCl;SCHEMBL123951;CHEBI:6707;CHEMBL1237082;NIOSH/RB7466510;AGI-004;ATG-003;DTXSID70896795;HMS1571O04;Pharmakon1600-01500374;HY-B1395;Tox21_500841;CCG-39679;MFCD00151462;NSC757086;AKOS015963326;ASA 185/13;LP00841;MECAMYLAMINE HYDROCHLORIDE [MI];NSC 757086;2-(Methylamino)isocamphane hydrochloride;NCGC00094171-01;NCGC00094171-02;NCGC00094171-03;NCGC00261526-01;AC-19862;LS-97067;LS-97118;MECAMYLAMINE HYDROCHLORIDE [MART.];MECAMYLAMINE HYDROCHLORIDE [VANDF];MECAMYLAMINE HYDROCHLORIDE [USP-RS];MECAMYLAMINE HYDROCHLORIDE [WHO-DD];2-[1,2,4]Triazol-1-ylmethyl-benzoicacid;CS-0013122;EU-0100841;FT-0603516;FT-0670962;FT-0670963;FT-0670964;RB74665100;D00611;EN300-267820;M 9020;MECAMYLAMINE HYDROCHLORIDE [ORANGE BOOK];MECAMYLAMINE HYDROCHLORIDE [USP MONOGRAPH];N,2,3,3-tetramethyl-2-norcamphanamine hydrochloride;Q-201341;SR-01000075329-1;SR-01000075329-6;Q27259230;2-(Methylamino)-2,3,3-trimethylnorbornane hydrochloride;Mecamylamine hydrochloride 100 microg/mL in Acetonitrile;N,2,3,3-tetramethylbicyclo[2.2.1]heptan-2-amine;Norbornane, 2-(methylamino)-2,3,3-trimethyl-, hydrochloride;Bicyclo[2.2.1]heptan-2-amine, N,2,3,3-tetramethyl-, hydrochloride (1:1)

Chemical Property of Mecamylamine hydrochloride

Chemical Property:

• Appearance/Colour: white solid
• Melting Point: >240 °C (dec.)
• Boiling Point: 189.3 °C at 760 mmHg
• PKA: pKa 11.2(H2O,t undefined,I=0.1) (Uncertain)
• Flash Point: 58.1 °C
• PSA: 12.03000
• LogP: 3.61350
• Storage Temp.: Desiccate at RT
• Solubility.: ethanol: 122 mg/mL
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 203.1440774
• Heavy Atom Count: 13
• Complexity: 197

Purity/Quality:

99%min ^*data from raw suppliers

Mecamylamine hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1(C2CCC(C2)C1(C)NC)C.Cl
• Recent ClinicalTrials: Nicotinic Receptor Augmentation of SSRI Antidepressants
• Recent EU Clinical Trials: A PHASE II RANDOMIZED, DOUBLE-MASKED, STUDY COMPARING THE SAFETY AND EFFICACY OF ATG003 (MECAMYLAMINE HCL) 1.0% and 0.3% OPHTHALMIC SOLUTIONS TO PLACEBO IN PATIENTS WITH NEOVASCULAR ('WET') AGE-RELATED MACULAR DEGENERATION (NV-AMD)
• Description: Mecamylamine hydrochloride is a non-competitive nicotinic acetylcholine receptor antagonist with preferential activity at the α3β4 subtype (IC50 = 90-640 nM) compared to α4β2, α3β2, and α7 subtypes (IC50 range from 1-7 μM), previously used to treat hypertension.Displays antidepressant-like effects in mice.Mecamylamine HCl is supplied as tablets for oral use, each containing 2.5 mg mecamylamine HCl. Inactive ingredients are calcium phosphate, D&C Yellow 10, FD&C Yellow 6, lactose, magnesium stearate, cornstarch, and talc.
• Uses: Mecamylamine hydrochloride has been used as an additive in extracellular saline during current-clamp recordings to reduce synaptic input. It has also been used as a non-selective nicotinic acetyl choline receptor blocker in aortic body neurons and in MLO-Y4 cells. Mecamylamine is a noncompetitive nicotinic acetylcholine receptor antagonist with preferential activity at the α3β4 subtype (IC50 = 90-640 nM) compared to α4β2, α3β2, and α7 subtypes (IC50s range from 1-7 μM). Mecamylamine is widely used as a broad-spectrum antagonist of neuronal nicotinic acetylcholine receptors in basic nicotine research. It has been reported to be effective as an aid to smoking cessation and may also be of use in various nicotine-responsive, neuropsychiatric disorders.[Cayman Chemical] A noncompetitive nicotinic AChR inhibitor.
• Therapeutic Function: Antihypertensive