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Mecamylamine structure, CAS 826-39-1

Mecamylamine

CAS Number826-39-1

Synonymsbicyclo[2.2.1]heptan-2-amine, N,2,3,3-tetramethyl-, hydrochloride; EINECS 212-555-8; N,2,2,3-tetramethylbicyclo[2.2.1]heptan-3-amine,hydrochloride; N,2,3,3-tétraméthylbicyclo[2.2.1]heptan-2-amine chlorhydrate; 2-(Methylamino)-2,3,3-trimethylnorbornane hydrochloride; N,2,3,3-Tetramethylbicyclo[2.2.1]heptan-2-amine hydrochloride; Norbornane, 2-(methylamino)-2,3,3-trimethyl-, hydrochloride; Bicyclo[2.2.1]heptan-2-amine, N,2,3,3-tetramethyl-, hydrochloride (1:1); N,2,3,3-Tetramethylbicyclo[2.2.1]heptan-2-amine hydrochloride (1:1); N,2,3,3-Tetramethylbicyclo[2.2.1]heptan-2-aminhydrochlorid; Inversine hydrochloride; N,2,3,3-tetramethyl-2-norcamphanamine hydrochloride; UNII:4956DJR58O; MFCD00151462

Molecular FormulaC11H22ClN

Molecular Weight203.75

Purity99%

Density

Boiling Point189.3ºC at 760 mmHg

Melting Point>240ºC (dec.)

Flash Point

Appearancepowder

EINECS212-555-8

MSDSChineseEnglish

Symbol6.1

Signal WordWarning

Cat. No.: 2A-9011300 Purity: 99%
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Quality Control of [ 826-39-1 ] Purity: 99% SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number826-39-1
Catalog No.2A-9011300
Chinese Name盐酸美加明
Synonymsbicyclo[2.2.1]heptan-2-amine, N,2,3,3-tetramethyl-, hydrochloride; EINECS 212-555-8; N,2,2,3-tetramethylbicyclo[2.2.1]heptan-3-amine,hydrochloride; N,2,3,3-tétraméthylbicyclo[2.2.1]heptan-2-amine chlorhydrate; 2-(Methylamino)-2,3,3-trimethylnorbornane hydrochloride; N,2,3,3-Tetramethylbicyclo[2.2.1]heptan-2-amine hydrochloride; Norbornane, 2-(methylamino)-2,3,3-trimethyl-, hydrochloride; Bicyclo[2.2.1]heptan-2-amine, N,2,3,3-tetramethyl-, hydrochloride (1:1); N,2,3,3-Tetramethylbicyclo[2.2.1]heptan-2-amine hydrochloride (1:1); N,2,3,3-Tetramethylbicyclo[2.2.1]heptan-2-aminhydrochlorid; Inversine hydrochloride; N,2,3,3-tetramethyl-2-norcamphanamine hydrochloride; UNII:4956DJR58O; MFCD00151462
Molecular FormulaC11H22ClN
Molecular Weight203.75
Purity99
Boiling Point189.3ºC at 760 mmHg
Melting Point>240ºC (dec.)
Appearancepowder
Water Solubilityethanol: 122 mg/mL
Storage ConditionDesiccate at RT
ApplicationMecamylamine hydrochloride is an orally active, non-selective, non-competitive nAChR antagonist that can treat a variety of neuropsychiatric disorders. Mecamylamine hydrochloride is a ganglion blocker
EINECS212-555-8
HTC2921300090
PubChem ID24277851
MDL NumberMFCD00151462
SMILESCl.[H][C@@]12CC[C@@]([H])(C1)C(C)(NC)C2(C)C
InChI1S/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
InChI KeyPKVZBNCYEICAQP-CIISUUNXSA-N
NACRES CodeNA.77
UNSPSC12352116
Hazard Symbols6.1
MSDSmsds/11300_1_826_39_1.pdf
BioactivityMecamylamine hydrochloride is an orally active, nonselective, noncompetitive nAChR antagonist that can treat various neuropsychiatric disorders. Mecamylamine hydrochloride is originally used as a ganglionic blocker in treating hypertension. Mecamylamine hydrochloride can easily crosses the blood-brain barrier[1][2]. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> nAChR Signaling Pathways >> Neuronal Signaling >> nAChR Research Areas >> Neurological Disease Target nAChR[1] In Vitro Mecamylamine blocks muscle nAChRs in a use- and voltagedependent manner. Mecamylamine blocks the nicotinic currents via trapping mechanism. The main feature of this block is the phenomenon of block relief, which might be revealed by combined action of depolarization and activation of nAChRs. The experimental study of the Mecamylamine action on muscle nAChRs revealed that: (1) Mecamylamine (1-20 μM) reduces evoked end-plate currents (EPC) amplitude with Hill's constant equal to 1.2 and IC50 = 7.8 μM at holding potential -70 mV; (2) the calculated depth of its interaction with the muscle nAChR channel is almost half of the one of neuronal nAChRs (0.37 compare to 0.72 for neuronal nAChRs); (3) simultaneous membrane depolarization and repetitive activation of postsynaptic nAChRs by motor nerve stimulation produced rapid block relief dependent on the degree of depolarization, number of conditioning signals and Mecamylamine concentration, and only slightly depended on the rate of stimulation[2]. In Vivo Mecamylamine (0.5-1 mg/kg; Intraperitoneal injection; C57BL/6J mice) has antidepressant-like effects in both the TST and FST and these effects are dependent on bothβ2 andα7 subunits[3]. Animal Model: C57BL/6J mice (3-4 months) forced swim test (FST) and tail suspension test (TST)[3] Dosage: 0.5 mg/kg, 0.75 mg/kg, 1 mg/kg Administration: Intraperitoneal injection Result: Significantly decreased immobility time in the TST at the 1.0-mg/kg dose but did not alter baseline locomotor activity. Also significantly decreased time immobile in the FST. References [1]. Bacher I, et al. Mecamylamine - a nicotinic acetylcholine receptor antagonist with potential for the treatment of neuropsychiatric disorders. Expert Opin Pharmacother. 2009 Nov;10(16):2709-21. [2]. Ostroumov K, et al. Modeling study of mecamylamine block of muscle type acetylcholine receptors. Eur Biophys J. 2008 Apr;37(4):393-402. [3]. Rabenstein RL, et al. The nicotinic antagonist mecamylamine has antidepressant-like effects in wild-type but not beta2- or alpha7-nicotinic acetylcholine receptor subunit knockout mice. Psychopharmacology (Berl). 2006 Dec;189(3):395-401. Chemical & Physical Properties Boiling Point 189.3ºC at 760 mmHg Melting Point >240ºC (dec.) Molecular Formula C11H22ClN Molecular Weight 203.752 Flash Point 58.1ºC Exact Mass 203.144073 PSA 12.03000 LogP 3.61350 InChIKey PKVZBNCYEICAQP-UHFFFAOYSA-N SMILES CNC1(C)C2CCC(C2)C1(C)C.Cl Storage condition Desiccate at RT Water Solubility ethanol: 122 mg/mL
Use ofMecamylamine hydrochloride is an orally active, nonselective, noncompetitive nAChR antagonist that can treat various neuropsychiatric disorders. Mecamylamine hydrochloride is originally used as a ganglionic blocker in treating hypertension. Mecamylamine hydrochloride can easily crosses the blood-brain barrier[1][2]. Properties Articles63 Name Mecamylamine Hydrochloride Synonym More Synonyms UNII:4956DJR58O Biological Activity Description Mecamylamine hydrochloride is an orally active, nonselective, noncompetitive nAChR antagonist that can treat various neuropsychiatric disorders. Mecamylamine hydrochloride is originally used as a ganglionic blocker in treating hypertension. Mecamylamine hydrochloride can easily crosses the blood-brain barrier[1][2]. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> nAChR Signaling Pathways >> Neuronal Signaling >> nAChR Research Areas >> Neurological Disease References [1]. Bacher I, et al. Mecamylamine - a nicotinic acetylcholine receptor antagonist with potential for the treatment of neuropsychiatric disorders. Expert Opin Pharmacother. 2009 Nov;10(16):2709-21. [2]. Ostroumov K, et al. Modeling study of mecamylamine block of muscle type acetylcholine receptors. Eur Biophys J. 2008 Apr;37(4):393-402. [3]. Rabenstein RL, et al. The nicotinic antagonist mecamylamine has antidepressant-like effects in wild-type but not beta2- or alpha7-nicotinic acetylcholine receptor subunit knockout mice. Psychopharmacology (Berl). 2006 Dec;189(3):395-401. Chemical & Physical Properties Exact Mass 203.144073 PSA 12.03000 LogP 3.61350 InChIKey PKVZBNCYEICAQP-UHFFFAOYSA-N Storage condition Desiccate at RT
Tax Rebate9.0%
SupervisionNone MFN tariff: 6.5% Ordinary tariff: 30.0%
Transport InfoProduct name: Purity: 98.0%
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Dangerous Regulations for land transport: 2811 International Dangerous Regulations for sea transport: 2811 International Dangerous Regulations for air transport: 2811 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: TOXIC SOLID, ORGANIC, N.O.S. (Mecamylamine hydrochloride) IMDG: TOXIC SOLID, ORGANIC, N.O.S. (Mecamylamine hydrochloride) International air transport hazard regulations: Toxic solid, organic, n.o.s. (Mecamylamine hydrochloride) 14.3 Transport hazard categories European Land Transport Danger Regulations: 6.1 International Maritime Transport Danger Regulations: 6.1 International Air Transport Danger Regulations: 6.1 14.4 Package group European Land Transport Danger Regulations: III International Maritime Transport Danger Regulations: III International Air Transport Danger Regulations: III 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available
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