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Merck

M9020

Mecamylamine hydrochloride

≥98% (TLC), powder, nAChR antagonist

Synonym(s):

2-(Methylamino)isocamphane hydrochloride, Inversine, N,2,3,3-Tetramethylbicyclo[2.2.1]heptan-2-amine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C11H21N · HCl
CAS Number:
826-39-1
Molecular Weight:
203.75
NACRES:
NA.77
PubChem Substance ID:
24277851
UNSPSC Code:
12352116
EC Number:
212-555-8
MDL number:
MFCD00151462

Key Documents

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Product Name

Mecamylamine hydrochloride,

InChI key

PKVZBNCYEICAQP-CIISUUNXSA-N

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

SMILES string

Cl.[H][C@@]12CC[C@@]([H])(C1)C(C)(NC)C2(C)C

form

powder

solubility

ethanol: 122 mg/mL
H2O: 47 mg/mL
isopropanol: 476 mg/mL
glycerol: 95 mg/mL

originator

AstraZeneca

Quality Level

200

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)

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Application

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.

Biochem/physiol Actions

Noncompetitive nicotinic acetylcholine receptor antagonist; preferentially blocks nicotinic receptors at autonomic ganglia; crosses blood-brain barrier.

Disclaimer

Solutions are stable to autoclaving.

Features and Benefits

This compound is featured on the Acetylcholine Receptors (Nicotinic) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by AstraZeneca. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000453973
0000453973
0000437820
0000437820
0000130932

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M I Damaj et al.
The Journal of pharmacology and experimental therapeutics, 291(3), 1284-1291 (1999-11-24)
Pharmacological mechanisms involved in nicotine-induced seizures were investigated in mice by testing the ability of several nicotinic agonists in producing seizures after peripheral administration. In addition, nicotinic antagonists such as hexamethonium, mecamylamine, dihydro-beta-erythroidine, and methyllycaconitine citrate (MLA) were used in
Acetylcholine affects osteocytic MLO-Y4 cells via acetylcholine receptors
Ma Y, et al.
Molecular and cellular endocrinology, 384(1-2), 155-164 (2014)
G Panagis et al.
Synapse (New York, N.Y.), 35(1), 15-25 (1999-12-01)
In the present study the neuronal expression of Fos, the protein product of c-fos, was used to study changes in neuronal activity in nerve terminal regions of the ascending dopaminergic system during nicotine withdrawal. Rats were infused for 14 days
Potential roles of ATP and local neurons in the monitoring of blood O2 content by rat aortic bodies
Piskuric NA, et al.
Experimental Physiology, 99(1), 248-261 (2014)
Olena Riabinina et al.
Genetics, 212(1), 53-63 (2019-03-14)
The Q-system is a binary expression system that works well across species. Here, we report the development and demonstrate the applications of a split-QF system that drives strong expression in Drosophila, is repressible by QS, and is inducible by a
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Product Information Sheet - M9020

Product Information Sheet

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