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Mecamylamine hydrochloride

Name: Mecamylamine hydrochloride
Brand: SIGMA

≥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

Form:

powder

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Properties

Product Name

Mecamylamine hydrochloride,

form

powder

Quality Segment

200

solubility

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

originator

AstraZeneca

SMILES string

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

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

InChI key

PKVZBNCYEICAQP-CIISUUNXSA-N

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)

Description

Application

Mecamylamine hydrochloride has been used as an additive in extracellular saline during current-clamp recordings to reduce synaptic input.[1] 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.

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.

Disclaimer

Solutions are stable to autoclaving.

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Show Differences

1 of 1

This Item	V4629	T6950	E1145
Sigma-Aldrich M9020 Mecamylamine hydrochloride	Sigma-Aldrich V4629 (±)-Verapamil hydrochloride	Sigma-Aldrich T6950 Tizanidine hydrochloride	Sigma-Aldrich E1145 (±)-Epibatidine dihydrochloride hydrate
form powder	form powder	form powder	form powder
Quality Level 200	Quality Level 100	Quality Level 100	Quality Level 100
solubility ethanol: 122 mg/mL, isopropanol: 476 mg/mL, H₂O: 47 mg/mL, glycerol: 95 mg/mL	solubility methanol: 50 mg/mL, ethanol: soluble	solubility H₂O: >20 mg/mL	solubility DMSO: >4 mg/mL, methanol: 4 mg/mL
originator AstraZeneca	originator -	originator Acorda Therapeutics	originator -
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)	Gene Information human ... ADRA1A(148), ADRA1B(147), ADRA1D(146), CACNA1C(775), CACNA1D(776), CACNA1F(778), CACNA1S(779)	Gene Information human ... ADRA2A(150), ADRA2B(151), ADRA2C(152)	Gene Information -

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pictograms

GHS06

signalword

Danger

hcodes

H301

pcodes

P264 - P270 - P301 + P310 - P405 - P501

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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