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5.05207

Sigma-Aldrich

Mecamylamine Hydrochloride

Synonym(s):

Mecamylamine Hydrochloride, N,2,3,3-Tetramethylbicyclo[2.2.1]he­ptan-2-amine hydrochloride, TC-5214, Inversine, nAChR Antagonist, Mecamylamine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C11H21N · xHCl
CAS Number:
826-39-1
Molecular Weight:
167.29 (free base basis)
MDL number:
MFCD00151462
UNSPSC Code:
12352116
NACRES:
NA.77

Assay

≥98% (TLC)

Quality Level

100

form

solid

potency

640 nM IC50

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

off-white

solubility

H2O: 100 mM

storage temp.

2-8°C

SMILES string

[Cl-].N(C1(C2CC(C1(C)C)CC2)C)C.[H+]

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

InChI key

PKVZBNCYEICAQP-UHFFFAOYSA-N

General description

A potent, nonselective, and noncompetitive antagonist of nAChRs (IC50 = 640 nM, 2.5 µM, 3.6 µM and 6.9 µM for α3β4, α4β2, α3β2 and α7 subtype nAChRs, respectively). Biologically viable admitted orally or systematically. Widely used in investigating the roles of central nAChRs in the brain functions (learning and memory, decision making, cognition) and disorders (addiction, Autisms, Tourette′s syndrome, Schizophrenia and various cognitive and mood disorders).

Biochem/physiol Actions

Primary Target
nAChR
Reversible: yes

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Harris, C., et al. 2013. Psychopharmacol.225, 291.
Lima, H., et al. 2013. Learning & Memory20, 120.
Arnold, E., et al. 2012. J. Child Adolesc. Psychopharmacol.22, 198.
Bacher, I., et al. 2009. Expert Opin. Pharmacother.10, 2709.
Lippiello, M., et al. 2008. CNS Neurosci. Ther.14, 266.br>J. M. Young et al. 2001. Clin. Ther.23, 532.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Toxic (F)

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Global Trade Item Number

SKUGTIN
5.05207.000104055977263435

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