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M9020

Sigma-Aldrich

Mecamylamine hydrochloride

≥98% (TLC), powder, nAChR antagonist

Synonyme(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

Formule empirique (notation de Hill):
C11H21N · HCl
Numéro CAS:
826-39-1
Poids moléculaire :
203.75
Numéro CE :
212-555-8
Numéro MDL:
MFCD00151462
Code UNSPSC :
12352116
ID de substance PubChem :
24277851
Nomenclature NACRES :
NA.77

product name

Mecamylamine hydrochloride,

Forme

powder

Niveau de qualité

200

Solubilité

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

Auteur

AstraZeneca

Chaîne SMILES 

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

Clé InChI

PKVZBNCYEICAQP-CIISUUNXSA-N

Informations sur le gène

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.

Actions biochimiques/physiologiques

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

Caractéristiques et avantages

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.

Attention

Solutions are stable to autoclaving.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H301

Classification des risques

Acute Tox. 3 Oral

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Acetylcholine affects osteocytic MLO-Y4 cells via acetylcholine receptors
Ma Y, et al.
Molecular and cellular endocrinology, 384(1-2), 155-164 (2014)
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)
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
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
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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