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

Properties

• product name: Mecamylamine hydrochloride,
• form: powder
• Quality Level: 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. 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.

Caution

Solutions are stable to autoclaving.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H301
• Precautionary Statements: P264 - P270 - P301 + P310 - P405 - P501
• 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
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves