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Mecamylamine (hydrochloride)

CAT: 0804-HY-B1395-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B1395-01Size:5 mg
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Description
Mecamylamine hydrochloride is an orally active, nonselective, noncompetitive nAChR antagonist. Mecamylamine hydrochloride is also a ganglionic blocker. Mecamylamine hydrochloride can across the blood-brain barrier. Mecamylamine hydrochloride can be used in the research of neuropsychiatric disorders, hypertension, antidepressant area[1][2][5].
CAS Number
826-39-1
UNSPSC
12352211
Hazard Statement
H301
Target
Histamine Receptor; nAChR
Type
Reference compound
Related Pathways
GPCR/G Protein; Immunology/Inflammation; Membrane Transporter/Ion Channel; Neuronal Signaling
Applications
Neuroscience-Neuromodulation
Field of Research
Neurological Disease; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/mecamylamine-hydrochloride.html
Concentration
10mM
Purity
98.0
Solubility
DMSO : 31.25 mg/mL (ultrasonic) |H2O : 100 mg/mL (ultrasonic)
Smiles
CC1(C)C(NC)(C)C2CCC1C2.[H]Cl
Molecular Formula
C11H22ClN
Molecular Weight
203.75
Precautions
H301
References & Citations
[1]Omar Hernández-González, et al. Mechanisms of stimulatory effects of mecamylamine on the dorsal raphe neurons. Brain Res Bull. 2020 Nov;164:289-298. |[2]C P Robinson, et al. The influence of mecamylamine on contractions induced by different agonists and on the role of calcium ions in the isolated rabbit aorta. J Pharmacol Exp Ther. 1976 Apr;197 (1) :57-65. |[3]Mahadevappa P Badanavalu, et al. Nicotine is neuroprotective to neonatal neurons of sympathetic ganglion in rat. Auton Neurosci. 2019 Jan;216:25-32. |[4]Katsuji Kiuchi, et al. Mecamylamine suppresses Basal and nicotine-stimulated choroidal neovascularization. Invest Ophthalmol Vis Sci. 2008 Apr;49 (4) :1705-11. |[5]Rabenstein RL, et al. The nicotinic antagonist mecamylamine has antidepressant-like effects in wild-type but not beta2- or alpha7-nicotinic acetylcholine receptor subunit knockout mice. Psychopharmacology (Berl) . 2006 Dec;189 (3) :395-401.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture)
Scientific Category
Reference compound1
Clinical Information
Launched
Citation 01
Acta Pharmacol Sin. 2024 Jun;45 (6) :1160-1174.|bioRxiv. 2023 Jul 6.|bioRxiv. 2024 November 03.|Cell Biosci. 2024 Dec 3;14 (1) :146.|Nat Commun. 2023 Apr 17;14 (1) :2182.

Chemical Information

Mecamylamine Hydrochloride

Mecamylamine hydrochloride is a monoterpenoid.

CAS Number826-39-1
PubChem CID13221
IUPAC NameN,2,3,3-tetramethylbicyclo[2.2.1]heptan-2-amine;hydrochloride
Molecular FormulaC11H22ClN
Molecular Weight203.75
Topological Polar Surface Area12
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count1
Rotatable Bond Count1
Heavy Atom Count13
Formal Charge0
Complexity197
SMILES
CC1(C2CCC(C2)C1(C)NC)C.Cl
InChI
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
InChIKey
PKVZBNCYEICAQP-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Mecamylamine Hydrochloride
CAS: 826-39-1
CID: 13221
Formula: C11H22ClN
MW: 203.75
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight203.75
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count1
Rotatable Bond Count1
Exact Mass203.1440774
Monoisotopic Mass203.1440774
Topological Polar Surface Area12 Ų
Heavy Atom Count13
Formal Charge0
Complexity197
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count3
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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