Mecamylamine hydrochloride - ≥98% , Neuronal acetylcholine receptor; alpha3/beta4 negative allosteric modulator, CAS No.826-39-1, Neuronal acetylcholine receptor; alpha3/beta4 negative allosteric modulator

CAS: 826-39-1 Cat. No.: M136896 Molecular Weight: 203.75 EC Number: 212-555-8

GRADE & PURITY ≥98%

Synonyms

Inversine | Mevasin | 2-[1,2,4]Triazol-1-ylmethyl-benzoicacid | Mecamine hydrochloride | MECAMYLAMINE HYDROCHLORIDE [MART.] | Mecamylamine, HCl | NCGC00094171-01 | CHEBI:6707 | N,2,3,3-tetramethyl-2-norcamphanamine hydrochloride | 2-(Methylamino)isocampha

Storage

Room temperature

Shipped In

Normal

Overview

Mecamylamine Hydrochloride is a noncompetitive and nonselective antagonist of AChRs. The compound preferentially blocks nicotinic receptors at autonomic ganglia and is able to cross the blood brain barrier. Once across the blood brain barrier Mecamylamine Hydrochloride can selectively antagonize neuronal AChRs. Mecamylamine Hydrochloride is an inhibitor of AChR α 3, AChR α 4, AChR α 7 and AChRβ2.
A noncompetitive nicotinic AChR inhibitor.

Specifications

Synonyms

Inversine | Mevasin | 2-[1, 2, 4]Triazol-1-ylmethyl-benzoicacid | Mecamine hydrochloride | MECAMYLAMINE HYDROCHLORIDE [MART.] | Mecamylamine, HCl | NCGC00094171-01 | CHEBI:6707 | N, 2, 3, 3-tetramethyl-2-norcamphanamine hydrochloride | 2-(Methylamino)isocampha

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Non-competitive nicotine acetylcholine receptor antagonists preferentially block nicotine receptors in the autonomic ganglia and cross the blood-brain barrier.

Storage

Room temperature

Shipped In

Normal

Action Type

NEGATIVE ALLOSTERIC MODULATOR

Mechanism of action

Neuronal acetylcholine receptor; alpha3/beta4 negative allosteric modulator

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488181815
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488181815
• Canonical Smiles: CC1(C2CCC(C2)C1(C)NC)C.Cl
• IUPAC Name: N,2,3,3-tetramethylbicyclo[2.2.1]heptan-2-amine;hydrochloride
• InChIKey: PKVZBNCYEICAQP-UHFFFAOYSA-N
• 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
• Isomeric SMILES: CC1(C2CCC(C2)C1(C)NC)C.Cl
• WGK Germany: 3
• RTECS: RB6900000
• Molecular Weight: 203.75
• Reaxy-Rn: 7097642
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=7097642&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Monoterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Monoterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Bicyclic monoterpenoids
• Alternative Parents: Dialkylamines Organopnictogen compounds Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Bicyclic monoterpenoid - Secondary amine - Secondary aliphatic amine - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Hydrochloride - Organonitrogen compound - Amine - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

U2OS (164939 Activities)

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POLI Tchem DNA polymerase iota (116820 Activities)

Discover Target: POLI

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

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HEK-293T (167025 Activities)

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Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Moisture sensitive；Air sensitive
• Molecular Weight: 203.750 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 203.144 Da
• Monoisotopic Mass: 203.144 Da
• Topological Polar Surface Area: 12.000 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 197.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 3
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3