Product Name

  • Name

    Mecamylamine hydrochloride

  • EINECS 212-555-8
  • CAS No. 826-39-1
  • Density
  • Solubility ethanol: 122 mg/mL
  • Melting Point >240 °C (dec.)
  • Formula C11H21N.HCl
  • Boiling Point 189.3 °C at 760 mmHg
  • Molecular Weight 203.79
  • Flash Point 58.1 °C
  • Transport Information UN 2811 6.1/PG 3
  • Appearance white solid
  • Safety 36/37/39
  • Risk Codes 22-36/37/38
  • Molecular Structure Molecular Structure of 826-39-1 (Mecamylamine hydrochloride)
  • Hazard Symbols HarmfulXn
  • Synonyms 2-Norbornanamine,N,2,3,3-tetramethyl-, hydrochloride (8CI);Bicyclo[2.2.1]heptan-2-amine,N,2,3,3-tetramethyl-, hydrochloride (9CI);CPDD 0059;Inversine;Mecamylaminechloride;Mevasin;Mevasine;N,2,3,3-Tetramethyl-2-norbornanamine hydrochloride;
  • PSA 12.03000
  • LogP 3.61350

Synthetic route

(+/-)-exo-mecamylamine hydrochloride
826-39-1

(+/-)-exo-mecamylamine hydrochloride

(S)-phenylethyl isocyanate
14649-03-7

(S)-phenylethyl isocyanate

A

(1S,2R,4R)-N-<((S)-1-phenylethyl)carbamoyl>mecamylamine

(1S,2R,4R)-N-<((S)-1-phenylethyl)carbamoyl>mecamylamine

B

(1R,2R,4S)-N-<((S)-1-phenylethyl)carbamoyl>mecamylamine
107485-87-0

(1R,2R,4S)-N-<((S)-1-phenylethyl)carbamoyl>mecamylamine

Conditions
ConditionsYield
With sodium carbonate 2.) CHCl3, 1 h, room t.; Yield given. Multistep reaction. Yields of byproduct given;
...Expand
ethyl bromide
74-96-4

ethyl bromide

(+/-)-exo-mecamylamine hydrochloride
826-39-1

(+/-)-exo-mecamylamine hydrochloride

N-ethyl mecamylamine

N-ethyl mecamylamine

Conditions
ConditionsYield
With potassium hydrogencarbonate In tetrahydrofuran; N,N-dimethyl-formamide Alkylation; Heating;
(+/-)-exo-mecamylamine hydrochloride
826-39-1

(+/-)-exo-mecamylamine hydrochloride

benzyl chloride
100-44-7

benzyl chloride

N-benzyl mecamylamine

N-benzyl mecamylamine

Conditions
ConditionsYield
With potassium hydrogencarbonate In tetrahydrofuran; N,N-dimethyl-formamide Alkylation; Heating;
(+/-)-exo-mecamylamine hydrochloride
826-39-1

(+/-)-exo-mecamylamine hydrochloride

cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

N-cyclopropylmethyl mecamylamine

N-cyclopropylmethyl mecamylamine

Conditions
ConditionsYield
With potassium hydrogencarbonate In tetrahydrofuran; N,N-dimethyl-formamide Alkylation; Heating;
(+/-)-exo-mecamylamine hydrochloride
826-39-1

(+/-)-exo-mecamylamine hydrochloride

allyl bromide
106-95-6

allyl bromide

N-allyl mecamylamine

N-allyl mecamylamine

Conditions
ConditionsYield
With potassium hydrogencarbonate In tetrahydrofuran; N,N-dimethyl-formamide Alkylation; Heating;
(+/-)-exo-mecamylamine hydrochloride
826-39-1

(+/-)-exo-mecamylamine hydrochloride

propargyl bromide
106-96-7

propargyl bromide

N-propargyl mecamylamine

N-propargyl mecamylamine

Conditions
ConditionsYield
With potassium hydrogencarbonate In tetrahydrofuran; N,N-dimethyl-formamide Alkylation; Heating;
(+/-)-exo-mecamylamine hydrochloride
826-39-1

(+/-)-exo-mecamylamine hydrochloride

1-chloromethyl-4-fluorobenzene
352-11-4

1-chloromethyl-4-fluorobenzene

N-(4-fluorobenzyl) mecamylamine

N-(4-fluorobenzyl) mecamylamine

Conditions
ConditionsYield
With potassium hydrogencarbonate In tetrahydrofuran; N,N-dimethyl-formamide Alkylation; Heating;
(+/-)-exo-mecamylamine hydrochloride
826-39-1

(+/-)-exo-mecamylamine hydrochloride

1-bromomethyl-4-nitro-benzene
100-11-8

1-bromomethyl-4-nitro-benzene

N-(4-nitrobenzyl) mecamylamine

N-(4-nitrobenzyl) mecamylamine

Conditions
ConditionsYield
With potassium hydrogencarbonate In tetrahydrofuran; N,N-dimethyl-formamide Alkylation; Heating;
(+/-)-exo-mecamylamine hydrochloride
826-39-1

(+/-)-exo-mecamylamine hydrochloride

S-(+)-mecamylamine hydrochloride

S-(+)-mecamylamine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) aq. Na2CO3 / 2.) CHCl3, 1 h, room t.
2: 64 percent / ethanol / 0.75 h / Heating
View Scheme

Mecamylamine hydrochloride Chemical Properties

Chemistry informtion about Mevasin Hydrochloride (CAS NO.826-39-1) is:
IUPAC Name: N,5,6,6-Tetramethylbicyclo[2.2.1]Heptan-5-Amine Hydrochloride
Synonyms: N,2,3,3-Tetramethylbicyclo[2.2.1]Heptan-2-Amine Hydrochloride ; Inversine ; Mecamylamine ; Mecamylamine Hydrochloride ; 2-[Methylamino]Isocamphane Hydrochloride ; 3-Methylaminoisocamphanehydrochloride ; 3-Methylaminoisokamfanchlorid ; Inversinehydrochloride
Product Categories: Acetylcholine receptor  
MF: C11H22ClN
MW: 203.75
EINECS: 212-555-8 
Flash Point: 58.1 °C
Boiling Point: 189.3 °C at 760 mmHg
Vapour Pressure: 0.573 mmHg at 25°C
Enthalpy of Vaporization: 42.55 kJ/mol
Solubility ethanol: 122 mg/mL
Following is the molecular structure of Mevasin Hydrochloride (CAS NO.826-39-1)  is:

Mecamylamine hydrochloride Uses

Mevasin Hydrochloride (CAS NO.826-39-1) has been used as a ganglionic blocker in treating hypertension, but, like most ganglionic blockers, is more often used now as a research tool. It is also sometimes used as an anti-addictive drug to help people stop smoking tobacco, and is now more widely used for this application than it is for lowering blood pressure. This effect is thought to be due to it blocking α3β4 nicotinic receptors in the brain.

Mecamylamine hydrochloride Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intraperitoneal 63mg/kg (63mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 117, Pg. 169, 1956.
guinea pig LD50 oral 175mg/kg (175mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 117, Pg. 169, 1956.
guinea pig LD50 subcutaneous 155mg/kg (155mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 117, Pg. 169, 1956.
mouse LD50 intraperitoneal 17mg/kg (17mg/kg)   Research Progress in Organic-Biological and Medicinal Chemistry. Vol. 2, Pg. 300, 1970.
mouse LD50 intravenous 14mg/kg (14mg/kg)   Research Progress in Organic-Biological and Medicinal Chemistry. Vol. 2, Pg. 300, 1970.
mouse LD50 oral 92mg/kg (92mg/kg)   Drugs in Japan Vol. 6, Pg. 814, 1982.
mouse LD50 subcutaneous 81mg/kg (81mg/kg)   Research Progress in Organic-Biological and Medicinal Chemistry. Vol. 2, Pg. 300, 1970.
rat LD50 intraperitoneal 53mg/kg (53mg/kg)   Research Progress in Organic-Biological and Medicinal Chemistry. Vol. 2, Pg. 301, 1970.
rat LD50 intravenous 21mg/kg (21mg/kg)   Research Progress in Organic-Biological and Medicinal Chemistry. Vol. 2, Pg. 300, 1970.
rat LD50 oral 208mg/kg (208mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 117, Pg. 169, 1956.
rat LD50 subcutaneous 177mg/kg (177mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 117, Pg. 169, 1956.

Mecamylamine hydrochloride Safety Profile

Poison by ingestion, intraperitoneal, intravenous, and subcutaneous routes. When heated to decomposition it emits very toxic fumes of HCl and NOx.
Hazard Codes:
HarmfulXn
Risk Statements:
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements:
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
RTECS: RB6900000

Mecamylamine hydrochloride Specification

Biochem/physiol actions is Noncompetitive nicotinic acetylcholine receptor antagonist; preferentially blocks nicotinic receptors at autonomic ganglia; crosses blood-brain barrier. Caution solutions are stable to autoclaving.

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View