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Bretylium tosilate

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Name

Bretylium tosilate

EINECS 200-516-8
CAS No. 61-75-6 Density N/A
PSA 65.58000 LogP 5.02530
Solubility N/A Melting Point 97-99°
Formula C11H17BrN•C7H7O3S Boiling Point N/A
Molecular Weight 414.363 Flash Point N/A
Transport Information N/A Appearance N/A
Safety A poison by ingestion, intraperitoneal, subcutaneous, intravenous, and intramuscular routes. An anti-adrenergic agent and antiarrhythmic cardiac depressant. When heated to decomposition it emits very toxic fumes of SOx, NH3, NOx, and Br. See also SULFONATES. Risk Codes 20/21/22
Molecular Structure Molecular Structure of 61-75-6 (BRETYLIUM TOSYLATE) Hazard Symbols Xn
Synonyms

bretyliumtosilate;2bromobenzylethyldimethylammoniumtoluene4sulphonate;2'Deoxy2',2'difluorocytidine;Bretylol

 

Bretylium tosilate Synthetic route

1976-04-1

2-bromo-N,N-dimethylbenzylamine

80-40-0

ethyl ester of p-toluenesulfonic acid

61-75-6

bretylium tosylate

Conditions
ConditionsYield
In acetone for 12h; Reflux;

Bretylium tosilate Chemical Properties

IUPAC Name: (2-Bromophenyl)methyl-ethyl-dimethyl-ammonium ; 4-Methylbenzenesulfonate
Synonyms: Bretylan ; N-(2-bromobenzyl)-N,N-dimethylethanaminium 4-methylbenzenesulfonate ; N-[(2-bromophenyl)methyl]-N,N-dimethylethanaminium 4-methylbenzenesulfonate ; (o-Bromobenzyl)ethyldimethylammonium p-toluenesulfonate
CAS NO:61-75-6
Molecular Formula of (o-Bromobenzyl)ethyldimethyl ammonium-p-toluenesulfonate (CAS NO.61-75-6) :C18H24BrNO3S
Molecular Weight of (o-Bromobenzyl)ethyldimethyl ammonium-p-toluenesulfonate (CAS NO.61-75-6) :414.36
Molecular structure of (o-Bromobenzyl)ethyldimethyl ammonium-p-toluenesulfonate (CAS NO.61-75-6) :
EINECS: 260-064-2
Index of Refraction: 1.451
Surface Tension: 30.2 dyne/cm
Density: 0.84 g/cm3
Flash Point: 161.5 °C
Enthalpy of Vaporization: 57.36 kJ/mol
Boiling Point: 330.9 °C at 760 mmHg
Vapour Pressure: 0.000161 mmHg at 25°C
Melting point :97-99 °C
Appearance:A white crystalline powder
Solubility:Easily soluble in water, alcohol, acetone, insoluble in benzene, ether, ethyl acetate, hexane.

Bretylium tosilate Uses

 (O-Bromobenzyl)ethyldimethyl ammonium-p-toluenesulfonate (CAS NO.61-75-6) as a kind of adrenaline blockers. To increase the ventricular fibrillation threshold , it can prevent ventricular fibrillation, and can directly enhance myocardial contractile force, improving the role of atrioventricular conduction, and ventricular arrhythmia due to various causes.

Bretylium tosilate Production

Raw materials: o-Toluidine-->Methyl bromide -->N,N-Dimethylbenzylamine-->2-Bromotoluene-->2-Bromobenzyl bromide 
O-Toluidine as raw material, through the diazotization nitrogen, and replacement of bromine to generate o-Bromo-toluene,in the light ,bromination by Bromine , generating o-Bromobenzyl bromide methyl bromide, and then under pressure amination by dimethylamine to produce o-Bromo-amination benzyl dimethylamine, the last addition with the - ethyl methane sulfonate ,obtaining  (o-Bromobenzyl)ethyldimethyl ammonium-p-toluenesulfonate (CAS NO.61-75-6) .

Bretylium tosilate Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intramuscular 100mg/kg (100mg/kg)   Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 148, 1979.
dog LD50 intravenous 43mg/kg (43mg/kg)   Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 148, 1979.
mouse LD50 intramuscular 64mg/kg (64mg/kg)   Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 148, 1979.
mouse LD50 intraperitoneal 39mg/kg (39mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 155, Pg. 69, 1965.
mouse LD50 intravenous 14mg/kg (14mg/kg)   Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 148, 1979.
mouse LD50 oral 400mg/kg (400mg/kg)   British Journal of Pharmacology and Chemotherapy. Vol. 14, Pg. 536, 1959.
mouse LD50 subcutaneous 72mg/kg (72mg/kg)   British Journal of Pharmacology and Chemotherapy. Vol. 14, Pg. 536, 1959.
rabbit LD50 intramuscular 160mg/kg (160mg/kg)   Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 148, 1979.
rabbit LD50 intravenous 30mg/kg (30mg/kg)   Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 148, 1979.
rat LD50 intramuscular 84mg/kg (84mg/kg)   Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 148, 1979.
rat LD50 intraperitoneal 57mg/kg (57mg/kg)   Pharmacology: International Journal of Experimental and Clinical Pharmacology. Vol. 21, Pg. 256, 1980.
rat LD50 intravenous 17mg/kg (17mg/kg)   Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 148, 1979.
women TDLo intravenous 81500ug/kg/15 (81.5mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: COMA

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION
American Journal of Emergency Medicine. Vol. 13, Pg. 177, 1995.

Bretylium tosilate Safety Profile

A poison by ingestion, intraperitoneal, subcutaneous, intravenous, and intramuscular routes. An anti-adrenergic agent and antiarrhythmic cardiac depressant. When heated to decomposition it emits very toxic fumes of SOx, NH3, NOx, and Br. See also SULFONATES.
Hazard Codes HarmfulXn
Risk Statements 20/21/22
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements 36
S36:Wear suitable protective clothing.
RTECS BO9450000

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