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BRETYLIUM TOSYLATE

Product Name
BRETYLIUM TOSYLATE
CAS No.
61-75-6
Chemical Name
BRETYLIUM TOSYLATE
Synonyms
ornid;asl-603;darentin;bretylan;bretylol;bretylate;darenthin;esulfonicacid;ulfonicacid(1:1);BretyliuM p-Tolu
CBNumber
CB5239348
Molecular Formula
C18H24BrNO3S
Formula Weight
414.36
MOL File
61-75-6.mol
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BRETYLIUM TOSYLATE Property

Melting point:
97-99°
storage temp. 
Inert atmosphere,Room Temperature
solubility 
H2O: soluble50mg/mL
form 
Solid
color 
white
InChIKey
KVWNWTZZBKCOPM-UHFFFAOYSA-M
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Safety

Hazard Codes 
Xn
Risk Statements 
20/21/22
Safety Statements 
36
RTECS 
BO9450000
HS Code 
2923900100
Toxicity
LD50 in mice (mg/kg): 400 orally; 250 i.m. (Goldenthal)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
1076352
Product name
Bretylium tosylate
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$483
Updated
2024/03/01
Cayman Chemical
Product number
29979
Product name
Bretylium (tosylate)
Packaging
10mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
29979
Product name
Bretylium (tosylate)
Packaging
250mg
Price
$456
Updated
2024/03/01
Cayman Chemical
Product number
29979
Product name
Bretylium (tosylate)
Packaging
50mg
Price
$139
Updated
2024/03/01
Cayman Chemical
Product number
29979
Product name
Bretylium (tosylate)
Packaging
100mg
Price
$243
Updated
2024/03/01
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BRETYLIUM TOSYLATE Chemical Properties,Usage,Production

Chemical Properties

White Solid

Originator

Bretylate,Wellcome,UK,1973

Uses

Bretylium tosylate has a biphasic response, initially inducing norepinephrine release followed by sympathetic ganglionic blockade. Bretylium tosylate is a class III antiarrhythmic agent and a competitive inhibitor of acetylcholinesterase.

Definition

ChEBI: The tosylate salt of bretylium. It blocks noradrenaline release from the peripheral sympathetic nervous system, and is used in emergency medicine, cardiology, and other specialties for the acute management of ventricular tachycardia and ventricular fibril ation.

Manufacturing Process

N-o-Bromobenzyl-N,N-dimethylamine (100g) and ethyl p-toluenesulfonate (94 g) were mixed and warmed to 50°-60°C; after standing for either (a) a minimum of 96 hours at 15°-20°C or (b) a minimum of 18 hours at 50°-60°C and cooling to room temperature, a hard, crystalline mass was formed. Recrystallization of this product from acetone (2.0 ml/g of crude solid), followed by filtration and drying to 60°C gave N-o-bromobenzyl-N-ethyl-N,Ndimethylammonium p-toluenesulfonate as a white, crystalline solid, MP 97°- 99°C. For this procedure it was necessary that the reactants were substantially colorless and of a high purity.

brand name

Bretylol (Mayne).

Therapeutic Function

Adrenergic blocker; Antiarrhythmic

General Description

Bretylium tosylate, (o-bromobenzyl)ethyl dimethylammonium p-toluenesulfonate(Bretylol), is an extremely bitter, white, crystalline powder.The chemical is freely soluble in water and alcohol.Bretylium tosylate is an adrenergic neuronal-blockingagent that accumulates selectively in the neurons anddisplaces norepinephrine. Because of this property,bretylium was used initially, under the trade name ofDarenthin, as an antihypertensive agent. It caused posturaldecrease in arterial pressure. This use was discontinuedbecause of the rapid development of tolerance, erratic oralabsorption of the quaternary ammonium compound, andpersistent pain in the parotid gland on prolonged therapy.

Clinical Use

Currently, bretylium is reserved for use in ventriculararrhythmias that are resistant to other therapy. Bretyliumdoes not suppress phase 4 depolarization, a common actionof other antiarrhythmic agents. It prolongs the effectiverefractory period relative to the action potential durationbut does not affect conduction time and is categorized asa class III antiarrhythmic agent. Because bretylium doesnot have properties similar to those of the other antiarrhythmicagents, it has been suggested that its action is aresult of its adrenergic neuronal-blocking properties; theantiarrhythmic properties of the drug, however, are notaffected by administration of reserpine. Bretylium is also alocal anesthetic, but it has not been possible to demonstratesuch an effect on atria of experimental animals, except atvery high concentrations. Therefore, the precise mechanismof the antiarrhythmic action of bretylium remains tobe resolved.

Side effects

The major adverse effect associated with bretylium tosylate is hypotension, including orthostatic hypotension, which may be very severe.

BRETYLIUM TOSYLATE Preparation Products And Raw materials

Raw materials

Preparation Products

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BRETYLIUM TOSYLATE Suppliers

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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76
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Fax
86-21-63290778 86-21-63218885
Email
sj_scrc@sinopharm.com
Country
China
ProdList
9815
Advantage
79
Maya High Purity Chemicals
Tel
+86 (573) 82222445 (0)18006601000 452520369
Fax
+86 (573) 82222643
Email
sales@maya-r.com
Country
China
ProdList
11707
Advantage
57
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7552
Advantage
61
HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10648
Advantage
60
Bide Pharmatech Ltd.
Tel
400-164-7117 13681763483
Fax
+86-21-61629029
Email
product02@bidepharm.com
Country
China
ProdList
41462
Advantage
60
Finetech Industry Limited
Tel
027-87465837 19945049750
Fax
027-8777-2287
Email
sales@finetechnology-ind.com
Country
China
ProdList
9649
Advantage
58
Zhengzhou Alfachem Co., Ltd.
Tel
0371-53765687 18937137882
Fax
QQ:2885373884
Email
2853979813@qq.com
Country
China
ProdList
7976
Advantage
55
BOC Sciences
Tel
16314854226
Email
info@bocsci.com
Country
United States
ProdList
9923
Advantage
65

61-75-6, BRETYLIUM TOSYLATERelated Search:


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  • 2-bromo-n-ethyl-n,n-dimethylbenzenemethanaminium4-methylbenzenesulfonate
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  • darentin
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  • asl-603
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  • BRETYLIUM TOSYLATE USP/EP/BP
  • Bretylium Tosylate (1076352)
  • inhibit,Inhibitor,Bretylium,Bretylium tosylate
  • 61-75-6
  • C18H24BrNO3S
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