Basic information Safety Supplier Related

DEXBROMPHENIRAMINE MALEATE

Basic information Safety Supplier Related

DEXBROMPHENIRAMINE MALEATE Basic information

Product Name:
DEXBROMPHENIRAMINE MALEATE
Synonyms:
  • (+)-2-(p-bromo-alpha-(2-(dimethylamino)ethyl)benzyl)pyridinemaleate
  • d-brompheniraminemaleate
  • disomermaleate
  • gamma-(4-bromophenyl)-n,n-dimethyl-2-pyridinepropanamin(s)-2-pyridinepropanamin(z)-2-buten
  • pyridine,2-(p-bromo-alpha-(2-(dimethylamino)ethyl)benzyl)-,maleate(1:1),(s)
  • (+)-BROMPHENIRAMINE MALEATE SALT
  • DEXBROMPHENIRAMINE MALEATE
  • DEXBROMPHENIRAMINE MALEATE SALT
CAS:
2391-03-9
MF:
C20H23BrN2O4
MW:
435.31
EINECS:
219-236-2
Product Categories:
  • Amines
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
2391-03-9.mol
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DEXBROMPHENIRAMINE MALEATE Chemical Properties

Melting point:
132-134℃
storage temp. 
-20°C Freezer
solubility 
Methanol (Slightly), Water (Slightly)
form 
Solid
color 
White to Off-White
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Safety Information

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
22-36/37/39-45
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
US4026200
HS Code 
2933399090
Toxicity
guinea pig,LD50,oral,259mg/kg (259mg/kg),SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYEBEHAVIORAL: TREMORBEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD,Chemotherapia. Vol. 3, Pg. 120, 1961.

MSDS

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DEXBROMPHENIRAMINE MALEATE Usage And Synthesis

Originator

Disomer,White,US,1959

Uses

The S-enantimer of Brompheniramine maleate (B686355) as antihistaminic.

Definition

ChEBI: The maleic acid salt of the (pharmacologically active) (S)-(+)-enantiomer of brompheniramine. A histamine H1 receptor antagonist, it is used for the symptomatic relief of allergic conditions, including rhinitis and co junctivitis.

Manufacturing Process

The following is taken from US Patent 3,061,517. Sixteen grams of racemic 3- (2-pyridyl)-3-p-bromophenyl-N,N,-dimethylpropylamine and 9.7 grams of dphenylsuccinic acid are dissolved in 150 ml of absolute alcohol and kept at room temperature until crystallization is effected. The crystals are filtered,washed with absolute ethyl alcohol, and recrystallized from the same solvent using 5 ml there of per gram of solid. Three subsequent crystallizations from 80% alcohol give d-3-(2-pyridyl)-3-p-bromophenyl-N,N-dimethylpropylamined-phenylsuccinate; MP 152-154°C; [α]D25 91 (concentration, 1% in dimethylformamide).
The free base, d-3-(2-pyridyl)-3-p-bromophenyl-N,N-dimethylpropylamine, is obtained from this salt with diethyl ether and aqueous potassium carbonate; [α]D25 +42.7 (concentration, 1% in dimethylformamide). The free base is then reacted with maleic acid.

brand name

Disomer (Schering).

Therapeutic Function

Antihistaminic

General Description

Like the chlorinederivative, the antihistaminic activity of brompheniramineexists predominantly in the dextro isomer, dexbrompheniraminemaleate (D-isomer), and is of comparable potency.

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