DEXBROMPHENIRAMINE MALEATE
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
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
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
- Language:English Provider:SigmaAldrich
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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