Brompheniramine hydrogen maleate
Brompheniramine hydrogen maleate Basic information
- Product Name:
- Brompheniramine hydrogen maleate
- Synonyms:
-
- 2-(p-bromo-alpha-(2-(dimethylamino)ethyl)benzyl)pyridinemaleate(1:1)
- 2-(p-bromo-alpha-(2-(dimethylamino)ethyl)benzyl)-pyridinmaleate(1:1)
- dimegan
- dimetane
- dimetanemaleate
- RS-brompheniramine maleate
- dimotane
- g-(4-bromophenyl)-N,N-dimethyl-2-pyridinepropanaminemaleate
- CAS:
- 980-71-2
- MF:
- C20H23BrN2O4
- MW:
- 435.31
- EINECS:
- 213-562-9
- Product Categories:
-
- Amines
- Aromatics
- Heterocycles
- Intermediates & Fine Chemicals
- Pharmaceuticals
- Mol File:
- 980-71-2.mol
Brompheniramine hydrogen maleate Chemical Properties
- Melting point:
- 134-135°C
- Flash point:
- 9℃
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Soluble in water, freely soluble in ethanol (96 per cent), in methanol and in methylene chloride.
- form
- Solid
- color
- White to Off-White
- λmax
- 261nm(lit.)
- Merck
- 14,1443
- Stability:
- Hygroscopic
- InChIKey
- SRGKFVAASLQVBO-BTJKTKAUSA-N
- LogP
- 3.565 (est)
- CAS DataBase Reference
- 980-71-2(CAS DataBase Reference)
- EPA Substance Registry System
- 2-Pyridinepropanamine, .gamma.-(4-bromophenyl)-N,N-dimethyl-, (2Z)-2-butenedioate (1:1) (980-71-2)
Safety Information
- Hazard Codes
- Xn,Xi,T,F
- Risk Statements
- 22-39/23/24/25-23/24/25-11
- Safety Statements
- 36-45-36/37-16-7
- RIDADR
- 3249
- WGK Germany
- 3
- RTECS
- US4025000
- TSCA
- Yes
- HazardClass
- 6.1(b)
- PackingGroup
- III
- HS Code
- 38220090
MSDS
- Language:English Provider:SigmaAldrich
Brompheniramine hydrogen maleate Usage And Synthesis
Description
Brompheniramine is a first generation antihistamine of the propylamine class. It antagonizes histamine H1 receptors (Ki = 6.06 nM) and also inhibits the reuptake of serotonin and norepinephrine.
Chemical Properties
White Solid
Originator
Dimetane,Robins,US,1957
Uses
This drug is only available in combination with other medications: Bromfed, Dimetane, Dimetapp, Drixomed, Histatab, Nasahist. The only difference between this agent and chlorpheniramine is the substitution of a bromine for a chlorine atom in brompheniramine.
Uses
Antihistaminic;H1 Antagonist
Uses
An antihistamine and also an inhibitor of serotonin reuptake
Definition
ChEBI: The maleic acid salt of brompheniramine. A histamine H1 receptor antagonist, it is used for the symptomatic relief of allergic conditions, including rhinitis and conjunctivitis.
Manufacturing Process
Initially, 4-bromobenzyl-cyanide is reacted with sodium amide and 2- chloropyridine to give bromophenyl-pyridyl acetonitrile. This is then reacted with sodium amide then dimethyl amino ethyl chloride to give 4-bromophenyldimethylaminoethyl- pyridyl acetonitrile. This intermediate is then hydrolyzed and decarboxylated to bromphenirame using 80% H2SO4 at 140°-150°C for 24 hours. The brompheniramine maleate may be made by reaction with maleic acid in ethanol followed by recrystallization from pentanol.
brand name
Dimetane (Wyeth).
Therapeutic Function
Antihistaminic
General Description
Brompheniraminemaleate, (+)2-[p-bromo-α-[2-(dimethylamino)ethyl]benzyl]pyridine bimaleate (Dimetane), differs fromchlorpheniramine by the substitution of a bromine atom forthe chlorine atom. Its actions and uses are like those of chlorpheniramine.It has a half-life of 25 hours, which is almosttwice that of chlorpheniramine.
Side effects
The side effects of this medication are similar to other classes of sedative antihistamines. Some medications include parabens. Patients sensitive to parabens may develop a sensitivity reaction.
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