Brompheniramine hydrogen maleate CAS#: 980-71-2

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

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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.
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)

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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

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Brompheniramine hydrogen maleate Usage And Synthesis

Description

Brompheniramine is a first generation antihistamine of the propylamine class. It antagonizes histamine H₁ receptors (K_i = 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.

Brompheniramine hydrogen maleateSupplier

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