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| | Brompheniramine hydrogen maleate Basic information |
| | Brompheniramine hydrogen maleate Chemical Properties |
| Melting point | 134-135°C | | Fp | 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 | | Major Application | pharmaceutical (small molecule) | | InChI | InChI=1S/C16H19BrN2.C4H4O4/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6-8-14(17)9-7-13;5-3(6)1-2-4(7)8/h3-9,11,15H,10,12H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1- | | InChIKey | SRGKFVAASLQVBO-BTJKTKAUSA-N | | SMILES | C(C1=CC=C(Br)C=C1)(C1=NC=CC=C1)CCN(C)C.C(O)(=O)/C=C\C(O)=O | | 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) |
| 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 | TSCA listed | | HazardClass | 6.1(b) | | PackingGroup | III | | HS Code | 38220090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral |
| | 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. | | References | [1] THOMAS HOEGBERG. Synthesis of pyridylallylamines related to zimelidine and their inhibition of neuronal monoamine uptake[J]. Journal of Medicinal Chemistry, 1981, 24 12: 1499-1507. DOI: 10.1021/jm00144a025 |
| | Brompheniramine hydrogen maleate Preparation Products And Raw materials |
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