BROMOHEXINE

BROMOHEXINE Basic information
Product Name:BROMOHEXINE
Synonyms:AKOS B015997;BROMOHEXINE;AURORA KA-7546;ART-CHEM-BB B015997;Auxit;32184-12-6 (X Hydrochloride);611-75-6 (Hydrochloride);Aids001646
CAS:3572-43-8
MF:C14H20Br2N2
MW:376.13
EINECS:222-684-1
Product Categories:
Mol File:3572-43-8.mol
BROMOHEXINE Structure
BROMOHEXINE Chemical Properties
Melting point 238℃
Boiling point 413.8±40.0 °C(Predicted)
density 1.57
storage temp. 2-8°C(protect from light)
solubility DMSO: 75 mg/mL (199.40 mM);Ethanol: 75 mg/mL (199.40 mM)
pka8.34±0.20(Predicted)
Water Solubility Water: Insoluble
Safety Information
ToxicityApprox LD50 orally in rabbits: >10 g/kg (Boyd, Sheppard)
MSDS Information
BROMOHEXINE Usage And Synthesis
OriginatorBisolvon,Boehringer Ingelheim,Switz.,1963
UsesExpectorant; mucolytic.
DefinitionChEBI: A substituted aniline that is 2,4-dibromoaniline which is substituted at position 6 by a [cyclohexyl(methyl)amino]methyl group. It is used (as the monohydrochloride salt) as a mucolytic for the treatment of respiratory disorders associated with productive ough (i.e. a cough characterised by the production of sputum).
Manufacturing ProcessIn initial steps, 2-nitrobenzylbromide and cyclohexylmethylamine are reacted and that initial product reacted with hydrazine to give N-(2-aminobenzyl)-Nmethyl- cyclohexylamine.
A solution of 29.3 g of bromine in 50 cc of glacial acetic acid was slowly added dropwise to a solution of 159 g of N-(2-aminobenzyl)-N-methylcyclohexylamine, accompanied by stirring. The glacial acetic acid was decanted from the precipitate formed during the addition of the bromine solution, and the precipitate was thereafter shaken with 200 cc of 2N sodium hydroxide and 600cc of chloroform until all of the solids went into solution. The chloroform phase was allowed to separate from the aqueous phase. The chloroform phase was decanted, evaporated to dryness and the residue was dissolved in absolute ether. The resulting solution was found to be a solution of N-(2-amino-3,5-dibromobenzyl)-N-methyl-cyclohexylamine in ethanol. Upon introducing hydrogen chloride into this solution, the hydrochloride of N-(2- amino-3,5-dibromobenzyl)-N-methyl-cyclohexylamine precipitated out. It had a melting point of 232°-235°C (decomposition).
Therapeutic FunctionExpectorant; Mucolytic
BROMOHEXINE Preparation Products And Raw materials
Raw materials2-Nitrobenzyl bromide-->HYDRAZINE-->N-Methylcyclohexylamine
5-(1-Hydroxy-2-tert-butylamino-ethyl)benzene-1,3-diol EUROPIUM(III) BROMIDE HYDRATE 99.99+ % PotassiuM sodiuM Dehydroandrographolide Succinate S-Carboxymethyl-L-cysteine Glutathione GERMANIUM DIBROMIDE Ammonium chloride Potassium chloride Methimazole Bumetanide BROMOHEXINE BROMHEXINE HYDROCHLORIDE FOR INJECTION CISTINEXINE adamexine BROMOHEXINE HYDROCHLORIDE Bromohexine Hcl Brovanexine Bromobenzene Bromhexine

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