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Bromhexine hydrochloride

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Bromhexine hydrochloride Basic information
Product Name:Bromhexine hydrochloride
Synonyms:2-AMINO-3,5-DIBROMO-N-CYCLOHEXYL-N-METHYLBENZY-LAMINE HYDROCHLORIDE;n-(2-amino-3,5-dibromobenzyl)-n-methylcyclohexylamine hydrochloride;2-amino-3,5-dibromo-n-cyclohexyl-n-methyl-benzenemethanaminmonohydrochlo;2-amino-n-cyclohexyl-3,5-dibromo-n-methylbenzylaminehydrochloride;2-amino-n-cyclohexyl-3,5-dibromo-n-methyl-benzylaminhydrochloride;bisolvon;bisolvonhydrochloride;bromessina
Product Categories:ROCEPHIN;Amines;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:611-75-6.mol
Bromhexine hydrochloride Structure
Bromhexine hydrochloride Chemical Properties
Melting point 240-244 °C
storage temp. Sealed in dry,Room Temperature
solubility Very slightly soluble in water, slightly soluble in alcohol and in methylene chloride.
form powder
Merck 14,1391
BRN 4848376
CAS DataBase Reference611-75-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22-36/37/38
Safety Statements 22-24/25-36-26
WGK Germany 2
RTECS XS9950000
HS Code 29215990
MSDS Information
SigmaAldrich English
Bromhexine hydrochloride Usage And Synthesis
DescriptionBromhexine Hydrochloride is the hydrochloride salt form of bromhexine, a secretolytic, with mucolytic activity. Upon administration, bromhexine increases lysosomal activity and enhances hydrolysis of acid mucopolysaccharide polymers in the respiratory tract. This increases the production of serous mucus in the respiratory tract, which makes the phlegm thinner and decreases mucus viscosity. This contributes to its secretomotoric effect, and allows the cilia to more easily transport the phlegm out of the lungs. This clears mucus from the respiratory tract and may aid in the treatment of respiratory disorders associated with abnormal viscid mucus, excessive mucus secretion and impaired mucus transport.
Chemical PropertiesWhite Solid
OriginatorBisolvon,Boehringer Ingelheim,Switz.,1963
UsesBromhexine hydrochloride is a mucolytic agent used in the treatment of respiratory disorders associated with viscid or excessive mucus.
Bromhexine hydrochloride belongs to the group of expectorants (mucoactive agents). The active substance has a secretolytic effect. It is used for the treatment of strong cough, e.g. triggered by a bronchitis.
DefinitionChEBI: A hydrochloride resulting from the reaction of equimolar amounts of bromhexine and hydrogen chloride. It is used as a mucolytic for the treatment of respiratory disorders associated with productive cough (i.e. a cough characterised by the production of spu um).
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
Bromhexine hydrochloride Preparation Products And Raw materials
Raw materialso-Toluidine-->Potassium borohydride-->Methyl anthranilate-->N-Methylcyclohexylamine-->2,4-Dibromo-6-methylaniline-->HYDRAZINE-->2-Nitrobenzyl bromide
Preparation Products2-Amino-3,5-dibromobenzaldehyde
Tag:Bromhexine hydrochloride(611-75-6) Related Product Information
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