Bromhexine hydrochloride CAS 611-75-6

Introduction:Basic information about Bromhexine hydrochloride CAS 611-75-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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
CAS:611-75-6
MF:C14H21Br2ClN2
MW:412.59
EINECS:210-280-8
Product Categories:ROCEPHIN;Amines;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;611-75-6
Mol File:611-75-6.mol

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
color White to Light Beige
λmax307nm(Decane)(lit.)
Merck 14,1391
BRN 4848376
InChIInChI=1S/C14H20Br2N2.ClH/c1-18(12-5-3-2-4-6-12)9-10-7-11(15)8-13(16)14(10)17;/h7-8,12H,2-6,9,17H2,1H3;1H
InChIKeyUCDKONUHZNTQPY-UHFFFAOYSA-N
SMILESC1(C=C(C=C(Br)C=1N)Br)CN(C)C1CCCCC1.Cl
LogP5.081 (est)
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
Storage Class11 - Combustible Solids

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 was used in the secretion of pancreatic juice of low viscosity.
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 spuum).
Manufacturing ProcessIn initial steps, 2-nitrobenzylbromide and cyclohexylmethylamine are reactedand 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 addeddropwise to a solution of 159 g of N-(2-aminobenzyl)-N-methylcyclohexylamine,accompanied by stirring. The glacial acetic acid wasdecanted from the precipitate formed during the addition of the brominesolution, and the precipitate was thereafter shaken with 200 cc of 2N sodiumhydroxide and 600cc of chloroform until all of the solids went into solution.The chloroform phase was allowed to separate from the aqueous phase. Thechloroform phase was decanted, evaporated to dryness and the residue wasdissolved in absolute ether. The resulting solution was found to be a solutionof N-(2-amino-3,5-dibromobenzyl)-N-methyl-cyclohexylamine in ethanol. Uponintroducing hydrogen chloride into this solution, the hydrochloride of N-(2-amino-3,5-dibromobenzyl)-N-methyl-cyclohexylamine precipitated out. It hada melting point of 232°-235°C (decomposition).
Therapeutic FunctionExpectorant; Mucolytic
General DescriptionBromhexine hydrochloride is a bronchial 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
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