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611-75-6

611-75-6 Structure

611-75-6 Structure
IdentificationMore
[Name]

Bromhexine hydrochloride
[CAS]

611-75-6
[Synonyms]

2-AMINO-3,5-DIBROMO-N-CYCLOHEXYL-N-METHYLBENZY-LAMINE HYDROCHLORIDE
BROMHEXINE HCL
BROMHEXINE HYDROCHLORIDE
BROMOHEXINE HYDROCHLORIDE
LABOTEST-BB LT00244811
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
bromhexinechloride
n-(2-amino-3,5-dibromobenzyl)-n-methyl-cyclohexylammoniumchloride
n-cyclohexyl-n-methyl-(2-amino-3,5-dibromobenzyl)ammoniumchloride
toluene-alpha,2-diamine,3,5-dibromo-n(supalpha)-cyclohexyl-n-(supalpha)-meth
Bromhexine HCL BP98
BromhexineHclBromhexineHclBp/Ep
Benzenemethanamine, 2-amino-3,5-dibromo-N-cyclohexyl-N-methyl-, monohydrochloride
N-(2-Amino-3,5-Dibromobenzyl)-N-Cyclohexyl-Methylamine Hydrochloride
[EINECS(EC#)]

210-280-8
[Molecular Formula]

C14H21Br2ClN2
[MDL Number]

MFCD00056626
[Molecular Weight]

412.59
[MOL File]

611-75-6.mol
Chemical PropertiesBack Directory
[Melting point ]

240-244 °C
[storage temp. ]

2-8°C
[solubility ]

Very slightly soluble in water, slightly soluble in alcohol and in methylene chloride.
[form ]

powder
[color ]

White to Light Beige
[λmax]

307nm(Decane)(lit.)
[Merck ]

14,1391
[BRN ]

4848376
[InChI]

InChI=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
[InChIKey]

UCDKONUHZNTQPY-UHFFFAOYSA-N
[SMILES]

C1(C=C(C=C(Br)C=1N)Br)CN(C)C1CCCCC1.Cl
[LogP]

5.081 (est)
[CAS DataBase Reference]

611-75-6(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Hazard Codes ]

Xn
[Risk Statements ]

R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

2
[RTECS ]

XS9950000
[HS Code ]

29215990
[Storage Class]

11 - Combustible Solids
Raw materials And Preparation ProductsBack Directory
[Raw materials]

o-Toluidine-->Potassium borohydride-->Methyl anthranilate-->N-Methylcyclohexylamine-->2,4-Dibromo-6-methylaniline-->HYDRAZINE-->2-Nitrobenzyl bromide
[Preparation Products]

2-Amino-3,5-dibromobenzaldehyde
Hazard InformationBack Directory
[Description]

Bromhexine 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 Properties]

White Solid
[Originator]

Bisolvon,Boehringer Ingelheim,Switz.,1963
[Uses]

Bromhexine hydrochloride was used in the secretion of pancreatic juice of low viscosity.
[Uses]

Bromhexine 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.
[Definition]

ChEBI: 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 Process]

In 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 Function]

Expectorant; Mucolytic
[General Description]

Bromhexine hydrochloride is a bronchial mucolytic.
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

Bromhexine hydrochloride(611-75-6)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

611-75-6(sigmaaldrich)
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