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ChemicalBook--->CAS DataBase List--->3572-43-8

3572-43-8

3572-43-8 Structure

3572-43-8 Structure
IdentificationBack Directory
[Name]

BROMOHEXINE
[CAS]

3572-43-8
[Synonyms]

Auxit
Na 274
Bromexine
bromhexine
Aids001646
Aids-001646
BROMOHEXINE
AKOS B015997
AURORA KA-7546
BROMHEXINE, PHARMA
ART-CHEM-BB B015997
BroMhexine IMpurity E
BROMOHEXINE USP/EP/BP
611-75-6 (Hydrochloride)
32184-12-6 (X Hydrochloride)
2,4-Dibromo-6-((cyclohexyl(methyl)
N-2-AMINO-3,5-DIBROMOBENZYL-N-CYCLOHEXYLMETHYLAMINE
2,4-Dibromo-6-([cyclohexyl(methyl)amino]methyl)aniline
N-(2-amino-3,5-dibromobenzyl)-N-cyclohexyl-N-methylamine
2-Amino-3,5-dibromo-N-cyclohexyl-N-methylbenzenemathanamine
2-Amino-3,5-dibromo-N-cyclohexyl-N-methyl benzenemethanamine
Benzenemethanamine, 2-amino-3,5-dibromo-N-cyclohexyl-N-methyl-
Toluene-alpha,2-diamine, 3,5-dibromo-Nalpha-cyclohexyl-Nalpha-methyl-
[EINECS(EC#)]

222-684-1
[Molecular Formula]

C14H20Br2N2
[MDL Number]

MFCD00436295
[MOL File]

3572-43-8.mol
[Molecular Weight]

376.13
Chemical PropertiesBack Directory
[Melting point ]

238℃
[Boiling point ]

413.8±40.0 °C(Predicted)
[density ]

1.57
[storage temp. ]

Keep in dark place,Sealed in dry,2-8°C
[solubility ]

DMSO: 75 mg/mL (199.40 mM);Ethanol: 75 mg/mL (199.40 mM)
[pka]

8.34±0.20(Predicted)
[Water Solubility ]

Water: Insoluble
Hazard InformationBack Directory
[Originator]

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

Expectorant; mucolytic.
[Definition]

ChEBI: 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 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
[storage]

Store at -20°C
Safety DataBack Directory
[Toxicity]

Approx LD50 orally in rabbits: >10 g/kg (Boyd, Sheppard)
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