Introduction：Basic information about BROMOHEXINE CAS 3572-43-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
BROMOHEXINE Basic information
| Product Name: | BROMOHEXINE |
| Synonyms: | AKOS B015997;BROMOHEXINE;AURORA KA-7546;ART-CHEM-BB B015997;Auxit;32184-12-6 (X Hydrochloride);Aids001646;Aids-001646 |
| CAS: | 3572-43-8 |
| MF: | C14H20Br2N2 |
| MW: | 376.13 |
| EINECS: | 222-684-1 |
| Product Categories: | |
| Mol File: | 3572-43-8.mol |
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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) |
| pka | 8.34±0.20(Predicted) |
| Water Solubility | Water: Insoluble |
| InChI | InChI=1S/C14H20Br2N2/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 |
| InChIKey | OJGDCBLYJGHCIH-UHFFFAOYSA-N |
| SMILES | C1(CN(C2CCCCC2)C)=CC(Br)=CC(Br)=C1N |
Safety Information
| Toxicity | Approx LD50 orally in rabbits: >10 g/kg (Boyd, Sheppard) |
BROMOHEXINE Usage And Synthesis
| 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 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 Function | Expectorant; Mucolytic |
BROMOHEXINE Preparation Products And Raw materials
| Raw materials | 2-Nitrobenzyl bromide-->HYDRAZINE-->N-Methylcyclohexylamine |
