3572-43-8 Usage
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
Check Digit Verification of cas no
The CAS Registry Mumber 3572-43-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,5,7 and 2 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 3572-43:
(6*3)+(5*5)+(4*7)+(3*2)+(2*4)+(1*3)=88
88 % 10 = 8
So 3572-43-8 is a valid CAS Registry Number.
InChI:InChI=1/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
3572-43-8Relevant articles and documents
Preparation method and application of 2-amino-3,5-bibromobenzyl intermediate compound
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, (2019/01/14)
The invention provides a preparation method of a 2-amino-3,5-bibromobenzyl intermediate compound and further discloses an application of the 2-amino-3,5-bibromobenzyl intermediate compound in preparation of bromhexine and ambroxol. A cheap and available raw material 2-amino-3,5-dibromobenzaldehyde is adopted, 2-amino-3,5-dibromobenzyl alcohol is obtained through reduction, and the reaction condition is milder; N'N-carbonyldiimidazole is used for activating hydroxyl of 2-amino-3,5-dibromobenzyl alcohol to produce active ester, and the active ester is subjected to a condensation reaction with N-methylcyclohexylamine and trans-p-aminocyclohexanol to produce corresponding products respectively. The preparation method has the advantages that the reproducibility is good, the process is simple, the product purity is high and potential gene poison impurities can be avoided, and the medication safety of the 2-amino-3,5-bibromobenzyl intermediate compound can be further improved.
Anti-adhesive prophylactica and medicines containing a secretolytically active benzylamine derivative
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, (2008/06/13)
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