CHEBI:77032 - bromhexine

ChEBI IDCHEBI:77032
ChEBI Namebromhexine
Stars
DefinitionA 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 cough (i.e. a cough characterised by the production of sputum).
Last Modified22 February 2017
SubmitterGareth Owen
DownloadsMolfile
FormulaC14H20Br2N2
Net Charge0
Average Mass376.136
Monoisotopic Mass373.99932
SMILESCN(Cc1cc(Br)cc(Br)c1N)C1CCCCC1
InChIInChI=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
InChIKeyOJGDCBLYJGHCIH-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Application:
mucolytic  A compound that alters the structure of mucus so as to decrease its viscosity and thereby facilitate its removal by ciliary action and expectoration. Compare with antitussives, which suppress the cough reflex, and expectorants, which are considered to increase the volume of secretions in the respiratory tract, so facilitating their removal by ciliary action and coughing.
ChEBI Ontology
Outgoing Relation(s)
bromhexine (CHEBI:77032) has role mucolytic (CHEBI:77034)
bromhexine (CHEBI:77032) is a organobromine compound (CHEBI:37141)
bromhexine (CHEBI:77032) is a substituted aniline (CHEBI:48975)
bromhexine (CHEBI:77032) is a tertiary amino compound (CHEBI:50996)
bromhexine (CHEBI:77032) is conjugate base of bromhexine(1+) (CHEBI:77040)
Incoming Relation(s)
bromhexine(1+) (CHEBI:77040) is conjugate acid of bromhexine (CHEBI:77032)
IUPAC Name 
2,4-dibromo-6-{[cyclohexyl(methyl)amino]methyl}aniline
INNs  Source
bromhexineWHO MedNet
bromhexinumChemIDplus
bromhexinaChemIDplus
bromhexineChemIDplus
Synonyms  Source
N-cyclohexyl-N-methyl-(2-amino-3,5-dibrombenzyl)amineChemIDplus
3,5-dibromo-Nα-cyclohexyl-Nα-methyltoluene-α-2-diamineChemIDplus
Brand Name  Source
FluibronKEGG DRUG
Manual XrefsDatabases
D07542KEGG DRUG
BromhexineWikipedia
BE625022Patent
LSM-3048LINCS
402DrugCentral
Registry NumbersSources
Beilstein:2216008Beilstein
CAS:3572-43-8NIST Chemistry WebBook
CAS:3572-43-8ChemIDplus
Citations