CHEBI:77032 - bromhexine

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ChEBI Name bromhexine
ChEBI ID CHEBI:77032
Definition 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 cough (i.e. a cough characterised by the production of sputum).
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C14H20Br2N2
Net Charge 0
Average Mass 376.13000
Monoisotopic Mass 373.99932
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 CN(Cc1cc(Br)cc(Br)c1N)C1CCCCC1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Application(s): 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.
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ChEBI Ontology
Outgoing 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 bromhexine(1+) (CHEBI:77040) is conjugate acid of bromhexine (CHEBI:77032)
IUPAC Name
2,4-dibromo-6-{[cyclohexyl(methyl)amino]methyl}aniline
INNs Sources
bromhexina ChemIDplus
bromhexine ChemIDplus
bromhexine WHO MedNet
bromhexinum ChemIDplus
Synonyms Sources
3,5-dibromo-Nα-cyclohexyl-Nα-methyltoluene-α-2-diamine ChemIDplus
N-cyclohexyl-N-methyl-(2-amino-3,5-dibrombenzyl)amine ChemIDplus
Brand Name Source
Fluibron KEGG DRUG
Manual Xrefs Databases
402 DrugCentral
BE625022 Patent
Bromhexine Wikipedia
D07542 KEGG DRUG
LSM-3048 LINCS
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Registry Numbers Types Sources
2216008 Beilstein Registry Number Beilstein
3572-43-8 CAS Registry Number NIST Chemistry WebBook
3572-43-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
20031363 PubMed citation Europe PMC
22027391 PubMed citation Europe PMC
23781460 PubMed citation Europe PMC
4065592 PubMed citation Europe PMC
7027431 PubMed citation Europe PMC
7027873 PubMed citation Europe PMC
778563 PubMed citation Europe PMC
Last Modified
22 February 2017