ContaminantDB: Bromhexine hydrochloride

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 05:23:55 UTC

Update Date

2016-11-09 01:15:50 UTC

Accession Number

CHEM018619

Identification

Common Name

Bromhexine hydrochloride

Class

Small Molecule

Description

A hydrochloride resulting from the reaction of equimolar amounts of bromhexine and hydrogen chloride. It is used as a mucolytic for the treatment of respiratory disorders associated with productive cough (i.e. a cough characterised by the production of sputum).

Contaminant Sources

ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Amino-N-cyclohexyl-3,5-dibromo-N-methylbenzylamine hydrochloride	ChEBI
3,5-Dibromo-N(alpha)-cyclohexyl-N(alpha)-methyltoluene-alpha,2-diamine monohydrochloride	ChEBI
Auxit	ChEBI
Bromhexine chloride	ChEBI
Bromhexine HCL	ChEBI
Bromohexine monohydrochloride	ChEBI
Broncokin	ChEBI
N-(2-Amino-3,5-dibromobenzyl)-N-methyl-cyclohexylammonium chloride	ChEBI
N-(2-Amino-3,5-dibromobenzyl)-N-methylcyclohexanaminium chloride	ChEBI
N-Cyclohexyl-N-methyl-(2-amino-3,5-dibromobenzyl)ammonium chloride	ChEBI
Ophtolsol	ChEBI
Quentan	ChEBI
Viscolyt	ChEBI
Bisolvon	Kegg
3,5-Dibromo-N(a)-cyclohexyl-N(a)-methyltoluene-a,2-diamine monohydrochloride	Generator
3,5-Dibromo-N(α)-cyclohexyl-N(α)-methyltoluene-α,2-diamine monohydrochloride	Generator
3m Brand OF bromhexine hydrochloride	MeSH
Bromhexin berlinchemie	MeSH
Bromhexin-ratiopharm	MeSH
Brotussol	MeSH
Dur elix	MeSH
Famel bromhexine	MeSH
Hydrochloride, bromhexine	MeSH
Monohydrochloride, bromhexine	MeSH
SB CH Brand OF bromhexine hydrochloride	MeSH
Ratiopharm brand OF bromhexine hydrochloride	MeSH
Boehrvet brand OF bromhexine hydrochloride	MeSH
Bromhexinratiopharm	MeSH
Flegamin	MeSH
Merckle brand OF bromhexine hydrochloride	MeSH
Novartis brand OF bromhexine hydrochloride	MeSH
promeco Brand OF bromhexine hydrochloride	MeSH
Boots brand OF bromhexine hydrochloride	MeSH
CT-Arzneimittel brand OF bromhexine hydrochloride	MeSH
Bromhexine	MeSH
Bromhexine hydrochloride	MeSH
Flubron	MeSH
Krewel brand OF bromhexine hydrochloride	MeSH
Mucohexine	MeSH
Aparsonin	MeSH
BC, Bromhexin	MeSH
Berlin-chemie brand OF bromhexine hydrochloride	MeSH
Bromhexin BC	MeSH
Bromhexin ratiopharm	MeSH
Fher brand OF bromhexine hydrochloride	MeSH
Hustentabs ratiopharm	MeSH
SB-CH Brand OF bromhexine hydrochloride	MeSH
CT Arzneimittel brand OF bromhexine hydrochloride	MeSH
Apex brand OF bromhexine hydrochloride	MeSH
Bromhexin berlin chemie	MeSH
Dur-elix	MeSH
Tesacof	MeSH
Bromhexin von CT	MeSH
Von CT, bromhexin	MeSH
Berlin chemie brand OF bromhexine hydrochloride	MeSH
Bromhexine monohydrochloride	MeSH
DurElix	MeSH
Hustentabs-ratiopharm	MeSH
Hustentabsratiopharm	MeSH
Omniapharm brand OF bromhexine hydrochloride	MeSH
CT, Bromhexin von	MeSH
Boehringer ingelheim brand OF bromhexine hydrochloride	MeSH
Bromhexin	MeSH
Bromhexin berlin-chemie	MeSH
Bromhexine, famel	MeSH
Darolan	MeSH
Hoechst brand OF bromhexine hydrochloride	MeSH

Chemical Formula

C₁₄H₂₁Br₂ClN₂

Average Molecular Mass

412.590 g/mol

Monoisotopic Mass

409.976 g/mol

CAS Registry Number

611-75-6

IUPAC Name

2,4-dibromo-6-{[cyclohexyl(methyl)amino]methyl}aniline hydrochloride

Traditional Name

bromhexine hydrochloride

SMILES

Cl.CN(CC1=CC(Br)=CC(Br)=C1N)C1CCCCC1

InChI Identifier

InChI=1S/C14H20Br2N2.ClH/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;1H

InChI Key

UCDKONUHZNTQPY-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as phenylmethylamines. Phenylmethylamines are compounds containing a phenylmethtylamine moiety, which consists of a phenyl group substituted by an methanamine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylmethylamines

Direct Parent

Phenylmethylamines

Alternative Parents

Substituents

Benzylamine
Phenylmethylamine
2-bromoaniline
Aniline or substituted anilines
Bromobenzene
Cyclohexylamine
Halobenzene
Aralkylamine
Aryl bromide
Aryl halide
Tertiary amine
Tertiary aliphatic amine
Primary amine
Organopnictogen compound
Organonitrogen compound
Organobromide
Organohalogen compound
Amine
Organic nitrogen compound
Hydrocarbon derivative
Hydrochloride
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

hydrochloride (CHEBI:31303 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0036 g/L	ALOGPS
logP	4.08	ALOGPS
logP	4.42	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	19.89	ChemAxon
pKa (Strongest Basic)	9.03	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.26 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	85.56 m³·mol⁻¹	ChemAxon
Polarizability	32.98 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0000900000-2432deef23f78f9bd836	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0000900000-2432deef23f78f9bd836	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-0000900000-2432deef23f78f9bd836	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0000900000-6ffc9bc74f4ebb5e9d39	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0000900000-6ffc9bc74f4ebb5e9d39	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-0000900000-6ffc9bc74f4ebb5e9d39	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DBSALT001092

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

Not Available

ChEBI ID

31303

PubChem Compound ID

5702220

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=16385235

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=2365032

3. https://www.ncbi.nlm.nih.gov/pubmed/?term=9260207

Bromhexine hydrochloride (CHEM018619)

Structure for CHEM018619: Bromhexine hydrochloride