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Bromhexine

Bromhexine structure

CAS No:
3572-43-8
Formula:
C14H20Br2N2
Chemical Name:
Bromhexine
Synonyms:
Benzenemethanamine,2-amino-3,5-dibromo-N-cyclohexyl-N-methyl-;Toluene-α,2-diamine,3,5-dibromo-Nα-cyclohexyl-Nα-methyl-;2-Amino-3,5-dibromo-N-cyclohexyl-N-methylbenzenemethanamine;Na 274;Bromexine;N-(2-Amino-3,5-dibromobenzyl)-N-methylcyclohexylamine;Bromhexine;2-Amino-3,5-dibromo-N-cyclohexyl-N-methylbenzylamine;2,4-Dibromo-6-[[cyclohexyl(methyl)amino]methyl]aniline
Categories:
Active Pharmaceutical Ingredients > Respiratory Drugs

Description

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).

Bromhexine is 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). It has a role as a mucolytic. It is a substituted aniline, a tertiary amino compound and an organobromine compound. It is a conjugate base of a bromhexine(1+).|Bromhexine is an expectorant/mucolytic agent. Bromhexine is not available in the United States. It is marketed under the trade name Bisolvon(R) in Germany, England, Belgium, France, Italy, Netherlands, Norway, Sweden, Australia, and South Africa.|Bromhexine is a secretolytic, with mucolytic activity. Upon administration, bromhexine increases lysosomal activity and enhances hydrolysis of acid mucopolysaccharide polymers in the respiratory tract. This increases the production of serous mucus in the respiratory tract, which makes the phlegm thinner and decreases mucus viscosity. This contributes to its secretomotoric effect, and allows the cilia to more easily transport the phlegm out of the lungs. This clears mucus from the respiratory tract and may aid in the treatment of respiratory disorders associated with abnormal viscid mucus, excessive mucus secretion and impaired mucus transport.|A mucolytic agent used in the treatment of respiratory disorders associated with viscid or excessive mucus. (From Martindale, The Extra Pharmacopoeia, 30th ed, p744)

Bromhexine Basic Attributes

Molecular Weight：

376.13

Exact Mass：

376.13

EC Number：

222-684-1

UNII：

Q1J152VB1P

DSSTox ID：

DTXSID6022686

NCI Thesaurus Code：

C172826

ATC Code：

R05CB02|R - Respiratory system

HScode：

2921590090

Characteristics

PSA：

29.26000

XLogP3：

5.13950

Density：

1.57

Melting Point：

238 °C

Boiling Point：

413.8ºC at 760 mmHg

Flash Point：

204.1ºC

Refractive Index：

1.626

Water Solubility：

0.01 M

Toxicity：

Approx LD50 orally in rabbits: >10 g/kg (Boyd, Sheppard)

Safety Information

Precautionary statement(s)：

P273, P391, P501

Hazard Statements：

H400

GHS Classification：

|Warning|H400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]|P273, P391, and P501|Aggregated GHS information provided by 2 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Agents that increase mucous excretion. Mucolytic agents, that is drugs that liquefy mucous secretions, are also included here. (See all compounds classified as Expectorants.)

MeSH Entry Terms：

Aparsonin

Bromhexine Use and Manufacturing

Uses

Expectorant; mucolytic.

Use Classification：

Pharmaceuticals

Computed Properties

Molecular Weight:376.13
XLogP3:4.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:375.99727
Monoisotopic Mass:373.99932
Topological Polar Surface Area:29.3
Heavy Atom Count:18
Complexity:256
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

Not yet clear

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

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Ingredients	This product is a compound preparation, each tablet contains 500 mg of cefaclor and 16 mg of bromhexine.
Indication	Drug interactions may occur if used with other drugs. Please consult your doctor or pharmacist for details.
Specifications	Each tablet contains 250 mg of cefaclor and 8.77 mg of bromhexine hydrochloride
Manufacturer	Jiangsu Chiatai Qingjiang Pharmaceutical Co., Ltd.

Compound chlorprenaline and bromhexine capsules
Specifications	Chlorprenaline hydrochloride 5mg, bromhexine hydrochloride 10mg, deschlorohydroxyzine hydrochloride 25mg
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Compound Hydroxypropyltheophylline and Dechlorazine Capsules
Ingredients	This product contains clenbuterol, hydroxypropylphylline, scopolamine, deschlorohydroxyzine, bromhexine, etc.
Indication	Not yet clear.
Specifications	Compound
Manufacturer	Suzhou No.3 Pharmaceutical Factory Co., Ltd.

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