Bromhexine

Structural formula
General
Non-proprietary name	Bromhexine
other names	N -Cyclohexyl- N -methyl- (2-amino-3,5-dibromobenzyl) amine ( IUPAC )
Molecular formula	C 14 H 20 Br 2 N 2
External identifiers / databases
EC number	222-684-1
ECHA InfoCard	100.020.622
PubChem	2442
ChemSpider	2348
DrugBank	DB09019
Wikidata	Q239778
Drug information
ATC code	R05 CB02
Drug class	Secretolytic
properties
Molar mass	376.13 g · mol -1 (bromhexine) ; 412.6 g · mol -1 (bromhexine hydrochloride) ;
Physical state	firmly
Melting point	237.5–238 ° C (decomposition)
safety instructions
	Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances	no GHS pictograms
	no GHS pictograms
H and P phrases	H: no H-phrases
	P: no P-phrases
Toxicological data	> 10,000 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Bromhexine is a drug from the group of expectorants that is used against stubborn coughs such as B. occurs in bronchitis is used.

A related active ingredient, also used as an expectorant, is ambroxol , a metabolite of bromhexine.

history

The history of bromhexine goes back to the vasicine obtained in Indian lungwort , Latin Adhatoda vasica , of which several derivatives were produced in the 1960s . As a result, it was also found that vasicin causes vasodilation and the oxidation products synthesized have a bronchoconstrictive effect. In 1965, bromhexine came into therapy. Shortly afterwards, the metabolite NA 672 ( ambroxol ) was found, which was more effective and displaced bromhexine.

Trade names

It is sold in pharmacies in Germany, Austria, Switzerland and Sweden under the name Bisolvon (Boehringer Ingelheim) and as a generic (Krewel-Meuselbach, Berlin-Chemie) in the dosage forms cough drops, cough syrup and tablets.

Web links

Entry on bromhexine at Vetpharm, accessed on November 21, 2011.
Data sheet BROMHEXINE HYDROCHLORIDE CRS (PDF) at EDQM , accessed on May 12, 2009.

Individual evidence

↑ ^a ^b entry on bromhexine. In: Römpp Online . Georg Thieme Verlag, accessed on November 11, 2014.
↑ Data sheet Bromhexine hydrochloride from Sigma-Aldrich , accessed on May 25, 2011 ( PDF ).
^ Wolf-Dieter Müller-Jahncke , Christoph Friedrich , Ulrich Meyer: Medicinal history . 2., revised. and exp. Ed. Wiss. Verl.-Ges, Stuttgart 2005, ISBN 978-3-8047-2113-5 , pp. 186 .
↑ Red List online, as of September 2009.
↑ AM comp. d. Switzerland, as of September 2009.
↑ AGES-PharmMed, as of September 2009.

[RÖMPP_Online-1] try on bromhexine. In: Römpp Online . Georg Thieme Verlag, accessed on November 11, 2014.

[Sigma-2] Data sheet Bromhexine hydrochloride from Sigma-Aldrich , accessed on May 25, 2011 ( PDF ).

[3] Wolf-Dieter Müller-Jahncke , Christoph Friedrich , Ulrich Meyer: Medicinal history . 2., revised. and exp. Ed. Wiss. Verl.-Ges, Stuttgart 2005, ISBN 978-3-8047-2113-5 , pp. 186 .

[4] Red List online, as of September 2009.

[5] AM comp. d. Switzerland, as of September 2009.

[6] AGES-PharmMed, as of September 2009.