Levosalbutamol

Structural formula
General
Non-proprietary name	Levosalbutamol
other names	( R ) -albuterol; ( R ) -2- ( tert -Butylamino) -1- (4-hydroxy-3-hydroxymethylphenyl) ethanol;
Molecular formula	C 13 H 21 NO 3 (levosalbutamol) ; C 13 H 21 NO 3 HCl (levosalbutamol hydrochloride ) ; C 13 H 21 NO 3 · 1 / 2 H 2 SO 4 (Levosalbutamol · sulfate ) ;
External identifiers / databases
EC number	608-983-3
ECHA InfoCard	100.113.688
PubChem	123600
ChemSpider	110192
DrugBank	DB13139
Wikidata	Q408709
Drug information
ATC code	R03 AC
Drug class	β 2 sympathomimetic
Mechanism of action	β 2 -adrenoceptor - agonist
properties
Molar mass	239.31 g mol −1 (levosalbutamol) ; 275.78 g mol −1 (levosalbutamol hydrochloride) ; 576.71 g mol −1 (levosalbutamol sulfate) ;
safety instructions
	Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS hazard labeling ; no classification available
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Levosalbutamol is a drug from the group of β ₂ -sympathomimetics , which is used as a bronchospasmolytic in bronchial asthma and chronic obstructive bronchitis . When administered by inhalation, levosalbutamol causes a rapid onset and long-lasting relaxation of the smooth muscles in the bronchi . The effect is based on the stimulation of β ₂ -adrenoceptors .

Stereoisomerism

Levosalbutamol is the international non-proprietary name (INN) of the enantiomerically pure ( R ) - isomer of salbutamol , which is chiral , i.e. contains a stereocenter. Levosalbutamol is the effective enantiomer (= eutomer ) of salbutamol.

The racemate salbutamol, on the other hand, consists of the two enantiomers , ( R ) -2- ( tert -butylamino) -1- (4-hydroxy-3-hydroxymethylphenyl) ethanol and ( S ) -2- ( tert -butylamino) -1- ( 4-hydroxy-3-hydroxymethylphenyl) ethanol, in a ratio of 1: 1.

Manufacturing

Several multi-step syntheses for levosalbutamol are described in the literature.

Finished medicinal products

Ventoplus ( AR ), Xopenex ( USA )

The inhalation solutions contain levosalbutamol hydrochloride or levosalbutamol hemitartrate, which are readily soluble in water.

Individual evidence

↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
^ Axel Kleemann , Jürgen Engel, Bernd Kutscher and Dieter Reichert: Pharmaceutical Substances , Thieme-Verlag Stuttgart, 5th edition (2009), pp. 800–802 ISBN 978-3-13-558405-8 ; also online with biannual additions and updates.

[NV-1] This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.

[Kleemann-2] Axel Kleemann , Jürgen Engel, Bernd Kutscher and Dieter Reichert: Pharmaceutical Substances , Thieme-Verlag Stuttgart, 5th edition (2009), pp. 800–802 ISBN 978-3-13-558405-8 ; also online with biannual additions and updates.