Levodropropizine

from Wikipedia, the free encyclopedia
Structural formula
Structural formula of levodropropizine
General
Non-proprietary name Levodropropizine
other names
  • ( S ) -3- (4-Phenylpiperazin-1-yl) propane-1,2-diol
  • (-) - dropropizine
Molecular formula C 13 H 20 N 2 O 2
External identifiers / databases
CAS number 99291-25-5
EC number 640-087-8
ECHA InfoCard 100.167.719
PubChem 65859
DrugBank DB12472
Wikidata Q408131
Drug information
ATC code

R05 DB27

Drug class

Antitussive

properties
Molar mass 236.31 g · mol -1
Physical state

firmly

Melting point

102-104 ° C

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 .

Levodropropizin is a drug from the group of antitussives (cough suppressants). It is used for irritable and convulsive coughs and irritations of the upper respiratory tract . The active ingredient must not be used in the case of impaired liver or kidney function, severe cardiovascular problems and children under 2 years of age. There is no experience on use during pregnancy or breastfeeding. At high doses, there may be a short-term drop in blood pressure and a racing heart . Occasionally, tiredness, nausea, vomiting, mild diarrhea , drowsiness and headache may occur, and rarely allergic reactions .

Levodropropizin contains a stereocenter in the propanediol residue ; it is used as the ( S ) enantiomer ( eutomer of the drug dropropizine ).

Manufacturing

Levodropropizine can be produced from dropropizine by resolution with lipases from Pseudomonas cepacia .

See also

The structurally related drug dropropizine is a racemate [1: 1 mixture of ( S ) -3- (4-phenylpiperazin-1-yl) propane-1,2-diol (levodropropizine) and ( R ) -3- (4- Phenylpiperazin-1-yl) propane-1,2-diol] and is also used as a cough suppressant.

Individual evidence

  1. ^ R. Giani, E. Marinone, G. Melillo, M. Borsa, GC Tonon: Synthesis and Pharmacological Screening of New Phenylpiperazinepropane Derivatives and Their Enantiomers . In: Medicines Research . tape 38 , no. 8 , 1988, pp. 1139-1141 .
  2. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  3. ↑ Manikrao M. Salunkhe and Ranjeet V. Nair: Novel route for the resolution of both enantiomers of dropropizine by using oxime esters and supported lipases of Pseudomonas cepacia , Enzyme and Microbial Technology 28 ( 2001 ) 333-338, PMID 11240188 .
  4. ↑ External identifiers of or database links to (+) - dropropizin : CAS number: 99291-24-4, PubChem : 688451 , ChemSpider : 599912 , Wikidata : Q27278167 .