EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:82722 - levodropropizine

ChEBI IDCHEBI:82722
ChEBI Namelevodropropizine
Stars
DefinitionA member of the class of N-arylpiperazines that is N-phenylpiperazine in which the amino hydrogen is replaced by a 2,3-dihydroxypropyl group (the S-enantiomer). A peripherally acting antitussive drug that is used as an alternative to opioids.
Last Modified22 February 2017
Submittertmorrison
DownloadsMolfile
FormulaC13H20N2O2
Net Charge0
Average Mass236.315
Monoisotopic Mass236.15248
SMILESOC[C@@H](O)CN1CCN(c2ccccc2)CC1
InChIInChI=1S/C13H20N2O2/c16-11-13(17)10-14-6-8-15(9-7-14)12-4-2-1-3-5-12/h1-5,13,16-17H,6-11H2/t13-/m0/s1
InChIKeyPTVWPYVOOKLBCG-ZDUSSCGKSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Application:
antitussive  An agent that suppresses cough. Antitussives have a central or a peripheral action on the cough reflex, or a combination of both. Compare with expectorants, which are considered to increase the volume of secretions in the respiratory tract, so facilitating their removal by ciliary action and coughing, and mucolytics, which decrease the viscosity of mucus, facilitating its removal by ciliary action and expectoration.
ChEBI Ontology
Outgoing Relation(s)
levodropropizine (CHEBI:82722) has role antitussive (CHEBI:51177)
levodropropizine (CHEBI:82722) is a N-alkylpiperazine (CHEBI:46845)
levodropropizine (CHEBI:82722) is a N-arylpiperazine (CHEBI:46848)
levodropropizine (CHEBI:82722) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
(2S)-3-(4-phenylpiperazin-1-yl)propane-1,2-diol
INNs  Source
levodropropizineKEGG DRUG
lévdropropizineChemIDplus
levodropropizinaChemIDplus
levodropropizinumChemIDplus
Synonyms  Source
(-)-(S)-3-(4-Phenyl-1-piperazinyl)-1,2-propanediolChemIDplus
(-)-DropropizineChemIDplus
S-(-)-3-(4-Phenylpiperazin-1-yl)propane-1,2-diolChemIDplus
Manual XrefsDatabases
D08119KEGG DRUG
KR20120033557Patent
WO2011126327Patent
1568DrugCentral
Registry NumbersSources
Reaxys:3592398Reaxys
CAS:99291-25-5KEGG DRUG
CAS:99291-25-5ChemIDplus
Citations