CHEBI:82722 - levodropropizine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name levodropropizine
ChEBI ID CHEBI:82722
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Toni Morrison
Supplier Information
Download Molfile XML SDF
Formula C13H20N2O2
Net Charge 0
Average Mass 236.31010
Monoisotopic Mass 236.152
InChI InChI=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
InChIKey PTVWPYVOOKLBCG-ZDUSSCGKSA-N
SMILES OC[C@@H](O)CN1CCN(CC1)c1ccccc1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Application(s): 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.
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ChEBI Ontology
Outgoing 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 Sources
lévdropropizine ChemIDplus
levodropropizina ChemIDplus
levodropropizine KEGG DRUG
levodropropizinum ChemIDplus
Synonyms Sources
(-)-(S)-3-(4-Phenyl-1-piperazinyl)-1,2-propanediol ChemIDplus
(-)-Dropropizine ChemIDplus
S-(-)-3-(4-Phenylpiperazin-1-yl)propane-1,2-diol ChemIDplus
Manual Xrefs Databases
1568 DrugCentral
D08119 KEGG DRUG
KR20120033557 Patent
WO2011126327 Patent
View more database links
Registry Numbers Types Sources
3592398 Reaxys Registry Number Reaxys
99291-25-5 CAS Registry Number ChemIDplus
99291-25-5 CAS Registry Number KEGG DRUG
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017