levodropropizine (CHEBI:82722)

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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

Average Mass

236.31010

Monoisotopic Mass

236.15248

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.

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

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

Last Modified

22 February 2017