(-)-(11S,2'R)-erythro-mefloquine (CHEBI:63687)

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ChEBI Name	*(−)-(11S,2'R)-erythro-mefloquine*

ChEBI ID	CHEBI:63687

ChEBI ASCII Name	(-)-(11S,2'R)-erythro-mefloquine

Definition	An optically active form of [2,8-bis(trifluoromethyl)quinolin-4-yl]-(2-piperidyl)methanol having (−)-(11S,2'R)-erythro-configuration. An antimalarial agent, used in racemic form, which acts as a blood schizonticide; its mechanism of action is unknown.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C17H16F6N2O

Net Charge

Average Mass

378.31220

Monoisotopic Mass

378.11668

InChI

InChI=1S/C17H16F6N2O/c18-16(19,20)11-5-3-4-9-10(15(26)12-6-1-2-7-24-12)8-13(17(21,22)23)25-14(9)11/h3-5,8,12,15,24,26H,1-2,6-7H2/t12-,15+/m1/s1

InChIKey

XEEQGYMUWCZPDN-DOMZBBRYSA-N

SMILES

O[C@H]([C@H]1CCCCN1)c1cc(nc2c(cccc12)C(F)(F)F)C(F)(F)F

Roles Classification
Biological Role(s):	antimalarial A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.

Application(s):	antimalarial A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.

ChEBI Ontology
Outgoing	(−)-(11S,2'R)-erythro-mefloquine (CHEBI:63687) has role antimalarial (CHEBI:38068) (−)-(11S,2'R)-erythro-mefloquine (CHEBI:63687) is a [2,8-bis(trifluoromethyl)quinolin-4-yl]-(2-piperidyl)methanol (CHEBI:63681) (−)-(11S,2'R)-erythro-mefloquine (CHEBI:63687) is enantiomer of (+)-(11R,2'S)-erythro-mefloquine (CHEBI:63684)

Incoming	mefloquine (CHEBI:63609) has part (−)-(11S,2'R)-erythro-mefloquine (CHEBI:63687) (+)-(11R,2'S)-erythro-mefloquine (CHEBI:63684) is enantiomer of (−)-(11S,2'R)-erythro-mefloquine (CHEBI:63687)

IUPAC Name

(S)-[2,8-bis(trifluoromethyl)quinolin-4-yl][(2R)-piperidin-2-yl]methanol

Synonyms	Sources
(-)-Mefloquine	ChemIDplus
[(11S,2'R)-2,8-bis(trifluoromethyl)quinolin-4-yl]-(2-piperidyl)methanol	ChEBI

Last Modified

25 February 2016