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

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

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ChEBI ID	CHEBI:63687
ChEBI Name	(−)-(11S,2'R)-erythro-mefloquine
Stars
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.
Last Modified	25 February 2016
Submitter	Steve
Downloads	Molfile

Formula	C17H16F6N2O
Net Charge	0
Average Mass	378.316
Monoisotopic Mass	378.11668
SMILES	O[C@@H](c1cc(C(F)(F)F)nc2c(C(F)(F)F)cccc12)[C@H]1CCCCN1
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

Roles Classification

Biological Role:	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:	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 Relation(s)
	(−)-(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 Relation(s)
	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	Source
(-)-Mefloquine	ChemIDplus
[(11S,2'R)-2,8-bis(trifluoromethyl)quinolin-4-yl]-(2-piperidyl)methanol	ChEBI

Manual Xrefs	Databases
LSM-5525	LINCS

Registry Numbers	Sources
Reaxys:5629059	Reaxys
CAS:51742-87-1	ChemIDplus