Basic information
- CAS
51742-86-0- Standard SMILES
O[C@@H](c1cc(C(F)(F)F)nc2c(C(F)(F)F)cccc12)[C@H]1CCCCN1- InChIKey
XEEQGYMUWCZPDN-DOMZBBRYSA-N- Molecular formula
- C17H16F6N2O
- Average molar mass
- 378.31 g/mol
- Monoisotopic mass
- 378.11668211
Overview
(-)-(11S,2'R)-erythro-mefloquine is 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. It has a role as an antimalarial. It is an enantiomer of a (+)-(11R,2'S)-erythro-mefloquine.
Names & identifiers
- Preferred name
- (-)-Mefloquine
- IUPAC
- (S)-[2,8-bis(trifluoromethyl)quinolin-4-yl]-[(2R)-piperidin-2-yl]methanol
Names & synonyms
(-)-Mefloquine(-)-(11S,2'R)-erythro-Mefloquine51742-87-1MefloquinCHEMBL172(S)-[2,8-bis(trifluoromethyl)quinolin-4-yl][(2R)-piperidin-2-yl]methanol(+)-(11S,2'R)-erythro-Mefloquine(S)-(2,8-bis(trifluoromethyl)quinolin-4-yl)((R)-piperidin-2-yl)methanolRTI1189-1-1Mefloquinum [INN-Latin]Mefloquina [INN-Spanish]RO 13-7225
Show more names
Mefloquine [USAN:INN:BAN]MLS001332559[(11S,2'R)-2,8-bis(trifluoromethyl)quinolin-4-yl]-(2-piperidyl)methanol4-Quinolinemethanol, alpha-(2R)-2-piperidinyl-2,8-bis(trifluoromethyl)-, (alphaS)-Ro 215998(S,R)-MEFLOQUINEHSDB 6853WR 142490
Database identifiers
- CAS
51742-86-0、51742-87-1、53230-10-7- PubChem CID
- 40692
- DTXSID
DTXSID101019853- ChEMBL
CHEMBL172- ChEBI
CHEBI:63687- UNII
- 5G5QQ725P9、TML814419R
- Nikkaji
- J238.632A
Properties
Computed structural properties
- XLogP
- 3.6
- Topological polar surface area
- 45.2 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 2
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 483
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Collision Cross Section181.8 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Chemistry & industry
Pharmacology
ATC CodeP01BC02
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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