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Substance Name: Mefloquine hydrochloride [USAN:USP]
RN: 51773-92-3
UNII: 5Y9L3636O3
InChIKey: WESWYMRNZNDGBX-YLCXCWDSSA-N

Notes

  • A phospholipid-interacting antimalarial drug ( ANTIMALARIALS). It is very effective against PLASMODIUM FALCIPARUM with very few side effects.
  • A phospholipid-interacting antimalarial drug (ANTIMALARIALS). It is very effective against PLASMODIUM FALCIPARUM with very few side effects.

Molecular Formula

  • C17-H16-F6-N2-O.Cl-H

Molecular Weight

  • 414.7753
 

Classification Codes

  • Antimalarial
  • Drug / Therapeutic Agent
  • Human Data

Names and Synonyms

Name of Substance

  • Mefloquine hydrochloride [USAN:USP]

Synonyms

  • DL-erythro-alpha-2-Piperidyl-2,8-bis(trifluoromethyl)-4-quinolinemethanol monohydrochloride
  • EINECS 257-412-0
  • Lariam
  • Mefloquine HCl
  • Mefloquine hydrochloride
  • Mephaquin
  • NSC 157387
  • Ro 21-5998/001
  • UNII-5Y9L3636O3
  • WR 142490 hydrochloride

Systematic Names

  • (R*,S*)-(1)-alpha-2-Piperidyl-2,8-bis(trifluoromethyl)quinoline-4-methanol monohydrochloride
  • 4-Quinolinemethanol, alpha-(2R)-2-piperidinyl-2,8-bis(trifluoromethyl)-, monohydrochloride, (alphaS)-rel-
  • 4-Quinolinemethanol, alpha-2-piperidinyl-2,8-bis(trifluoromethyl)-, monohydrochloride, (R*,S*)-(+-)-

Registry Numbers

CAS Registry Number

  • 51773-92-3

FDA UNII

  • 5Y9L3636O3

Other Registry Number

  • 68682-28-0

System Generated Number

  • 0051773923

Molecular Formulas

Molecular Formula

  • C17-H16-F6-N2-O.Cl-H

Molecular Formula Fragments

  • C17-H16-F6-N2-O
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C17H16F6N2O.ClH/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;1H/t12-,15+;/m1./s1

InChIKey

WESWYMRNZNDGBX-YLCXCWDSSA-N

Smiles

Cl.O[C@H]([C@H]1CCCCN1)c2cc(nc3c(cccc23)C(F)(F)F)C(F)(F)F

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 11mg/kg/2W-I (11mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Annals of Internal Medicine. Vol. 114, Pg. 994, 1991.
man TDLo oral 18mg/kg/5W-I (18mg/kg) PERIPHERAL NERVE AND SENSATION: PARESTHESIS

BEHAVIORAL: GENERAL ANESTHETIC
Annals of Internal Medicine. Vol. 117, Pg. 1058, 1992.
man TDLo oral 96mg/kg/52D-I (96mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: AGGRESSION
Archives of Internal Medicine. Vol. 154, Pg. 2360, 1994.
rat LD50 intraperitoneal 130mg/kg (130mg/kg)   Acta Tropica. Vol. 37, Pg. 232, 1980.
rat LD50 intraperitoneal 130mg/kg (130mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING Acta Tropica. Vol. 37, Pg. 232, 1980.
rat LD50 oral 880mg/kg (880mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING Acta Tropica. Vol. 37, Pg. 232, 1980.
women TDLo oral 15mg/kg/3W-I (15mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: COMA
Medical Journal of Australia. Vol. 161, Pg. 453, 1994.