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M2319

Sigma-Aldrich

Mefloquine hydrochloride

≥98% (HPLC), powder

Synonym(s):

(AS)-rel-a-(2R)-2-Piperidinyl-2,8-bis(trifluoromethyl)-4-quinolinemethanol monohydrochloride

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About This Item

Empirical Formula (Hill Notation):
C17H17ClF6N2O
CAS Number:
51773-92-3
Molecular Weight:
414.77
EC Number:
257-412-0
MDL number:
MFCD00797519
UNSPSC Code:
12352202
PubChem Substance ID:
24724536
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white

solubility

DMSO: soluble 38 mg/mL
H2O: insoluble

SMILES string

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

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

InChI key

WESWYMRNZNDGBX-YLCXCWDSSA-N

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Application

Mefloquine hydrochloride has been used:
  • to treat cochlear organotypic cultures with various doses to evaluate its role in cellular pathway involved in apoptosis
  • in screening for in vitro antischistosomal activity
  • in cytotoxicity assay of glioblastoma cells

Biochem/physiol Actions

Mefloquine is broadly used as an antimalarial drug. It inhibits 80S ribosomes of Plasmodium. It has numerous side effects like anxiety, dizziness, tremor, headache, and hearing loss. Mefloquine damages cochlear and vestibular hair cells through apoptosis. It also damages spiral ganglion neurons, degenerates cortical neuron and disrupts neuronal calcium homeostasis.
Blocker of gap junction channels Cx36 and Cx50.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sophie Zaloumis et al.
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Mechanistic within-host models relating blood anti-malarial drug concentrations with the parasite-time profile help in assessing dosing schedules and partner drugs for new anti-malarial treatments. A comprehensive simulation study to assess the utility of a stage-specific pharmacokinetic-pharmacodynamic (PK-PD) model for predicting
Regulation of hypoxia-induced autophagy in glioblastoma involves ATG9A
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Artemisinin-resistant Plasmodium falciparum has been reported in Pailin, western Cambodia, detected as a slow parasite clearance rate in vivo. Emergence of this phenotype in western Thailand and possibly elsewhere threatens to compromise the effectiveness of all artemisinin-based combination therapies. Parasite
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Despite efforts to understand and treat acute myeloid leukemia (AML), there remains a need for more comprehensive therapies to prevent AML-associated relapses. To identify new therapeutic strategies for AML, we screened a library of on- and off-patent drugs and identified
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Zhang SM and Coultas KA
International Journal for Parasitology, Drugs and Drug Resistance, 3(11), 28-34 (2013)
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