M2319

Mefloquine hydrochloride

≥98% (HPLC), powder

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

Properties

• 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

Description

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Precautionary Statements: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves