| Identification | More | [Name]
Mefloquine hydrochloride | [CAS]
51773-92-3 | [Synonyms]
(2,8-BIS-TRIFLUOROMETHYL-QUINOLIN-4-YL)-PIPERIDIN-2-YL-METHANOL HYDROCHLORIDE(R*,S*)
(2r)-(+/-)-alpha-2-piperidinyl-2,8-bis(trifluoromethyl)-4-quinolinemethanol monohydrochloride
(AS)-REL-A-(2R)-2-PIPERIDINYL-2,8-BIS(TRIFLUOROMETHYL)-4-QUINOLINEMETHANOL MONOHYDROCHLORIDE
MEFLOQUINE HCL
MEFLOQUINE HYDROCHLORIDE
2,8-bis(trifluoromethyl)-alpha-2-piperidinyl-4-quinolinemethanomonohydroch
dl-erythro-alpha-(2-piperidyl)-2,8-bis(trifluoromethyl)-4-quinolinemethanol
s*)-(r(+-)-lorid
wr14249
wr142490
(R*,S*)-(±)-alpha-2-piperidyl-2,8-bis(trifluoromethyl)quinoline-4-methanol monohydrochloride
MEFLOQUINE HYDROCHLORIDE EP(CRM STANDARD)
(R*,S*)-(+-)-a-2-piperidyl-2,8-bis(trifluoromethyl)quinoline-4-methanol monohydrochloride
4-Quinolinemethanol, 2,8-bis(trifluoromethyl)-alpha-2-piperidinyl-, monohydrochloride, (R*,S*)-, (+-)
DL-Erythro-alpha-(2-piperidyl)-2,8-bis(trifluoromethyl)-4-quinolinemethanol hydrochloride
Loriam | [EINECS(EC#)]
257-412-0 | [Molecular Formula]
C17H17ClF6N2O | [MDL Number]
MFCD00797519 | [Molecular Weight]
414.77 | [MOL File]
51773-92-3.mol |
| Chemical Properties | Back Directory | [Melting point ]
250-254?C | [storage temp. ]
2-8°C | [solubility ]
DMSO: 38 mg/mL, soluble
| [form ]
solid
| [color ]
white
| [λmax]
222nm(Acidic H2O)(lit.) | [Merck ]
14,5801 | [BCS Class]
4/2 | [Stability:]
Temperature Sensitive | [InChI]
InChI=1/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+;/s3 | [InChIKey]
WESWYMRNZNDGBX-YLCXCWDSSA-N | [SMILES]
C12N=C(C=C([C@@H](O)[C@@]3([H])NCCCC3)C=1C=CC=C2C(F)(F)F)C(F)(F)F.Cl |&1:5,7,r| | [CAS DataBase Reference]
51773-92-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302 | [Precautionary statements ]
P301+P312+P330 | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed. | [RIDADR ]
UN 3077 9 / PGIII | [WGK Germany ]
3
| [RTECS ]
VC0308000
| [HS Code ]
2933399090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral |
| Hazard Information | Back Directory | [Description]
Mefloquine hydrochloride is an erythrocytic schizonticide useful, in combination
with sulfadoxine and pyrimethamine, in the prophylaxis and treatment of malaria.
Administered once weekly, the combination is effective against pathogens
resistant to other agents. | [Chemical Properties]
White Solid | [Originator]
Walter Reed (USA) | [Uses]
Antimalarial;Heme polymerase inhibitor | [Uses]
Quinoline methanol antimalarial agent. | [Definition]
ChEBI: Mefloquine hydrochloride is a hydrochloride. | [Brand name]
FANSIMEF | [General Description]
Certified pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to pharmacopeia primary standards | [Biochem/physiol Actions]
Blocker of gap junction channels Cx36 and Cx50. | [Clinical Use]
The newest of the 4-aminoquinolines,mefloquine, is marketed as the R,S-isomer. It was developedin the 1960s as part of the U.S. Army’s WalterReed Institute for Medical Research antimalarial researchprogram. It differs significantly from the other agents in this class by having two trifluromethyl moieties at positions2’ and 8' and no electronegative substituents at eitherpositions 6' (quinine) or 7' (chloroquine). Mefloquine alsodiffers from chloroquine and its analogs by being a schizonticide acting before the parasite canenter the erythrocyte. There is some evidence that it acts byraising the pH in the parasite’s vesicles interfering with itsability to process heme. Mefloquine-resistant strains ofP. falciparum have appeared. Relapse can occur with acuteP. vivax that has been treated with mefloquine because thedrug does not eliminate the hepatic phase of this species,which can reinfect the liver.
Mefloquine is teratogenic in rats, mice, and rabbits. Thereis an FDA-required warning that this drug can cause exacerbatemental disorders and is contraindicated in patients withactive depression, a recent history of depression, generalizedanxiety disorder, psychosis, schizophrenia, and other majorpsychiatric disorders or a history of convulsions. | [storage]
Store at +4°C | [References]
[1] R. E. LUTZ A. R P C J Ohnmacht. Antimalarials. 7. Bis(trifluoromethyl)-.alpha.-(2-piperidyl)-4-quinolinemethanols[J]. Journal of Medicinal Chemistry, 1971, 14 10: 926-928. DOI: 10.1021/jm00292a008
[2] JILL M. COMBRINCK. Insights into the Role of Heme in the Mechanism of Action of Antimalarials[J]. ACS Chemical Biology, 2012, 8 1: 133-137. DOI: 10.1021/cb300454t
[3] BRYAN GRABIAS Sanjai K. Adverse neuropsychiatric effects of antimalarial drugs.[J]. Expert Opinion on Drug Safety, 2016, 15 7: 903-910. DOI: 10.1080/14740338.2016.1175428
[4] J. HOLDEN. Behavioral effects of mefloquine in tail suspension and light/dark tests[J]. SpringerPlus, 2015, 4 1. DOI: 10.1186/s40064-015-1483-8 |
|
| Company Name: |
Jinan Wald Chemical Co., Ltd. Gold
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0531-88773586 13210588999 |
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https://www.chemicalbook.com/ShowSupplierProductsList1770979/0_EN.htm |
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J & K SCIENTIFIC LTD.
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18210857532 18210857532 |
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https://www.jkchemical.com |
| Company Name: |
Spectrum Chemical Manufacturing Corp.
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021-021-021-67601398-809-809-809 15221380277 |
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www.spectrumchemical.com/oa_html/index.jsp?minisite=10020&respid=22372&language=us |
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