51773-92-3

  • Product Name:Mefloquine hydrochloride
  • Molecular Formula:C17H16F6N2O.HCl
  • Purity:99%
  • Molecular Weight:414.778
Inquiry

Product Details;

CasNo: 51773-92-3

Molecular Formula: C17H16F6N2O.HCl

Appearance: white solid

Best Quality Trustworthy Manufacturer Supply Mefloquine hydrochloride 51773-92-3 with Safe Delivery

  • Molecular Formula:C17H16F6N2O.HCl
  • Molecular Weight:414.778
  • Appearance/Colour:white solid 
  • Vapor Pressure:1.18E-07mmHg at 25°C 
  • Melting Point:250-254oC 
  • Boiling Point:415.7oC at 760mmHg 
  • Flash Point:205.2oC 
  • PSA:45.15000 
  • Density:1.383g/cm3 
  • LogP:5.57870 

Mefloquine hydrochloride(Cas 51773-92-3) Usage

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

Mefloquine Hydrochloride (Polymorph Form E) is a polymorphic form of Mefloquine Hydrochloride (M207055), a quinoline methanol antimalarial agent.

Brand name

FANSIMEF

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.

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

51773-92-3 Relevant articles

An expedient and high yielding synthesis of mefloquine, via fluoride ion-catalyzed wittig rearrangement I

Adam

, p. 1409 - 1414 (2007/10/02)

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51773-92-3 Process route

[2,8-bis(trifluoromethyl)-4-quinolinyl]-2-pyridinylmethanone
35853-55-5

[2,8-bis(trifluoromethyl)-4-quinolinyl]-2-pyridinylmethanone

mefloquine hydrochloride
51773-92-3,68682-28-0

mefloquine hydrochloride

Conditions
Conditions Yield
With hydrogenchloride; hydrogen; platinum(IV) oxide; In methanol; ethanol; for 5.5h;
80%
2,8-bis(trifluoromethyl)quinolin-4-ol
35853-41-9

2,8-bis(trifluoromethyl)quinolin-4-ol

mefloquine hydrochloride
51773-92-3,68682-28-0

mefloquine hydrochloride

Conditions
Conditions Yield
Multi-step reaction with 4 steps
1: 90 percent / NaH / toluene; dimethylformamide / 20 h / 110 °C
2: 0.5 g / BuLi / tetrahydrofuran; hexane / Ambient temperature
3: 40 percent / TBAF / acetonitrile / 0.17 h / Ambient temperature
4: 80 percent / H2, HCl / PtO2 / methanol; ethanol / 5.5 h
With hydrogenchloride; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; platinum(IV) oxide; In tetrahydrofuran; methanol; ethanol; hexane; N,N-dimethyl-formamide; toluene; acetonitrile;
Multi-step reaction with 5 steps
1: 90 percent / NaH / toluene; dimethylformamide / 20 h / 110 °C
2: 0.5 g / BuLi / tetrahydrofuran; hexane / Ambient temperature
3: 45 percent / TBAF / acetonitrile / 0.17 h / Ambient temperature
4: O2, TBAF / acetonitrile / Ambient temperature
5: 80 percent / H2, HCl / PtO2 / methanol; ethanol / 5.5 h
With hydrogenchloride; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; oxygen; sodium hydride; platinum(IV) oxide; In tetrahydrofuran; methanol; ethanol; hexane; N,N-dimethyl-formamide; toluene; acetonitrile;

51773-92-3 Upstream products

  • 35853-55-5
    35853-55-5

    [2,8-bis(trifluoromethyl)-4-quinolinyl]-2-pyridinylmethanone

  • 35853-41-9
    35853-41-9

    2,8-bis(trifluoromethyl)quinolin-4-ol

  • 6959-47-3
    6959-47-3

    2-chloromethylpyridine hydrochloride

  • 123559-29-5
    123559-29-5

    4-(2-pyridylmethoxy)-2,8-bis(trifluoromethyl)quinoline

51773-92-3 Downstream products

  • 49752-90-1
    49752-90-1

    mefloquine