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SML0396

Sigma-Aldrich

Tafenoquine succinate

≥95% (HPLC)

Sinonimo/i:

N-[2,6-Dimethoxy-4-methyl-5-[3-(trifluoromethyl)phenoxy]quinolin-8-yl]pentane-1,4-diamine, SB-252263, WR 238605

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About This Item

Formula empirica (notazione di Hill):
C24H28F3N3O3 · C4H6O4
Numero CAS:
106635-81-8
Peso molecolare:
581.58
Numero MDL:
MFCD00892249
Codice UNSPSC:
12352200
ID PubChem:
329825392
NACRES:
NA.77

Saggio

≥95% (HPLC)

Stato

powder

Condizioni di stoccaggio

desiccated

Colore

white to beige

Solubilità

DMSO: 5 mg/mL (clear solution)

Temperatura di conservazione

2-8°C

Stringa SMILE

OC(=O)CCC(O)=O.COc1cc(C)c2c(Oc3cccc(c3)C(F)(F)F)c(OC)cc(NC(C)CCCN)c2n1

InChI

1S/C24H28F3N3O3.C4H6O4/c1-14-11-20(32-4)30-22-18(29-15(2)7-6-10-28)13-19(31-3)23(21(14)22)33-17-9-5-8-16(12-17)24(25,26)27;5-3(6)1-2-4(7)8/h5,8-9,11-13,15,29H,6-7,10,28H2,1-4H3;1-2H2,(H,5,6)(H,7,8)
CQBKFGJRAOXYIP-UHFFFAOYSA-N

Azioni biochim/fisiol

Tafenoquine has been generally generated for oral administration and drug absorption increases when taken along with food. It is known to possess a longer half life.
Tafenoquine is an antimalarial primaquine analog being investigated to treat and prevent Plasmodium vivax infections. It can eliminate both blood and liver stages of Plasmodium vivax. Tafenoquine has also been tested as a therapy for leishmaniasis.
Tafenoquine is an antimalarial.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number
072M4707V

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Chloroquine diphosphate salt powder or crystals, 98.5-101.0% (EP)

Sigma-Aldrich

C6628

Chloroquine diphosphate salt

Vanessa Yardley et al.
Antimicrobial agents and chemotherapy, 54(12), 5356-5358 (2010-09-15)
The 8-aminoquinoline tafenoquine showed significant in vitro activity against Leishmania species, including L. donovani amastigotes in macrophages, with 50% inhibitory concentrations (IC(50)s) between 0.1 and 4.0 μM for both pentavalent antimony (SbV)-sensitive and SbV-resistant strains and by oral administration in
Christopher J Parkinson et al.
The Journal of antimicrobial chemotherapy, 74(10), 2965-2973 (2019-07-22)
Drug resistance exists to all current and investigational antimalarial drug classes. Consequently, we have set out to develop chemically and mechanistically discrete antimalarials. Here we report on the development of thiosemicarbazone (TSC) antimalarials, with TSC3 as the most advanced lead.
James A Chambers
Military medicine, 168(12), 1001-1006 (2004-01-15)
U.S. military aviators are currently restricted to the use of chloroquine or doxycycline for malaria prophylaxis. Ground forces are allowed the additional option of taking mefloquine. These medications are begun before deployment, must be taken for 4 weeks after leaving
Anke Vollnberg et al.
Wiener klinische Wochenschrift, 115 Suppl 3, 28-32 (2004-10-29)
The blood schizontocidal, pharmacodynamic interaction between tafenoquine (WR 238605--a 5-phenoxyprimaquine derivative--and chloroquine was investigated, using an in-vitro test for the inhibition of schizont maturation, in 15 fresh isolates of Plasmodium falciparum that originated from northwestern Thailand and neighbouring Myanmar. In
In vitro activity of tafenoquine against the asexual blood stages of Plasmodium falciparum isolates from Gabon, Senegal, and Djibouti.
Bruno Pradines et al.
Antimicrobial agents and chemotherapy, 50(9), 3225-3226 (2006-08-31)
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