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Tafenoquine

Tafenoquine

  • CAT Number: M004199
  • CAS Number: 106635-80-7
  • Molecular Formula: C24H28F3N3O3
  • Molecular Weight: 463.501
  • Purity: ≥95%
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Tafenoquine, also known as WR-238605, is an oral active antimalaria drug that is being investigated as a potential treatment for malaria, as well as for malaria prevention. Tafenoquine Shows Activity against Trypanosoma brucei. Tafenoquine targets leishmania respiratory complex III and induces apoptosis. Tafenoquine has a long half-life of approximately 14 days and is generally safe and well tolerated, Malaria remains an important cause of global morbidity and mortality. As antimalarial drug resistance escalates, new safe and effective medications are necessary to prevent and treat malarial infection.

Catalog Number M004199
CAS Number 106635-80-7
Molecular Formula

C24H28F3N3O3

Purity 95%
Storage Desiccate at RT
IUPAC Name 4-N-[2,6-dimethoxy-4-methyl-5-[3-(trifluoromethyl)phenoxy]quinolin-8-yl]pentane-1,4-diamine
InChI InChI=1S/C24H28F3N3O3/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/h5,8-9,11-13,15,29H,6-7,10,28H2,1-4H3
InChIKey LBHLFPGPEGDCJG-UHFFFAOYSA-N
SMILES CC1=CC(=NC2=C1C(=C(C=C2NC(C)CCCN)OC)OC3=CC=CC(=C3)C(F)(F)F)OC
Reference

</br>1:Tafenoquine is not neurotoxic following supertherapeutic dosing in rats. Dow GS, Brown T, Reid M, Smith B, Toovey S.Travel Med Infect Dis. 2017 May 8. pii: S1477-8939(17)30077-7. doi: 10.1016/j.tmaid.2017.05.006. [Epub ahead of print] PMID: 28495355 Free Article</br>2:Tafenoquine for malaria prophylaxis in adults: An integrated safety analysis. Novitt-Moreno A, Ransom J, Dow G, Smith B, Read LT, Toovey S.Travel Med Infect Dis. 2017 May 8. pii: S1477-8939(17)30079-0. doi: 10.1016/j.tmaid.2017.05.008. [Epub ahead of print] PMID: 28495354 Free Article</br>3:Interactions between tafenoquine and artemisinin-combination therapy partner drug in asexual and sexual stage Plasmodium falciparum. Kemirembe K, Cabrera M, Cui L.Int J Parasitol Drugs Drug Resist. 2017 Mar 11;7(2):131-137. doi: 10.1016/j.ijpddr.2017.03.002. [Epub ahead of print] PMID: 28319724 Free PMC Article</br>4:Effects of Antimalarial Tafenoquine on Blood Platelet Activity and Survival. Cao H, Bissinger R, Umbach AT, Bhuyan AAM, Lang F, Gawaz M.Cell Physiol Biochem. 2017;41(1):369-380. doi: 10.1159/000456319. Epub 2017 Jan 26. PMID: 28214869 Free Article</br>5:Artesunate-tafenoquine combination therapy promotes clearance and abrogates transmission of the avian malaria parasite Plasmodium gallinaceum. Tasai S, Saiwichai T, Kaewthamasorn M, Tiawsirisup S, Buddhirakkul P, Chaichalotornkul S, Pattaradilokrat S.Vet Parasitol. 2017 Jan 15;233:97-106. doi: 10.1016/j.vetpar.2016.12.008. Epub 2016 Dec 13. PMID: 28043395 </br>6:Cytochrome P450 2D-mediated metabolism is not necessary for tafenoquine and primaquine to eradicate the erythrocytic stages of Plasmodium berghei. Milner EE, Berman J, Caridha D, Dickson SP, Hickman M, Lee PJ, Marcsisin SR, Read LT, Roncal N, Vesely BA, Xie LH, Zhang J, Zhang P, Li Q.Malar J. 2016 Dec 7;15(1):588. PMID: 27923405 Free PMC Article</br>7:Stimulation of Suicidal Erythrocyte Death by Tafenoquine. Al Mamun Bhuyan A, Bissinger R, Stockinger K, Lang F.Cell Physiol Biochem. 2016;39(6):2464-2476. Epub 2016 Nov 11. PMID: 27855400 Free Article</br>8:Pharmacokinetic Interactions between Tafenoquine and Dihydroartemisinin-Piperaquine or Artemether-Lumefantrine in Healthy Adult Subjects. Green JA, Mohamed K, Goyal N, Bouhired S, Hussaini A, Jones SW, Koh GC, Kostov I, Taylor M, Wolstenholm A, Duparc S.Antimicrob Agents Chemother. 2016 Nov 21;60(12):7321-7332. Print 2016 Dec. PMID: 27697758 Free PMC Article</br>9:Tafenoquine and its potential in the treatment and relapse prevention of Plasmodium vivax malaria: the evidence to date. Ebstie YA, Abay SM, Tadesse WT, Ejigu DA.Drug Des Devel Ther. 2016 Jul 26;10:2387-99. doi: 10.2147/DDDT.S61443. eCollection 2016. Review. PMID: 27528800 Free PMC Article</br>10:PFMDR1 POLYMORPHISMS INFLUENCE ON IN VITRO SENSITIVITY OF THAI PLASMODIUM FALCIPARUM ISOLATES TO PRIMAQUINE, SITAMAQUINE AND TAFENOQUINE. Kaewpruk N, Tan-ariya P, Ward SA, Sitthichot N, Suwandittakul N, Mungthin M.Southeast Asian J Trop Med Public Health. 2016 May;47(3):366-76. PMID: 27405118

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