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321915-72-4
  • Albitiazolium bromide

  • names:

    3,3'-(dodecane-1,12-diyl)bis(5-(2-hydroxyethyl)-4-methylthiazol-3-ium) bromide

  • CAS號(hào):

    321915-72-4

    MDL Number:
  • MF(分子式): C24H42Br2N2O2S2 MW(分子量): 614.54
  • EINECS: Reaxys Number:
  • Pubchem ID: Brand:BIOFOUNT
Albitiazolium bromide
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中文別名 Albitiazolium bromide
英文別名 SAR97276; SAR-97276; SAR 97276; Albitiazolium bromide
CAS號(hào) 321915-72-4
Inchi InChI=1S/C24H42N2O2S2.2BrH/c1-21-23(13-17-27)29-19-25(21)15-11-9-7-5-3-4-6-8-10-12-16-26-20-30-24(14-18-28)22(26)2;;/h19-20,27-28H,3-18H2,1-2H3;2*1H/q+2;;/p-2
InchiKey AFJCGBHHSKAACR-UHFFFAOYSA-L
分子式 Formula C24H42Br2N2O2S2
分子量 Molecular Weight 614.54
溶解度Solubility
性狀 Solid powder
儲(chǔ)藏條件 Storage conditions Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).
產(chǎn)品說(shuō)明 Albitiazolium bromide(CAS:321915-72-4):僅限應(yīng)用于工業(yè)或者科學(xué)研究過(guò)程中非醫(yī)療目的,不應(yīng)用于人類或動(dòng)物的臨床診斷以及治過(guò)程療,該產(chǎn)品非藥用,非食用。
IntroductionAlbitiazolium bromide, also known as SAR 97276, is a choline analogue which is currently being evaluated in clinical trials (phase II) for severe malaria. Albitiazolium bromide inhibits choline transport into Plasmodium-infected erythrocytes, thus preventing parasite PC biosynthesis, and also to interact with plasmodial haemoglobin degradation in the food vacuole.
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[1]Penarete-Vargas DM, Boisson A, Urbach S, Chantelauze H, Peyrottes S, Fraisse L, Vial HJ. A chemical proteomics approach for the search of pharmacological targets of the antimalarial clinical candidate albitiazolium in Plasmodium falciparum using photocrosslinking and click chemistry. PLoS One. 2014 Dec 3;9(12):e113918. doi: 10.1371/journal.pone.0113918. eCollection 2014. PubMed PMID: 25470252; PubMed Central PMCID: PMC4254740.
[2]Peyrottes S, Caldarelli S, Wein S, Perigaud C, Vial H. Exploring prodrug approaches for albitiazolium and its analogues. Curr Top Med Chem. 2014;14(14):1653-67. PubMed PMID: 25116583.
[3] Wein S, Tran Van Ba C, Maynadier M, Bordat Y, Perez J, Peyrottes S, Fraisse L, Vial HJ. New insight into the mechanism of accumulation and intraerythrocytic compartmentation of albitiazolium, a new type of antimalarial. Antimicrob Agents Chemother. 2014 Sep;58(9):5519-27. doi: 10.1128/AAC.00040-14. Epub 2014 Jul 7. PubMed PMID: 25001307; PubMed Central PMCID: PMC4135818.
[4] Caldarelli SA, Hamel M, Duckert JF, Ouattara M, Calas M, Maynadier M, Wein S, Périgaud C, Pellet A, Vial HJ, Peyrottes S. Disulfide prodrugs of albitiazolium (T3/SAR97276): synthesis and biological activities. J Med Chem. 2012 May 24;55(10):4619-28. doi: 10.1021/jm3000328. Epub 2012 May 16. PubMed PMID: 22591034.
[5] Wein S, Maynadier M, Bordat Y, Perez J, Maheshwari S, Bette-Bobillo P, Tran Van Ba C, Penarete-Vargas D, Fraisse L, Cerdan R, Vial H. Transport and pharmacodynamics of albitiazolium, an antimalarial drug candidate. Br J Pharmacol. 2012 Aug;166(8):2263-76. doi: 10.1111/j.1476-5381.2012.01966.x. PubMed PMID: 22471905; PubMed Central PMCID: PMC3437492.
6: Alberge B, Gannoun-Zaki L, Bascunana C, Tran van Ba C, Vial H, Cerdan R. Comparison of the cellular and biochemical properties of Plasmodium falciparum choline and ethanolamine kinases. Biochem J. 2009 Dec 14;425(1):149-58. doi: 10.1042/BJ20091119. PubMed PMID: 19845508.7: Margout D, Wein S, Gandon H, Gattacceca F, Vial HJ, Bressolle FM. Quantitation of SAR97276 in mouse tissues by rapid resolution liquid chromatography-mass spectrometry. J Sep Sci. 2009 Jun;32(11):1808-15. doi: 10.1002/jssc.200900059. PubMed PMID: 19479768.8: Margout D, Bontemps N, Kocken CH, Vial HJ, Bressolle FM. Rapid resolution liquid chromatography-mass spectrometry determination of SAR97276 in monkey matrices. Pharmacokinetics in rhesus monkey infected by Plasmodium cynomolgi. J Pharm Biomed Anal. 2009 Jul 12;49(5):1266-71. doi: 10.1016/j.jpba.2009.02.019. Epub 2009 Feb 27. PubMed PMID: 19303732.9: Taudon N, Margout D, Wein S, Calas M, Vial HJ, Bressolle FM. Quantitative analysis of a bis-thiazolium antimalarial compound, SAR97276, in mouse plasma and red blood cell samples, using liquid chromatography mass spectrometry. J Pharm Biomed Anal. 2008 Jan 7;46(1):148-56. Epub 2007 Oct 13. PubMed PMID: 18023551.10: Nicolas O, Margout D, Taudon N, Wein S, Calas M, Vial HJ, Bressolle FM. Pharmacological properties of a new antimalarial bisthiazolium salt, T3, and a corresponding prodrug, TE3. Antimicrob Agents Chemother. 2005 Sep;49(9):3631-9. PubMed PMID: 16127032; PubMed Central PMCID: PMC1195427.1
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