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Albitiazolium bromide CAS: 321915-72-4

Category: Inhibitors
Product Name: Albitiazolium bromide
Cat No: I000439
CAS No: 321915-72-4
Synonyms: SAR97276; SAR-97276; SAR 97276; Albitiazolium bromide;3,3'-(dodecane-1,12-diyl)bis(5-(2-hydroxyethyl)-4-methylthiazol-3-ium) bromide
Molecular Formula: C24H42Br2N2O2S2
Molecular Weight: 614.54
SMILES: CC1=C(CCO)SC=[N+]1CCCCCCCCCCCC[N+]2=CSC(CCO)=C2C.[Br-].[Br-]
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
Solubility: Soluble in DMSO, not in water
CAS 321915-72-4,Albitiazolium bromide
  • Description

Albitiazolium bromide(cas 321915-72-4), 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.

  • Spec

Appearance:Solid powder
Purity: > 98%

  • References

1: 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.
2: 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.
3: 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.
4: 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.
5: 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.


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