MedKoo Cat#: 319691 | Name: Deferitazole

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Deferitazole, also known as FBS-0701 and SPD-602, is a new orally active Antimalarial iron chelator for the treatment of transfusional iron overload. Deferitazole displays a high affinity and selectivity for iron(III) as demonstrated by the log β2 = 33.39 ± 0.03 and the pFe(3+) value of 22.3. Deferitazole scavenges iron from labile sources such as citrate and albumin with efficiencies comparable with those of other therapeutic iron chelators, including deferasirox, deferiprone and desferrioxamine. FBS0701 blocks transmission by Plasmodium falciparum gametocyte.

Chemical Structure

Deferitazole
Deferitazole
CAS#945635-15-4 (free acid)

Theoretical Analysis

MedKoo Cat#: 319691

Name: Deferitazole

CAS#: 945635-15-4 (free acid)

Chemical Formula: C18H25NO7S

Exact Mass: 399.1352

Molecular Weight: 399.46

Elemental Analysis: C, 54.12; H, 6.31; N, 3.51; O, 28.04; S, 8.03

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
FBS-0701; FBS0701; FBS 0701; SPD-602; SPD 602; SPD602; Deferitazole
IUPAC/Chemical Name
(S)-2-(2-hydroxy-3-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)phenyl)-4-methyl-4,5-dihydrothiazole-4-carboxylic acid
InChi Key
AWHIMFSHNAAMBM-GOSISDBHSA-N
InChi Code
InChI=1S/C18H25NO7S/c1-18(17(21)22)12-27-16(19-18)13-4-3-5-14(15(13)20)26-11-10-25-9-8-24-7-6-23-2/h3-5,20H,6-12H2,1-2H3,(H,21,22)/t18-/m1/s1
SMILES Code
O=C([C@]1(C)N=C(C2=CC=CC(OCCOCCOCCOC)=C2O)SC1)O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 399.46 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Hider RC, Kong X, Abbate V, Harland R, Conlon K, Luker T. Deferitazole, a new orally active iron chelator. Dalton Trans. 2015 Mar 21;44(11):5197-204. doi: 10.1039/c5dt00063g. PubMed PMID: 25687725. 2: Ferrer P, Vega-Rodriguez J, Tripathi AK, Jacobs-Lorena M, Sullivan DJ Jr. Antimalarial iron chelator FBS0701 blocks transmission by Plasmodium falciparum gametocyte activation inhibition. Antimicrob Agents Chemother. 2015 Mar;59(3):1418-26. doi: 10.1128/AAC.04642-14. Epub 2014 Dec 15. PubMed PMID: 25512427; PubMed Central PMCID: PMC4325789. 3: Gumienna-Kontecka E, Pyrkosz-Bulska M, Szebesczyk A, Ostrowska M. Iron chelating strategies in systemic metal overload, neurodegeneration and cancer. Curr Med Chem. 2014;21(33):3741-67. Review. PubMed PMID: 25005181. 4: Ferrer P, Tripathi AK, Clark MA, Hand CC, Rienhoff HY Jr, Sullivan DJ Jr. Antimalarial iron chelator, FBS0701, shows asexual and gametocyte Plasmodium falciparum activity and single oral dose cure in a murine malaria model. PLoS One. 2012;7(5):e37171. doi: 10.1371/journal.pone.0037171. Epub 2012 May 21. PubMed PMID: 22629364; PubMed Central PMCID: PMC3357340. 5: Ma Y, Zhou T, Kong X, Hider RC. Chelating agents for the treatment of systemic iron overload. Curr Med Chem. 2012;19(17):2816-27. Review. PubMed PMID: 22455586. 6: Neufeld EJ, Galanello R, Viprakasit V, Aydinok Y, Piga A, Harmatz P, Forni GL, Shah FT, Grace RF, Porter JB, Wood JC, Peppe J, Jones A, Rienhoff HY Jr. A phase 2 study of the safety, tolerability, and pharmacodynamics of FBS0701, a novel oral iron chelator, in transfusional iron overload. Blood. 2012 Apr 5;119(14):3263-8. doi: 10.1182/blood-2011-10-386268. Epub 2012 Jan 17. PubMed PMID: 22251482; PubMed Central PMCID: PMC3321852. 7: Rienhoff HY Jr, Viprakasit V, Tay L, Harmatz P, Vichinsky E, Chirnomas D, Kwiatkowski JL, Tapper A, Kramer W, Porter JB, Neufeld EJ. A phase 1 dose-escalation study: safety, tolerability, and pharmacokinetics of FBS0701, a novel oral iron chelator for the treatment of transfusional iron overload. Haematologica. 2011 Apr;96(4):521-5. doi: 10.3324/haematol.2010.034405. Epub 2010 Dec 20. PubMed PMID: 21173101; PubMed Central PMCID: PMC3069228.