An internal standard for the quantification of nifurtimox
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Unlabeled Version(s)
21784Nifurtimox
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Nifurtimox-d4

Item No. 28889

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(E)-3-methyl-4-(((5-nitrofuran-2-yl)methylene)amino)thiomorpholine 1,1-dioxide-2,2,6,6-d4
Molecular Formula
C10H9D4N3O5S
Formula Weight
291.3
Purity
≥99% deuterated forms (d1-d4)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile:Methanol (1:1): solubleDMSO: soluble
SMILES
O=S1(C([2H])([2H])CN(/N=C/C2=CC=C([N+]([O-])=O)O2)C(C)C1([2H])[2H])=O
InChi Code
InChI=1S/C10H13N3O5S/c1-8-7-19(16,17)5-4-12(8)11-6-9-2-3-10(18-9)13(14)15/h2-3,6,8H,4-5,7H2,1H3/b11-6+/i5D2,7D2
InChi Key
ARFHIAQFJWUCFH-XOPPVUJMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $666

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    Cayman Chemical
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    Product Description

    Nifurtimox-d4 is intended for use as an internal standard for the quantification of nifurtimox (Item No. 21784) by GC- or LC-MS. Nifurtimox is an antiprotozoal agent.1 It is active against Taluahuén, LQ, and Brener strains of T. cruzi epimastigotes with IC50 values of 9.91, 12.28, and 10.44 µM, respectively. Nifurtimox inhibits clonogenic growth of HCT116, H838, C33A, LN18, KNS42, MDA-MB-231, and FaDu tumor cells under hypoxic conditions.2 It reduces parasitemia and increases survival in a mouse model of T. cruzi infection when administered at doses of 10 and 40 mg/kg per day.3 Dietary administration of nifurtimox (150 mg/kg per day for 28 days) increases tumor cell apoptosis and reduces tumor growth in an SMS-KCNR mouse xenograft model.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Maya, J.D., Bollo, S., Nuñez-Vergara, L.J., et al. Trypanosoma cruzi: Effect and mode of action of nitroimidazole and nitrofuran derivatives. Biochem. Pharmacol. 65(6), 999-1006 (2003).

    2. Li, Q., Lin, Q., Kim, H., et al. The anti-protozoan drug nifurtimox preferentially inhibits clonogenic tumor cells under hypoxic conditions. Am. J. Cancer Res. 7(5), 1084-1095 (2017).

    3. Santeliz, S., Caicedo, P., Giraldo, E., et al. Dipyridamole potentiated the trypanocidal effect of nifurtimox and improved the cardiac function in NMRI mice with acute chagasic myocarditis. Mem. Inst. Oswaldo Cruz 112(9), 596-608 (2017).

    4. Saulnier Sholler, G.L., Brard, L., Straub, J.A., et al. Nifurtimox induces apoptosis of neuroblastoma cells in vitro and in vivo. J. Pediatr. Hematol. Oncol. 31(3), 187-193 (2009).