A nitrofuran antibiotic and CAIX and CAXII inhibitor
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Furagin

Item No. 46281

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-[[3-(5-nitro-2-furanyl)-2-propen-1-ylidene]amino]-2,4-imidazolidinedione
CAS Number
1672-88-4
Synonyms
  • Furazidin
  • Furazidine
Molecular Formula
C10H8N4O5
Formula Weight
264.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble: ≥10 mg/ml
SMILES
O=C1NC(CN1N=CC=CC2=CC=C([N+]([O-])=O)O2)=O
InChi Code
InChI=1S/C10H8N4O5/c15-8-6-13(10(16)12-8)11-5-1-2-7-3-4-9(19-7)14(17)18/h1-5H,6H2,(H,12,15,16)
InChi Key
DECBQELQORZLLP-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

    $39

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    1 g

    $59

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    5 g

    $273

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    10 g

    $468

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    Cayman Chemical
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    Product Description

    Furagin is a nitrofuran antibiotic and inhibitor of carbonic anhydrase IX (CAIX) and CAXII (Kis = 260 and 57 nM, respectively).1,2 It is selective for CAIX and CAXII over CAI and CAII (Kis = >100 and 9.6 µM, respectively).2 Furagin is active against S. aureus and B. mycoides.1 It is cytotoxic to E. coli WP2 uvrA (LD50 = 14 µM), a strain that lacks uvr-dependent excision repair capability, and induces mutations in the same strain at a frequency of 130 per 106 survivors when used at a concentration corresponding to its LD50 value.3 Formulations containing furagin have been used in the treatment of lower urinary tract infections.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lukevits, É., and Demicheva, L. Biological activity of furan derivatives (review). Chem. Heterocycl. Compd. 29, 243–267 (1993).

    2. Pustenko, A., Nocentini, A., Gratteri, P., et al. The antibiotic furagin and its derivatives are isoform-selective human carbonic anhydrase inhibitors. J. Enzyme Inhib. Med. Chem. 35(1), 1011-1020 (2020).

    3. Lu, C., McCalla, D.R., and Bryant, D.W. Action of nitrofurans on E. coli: Mutation and induction and repair of daughter-strand gaps in DNA. Mutat. Res. 67(2), 133-144 (1979).