Nifuroxazide - CAS 965-52-6
Catalog number:
B0084-305684
Category:
Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C12H9N3O5
Molecular Weight:
275.22
COA:
Inquire
Targets:
STAT
Description:
Nifuroxazide is a cell-permeable and orally available nitrofuran-based antidiarrheal agent that effectively suppresses the activation of cellular STAT1/3/5 transcription activity with IC50 of 3 μM against IL-6-induced STAT3 activation in U3A cells.
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Catalog Number Size Price Stock Quantity
B0084-305684 5 g $199 In stock
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Brife Description:
nitrofuran-based antidiarrheal agent
Purity:
>98%
Synonyms:
Nifuroxazid; Dicoferin; Diarlidan; Nifuroxazida
MSDS:
Inquire
Application:
broad-spectrum nitrofuran antibiotic
InChIKey:
YCWSUKQGVSGXJO-NTUHNPAUSA-N
InChI:
InChI=1S/C12H9N3O5/c16-9-3-1-8(2-4-9)12(17)14-13-7-10-5-6-11(20-10)15(18)19/h1-7,16H,(H,14,17)/b13-7+
Canonical SMILES:
C1=CC(=CC=C1C(=O)NN=CC2=CC=C(O2)[N+](=O)[O-])O
1.Caco-2 cells permeability evaluation of nifuroxazide derivatives with potential activity against methicillin-resistant Staphylococcus aureus (MRSA).
B Fernandes M1, Gonçalves JE, C Tavares L, Storpirtis S. Drug Dev Ind Pharm. 2015;41(7):1066-72. doi: 10.3109/03639045.2014.925919. Epub 2014 Jun 11.
Throughout the period of evaluation and selection in drug development, the assessment of the permeability potential of a compound to achieve an efficient refinement of the molecular structure has been widely appraised by the transport of substances across cell monolayers. This study aims to develop in vitro assays through Caco-2 cells in order to analyze the permeability of 5-nitro-heterocyclic compounds analogues to nifuroxazide with antimicrobial activity, especially showing promising activity against multidrug-resistant Staphylococcus aureus (MRSA). Caco-2 cell monolayers cultivated for 21 days in Transwell® plates were used for the in vitro permeability assays. The quantification of the nifuroxazide derivatives in the basolateral chambers was performed by a validated high performance liquid chromatography with UV (HPLC-UV) method. Apparent permeability values (Papp) show that these compounds can be considered as new drug candidates with the potential to present high absorption in vivo, according to the classifications of Yee and Biganzoli.
2.A validated spectrofluorimetric method for the determination of nifuroxazide through coumarin formation using experimental design.
El-Zaher AA1, Mahrouse MA. Chem Cent J. 2013 May 23;7(1):90. doi: 10.1186/1752-153X-7-90.
BACKGROUND: Nifuroxazide (NF) is an oral nitrofuran antibiotic, having a wide range of bactericidal activity against gram positive and gram negative enteropathogenic organisms. It is formulated either in single form, as intestinal antiseptic or in combination with drotaverine (DV) for the treatment of gastroenteritis accompanied with gastrointestinal spasm. Spectrofluorimetry is a convenient and sensitive technique for pharmaceutical quality control. The new proposed spectrofluorimetric method allows its determination either in single form or in binary mixture with DV. Furthermore, experimental conditions were optimized using the new approach: Experimental design, which has many advantages over the old one, one variable at a time (OVAT approach).
3.Residue depletion of nifuroxazide in broiler chicken.
Gao F1, Zhang QD, Zhang ZH, Yan XD, Zhang HC, Wang JP. J Sci Food Agric. 2013 Jul;93(9):2172-8. doi: 10.1002/jsfa.6024. Epub 2013 Jan 21.
BACKGROUND: Several nitrofuran drugs have been prohibited for use in food producing animals due to their carcinogenic and mutagenic effects. However, one of the nitrofurans, nifuroxazide, is still used as a veterinary drug in some countries. This study was conducted to investigate the residue depletion of nifuroxazide in broiler chicken. Chickens were fed with dietary feeds containing 50 mg kg⁻¹ of nifuroxazide for seven consecutive days. Liver, kidney, muscle and plasma samples were collected at different withdrawal periods, and the residues of parent nifuroxazide and its acid-hydrolysable side chain, 4-hydroxybenzhydrazide (HBH), in these samples were determined.
4.Nifuroxazide exerts potent anti-tumor and anti-metastasis activity in melanoma.
Zhu Y1, Ye T1, Yu X2, Lei Q1, Yang F1, Xia Y1, Song X1, Liu L1,3, Deng H1, Gao T1, Peng C1,3, Zuo W1, Xiong Y4, Zhang L1, Wang N1, Zhao L1, Xie Y1, Yu L1, Wei Y1. Sci Rep. 2016 Feb 2;6:20253. doi: 10.1038/srep20253.
Melanoma is a highly malignant neoplasm of melanocytes with considerable metastatic potential and drug resistance, explaining the need for new candidates that inhibit tumor growth and metastasis. The signal transducer and activator of the transcription 3 (Stat3) signaling pathway plays an important role in melanoma and has been validated as promising anticancer target for melanoma therapy. In this study, nifuroxazide, an antidiarrheal agent identified as an inhibitor of Stat3, was evaluated for its anti-melanoma activity in vitro and in vivo. It had potent anti-proliferative activity against various melanoma cell lines and could induce G2/M phase arrest and cell apoptosis. Moreover, nifuroxazide markedly impaired melanoma cell migration and invasion by down-regulating phosphorylated-Src, phosphorylated-FAK, and expression of matrix metalloproteinase (MMP) -2, MMP-9 and vimentin. It also significantly inhibited tumor growth without obvious side effects in the A375-bearing mice model by inducing apoptosis and reducing cell proliferation and metastasis.
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CAS 965-52-6 Nifuroxazide

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