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Merck
CN

SML2837

Sigma-Aldrich

Tizoxanide

≥98% (HPLC)

别名:

2-Hydroxy-N-(5-nitro-2-thiazolyl)benzamide, 2-Hydroxy-N-(5-nitrothiazol-2-yl)benzamide, Desacetyl-NTZ, Desacetyl-nitazoxanide, NSC 697856, NTZ metabolite, Nitazoxanide metabolite, TIZ

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About This Item

经验公式(希尔记法):
C10H7N3O4S
分子量:
265.25
MDL编号:
UNSPSC代码:
12352200
NACRES:
NA.77

质量水平

方案

≥98% (HPLC)

表单

powder

颜色

white to beige

溶解性

DMSO: 2 mg/mL, clear

储存温度

2-8°C

SMILES字符串

OC1=C(C(NC2=NC=C([N+]([O-])=O)S2)=O)C=CC=C1

InChI

1S/C10H7N3O4S/c14-7-4-2-1-3-6(7)9(15)12-10-11-5-8(18-10)13(16)17/h1-5,14H,(H,11,12,15)

InChI key

FDTZUTSGGSRHQF-UHFFFAOYSA-N

生化/生理作用

Tizoxanide (TIZ) is the active metabolite of the broad-spectrum parasiticidal drug nitazoxanide (NTZ), a noncompetitive inhibitor against bacterial pyruvate-ferredoxin oxidoreductase (PFOR Ki 2 to 10 μM). NTZ deacetylates rapidly to TIZ in plasma (t1/2 ~6 min at 37°C in human plasma) and in the presence of liver microsomes. NTZ is also reported to exhibit antiviral activity against Hepatitis C, Norovirus, Paramyxovirus, Influenza, Vaccinia, and Zika.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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分析证书(COA)

Lot/Batch Number

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Y Yamamoto et al.
Chemotherapy, 45(4), 303-312 (1999-07-08)
Nitazoxanide (NTZ), a synthesized drug of the nitrothiazolide class, was initially developed as an antiparasitic compound. This compound has recently been shown to have antibacterial activities against some bacterial pathogens. In the present study, NTZ and its main metabolite tizoxanide
F Mégraud et al.
Antimicrobial agents and chemotherapy, 42(11), 2836-2840 (1998-10-31)
Nitazoxanide, a thiazolide compound, and its desacetyl derivative, tizoxanide, have antimicrobial properties against anaerobic bacteria, as well as against helminths and protozoa. Because the treatment of Helicobacter pylori infection may be jeopardized by metronidazole resistance, nitazoxanide and tizoxanide were tested
L Dubreuil et al.
Antimicrobial agents and chemotherapy, 40(10), 2266-2270 (1996-10-01)
The antibacterial activities of nitazoxanide and its main metabolite, tizoxanide, were tested against a broad range of bacteria, including anaerobes. Metronidazole, amoxicillin, amoxicillin-clavulanic acid, piperacillin, cefoxitin, imipenem, and clindamycin were used as positive controls. MICs were determined by reference agar
Jinqiu Liu et al.
Biomedical chromatography : BMC, 30(11), 1744-1749 (2016-04-24)
Nitazoxanide (NTZ) is a broad-spectrum antimicrobial agent. Tizoxanide (T) and tizoxanide glucuronide (TG) are the major circulating metabolites after oral administration of NTZ. A rapid and specific LC-MS/MS method for the simultaneous quantification of T and TG in mouse plasma
Paul S Hoffman et al.
Antimicrobial agents and chemotherapy, 51(3), 868-876 (2006-12-13)
Nitazoxanide (NTZ) exhibits broad-spectrum activity against anaerobic bacteria and parasites and the ulcer-causing pathogen Helicobacter pylori. Here we show that NTZ is a noncompetitive inhibitor (K(i), 2 to 10 microM) of the pyruvate:ferredoxin/flavodoxin oxidoreductases (PFORs) of Trichomonas vaginalis, Entamoeba histolytica

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