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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

检测方案

≥98% (HPLC)

形式

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.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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J Broekhuysen et al.
International journal of clinical pharmacology and therapeutics, 38(8), 387-394 (2000-09-13)
Nitazoxanide (N), a new broad-spectrum parasiticidal agent, is rapidly deacetylated to tizoxanide (T). The objective of the study was to determine if metabolites other than T are present in the plasma and excreted after single dose oral administration of radiocarbon-labelled
Z Zhao et al.
Journal of veterinary pharmacology and therapeutics, 33(2), 147-153 (2010-05-07)
The pharmacokinetics of tizoxanide (T), the active metabolite of nitazoxanide (NTZ), and its protein binding ability in goat plasma and in the solutions of albumin and alpha-1-acid-glycoprotein were investigated. The plasma and protein binding samples were analyzed using a high-performance
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
A Stockis et al.
International journal of clinical pharmacology and therapeutics, 40(5), 213-220 (2002-06-08)
Nitazoxanide (N) is a new broad-spectrum intestinal antiparasitic agent. Deacetyl-N or tizoxanide (T) and its glucuronide (TG) are the major circulating species metabolites after oral administration of N. Bioavailability is substantially increased by food. The objectives of this phase IA
Elizabeth P Harausz et al.
Tuberculosis (Edinburgh, Scotland), 98, 92-96 (2016-05-10)
Nitazoxanide (NTZ) and its metabolite tizoxanide (TIZ) were studied as antimycobacterial agents in vitro (in mycobacterial growth indicator tube [MGIT] cultures) and in a whole blood bactericidal assay. Both NTZ and TIZ show high protein binding. In MGIT cultures (albumin concentration = 78 μM)

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