Nitazoxanide (BioDeep_00000018474)
human metabolite blood metabolite
代谢物信息卡片
2-[(5-nitro-1,3-thiazol-2-yl)carbamoyl]phenyl acetate
化学式: C12H9N3O5S (307.0262904)
中文名称: 硝唑尼特
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(=O)OC1=CC=CC=C1C(=O)NC1=NC=C(S1)[N+]([O-])=O
InChI: InChI=1S/C12H9N3O5S/c1-7(16)20-9-5-3-2-4-8(9)11(17)14-12-13-6-10(21-12)15(18)19/h2-6H,1H3,(H,13,14,17)
描述信息
Nitazoxanide, also known by the brand name Alinia, is a synthetic nitrothiazolyl-salicylamide derivative and an anti-protozoal agent. It is approved for treatment of infectious diarrhea caused by Cryptosporidium parvum and Giardia lamblia in patients 1 year of age and older. Following oral administration it is rapidly hydrolyzed to its active metabolite, tizoxanide, which is 99\\% protein bound. Peak concentrations are observed 1-4 hours after administration. It is excreted in the urine, bile and feces. Untoward effects include abdominal pain, vomiting and diarrhea. [Wikipedia]
P - Antiparasitic products, insecticides and repellents > P01 - Antiprotozoals > P01A - Agents against amoebiasis and other protozoal diseases
C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C277 - Antiprotozoal Agent
COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
同义名列表
18 个代谢物同义名
2-[(5-nitro-1,3-thiazol-2-yl)carbamoyl]phenyl acetate; 2-(Acetolyloxy)-N-(5-nitro-2-thiazolyl)benzamide; 2-Acetyloxy-N-[(5-nitro-2-thiazolyl)]benzamide; Columbia brand 3 OF nitazoxanide; Columbia brand 1 OF nitazoxanide; Columbia brand 2 OF nitazoxanide; Romark brand 1 OF nitazoxanide; Romark brand 2 OF nitazoxanide; Tizoxanide glucuronide; NITAZOXANIDE; Nitazoxanid; Taenitaz; Colufase; Heliton; Cryptaz; Alinia; Daxon; NTZ
数据库引用编号
9 个数据库交叉引用编号
- ChEBI: CHEBI:94807
- PubChem: 41684
- HMDB: HMDB0014649
- DrugBank: DB00507
- ChEMBL: CHEMBL1401
- Wikipedia: Nitazoxanide
- chemspider: 38037
- CAS: 55981-09-4
- PMhub: MS000008310
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
1 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Nancy Abd-Elkader Hagras, Shaimaa Makled, Eman Sheta, Mohamed Ali El-Hawary, Nermine Mogahed Fawzy Hussein Mogahed. Potent efficiency of the novel nitazoxanide-loaded nanostructured lipid carriers against experimental cyclosporiasis.
PLoS neglected tropical diseases.
2023 Dec; 17(12):e0011845. doi:
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Molecules (Basel, Switzerland).
2023 Aug; 28(15):. doi:
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The Journal of infectious diseases.
2023 Jul; ?(?):. doi:
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Journal of natural products.
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Analytica chimica acta.
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ACS biomaterials science & engineering.
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BMC infectious diseases.
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Digestive diseases and sciences.
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European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2018 Jan; 111(?):526-533. doi:
10.1016/j.ejps.2017.10.038. [PMID: 29097304] - Danielle Tilmanis, Carel van Baalen, Ding Yuan Oh, Jean-Francois Rossignol, Aeron C Hurt. The susceptibility of circulating human influenza viruses to tizoxanide, the active metabolite of nitazoxanide.
Antiviral research.
2017 Nov; 147(?):142-148. doi:
10.1016/j.antiviral.2017.10.002. [PMID: 28986103] - Mona Ah Shehata, Raghda Talaat, Samah Soliman, Huda Elmesseri, Shaimaa Soliman, Sherief Abd-Elsalam. Randomized controlled study of a novel triple nitazoxanide (NTZ)-containing therapeutic regimen versus the traditional regimen for eradication of Helicobacter pylori infection.
Helicobacter.
2017 Oct; 22(5):. doi:
10.1111/hel.12395. [PMID: 28524341] - Noha Madbouly Taha, Hebat-Allah Salah A Yousof, Shaimaa H El-Sayed, Azza Ibrahim Younis, Mohamed Sherif Ismail Negm. Atorvastatin repurposing for the treatment of cryptosporidiosis in experimentally immunosuppressed mice.
Experimental parasitology.
2017 Oct; 181(?):57-69. doi:
10.1016/j.exppara.2017.07.010. [PMID: 28764965] - Sylvia Afriyie Squire, Una Ryan. Cryptosporidium and Giardia in Africa: current and future challenges.
Parasites & vectors.
2017 Apr; 10(1):195. doi:
10.1186/s13071-017-2111-y. [PMID: 28427454] - Anuradha Gupta, Sachin L Tulsankar, Rabi S Bhatta, Amit Misra. Pharmacokinetics, Metabolism, and Partial Biodistribution of 'Pincer Therapeutic' Nitazoxanide in Mice following Pulmonary Delivery of Inhalable Particles.
Molecular pharmaceutics.
2017 04; 14(4):1204-1211. doi:
10.1021/acs.molpharmaceut.6b01089. [PMID: 28263078] - Mario Moron-Soto, Lilia Gutierrez, Héctor Sumano, Graciela Tapia, Yazmin Alcala-Canto. Efficacy of nitazoxanide to treat natural Giardia infections in dogs.
Parasites & vectors.
2017 01; 10(1):52. doi:
10.1186/s13071-017-1998-7. [PMID: 28143543] - Sangun Lee, Melanie Harwood, Don Girouard, Marvin J Meyers, Mary A Campbell, Gillian Beamer, Saul Tzipori. The therapeutic efficacy of azithromycin and nitazoxanide in the acute pig model of Cryptosporidium hominis.
PloS one.
2017; 12(10):e0185906. doi:
10.1371/journal.pone.0185906. [PMID: 28973041] - Silvana Carnevale, Jorge Bruno Malandrini, María Laura Pantano, Mirna Sawicki, Claudia Cecilia Soria, Lein Hung Kuo, Laura Kamenetzky, Osvaldo Germán Astudillo, Jorge Néstor Velásquez. Fasciola hepatica infection in humans: overcoming problems for the diagnosis.
Acta parasitologica.
2016 Dec; 61(4):776-783. doi:
10.1515/ap-2016-0107. [PMID: 27787223] - Takao Asai, Claudia Còrdova Vidal, Wilma Strauss, Toshikazu Ikoma, Kazuo Endoh, Masaharu Yamamoto. Effect of Mass Stool Examination and Mass Treatment For Decreasing Intestinal Helminth and Protozoan Infection Rates in Bolivian Children: A Cross-Sectional Study.
PLoS neglected tropical diseases.
2016 12; 10(12):e0005147. doi:
10.1371/journal.pntd.0005147. [PMID: 27923058] - Jinqiu Liu, Fanhua Meng, Zhaofeng Li, Lin Yu, Shuangqing Peng, Jifen Guo, Haiyan Xu. Simultaneous quantification of tizoxanide and tizoxanide glucuronide in mouse plasma by liquid chromatography-tandem mass spectrometry.
Biomedical chromatography : BMC.
2016 Nov; 30(11):1744-1749. doi:
10.1002/bmc.3748. [PMID: 27105783] - J Brunet, J P Lemoine, B Pesson, S Valot, M Sautour, F Dalle, C Muller, C Borni-Duval, S Caillard, B Moulin, A W Pfaff, R Razakandrainibe, A Abou-Bacar, L Favennec, E Candolfi. Ruling out nosocomial transmission of Cryptosporidium in a renal transplantation unit: case report.
BMC infectious diseases.
2016 Aug; 16(?):363. doi:
10.1186/s12879-016-1661-5. [PMID: 27484187] - Elizabeth P Harausz, Keith A Chervenak, Caryn E Good, Michael R Jacobs, Robert S Wallis, Manuel Sanchez-Felix, W Henry Boom. Activity of nitazoxanide and tizoxanide against Mycobacterium tuberculosis in vitro and in whole blood culture.
Tuberculosis (Edinburgh, Scotland).
2016 05; 98(?):92-6. doi:
10.1016/j.tube.2016.03.002. [PMID: 27156623] - Jean-François Rossignol. Nitazoxanide, a new drug candidate for the treatment of Middle East respiratory syndrome coronavirus.
Journal of infection and public health.
2016 May; 9(3):227-30. doi:
10.1016/j.jiph.2016.04.001. [PMID: 27095301] - Ceballos Laura, Elissondo Celina, Sánchez Bruni Sergio, Denegri Guillermo, Lanusse Carlos, Alvarez Luis. Combined flubendazole-nitazoxanide treatment of cystic echinococcosis: Pharmacokinetic and efficacy assessment in mice.
Acta tropica.
2015 Aug; 148(?):89-96. doi:
10.1016/j.actatropica.2015.04.019. [PMID: 25917712] - Wojciech Senkowski, Xiaonan Zhang, Maria Hägg Olofsson, Ruben Isacson, Urban Höglund, Mats Gustafsson, Peter Nygren, Stig Linder, Rolf Larsson, Mårten Fryknäs. Three-Dimensional Cell Culture-Based Screening Identifies the Anthelmintic Drug Nitazoxanide as a Candidate for Treatment of Colorectal Cancer.
Molecular cancer therapeutics.
2015 Jun; 14(6):1504-16. doi:
10.1158/1535-7163.mct-14-0792. [PMID: 25911689] - Jianzhong Cao, J Craig Forrest, Xuming Zhang. A screen of the NIH Clinical Collection small molecule library identifies potential anti-coronavirus drugs.
Antiviral research.
2015 Feb; 114(?):1-10. doi:
10.1016/j.antiviral.2014.11.010. [PMID: 25451075] - Jean-François Rossignol. Nitazoxanide: a first-in-class broad-spectrum antiviral agent.
Antiviral research.
2014 Oct; 110(?):94-103. doi:
10.1016/j.antiviral.2014.07.014. [PMID: 25108173] - Vidyut Bhatia, Akshay Kapoor, Anupam Sibal. Prevalence of Cryptosporidium in immunocompetent Indian children with recurrent abdominal pain.
Tropical gastroenterology : official journal of the Digestive Diseases Foundation.
2014 Oct; 35(4):277. doi:
10.7869/tg.236. [PMID: 26349182] - Omodele Ashiru, Jonathon D Howe, Terry D Butters. Nitazoxanide, an antiviral thiazolide, depletes ATP-sensitive intracellular Ca(2+) stores.
Virology.
2014 Aug; 462-463(?):135-48. doi:
10.1016/j.virol.2014.05.015. [PMID: 24971706] - Jason Haffizulla, Aaron Hartman, Melanie Hoppers, Harvey Resnick, Steve Samudrala, Christine Ginocchio, Matthew Bardin, Jean-François Rossignol. Effect of nitazoxanide in adults and adolescents with acute uncomplicated influenza: a double-blind, randomised, placebo-controlled, phase 2b/3 trial.
The Lancet. Infectious diseases.
2014 Jul; 14(7):609-18. doi:
10.1016/s1473-3099(14)70717-0. [PMID: 24852376] - Kristiana Nikolova, Christian Gluud, Berit Grevstad, Janus C Jakobsen. Nitazoxanide for chronic hepatitis C.
The Cochrane database of systematic reviews.
2014 Apr; ?(4):CD009182. doi:
10.1002/14651858.cd009182.pub2. [PMID: 24706397] - Tamalee Roberts, John Ellis, John Harkness, Deborah Marriott, Damien Stark. Treatment failure in patients with chronic Blastocystis infection.
Journal of medical microbiology.
2014 Feb; 63(Pt 2):252-257. doi:
10.1099/jmm.0.065508-0. [PMID: 24243286] - Juliana Tonini Mesquita, Erika Gracielle Pinto, Noemi Nosomi Taniwaki, Andres Jimenez Galisteo, Andre Gustavo Tempone. Lethal action of the nitrothiazolyl-salicylamide derivative nitazoxanide via induction of oxidative stress in Leishmania (L.) infantum.
Acta tropica.
2013 Dec; 128(3):666-73. doi:
10.1016/j.actatropica.2013.09.018. [PMID: 24071379] - Narendra Vadlamudi, Jeanine Maclin, Reed A Dimmitt, Kirk A Thame. Cryptosporidial infection in children with inflammatory bowel disease.
Journal of Crohn's & colitis.
2013 Oct; 7(9):e337-43. doi:
10.1016/j.crohns.2013.01.015. [PMID: 23415795] - M Sede, N Laufer, D Ojeda, A Gun, P Cahn, J Quarleri. Analysis of sequences of hepatitis C virus NS5A genotype 1 in HIV-coinfected patients with a null response to nitazoxanide or peg-interferon plus ribavirin.
Archives of virology.
2013 Sep; 158(9):1907-15. doi:
10.1007/s00705-013-1687-6. [PMID: 23553458] - David T Bolick, James K Roche, Raquel Hontecillas, Josep Bassaganya-Riera, James P Nataro, Richard L Guerrant. Enteroaggregative Escherichia coli strain in a novel weaned mouse model: exacerbation by malnutrition, biofilm as a virulence factor and treatment by nitazoxanide.
Journal of medical microbiology.
2013 Jun; 62(Pt 6):896-905. doi:
10.1099/jmm.0.046300-0. [PMID: 23475903] - A Marathe, K Parikh. Severe diarrhoea due to Cystoisospora belli in renal transplant patient on immunosuppressive drugs.
Indian journal of medical microbiology.
2013 Apr; 31(2):185-7. doi:
10.4103/0255-0857.115227. [PMID: 23867679] - Cirle A Warren, Edward J van Opstal, Mary S Riggins, Yuesheng Li, John H Moore, Glynis L Kolling, Richard L Guerrant, Paul S Hoffman. Vancomycin treatment's association with delayed intestinal tissue injury, clostridial overgrowth, and recurrence of Clostridium difficile infection in mice.
Antimicrobial agents and chemotherapy.
2013 Feb; 57(2):689-96. doi:
10.1128/aac.00877-12. [PMID: 23147742] - Benjamin Speich, Hanspeter Marti, Shaali M Ame, Said M Ali, Isaac I Bogoch, Jürg Utzinger, Marco Albonico, Jennifer Keiser. Prevalence of intestinal protozoa infection among school-aged children on Pemba Island, Tanzania, and effect of single-dose albendazole, nitazoxanide and albendazole-nitazoxanide.
Parasites & vectors.
2013 Jan; 6(?):3. doi:
10.1186/1756-3305-6-3. [PMID: 23289920] - Irit Krause, Jacob Amir, Roxana Cleper, Amit Dagan, Jaqueline Behor, Zmira Samra, Miriam Davidovits. Cryptosporidiosis in children following solid organ transplantation.
The Pediatric infectious disease journal.
2012 Nov; 31(11):1135-8. doi:
10.1097/inf.0b013e31826780f7. [PMID: 22810017] - Ghada M Hadad, Randa A Abdel Salam, Samy Emara. Validated and optimized high-performance liquid chromatographic determination of tizoxanide, the main active metabolite of nitazoxanide in human urine, plasma and breast milk.
Journal of chromatographic science.
2012 Jul; 50(6):509-15. doi:
10.1093/chromsci/bms041. [PMID: 22525879] - Yonca Acikgoz, Ozan Ozkaya, Kenan Bek, Gurkan Genc, Sema Gulnar Sensoy, Murat Hokelek. Cryptosporidiosis: a rare and severe infection in a pediatric renal transplant recipient.
Pediatric transplantation.
2012 Jun; 16(4):E115-9. doi:
10.1111/j.1399-3046.2011.01473.x. [PMID: 21320246] - Seong Keun Hong, Hee Joo Kim, Chang Seon Song, In Soo Choi, Joong Bok Lee, Seung Yong Park. Nitazoxanide suppresses IL-6 production in LPS-stimulated mouse macrophages and TG-injected mice.
International immunopharmacology.
2012 May; 13(1):23-7. doi:
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Journal of postgraduate medicine.
2012 Apr; 58(2):160. doi:
10.4103/0022-3859.97227. [PMID: 22718067] - Wosen Aman, Shaymaa Mousa, Gamal Shiha, Shaker A Mousa. Current status and future directions in the management of chronic hepatitis C.
Virology journal.
2012 Mar; 9(?):57. doi:
10.1186/1743-422x-9-57. [PMID: 22385500] - Karen K Y Lam, Xingji Zheng, Roberto Forestieri, Aruna D Balgi, Matt Nodwell, Sarah Vollett, Hilary J Anderson, Raymond J Andersen, Yossef Av-Gay, Michel Roberge. Nitazoxanide stimulates autophagy and inhibits mTORC1 signaling and intracellular proliferation of Mycobacterium tuberculosis.
PLoS pathogens.
2012; 8(5):e1002691. doi:
10.1371/journal.ppat.1002691. [PMID: 22589723] - Olivier Vandenberg, Françoise Robberecht, Nicolas Dauby, Catherine Moens, Hana Talabani, Eddy Dupont, Jean Menotti, Tom van Gool, Jack Levy. Management of a Cryptosporidium hominis outbreak in a day-care center.
The Pediatric infectious disease journal.
2012 Jan; 31(1):10-5. doi:
10.1097/inf.0b013e318235ab64. [PMID: 22094626] - Lourrany B Costa, Eric A JohnBull, Jordan T Reeves, Jesus Emmanuel Sevilleja, Rosemayre S Freire, Paul S Hoffman, Aldo A M Lima, Reinaldo B Oriá, James K Roche, Richard L Guerrant, Cirle Alcantara Warren. Cryptosporidium-malnutrition interactions: mucosal disruption, cytokines, and TLR signaling in a weaned murine model.
The Journal of parasitology.
2011 Dec; 97(6):1113-20. doi:
10.1645/ge-2848.1. [PMID: 21711105] - F Kheirandish, Mj Tarahi, A Haghighi, E Nazemalhosseini-Mojarad, M Kheirandish. Prevalence of intestinal parasites in bakery workers in khorramabad, lorestan iran.
Iranian journal of parasitology.
2011 Dec; 6(4):76-83. doi:
NULL. [PMID: 22347316] - Danish M Siddiq, Hoonmo L Koo, Javier A Adachi, George M Viola. Norovirus gastroenteritis successfully treated with nitazoxanide.
The Journal of infection.
2011 Nov; 63(5):394-7. doi:
10.1016/j.jinf.2011.08.002. [PMID: 21839773] - Nicholas E Nacca, Michael Asaly, Jennifer Mackey, Richard Cantor. Nausea, vomiting, and diarrhea in a 9-year-old girl.
Pediatric emergency care.
2011 Oct; 27(10):954-6. doi:
10.1097/pec.0b013e3182309d64. [PMID: 21975497] - Doaa A Yones, Gamal A Taher, Zedan Z Ibraheim. In vitro effects of some herbs used in Egyptian traditional medicine on viability of protoscolices of hydatid cysts.
The Korean journal of parasitology.
2011 Sep; 49(3):255-63. doi:
10.3347/kjp.2011.49.3.255. [PMID: 22072825] - F Del Chierico, M Onori, S Di Bella, E Bordi, N Petrosillo, D Menichella, S M Cacciò, F Callea, L Putignani. Cases of cryptosporidiosis co-infections in AIDS patients: a correlation between clinical presentation and GP60 subgenotype lineages from aged formalin-fixed stool samples.
Annals of tropical medicine and parasitology.
2011 Jul; 105(5):339-49. doi:
10.1179/1364859411y.0000000025. [PMID: 21929875] - Zahra Faghiri, Giovanni Widmer. A comparison of the Giardia lamblia trophozoite and cyst transcriptome using microarrays.
BMC microbiology.
2011 May; 11(?):91. doi:
10.1186/1471-2180-11-91. [PMID: 21542940]