Triclabendazole (BioDeep_00000184500)

   

human metabolite blood metabolite


代谢物信息卡片


6-Chloro-5-(2,3-dichlorophenoxy)-2-(methylsulphanyl)-1H-1,3-benzodiazole

化学式: C14H9Cl3N2OS (357.9501154)
中文名称: 三氯苯达唑
谱图信息: 最多检出来源 Homo sapiens(blood) 93.88%

分子结构信息

SMILES: CSC1=NC2=C(N1)C=C(Cl)C(OC1=CC=CC(Cl)=C1Cl)=C2
InChI: InChI=1S/C14H9Cl3N2OS/c1-21-14-18-9-5-8(16)12(6-10(9)19-14)20-11-4-2-3-7(15)13(11)17/h2-6H,1H3,(H,18,19)

描述信息

P - Antiparasitic products, insecticides and repellents > P02 - Anthelmintics > P02B - Antitrematodals
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics
C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C250 - Antihelminthic Agent

同义名列表

13 个代谢物同义名

6-Chloro-5-(2,3-dichlorophenoxy)-2-(methylsulphanyl)-1H-1,3-benzodiazole; 6-chloro-5-(2,3-dichlorophenoxy)-2-(methylsulfanyl)-1H-1,3-benzodiazole; 6-chloro-5-(2,3-Dichlorophenoxy)-2-methylsulphanyl-1H-benzimidazole; 6-Chloro-5-(2,3-dichlorophenoxy)-2-methylthiobenzimidazole; Novartis brand OF triclabendazole; Virbac brand OF triclabendazole; Jurox brand OF triclabendazole; Triclabendazole; Tremacide; Fasicare; Flukare; Fasinex; Egaten



数据库引用编号

9 个数据库交叉引用编号

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

  • Nicola J Beesley, Krystyna Cwiklinski, Katherine Allen, Rebecca C Hoyle, Terry W Spithill, E James La Course, Diana J L Williams, Steve Paterson, Jane E Hodgkinson. A major locus confers triclabendazole resistance in Fasciola hepatica and shows dominant inheritance. PLoS pathogens. 2023 01; 19(1):e1011081. doi: 10.1371/journal.ppat.1011081. [PMID: 36701396]
  • Snehal Daware, Manali Patki, Aishwarya Saraswat, Siddhant Palekar, Ketan Patel. Development of a safe pediatric liquisolid self-nanoemulsifying system of triclabendazole for the treatment of fascioliasis. International journal of pharmaceutics. 2022 Oct; 626(?):122163. doi: 10.1016/j.ijpharm.2022.122163. [PMID: 36067920]
  • Monique Costa, Anderson Saravia, Diego Ubios, Pablo Lores, Valeria da Costa, María Florencia Festari, Mercedes Landeira, Santiago A Rodríguez-Zraquia, Georgget Banchero, Teresa Freire. Liver function markers and haematological dynamics during acute and chronic phases of experimental Fasciola hepatica infection in cattle treated with triclabendazole. Experimental parasitology. 2022 Jul; 238(?):108285. doi: 10.1016/j.exppara.2022.108285. [PMID: 35654132]
  • Beatriz Santana Borges, Gislayne de Paula Bueno, Fernanda Tomiotto-Pellissier, Fabiano Borges Figueiredo, Lia Carolina Soares Medeiros. In vitro anti-Leishmania activity of triclabendazole and its synergic effect with amphotericin B. Frontiers in cellular and infection microbiology. 2022; 12(?):1044665. doi: 10.3389/fcimb.2022.1044665. [PMID: 36699729]
  • Lily Tran, Hayley Toet, Travis Beddoe. Environmental detection of Fasciola hepatica by loop-mediated isothermal amplification. PeerJ. 2022; 10(?):e13778. doi: 10.7717/peerj.13778. [PMID: 35945935]
  • Jules N Kouadio, Jennifer Giovanoli Evack, Louise Y Achi, Oliver Balmer, Jürg Utzinger, Eliézer K N'Goran, Bassirou Bonfoh, Jan Hattendorf, Jakob Zinsstag. Efficacy of triclabendazole and albendazole against Fasciola spp. infection in cattle in Côte d'Ivoire: a randomised blinded trial. Acta tropica. 2021 Oct; 222(?):106039. doi: 10.1016/j.actatropica.2021.106039. [PMID: 34252386]
  • Ming-Cheng Lee, Yin-Kai Chen, Jyy-Jih Tsai-Wu, Yih-Jen Hsu, Bor-Ru Lin. Zinc supplementation augments the suppressive effects of repurposed NF-κB inhibitors on ACE2 expression in human lung cell lines. Life sciences. 2021 Sep; 280(?):119752. doi: 10.1016/j.lfs.2021.119752. [PMID: 34171382]
  • Maria L Morales, Melinda B Tanabe, A Clinton White, Martha Lopez, Ruben Bascope, Miguel M Cabada. Triclabendazole Treatment Failure for Fasciola hepatica Infection among Preschool and School-Age Children, Cusco, Peru1. Emerging infectious diseases. 2021 07; 27(7):1850-1857. doi: 10.3201/eid2707.203900. [PMID: 34152949]
  • Nguyen Van De, Thanh Hoa Le, Veronica H Agramunt, Santiago Mas-Coma. Early Postnatal and Preschool-Age Infection by Fasciola spp.: Report of Five Cases from Vietnam and Worldwide Review. The American journal of tropical medicine and hygiene. 2020 10; 103(4):1578-1589. doi: 10.4269/ajtmh.20-0139. [PMID: 32618259]
  • Coralie L'Ollivier, Carole Eldin, Emilie Lambourg, Philippe Brouqui, Jean Christophe Lagier. Case Report: First Molecular Diagnosis of Liver Abscesses Due to Fasciola hepatica Acute Infection Imported from Vietnam. The American journal of tropical medicine and hygiene. 2020 01; 102(1):106-109. doi: 10.4269/ajtmh.19-0671. [PMID: 31701866]
  • Jane M Kelley, Vignesh Rathinasamy, Timothy P Elliott, Grant Rawlin, Travis Beddoe, Mark A Stevenson, Terry W Spithill. Determination of the prevalence and intensity of Fasciola hepatica infection in dairy cattle from six irrigation regions of Victoria, South-eastern Australia, further identifying significant triclabendazole resistance on three properties. Veterinary parasitology. 2020 Jan; 277(?):109019. doi: 10.1016/j.vetpar.2019.109019. [PMID: 31918044]
  • Juriah Kamaludeen, John Graham-Brown, Nathalie Stephens, Josephine Miller, Alison Howell, Nicola J Beesley, Jane Hodgkinson, Jane Learmount, Diana Williams. Lack of efficacy of triclabendazole against Fasciola hepatica is present on sheep farms in three regions of England, and Wales. The Veterinary record. 2019 04; 184(16):502. doi: 10.1136/vr.105209. [PMID: 30824600]
  • Gillian Gilbert, Fiona S MacGillivray, Helen L Robertson, Nicholas N Jonsson. Adverse effects of routine bovine health treatments containing triclabendazole and synthetic pyrethroids on the abundance of dipteran larvae in bovine faeces. Scientific reports. 2019 03; 9(1):4315. doi: 10.1038/s41598-019-40800-6. [PMID: 30867487]
  • Javiera Romero, Carmen Villaguala, Fernando Quiroz, Carlos Landaeta-Aqueveque, Guillermo Alfaro, Rubén Pérez. Flukicide efficacy against Fasciola hepatica of Triclabendazole and Nitroxynil in cattle of the central valley of Chile. Revista brasileira de parasitologia veterinaria = Brazilian journal of veterinary parasitology : Orgao Oficial do Colegio Brasileiro de Parasitologia Veterinaria. 2019 Jan; 28(1):164-167. doi: 10.1590/s1984-296120180089. [PMID: 30892461]
  • Jahashi Nzalawahe, Rose Hannah, Ahmed A Kassuku, John R Stothard, Gerald Coles, Mark C Eisler. Evaluating the effectiveness of trematocides against Fasciola gigantica and amphistomes infections in cattle, using faecal egg count reduction tests in Iringa Rural and Arumeru Districts, Tanzania. Parasites & vectors. 2018 Jul; 11(1):384. doi: 10.1186/s13071-018-2965-7. [PMID: 29970147]
  • Jane E Hodgkinson, Krystyna Cwiklinski, Nicola Beesley, Catherine Hartley, Katherine Allen, Diana J L Williams. Clonal amplification of Fasciola hepatica in Galba truncatula: within and between isolate variation of triclabendazole-susceptible and -resistant clones. Parasites & vectors. 2018 Jun; 11(1):363. doi: 10.1186/s13071-018-2952-z. [PMID: 29941045]
  • Daniel Real, Stefan Hoffmann, Darío Leonardi, Claudio Salomon, Francisco M Goycoolea. Chitosan-based nanodelivery systems applied to the development of novel triclabendazole formulations. PloS one. 2018; 13(12):e0207625. doi: 10.1371/journal.pone.0207625. [PMID: 30540811]
  • Mohamed M O Abdelaal, Gerard P Brennan, Robert E B Hanna, Ahmed Abdel-Aziz, Ian Fairweather. Disruption of egg production by triclabendazole-resistant Fasciola hepatica following treatment with a commercial preparation of myrrh (Mirazid). Acta parasitologica. 2017 Jun; 62(2):336-347. doi: 10.1515/ap-2017-0041. [PMID: 28426420]
  • A M Phiri, N M Mudenda, M Luwe, I G K Phiri. Use of bait containing triclabendazole against Fasciola gigantica in a herd of captive wild impala (Aepyceros melampus). Journal of helminthology. 2017 May; 91(3):376-379. doi: 10.1017/s0022149x16000304. [PMID: 27225321]
  • Adam Novobilský, Natalia Amaya Solis, Moa Skarin, Johan Höglund. Assessment of flukicide efficacy against Fasciola hepatica in sheep in Sweden in the absence of a standardised test. International journal for parasitology. Drugs and drug resistance. 2016 12; 6(3):141-147. doi: 10.1016/j.ijpddr.2016.06.004. [PMID: 27380550]
  • Helena Greter, Annour A Batil, Idriss O Alfaroukh, Felix Grimm, Bongo N Ngandolo, Jennifer Keiser, Jürg Utzinger, Jakob Zinsstag, Jan Hattendorf. Re-infection with Fasciola gigantica 6-month post-treatment with triclabendazole in cattle from mobile pastoralist husbandry systems at Lake Chad. Veterinary parasitology. 2016 Oct; 230(?):43-48. doi: 10.1016/j.vetpar.2016.10.019. [PMID: 27884440]
  • Mohammad Asadi, Shayessteh Dadfarnia, Ali Mohammad Haji Shabani. Simultaneous extraction and determination of albendazole and triclabendazole by a novel syringe to syringe dispersive liquid phase microextraction-solidified floating organic drop combined with high performance liquid chromatography. Analytica chimica acta. 2016 Aug; 932(?):22-8. doi: 10.1016/j.aca.2016.05.014. [PMID: 27286766]
  • Mohammad Asadi, Ali Mohammad Haji Shabani, Shayessteh Dadfarnia. Simultaneous extraction and quantification of albendazole and triclabendazole using vortex-assisted hollow-fiber liquid-phase microextraction combined with high-performance liquid chromatography. Journal of separation science. 2016 Jun; 39(12):2238-45. doi: 10.1002/jssc.201600286. [PMID: 27079953]
  • Kouroush Manouchehri Naeini, Farnaz Mohammad Nasiri, Mohammad Bagher Rokni, Soleiman Kheiri. Seroprevalence of Human Fascioliasis in Chaharmahal and Bakhtiyari Province, Southwestern Iran. Iranian journal of public health. 2016 Jun; 45(6):774-80. doi: NULL. [PMID: 27648421]
  • Jane M Kelley, Timothy P Elliott, Travis Beddoe, Glenn Anderson, Philip Skuce, Terry W Spithill. Current Threat of Triclabendazole Resistance in Fasciola hepatica. Trends in parasitology. 2016 06; 32(6):458-469. doi: 10.1016/j.pt.2016.03.002. [PMID: 27049013]
  • C McMahon, H W J Edgar, R E B Hanna, S E Ellison, A M Flanagan, M McCoy, P-E Kajugu, A W Gordon, D Irwin, J E Barley, F E Malone, G P Brennan, I Fairweather. Liver fluke control on sheep farms in Northern Ireland: A survey of changing management practices in relation to disease prevalence and perceived triclabendazole resistance. Veterinary parasitology. 2016 Jan; 216(?):72-83. doi: 10.1016/j.vetpar.2015.11.018. [PMID: 26801598]
  • Abdul-Hamid Settenda Lukambagire, Deborah N Mchaile, Mramba Nyindo. Diagnosis of human fascioliasis in Arusha region, northern Tanzania by microscopy and clinical manifestations in patients. BMC infectious diseases. 2015 Dec; 15(?):578. doi: 10.1186/s12879-015-1326-9. [PMID: 26695775]
  • Mohamed A Mekky, Mohammed Tolba, Mohamed O Abdel-Malek, Wael A Abbas, Mohamed Zidan. Human fascioliasis: a re-emerging disease in upper Egypt. The American journal of tropical medicine and hygiene. 2015 Jul; 93(1):76-9. doi: 10.4269/ajtmh.15-0030. [PMID: 25870421]
  • Vicente Maco, Luis Marcos, Jaime Delgado, Julio Herrera, José Nestares, Angelica Terashima, Frine Samalvides, Eduardo Gotuzzo. Efficacy and tolerability of two single-day regimens of triclabendazole for fascioliasis in Peruvian children. Revista da Sociedade Brasileira de Medicina Tropical. 2015 Jul; 48(4):445-53. doi: 10.1590/0037-8682-0148-2015. [PMID: 26312936]
  • Zeynep Taş Cengiz, Hasan Yılmaz, Ahmet Cumhur Dülger, Hayrettin Akdeniz, Mustafa Kasım Karahocagil, Mutalip Çiçek. Seroprevalence of human fascioliasis in Van province, Turkey. The Turkish journal of gastroenterology : the official journal of Turkish Society of Gastroenterology. 2015 May; 26(3):259-62. doi: 10.5152/tjg.2015.8001. [PMID: 26006203]
  • C F Dietrich, A Kabaalioglu, E Brunetti, J Richter. Fasciolosis. Zeitschrift fur Gastroenterologie. 2015 Apr; 53(4):285-90. doi: 10.1055/s-0034-1385728. [PMID: 25860578]
  • R E B Hanna, C McMahon, S Ellison, H W Edgar, P-E Kajugu, A Gordon, D Irwin, J P Barley, F E Malone, G P Brennan, I Fairweather. Fasciola hepatica: a comparative survey of adult fluke resistance to triclabendazole, nitroxynil and closantel on selected upland and lowland sheep farms in Northern Ireland using faecal egg counting, coproantigen ELISA testing and fluke histology. Veterinary parasitology. 2015 Jan; 207(1-2):34-43. doi: 10.1016/j.vetpar.2014.11.016. [PMID: 25529143]
  • Nuria Boix, Elisabet Teixido, Marta Vila-Cejudo, Pedro Ortiz, Elena Ibáñez, Juan M Llobet, Marta Barenys. Triclabendazole sulfoxide causes stage-dependent embryolethality in zebrafish and mouse in vitro. PloS one. 2015; 10(3):e0121308. doi: 10.1371/journal.pone.0121308. [PMID: 25793498]
  • Virginia M Venturina, Ma Antonette F Alejandro, Cyril P Baltazar, Nancy S Abes, Claro N Mingala. Evidence of Fasciola spp. resistance to albendazole, triclabendazole and bromofenofos in water buffaloes (Bubalus bubalis). Annals of parasitology. 2015; 61(4):283-9. doi: 10.17420/ap6104.20. [PMID: 26878627]
  • F Belal, Mohie K Sharaf El-Din, N Elenany, S Saad. Application of liquid chromatographic method with fluorescence detection for the determination of triclabendazole in tablets and biological fluids. Luminescence : the journal of biological and chemical luminescence. 2014 Sep; 29(6):559-65. doi: 10.1002/bio.2577. [PMID: 24142811]
  • P Ortiz, N Castope, M Cabrera, C Farias, G Suarez, C Lanusse, L Alvarez. Pharmacokinetic evaluation of different generic triclabendazole formulations in heifers. New Zealand veterinary journal. 2014 Sep; 62(5):279-85. doi: 10.1080/00480169.2014.925411. [PMID: 24861276]
  • Meryem Iraz, Ulkü Karaman, Buğçe Topukçu, Mehmet Ziya Doymaz. [Intestinal strongyloidiasis in a psoriasis patient with diabetes]. Turkiye parazitolojii dergisi. 2014 Jun; 38(2):127-30. doi: 10.5152/tpd.2014.3304. [PMID: 25016122]
  • Nguyen Thi Lan Anh, Dao Thi Ha Thanh, Doan Huu Hoan, Do Thu Thuy, Nguyen Viet Khong, Norman Anderson. The transmission of Fasciola spp. to cattle and contamination of grazing areas with Fasciola eggs in the Red River Delta region of Vietnam. Tropical animal health and production. 2014 Apr; 46(4):691-6. doi: 10.1007/s11250-014-0542-4. [PMID: 24510222]
  • Wen Fang, Feng Chen, Hong-Kun Liu, Qiong Yang, Lin Yang. [Comparison between albendazole and triclabendazole against Fasciola gigantica in human]. Zhongguo xue xi chong bing fang zhi za zhi = Chinese journal of schistosomiasis control. 2014 Feb; 26(1):106-8. doi: NULL. [PMID: 24800585]
  • Laura Moreno, Laura Ceballos, Ian Fairweather, Carlos Lanusse, Luis Alvarez. Time-course and accumulation of triclabendazole and its metabolites in bile, liver tissues and flukes collected from treated sheep. Experimental parasitology. 2014 Jan; 136(?):14-9. doi: 10.1016/j.exppara.2013.10.014. [PMID: 24211244]
  • M Martínez-Valladares, C Cordero-Pérez, F A Rojo-Vázquez. Efficacy of an anthelmintic combination in sheep infected with Fasciola hepatica resistant to albendazole and clorsulon. Experimental parasitology. 2014 Jan; 136(?):59-62. doi: 10.1016/j.exppara.2013.10.010. [PMID: 24211419]
  • Borja Barrera, Lucía González-Lobato, Jon A Otero, Rebeca Real, Julio G Prieto, Ana I Álvarez, Gracia Merino. Effects of triclabendazole on secretion of danofloxacin and moxidectin into the milk of sheep: role of triclabendazole metabolites as inhibitors of the ruminant ABCG2 transporter. Veterinary journal (London, England : 1997). 2013 Nov; 198(2):429-36. doi: 10.1016/j.tvjl.2013.07.033. [PMID: 23981352]
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  • Y M Brockwell, T W Spithill, G R Anderson, V Grillo, N C Sangster. Comparative kinetics of serological and coproantigen ELISA and faecal egg count in cattle experimentally infected with Fasciola hepatica and following treatment with triclabendazole. Veterinary parasitology. 2013 Sep; 196(3-4):417-26. doi: 10.1016/j.vetpar.2013.04.012. [PMID: 23643623]
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