Tafenoquine (BioDeep_00000837559)
代谢物信息卡片
Tafenoquine
化学式: C24H28F3N3O3 (463.2082654000001)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC1=CC(=NC2=C1C(=C(C=C2NC(C)CCCN)OC)OC3=CC=CC(=C3)C(F)(F)F)OC
InChI: InChI=1S/C24H28F3N3O3/c1-14-11-20(32-4)30-22-18(29-15(2)7-6-10-28)13-19(31-3)23(21(14)22)33-17-9-5-8-16(12-17)24(25,26)27/h5,8-9,11-13,15,29H,6-7,10,28H2,1-4H3
描述信息
P - Antiparasitic products, insecticides and repellents > P01 - Antiprotozoals > P01B - Antimalarials > P01BA - Aminoquinolines
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents
C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C277 - Antiprotozoal Agent
COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
同义名列表
1 个代谢物同义名
数据库引用编号
8 个数据库交叉引用编号
- ChEBI: CHEBI:135752
- ChEBI: CHEBI:141487
- KEGGdrug: D87160
- KEGGdrug: D10490
- PubChem: 115358
- DrugBank: DB06608
- ChEMBL: CHEMBL298470
- CAS: 106635-80-7
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)
0 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
- Yeh Chen, Wen-Hao Yang, Hsiao-Fan Chen, Li-Min Huang, Jing-Yan Gao, Cheng-Wen Lin, Yu-Chuan Wang, Chia-Shin Yang, Yi-Liang Liu, Mei-Hui Hou, Chia-Ling Tsai, Yi-Zhen Chou, Bao-Yue Huang, Chian-Fang Hung, Yu-Lin Hung, Wei-Jan Wang, Wen-Chi Su, Vathan Kumar, Yu-Chieh Wu, Shih-Wei Chao, Chih-Shiang Chang, Jin-Shing Chen, Yu-Ping Chiang, Der-Yang Cho, Long-Bin Jeng, Chang-Hai Tsai, Mien-Chie Hung. Tafenoquine and its derivatives as inhibitors for the severe acute respiratory syndrome coronavirus 2.
The Journal of biological chemistry.
2022 03; 298(3):101658. doi:
10.1016/j.jbc.2022.101658. [PMID: 35101449] - Miles B Markus. Killing of Plasmodium vivax by Primaquine and Tafenoquine.
Trends in parasitology.
2019 11; 35(11):857-859. doi:
10.1016/j.pt.2019.08.009. [PMID: 31522991] - Navin Goyal, Khadeeja Mohamed, Katie Rolfe, Satty Sahota, Terry Ernest, Stephan Duparc, Maxine Taylor, Linda Casillas, Gavin C K W Koh. Application of the Stable Isotope Label Approach in Clinical Development-Supporting Dissolution Specifications for a Commercial Tablet Product with Tafenoquine, a Long Half-life Compound.
The AAPS journal.
2018 06; 20(4):74. doi:
10.1208/s12248-018-0234-5. [PMID: 29869298] - Justin A Green, Khadeeja Mohamed, Navin Goyal, Samia Bouhired, Azra Hussaini, Siôn W Jones, Gavin C K W Koh, Ivan Kostov, Maxine Taylor, Allen Wolstenholm, Stephan Duparc. Pharmacokinetic Interactions between Tafenoquine and Dihydroartemisinin-Piperaquine or Artemether-Lumefantrine in Healthy Adult Subjects.
Antimicrobial agents and chemotherapy.
2016 12; 60(12):7321-7332. doi:
10.1128/aac.01588-16. [PMID: 27697758] - Chau Vuong, Lisa H Xie, Brittney M J Potter, Jing Zhang, Ping Zhang, Dehui Duan, Christina K Nolan, Richard J Sciotti, Victor E Zottig, N P Dhammika Nanayakkara, Babu L Tekwani, Larry A Walker, Philip L Smith, Robert M Paris, Lisa T Read, Qigui Li, Brandon S Pybus, Jason C Sousa, Gregory A Reichard, Bryan Smith, Sean R Marcsisin. Differential cytochrome P450 2D metabolism alters tafenoquine pharmacokinetics.
Antimicrobial agents and chemotherapy.
2015 Jul; 59(7):3864-9. doi:
10.1128/aac.00343-15. [PMID: 25870069] - Paula Melariri, Lonji Kalombo, Patric Nkuna, Admire Dube, Rose Hayeshi, Benhards Ogutu, Liezl Gibhard, Carmen deKock, Peter Smith, Lubbe Wiesner, Hulda Swai. Oral lipid-based nanoformulation of tafenoquine enhanced bioavailability and blood stage antimalarial efficacy and led to a reduction in human red blood cell loss in mice.
International journal of nanomedicine.
2015; 10(?):1493-503. doi:
10.2147/ijn.s76317. [PMID: 25759576] - Qigui Li, Michael O'Neil, Lisa Xie, Diana Caridha, Qiang Zeng, Jing Zhang, Brandon Pybus, Mark Hickman, Victor Melendez. Assessment of the prophylactic activity and pharmacokinetic profile of oral tafenoquine compared to primaquine for inhibition of liver stage malaria infections.
Malaria journal.
2014 Apr; 13(?):141. doi:
10.1186/1475-2875-13-141. [PMID: 24731238] - Susanne Römsing, Niklas Lindegardh, Yngve Bergqvist. Determination of tafenoquine in dried blood spots and plasma using LC and fluorescence detection.
Bioanalysis.
2011 Aug; 3(16):1847-53. doi:
10.4155/bio.11.173. [PMID: 21877894] - Geoffrey S Dow, Montip Gettayacamin, Pranee Hansukjariya, Rawiwan Imerbsin, Srawuth Komcharoen, Jetsumon Sattabongkot, Dennis Kyle, Wilbur Milhous, Simon Cozens, David Kenworthy, Anne Miller, Jim Veazey, Colin Ohrt. Radical curative efficacy of tafenoquine combination regimens in Plasmodium cynomolgi-infected Rhesus monkeys (Macaca mulatta).
Malaria journal.
2011 Jul; 10(?):212. doi:
10.1186/1475-2875-10-212. [PMID: 21801400] - Luis Carvalho, Juan Román Luque-Ortega, José Ignacio Manzano, Santiago Castanys, Luis Rivas, Francisco Gamarro. Tafenoquine, an antiplasmodial 8-aminoquinoline, targets leishmania respiratory complex III and induces apoptosis.
Antimicrobial agents and chemotherapy.
2010 Dec; 54(12):5344-51. doi:
10.1128/aac.00790-10. [PMID: 20837758] - Kevin J Leary, Michael A Riel, Michael J Roy, Louis R Cantilena, Daoqin Bi, D Craig Brater, Corina van de Pol, Khadeeja Pruett, Caron Kerr, James M Veazey, Ronnie Beboso, Colin Ohrt. A randomized, double-blind, safety and tolerability study to assess the ophthalmic and renal effects of tafenoquine 200 mg weekly versus placebo for 6 months in healthy volunteers.
The American journal of tropical medicine and hygiene.
2009 Aug; 81(2):356-62. doi:
10.4269/ajtmh.2009.81.356. [PMID: 19635898] - Ferenc Zsila, Júlia Visy, György Mády, Ilona Fitos. Selective plasma protein binding of antimalarial drugs to alpha1-acid glycoprotein.
Bioorganic & medicinal chemistry.
2008 Apr; 16(7):3759-72. doi:
10.1016/j.bmc.2008.01.053. [PMID: 18289858] - Bruce G Charles, Ann K Miller, Peter E Nasveld, Mark G Reid, Ivor E Harris, Michael D Edstein. Population pharmacokinetics of tafenoquine during malaria prophylaxis in healthy subjects.
Antimicrobial agents and chemotherapy.
2007 Aug; 51(8):2709-15. doi:
10.1128/aac.01183-06. [PMID: 17517850] - M D Edstein, P E Nasveld, D A Kocisko, S J Kitchener, M L Gatton, K H Rieckmann. Gender differences in gastrointestinal disturbances and plasma concentrations of tafenoquine in healthy volunteers after tafenoquine administration for post-exposure vivax malaria prophylaxis.
Transactions of the Royal Society of Tropical Medicine and Hygiene.
2007 Mar; 101(3):226-30. doi:
10.1016/j.trstmh.2006.04.003. [PMID: 16814823] - Maëlle Carraz, Akino Jossang, Jean-François Franetich, Anthony Siau, Liliane Ciceron, Laurent Hannoun, Robert Sauerwein, François Frappier, Philippe Rasoanaivo, Georges Snounou, Dominique Mazier. A plant-derived morphinan as a novel lead compound active against malaria liver stages.
PLoS medicine.
2006 Dec; 3(12):e513. doi:
10.1371/journal.pmed.0030513. [PMID: 17194195] - Michael D Edstein, David A Kocisko, Douglas S Walsh, Chirapa Eamsila, Bruce G Charles, Karl H Rieckmann. Plasma concentrations of tafenoquine, a new long-acting antimalarial agent, in thai soldiers receiving monthly prophylaxis.
Clinical infectious diseases : an official publication of the Infectious Diseases Society of America.
2003 Dec; 37(12):1654-8. doi:
10.1086/379718. [PMID: 14689348] - Jochen Wiesner, Regina Ortmann, Hassan Jomaa, Martin Schlitzer. New antimalarial drugs.
Angewandte Chemie (International ed. in English).
2003 Nov; 42(43):5274-93. doi:
10.1002/anie.200200569. [PMID: 14613157] - Dion R Brocks, Reza Mehvar. Stereoselectivity in the pharmacodynamics and pharmacokinetics of the chiral antimalarial drugs.
Clinical pharmacokinetics.
2003; 42(15):1359-82. doi:
10.2165/00003088-200342150-00004. [PMID: 14674788] - E Doyle, S E Fowles, S Summerfield, T J White. Rapid determination of tafenoquine in small volume human plasma samples by high-performance liquid chromatography-tandem mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2002 Mar; 769(1):127-32. doi:
10.1016/s1570-0232(02)00003-x. [PMID: 11936685] - M D Edstein, D A Kocisko, T G Brewer, D S Walsh, C Eamsila, B G Charles. Population pharmacokinetics of the new antimalarial agent tafenoquine in Thai soldiers.
British journal of clinical pharmacology.
2001 Dec; 52(6):663-70. doi:
10.1046/j.0306-5251.2001.01482.x. [PMID: 11736877] - D A Kocisko, D S Walsh, C Eamsila, M D Edstein. Measurement of tafenoquine (WR 238605) in human plasma and venous and capillary blood by high-pressure liquid chromatography.
Therapeutic drug monitoring.
2000 Apr; 22(2):184-9. doi:
10.1097/00007691-200004000-00008. [PMID: 10774631] - J M Karle, R Olmeda, S G Freeman, A C Schroeder. Quantification of the individual enantiomer plasma concentrations of the candidate antimalarial agent N4-[2,6-dimethoxy-4-methyl-5-[(3-trifluoromethyl)phenoxy]-8-quinolinyl] - 1,4-pentanediamine (WR 238,605).
Journal of chromatography. B, Biomedical applications.
1995 Aug; 670(2):251-7. doi:
10.1016/0378-4347(95)00166-2. [PMID: 8548015] - R P Brueckner, L Fleckenstein. Simultaneous modeling of the pharmacokinetics and methemoglobin pharmacodynamics of an 8-aminoquinoline candidate antimalarial (WR 238605).
Pharmaceutical research.
1991 Dec; 8(12):1505-10. doi:
10.1023/a:1015842316177. [PMID: 1808614] - J M Karle, R Olmeda. Rapid and sensitive quantitative analysis of the new antimalarial N4-[2,6-dimethoxy-4-methyl-5-[(3-trifluoromethyl)phenoxy]-8- quinolinyl]-1,4-pentanediamine in plasma by liquid chromatography and electrochemical detection.
Journal of chromatography.
1988 Feb; 424(2):347-56. doi:
10.1016/s0378-4347(00)81111-1. [PMID: 3372627]