primaquine phosphate (BioDeep_00000742925)
代谢物信息卡片
primaquine phosphate
化学式: C15H27N3O9P2 (455.1222472)
中文名称: 磷酸伯安喹
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(CCCN)NC1=C2C(=CC(=C1)OC)C=CC=N2.OP(=O)(O)O.OP(=O)(O)O
InChI: 2*(H3,1,2,3,4)
描述信息
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents
C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C277 - Antiprotozoal Agent
同义名列表
1 个代谢物同义名
数据库引用编号
6 个数据库交叉引用编号
- KEGGdrug: D02126
- PubChem: 6135
- ChEMBL: CHEMBL43128
- MeSH: Primaquine
- CAS: 84902-21-6
- CAS: 63-45-6
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
- Miles B Markus. How does primaquine prevent Plasmodium vivax malarial recurrences?.
Trends in parasitology.
2022 11; 38(11):924-925. doi:
10.1016/j.pt.2022.09.006. [PMID: 36180306] - Nojoud Al Fayez, Roland Böttger, Elham Rouhollahi, Pieter R Cullis, Dominik Witzigmann, Shyh-Dar Li. Improved Liver Delivery of Primaquine by Phospholipid-Free Small Unilamellar Vesicles with Reduced Hemolytic Toxicity.
Molecular pharmaceutics.
2022 06; 19(6):1778-1785. doi:
10.1021/acs.molpharmaceut.1c00520. [PMID: 34546758] - Warunee Hanpithakpong, Nicholas P J Day, Nicholas J White, Joel Tarning. Simultaneous and enantiospecific quantification of primaquine and carboxyprimaquine in human plasma using liquid chromatography-tandem mass spectrometry.
Malaria journal.
2022 Jun; 21(1):169. doi:
10.1186/s12936-022-04191-w. [PMID: 35659684] - Pattaraporn Vanachayangkul, Darapiseth Sea, Mariusz Wojnarski, Somethy Sok, Chanikarn Kodchakorn, Winita Ta-Aksorn, Sohei Hom, Mali Ittiverakul, Worachet Kuntawunginn, Montri Arsanok, Nillawan Buathong, Thay Kheang Heng, Kong Nareth, Samon Nou, Sok Chandara, Sokna Ly, Pheaktra Oung, Brian Vesely, Jason Bennett, Gregory Reichard, Brandon Pybus, Charlotte Lanteri, David Saunders, Mark Fukuda, Philip Smith, Lek Dysoley, Huy Rekol, Norman C Waters, Michele Spring. Measurements of 5,6-Orthoquinone, a Surrogate for the Presumed Active Primaquine Metabolite 5-Hydroxyprimaquine, in the Urine of Cambodian Adults.
Antimicrobial agents and chemotherapy.
2022 03; 66(3):e0182121. doi:
10.1128/aac.01821-21. [PMID: 34978892] - Pius S Fasinu, Narayan D Chaurasiya, N P Dhammika Nanayakkara, Yan-Hong Wang, H M T Bandara Herath, Bharathi Avula, James D McChesney, David Jollow, Larry A Walker, Babu L Tekwani. Comparative pharmacokinetics and tissue distribution of primaquine enantiomers in mice.
Malaria journal.
2022 Feb; 21(1):33. doi:
10.1186/s12936-022-04054-4. [PMID: 35123453] - André Daher, Douglas Pereira Pinto, Laís Bastos da Fonseca, Heliana Martins Pereira, Diego Medeiros Dias da Silva, Letícia de Sá Fernandes Vallim da Silva, Alessandra Lanzillotta Esteves, Juliana J Soares Medeiros, Jorge Souza Mendonça. Pharmacokinetics of chloroquine and primaquine in healthy volunteers.
Malaria journal.
2022 Jan; 21(1):16. doi:
10.1186/s12936-021-04035-z. [PMID: 34998391] - Cindy S Chu, James A Watson, Aung Pyae Phyo, Htun Htun Win, Widi Yotyingaphiram, Suradet Thinraow, Nay Lin Soe, Aye Aye Aung, Pornpimon Wilaisrisak, Kanokpich Kraft, Mallika Imwong, Warunee Hanpithakpong, Daniel Blessborn, Joel Tarning, Stéphane Proux, Clare Ling, François H Nosten, Nicholas J White. Determinants of Primaquine and Carboxyprimaquine Exposures in Children and Adults with Plasmodium vivax Malaria.
Antimicrobial agents and chemotherapy.
2021 10; 65(11):e0130221. doi:
10.1128/aac.01302-21. [PMID: 34398667] - Kai-Wei Wu, Corinne Sweeney, Narendar Dudhipala, Prit Lakhani, Narayan D Chaurasiya, Babu L Tekwani, Soumyajit Majumdar. Primaquine Loaded Solid Lipid Nanoparticles (SLN), Nanostructured Lipid Carriers (NLC), and Nanoemulsion (NE): Effect of Lipid Matrix and Surfactant on Drug Entrapment, in vitro Release, and ex vivo Hemolysis.
AAPS PharmSciTech.
2021 Sep; 22(7):240. doi:
10.1208/s12249-021-02108-5. [PMID: 34590195] - Waritda Pookmanee, Siriwan Thongthip, Jeeranut Tankanitlert, Mathirut Mungthin, Chonlaphat Sukasem, Supeecha Wittayalertpanya. Simplified and Rapid Determination of Primaquine and 5,6-Orthoquinone Primaquine by UHPLC-MS/MS: Its Application to a Pharmacokinetic Study.
Molecules (Basel, Switzerland).
2021 Jul; 26(14):. doi:
10.3390/molecules26144357. [PMID: 34299634] - Armando Vernaza, Gabriel Pinilla-Monsalve, Felipe Cañas, Diana Carrillo, Juan David López, Noel Flórez, Juan Esteban Gomez-Mesa. Malaria and encephalopathy in a heart transplant recipient: A case report in the context of multiorgan donation.
Transplant infectious disease : an official journal of the Transplantation Society.
2021 Jun; 23(3):e13565. doi:
10.1111/tid.13565. [PMID: 33432737] - Anne Cristine Almeida, Anna Beatriz Ribeiro Elias, Maria Paula Marques, Gisely Cardoso de Melo, Allyson Guimarães da Costa, Erick Frota Gomes Figueiredo, Larissa Wanderley Brasil, Fernanda Rodrigues-Soares, Wuelton Marcelo Monteiro, Marcus Vinicius Guimarães de Lacerda, Vera Lucia Lanchote, Guilherme Suarez-Kurtz. Impact of Plasmodium vivax malaria and antimalarial treatment on cytochrome P450 activity in Brazilian patients.
British journal of clinical pharmacology.
2021 04; 87(4):1859-1868. doi:
10.1111/bcp.14574. [PMID: 32997351] - Jessica H Carag, Samantha J Sander, Jen Kottyan, Jess Phillips, Jenny Brubaker, Crisanta Cruz-Espindola, Dawn Boothe, Ellen Bronson. PHARMACOKINETICS OF PRIMAQUINE PHOSPHATE AFTER A SINGLE ORAL ADMINISTRATION TO AFRICAN PENGUINS (SPHENISCUS DEMERSUS).
Journal of zoo and wildlife medicine : official publication of the American Association of Zoo Veterinarians.
2021 Apr; 52(1):75-80. doi:
10.1638/2020-0172. [PMID: 33827163] - Selvi Srinivasan, Debashish Roy, Thomas E J Chavas, Vladimir Vlaskin, Duy-Khiet Ho, Ayumi Pottenger, Clare L M LeGuyader, Mahdi Maktabi, Pamela Strauch, Conner Jackson, Siobhan M Flaherty, Hsiuling Lin, Jing Zhang, Brandon Pybus, Qigui Li, Hans E Huber, Paul A Burke, David Wesche, Rosemary Rochford, Patrick S Stayton. Liver-targeted polymeric prodrugs of 8-aminoquinolines for malaria radical cure.
Journal of controlled release : official journal of the Controlled Release Society.
2021 03; 331(?):213-227. doi:
10.1016/j.jconrel.2020.12.046. [PMID: 33378692] - Washim Khan, Yan-Hong Wang, N P Dhammika Nanayakkara, H M T Bandara Herath, Zachara Catchings, Shabana Khan, Pius S Fasinu, Mahmoud A ElSohly, James D McChesney, Ikhlas A Khan, Narayan D Chaurasiya, Babu L Tekwani, Larry A Walker. Quantitative determination of primaquine-5,6-ortho-quinone and carboxyprimaquine-5,6-ortho-quinone in human erythrocytes by UHPLC-MS/MS.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2021 Jan; 1163(?):122510. doi:
10.1016/j.jchromb.2020.122510. [PMID: 33387859] - J Raman, K I Barnes, L Baker, M Blaylock, L Blumberg, J Frean, E Misiani, I S Ukpe. Maintaining focus on administering effective malaria treatment during the COVID-19 pandemic.
South African medical journal = Suid-Afrikaanse tydskrif vir geneeskunde.
2020 11; 111(1):13-16. doi:
10.7196/samj.2020.v111i11.15289. [PMID: 33403998] - Michelle Valeria Dias Ferreira Vieira, Tamyris Regina Matos Lopes, Amanda Gabryelle Nunes Cardoso Mello, Luann Wendel Pereira de Sena, Robert J Commons, José Luiz Fernandes Vieira. Doses of primaquine administered to children with Plasmodium vivax according to an age-based dose regimen.
Pathogens and global health.
2020 10; 114(7):388-392. doi:
10.1080/20477724.2020.1799166. [PMID: 32705964] - Michelle Valeria Dias Ferreira Vieira, Amanda Gabrielle Cardoso Nunes Mello, Luann Wendel Pereira de Sena, José Luiz Fernandes Vieira. Absence of gender influence on the pharmacokinetics of chloroquine combined with primaquine in malaria vivax patients.
Revista do Instituto de Medicina Tropical de Sao Paulo.
2020; 62(?):e83. doi:
10.1590/s1678-9946202062083. [PMID: 33146311] - Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Molecular pharmacology.
2019 11; 96(5):629-640. doi:
10.1124/mol.119.115964. [PMID: 31515284] - 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] - Michele D Spring, Jason C Sousa, Qigui Li, Christian A Darko, Meshell N Morrison, Sean R Marcsisin, Kristin T Mills, Brittney M Potter, Kristopher M Paolino, Patrick S Twomey, James E Moon, Donna M Tosh, Susan B Cicatelli, Jeffrey W Froude, Brandon S Pybus, Thomas G Oliver, William F McCarthy, Norman C Waters, Philip L Smith, Gregory A Reichard, Jason W Bennett. Determination of Cytochrome P450 Isoenzyme 2D6 (CYP2D6) Genotypes and Pharmacogenomic Impact on Primaquine Metabolism in an Active-Duty US Military Population.
The Journal of infectious diseases.
2019 10; 220(11):1761-1770. doi:
10.1093/infdis/jiz386. [PMID: 31549155] - Yalan Wu, Shengjun Wu, Xin-An Huang, Qingping Zeng, Tao Deng, Fang Liu. Optimized Griess Reaction for UV-Vis and Naked-eye Determination of Anti-malarial Primaquine.
Journal of visualized experiments : JoVE.
2019 10; ?(152):. doi:
10.3791/60136. [PMID: 31657793] - Helmi Pett, John Bradley, Joseph Okebe, Alassane Dicko, Alfred B Tiono, Bronner P Gonçalves, Will Stone, Ingrid Chen, Kjerstin Lanke, Mikko Neuvonen, Anna-Liina Mustaniemi, Alice C Eziefula, Roly Gosling, Umberto D'Alessandro, Chris Drakeley, Mikko Niemi, Teun Bousema. CYP2D6 Polymorphisms and the Safety and Gametocytocidal Activity of Single-Dose Primaquine for Plasmodium falciparum.
Antimicrobial agents and chemotherapy.
2019 10; 63(10):. doi:
10.1128/aac.00538-19. [PMID: 31383656] - Kristina Pavić, Barbara Rubinić, Zrinka Rajić, Diana Fontinha, Miguel Prudêncio, Lidija Uzelac, Marijeta Kralj, Jana Held, Branka Zorc. Primaquine homodimers as potential antiplasmodial and anticancer agents.
Bioorganic & medicinal chemistry letters.
2019 10; 29(19):126614. doi:
10.1016/j.bmcl.2019.08.018. [PMID: 31431364] - Neha Tripathi, Abhijeet Saha, Manpreet Kaur. Multiple Splenic Infarcts Complicating Plasmodium vivax Malaria.
Pediatric emergency care.
2019 Oct; 35(10):e181-e183. doi:
10.1097/pec.0000000000001942. [PMID: 31593054] - Maja Beus, Diana Fontinha, Jana Held, Zrinka Rajić, Lidija Uzelac, Marijeta Kralj, Miguel Prudêncio, Branka Zorc. Primaquine and Chloroquine Fumardiamides as Promising Antiplasmodial Agents.
Molecules (Basel, Switzerland).
2019 Aug; 24(15):. doi:
10.3390/molecules24152812. [PMID: 31374989] - Tao Deng, Shengjun Wu, Yalan Wu, Shiyou Hu, Huayu Bao, Xin-An Huang, Qin Xu, Zhaoli Yang, Jianping Song, Fang Liu. An unexpected Griess reaction on the important anti-malarial drug primaquine and its application for drug determination.
Journal of pharmaceutical and biomedical analysis.
2019 Jul; 171(?):8-14. doi:
10.1016/j.jpba.2019.03.063. [PMID: 30959318] - Kana Marunaka, Naoko Fujii, Toru Kimura, Takumi Furuta, Hajime Hasegawa, Toshiyuki Matsunaga, Satoshi Endo, Akira Ikari. Rescue of tight junctional localization of a claudin-16 mutant D97S by antimalarial medicine primaquine in Madin-Darby canine kidney cells.
Scientific reports.
2019 07; 9(1):9647. doi:
10.1038/s41598-019-46250-4. [PMID: 31273276] - Ranjith K Nair, Konapur Ananth Rao, D Mukherjee, Bhaskar Datt, Sourabh Sharma, Sudeep Prakash. Acute kidney injury due to acute cortical necrosis following vivax malaria.
Saudi journal of kidney diseases and transplantation : an official publication of the Saudi Center for Organ Transplantation, Saudi Arabia.
2019 Jul; 30(4):960-963. doi:
10.4103/1319-2442.265474. [PMID: 31464255] - Lindsay N Taylor, Scott W Aesif, Kristine M Matson. A case of Pneumocystis pneumonia, with a granulomatous response and vitamin D-mediated hypercalcemia, presenting 13 years after renal transplantation.
Transplant infectious disease : an official journal of the Transplantation Society.
2019 Jun; 21(3):e13081. doi:
10.1111/tid.13081. [PMID: 30892756] - Nanhua Chen, Simone Dowd, Michelle L Gatton, Alyson Auliff, Michael D Edstein, Qin Cheng. Cytochrome P450 2D6 profiles and their relationship with outcomes of primaquine anti-relapse therapy in Australian Defence Force personnel deployed to Papua New Guinea and East Timor.
Malaria journal.
2019 Apr; 18(1):140. doi:
10.1186/s12936-019-2774-2. [PMID: 30999967] - Kannan Sridharan, Chenna Keshava Reddy Sannala, Surulivelrajan Mallayasamy, Ayyappa Chaturvedula, Prashant Kadam, Nivrutti Hase, Akash Shukla, Nithya Gogtay, Urmila Thatte. Population pharmacokinetics of primaquine and the effect of hepatic and renal dysfunction: An exploratory approach.
Indian journal of pharmacology.
2019 Jan; 51(1):17-24. doi:
10.4103/ijp.ijp_230_16. [PMID: 31031463] - Esteban Mesa-Echeverry, Mayra Niebles-Bolívar, Alberto Tobón-Castaño. Chloroquine-Primaquine Therapeutic Efficacy, Safety, and Plasma Levels in Patients with Uncomplicated Plasmodium vivax Malaria in a Colombian Pacific Region.
The American journal of tropical medicine and hygiene.
2019 01; 100(1):72-77. doi:
10.4269/ajtmh.18-0655. [PMID: 30457097] - Josipa Vlainić, Ivan Kosalec, Kristina Pavić, Dimitra Hadjipavlou-Litina, Eleni Pontiki, Branka Zorc. Insights into biological activity of ureidoamides with primaquine and amino acid moieties.
Journal of enzyme inhibition and medicinal chemistry.
2018 Dec; 33(1):376-382. doi:
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Artificial cells, nanomedicine, and biotechnology.
2018 Dec; 46(8):1809-1829. doi:
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Clinical infectious diseases : an official publication of the Infectious Diseases Society of America.
2018 11; 67(11):1670-1676. doi:
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2018 10; 201(8):2441-2451. doi:
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Malaria journal.
2018 Sep; 17(1):321. doi:
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PLoS neglected tropical diseases.
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Revista da Sociedade Brasileira de Medicina Tropical.
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The American journal of tropical medicine and hygiene.
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Antimicrobial agents and chemotherapy.
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Archives of toxicology.
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