desethylamodiaquine (BioDeep_00000054400)
human metabolite Endogenous blood metabolite
代谢物信息卡片
4-((7-Chloro-4-quinolinyl)amino)-2-((ethylamino)methyl)phenol
化学式: C18H18ClN3O (327.1138)
中文名称: N-去乙基氨二喹盐酸盐
谱图信息:
最多检出来源 Homo sapiens(urine) 7.14%
分子结构信息
SMILES: CCNCC1=C(C=CC(=C1)NC2=C3C=CC(=CC3=NC=C2)Cl)O
InChI: InChI=1S/C18H18ClN3O/c1-2-20-11-12-9-14(4-6-18(12)23)22-16-7-8-21-17-10-13(19)3-5-15(16)17/h3-10,20,23H,2,11H2,1H3,(H,21,22)
描述信息
desethylamodiaquine is a metabolite of amodiaquine. Amodiaquine (trade names Camoquin, Flavoquine) is a 4-aminoquinoline compound related to chloroquine, used as an antimalarial and anti-inflammatory agent. Amodiaquine has been shown to be more effective than chloroquine in treating CRPF (chloroquine-resistant Plasmodium falciparum) malaria infections and may afford more protection than chloroquine when used as weekly prophylaxis. Amodiaquine, like chloroquine, is generally well tolerated. (Wikipedia)
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代谢反应
0 个相关的代谢反应过程信息。
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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。
| 亚细胞结构定位 | 关联基因列表 |
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文献列表
- Karnrawee Kaewkhao, Joel Tarning, Daniel Blessborn. High-throughput quantitation method for amodiaquine and desethylamodiaquine in plasma using supported liquid extraction technology.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2021 Aug; 1179(?):122887. doi:
10.1016/j.jchromb.2021.122887. [PMID: 34364298] - Fabrice A Somé, Thomas Bazié, Hanna Y Ehrlich, Justin Goodwin, Aine Lehane, Catherine Neya, Kabré Zachari, Martina Wade, Jean-Marie Ouattara, Brian D Foy, Roch K Dabiré, Sunil Parikh, Jean-Bosco Ouédraogo. Investigating selected host and parasite factors potentially impacting upon seasonal malaria chemoprevention in Bama, Burkina Faso.
Malaria journal.
2020 Jul; 19(1):238. doi:
10.1186/s12936-020-03311-8. [PMID: 32631416] - Awodayo O Adepiti, Babatunde A Adeagbo, Ayorinde Adehin, Oluseye O Bolaji, Anthony A Elujoba. Influence of MAMA decoction, an Herbal Antimalarial, on the Pharmacokinetics of Amodiaquine in Mice.
European journal of drug metabolism and pharmacokinetics.
2020 Feb; 45(1):81-88. doi:
10.1007/s13318-019-00583-7. [PMID: 31642009] - O S Olawoye, B A Adeagbo, O O Bolaji. Moringa oleifera leaf powder alters the pharmacokinetics of amodiaquine in healthy human volunteers.
Journal of clinical pharmacy and therapeutics.
2018 Oct; 43(5):626-632. doi:
10.1111/jcpt.12725. [PMID: 29920710] - Nguyen Ngoc Quang, Marina Chavchich, Chu Xuan Anh, Geoffrey W Birrell, Karin van Breda, Thomas Travers, Kerryn Rowcliffe, Michael D Edstein. Comparison of the Pharmacokinetics and Ex Vivo Antimalarial Activities of Artesunate-Amodiaquine and Artemisinin-Piperaquine in Healthy Volunteers for Preselection Malaria Therapy.
The American journal of tropical medicine and hygiene.
2018 07; 99(1):65-72. doi:
10.4269/ajtmh.17-0434. [PMID: 29741150] - Dhiraj M Rathod, Keyur R Patel, Hiren N Mistri, Arvind G Jangid, Pranav S Shrivastav, Mallika Sanyal. Application of an LC-MS/MS method for reliable determination of amodiaquine, N-desethylamodiaquine, artesunate and dihydroartemisinin in human plasma for a bioequivalence study in healthy Indian subjects.
Journal of pharmaceutical and biomedical analysis.
2016 May; 124(?):67-78. doi:
10.1016/j.jpba.2016.02.021. [PMID: 26930583] - David C Warhurst, John C Craig, K Saki Raheem. Influence of LAR and VAR on Para-Aminopyridine Antimalarials Targetting Haematin in Chloroquine-Resistance.
PloS one.
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Xenobiotica; the fate of foreign compounds in biological systems.
2015 May; 45(5):406-12. doi:
10.3109/00498254.2014.989935. [PMID: 25430798] - Camille Desgrouas, Jérôme Dormoi, Charles Chapus, Evelyne Ollivier, Daniel Parzy, Nicolas Taudon. In vitro and in vivo combination of cepharanthine with anti-malarial drugs.
Malaria journal.
2014 Mar; 13(?):90. doi:
10.1186/1475-2875-13-90. [PMID: 24618129] - Akintunde Sowunmi, Grace O Gbotosho, Christian T Happi, Titilope M Okuboyejo, Abayomi O Sijuade, Obaro S Michael, Elsie O Adewoye, Onikepe Folarin. Therapeutic efficacy of artesunate-amodiaquine combinations and the plasma and saliva concentrations of desethylamodiaquine in children with acute uncomplicated Plasmodium falciparum malaria.
American journal of therapeutics.
2013 Jan; 20(1):48-56. doi:
10.1097/mjt.0b013e3181ff7c31. [PMID: 21192244] - George O Adjei, Collins Oduro-Boatey, Onike P Rodrigues, Lotte C Hoegberg, Michael Alifrangis, Jorgen A Kurtzhals, Bamenla Q Goka. Electrocardiographic study in Ghanaian children with uncomplicated malaria, treated with artesunate-amodiaquine or artemether-lumefantrine.
Malaria journal.
2012 Dec; 11(?):420. doi:
10.1186/1475-2875-11-420. [PMID: 23244570] - Joel Tarning, Palang Chotsiri, Vincent Jullien, Marcus J Rijken, Martin Bergstrand, Mireille Cammas, Rose McGready, Pratap Singhasivanon, Nicholas P J Day, Nicholas J White, Francois Nosten, Niklas Lindegardh. Population pharmacokinetic and pharmacodynamic modeling of amodiaquine and desethylamodiaquine in women with Plasmodium vivax malaria during and after pregnancy.
Antimicrobial agents and chemotherapy.
2012 Nov; 56(11):5764-73. doi:
10.1128/aac.01242-12. [PMID: 22926572] - Sophie H Adjalley, Geoffrey L Johnston, Tao Li, Richard T Eastman, Eric H Ekland, Abraham G Eappen, Adam Richman, B Kim Lee Sim, Marcus C S Lee, Stephen L Hoffman, David A Fidock. Quantitative assessment of Plasmodium falciparum sexual development reveals potent transmission-blocking activity by methylene blue.
Proceedings of the National Academy of Sciences of the United States of America.
2011 Nov; 108(47):E1214-23. doi:
10.1073/pnas.1112037108. [PMID: 22042867] - Marcus J Rijken, Rose McGready, Vincent Jullien, Joel Tarning, Niklas Lindegardh, Aung Pyae Phyo, Aye Kyi Win, Poe Hsi, Mireille Cammas, Pratap Singhasivanon, Nicholas J White, François Nosten. Pharmacokinetics of amodiaquine and desethylamodiaquine in pregnant and postpartum women with Plasmodium vivax malaria.
Antimicrobial agents and chemotherapy.
2011 Sep; 55(9):4338-42. doi:
10.1128/aac.00154-11. [PMID: 21709098] - Anny Fortin, Roger K Verbeeck, Frans H Jansen. Comparative oral bioavailability of non-fixed and fixed combinations of artesunate and amodiaquine in healthy Indian male volunteers.
European journal of clinical pharmacology.
2011 Mar; 67(3):267-75. doi:
10.1007/s00228-010-0911-5. [PMID: 20949263] - Nathalie Wurtz, Sébastien Briolant, Marine Gil, Véronique Parquet, Maud Henry, Eric Baret, Rémy Amalvict, Lionel Almeras, Christophe Rogier, Bruno Pradines. Synergy of mefloquine activity with atorvastatin, but not chloroquine and monodesethylamodiaquine, and association with the pfmdr1 gene.
The Journal of antimicrobial chemotherapy.
2010 Jul; 65(7):1387-94. doi:
10.1093/jac/dkq173. [PMID: 20501488] - V Sinou, L Tshilolo Muepu Malaika, N Taudon, R Lwango, S Sese Alegre, L Bertaux, F Sugnaux, D Parzy, A Benakis. Pharmacokinetics and pharmacodynamics of a new ACT formulation: Artesunate/Amodiaquine (TRIMALACT) following oral administration in African malaria patients.
European journal of drug metabolism and pharmacokinetics.
2009 Jul; 34(3-4):133-42. doi:
10.1007/bf03191163. [PMID: 20166428] - Choon-Sheen Lai, N K Nair, A Muniandy, S M Mansor, P L Olliaro, V Navaratnam. Validation of high performance liquid chromatography-electrochemical detection methods with simultaneous extraction procedure for the determination of artesunate, dihydroartemisinin, amodiaquine and desethylamodiaquine in human plasma for application in clinical pharmacological studies of artesunate-amodiaquine drug combination.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2009 Feb; 877(5-6):558-62. doi:
10.1016/j.jchromb.2008.12.037. [PMID: 19147417] - George O Adjei, Kim Kristensen, Bamenla Q Goka, Lotte C G Hoegberg, Michael Alifrangis, Onike P Rodrigues, Jorgen A L Kurtzhals. Effect of concomitant artesunate administration and cytochrome P4502C8 polymorphisms on the pharmacokinetics of amodiaquine in Ghanaian children with uncomplicated malaria.
Antimicrobial agents and chemotherapy.
2008 Dec; 52(12):4400-6. doi:
10.1128/aac.00673-07. [PMID: 18779360] - Agneta Wennerholm, Anna Nordmark, Maria Pihlsgård, Margarita Mahindi, Leif Bertilsson, Lars L Gustafsson. Amodiaquine, its desethylated metabolite, or both, inhibit the metabolism of debrisoquine (CYP2D6) and losartan (CYP2C9) in vivo.
European journal of clinical pharmacology.
2006 Jul; 62(7):539-46. doi:
10.1007/s00228-006-0121-3. [PMID: 16783563] - E N Gitau, S N Muchohi, B R Ogutu, I M Githiga, G O Kokwaro. Selective and sensitive liquid chromatographic assay of amodiaquine and desethylamodiaquine in whole blood spotted on filter paper.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2004 Jan; 799(1):173-7. doi:
10.1016/j.jchromb.2003.10.006. [PMID: 14659450] - Leonardo K Basco. Molecular epidemiology of malaria in Cameroon. XV. Experimental studies on serum substitutes and supplements and alternative culture media for in vitro drug sensitivity assays using fresh isolates of Plasmodium falciparum.
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2002 Nov; 58(8):537-42. doi:
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Tropical medicine & international health : TM & IH.
2000 Sep; 5(9):620-7. doi:
10.1046/j.1365-3156.2000.00614.x. [PMID: 11044276] - M D Tingle, H Jewell, J L Maggs, P M O'Neill, B K Park. The bioactivation of amodiaquine by human polymorphonuclear leucocytes in vitro: chemical mechanisms and the effects of fluorine substitution.
Biochemical pharmacology.
1995 Sep; 50(7):1113-9. doi:
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10.1111/j.1365-2125.1990.tb03690.x. [PMID: 2378788] - S Ménager, O Lafont, P Chrétien, A Bryskier. [Preparation of monodesethylamodiaquine from human urine].
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10.1111/j.1365-2125.1987.tb03002.x. [PMID: 3814460] - P A Winstanley, G Edwards, M L Orme, A M Breckenridge. Effect of dose size on amodiaquine pharmacokinetics after oral administration.
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