N-debutylhalofantrine (BioDeep_00000054436)
human metabolite Endogenous blood metabolite Chemicals and Drugs
代谢物信息卡片
3-(butylamino)-1-[1,3-dichloro-6-(trifluoromethyl)phenanthren-9-yl]propan-1-ol
化学式: C22H22Cl2F3NO (443.1030458)
中文名称: 3-(正丁氨基)-1-(1,3-二氯-6-(三氟甲基)菲-9-基)-1-丙醇
谱图信息:
最多检出来源 Homo sapiens(blood) 7.69%
分子结构信息
SMILES: CCCCNCCC(C1=C2C=CC(=CC2=C3C=C(C=C(C3=C1)Cl)Cl)C(F)(F)F)O
InChI: InChI=1S/C22H22Cl2F3NO/c1-2-3-7-28-8-6-21(29)19-12-18-17(10-14(23)11-20(18)24)16-9-13(22(25,26)27)4-5-15(16)19/h4-5,9-12,21,28-29H,2-3,6-8H2,1H3
描述信息
N-debutylhalofantrine is a metabolite of halofantrine. Halofantrine is a drug used to treat malaria. Halofantrines structure contains a substituted phenanthrene, and is related to the antimalarial drugs quinine and lumefantrine. Marketed as Halfan, halofantrine is never used to prevent malaria and its mode of action is unknown. A crystallographic study have shown that halofantrine binds to hematin in vitro, suggesting a possible mechanism of action. (Wikipedia)
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents
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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。
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文献列表
- Jigar P Patel, Jackie G Fleischer, Kishor M Wasan, Dion R Brocks. The effect of experimental hyperlipidemia on the stereoselective tissue distribution, lipoprotein association and microsomal metabolism of (+/-)-halofantrine.
Journal of pharmaceutical sciences.
2009 Jul; 98(7):2516-28. doi:
10.1002/jps.21607. [PMID: 18972574] - Abena Amponsaa-Karikari, Naoya Kishikawa, Kaname Ohyama, Kenichiro Nakashima, Naotaka Kuroda. Determination of halofantrine and its main metabolite desbutylhalofantrine in rat plasma by high-performance liquid chromatography with on-line UV irradiation and peroxyoxalate chemiluminescence detection.
Biomedical chromatography : BMC.
2009 Jan; 23(1):101-6. doi:
10.1002/bmc.1094. [PMID: 18823073] - Yetunde T Kolade, Chinedum P Babalola, Ajibola A Olaniyi, Gerhard K E Scriba. Effect of kolanut on the pharmacokinetics of the antimalarial drug halofantrine.
European journal of clinical pharmacology.
2008 Jan; 64(1):77-81. doi:
10.1007/s00228-007-0387-0. [PMID: 17952423] - Sharon I Omoruyi, Cyprian O Onyeji, Michael O Daniyan. Effects of prior administration of amodiaquine on the disposition of halofantrine in healthy volunteers.
Therapeutic drug monitoring.
2007 Apr; 29(2):203-6. doi:
10.1097/ftd.0b013e31803d39f7. [PMID: 17417075] - Yetunde T Kolade, Chinedum P Babalola, Gerhard K E Scriba. Analysis of the antimalarial drug halofantrine and its major metabolite N-desbutylhalofantrine in human plasma by high performance liquid chromatography.
Journal of pharmaceutical and biomedical analysis.
2006 Apr; 41(1):315-9. doi:
10.1016/j.jpba.2005.11.002. [PMID: 16337357] - Michelle P McIntosh, Andrew J Batey, Christopher J H Porter, William N Charman, Susan J Coker. Desbutylhalofantrine: evaluation of QT prolongation and other cardiovascular effects after intravenous administration in vivo.
Journal of cardiovascular pharmacology.
2003 Mar; 41(3):406-13. doi:
10.1097/00005344-200303000-00009. [PMID: 12605019] - Mackenzi Mbai, Sridharan Rajamani, Craig T January. The anti-malarial drug halofantrine and its metabolite N-desbutylhalofantrine block HERG potassium channels.
Cardiovascular research.
2002 Sep; 55(4):799-805. doi:
10.1016/s0008-6363(02)00448-0. [PMID: 12176129] - Dion R Brocks. Stereoselective halofantrine and desbutylhalofantrine disposition in the rat: cardiac and plasma concentrations and plasma protein binding.
Biopharmaceutics & drug disposition.
2002 Jan; 23(1):9-15. doi:
10.1002/bdd.286. [PMID: 11891669] - D R Brocks. A high-performance liquid chromatographic assay for the determination of desbutylhalofantrine enantiomers in rat plasma.
Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques.
2001 Jan; 4(1):24-31. doi:
NULL. [PMID: 11302787] - D R Brocks. Stereoselective pharmacokinetics of desbutylhalofantrine, a metabolite of halofantrine, in the rat after administration of the racemic metabolite or parent drug.
Biopharmaceutics & drug disposition.
2000 Dec; 21(9):365-71. doi:
10.1002/bdd.251. [PMID: 11523065] - D L Wesche, B G Schuster, W X Wang, R L Woosley. Mechanism of cardiotoxicity of halofantrine.
Clinical pharmacology and therapeutics.
2000 May; 67(5):521-9. doi:
10.1067/mcp.2000.106127. [PMID: 10824631] - S M Khoo, J H Porter, G A Edwards, W N Charman. Metabolism of halofantrine to its equipotent metabolite, desbutylhalofantrine, is decreased when orally administered with ketoconazole.
Journal of pharmaceutical sciences.
1998 Dec; 87(12):1538-41. doi:
10.1021/js980185w. [PMID: 10189263] - C O Onyeji, S O Aideloje. Ion-pair reversed-phase high-performance liquid chromatographic analysis of halofantrine and desbutylhalofantrine in human plasma.
Therapeutic drug monitoring.
1997 Dec; 19(6):682-7. doi:
10.1097/00007691-199712000-00013. [PMID: 9421111] - J E Touze, J Bernard, A Keundjian, P Imbert, A Viguier, H Chaudet, J C Doury. Electrocardiographic changes and halofantrine plasma level during acute falciparum malaria.
The American journal of tropical medicine and hygiene.
1996 Mar; 54(3):225-8. doi:
10.4269/ajtmh.1996.54.225. [PMID: 8600754] - C P Giudicelli, J E Touze, J Bernard. [Electrocardiographic changes due to halofantrine in the treatment of malaria: therapeutic implications].
Bulletin de l'Academie nationale de medecine.
1996 Jan; 180(1):71-80; discussion 80. doi:
NULL. [PMID: 8696880] - Y Gaillard, J M Prévosto, V Cheminel, O Soares, J F Chaulet. New solid-phase extraction for an improved high-performance liquid chromatographic procedure for the quantitation of halofantrine and monodesbutylhalofantrine in blood or plasma.
Journal of chromatography. B, Biomedical applications.
1995 Jun; 668(2):315-21. doi:
10.1016/0378-4347(95)00075-t. [PMID: 7581867] - A Keundjian, J E Touze, J Bernard, E Bertherat, J L Soares. [Plasma levels of halofantrine during two therapeutic sessions at a 7 day interval].
Presse medicale (Paris, France : 1983).
1995 Jun; 24(22):1047. doi:
NULL. [PMID: 7667235] - A J Humberstone, G J Currie, C J Porter, M J Scanlon, W N Charman. A simplified liquid chromatography assay for the quantitation of halofantrine and desbutylhalofantrine in plasma and identification of a degradation product of desbutylhalofantrine formed under alkaline conditions.
Journal of pharmaceutical and biomedical analysis.
1995 Mar; 13(3):265-72. doi:
10.1016/0731-7085(95)01256-k. [PMID: 7619886] - A A Fasanmade, W J Jusko. Effect of halofantrine and its desbutyl metabolite on lymphocyte proliferation dynamics.
Life sciences.
1995; 57(14):PL175-80. doi:
10.1016/0024-3205(95)02097-3. [PMID: 7564875] - F O Ter Kuile, P Teja-Isavatharm, M D Edstein, D Keeratithakul, G Dolan, F Nosten, L Phaipun, H K Webster, N J White. Comparison of capillary whole blood, venous whole blood, and plasma concentrations of mefloquine, halofantrine, and desbutyl-halofantrine measured by high-performance liquid chromatography.
The American journal of tropical medicine and hygiene.
1994 Dec; 51(6):778-84. doi:
10.4269/ajtmh.1994.51.778. [PMID: 7810811] - H Terefe, G Blaschke. Direct determination of the enantiomers of the antimalarial drug halofantrine and its active metabolite N-desbutylhalofantrine in human plasma.
Journal of chromatography. B, Biomedical applications.
1994 Jul; 657(1):238-42. doi:
10.1016/0378-4347(94)80094-4. [PMID: 7952076] - L K Basco, G Peytavin, F Gimenez, B Genissel, R Farinotti, J Le Bras. In vitro activity of the enantiomers of N-desbutyl derivative of halofantrine.
Tropical medicine and parasitology : official organ of Deutsche Tropenmedizinische Gesellschaft and of Deutsche Gesellschaft fur Technische Zusammenarbeit (GTZ).
1994 Mar; 45(1):45-6. doi:
. [PMID: 8066381] - E K Mberu, D K Muhia, W M Watkins. Measurement of halofantrine and its major metabolite desbutylhalofantrine in plasma and blood by high-performance liquid chromatography: a new methodology.
Journal of chromatography.
1992 Oct; 581(1):156-60. doi:
10.1016/0378-4347(92)80461-x. [PMID: 1430001] - F Gimenez, A F Aubry, R Farinotti, K Kirkland, I W Wainer. The determination of the enantiomers of halofantrine and monodesbutylhalofantrine in plasma and whole blood using sequential achiral/chiral high-performance liquid chromatography.
Journal of pharmaceutical and biomedical analysis.
1992 Feb; 10(2-3):245-50. doi:
10.1016/0731-7085(92)80036-m. [PMID: 1391105] - J Karbwang, K A Milton, K Na Bangchang, S A Ward, G Edwards, D Bunnag. Pharmacokinetics of halofantrine in Thai patients with acute uncomplicated falciparum malaria.
British journal of clinical pharmacology.
1991 Apr; 31(4):484-7. doi:
10.1111/j.1365-2125.1991.tb05567.x. [PMID: 2049260] - J R Veenendaal, A D Parkinson, N Kere, K H Rieckmann, M D Edstein. Pharmacokinetics of halofantrine and n-desbutylhalofantrine in patients with falciparum malaria following a multiple dose regimen of halofantrine.
European journal of clinical pharmacology.
1991; 41(2):161-4. doi:
10.1007/bf00265910. [PMID: 1743249] - D Keeratithakul, P Teja-Isavadharm, G D Shanks, H K Webster, M D Edstein. An improved high-performance liquid chromatographic method for the simultaneous measurement of halofantrine and desbutylhalofantrine in human serum.
Therapeutic drug monitoring.
1991 Jan; 13(1):64-8. doi:
10.1097/00007691-199101000-00009. [PMID: 2057994] - K A Milton, S A Ward, G Edwards. Determination of halofantrine and its principal metabolite desbutylhalofantrine in biological fluids by reversed-phase high-performance liquid chromatography.
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1988 Dec; 433(?):339-44. doi:
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