Flupirtine (BioDeep_00000272169)
代谢物信息卡片
Flupirtine
化学式: C15H17FN4O2 (304.1335474)
中文名称: 氟吡汀
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCOC(=O)NC1=C(N=C(C=C1)NCC2=CC=C(C=C2)F)N
InChI: InChI=1S/C15H17FN4O2/c1-2-22-15(21)19-12-7-8-13(20-14(12)17)18-9-10-3-5-11(16)6-4-10/h3-8H,2,9H2,1H3,(H,19,21)(H3,17,18,20)
描述信息
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent
D002491 - Central Nervous System Agents > D000700 - Analgesics
N - Nervous system > N02 - Analgesics
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:94646
- KEGGdrug: D07978
- PubChem: 53276
- DrugBank: DB06623
- ChEMBL: CHEMBL255044
- CAS: 1198579-27-9
- CAS: 56995-20-1
- PMhub: MS000003469
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
- Robert K Hofstetter, Mahmoud Hasan, Georg M Fassauer, Christian Bock, Abdrrahman S Surur, Steven Behnisch, Christoph W Grathwol, Felix Potlitz, Tobias Oergel, Werner Siegmund, Andreas Link. Simultaneous quantification of acidic and basic flupirtine metabolites by supercritical fluid chromatography according to European Medicines Agency validation.
Journal of chromatography. A.
2019 Oct; 1603(?):338-347. doi:
10.1016/j.chroma.2019.04.067. [PMID: 31056272] - Jürgen Borlak, Florian van Bömmel, Thomas Berg. N-acetylcysteine and prednisolone treatment improved serum biochemistries in suspected flupirtine cases of severe idiosyncratic liver injury.
Liver international : official journal of the International Association for the Study of the Liver.
2018 02; 38(2):365-376. doi:
10.1111/liv.13538. [PMID: 28782153] - Yanfang Liu, Hua Huo, Zhibo Zhao, Wenli Hu, Yujia Sun, Yunbiao Tang. Bioequivalence study of two formulations of flupirtine maleate capsules in healthy male Chinese volunteers under fasting and fed conditions.
Drug design, development and therapy.
2017; 11(?):3441-3448. doi:
10.2147/dddt.s149913. [PMID: 29238169] - M Giorgi, V De Vito, A Poapolathep, R Rychshanova, M Sgorbini, H Owen. Pharmacokinetics and disposition of flupirtine in the horse.
Veterinary journal (London, England : 1997).
2016 Feb; 208(?):76-80. doi:
10.1016/j.tvjl.2015.08.019. [PMID: 26681139] - Virginia De Vito, Beata Łebkowska-Wieruszewska, Ahmed Shaban, Andrzej Lisowski, Cezary J Kowaski, Mario Giorgi. Pharmacokinetic profiles of the analgesic flupirtine in dogs after the administration of four pharmaceutical formulations.
Veterinary anaesthesia and analgesia.
2015 Nov; 42(6):629-37. doi:
10.1111/vaa.12235. [PMID: 25494625] - Werner Siegmund, Christiane Modess, Eberhard Scheuch, Karen Methling, Markus Keiser, Ali Nassif, Dieter Rosskopf, Patrick J Bednarski, Jürgen Borlak, Bernd Terhaag. Metabolic activation and analgesic effect of flupirtine in healthy subjects, influence of the polymorphic NAT2, UGT1A1 and GSTP1.
British journal of clinical pharmacology.
2015 Mar; 79(3):501-13. doi:
10.1111/bcp.12522. [PMID: 25264565] - Christian de Mey, Emil Gatchev, Boriana Deliyska, Bernd Terhaag. Effects of advanced age and renal dysfunction on the single- and repeated-dose pharmacokinetics of modified-release flupirtine.
International journal of clinical pharmacology and therapeutics.
2015 Mar; 53(3):247-55. doi:
10.5414/cp202236. [PMID: 25613539] - Eberhard Scheuch, Karen Methling, Patrick J Bednarski, Stefan Oswald, Werner Siegmund. Quantitative LC-MS/MS determination of flupirtine, its N-acetylated and two mercapturic acid derivatives in man.
Journal of pharmaceutical and biomedical analysis.
2015 Jan; 102(?):377-85. doi:
10.1016/j.jpba.2014.09.010. [PMID: 25459937] - V De Vito, B Lebkowska-Wieruszewska, H Owen, C J Kowalski, M Giorgi. Pharmacokinetic profiles of the analgesic drug flupirtine in cats.
Veterinary journal (London, England : 1997).
2014 Nov; 202(2):309-13. doi:
10.1016/j.tvjl.2014.06.011. [PMID: 25011711] - Bo Hyung Lee, Pan Dong Ryu, So Yeong Lee. Serum starvation-induced voltage-gated potassium channel Kv7.5 expression and its regulation by Sp1 in canine osteosarcoma cells.
International journal of molecular sciences.
2014 Jan; 15(1):977-93. doi:
10.3390/ijms15010977. [PMID: 24434641] - Florian Puls, Clemens Agne, Fritz Klein, Martin Koch, Kinan Rifai, Michael P Manns, Jürgen Borlak, Hans H Kreipe. Pathology of flupirtine-induced liver injury: a histological and clinical study of six cases.
Virchows Archiv : an international journal of pathology.
2011 Jun; 458(6):709-16. doi:
10.1007/s00428-011-1087-9. [PMID: 21590308] - Karthikeyan Kandasamy, Vasantharaju Surenahalli Gowdra, Hariprabhu Nammalvar, Arul Kumaran Kottur S Govindarajan. Bioanalytical method development, validation and quantification of flupirtine maleate in rat plasma by liquid chromatography-tandem mass spectrometry.
Arzneimittel-Forschung.
2011; 61(12):693-9. doi:
10.1055/s-0031-1300589. [PMID: 22282956] - Alexandra Maier, Ying Liu, Alexandra Scholze, Timm H Westhoff, Martin Tepel. Green urine following exposure to flupirtine.
American journal of kidney diseases : the official journal of the National Kidney Foundation.
2010 Nov; 56(5):1014-5. doi:
10.1053/j.ajkd.2010.08.012. [PMID: 20970027] - Cristian Neacsu, Alexandru Babes. The M-channel blocker linopirdine is an agonist of the capsaicin receptor TRPV1.
Journal of pharmacological sciences.
2010; 114(3):332-40. doi:
10.1254/jphs.10172fp. [PMID: 21099148] - Manthena V S Varma, Bo Feng, R Scott Obach, Matthew D Troutman, Jonathan Chupka, Howard R Miller, Ayman El-Kattan. Physicochemical determinants of human renal clearance.
Journal of medicinal chemistry.
2009 Aug; 52(15):4844-52. doi:
10.1021/jm900403j. [PMID: 19445515] - I Morecroft, A Murray, M Nilsen, A M Gurney, M R MacLean. Treatment with the Kv7 potassium channel activator flupirtine is beneficial in two independent mouse models of pulmonary hypertension.
British journal of pharmacology.
2009 Aug; 157(7):1241-9. doi:
10.1111/j.1476-5381.2009.00283.x. [PMID: 19508393] - Andreas Hufschmidt, Alexandra Krisch, I Peschen. A girl with headache, confusion and green urine.
Journal of neurology.
2009 Jul; 256(7):1169-70. doi:
10.1007/s00415-009-5061-2. [PMID: 19252777] - R Scott Obach, Franco Lombardo, Nigel J Waters. Trend analysis of a database of intravenous pharmacokinetic parameters in humans for 670 drug compounds.
Drug metabolism and disposition: the biological fate of chemicals.
2008 Jul; 36(7):1385-405. doi:
10.1124/dmd.108.020479. [PMID: 18426954] - R J Fawcett, N N Osborne. Flupirtine attenuates sodium nitroprusside-induced damage to retinal photoreceptors, in situ.
Brain research bulletin.
2007 Jul; 73(4-6):278-88. doi:
10.1016/j.brainresbull.2007.04.002. [PMID: 17562394] - Francesca Boscia, Lucio Annunziato, Maurizio Taglialatela. Retigabine and flupirtine exert neuroprotective actions in organotypic hippocampal cultures.
Neuropharmacology.
2006 Aug; 51(2):283-94. doi:
10.1016/j.neuropharm.2006.03.024. [PMID: 16697426] - Björn Ahrens, Dirk Blankenhorn, Bernd Spangenberg. Advanced fibre optical scanning in thin-layer chromatography for drug identification.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2002 May; 772(1):11-8. doi:
10.1016/s1570-0232(01)00617-1. [PMID: 12016011] - D Zhong, X Chen, J Gu, X Li, J Guo. Applications of liquid chromatography-tandem mass spectrometry in drug and biomedical analyses.
Clinica chimica acta; international journal of clinical chemistry.
2001 Nov; 313(1-2):147-50. doi:
10.1016/s0009-8981(01)00667-2. [PMID: 11694253] - X Chen, D Zhong, H Xu, B Schug, H Blume. Simultaneous determination of flupirtine and its major active metabolite in human plasma by liquid chromatography-tandem mass spectrometry.
Journal of chromatography. B, Biomedical sciences and applications.
2001 May; 755(1-2):195-202. doi:
10.1016/s0378-4347(01)00076-7. [PMID: 11393705] - T Schlüter, H Struy, P Schönfeld. Protection of mitochondrial integrity from oxidative stress by the triaminopyridine derivative flupirtine.
FEBS letters.
2000 Sep; 481(1):42-6. doi:
10.1016/s0014-5793(00)01923-2. [PMID: 10984612] - J Kornhuber, S Bleich, J Wiltfang, M Maler, C G Parsons. Flupirtine shows functional NMDA receptor antagonism by enhancing Mg2+ block via activation of voltage independent potassium channels. Rapid communication.
Journal of neural transmission (Vienna, Austria : 1996).
1999; 106(9-10):857-67. doi:
10.1007/s007020050206. [PMID: 10599868] - M Gassen, G Pergande, M B Youdim. Antioxidant properties of the triaminopyridine, flupirtine.
Biochemical pharmacology.
1998 Nov; 56(10):1323-9. doi:
10.1016/s0006-2952(98)00126-9. [PMID: 9825731] - N N Osborne, M S Nash, J P Wood. Melatonin counteracts ischemia-induced apoptosis in human retinal pigment epithelial cells.
Investigative ophthalmology & visual science.
1998 Nov; 39(12):2374-83. doi:
NULL. [PMID: 9804146] - N N Osborne, C Cazevieille, G Pergande, J P Wood. Induction of apoptosis in cultured human retinal pigment epithelial cells is counteracted by flupirtine.
Investigative ophthalmology & visual science.
1997 Jun; 38(7):1390-400. doi:
NULL. [PMID: 9191602] - S Harder, P Thürmann, R Hermann, S Weller, M Mayer. Effects of flupirtine coadministration on phenprocoumon plasma concentrations and prothrombin time.
International journal of clinical pharmacology and therapeutics.
1994 Nov; 32(11):577-81. doi:
NULL. [PMID: 7874369] - G Niebch, H O Borbe, T Hummel, G Kobal. Dose-proportional plasma levels of the analgesic flupirtine maleate in man. Application of a new HPLC assay.
Arzneimittel-Forschung.
1992 Nov; 42(11):1343-5. doi:
NULL. [PMID: 1492848] - T Hummel, T Friedmann, E Pauli, G Niebch, H O Borbe, G Kobal. Dose-related analgesic effects of flupirtine.
British journal of clinical pharmacology.
1991 Jul; 32(1):69-76. doi:
10.1111/j.1365-2125.1991.tb05615.x. [PMID: 1888644] - S M Abrams, L R Baker, P Crome, A S White, A Johnston, S I Ankier, S J Warrington, P Turner, G Niebch. Pharmacokinetics of flupirtine in elderly volunteers and in patients with moderate renal impairment.
Postgraduate medical journal.
1988 May; 64(751):361-3. doi:
10.1136/pgmj.64.751.361. [PMID: 3200777] - K Obermeier, G Niebch, K Thiemer. [Pharmacokinetics and biotransformation of the analgesic flupirtine in the rat and dog].
Arzneimittel-Forschung.
1985; 35(1):60-7. doi:
NULL. [PMID: 4039153] - P Hlavica, G Niebch. [Pharmacokinetics and biotransformation of the analgesic flupirtine in humans].
Arzneimittel-Forschung.
1985; 35(1):67-74. doi:
NULL. [PMID: 4039154] - P K Narang, J F Tourville, D C Chatterji, J F Gallelli. Quantitation of flupirtine and its active acetylated metabolite by reversed-phase high-performance liquid chromatography using fluorometric detection.
Journal of chromatography.
1984 Jan; 305(1):135-43. doi:
10.1016/s0378-4347(00)83321-6. [PMID: 6707137]