mazindol (BioDeep_00000599927)

   


代谢物信息卡片


mazindol

化学式: C16H13ClN2O (284.0716358)
中文名称: 马吲哚
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: c1ccc2c(c1)C1=NCCN1C2(c1ccc(cc1)Cl)O
InChI: InChI=1S/C16H13ClN2O/c17-12-7-5-11(6-8-12)16(20)14-4-2-1-3-13(14)15-18-9-10-19(15)16/h1-8,20H,9-10H2

描述信息

A - Alimentary tract and metabolism > A08 - Antiobesity preparations, excl. diet products > A08A - Antiobesity preparations, excl. diet products > A08AA - Centrally acting antiobesity products
D018377 - Neurotransmitter Agents > D014179 - Neurotransmitter Uptake Inhibitors > D018759 - Adrenergic Uptake Inhibitors
D018377 - Neurotransmitter Agents > D014179 - Neurotransmitter Uptake Inhibitors > D018765 - Dopamine Uptake Inhibitors
D002491 - Central Nervous System Agents > D000697 - Central Nervous System Stimulants
C78272 - Agent Affecting Nervous System > C47795 - CNS Stimulant
D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents
D018377 - Neurotransmitter Agents > D015259 - Dopamine Agents
D049990 - Membrane Transport Modulators

同义名列表

1 个代谢物同义名

mazindol



数据库引用编号

9 个数据库交叉引用编号

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

  • 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]
  • Dilip K Tosh, Aaron Janowsky, Amy J Eshleman, Eugene Warnick, Zhan-Guo Gao, Zhoumou Chen, Elizabeth Gizewski, John A Auchampach, Daniela Salvemini, Kenneth A Jacobson. Scaffold Repurposing of Nucleosides (Adenosine Receptor Agonists): Enhanced Activity at the Human Dopamine and Norepinephrine Sodium Symporters. Journal of medicinal chemistry. 2017 04; 60(7):3109-3123. doi: 10.1021/acs.jmedchem.7b00141. [PMID: 28319392]
  • Megan L Fitzgerald, Suham A Kassir, Mark D Underwood, Mihran J Bakalian, J John Mann, Victoria Arango. Dysregulation of Striatal Dopamine Receptor Binding in Suicide. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology. 2017 Mar; 42(4):974-982. doi: 10.1038/npp.2016.124. [PMID: 27402414]
  • Y Kimura, J Maeda, M Yamada, K Takahata, K Yokokawa, Y Ikoma, C Seki, H Ito, M Higuchi, T Suhara. Measurement of psychological state changes at low dopamine transporter occupancy following a clinical dose of mazindol. Psychopharmacology. 2017 Feb; 234(3):323-328. doi: 10.1007/s00213-016-4464-x. [PMID: 27766370]
  • Daisuke Aotani, Cheol Son, Yoshiyuki Shimizu, Hidenari Nomura, Takatoshi Hikida, Toru Kusakabe, Tomohiro Tanaka, Takashi Miyazawa, Kiminori Hosoda, Kazuwa Nakao. Reevaluation of anti-obesity action of mazindol and elucidation of its effect on the reward system. Neuroscience letters. 2016 10; 633(?):141-145. doi: 10.1016/j.neulet.2016.09.014. [PMID: 27658895]
  • Marcella Herbstrith de Oliveira, Pâmela Cristina Lukasewicz Ferreira, Graciela Carlos, Fernanda Rodrigues Salazar, Ana Maria Bergold, Flavio Pechansky, Renata Pereira Limberger, Pedro Eduardo Fröehlich. Pharmacokinetics study of mazindol in plasma, oral fluid, and urine of volunteers. European journal of clinical pharmacology. 2016 Aug; 72(8):945-51. doi: 10.1007/s00228-016-2055-8. [PMID: 27066959]
  • Marcella Herbstrith de Oliveira, Pâmela Cristina Lukasewicz Ferreira, Graciela Carlos, Fernanda Rodrigues Salazar, Ana Maria Bergold, Flavio Pechansky, Renata Pereira Limberger, Pedro Eduardo Fröehlich. Validation and application of a liquid chromatography-electrospray ionization mass spectrometric method for determination of mazindol in human plasma and urine. Journal of pharmacological and toxicological methods. 2016 May; 79(?):1-6. doi: 10.1016/j.vascn.2015.12.003. [PMID: 26718151]
  • Jason R Richardson, Michele M Taylor, Stuart L Shalat, Thomas S Guillot, W Michael Caudle, Muhammad M Hossain, Tiffany A Mathews, Sara R Jones, Deborah A Cory-Slechta, Gary W Miller. Developmental pesticide exposure reproduces features of attention deficit hyperactivity disorder. FASEB journal : official publication of the Federation of American Societies for Experimental Biology. 2015 May; 29(5):1960-72. doi: 10.1096/fj.14-260901. [PMID: 25630971]
  • Marcella Herbstrith de Oliveira, Graciela Carlos, Ana Maria Bergold, Flavio Pechansky, Renata Pereira Limberger, Pedro Eduardo Fröehlich. Determination of mazindol in human oral fluid by high performance liquid chromatography-electrospray ionization mass spectrometry. Biomedical chromatography : BMC. 2014 Aug; 28(8):1064-9. doi: 10.1002/bmc.3120. [PMID: 24458547]
  • Takeshi Sakayori, Amane Tateno, Ryosuke Arakawa, Yumiko Ikeda, Hidenori Suzuki, Yoshiro Okubo. Effect of mazindol on extracellular dopamine concentration in human brain measured by PET. Psychopharmacology. 2014 Jun; 231(11):2321-5. doi: 10.1007/s00213-013-3392-2. [PMID: 24398821]
  • Kasper Severinsen, Heidi Koldsø, Katrine Almind Vinberg Thorup, Christina Schjøth-Eskesen, Pernille Thornild Møller, Ove Wiborg, Henrik Helligsø Jensen, Steffen Sinning, Birgit Schiøtt. Binding of mazindol and analogs to the human serotonin and dopamine transporters. Molecular pharmacology. 2014 Feb; 85(2):208-17. doi: 10.1124/mol.113.088922. [PMID: 24214825]
  • Hui Wang, April Goehring, Kevin H Wang, Aravind Penmatsa, Ryan Ressler, Eric Gouaux. Structural basis for action by diverse antidepressants on biogenic amine transporters. Nature. 2013 Nov; 503(7474):141-5. doi: 10.1038/nature12648. [PMID: 24121440]
  • Simon Bulling, Klaus Schicker, Yuan-Wei Zhang, Thomas Steinkellner, Thomas Stockner, Christian W Gruber, Stefan Boehm, Michael Freissmuth, Gary Rudnick, Harald H Sitte, Walter Sandtner. The mechanistic basis for noncompetitive ibogaine inhibition of serotonin and dopamine transporters. The Journal of biological chemistry. 2012 May; 287(22):18524-34. doi: 10.1074/jbc.m112.343681. [PMID: 22451652]
  • Cédric M Hysek, Linda D Simmler, Valentina G Nicola, Nerina Vischer, Massimiliano Donzelli, Stephan Krähenbühl, Eric Grouzmann, Jörg Huwyler, Marius C Hoener, Matthias E Liechti. Duloxetine inhibits effects of MDMA ('ecstasy') in vitro and in humans in a randomized placebo-controlled laboratory study. PloS one. 2012; 7(5):e36476. doi: 10.1371/journal.pone.0036476. [PMID: 22574166]
  • Mari Gabrielsen, Rafał Kurczab, Aina W Ravna, Irina Kufareva, Ruben Abagyan, Zdzisław Chilmonczyk, Andrzej J Bojarski, Ingebrigt Sylte. Molecular mechanism of serotonin transporter inhibition elucidated by a new flexible docking protocol. European journal of medicinal chemistry. 2012 Jan; 47(1):24-37. doi: 10.1016/j.ejmech.2011.09.056. [PMID: 22071255]
  • David J O'Neill, Adedayo Adedoyin, Jenifer A Bray, Darlene C Deecher, Andrew Fensome, Joel A Goldberg, Jim Harrison, Liza Leventhal, Charles Mann, Lilly Mark, Lisa Nogle, Nicole R Sullivan, Taylor B Spangler, Eugene A Terefenko, Eugene J Trybulski, Albert J Uveges, An Vu, Garth T Whiteside, Puwen Zhang. Discovery of novel selective norepinephrine inhibitors: 1-(2-morpholin-2-ylethyl)-3-aryl-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxides (WYE-114152). Journal of medicinal chemistry. 2011 Oct; 54(19):6824-31. doi: 10.1021/jm200733r. [PMID: 21916421]
  • Sonja Sucic, Ali El-Kasaby, Oliver Kudlacek, Subhodeep Sarker, Harald H Sitte, Philippe Marin, Michael Freissmuth. The serotonin transporter is an exclusive client of the coat protein complex II (COPII) component SEC24C. The Journal of biological chemistry. 2011 May; 286(18):16482-90. doi: 10.1074/jbc.m111.230037. [PMID: 21454670]
  • Vaneeta Jindal, Dinesh Dhingra, Sunil Sharma, Milind Parle, Rajinder Kumar Harna. Hypolipidemic and weight reducing activity of the ethanolic extract of Tamarindus indica fruit pulp in cafeteria diet- and sulpiride-induced obese rats. Journal of pharmacology & pharmacotherapeutics. 2011 Apr; 2(2):80-4. doi: 10.4103/0976-500x.81896. [PMID: 21772765]
  • Gbolagade Sunmaila Akintomide, Hugh Rickards. Narcolepsy: a review. Neuropsychiatric disease and treatment. 2011; 7(?):507-18. doi: 10.2147/ndt.s23624. [PMID: 21931493]
  • Pierre-Olivier Fernagut, Qin Li, Sandra Dovero, Piu Chan, Tao Wu, Paula Ravenscroft, Michael Hill, Zhenwen Chen, Erwan Bezard. Dopamine transporter binding is unaffected by L-DOPA administration in normal and MPTP-treated monkeys. PloS one. 2010 Nov; 5(11):e14053. doi: 10.1371/journal.pone.0014053. [PMID: 21124922]
  • Stefan Schildknecht, Dominik Pöltl, Daniel M Nagel, Florian Matt, Diana Scholz, Julie Lotharius, Nathalie Schmieg, Alberto Salvo-Vargas, Marcel Leist. Requirement of a dopaminergic neuronal phenotype for toxicity of low concentrations of 1-methyl-4-phenylpyridinium to human cells. Toxicology and applied pharmacology. 2009 Nov; 241(1):23-35. doi: 10.1016/j.taap.2009.07.027. [PMID: 19647008]
  • John A Gruner, Val R Marcy, Yin-Guo Lin, Donna Bozyczko-Coyne, Michael J Marino, Maciej Gasior. The roles of dopamine transport inhibition and dopamine release facilitation in wake enhancement and rebound hypersomnolence induced by dopaminergic agents. Sleep. 2009 Nov; 32(11):1425-38. doi: 10.1093/sleep/32.11.1425. [PMID: 19928382]
  • Erik R Hill, Jinbin Tian, Michael R Tilley, Michael X Zhu, Howard H Gu. Potencies of cocaine methiodide on major cocaine targets in mice. PloS one. 2009 Oct; 4(10):e7578. doi: 10.1371/journal.pone.0007578. [PMID: 19855831]
  • Puwen Zhang, Eugene A Terefenko, Jenifer Bray, Darlene Deecher, Andrew Fensome, Jim Harrison, Callain Kim, Elizabeth Koury, Lilly Mark, Casey C McComas, Cheryl A Mugford, Eugene J Trybulski, An T Vu, Garth T Whiteside, Paige E Mahaney. 1- or 3-(3-Amino-2-hydroxy-1-phenyl propyl)-1,3-dihydro-2H-benzimidazol-2-ones: potent, selective, and orally efficacious norepinephrine reuptake inhibitors. Journal of medicinal chemistry. 2009 Sep; 52(18):5703-11. doi: 10.1021/jm900888c. [PMID: 19722525]
  • Callain Y Kim, Paige E Mahaney, Oliver McConnell, Yingru Zhang, Eric Manas, Douglas M Ho, Darlene C Deecher, Eugene J Trybulski. Discovery of a new series of monoamine reuptake inhibitors, the 1-amino-3-(1H-indol-1-yl)-3-phenylpropan-2-ols. Bioorganic & medicinal chemistry letters. 2009 Sep; 19(17):5029-32. doi: 10.1016/j.bmcl.2009.07.053. [PMID: 19632110]
  • David J Lapinsky, Shaili Aggarwal, Yurong Huang, Christopher K Surratt, John R Lever, James D Foster, Roxanne A Vaughan. A novel photoaffinity ligand for the dopamine transporter based on pyrovalerone. Bioorganic & medicinal chemistry. 2009 Jun; 17(11):3770-4. doi: 10.1016/j.bmc.2009.04.057. [PMID: 19442525]
  • An T Vu, Stephen T Cohn, Eugene A Terefenko, William J Moore, Puwen Zhang, Paige E Mahaney, Eugene J Trybulski, Igor Goljer, Rebecca Dooley, Jenifer A Bray, Grace H Johnston, Jennifer Leiter, Darlene C Deecher. 3-(Arylamino)-3-phenylpropan-2-olamines as a new series of dual norepinephrine and serotonin reuptake inhibitors. Bioorganic & medicinal chemistry letters. 2009 May; 19(9):2464-7. doi: 10.1016/j.bmcl.2009.03.054. [PMID: 19329313]
  • Sung-Su Kim, Heon-Woo Lee, Kyung-Tae Lee. Validated method for determination of mazindol in human plasma by liquid chromatography/tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2009 Apr; 877(10):1011-6. doi: 10.1016/j.jchromb.2009.02.049. [PMID: 19272843]
  • Shinobu Mori, Mayumi Satou, Satoshi Kanazawa, Naonobu Yoshizuka, Tadashi Hase, Ichiro Tokimitsu, Yoshinori Takema, Yoshinori Nishizawa, Toshihiko Yada. Body fat mass reduction and up-regulation of uncoupling protein by novel lipolysis-promoting plant extract. International journal of biological sciences. 2009; 5(4):311-8. doi: 10.7150/ijbs.5.311. [PMID: 19421341]
  • A Bailey, A Metaxas, J H Yoo, T McGee, I Kitchen. Decrease of D2 receptor binding but increase in D2-stimulated G-protein activation, dopamine transporter binding and behavioural sensitization in brains of mice treated with a chronic escalating dose 'binge' cocaine administration paradigm. The European journal of neuroscience. 2008 Aug; 28(4):759-70. doi: 10.1111/j.1460-9568.2008.06369.x. [PMID: 18671743]
  • Yoko Hirata, Hiromi Suzuno, Tadamiki Tsuruta, Kentaro Oh-hashi, Kazutoshi Kiuchi. The role of dopamine transporter in selective toxicity of manganese and rotenone. Toxicology. 2008 Feb; 244(2-3):249-56. doi: 10.1016/j.tox.2007.11.018. [PMID: 18206288]
  • Xavier Castells, Miguel Casas, Xavier Vidal, Rosa Bosch, Carlos Roncero, Josep Antoni Ramos-Quiroga, Dolors Capellà. Efficacy of central nervous system stimulant treatment for cocaine dependence: a systematic review and meta-analysis of randomized controlled clinical trials. Addiction (Abingdon, England). 2007 Dec; 102(12):1871-87. doi: 10.1111/j.1360-0443.2007.01943.x. [PMID: 18031423]
  • John N Mason, Darlene C Deecher, Rhonda L Richmond, Gary Stack, Paige E Mahaney, Eugene Trybulski, Richard C Winneker, Randy D Blakely. Desvenlafaxine succinate identifies novel antagonist binding determinants in the human norepinephrine transporter. The Journal of pharmacology and experimental therapeutics. 2007 Nov; 323(2):720-9. doi: 10.1124/jpet.107.125716. [PMID: 17673606]
  • Nianhang Chen, Maarten E A Reith. Substrates and inhibitors display different sensitivity to expression level of the dopamine transporter in heterologously expressing cells. Journal of neurochemistry. 2007 Apr; 101(2):377-88. doi: 10.1111/j.1471-4159.2006.04384.x. [PMID: 17250655]
  • Roxanne A Vaughan, Dhananjay S Sakrikar, M Laura Parnas, Steven Adkins, James D Foster, Romain A Duval, John R Lever, Santosh S Kulkarni, Amy Hauck-Newman. Localization of cocaine analog [125I]RTI 82 irreversible binding to transmembrane domain 6 of the dopamine transporter. The Journal of biological chemistry. 2007 Mar; 282(12):8915-25. doi: 10.1074/jbc.m610633200. [PMID: 17255098]
  • Okechukwu T Ukairo, Suneetha Ramanujapuram, Christopher K Surratt. Fluctuation of the dopamine uptake inhibition potency of cocaine, but not amphetamine, at mammalian cells expressing the dopamine transporter. Brain research. 2007 Feb; 1131(1):68-76. doi: 10.1016/j.brainres.2006.11.018. [PMID: 17169338]
  • Lily Y Moy, Sheng-Ping Wang, Patricia K Sonsalla. Mitochondrial stress-induced dopamine efflux and neuronal damage by malonate involves the dopamine transporter. The Journal of pharmacology and experimental therapeutics. 2007 Feb; 320(2):747-56. doi: 10.1124/jpet.106.110791. [PMID: 17090704]
  • J L Short, C Ledent, E Borrelli, J Drago, A J Lawrence. Genetic interdependence of adenosine and dopamine receptors: evidence from receptor knockout mice. Neuroscience. 2006 May; 139(2):661-70. doi: 10.1016/j.neuroscience.2005.12.052. [PMID: 16476524]
  • José Manuel Trigo, Fany Panayi, Guadalupe Soria, Rafael Maldonado, Patricia Robledo. A reliable model of intravenous MDMA self-administration in naïve mice. Psychopharmacology. 2006 Jan; 184(2):212-20. doi: 10.1007/s00213-005-0229-7. [PMID: 16362403]
  • Balachandra K Gorentla, Roxanne A Vaughan. Differential effects of dopamine and psychoactive drugs on dopamine transporter phosphorylation and regulation. Neuropharmacology. 2005 Nov; 49(6):759-68. doi: 10.1016/j.neuropharm.2005.08.011. [PMID: 16181646]
  • Stephanie Padilla, Renée S Marshall, Deborah L Hunter, Sharon Oxendine, Virginia C Moser, Stanley B Southerland, Richard B Mailman. Neurochemical effects of chronic dietary and repeated high-level acute exposure to chlorpyrifos in rats. Toxicological sciences : an official journal of the Society of Toxicology. 2005 Nov; 88(1):161-71. doi: 10.1093/toxsci/kfi274. [PMID: 16081522]
  • Benjamin J Copeland, Norton H Neff, Maria Hadjiconstantinou. Enhanced dopamine uptake in the striatum following repeated restraint stress. Synapse (New York, N.Y.). 2005 Sep; 57(3):167-74. doi: 10.1002/syn.20169. [PMID: 15945060]
  • W Michael Caudle, Jason R Richardson, Minzheng Wang, Gary W Miller. Perinatal heptachlor exposure increases expression of presynaptic dopaminergic markers in mouse striatum. Neurotoxicology. 2005 Aug; 26(4):721-728. doi: 10.1016/j.neuro.2004.09.003. [PMID: 16112329]
  • Dalit E Dar, Cheryl Mayo, George R Uhl. The interaction of methylphenidate and benztropine with the dopamine transporter is different than other substrates and ligands. Biochemical pharmacology. 2005 Aug; 70(3):461-9. doi: 10.1016/j.bcp.2005.04.032. [PMID: 15950948]
  • Okechukwu T Ukairo, Corry D Bondi, Amy Hauck Newman, Santosh S Kulkarni, Alan P Kozikowski, Stephen Pan, Christopher K Surratt. Recognition of benztropine by the dopamine transporter (DAT) differs from that of the classical dopamine uptake inhibitors cocaine, methylphenidate, and mazindol as a function of a DAT transmembrane 1 aspartic acid residue. The Journal of pharmacology and experimental therapeutics. 2005 Aug; 314(2):575-83. doi: 10.1124/jpet.105.085829. [PMID: 15879005]
  • Johannes Backs, Elke Bresch, Matthias Lutz, Arnt V Kristen, Markus Haass. Endothelin-1 inhibits the neuronal norepinephrine transporter in hearts of male rats. Cardiovascular research. 2005 Aug; 67(2):283-90. doi: 10.1016/j.cardiores.2005.03.018. [PMID: 16005303]
  • Christian Pifl, Gabor Nagy, Sándor Berényi, Alexandra Kattinger, Harald Reither, Sándor Antus. Pharmacological characterization of ecstasy synthesis byproducts with recombinant human monoamine transporters. The Journal of pharmacology and experimental therapeutics. 2005 Jul; 314(1):346-54. doi: 10.1124/jpet.105.084426. [PMID: 15831439]
  • Michelle Porritt, Davor Stanic, David Finkelstein, Peter Batchelor, Sharon Lockhart, Andrew Hughes, Renate Kalnins, David Howells. Dopaminergic innervation of the human striatum in Parkinson's disease. Movement disorders : official journal of the Movement Disorder Society. 2005 Jul; 20(7):810-8. doi: 10.1002/mds.20399. [PMID: 15726582]
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  • David M Raffel, Wei Chen. Binding of [3H]mazindol to cardiac norepinephrine transporters: kinetic and equilibrium studies. Naunyn-Schmiedeberg's archives of pharmacology. 2004 Jul; 370(1):9-16. doi: 10.1007/s00210-004-0949-y. [PMID: 15300361]
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