Milnacipran (BioDeep_00000018031)

Main id: BioDeep_00000015079

 

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


(1R,2S)-2-(aminomethyl)-N,N-diethyl-1-phenylcyclopropane-1-carboxamide

化学式: C15H22N2O (246.1732042)
中文名称: 左旋体米那普仑, 米那普仑
谱图信息: 最多检出来源 () 0%

Reviewed

Last reviewed on 2024-09-14.

Cite this Page

Milnacipran. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/milnacipran (retrieved 2024-09-20) (BioDeep RN: BioDeep_00000018031). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CCN(CC)C(=O)C1(c2ccccc2)CC1CN
InChI: InChI=1S/C15H22N2O/c1-3-17(4-2)14(18)15(10-13(15)11-16)12-8-6-5-7-9-12/h5-9,13H,3-4,10-11,16H2,1-2H3

描述信息

Milnacipran is an antidepressant of the serotonin-norepinephrine reuptake inhibitor class. Milnacipran has been approved and sold in Austria since September 1998 under the brand name Ixel. Cypress Bioscience bought the exclusive rights for approval and marketing of the drug for any purpose in the US and Canada in 2003 from the manufacturer Pierre Fabre; the approval procedure in both countries is ongoing.
D018377 - Neurotransmitter Agents > D014179 - Neurotransmitter Uptake Inhibitors > D000068760 - Serotonin and Noradrenaline Reuptake Inhibitors
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
C78272 - Agent Affecting Nervous System > C265 - Antidepressant Agent
N - Nervous system > N06 - Psychoanaleptics > N06A - Antidepressants
C78272 - Agent Affecting Nervous System > C29747 - Adrenergic Agent
D002491 - Central Nervous System Agents > D000700 - Analgesics
D049990 - Membrane Transport Modulators

同义名列表

13 个代谢物同义名

(1R,2S)-2-(aminomethyl)-N,N-diethyl-1-phenylcyclopropane-1-carboxamide; 2-(aminomethyl)-N,N-diethyl-1-phenylcyclopropane-1-carboxamide; 1-Phenyl-1-diethylaminocarbonyl-2-aminomethylcyclopropane HCL; 1 Phenyl 1 diethylaminocarbonyl 2 aminomethylcyclopropane HCL; Milnacipran hydrochloride; (-)-Milnacipran; Levomilnacipran; Milnacipran; Midalcipran; Savella; Fetzima; F2207; Ixel



数据库引用编号

13 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)

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。



文献列表

  • Takuya Nagashima, Takashi Hayakawa, Hayato Akimoto, Kimino Minagawa, Yasuo Takahashi, Satoshi Asai. Identifying Antidepressants Less Likely to Cause Hyponatremia: Triangulation of Retrospective Cohort, Disproportionality, and Pharmacodynamic Studies. Clinical pharmacology and therapeutics. 2022 06; 111(6):1258-1267. doi: 10.1002/cpt.2573. [PMID: 35258103]
  • Naoki Ito, Kazunori Sasaki, Eiji Hirose, Takayuki Nagai, Hiroko Isoda, Hiroshi Odaguchi. Preventive effect of a Kampo medicine, kososan, on recurrent depression in a mouse model of repeated social defeat stress. Gene. 2022 Jan; 806(?):145920. doi: 10.1016/j.gene.2021.145920. [PMID: 34455026]
  • Islam M Mostafa, Mahmoud A Omar, Dalia M Nagy, Sayed M Derayea. Use of Hantzsch reaction for quantitation of milnacipran as a magic treatment for fibromyalgia syndrome in human plasma and urine. Luminescence : the journal of biological and chemical luminescence. 2021 Feb; 36(1):73-78. doi: 10.1002/bio.3921. [PMID: 32706928]
  • Rasool Haddadi, Rojin Rashtiani. Anti-inflammatory and anti-hyperalgesic effects of milnacipran in inflamed rats: involvement of myeloperoxidase activity, cytokines and oxidative/nitrosative stress. Inflammopharmacology. 2020 Aug; 28(4):903-913. doi: 10.1007/s10787-020-00726-2. [PMID: 32518981]
  • Noha N Atia, Mostafa A Marzouq, Ahmed I Hassan, Walid E Eltoukhi. A new sensitive approach for spectrofluorimetric assay of Milnacipran and Amisulpride in real plasma and pharmaceutical preparations via complexation with Eosin Y dye. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2019 May; 214(?):399-406. doi: 10.1016/j.saa.2019.02.071. [PMID: 30802797]
  • Islam M Mostafa, Sayed M Derayea, Dalia M Nagy, Mahmoud A Omar. An experimental ninhydrin design approach for the sensitive spectrofluorimetric assay of milnacipran in human urine and plasma. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2018 Dec; 205(?):292-297. doi: 10.1016/j.saa.2018.07.040. [PMID: 30029192]
  • Hiroshi Kawai, Megumi Machida, Takuya Ishibashi, Naomi Kudo, Yoichi Kawashima, Atsushi Mitsumoto. Chronopharmacological Analysis of Antidepressant Activity of a Dual-Action Serotonin Noradrenaline Reuptake Inhibitor (SNRI), Milnacipran, in Rats. Biological & pharmaceutical bulletin. 2018; 41(2):213-219. doi: 10.1248/bpb.b17-00733. [PMID: 29386481]
  • Sarah L Martin, Andrea Power, Yvonne Boyle, Ian M Anderson, Monty A Silverdale, Anthony K P Jones. 5-HT modulation of pain perception in humans. Psychopharmacology. 2017 Oct; 234(19):2929-2939. doi: 10.1007/s00213-017-4686-6. [PMID: 28798976]
  • Hidefumi Yoshinaga, Shuji Masumoto, Koji Koyama, Naoya Kinomura, Yuji Matsumoto, Taro Kato, Satoko Baba, Kenji Matsumoto, Tomoko Horisawa, Hitomi Oki, Kazuki Yabuuchi, Toru Kodo. Discovery of SMP-304, a novel benzylpiperidine derivative with serotonin transporter inhibitory activity and 5-HT1A weak partial agonistic activity showing the antidepressant-like effect. Bioorganic & medicinal chemistry. 2017 01; 25(1):293-304. doi: 10.1016/j.bmc.2016.10.034. [PMID: 27865645]
  • Can-Jun Ruan, An-Ning Li, Fang Dong, Yi-Min Zhai, Wen-Biao Li, Chuan-Yue Wang, Jose de Leon. Single- and Multiple-Dose Milnacipran Pharmacokinetics in Healthy Han Chinese Volunteers. Clinical pharmacokinetics. 2016 07; 55(7):889-896. doi: 10.1007/s40262-015-0355-2. [PMID: 26663198]
  • Christoffer Bundgaard, Elin Eneberg, Connie Sánchez. P-glycoprotein differentially affects escitalopram, levomilnacipran, vilazodone and vortioxetine transport at the mouse blood-brain barrier in vivo. Neuropharmacology. 2016 Apr; 103(?):104-11. doi: 10.1016/j.neuropharm.2015.12.009. [PMID: 26700248]
  • Ewa Poleszak, Aleksandra Szopa, Elżbieta Wyska, Sylwia Wośko, Anna Serefko, Aleksandra Wlaź, Mateusz Pieróg, Andrzej Wróbel, Piotr Wlaź. The influence of caffeine on the activity of moclobemide, venlafaxine, bupropion and milnacipran in the forced swim test in mice. Life sciences. 2015 Sep; 136(?):13-8. doi: 10.1016/j.lfs.2015.06.008. [PMID: 26135623]
  • Laishun Chen, William M Greenberg, Carl Gommoll, Joann O'Connor, Stephen R Zukin, Antonia Periclou, Parviz Ghahramani. Levomilnacipran Pharmacokinetics in Healthy Volunteers Versus Patients with Major Depressive Disorder and Implications for Norepinephrine and Serotonin Reuptake Inhibition. Clinical therapeutics. 2015 Sep; 37(9):2059-70. doi: 10.1016/j.clinthera.2015.07.005. [PMID: 26256429]
  • Yuta Yoshino, Shinichiro Ochi, Kiyohiro Yamazaki, Shunsuke Nakata, Masao Abe, Yoko Mori, Shu-ichi Ueno. Antidepressant action via the nitric oxide system: A pilot study in an acute depressive model induced by arginin. Neuroscience letters. 2015 Jul; 599(?):69-74. doi: 10.1016/j.neulet.2015.05.043. [PMID: 26007704]
  • Kyoko Uekusa, Makiko Hayashida, Youkichi Ohno. Forensic toxicological analyses of drugs in tissues in formalin solutions and in fixatives. Forensic science international. 2015 Apr; 249(?):165-72. doi: 10.1016/j.forsciint.2015.01.028. [PMID: 25700112]
  • M Kato, A Serretti, S Nonen, Y Takekita, M Wakeno, J Azuma, T Kinoshita. Genetic variants in combination with early partial improvement as a clinical utility predictor of treatment outcome in major depressive disorder: the result of two pooled RCTs. Translational psychiatry. 2015 Feb; 5(?):e513. doi: 10.1038/tp.2015.6. [PMID: 25710119]
  • Valérie Brunner, Bernadette Maynadier, Laishun Chen, Louise Roques, Isabelle Hude, Sébastien Séguier, Laurence Barthe, Philippe Hermann. Disposition and metabolism of [14C]-levomilnacipran, a serotonin and norepinephrine reuptake inhibitor, in humans, monkeys, and rats. Drug design, development and therapy. 2015; 9(?):3199-215. doi: 10.2147/dddt.s80886. [PMID: 26150694]
  • Gautam Singhvi, Abhishek Shah, Nilesh Yadav, Ranendra N Saha. Prediction of in vivo plasma concentration-time profile from in vitro release data of designed formulations of milnacipran using numerical convolution method. Drug development and industrial pharmacy. 2015 Jan; 41(1):105-8. doi: 10.3109/03639045.2013.850706. [PMID: 24164467]
  • Laishun Chen, William M Greenberg, Elimor Brand-Schieber, Julie Wangsa, Antonia Periclou, Parviz Ghahramani. Effect of renal impairment on the pharmacokinetics of levomilnacipran following a single oral dose of levomilnacipran extended-release capsule in humans. Drug design, development and therapy. 2015; 9(?):3293-300. doi: 10.2147/dddt.s85418. [PMID: 26150701]
  • Gautam Singhvi, Abhishek Shah, Nilesh Yadav, Ranendra N Saha. Study the effect of formulation variables on drug release from hydrophilic matrix tablets of milnacipran and prediction of in-vivo plasma profile. Pharmaceutical development and technology. 2014 Sep; 19(6):708-16. doi: 10.3109/10837450.2013.823993. [PMID: 23931031]
  • Laishun Chen, Ramesh Boinpally, William M Greenberg, Julie Wangsa, Antonia Periclou, Parviz Ghahramani. Effect of hepatic impairment on the pharmacokinetics of levomilnacipran following a single oral dose of a levomilnacipran extended-release capsule in human participants. Clinical drug investigation. 2014 May; 34(5):351-9. doi: 10.1007/s40261-014-0182-5. [PMID: 24677141]
  • Syed Mohd Danish Rizvi, Sibhghatulla Shaikh, Mahiuddin Khan, Deboshree Biswas, Nida Hameed, Shazi Shakil. Fetzima (levomilnacipran), a drug for major depressive disorder as a dual inhibitor for human serotonin transporters and beta-site amyloid precursor protein cleaving enzyme-1. CNS & neurological disorders drug targets. 2014; 13(8):1427-31. doi: 10.2174/1871527313666141023145703. [PMID: 25345508]
  • Punit B Parejiya, Bhavesh S Barot, Hetal K Patel, Pragna K Shelat, Arunkumar Shukla. Innovation of novel 'Tab in Tab' system for release modulation of milnacipran HCl: optimization, formulation and in vitro investigations. Drug development and industrial pharmacy. 2013 Nov; 39(11):1851-63. doi: 10.3109/03639045.2012.738686. [PMID: 23210688]
  • Tsuyoshi Nogami, Harumasa Takano, Ryosuke Arakawa, Tetsuya Ichimiya, Hironobu Fujiwara, Yasuyuki Kimura, Fumitoshi Kodaka, Takeshi Sasaki, Keisuke Takahata, Masayuki Suzuki, Tomohisa Nagashima, Takaaki Mori, Hitoshi Shimada, Hajime Fukuda, Mizuho Sekine, Amane Tateno, Hidehiko Takahashi, Hiroshi Ito, Yoshiro Okubo, Tetsuya Suhara. Occupancy of serotonin and norepinephrine transporter by milnacipran in patients with major depressive disorder: a positron emission tomography study with [(11)C]DASB and (S,S)-[(18)F]FMeNER-D(2). The international journal of neuropsychopharmacology. 2013 Jun; 16(5):937-43. doi: 10.1017/s1461145712001009. [PMID: 23067569]
  • Punit B Parejiya, Bhavesh S Barot, Hetal K Patel, Mehul R Chorawala, Pragna K Shelat, Arunkumar Shukla. In vivo performance evaluation and establishment of IVIVC for osmotic pump based extended release formulation of milnacipran HCl. Biopharmaceutics & drug disposition. 2013 May; 34(4):227-35. doi: 10.1002/bdd.1840. [PMID: 23463628]
  • Akihiro Takano, Christer Halldin, Lars Farde. SERT and NET occupancy by venlafaxine and milnacipran in nonhuman primates: a PET study. Psychopharmacology. 2013 Mar; 226(1):147-53. doi: 10.1007/s00213-012-2901-z. [PMID: 23090625]
  • Evi V Nagler, Angela C Webster, Raymond Vanholder, Carmine Zoccali. Antidepressants for depression in stage 3-5 chronic kidney disease: a systematic review of pharmacokinetics, efficacy and safety with recommendations by European Renal Best Practice (ERBP). Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association. 2012 Oct; 27(10):3736-45. doi: 10.1093/ndt/gfs295. [PMID: 22859791]
  • Fanying Li, Christina Chin, Julie Wangsa, John Ho. Excretion and metabolism of milnacipran in humans after oral administration of milnacipran hydrochloride. Drug metabolism and disposition: the biological fate of chemicals. 2012 Sep; 40(9):1723-35. doi: 10.1124/dmd.112.045120. [PMID: 22653299]
  • Hiroyuki Kimura, Keizo Yoshida, Mikiko Ito, Tatsuya Tokura, Wataru Nagashima, Kenichi Kurita, Norio Ozaki. Plasma levels of milnacipran and its effectiveness for the treatment of chronic pain in the orofacial region. Human psychopharmacology. 2012 May; 27(3):322-8. doi: 10.1002/hup.2230. [PMID: 22585592]
  • Edoardo Spina, Gianluca Trifirò, Filippo Caraci. Clinically significant drug interactions with newer antidepressants. CNS drugs. 2012 Jan; 26(1):39-67. doi: 10.2165/11594710-000000000-00000. [PMID: 22171584]
  • Naoshi Horikawa. [Psychotropic medication in the patients with end-stage renal disease]. Nihon rinsho. Japanese journal of clinical medicine. 2012 Jan; 70(1):104-9. doi: NULL. [PMID: 22413502]
  • Guilherme A Behr, José C F Moreira, Benicio N Frey. Preclinical and clinical evidence of antioxidant effects of antidepressant agents: implications for the pathophysiology of major depressive disorder. Oxidative medicine and cellular longevity. 2012; 2012(?):609421. doi: 10.1155/2012/609421. [PMID: 22693652]
  • Laura Gedge, Ashley Beaudoin, Lauren Lazowski, Regina du Toit, Ruzica Jokic, Roumen Milev. Effects of electroconvulsive therapy and repetitive transcranial magnetic stimulation on serum brain-derived neurotrophic factor levels in patients with depression. Frontiers in psychiatry. 2012; 3(?):12. doi: 10.3389/fpsyt.2012.00012. [PMID: 22375129]
  • Ka-Ichiro Takeishi, Masahisa Horiuchi, Hiroaki Kawaguchi, Yoshiki Deguchi, Hiroyuki Izumi, Emi Arimura, Satoshi Kuchiiwa, Akihide Tanimoto, Toru Takeuchi. Acupuncture Improves Sleep Conditions of Minipigs Representing Diurnal Animals through an Anatomically Similar Point to the Acupoint (GV20) Effective for Humans. Evidence-based complementary and alternative medicine : eCAM. 2012; 2012(?):472982. doi: 10.1155/2012/472982. [PMID: 22461840]
  • Paul W Andrews, J Anderson Thomson, Ananda Amstadter, Michael C Neale. Primum non nocere: an evolutionary analysis of whether antidepressants do more harm than good. Frontiers in psychology. 2012; 3(?):117. doi: 10.3389/fpsyg.2012.00117. [PMID: 22536191]
  • Michael Levine, Carrie A Truitt, Ayrn D O'Connor. Cardiotoxicity and serotonin syndrome complicating a milnacipran overdose. Journal of medical toxicology : official journal of the American College of Medical Toxicology. 2011 Dec; 7(4):312-6. doi: 10.1007/s13181-011-0167-1. [PMID: 21735310]
  • Michiko Nishiyori, Hitoshi Uchida, Jun Nagai, Kohei Araki, Takehiro Mukae, Shiroh Kishioka, Hiroshi Ueda. Permanent relief from intermittent cold stress-induced fibromyalgia-like abnormal pain by repeated intrathecal administration of antidepressants. Molecular pain. 2011 Sep; 7(?):69. doi: 10.1186/1744-8069-7-69. [PMID: 21933442]
  • Roland Staud. Sodium oxybate for the treatment of fibromyalgia. Expert opinion on pharmacotherapy. 2011 Aug; 12(11):1789-98. doi: 10.1517/14656566.2011.589836. [PMID: 21679091]
  • A-S Wattiez, F Libert, A-M Privat, S Loiodice, J Fialip, A Eschalier, C Courteix. Evidence for a differential opioidergic involvement in the analgesic effect of antidepressants: prediction for efficacy in animal models of neuropathic pain?. British journal of pharmacology. 2011 Jun; 163(4):792-803. doi: 10.1111/j.1476-5381.2011.01297.x. [PMID: 21371007]
  • Ruth E Curran, Christopher R J Claxton, Laura Hutchison, Paul J Harradine, Iain J Martin, Peter Littlewood. Control and measurement of plasma pH in equilibrium dialysis: influence on drug plasma protein binding. Drug metabolism and disposition: the biological fate of chemicals. 2011 Mar; 39(3):551-7. doi: 10.1124/dmd.110.036988. [PMID: 21098647]
  • Mervyn B Forman, Paul G Sutej, Edwin K Jackson. Hypertension, tachycardia, and reversible cardiomyopathy temporally associated with milnacipran use. Texas Heart Institute journal. 2011; 38(6):714-8. doi: NULL. [PMID: 22199446]
  • Masaki Uchida, Takuya Katoh, Mutsuhiro Mori, Takuya Maeno, Kazuo Ohtake, Jun Kobayashi, Yasunori Morimoto, Hideshi Natsume. Intranasal administration of milnacipran in rats: evaluation of the transport of drugs to the systemic circulation and central nervous system and the pharmacological effect. Biological & pharmaceutical bulletin. 2011; 34(5):740-7. doi: 10.1248/bpb.34.740. [PMID: 21532166]
  • Julio Licinio, Ma-Li Wong. Pharmacogenomics of antidepressant treatment effects. Dialogues in clinical neuroscience. 2011; 13(1):63-71. doi: NULL. [PMID: 21485747]
  • Yoshitaka Mitsumori, Yuji Nakamura, Kiyotaka Hoshiai, Yukitoshi Nagayama, Satomi Adachi-Akahane, Schuichi Koizumi, Masahiko Matsumoto, Atsushi Sugiyama. In vivo canine model comparison of cardiovascular effects of antidepressants milnacipran and imipramine. Cardiovascular toxicology. 2010 Dec; 10(4):275-82. doi: 10.1007/s12012-010-9084-9. [PMID: 20680703]
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  • Atsuko Ikenouchi-Sugita, Reiji Yoshimura, Hikaru Hori, Wakako Umene-Nakano, Nobuhisa Ueda, Jun Nakamura. Effects of antidepressants on plasma metabolites of nitric oxide in major depressive disorder: comparison between milnacipran and paroxetine. Progress in neuro-psychopharmacology & biological psychiatry. 2009 Nov; 33(8):1451-3. doi: 10.1016/j.pnpbp.2009.07.028. [PMID: 19664676]
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