Tranylcypromine (BioDeep_00000006431)

 

Secondary id: BioDeep_00001868179

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


(1R,2S)-rel-2-phenyl-cyclopropanamine, monohydrochloride

化学式: C9H11N (133.0891)
中文名称: 2-苯基环丙烷-1-胺
谱图信息: 最多检出来源 Viridiplantae(plant) 31.8%

分子结构信息

SMILES: C1C(C1N)C2=CC=CC=C2
InChI: InChI=1S/C9H11N/c10-9-6-8(9)7-4-2-1-3-5-7/h1-5,8-9H,6,10H2

描述信息

A propylamine formed from the cyclization of the side chain of amphetamine. This monoamine oxidase inhibitor is effective in the treatment of major depression, dysthymic disorder, and atypical depression. It also is useful in panic and phobic disorders. (From AMA Drug Evaluations Annual, 1994, p311)
N - Nervous system > N06 - Psychoanaleptics > N06A - Antidepressants > N06AF - Monoamine oxidase inhibitors, non-selective
D002492 - Central Nervous System Depressants > D014149 - Tranquilizing Agents > D014151 - Anti-Anxiety Agents
D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D000928 - Antidepressive Agents
D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D014149 - Tranquilizing Agents
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants
D004791 - Enzyme Inhibitors > D008996 - Monoamine Oxidase Inhibitors

同义名列表

19 个代谢物同义名

(1R,2S)-rel-2-phenyl-cyclopropanamine, monohydrochloride; GlaxoSmithKline brand OF tranylcypromine sulfate; SmithKline brand OF tranylcypromine sulfate; Goldshield brand OF tranylcypromine sulfate; Esparma brand OF tranylcypromine sulfate; Allphar brand OF tranylcypromine sulfate; Link brand OF tranylcypromine sulfate; (1R)-2-phenylcyclopropan-1-amine; trans-2-Phenylcyclopropylamine; trans 2 Phenylcyclopropylamine; 2-Phenyl cyclo propan-1-amine; Sulfate, tranylcypromine; Tranylcypromine sulfate; tranylcypromine; Parnic acid; Transamine; Jatrosom; Parnate; Tranylcypromine



数据库引用编号

21 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。

亚细胞结构定位 关联基因列表
Cytoplasm 9 BDNF, CYP2A6, CYP2C19, CYP2C9, CYP2D6, CYP2E1, CYP3A4, HDAC9, PTGS2
Peripheral membrane protein 3 CYP1B1, CYP2E1, PTGS2
Endoplasmic reticulum membrane 10 CYP1A2, CYP1B1, CYP2A6, CYP2C19, CYP2C9, CYP2D6, CYP2E1, CYP3A4, PTGIS, PTGS2
Mitochondrion membrane 1 MAOA
Nucleus 4 FOS, HDAC9, KDM1A, PTGIS
cytosol 2 FOS, MAOA
dendrite 3 BDNF, HTR1A, MAOB
nucleoplasm 3 FOS, HDAC9, KDM1A
RNA polymerase II transcription regulator complex 1 FOS
Cell membrane 3 CD86, HTR1A, ITGAM
Cytoplasmic side 2 MAOA, MAOB
Multi-pass membrane protein 1 HTR1A
Synapse 1 HTR1A
cell surface 2 CD86, ITGAM
Golgi membrane 1 INS
mitochondrial inner membrane 1 CYP2E1
neuronal cell body 1 MAOB
synaptic vesicle 1 BDNF
plasma membrane 5 CD86, CYP2C19, CYP2C9, HTR1A, ITGAM
Membrane 8 BDNF, CD86, CYP1B1, CYP2A6, CYP2D6, CYP3A4, ITGAM, MAOA
axon 1 BDNF
caveola 2 PTGIS, PTGS2
extracellular exosome 2 CD86, ITGAM
endoplasmic reticulum 4 CYP2D6, FOS, PTGIS, PTGS2
extracellular space 4 BDNF, INS, ITGAM, PTGIS
perinuclear region of cytoplasm 1 BDNF
mitochondrion 4 CYP1B1, CYP2D6, MAOA, MAOB
protein-containing complex 2 KDM1A, PTGS2
intracellular membrane-bounded organelle 8 CYP1A2, CYP1B1, CYP2A6, CYP2C19, CYP2C9, CYP2D6, CYP2E1, CYP3A4
Microsome membrane 7 CYP1A2, CYP1B1, CYP2C9, CYP2D6, CYP2E1, CYP3A4, PTGS2
Single-pass type I membrane protein 2 CD86, ITGAM
Secreted 2 BDNF, INS
extracellular region 2 BDNF, INS
Mitochondrion outer membrane 2 MAOA, MAOB
Single-pass membrane protein 3 CYP2D6, MAOA, PTGIS
mitochondrial outer membrane 2 MAOA, MAOB
transcription regulator complex 2 HDAC9, KDM1A
centriolar satellite 1 CD86
external side of plasma membrane 2 CD86, ITGAM
Mitochondrion inner membrane 1 CYP2E1
Membrane raft 1 ITGAM
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
neuron projection 1 PTGS2
chromatin 2 FOS, KDM1A
Chromosome 1 KDM1A
chromosome, telomeric region 1 KDM1A
endosome lumen 1 INS
Cell projection, dendrite 1 HTR1A
specific granule membrane 1 ITGAM
tertiary granule membrane 1 ITGAM
plasma membrane raft 1 ITGAM
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 BDNF, INS, PTGS2
histone methyltransferase complex 1 HDAC9
nuclear matrix 1 FOS
histone deacetylase complex 1 HDAC9
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
mitochondrial envelope 1 MAOB
Single-pass type IV membrane protein 2 MAOA, MAOB
cytoplasmic microtubule 1 CYP2A6
protein-DNA complex 1 FOS
DNA repair complex 1 KDM1A
integrin complex 1 ITGAM
transcription factor AP-1 complex 1 FOS
integrin alphaM-beta2 complex 1 ITGAM
[Neurotrophic factor BDNF precursor form]: Secreted 1 BDNF


文献列表

  • Sara Silva, Joana Marto, Lídia M Gonçalves, Diana Duarte, O Salomé G P Soares, Francisco Vasques-Nóvoa, António J Almeida, Nuno Vale. New Peptide Functionalized Nanostructured Lipid Carriers with CNS Drugs and Evaluation Anti-proliferative Activity. International journal of molecular sciences. 2022 Jun; 23(13):. doi: 10.3390/ijms23137109. [PMID: 35806112]
  • Sven Ulrich, Daniela Hock, Volker Guth, Aydin Erenmemisoglu, Bernhard Scheidel. Insufficient recovery of monoamine oxidase in a bioequivalence study of the monoamine oxidase inhibitor tranylcypromine: Recommendation of the tranylcypromine enantiomer test. International journal of clinical pharmacology and therapeutics. 2022 May; 60(5):242-252. doi: 10.5414/cp204169. [PMID: 35279222]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Maxi Wass, Stefanie Göllner, Birgit Besenbeck, Richard F Schlenk, Petra Mundmann, Joachim R Göthert, Richard Noppeney, Christoph Schliemann, Jan-Henrik Mikesch, Georg Lenz, Martin Dugas, Martin Wermke, Christoph Röllig, Martin Bornhäuser, Hubert Serve, Uwe Platzbecker, Kathrin I Foerster, Jürgen Burhenne, Walter E Haefeli, Lutz P Müller, Mascha Binder, Caroline Pabst, Carsten Müller-Tidow. A proof of concept phase I/II pilot trial of LSD1 inhibition by tranylcypromine combined with ATRA in refractory/relapsed AML patients not eligible for intensive therapy. Leukemia. 2021 03; 35(3):701-711. doi: 10.1038/s41375-020-0892-z. [PMID: 32561840]
  • 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]
  • Alexander Dmitriev, Dmitry Filimonov, Alexey Lagunin, Dmitry Karasev, Pavel Pogodin, Anastasiya Rudik, Vladimir Poroikov. Prediction of Severity of Drug-Drug Interactions Caused by Enzyme Inhibition and Activation. Molecules (Basel, Switzerland). 2019 Oct; 24(21):. doi: 10.3390/molecules24213955. [PMID: 31683720]
  • Ali Reza Fakhari, Hasan Mohammadi Kosalar, Sajad Asadi, Kobra Sadat Hasheminasab. Surfactant-assisted electromembrane extraction combined with cyclodextrin-modified capillary electrophoresis for the separation and quantification of Tranylcypromine enantiomers in biological samples. Journal of separation science. 2018 Jan; 41(2):475-482. doi: 10.1002/jssc.201700488. [PMID: 28988449]
  • Sven Ulrich, Roland Ricken, Mazda Adli. Tranylcypromine in mind (Part I): Review of pharmacology. European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology. 2017 08; 27(8):697-713. doi: 10.1016/j.euroneuro.2017.05.007. [PMID: 28655495]
  • Maryam Akhgari, Farzaneh Jokar, Afshar Etemadi-Aleagha, Ali Ghasemi. Discrimination Between Drug Abuse and Medical Therapy: Case report of a tranylcypromine overdose-related fatality. Sultan Qaboos University medical journal. 2017 May; 17(2):e213-e217. doi: 10.18295/squmj.2016.17.02.013. [PMID: 28690895]
  • S Blazevic, I Erjavec, M Brizic, S Vukicevic, D Hranilovic. Molecular background and physiological consequences of altered peripheral serotonin homeostasis in adult rats perinatally treated with tranylcypromine. Journal of physiology and pharmacology : an official journal of the Polish Physiological Society. 2015 Aug; 66(4):529-37. doi: . [PMID: 26348077]
  • Vijayata Singh, Zeeshan Zahoor Banday, Ashis Kumar Nandi. Exogenous application of histone demethylase inhibitor trans-2-phenylcyclopropylamine mimics FLD loss-of-function phenotype in terms of systemic acquired resistance in Arabidopsis thaliana. Plant signaling & behavior. 2014; 9(9):e29658. doi: 10.4161/psb.29658. [PMID: 25763701]
  • Kayla Chase, Rajiv P Sharma. Epigenetic developmental programs and adipogenesis: implications for psychotropic induced obesity. Epigenetics. 2013 Nov; 8(11):1133-40. doi: 10.4161/epi.26027. [PMID: 23959141]
  • Dubravka Hranilovic, Sofia Blazevic, Nedjeljka Ivica, Lipa Cicin-Sain, Darko Oreskovic. The effects of the perinatal treatment with 5-hydroxytryptophan or tranylcypromine on the peripheral and central serotonin homeostasis in adult rats. Neurochemistry international. 2011 Aug; 59(2):202-7. doi: 10.1016/j.neuint.2011.05.003. [PMID: 21672593]
  • Andrea E Schwaninger, Markus R Meyer, Hans H Maurer. Gas chromatography-mass spectrometry detection of a norfluoxetine artifact in hydrolyzed urine samples may falsely indicate tranylcypromine ingestion. Journal of analytical toxicology. 2010 Jan; 34(1):45-8. doi: 10.1093/jat/34.1.45. [PMID: 20109302]
  • Laurence Colin, Carine Van Lint. Molecular control of HIV-1 postintegration latency: implications for the development of new therapeutic strategies. Retrovirology. 2009 Dec; 6(?):111. doi: 10.1186/1742-4690-6-111. [PMID: 19961595]
  • Kelly E Desino, Rosario Pignatello, Salvatore Guccione, Livia Basile, Sabah Ansar, Mary Lou Michaelis, Rona R Ramsay, Kenneth L Audus. TCP-FA4: a derivative of tranylcypromine showing improved blood-brain permeability. Biochemical pharmacology. 2009 Dec; 78(11):1412-7. doi: 10.1016/j.bcp.2009.07.027. [PMID: 19679106]
  • Meredith A Fox, Catherine L Jensen, Helen T French, Alison R Stein, Su-Jan Huang, Teresa J Tolliver, Dennis L Murphy. Neurochemical, behavioral, and physiological effects of pharmacologically enhanced serotonin levels in serotonin transporter (SERT)-deficient mice. Psychopharmacology. 2008 Dec; 201(2):203-18. doi: 10.1007/s00213-008-1268-7. [PMID: 18712364]
  • Meredith A Fox, Catherine L Jensen, Pamela S Gallagher, Dennis L Murphy. Receptor mediation of exaggerated responses to serotonin-enhancing drugs in serotonin transporter (SERT)-deficient mice. Neuropharmacology. 2007 Oct; 53(5):643-56. doi: 10.1016/j.neuropharm.2007.07.009. [PMID: 17765930]
  • Pinelopi Lundquist, Magnus Roman, Stina Syvänen, Per Hartvig, Gunnar Blomquist, Margareta Hammarlund-Udenaes, Bengt Långström. Effect on [11C]DASB binding after tranylcypromine-induced increase in serotonin concentration: positron emission tomography studies in monkeys and rats. Synapse (New York, N.Y.). 2007 Jun; 61(6):440-9. doi: 10.1002/syn.20382. [PMID: 17372973]
  • Ashwin A Patkar, C-U Pae, Prakash S Masand. Transdermal selegiline: the new generation of monoamine oxidase inhibitors. CNS spectrums. 2006 May; 11(5):363-75. doi: 10.1017/s1092852900014498. [PMID: 16641841]
  • Tom K Birkenhäger, Walter W van den Broek, Paul G Mulder, Jan A Bruijn, Peter Moleman. Efficacy and tolerability of tranylcypromine versus phenelzine: a double-blind study in antidepressant-refractory depressed inpatients. The Journal of clinical psychiatry. 2004 Nov; 65(11):1505-10. doi: 10.4088/jcp.v65n1110. [PMID: 15554763]
  • Shinichi Yoshida, Thomas C Rosen, Oliver G J Meyer, Milton J Sloan, Song Ye, Günter Haufe, Kenneth L Kirk. Fluorinated phenylcyclopropylamines. Part 3: Inhibition of monoamine oxidase A and B. Bioorganic & medicinal chemistry. 2004 May; 12(10):2645-52. doi: 10.1016/j.bmc.2004.03.010. [PMID: 15110846]
  • Shinichi Yoshida, Oliver G J Meyer, Thomas C Rosen, Günter Haufe, Song Ye, Milton J Sloan, Kenneth L Kirk. Fluorinated phenylcyclopropylamines. 1. Synthesis and effect of fluorine substitution at the cyclopropane ring on inhibition of microbial tyramine oxidase. Journal of medicinal chemistry. 2004 Mar; 47(7):1796-806. doi: 10.1021/jm030398k. [PMID: 15027872]
  • Eric M Shepard, Heather Heggem, Gregory A Juda, David M Dooley. Inhibition of six copper-containing amine oxidases by the antidepressant drug tranylcypromine. Biochimica et biophysica acta. 2003 Apr; 1647(1-2):252-9. doi: 10.1016/s1570-9639(03)00062-1. [PMID: 12686142]
  • Nathalie Ginovart, Alan A Wilson, Jeffrey H Meyer, Doug Hussey, Sylvain Houle. [11C]-DASB, a tool for in vivo measurement of SSRI-induced occupancy of the serotonin transporter: PET characterization and evaluation in cats. Synapse (New York, N.Y.). 2003 Feb; 47(2):123-33. doi: 10.1002/syn.10155. [PMID: 12454950]
  • Peter Bentzer, Staffan Holbeck, Per-Olof Grände. Endothelin-1 reduces microvascular fluid permeability through secondary release of prostacyclin in cat Skeletal muscle. Microvascular research. 2002 Jan; 63(1):50-60. doi: 10.1006/mvre.2001.2365. [PMID: 11749072]
  • P Wang, M Zhou, W G Cioffi, K I Bland, Z F Ba, I H Chaudry. Is prostacyclin responsible for producing the hyperdynamic response during early sepsis?. Critical care medicine. 2000 May; 28(5):1534-9. doi: 10.1097/00003246-200005000-00046. [PMID: 10834708]
  • J Crifasi, C Long. The GCMS analysis of tranylcypromine (Parnate) in a suspected overdose. Forensic science international. 1997 Apr; 86(1-2):103-8. doi: 10.1016/s0379-0738(97)02126-9. [PMID: 9153786]
  • H Y Aboul-Enein, V Serignese. Direct separation of tranylcypromine enantiomers and their profile in an atypical depressive patient. Biomedical chromatography : BMC. 1995 Mar; 9(2):98-101. doi: 10.1002/bmc.1130090209. [PMID: 7795394]
  • P Celada, F Artigas. Plasma 5-hydroxyindoleacetic acid as an indicator of monoamine oxidase-A inhibition in rat brain and peripheral tissues. Journal of neurochemistry. 1993 Dec; 61(6):2191-8. doi: 10.1111/j.1471-4159.1993.tb07459.x. [PMID: 7504085]
  • H Weber-Grandke, G Hahn, E Mutschler, W Möhrke, P Langguth, H Spahn-Langguth. The pharmacokinetics of tranylcypromine enantiomers in healthy subjects after oral administration of racemic drug and the single enantiomers. British journal of clinical pharmacology. 1993 Oct; 36(4):363-5. doi: 10.1111/j.1365-2125.1993.tb00377.x. [PMID: 12959316]
  • H Spahn-Langguth, G Hahn, E Mutschler, W Möhrke, P Langguth. Enantiospecific high-performance liquid chromatographic assay with fluorescence detection for the monoamine oxidase inhibitor tranylcypromine and its applicability in pharmacokinetic studies. Journal of chromatography. 1992 Dec; 584(2):229-37. doi: 10.1016/0378-4347(92)80580-j. [PMID: 1484108]
  • K Hyland, R A Surtees, C Rodeck, P T Clayton. Aromatic L-amino acid decarboxylase deficiency: clinical features, diagnosis, and treatment of a new inborn error of neurotransmitter amine synthesis. Neurology. 1992 Oct; 42(10):1980-8. doi: 10.1212/wnl.42.10.1980. [PMID: 1357595]
  • P G Krugers Dagneaux, C P Loohuis, J T Klein Elhorst, T S Van der Veer. Liquid chromatographic estimation of tranylcypromine in human plasma. Pharmaceutisch weekblad. Scientific edition. 1992 Apr; 14(2):46-9. doi: 10.1007/bf01980481. [PMID: 1528710]
  • F Miller, R Friedman, J Tanenbaum, A Griffin. Disseminated intravascular coagulation and acute myoglobinuric renal failure: a consequence of the serotonergic syndrome. Journal of clinical psychopharmacology. 1991 Aug; 11(4):277-9. doi: NULL. [PMID: 1918432]
  • P E Keck, W P Carter, A A Nierenberg, T B Cooper, W Z Potter, A J Rothschild. Acute cardiovascular effects of tranylcypromine: correlation with plasma drug, metabolite, norepinephrine, and MHPG levels. The Journal of clinical psychiatry. 1991 Jun; 52(6):250-4. doi: NULL. [PMID: 2055897]
  • P J Boniface. Two cases of fatal intoxication due to tranylcypromine overdose. Journal of analytical toxicology. 1991 Jan; 15(1):38-40. doi: 10.1093/jat/15.1.38. [PMID: 2046340]
  • R H Bourgain, R Andries, K Decuyper, F De Clerck. Dual inhibition of thromboxane A2 synthesis and thromboxane A2/prostaglandin endoperoxide receptors by ridogrel: anti-thrombotic effect in vivo in rat mesenteric arteries. Journal of lipid mediators. 1991 Jan; 3(1):3-11. doi: ". [PMID: 1837488]
  • M Banger, C Hiemke, R Knuppen, P Ball, M Haupt, K Wiedemann. Formation and metabolism of catecholestrogens in depressed patients. Biological psychiatry. 1990 Oct; 28(8):685-96. doi: 10.1016/0006-3223(90)90455-b. [PMID: 2173630]
  • E Müller-Schweinitzer, I Olea-Baza. Pharmacological evidence for the existence of a local renin-angiotensin system in porcine interlobar renal arteries. British journal of pharmacology. 1990 Sep; 101(1):89-92. doi: 10.1111/j.1476-5381.1990.tb12094.x. [PMID: 2282472]
  • B Delbarre, G Delbarre, A Ferger. [Role of prostaglandins in the mechanism of action of indapamide]. Archives des maladies du coeur et des vaisseaux. 1990 Jul; 83(8):1209-12. doi: . [PMID: 2124458]
  • A G Mallinger, J M Himmelhoch, M E Thase, D J Edwards, S Knopf. Plasma tranylcypromine: relationship to pharmacokinetic variables and clinical antidepressant actions. Journal of clinical psychopharmacology. 1990 Jun; 10(3):176-83. doi: . [PMID: 2376618]
  • K Hyland, P T Clayton. Aromatic amino acid decarboxylase deficiency in twins. Journal of inherited metabolic disease. 1990; 13(3):301-4. doi: 10.1007/bf01799380. [PMID: 1700191]
  • C Deby, R H Bourgain, R Andries, P Braquet. Modulation of prostacyclin synthetase by cicletanine and drugs which affect ion transport. Pharmacological research communications. 1988 Sep; 20 Suppl 3(?):101-8. doi: 10.1016/s0031-6989(88)80109-7. [PMID: 3147465]
  • R N Golden, S P Markey, E D Risby, M V Rudorfer, R W Cowdry, W Z Potter. Antidepressants reduce whole-body norepinephrine turnover while enhancing 6-hydroxymelatonin output. Archives of general psychiatry. 1988 Feb; 45(2):150-4. doi: 10.1001/archpsyc.1988.01800260060008. [PMID: 3122700]
  • G F Oxenkrug, R Balon, A K Jain, I M McIntyre. Melatonin plasma response to MAO inhibitor: influence on human pineal activity?. Acta psychiatrica Scandinavica. 1988 Feb; 77(2):160-2. doi: 10.1111/j.1600-0447.1988.tb05093.x. [PMID: 3364201]
  • D R Hampson, G B Baker, R T Coutts. Neurochemical changes in rat brain amines after short- and long-term inhibition of monoamine oxidase by a low dose of tranylcypromine. Biological psychiatry. 1988 Feb; 23(3):227-36. doi: 10.1016/0006-3223(88)90033-9. [PMID: 3337860]
  • A Korn, M Da Prada, W Raffesberg, S Allen, S Gasic. Tyramine pressor effect in man: studies with moclobemide, a novel, reversible monoamine oxidase inhibitor. Journal of neural transmission. Supplementum. 1988; 26(?):57-71. doi: NULL. [PMID: 3162952]
  • C Bodemer, O Blétry, L Guillevin, P Dumas, P Brunet, P Godeau. [Amyloidosis and orthostatic hypotension. Physiopathology, therapeutic attempts. Apropos of 5 cases]. Annales de medecine interne. 1987; 138(8):625-30. doi: . [PMID: 3450211]
  • K Demisch, L Demisch, T Nickelsen, R Rieth. The influence of acute and subchronic administration of various antidepressants on early morning melatonin plasma levels in healthy subjects: increases following fluvoxamine. Journal of neural transmission. 1987; 68(3-4):257-70. doi: 10.1007/bf02098502. [PMID: 3104537]
  • D S Charney, L H Price, G R Heninger. Desipramine-yohimbine combination treatment of refractory depression. Implications for the beta-adrenergic receptor hypothesis of antidepressant action. Archives of general psychiatry. 1986 Dec; 43(12):1155-61. doi: 10.1001/archpsyc.1986.01800120041009. [PMID: 3022664]
  • G Eisenhofer, D S Goldstein, R Stull, H R Keiser, T Sunderland, D L Murphy, I J Kopin. Simultaneous liquid-chromatographic determination of 3,4-dihydroxyphenylglycol, catecholamines, and 3,4-dihydroxyphenylalanine in plasma, and their responses to inhibition of monoamine oxidase. Clinical chemistry. 1986 Nov; 32(11):2030-3. doi: . [PMID: 3096593]
  • A G Mallinger, D J Edwards, J M Himmelhoch, S Knopf, J Ehler. Pharmacokinetics of tranylcypromine in patients who are depressed: relationship to cardiovascular effects. Clinical pharmacology and therapeutics. 1986 Oct; 40(4):444-50. doi: 10.1038/clpt.1986.205. [PMID: 3757407]
  • G F Oxenkrug, I M McIntyre, R Balon, A K Jain, D Appel, R B McCauley. Single dose of tranylcypromine increases human plasma melatonin. Biological psychiatry. 1986 Sep; 21(11):1085-9. doi: 10.1016/0006-3223(86)90292-1. [PMID: 3741922]
  • J A Jesberger, J S Richardson. Effects of antidepressant drugs on the behavior of olfactory bulbectomized and sham-operated rats. Behavioral neuroscience. 1986 Apr; 100(2):256-74. doi: 10.1037//0735-7044.100.2.256. [PMID: 3964427]
  • D L Murphy, L Tamarkin, T Sunderland, N A Garrick, R M Cohen. Human plasma melatonin is elevated during treatment with the monoamine oxidase inhibitors clorgyline and tranylcypromine but not deprenyl. Psychiatry research. 1986 Feb; 17(2):119-27. doi: 10.1016/0165-1781(86)90067-3. [PMID: 3008207]
  • G B Baker, D R Hampson, R T Coutts, R G Micetich, T W Hall, T S Rao. Detection and quantitation of a ring-hydroxylated metabolite of the antidepressant drug tranylcypromine. Journal of neural transmission. 1986; 65(3-4):233-43. doi: 10.1007/bf01249085. [PMID: 3711885]
  • D J Edwards, A G Mallinger, S Knopf, J M Himmelhoch. Determination of tranylcypromine in plasma using gas chromatography-chemical-ionization mass spectrometry. Journal of chromatography. 1985 Nov; 344(?):356-61. doi: 10.1016/s0378-4347(00)82040-x. [PMID: 4086558]
  • A Zametkin, J L Rapoport, D L Murphy, M Linnoila, F Karoum, W Z Potter, D Ismond. Treatment of hyperactive children with monoamine oxidase inhibitors. II. Plasma and urinary monoamine findings after treatment. Archives of general psychiatry. 1985 Oct; 42(10):969-73. doi: 10.1001/archpsyc.1985.01790330049006. [PMID: 2412521]
  • L H Price, D S Charney, G R Heninger. Effects of tranylcypromine treatment on neuroendocrine, behavioral, and autonomic responses to tryptophan in depressed patients. Life sciences. 1985 Sep; 37(9):809-18. doi: 10.1016/0024-3205(85)90515-6. [PMID: 4033356]
  • M Takahashi, N Ozaki, S Kawakita, M Nozaki, Y Saeki. Vascular effects of 15-hydroperoxyeicosatetraenoic acid and 15-hydroxyeicosatetraenoic acid on canine arteries. Japanese journal of pharmacology. 1985 Apr; 37(4):325-34. doi: 10.1254/jjp.37.325. [PMID: 3925206]
  • M S Dar, P L Morselli, E R Bowman. The enzymatic systems involved in the mammalian metabolism of methylamine. General pharmacology. 1985; 16(6):557-60. doi: 10.1016/0306-3623(85)90142-9. [PMID: 2867948]
  • M G Doni, D Bottecchia. What's provoking different aggregation between arterial and venous platelets in the rat?. Haemostasis. 1984; 14(6):495-500. doi: 10.1159/000215111. [PMID: 6442910]
  • M Jogee, L Myatt, P Moore, M G Elder. Prostacyclin production by human placental cells in short-term culture. Placenta. 1983 Jul; 4(3):219-30. doi: 10.1016/s0143-4004(83)80001-0. [PMID: 6353402]
  • M Falzon, Y Fernandez, C Cambon-Gros, S Mitjavila. Influence of experimental hepatic impairment on the toxicokinetics and the anticholinesterase activity of carbaryl in the rat. Journal of applied toxicology : JAT. 1983 Apr; 3(2):87-9. doi: 10.1002/jat.2550030207. [PMID: 6411799]
  • P C Waldmeier, K H Antonin, J J Feldtrauer, C Grunenwald, E Paul, J Lauber, P Bieck. Urinary excretion of O-methylated catecholamines, tyramine and phenyl-ethylamine by volunteers treated with tranylcypromine and CGP 11305 A. European journal of clinical pharmacology. 1983; 25(3):361-8. doi: 10.1007/bf01037949. [PMID: 6628524]
  • E Mutschler, W Möhrke. Kinetics of MAO inhibitors. Modern problems of pharmacopsychiatry. 1983; 19(?):126-34. doi: NULL. [PMID: 6408403]
  • G Jackman, J Snell, H Skews, A Bobik. Effects of noradrenergic neuronal activity on 3,4-dihydroxyphenylethylene glycol (DHPG) levels. Quantitation by high performance liquid chromatography. Life sciences. 1982 Aug; 31(9):923-9. doi: 10.1016/0024-3205(82)90550-1. [PMID: 7176821]
  • K E Clark, D J Harrington. Effect of the prostacyclin synthetase inhibitor tranylcypromine on uterine blood flow in pregnancy. Prostaglandins. 1982 Feb; 23(2):227-36. doi: 10.1016/0090-6980(82)90050-8. [PMID: 7043656]
  • L E Buxton, R N Murdoch. Lectins, calcium ionophore A23187 and peanut oil as deciduogenic agents in the uterus of pseudopregnant mice: effects of tranylcypromine, indomethacin, iproniazid and propranolol. Australian journal of biological sciences. 1982; 35(1):63-72. doi: . [PMID: 6808981]
  • P R Bieck, K H Antonin. Monoamine oxidase inhibition by tranylcypromine: assessment in human volunteers. European journal of clinical pharmacology. 1982; 22(4):301-8. doi: 10.1007/bf00548397. [PMID: 7106165]
  • G P Reynolds, P Riederer, M Sandler. Tranylcypromine isomers and Parkinson's disease: new aspects of an old drug. Journal of the Royal Society of Medicine. 1981 Sep; 74(9):649-52. doi: 10.1177/014107688107400905. [PMID: 7288807]
  • A Moretti, C Caccia, A Martini, L Bonollo, A Amico, R Sega, V Nicolella, F B Nicolis. Effect of caroxazone, a new antidepressant drug, on monoamine oxidases in healthy volunteers. British journal of clinical pharmacology. 1981 May; 11(5):511-5. doi: 10.1111/j.1365-2125.1981.tb01158.x. [PMID: 7272163]
  • G P Reynolds, P Riederer. Tranylcypromine isomers in the treatment of Parkinson's disease. Biochemical effects. International pharmacopsychiatry. 1981; 16(1):30-3. doi: 10.1159/000468471. [PMID: 7298269]
  • S L Hong, T Carty, D Deykin. Tranylcypromine and 15-hydroperoxyarachidonate affect arachidonic acid release in addition to inhibition of prostacyclin synthesis in calf aortic endothelial cells. The Journal of biological chemistry. 1980 Oct; 255(20):9538-40. doi: . [PMID: 6776101]
  • E Bailey, E J Barron. Determination of tranylcypromine in human plasma and urine using high-resolution gas--liquid chromatography with nitrogen-sensitive detection. Journal of chromatography. 1980 Jul; 183(1):25-31. doi: 10.1016/s0378-4347(00)81394-8. [PMID: 7400261]
  • G P Reynolds, W D Rausch, P Riederer. Effects of tranylcypromine stereoisomers on monamine oxidation in man. British journal of clinical pharmacology. 1980 May; 9(5):521-3. doi: 10.1111/j.1365-2125.1980.tb05852.x. [PMID: 7397067]
  • R T Zern, J L Bird, J M Feldman. Effect of increased pancreatic islet norepinephrine, dopamine and serotonin concentration on insulin secretion in the golden hamster. Diabetologia. 1980 Apr; 18(4):341-6. doi: 10.1007/bf00251017. [PMID: 6998806]
  • Z B Fortes, C C Reis, R Scivoletto. Anticholinesterase activity of tranylcypromine and its isomers. Revista brasileira de pesquisas medicas e biologicas. 1980 Apr; 13(1-3):71-4. doi: . [PMID: 7414026]
  • L Guillevin, P Dumas, O Bletry, M Serdaru, P Brunet, P Godeau. [Treatment of neurogenic orthostatic hypotension by an association of tyramine and a monoamine oxidase inhibitor (author's transl)]. Annales de medecine interne. 1980; 131(8):504-7. doi: . [PMID: 7013600]
  • M B Youdim, J K Aronson, K Blau, A R Green, D G Grahame-Smith. Tranylcypromine ('Parnate') overdose: measurement of tranylcypromine concentrations and MAO inhibitory activity and identification of amphetamines in plasma. Psychological medicine. 1979 May; 9(2):377-82. doi: 10.1017/s0033291700030890. [PMID: 472083]
  • A Lang, H E Geissler, E Mutschler. [Determination and comparison of the plasma and urine concentrations in men given tranylcypromine stereoisomers]. Arzneimittel-Forschung. 1979; 29(1):154-7. doi: NULL. [PMID: 582109]
  • R J Borgman, P W Erhardt, R J Gorczynski, W G Anderson. (+/-)(E)-2-(3,4-Dihydroxyphenyl)cyclopropylamine hydrochloride (ASL-7003): a rigid analogue of dopamine. The Journal of pharmacy and pharmacology. 1978 Mar; 30(3):193-4. doi: 10.1111/j.2042-7158.1978.tb13199.x. [PMID: 24699]
  • A Lang, H E Geissler, E Mutschler. [Fluorimetric determination of tranylcypromine in plasma as its 1-dimethylamino-naphthaline-5-sulfonic acid chloride by direct measurement of TLC-plates (author's transl)]. Arzneimittel-Forschung. 1978; 28(4):575-7. doi: NULL. [PMID: 581930]
  • C N Corder, T M Kanefsky, R H McDonald, J L Gray, D P Redmond. Postural hypotension: adrenergic responsivity and levodopa therapy. Neurology. 1977 Oct; 27(10):921-7. doi: 10.1212/wnl.27.10.921. [PMID: 561904]
  • R J Gryglewski, S Bunting, S Moncada, R J Flower, J R Vane. Arterial walls are protected against deposition of platelet thrombi by a substance (prostaglandin X) which they make from prostaglandin endoperoxides. Prostaglandins. 1976 Nov; 12(5):685-713. doi: 10.1016/0090-6980(76)90047-2. [PMID: 824685]
  • H Honecker, W Christ, B Müller-Oerlinghausen, H Coper. Critical evaluation of measurement of platelet monoamine oxidase in man. Journal of clinical chemistry and clinical biochemistry. Zeitschrift fur klinische Chemie und klinische Biochemie. 1976 Sep; 14(9):453-8. doi: 10.1515/cclm.1976.14.1-12.453. [PMID: 965902]
  • D L Murphy, C H Donnelly. Monoamine oxidase in man: enzyme characteristics in platelets, plasma, and other human tissues. Advances in biochemical psychopharmacology. 1974; 12(0):71-85. doi: NULL. [PMID: 4607554]
  • A Mangoni. The 'kynurenine shunt' and depression. Advances in biochemical psychopharmacology. 1974; 11(0):293-8. doi: NULL. [PMID: 4276862]
  • M E el-Halawani, P E Waibel, J R Appel, A L Good. Catecholamines and monoamine oxidase activity in turkeys with high or low blood pressure. Transactions of the New York Academy of Sciences. 1973 Jun; 35(6):463-70. doi: 10.1111/j.2164-0947.1973.tb01519.x. [PMID: 4516098]
  • J C Schwartz, C Rose, H Caillens. Metabolism of methylhistamine formed through a new pathway: decarboxylation of L-3-methylhistidine. The Journal of pharmacology and experimental therapeutics. 1973 Mar; 184(3):766-79. doi: NULL. [PMID: 4687236]
  • I P Anokhina, G D Zabrodin, Ia E Svirinovskiĭ. [Neurochemical mechanisms of formation of psychopathologic conditions due to emotional stress]. Zhurnal nevropatologii i psikhiatrii imeni S.S. Korsakova (Moscow, Russia : 1952). 1973; 73(12):1825-33. doi: NULL. [PMID: 4782246]
  • F Medzihradsky, P S Nandhasri. Effects of some analgesics and antidepressants on the (Na + + K + )-adenosine triphosphatase from cortices of brain and kidney. Biochemical pharmacology. 1972 Aug; 21(15):2103-9. doi: 10.1016/0006-2952(72)90163-3. [PMID: 4264878]
  • J M Davis, J K Spaide, H E Himwich. Effects of tranylcypromine and L-cysteine on plasma amino acids in controls and schizophrenic patients. The American journal of clinical nutrition. 1972 Mar; 25(3):302-10. doi: 10.1093/ajcn/25.3.302. [PMID: 5011913]
  • M Tacker, W M McIsaac, P J Creaven. Effect of tranylcypromine sulphate on the metabolism of ( 14 C)tyramine in vivo in the rat. The Journal of pharmacy and pharmacology. 1972 Mar; 24(3):245-6. doi: 10.1111/j.2042-7158.1972.tb08973.x. [PMID: 4402787]
  • C H Cashin. Effect of sympathomimetic drugs in eliciting hypertensive responses to reserpine in the rat, after pretreatment with monoamineoxidase inhibitors. British journal of pharmacology. 1972 Feb; 44(2):203-9. doi: 10.1111/j.1476-5381.1972.tb07256.x. [PMID: 4668590]
  • J C Robertson. Recovery after massive MAOI overdose complicated by malignant hyperpyrexia, treated with chlorpromazine. Postgraduate medical journal. 1972 Jan; 48(555):64-5. doi: 10.1136/pgmj.48.555.64. [PMID: 5014984]
  • N B Man'kovskiĭ, S M Kuznetsova. [Characteristics of serotonin metabolism in persons in the older age groups]. Zhurnal nevropatologii i psikhiatrii imeni S.S. Korsakova (Moscow, Russia : 1952). 1972; 72(9):1292-7. doi: NULL. [PMID: 4659403]
  • N Narasimhachari, P Vouros. Gas-liquid chromatography and mass spectrometry of biogenic amines and amphetamines as their isothiocyanate derivatives. Analytical biochemistry. 1972 Jan; 45(1):154-63. doi: 10.1016/0003-2697(72)90016-4. [PMID: 5009281]