Isocarboxazid (BioDeep_00000018009)

   

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


N-benzyl-5-methyl-1,2-oxazole-3-carbohydrazide

化学式: C12H13N3O2 (231.10077180000002)
中文名称: 异卡波肼, 异卡巴肼
谱图信息: 最多检出来源 Danio rerio(blood) 12.5%

分子结构信息

SMILES: CC1=CC(=NO1)C(=O)NNCC1=CC=CC=C1
InChI: InChI=1S/C12H13N3O2/c1-9-7-11(15-17-9)12(16)14-13-8-10-5-3-2-4-6-10/h2-7,13H,8H2,1H3,(H,14,16)

描述信息

Isocarboxazid is only found in individuals that have used or taken this drug. It is an MAO inhibitor that is effective in the treatment of major depression, dysthymic disorder, and atypical depression. It also is useful in the treatment of panic disorder and the phobic disorders. (From AMA, Drug Evaluations Annual, 1994, p311). Isocarboxazid works by irreversibly blocking the action of a chemical substance known as monoamine oxidase (MAO) in the nervous system. MAO subtypes A and B are involved in the metabolism of serotonin and catecholamine neurotransmitters such as epinephrine, norepinephrine, and dopamine. Isocarboxazid, as a nonselective MAO inhibitor, binds irreversibly to monoamine oxidase–A (MAO-A) and monoamine oxidase–B (MAO-B). The reduced MAO activity results in an increased concentration of these neurotransmitters in storage sites throughout the central nervous system (CNS) and sympathetic nervous system. This increased availability of one or more monoamines is the basis for the antidepressant activity of MAO inhibitors.
N - Nervous system > N06 - Psychoanaleptics > N06A - Antidepressants > N06AF - Monoamine oxidase inhibitors, non-selective
D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D000928 - Antidepressive Agents
C78272 - Agent Affecting Nervous System > C265 - Antidepressant Agent
D004791 - Enzyme Inhibitors > D008996 - Monoamine Oxidase Inhibitors
C471 - Enzyme Inhibitor > C667 - Monoamine Oxidase Inhibitor

同义名列表

8 个代谢物同义名

N-benzyl-5-methyl-1,2-oxazole-3-carbohydrazide; Isocarbossazide; Isocarboxazide; isocarboxazid; Isocarbonazid; Isocarboxyzid; Marplan; Isocarboxazid



数据库引用编号

10 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

  • 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]
  • Carolina Noble, Niels Bjerre Holm, Marie Mardal, Kristian Linnet. Bromo-dragonfly, a psychoactive benzodifuran, is resistant to hepatic metabolism and potently inhibits monoamine oxidase A. Toxicology letters. 2018 Oct; 295(?):397-407. doi: 10.1016/j.toxlet.2018.07.018. [PMID: 30036687]
  • Z Zeng, N W Andrew. Characterization of eprinomectin N-deacetylase in rats. Drug metabolism and disposition: the biological fate of chemicals. 1999 Feb; 27(2):269-73. doi: . [PMID: 9929515]
  • B A Conley, G F Sewack, M J Egorin, B Subramanyam, J G Page, C K Grieshaber. The effect of the monoamine oxidase inhibitor isocarboxazid on the canine metabolism of the cell-differentiating agent hexamethylene bisacetamide. Cancer chemotherapy and pharmacology. 1991; 28(1):33-8. doi: 10.1007/bf00684953. [PMID: 2040031]
  • M L Powell, C Town, L Henderson, C Buck. Determination of marplan in human plasma using high-performance liquid chromatography. Journal of chromatography. 1990 Jul; 529(1):237-44. doi: 10.1016/s0378-4347(00)83828-1. [PMID: 2211939]
  • J Davidson, C Turnbull. The importance of dose in isocarboxazid therapy. The Journal of clinical psychiatry. 1984 Jul; 45(7 Pt 2):49-52. doi: NULL. [PMID: 6735995]
  • J Lieb, D F Horrobin. Treatment of lithium-induced tremor and familial essential tremor with essential fatty acids. Progress in lipid research. 1981; 20(?):535-7. doi: 10.1016/0163-7827(81)90094-1. [PMID: 7342107]
  • R W Watts, R A Chalmers, D A Gibbs, A M Lawson, P Purkiss, E Spellacy. Studies on some possible biochemical treatments of primary hyperoxaluria. The Quarterly journal of medicine. 1979 Apr; 48(190):259-72. doi: . [PMID: 116301]
  • F G Sulman, Y Pfeifer, E Superstine. The adrenal exhaustion syndrome: an adrenal deficiency. Annals of the New York Academy of Sciences. 1977; 301(?):918-30. doi: 10.1111/j.1749-6632.1977.tb38258.x. [PMID: 22309]
  • I V Berezin, B M Kershengol'ts, N N Ugarova. [Microenvironment of enzymes as 1 of the factors determining enzyme stability. Stabilization of soluble and immobilized horseradish peroxidase]. Doklady Akademii nauk SSSR. 1975 Aug; 223(5):1256-9. doi: NULL. [PMID: 223]
  • T Sato, K Moroi. Comparative studies on the inhibition of liver amidases, aminopeptidase and serum cholinesterases by EPN. Toxicology and applied pharmacology. 1973 Aug; 25(4):553-9. doi: 10.1016/0041-008x(73)90024-0. [PMID: 4741776]
  • G Geyer, B Sokopp. Inhibition of lipolysis by methylisoxazole-carboxylic acid in maturity-onset diabetes. Acta endocrinologica. Supplementum. 1973; 173(?):127. doi: 10.1530/acta.0.072s127. [PMID: 4542065]
  • E Bourke, G Frindt, P Flynn, G E Schreiner. Primary hyperoxaluria with normal alpha-ketoglutarate: glyoxylate carboligase activity. Treatment with isocarboxazid. Annals of internal medicine. 1972 Feb; 76(2):279-84. doi: 10.7326/0003-4819-76-2-279. [PMID: 5009594]
  • T Sato, K Moroi. Species and age differences in the activity of isocarboxazid hydrolysing enzyme. Archives internationales de pharmacodynamie et de therapie. 1971 Jul; 192(1):128-34. doi: NULL. [PMID: 5093182]
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  • T Satoh, K Moroi. Enzymatic hydrolysis of isocarboxazid by rat tissues. Biochemical pharmacology. 1971 Feb; 20(2):504-7. doi: 10.1016/0006-2952(71)90093-1. [PMID: 5150150]
  • M J Mercier, A S Curry. [Enzymatic method for the detection of monoamine oxidase inhibitors]. European journal of toxicology. 1971 Jan; 4(1):36-8. doi: NULL. [PMID: 5092664]
  • R J Wyatt, D J Kupfer, J Scott, D S Robinson, F Snyder. Longitudinal studies of the effect of monoamine oxidase inhibitors on sleep in man. Psychopharmacologia. 1969; 15(3):236-44. doi: 10.1007/bf00411173. [PMID: 4310849]
  • Y Takahashi, D M Kipnis, W H Daughaday. Growth hormone secretion during sleep. The Journal of clinical investigation. 1968 Sep; 47(9):2079-90. doi: 10.1172/jci105893. [PMID: 5675428]
  • D H Fram, J P Green. Methylhistamine excretion during treatment with a monamine oxidase inhibitor. Clinical pharmacology and therapeutics. 1968 May; 9(3):355-7. doi: 10.1002/cpt196893355. [PMID: 5649988]
  • D S Robinson, W Lovenberg, H Keiser, A Sjoerdsma. Effects of drugs on human blood platelet and plasma amine oxidase activity in vitro and in vivo. Biochemical pharmacology. 1968 Jan; 17(1):109-19. doi: 10.1016/0006-2952(68)90163-9. [PMID: 4384242]
  • Y Kakimoto, I Sano, A Kanazawa, T Tsujio, Z Kaneko. Metabolic effects of methionine in schizophrenic patients pretreated with a monoamine oxidase inhibitor. Nature. 1967 Dec; 216(5120):1110-1. doi: 10.1038/2161110a0. [PMID: 6075251]
  • H M Cunningham. Anabolic response and catecholamine excretion following isocarboxazid administration to pigs. Journal of animal science. 1967 Mar; 26(2):345-51. doi: 10.2527/jas1967.262345x. [PMID: 6033925]
  • VAN PRAAGH, B LEIJNSE. THE XYLOSE METABOLISM IN DEPRESSED PATIENTS AND ITS ALTERATIONS UNDER THE INFLUENCE OF ANTIDEPRESSIVE HYDRAZINES. Clinica chimica acta; international journal of clinical chemistry. 1965 Jan; 11(?):13-23. doi: 10.1016/0009-8981(65)90084-7. [PMID: 14287059]
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  • G G BRUNE, H H HOHL, H E HIMWICH. URINARY EXCRETION OF BUFOTENIN-LIKE SUBSTANCE IN PSYCHOTIC PATIENTS. Journal of neuropsychiatry. 1963 Oct; 4(?):14-7. doi: . [PMID: 14089786]