Amoxapine (BioDeep_00000017890)

   

human metabolite blood metabolite


代谢物信息卡片


13-chloro-10-(piperazin-1-yl)-2-oxa-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,9,12,14-heptaene

化学式: C17H16ClN3O (313.09818359999997)
中文名称: 阿莫沙平
谱图信息: 最多检出来源 Homo sapiens(urine) 20%

分子结构信息

SMILES: C1CN(CCN1)C2=NC3=CC=CC=C3OC4=C2C=C(C=C4)Cl
InChI: InChI=1S/C17H16ClN3O/c18-12-5-6-15-13(11-12)17(21-9-7-19-8-10-21)20-14-3-1-2-4-16(14)22-15/h1-6,11,19H,7-10H2

描述信息

Amoxapine, the N-demethylated derivative of the antipsychotic agent loxapine, is a dibenzoxazepine-derivative tricyclic antidepressant (TCA). TCAs are structurally similar to phenothiazines. They contain a tricyclic ring system with an alkyl amine substituent on the central ring. In non-depressed individuals, amoxapine does not affect mood or arousal, but may cause sedation. In depressed individuals, amoxapine exerts a positive effect on mood. TCAs are potent inhibitors of serotonin and norepinephrine reuptake. In addition, TCAs down-regulate cerebral cortical β-adrenergic receptors and sensitize post-synaptic serotonergic receptors with chronic use. The antidepressant effects of TCAs are thought to be due to an overall increase in serotonergic neurotransmission. TCAs also block histamine H1 receptors, α1-adrenergic receptors and muscarinic receptors, which accounts for their sedative, hypotensive and anticholinergic effects (e.g. blurred vision, dry mouth, constipation, urinary retention), respectively. See toxicity section below for a complete listing of side effects. Amoxapine may be used to treat neurotic and reactive depressive disorders, endogenous and psychotic depression, and mixed symptoms of depression and anxiety or agitation.
N - Nervous system > N06 - Psychoanaleptics > N06A - Antidepressants > N06AA - Non-selective monoamine reuptake inhibitors
D018377 - Neurotransmitter Agents > D014179 - Neurotransmitter Uptake Inhibitors > D018759 - Adrenergic Uptake Inhibitors
D018377 - Neurotransmitter Agents > D018490 - Serotonin Agents > D017367 - Selective Serotonin Reuptake Inhibitors
C78272 - Agent Affecting Nervous System > C265 - Antidepressant Agent > C94727 - Tricyclic Antidepressant
D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D000928 - Antidepressive Agents
D018377 - Neurotransmitter Agents > D015259 - Dopamine Agents > D018492 - Dopamine Antagonists
D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents
D049990 - Membrane Transport Modulators

同义名列表

18 个代谢物同义名

13-chloro-10-(piperazin-1-yl)-2-oxa-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,9,12,14-heptaene; 2-Chloro-11-(1-piperazinyl)dibenz(b,F)(1,4)oxazepine; Cyanamid brand OF amoxapine; Lederle brand OF amoxapine; Wyeth brand OF amoxapine; Amoxapine cyanamid brand; Amoxapine lederle brand; Amoxapine wyeth brand; Desmethylloxapine; Desmethylloxapin; Amoxapinum; Amoxapina; amoxapine; Amoxepine; Défanyl; Asendin; Asendis; Demolox



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

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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

  • Sandeep Jat, Manini Bhatt, Sanjana Roychowdhury, Vaibhav A Dixit, Sachin Dattram Pawar, Hitesh Kulhari, Amit Alexander, Pramod Kumar. Preparation and characterization of amoxapine- and naringin-loaded solid lipid nanoparticles: drug-release and molecular-docking studies. Nanomedicine (London, England). 2023 Feb; ?(?):. doi: 10.2217/nnm-2022-0167. [PMID: 36786368]
  • Masaru Matsuoka, Toru Imai, Sou Iwabuchi, Kosaku Kinoshita. Successful Treatment of Amoxapine-Induced Intractable Seizures With Intravenous Lipid Emulsion. The Journal of emergency medicine. 2023 Jan; 64(1):62-66. doi: 10.1016/j.jemermed.2022.10.016. [PMID: 36450616]
  • 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]
  • 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]
  • Ayça Karasakal, Sevgi Tatar Ulu. Development and validation of a sensitive spectrofluorimetric method for the determination of amoxapine in human plasma and urine. Luminescence : the journal of biological and chemical luminescence. 2014 May; 29(3):284-7. doi: 10.1002/bio.2541. [PMID: 23780763]
  • Cho-Ming Loi, Dennis A Smith, Deepak Dalvie. Which metabolites circulate?. Drug metabolism and disposition: the biological fate of chemicals. 2013 May; 41(5):933-51. doi: 10.1124/dmd.112.050278. [PMID: 23454828]
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  • Yin Cheong Wong, Siu Kwan Wo, Zhong Zuo. Investigation of the disposition of loxapine, amoxapine and their hydroxylated metabolites in different brain regions, CSF and plasma of rat by LC-MS/MS. Journal of pharmaceutical and biomedical analysis. 2012 Jan; 58(?):83-93. doi: 10.1016/j.jpba.2011.09.020. [PMID: 21993198]
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  • Hao Huang, Latifa Barakat, Doris Wang, Angélique Bordey. Bergmann glial GlyT1 mediates glycine uptake and release in mouse cerebellar slices. The Journal of physiology. 2004 Nov; 560(Pt 3):721-36. doi: 10.1113/jphysiol.2004.067801. [PMID: 15331688]
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  • K K Midha, J W Hubbard, G McKay, M J Rawson, D Hsia. The role of metabolites in a bioequivalence study II: amoxapine, 7-hydroxyamoxapine, and 8-hydroxyamoxapine. International journal of clinical pharmacology and therapeutics. 1999 Sep; 37(9):428-38. doi: NULL. [PMID: 10507241]
  • C Quiñones-Torrelo, S Sagrado, R M Villanueva-Camañas, M J Medina-Hernández. Development of predictive retention-activity relationship models of tricyclic antidepressants by micellar liquid chromatography. Journal of medicinal chemistry. 1999 Aug; 42(16):3154-62. doi: 10.1021/jm9910369. [PMID: 10447960]
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