3-Methyl-6-chloro-2,3,4,5-tetrahydro-7,8-dihydroxy-1-(3-methylphenyl)-1H-3-benzazepine (BioDeep_00000844663)

   


代谢物信息卡片


3-Methyl-6-chloro-2,3,4,5-tetrahydro-7,8-dihydroxy-1-(3-methylphenyl)-1H-3-benzazepine

化学式: C18H20ClNO2 (317.11824900000005)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1=CC(=CC=C1)C2CN(CCC3=C(C(=C(C=C23)O)O)Cl)C
InChI: InChI=1S/C18H20ClNO2/c1-11-4-3-5-12(8-11)15-10-20(2)7-6-13-14(15)9-16(21)18(22)17(13)19/h3-5,8-9,15,21-22H,6-7,10H2,1-2H3

描述信息

SKF83959 is a potent and selective dopamine D1-like receptor partial agonist. SKF83959 Ki values for rat D1, D5, D2 and D3 receptors are 1.18, 7.56, 920 and 399 nM, respectively. SKF83959 is a potent allosteric modulator of sigma (σ)-1 receptor. SKF83959 belongs to benzazepine family and has improvements on cognitive dysfunction. SKF83959 can be used for the research of Alzheimer's disease and depression[1][2][3][4].

同义名列表

2 个代谢物同义名

3-Methyl-6-chloro-2,3,4,5-tetrahydro-7,8-dihydroxy-1-(3-methylphenyl)-1H-3-benzazepine; SKF 83959



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文献列表

  • Jennifer E Davoren, Deane Nason, Jotham Coe, Keith Dlugolenski, Christopher Helal, Anthony R Harris, Erik LaChapelle, Sidney Liang, Yue Liu, Rebecca O'Connor, Christine C Orozco, Brajesh K Rai, Michelle Salafia, Brian Samas, Wenjian Xu, Rouba Kozak, David Gray. Discovery and Lead Optimization of Atropisomer D1 Agonists with Reduced Desensitization. Journal of medicinal chemistry. 2018 12; 61(24):11384-11397. doi: 10.1021/acs.jmedchem.8b01622. [PMID: 30431269]
  • Xing Fang, Lin Guo, Jia Jia, Guo-zhang Jin, Bin Zhao, Yong-yong Zheng, Jian-qi Li, Ao Zhang, Xue-chu Zhen. SKF83959 is a novel triple reuptake inhibitor that elicits anti-depressant activity. Acta pharmacologica Sinica. 2013 Sep; 34(9):1149-55. doi: 10.1038/aps.2013.66. [PMID: 23892272]
  • Robert K McNamara, Jessica Able, Ronald Jandacek, Therese Rider, Patrick Tso, Diana M Lindquist. Perinatal n-3 fatty acid deficiency selectively reduces myo-inositol levels in the adult rat PFC: an in vivo (1)H-MRS study. Journal of lipid research. 2009 Mar; 50(3):405-411. doi: 10.1194/jlr.m800382-jlr200. [PMID: 18802197]
  • Jing Zhang, Xuetao Chen, Leiping Yu, Xuechu Zhen, Ao Zhang. Synthesis of 6-substituted 1-phenylbenzazepines and their dopamine D(1) receptor activities. Bioorganic & medicinal chemistry. 2008 Nov; 16(21):9425-31. doi: 10.1016/j.bmc.2008.09.049. [PMID: 18835172]
  • Yang Yu, Jing-Ru Wang, Pei-Hua Sun, Yang Guo, Zhang-Jin Zhang, Guo-Zhang Jin, Xuechu Zhen. Neuroprotective effects of atypical D1 receptor agonist SKF83959 are mediated via D1 receptor-dependent inhibition of glycogen synthase kinase-3 beta and a receptor-independent anti-oxidative action. Journal of neurochemistry. 2008 Feb; 104(4):946-56. doi: 10.1111/j.1471-4159.2007.05062.x. [PMID: 18005341]
  • Jessica P Ryman-Rasmussen, David E Nichols, Richard B Mailman. Differential activation of adenylate cyclase and receptor internalization by novel dopamine D1 receptor agonists. Molecular pharmacology. 2005 Oct; 68(4):1039-48. doi: 10.1124/mol.105.012153. [PMID: 15985612]
  • G Andringa, B Drukarch, J E Leysen, A R Cools, J C Stoof. The alleged dopamine D1 receptor agonist SKF 83959 is a dopamine D1 receptor antagonist in primate cells and interacts with other receptors. European journal of pharmacology. 1999 Jan; 364(1):33-41. doi: 10.1016/s0014-2999(98)00825-5. [PMID: 9920182]