维基百科

3-羟基芬纳西泮

化合物
（重定向自C15H10BrClN2O2）

3-羟基芬纳西泮（英语：3-Hydroxyphenazepam），或叫3-羟基苯那西泮，是一种苯二氮䓬类药物，具有催眠、镇静、抗焦虑和抗惊厥作用。[1]它是芬纳西泮的活性代谢物，[1][2]也是苯二氮䓬类药物前药西那西泮的活性代谢物。[3]相对于芬纳西泮，3-羟基芬纳西泮具有微弱的肌肉松弛特性，但在大多数其他方面大致相当。[1]与其他苯二氮卓类药物一样，3-羟基芬纳西泮可作为GABAA受体苯二氮䓬类位点的正向变构调节剂，EC50值为10.3nM。[4][5][6]它曾作为设计师药物在网上销售。[7][8][9][10]

3-羟基芬纳西泮
临床资料
ATC码
  • 未分配
法律规范状态
法律规范
识别信息
  • 7-Bromo-5-(2-chlorophenyl)-3-hydroxy-1,3-dihydro-2H-1,4-benzodiazepin-2-one
CAS号70030-11-4
PubChem CID
ChemSpider
UNII
CompTox Dashboard（英语：CompTox Chemicals Dashboard） (EPA)
化学信息
化学式C15H10BrClN2O2
摩尔质量365.61 g·mol−1
3D模型（JSmol（英语：JSmol））
  • c1ccc(c(c1)C2=NC(C(=O)Nc3c2cc(cc3)Br)O)Cl
  • InChI=1S/C15H10BrClN2O2/c16-8-5-6-12-10(7-8)13(19-15(21)14(20)18-12)9-3-1-2-4-11(9)17/h1-7,15,21H,(H,18,20)
  • Key:KRJKJUWAZOWXNV-UHFFFAOYSA-N

参见

编辑

参考资料

编辑
  1. ^ 1.0 1.1 1.2 Artur Viktorovich Valʹdman. Drug dependence and emotional behavior: neurophysiological and neurochemical approaches. Consultants Bureau. 31 May 1986. ISBN 978-0-306-10984-3. 
  2. ^ Lukasz Komsta; Monika Waksmundzka-Hajnos; Joseph Sherma. Thin Layer Chromatography in Drug Analysis. CRC Press. 20 December 2013: 299–. ISBN 978-1-4665-0715-9. 
  3. ^ Schukin SI, Zinkovsky VG, Zhuk OV. Elimination kinetics of the novel prodrug cinazepam possessing psychotropic activity in mice (PDF). Pharmacol Rep. 2011, 63 (5): 1093–100 [2023-02-14]. PMID 22180351. doi:10.1016/s1734-1140(11)70628-4. （原始内容存档 (PDF)于2022-10-12）. 
  4. ^ Phenazepam Pre-Review Report (PDF). World Health Organization (WHO). November 2015 [2023-02-14]. （原始内容存档 (PDF)于2022-01-20）. 
  5. ^ Kopanitsa, M. V.; Zbarska, S. M.; Boychuk, Ya. A.; Krishtal, O. A. Modulation of GABA-activated currents by phenazepam and its metabolites in isolated rat purkinje neurons. Neurophysiology. 2000, 32 (3): 192. ISSN 0090-2977. S2CID 32313668. doi:10.1007/BF02506568. 
  6. ^ Golovenko, N. Ya; Larionov, V. B. Pharmacodynamical and Neuroreceptor Analysis of the Permeability of the Blood-Brain Barrier for Derivatives of 1,4-Benzodiazepine. Neurophysiology. 2014, 46 (3): 199–205. ISSN 0090-2977. S2CID 33732669. doi:10.1007/s11062-014-9429-2. 
  7. ^ 3-hydroxyphenazepam. New Synthetic Drugs Database. [2016-05-30]. （原始内容存档于2016-09-28）. 
  8. ^ Madeleine Pettersson Bergstrand; Anders Helander; Therese Hansson; Olof Beck. Detectability of designer benzodiazepines in CEDIA, EMIT II Plus, HEIA, and KIMS II immunochemical screening assays. Drug Testing and Analysis. 2016, 9 (4): 640–645. PMID 27366870. doi:10.1002/dta.2003. 
  9. ^ Moosmann, Bjoern; Bisel, Philippe; Franz, Florian; Huppertz, Laura M.; Auwärter, Volker. Characterization and in vitro phase I microsomal metabolism of designer benzodiazepines – an update comprising adinazolam, cloniprazepam, fonazepam, 3-hydroxyphenazepam, metizolam, and nitrazolam. Journal of Mass Spectrometry. 2016, 51 (11): 1080–1089. Bibcode:2016JMSp...51.1080M. ISSN 1096-9888. PMID 27535017. doi:10.1002/jms.3840. 
  10. ^ Manchester, Kieran R.; Maskell, Peter D.; Waters, Laura. Experimental versus theoretical log D7.4, pKa and plasma protein binding values for benzodiazepines appearing as new psychoactive substances (PDF). Drug Testing and Analysis. 2018, 10 (8): 1258–1269 [2023-02-14]. ISSN 1942-7611. PMID 29582576. doi:10.1002/dta.2387. （原始内容存档 (PDF)于2021-08-02）. 
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