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帕秦克隆

帕秦克隆
临床资料
其他名称DN-2327
ATC码
  • 未分配
识别信息
  • 2-(7-chloro-1,8-naphthyridin-2-yl)-3-[2-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)-2-oxoethyl]-3H-isoindol-1-one
CAS号103255-66-9  checkY
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard英语CompTox Chemicals Dashboard (EPA)
化学信息
化学式C25H23ClN4O4
摩尔质量478.93 g·mol−1
3D模型(JSmol英语JSmol
  • Clc1nc2nc(ccc2cc1)N4C(=O)c3ccccc3C4CC(=O)N6CCC5(OCCO5)CC6
  • InChI=1S/C25H23ClN4O4/c26-20-7-5-16-6-8-21(28-23(16)27-20)30-19(17-3-1-2-4-18(17)24(30)32)15-22(31)29-11-9-25(10-12-29)33-13-14-34-25/h1-8,19H,9-15H2 checkY
  • Key:DPGKFACWOCLTCA-UHFFFAOYSA-N checkY

帕秦克隆英语:Pazinaclone,开发代号:DN-2327)是环吡咯酮类药物中的一种镇静剂抗焦虑药。其他环吡咯酮药物包括佐匹克隆右佐匹克隆

帕秦克隆与苯二氮䓬类药物具有非常相似的药理学特性,包括镇静和抗焦虑特性,但遗忘作用较小,[1]并且在低剂量时它是一种相对选择性的抗焦虑药,而镇静作用仅在较高剂量时出现。[2]

帕秦克隆通过作为GABAA苯二氮䓬受体的部分激动剂发挥其镇静和抗焦虑作用,尽管帕秦克隆比大多数苯二氮䓬类药物更具亚型选择性。[3]

合成

帕嗪克隆合成:美国专利第4,778,801号

7-氯-1,8-萘啶-2-胺与邻苯二甲酸酐反应生成相应的邻苯二甲酰亚胺。一个酰亚胺羰基的选择性还原实质上将其转化为。与三苯基磷乙酸叔丁酯的缩合得到维蒂希产物。

然后用氰基膦酸二乙酯处理该羧酸,以将其转化为活性氰化物;与4-哌啶酮缩乙二醇反应生成相应的酰胺(帕秦克隆)。

参见

  • 帕戈克隆

参考资料

  1. ^ Wada T, Fukuda N. Effect of a new anxiolytic, DN-2327, on learning and memory in rats. Pharmacology, Biochemistry, and Behavior. March 1992, 41 (3): 573–9. PMID 1350101. S2CID 20581568. doi:10.1016/0091-3057(92)90375-p. 
  2. ^ Suzuki M, Uchiumi M, Murasaki M. A comparative study of the psychological effects of DN-2327, a partial benzodiazepine agonist, and alprazolam. Psychopharmacology. October 1995, 121 (4): 442–50. PMID 8619007. S2CID 35222663. doi:10.1007/BF02246492. 
  3. ^ Atack JR. The benzodiazepine binding site of GABA(A) receptors as a target for the development of novel anxiolytics. Expert Opinion on Investigational Drugs. May 2005, 14 (5): 601–18. PMID 15926867. S2CID 22793644. doi:10.1517/13543784.14.5.601. 
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帕秦克隆
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