2-苄基哌啶

化合物

2-苄基哌啶英语:2-Benzylpiperidine)是哌啶类的兴奋剂药物。它在结构上与哌甲酯2-二苯甲基哌啶等其他药物相似,但效力大约是其二十分之一。虽然它能将去甲肾上腺素水平提高到与右旋苯丙胺大致相同的程度,[1]但它对多巴胺水平的影响非常小,其对多巴胺转运蛋白结合亲和力去甲肾上腺素转运蛋白低约175倍。[2]2-苄基哌啶很少用作兴奋剂,它主要用作制造其他药物的合成中间体。[3][4][5]

2-苄基哌啶
臨床資料
给药途径口服
ATC碼
  • 未分配
法律規範狀態
法律規範
  • 不受控制
识别信息
  • 2-benzylpiperidine
CAS号32838-55-4
PubChem CID
ChemSpider
CompTox Dashboard英语CompTox Chemicals Dashboard (EPA)
ECHA InfoCard100.046.581 編輯維基數據鏈接
化学信息
化学式C12H17N
摩尔质量175.28 g·mol−1
3D模型(JSmol英语JSmol
  • C1CCNC(C1)CC2=CC=CC=C2
  • InChI=1S/C12H17N/c1-2-6-11(7-3-1)10-12-8-4-5-9-13-12/h1-3,6-7,12-13H,4-5,8-10H2 checkY
  • Key:ITXCORRITGNIHP-UHFFFAOYSA-N checkY

参见

参考资料

  1. ^ Ferris RM, Tang FL. Comparison of the effects of the isomers of amphetamine, methylphenidate and deoxypipradrol on the uptake of l-[3H]norepinephrine and [3H]dopamine by synaptic vesicles from rat whole brain, striatum and hypothalamus. The Journal of Pharmacology and Experimental Therapeutics. September 1979, 210 (3): 422–8. PMID 39160. 
  2. ^ Kim DI, Deutsch HM, Ye X, Schweri MM. Synthesis and pharmacology of site-specific cocaine abuse treatment agents: restricted rotation analogues of methylphenidate. Journal of Medicinal Chemistry. May 2007, 50 (11): 2718–31. PMID 17489581. doi:10.1021/jm061354p. 
  3. ^ Ablordeppey SY, Fischer JB, Law H, Glennon RA. Probing the proposed phenyl-A region of the sigma-1 receptor. Bioorganic & Medicinal Chemistry. August 2002, 10 (8): 2759–65. PMID 12057665. doi:10.1016/S0968-0896(02)00096-2. 
  4. ^ Ágai B, Proszenyák A, Tárkányi G, Vida L, Faigl F. Convenient, Benign and Scalable Synthesis of 2- and 4-Substituted Benzylpiperidines.. European Journal of Organic Chemistry. 2004, 2004 (17): 3623–3632. doi:10.1002/ejoc.200400215. 
  5. ^ US 6124317,Bigge CF, Keana JR, Cai SX, Weber E, Woodward R, Lan NC, Guzikowski AP,「2-substituted piperidine analogs and their use as subtype-selective NMDA receptor antagonists.」