4-(3-Methoxyphenyl)-1-piperidineacetic Acid Hydrazide | 394202-91-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-(3-Methoxyphenyl)-1-piperidineacetic Acid Hydrazide
• 英文别名: 2-[4-(3-Methoxyphenyl)piperidin-1-yl]acetohydrazide
• CAS: 394202-91-6
• 化学式: C₁₄H₂₁N₃O₂
• 分子量: 263.34
• InChiKey: QMZSRWNDBNZQQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  67.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(3-Methoxyphenyl)-1-piperidineacetic Acid Hydrazide 在 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 生成 1,4-dihydro-4-[3-[5-[4-(3-methoxyphenyl)-1-piperidinyl]methyl-1,3,4-oxadiazol-2-yl]aminophenyl]-2,6-dimethyl-3,5-pyridinedicarboxylic acid dimethyl ester dihydrochloride
  参考文献：
  名称：

  Dihydropyridine neuropeptide Y Y 1 receptor antagonists 2

  摘要：

  Structure-activity studies around the urea linkage in BMS-193885 (4a) identified the cyanoguanidine moiety as an effective urea replacement in a series of dihydropyridine NPY Y-1 receptor antagonists. In comparison to urea 4a (K-i = 3.3 nM), cyanoguanidine 20 (BMS-205749) displayed similar binding potency at the Y-1 receptor (K-i = 5.1 nM) and full functional antagonism (K-b = 2.6 nM) in SK-N-MC cells. Cyanoguanidine 20 also demonstrated improved permeability properties in Caco-2 cells in comparison to urea 4a (43 vs 19 nm/s). (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.10.016
• 作为产物：
  描述：

  4-(3-甲氧基苯基)哌啶 在 potassium carbonate 、 一水合肼 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 24.0h， 生成 4-(3-Methoxyphenyl)-1-piperidineacetic Acid Hydrazide
  参考文献：
  名称：

  Dihydropyridine neuropeptide Y Y 1 receptor antagonists 2

  摘要：

  Structure-activity studies around the urea linkage in BMS-193885 (4a) identified the cyanoguanidine moiety as an effective urea replacement in a series of dihydropyridine NPY Y-1 receptor antagonists. In comparison to urea 4a (K-i = 3.3 nM), cyanoguanidine 20 (BMS-205749) displayed similar binding potency at the Y-1 receptor (K-i = 5.1 nM) and full functional antagonism (K-b = 2.6 nM) in SK-N-MC cells. Cyanoguanidine 20 also demonstrated improved permeability properties in Caco-2 cells in comparison to urea 4a (43 vs 19 nm/s). (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.10.016

文献信息

• Oxadiazole and thiadiazole derivatives of dihydropyridine NPY antagonists
  申请人：——

  公开号：US20020013323A1

  公开（公告）日：2002-01-31

  A series of non-peptidergic antagonists of NPY have been synthesized and are comprised of oxadiazole, thiadiazole and thiadiazole oxide derivatives of dihydropyridines of Formula I. 1 wherein B is 2 with X being O, S or 3 and X 1 is O or S. As antagonists of NPY-induced behavior, these compounds are expected to act as effective anorexiant agents in promoting weight loss and treating eating disorders.

  一系列非肽类的NPY拮抗剂已经被合成，包括公式I.1中的二氢吡啶的噁唑、噻唑和噻唑氧化物衍生物，其中B是2，X为O、S或3，X1为O或S。这些化合物作为NPY引起的行为的拮抗剂，预计能够作为有效的抗食欲药物促进减肥和治疗进食障碍。
• US6596724B2
  申请人：——

  公开号：US6596724B2

  公开（公告）日：2003-07-22
• Dihydropyridine neuropeptide Y Y 1 receptor antagonists 2
  作者：Graham S Poindexter、Marc A Bruce、J.Guy Breitenbucher、Mendi A Higgins、S.-Y Sit、Jeffrey L Romine、Scott W Martin、Sally A Ward、Rachel T McGovern、Wendy Clarke、John Russell、Ildiko Antal-Zimanyi

  DOI：10.1016/j.bmc.2003.10.016

  日期：2004.1

  Structure-activity studies around the urea linkage in BMS-193885 (4a) identified the cyanoguanidine moiety as an effective urea replacement in a series of dihydropyridine NPY Y-1 receptor antagonists. In comparison to urea 4a (K-i = 3.3 nM), cyanoguanidine 20 (BMS-205749) displayed similar binding potency at the Y-1 receptor (K-i = 5.1 nM) and full functional antagonism (K-b = 2.6 nM) in SK-N-MC cells. Cyanoguanidine 20 also demonstrated improved permeability properties in Caco-2 cells in comparison to urea 4a (43 vs 19 nm/s). (C) 2003 Elsevier Ltd. All rights reserved.