JNJ 5207787; 反式-N-(1-乙酰基-2,3-二氢-1H-吲哚-6-基)-3-(3-氰基苯基)-N-[1-(2-环戊基乙基)哌啶-4-基]丙烯酰胺 | 683746-68-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 中文名称: JNJ 5207787; 反式-N-(1-乙酰基-2,3-二氢-1H-吲哚-6-基)-3-(3-氰基苯基)-N-[1-(2-环戊基乙基)哌啶-4-基]丙烯酰胺
• 中文别名: JNJ5207787;反式-N-(1-乙酰基-2,3-二氢-1H-吲哚-6-基)-3-(3-氰基苯基)-N-[1-(2-环戊基乙基)哌啶-4-基]丙烯酰胺
• 英文名称: trans-N-(1-acetyl-2,3-dihydro-1H-indol-6-yl)-3-(3-cyanophenyl)-N-[1-(2-cyclopentylethyl)piperidin-4-yl]acrylamide
• 英文别名: trans-N-(1-acetyl-2,3-dihydro-1H-indol-6-yl)-3-(3-cyano-phenyl)-N-[1-(2-cyclopentyl-ethyl)-piperidin-4-yl]-acrylamide；trans-N-(1-Acetyl-2,3-dihydro-1H-indol-6-yl)-3-(3-cyanophenyl)-N-(1-(2-cyclopentylethyl)piperidin-4-yl)acrylamide；(E)-N-(1-acetyl-2,3-dihydroindol-6-yl)-3-(3-cyanophenyl)-N-[1-(2-cyclopentylethyl)piperidin-4-yl]prop-2-enamide
• CAS: 683746-68-1
• 化学式: C₃₂H₃₈N₄O₂
• 分子量: 510.679
• InChiKey: DSEJCLDJIFTPPH-FMIVXFBMSA-N

物化性质

• 密度：
  1.22
• 溶解度：
  在 DMSO 中温和加热时溶解度为 10 mM，在乙醇中温和加热时溶解度为 10 mM

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  38
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  67.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-乙酰基-6-氨基吲哚 在 三乙酰氧基硼氢化钠 、 三乙胺 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 生成 JNJ 5207787; 反式-N-(1-乙酰基-2,3-二氢-1H-吲哚-6-基)-3-(3-氰基苯基)-N-[1-(2-环戊基乙基)哌啶-4-基]丙烯酰胺
  参考文献：
  名称：

  Novel non-peptidic neuropeptide Y Y 2 receptor antagonists

  摘要：

  Through SAR studies of a piperidinylindoline cinnamide HTS lead, the first potent, non-peptide, low molecular weight selective Neuropeptide Y Y-2 (NPY Y-2) antagonists have been synthesized. The SAR studies around the piperidinyl, the indolinyl, and the cinnamyl moieties are discussed. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.057

文献信息

• Expedient Reductive Amination of Aldehyde Bisulfite Adducts
  作者：Neelakandha Mani、Chennagiri Pandit

  DOI：10.1055/s-0029-1217050

  日期：2009.12

  protocol for the direct reductive amination of aldehyde bisulfite adducts is reported. Bisulfite adducts of aliphatic and aromatic aldehydes, on treatment with an organic base under non-aqueous conditions liberate the aldehyde in situ, which then undergoes efficient reductive amination with amines in the presence of sodium triacetoxyborohydride. Bisulfite adducts - reductive amination - sodium triacetoxyborohydride

  报道了一种新颖的一锅法用于醛亚硫酸氢盐加合物的直接还原胺化。在非水条件下用有机碱处理时，脂族和芳族醛的亚硫酸氢盐加合物会原位释放醛，然后在三乙酰氧基硼氢化钠的存在下用胺进行有效的还原胺化。 亚硫酸氢盐加合物-还原胺化-三乙酰氧基硼氢化钠
• Non-peptidic NPY Y2 receptor inhibitors
  申请人：Carruthers I. Nicholas

  公开号：US20050070534A1

  公开（公告）日：2005-03-31

  The invention provides novel non-peptidic NPY Y2 receptor inhibitors useful in treating or preventing: anxiolytic disorders or depression; injured mammalian nerve tissue; conditions responsive to treatment through administration of a neurotrophic factor; neurological disorders; bone loss; substance related disorders; obesity; or an obesity-related disorder. Compounds of the invention are also useful in modulating endocrine functions, particularly endocrine functions controlled by the pituitary and hypothalamic glands, and are therefore useful in the treatment or prevention of inovulation and infertility.

  该发明提供了一种新型的非肽类NPY Y2受体抑制剂，可用于治疗或预防：焦虑障碍或抑郁症；受损的哺乳动物神经组织；通过给予神经营养因子进行治疗的疾病；神经系统疾病；骨质流失；物质相关障碍；肥胖症；或肥胖相关疾病。该发明的化合物还可用于调节内分泌功能，特别是由垂体和下丘脑控制的内分泌功能，因此对于治疗或预防排卵障碍和不孕症也是有用的。
• NON-PEPTIDIC NPY Y2 RECEPTOR INHIBITORS
  申请人：Carruthers Nicholas I.

  公开号：US20080132540A1

  公开（公告）日：2008-06-05

  The invention provides novel non-peptidic NPY Y2 receptor inhibitors useful in treating or preventing: anxiolytic disorders or depression; injured mammalian nerve tissue; conditions responsive to treatment through administration of a neurotrophic factor; neurological disorders; bone loss; substance related disorders; obesity; or an obesity-related disorder. Compounds of the invention are also useful in modulating endocrine functions, particularly endocrine functions controlled by the pituitary and hypothalamic glands, and are therefore useful in the treatment or prevention of inovulation and infertility.

  本发明提供了新型的非肽类NPY Y2受体抑制剂，可用于治疗或预防：焦虑症或抑郁症；受损哺乳动物神经组织；通过给予神经营养因子治疗的疾病；神经系统疾病；骨质流失；物质相关疾病；肥胖症；或肥胖相关疾病。本发明的化合物也可用于调节内分泌功能，特别是由垂体和下丘脑控制的内分泌功能，因此可用于治疗或预防无排卵和不孕症。
• US7317025B2
  申请人：——

  公开号：US7317025B2

  公开（公告）日：2008-01-08
• Novel non-peptidic neuropeptide Y Y 2 receptor antagonists
  作者：Jill A. Jablonowski、Wenying Chai、Xiaobing Li、Dale A. Rudolph、William V. Murray、Mark A. Youngman、Scott L. Dax、Diane Nepomuceno、Pascal Bonaventure、Timothy W. Lovenberg、Nicholas I. Carruthers

  DOI：10.1016/j.bmcl.2003.12.057

  日期：2004.3

  Through SAR studies of a piperidinylindoline cinnamide HTS lead, the first potent, non-peptide, low molecular weight selective Neuropeptide Y Y-2 (NPY Y-2) antagonists have been synthesized. The SAR studies around the piperidinyl, the indolinyl, and the cinnamyl moieties are discussed. (C) 2003 Elsevier Ltd. All rights reserved.