4-(3-cyanophenyl)-3-cyclohexene-1-one | 540787-54-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(3-cyanophenyl)-3-cyclohexene-1-one
• 英文别名: 4-(3-cyanophenyl)-3-cyclohexen-1-one；3-(4-oxo-cyclohex-1-enyl)-benzonitrile；3-(4-oxocyclohexen-1-yl)benzonitrile
• CAS: 540787-54-0
• 化学式: C₁₃H₁₁NO
• mdl: MFCD09030378
• 分子量: 197.236
• InChiKey: FREHTPKNPMUSMK-UHFFFAOYSA-N

物化性质

• 沸点：
  368.1±42.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(3-cyanophenyl)-3-cyclohexene-1-one 在 三乙酰氧基硼氢化钠 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 3-(3-Chloro-4-fluoro-phenyl)-1-[4-(3-cyano-phenyl)-cyclohex-3-enyl]-1-(2-pyrrolidin-1-yl-ethyl)-urea
  参考文献：
  名称：

  发现双环烷基尿素黑色素浓缩激素受体拮抗剂：口服有效的减肥药。

  摘要：

  黑色素浓缩激素（MCH）参与食物摄入和能量稳态的调节。MCH受体的拮抗剂有望影响食物摄入和体重增加，使MCH-R1成为肥胖治疗的诱人靶标。在本文中，我们报告了在啮齿类肥胖症模型中表现出体内功效的新型口服活性MCH-R1拮抗剂的发现。

  DOI：

  10.1021/jm049035q
• 作为产物：
  描述：

  4-(3-cyanophenyl)-4-hydroxycyclohexan-1-one ethylene ketal 在 甲基磺酰氯 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 4-(3-cyanophenyl)-3-cyclohexene-1-one
  参考文献：
  名称：

  发现双环烷基尿素黑色素浓缩激素受体拮抗剂：口服有效的减肥药。

  摘要：

  黑色素浓缩激素（MCH）参与食物摄入和能量稳态的调节。MCH受体的拮抗剂有望影响食物摄入和体重增加，使MCH-R1成为肥胖治疗的诱人靶标。在本文中，我们报告了在啮齿类肥胖症模型中表现出体内功效的新型口服活性MCH-R1拮抗剂的发现。

  DOI：

  10.1021/jm049035q

文献信息

• 4-AZETIDINYL-1-PHENYL-CYCLOHEXANE ANTAGONISTS OF CCR2
  申请人：Zhang Xuqing

  公开号：US20100267689A1

  公开（公告）日：2010-10-21

  The present invention comprises compounds of Formula (I): wherein: X, R 1 , R 2 , R 3 , and R 4 are as defined in the specification. The invention also comprises a method of preventing, treating or ameliorating a syndrome, disorder or disease, wherein said syndrome, disorder or disease is type II diabetes, obesity and asthma. The invention also comprises a method of inhibiting CCR2 activity in a mammal by administration of a therapeutically effective amount of at least one compound of Formula (I).

  本发明涵盖了以下式（I）的化合物： 其中：X，R1，R2，R3和R4如规范中所定义。该发明还涵盖了一种预防、治疗或改善综合征、疾病或疾病的方法，其中所述综合征、疾病或疾病是II型糖尿病、肥胖和哮喘。该发明还涵盖了通过给哺乳动物施用至少一种式（I）化合物的治疗有效量来抑制CCR2活性的方法。
• [EN] N-ARYL-N'-ARYLCYCLOALKYL-UREA DERIVATIVES AS MCH ANTAGONISTS FOR THE TREATMENT OF OBESITY<br/>[FR] DERIVES DU N-ARYL-N'-ARYLCYCLOALKYL-UREE, ANTAGONISTES DE L'HORMONE MCH, TRAITANT L'OBESITE
  申请人：SCHERING CORP

  公开号：WO2003047568A1

  公开（公告）日：2003-06-12

  The present invention discloses compounds of the formula I which, are novel antagonists for melanin-concentrating hormone (MCH), as well as methods for preparing such compounds. In another embodiment, the invention discloses pharmaceutical compositions comprising such MCH antagonists as well as methods of using them to treat obesity, metabolic disorders, eating disorders such as hyperphagia, and diabetes.

  本发明揭示了式I的化合物，它们是黑色素浓聚激素（MCH）的新型拮抗剂，以及制备这些化合物的方法。在另一实施例中，本发明揭示了包含这些MCH拮抗剂的药物组合物，以及使用它们治疗肥胖症、代谢紊乱、食欲紊乱（如暴食症）和糖尿病的方法。
• MCH antagonists for the treatment of obesity
  申请人：Schering Corporation

  公开号：US20040122017A1

  公开（公告）日：2004-06-24

  The present invention discloses compounds which, are novel antagonists for melanin-concentrating hormone (MCH), as well as methods for preparing such compounds. In another embodiment, the invention discloses pharmaceutical compositions comprising such MCH antagonists as well as methods of using them to treat obesity, metabolic disorders, eating disorders such as hyperphagia, and diabetes.

  本发明揭示了一些化合物，这些化合物是黑色素浓聚激素（MCH）的新型拮抗剂，并揭示了制备这些化合物的方法。在另一种实施方式中，本发明揭示了包含这些MCH拮抗剂的药物组合物，以及使用它们治疗肥胖、代谢紊乱、进食障碍如过度进食和糖尿病的方法。
• 4-Azetidinyl-1-phenyl-cyclohexane antagonists of CCR2
  申请人：Zhang Xuqing

  公开号：US08513229B2

  公开（公告）日：2013-08-20

  The present invention comprises compounds of Formula (I): wherein: X, R1, R2, R3, and R4 are as defined in the specification. The invention also comprises a method of preventing, treating or ameliorating a syndrome, disorder or disease, wherein said syndrome, disorder or disease is type II diabetes, obesity and asthma. The invention also comprises a method of inhibiting CCR2 activity in a mammal by administration of a therapeutically effective amount of at least one compound of Formula (I).

  本发明涉及公式（I）的化合物：其中：X，R1，R2，R3和R4如规范中所定义。该发明还涉及一种预防、治疗或改善综合征、障碍或疾病的方法，其中所述综合征、障碍或疾病是2型糖尿病、肥胖症和哮喘。该发明还涉及一种通过给哺乳动物以公式（I）中至少一种化合物的治疗有效量来抑制CCR2活性的方法。
• Bicyclic[4.1.0]heptanes as phenyl replacements for melanin concentrating hormone receptor antagonists
  作者：Ruo Xu、Shengjian Li、Jaroslava Paruchova、Mark D. McBriar、Henry Guzik、Anandan Palani、John W. Clader、Kathleen Cox、William J. Greenlee、Brian E. Hawes、Timothy J. Kowalski、Kim O’Neill、Brian D. Spar、Blair Weig、Daniel J. Weston

  DOI：10.1016/j.bmc.2005.12.046

  日期：2006.5

  Melanin concentrating hormone (MCH) receptor antagonists have been proposed as potential treatments of obesity. MCH receptor antagonists with a biphenylamine subunit have been reported previously at Schering-Plough. Herein, we report the discovery of bicyclo[4.1.0]heptanes as replacements for the middle phenyl ring of the biphenylamine moiety, in order to eliminate its potential mutagenic liability. Structure-activity relationships in this series were found to be very similar to those of the original biphenylamine series, suggesting that the two series have similar binding modes. (c) 2006 Elsevier Ltd. All rights reserved.