methyl 5-methyl-3,7-dioxooctanoate | 1206191-08-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: methyl 5-methyl-3,7-dioxooctanoate
• 英文别名: Methyl 5-methyl-3,7-dioxooctanoate
• CAS: 1206191-08-3
• 化学式: C₁₀H₁₆O₄
• 分子量: 200.235
• InChiKey: JRTHEULQAZVMMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 5-methyl-3,7-dioxooctanoate 在 甲烷磺酸 作用下， 以 苯 为溶剂， 生成 rac-methyl 2,4-dimethyl-6-oxocyclohex-1-enecarboxylate
  参考文献：
  名称：

  Discovery and synthesis of cyclohexenyl derivatives as modulators of CC chemokine receptor 2 activity

  摘要：

  A novel cyclohexenyl series of CCR2 antagonists has been discovered. This series of small, rigid compounds exhibits submicromolar binding affinity for CCR2. Modification of the substituents on the cyclohexene ring led to the identification of potent CCR2 antagonists. Progress from initial lead 5 (IC50 = 700 nM) to (-)-38 (IC50 = 9.0 nM) is discussed. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.11.051
• 作为产物：
  描述：

  3-甲基戊二酸酐 在 吡啶 、 正丁基锂 、 氯化亚砜 、 二异丙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 苯 为溶剂， 生成 methyl 5-methyl-3,7-dioxooctanoate
  参考文献：
  名称：

  Discovery and synthesis of cyclohexenyl derivatives as modulators of CC chemokine receptor 2 activity

  摘要：

  A novel cyclohexenyl series of CCR2 antagonists has been discovered. This series of small, rigid compounds exhibits submicromolar binding affinity for CCR2. Modification of the substituents on the cyclohexene ring led to the identification of potent CCR2 antagonists. Progress from initial lead 5 (IC50 = 700 nM) to (-)-38 (IC50 = 9.0 nM) is discussed. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.11.051

文献信息

• CYCLOHEXENYL MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY
  申请人：Carter Percy H.

  公开号：US20110118354A1

  公开（公告）日：2011-05-19

  The present application describes modulators of MCP-1 or CCR-2 of formula, (I) or stereoisomers or prodrugs or pharmaceutically acceptable salts thereof, wherein T, W, X, Y, Z, R 1 , R 2 , R 4 and R 6 , are defined herein. In addition, methods of treating and preventing inflammatory diseases such as asthma and allergic diseases, as well as autoimmune pathologies such as rheumatoid arthritis and transplant rejection using modulators of formula, (I) are disclosed.

  本申请描述了 MCP-1 或 CCR-2 的调节剂的公式，(I) 或其立体异构体或前药或药学上可接受的盐，其中 T、W、X、Y、Z、R1、R2、R4 和 R6 在此定义。此外，还公开了使用公式 (I) 的调节剂治疗和预防炎症性疾病，如哮喘和过敏疾病，以及自身免疫病理学，如类风湿性关节炎和移植排斥等方法。
• [EN] CYCLOHEXENYL MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY<br/>[FR] CYCLOHEXÉNYLES COMME MODULATEURS DE L'ACTIVITÉ DES RÉCEPTEURS DE CHIMIOKINES
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2010009068A3

  公开（公告）日：2010-03-04
• CYCLOHEXENYL COMPOUNDS AS MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY
  申请人：Bristol-Myers Squibb Company

  公开号：EP2318352B1

  公开（公告）日：2012-12-19
• US8507559B2
  申请人：——

  公开号：US8507559B2

  公开（公告）日：2013-08-13
• Discovery and synthesis of cyclohexenyl derivatives as modulators of CC chemokine receptor 2 activity
  作者：Gregory D. Brown、Qing Shi、George V. Delucca、Douglas G. Batt、Michael A. Galella、Mary-Ellen Cvijic、Rui-Qin Liu、Feng Qiu、Qihong Zhao、Joel C. Barrish、Percy H. Carter

  DOI：10.1016/j.bmcl.2015.11.051

  日期：2016.1

  A novel cyclohexenyl series of CCR2 antagonists has been discovered. This series of small, rigid compounds exhibits submicromolar binding affinity for CCR2. Modification of the substituents on the cyclohexene ring led to the identification of potent CCR2 antagonists. Progress from initial lead 5 (IC50 = 700 nM) to (-)-38 (IC50 = 9.0 nM) is discussed. (C) 2015 Elsevier Ltd. All rights reserved.