1-((trans)-4-methylcyclohexyl)ethanone | 18446-90-7

• 物质功能分类: 医药中间体 - 原料药中间体
• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-((trans)-4-methylcyclohexyl)ethanone
• 英文别名: 1-((trans)-4-methylcyclohexyl)ethan-1-one；1-(trans-4-methylcyclohexyl)ethanone；1-acetyl-4-methylcyclohexane；trans-1-Acetyl-4-methyl-cyclohexan
• CAS: 18446-90-7
• 化学式: C₉H₁₆O
• 分子量: 140.225
• InChiKey: HTAYNGUDHFAFFQ-XWEPSHTISA-N

物化性质

• 沸点：
  194.7±8.0 °C(Predicted)
• 密度：
  0.889±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  10.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-((trans)-4-methylcyclohexyl)ethanone 在 溴 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以95%的产率得到2-bromo-1-(4-methylcyclohexyl)ethanone
  参考文献：
  名称：

  4-(trans-4-Methylcyclohexyl)-4-Oxobutyric Acid (JTT-608). A New Class of Antidiabetic Agent

  摘要：

  During an investigation of drugs for improving the beta-cell response to glucose, we found that 4-cyclohexyl-4-oxobutyric acid selectively improved glucose-stimulated insulin release and glucose tolerance in both normal and diabetic rats. A series of 4-cycloalkyl-4-oxobutyric acids and related compounds were synthesized and evaluated for their effects on the glucose tolerance test and fasting euglycemia. This study elucidated the structural requirements for drug activity and determined th at the optimum compound was 4-(trans-4-methylcyclohexyl)-4-oxobutyric acid 7 (JTT-608). This compound improved glucose tolerance from an oral dose of 3 mg/kg and did not change fasting euglycemia even at an oral dose of 30 mg/kg. Selective improvement of glucose-induced insulin secretion was observed in studies using neonatal streptozotocin rats (nSTZ rats) and perfused pancreases isolated from nSTZ rats.

  DOI：

  10.1021/jm9804228
• 作为产物：
  描述：

  4-乙酰基-1-甲基-环己烯 在 Crabtree catalyst 、 氢气 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 1-((trans)-4-methylcyclohexyl)ethanone
  参考文献：
  名称：

  Directing effects in homogeneous hydrogenation with [Ir(cod)(PCy3)(py)]PF6

  摘要：

  DOI：

  10.1021/jo00364a007

文献信息

• [EN] 1,3 DI-SUBSTITUTED CYCLOBUTANE OR AZETIDINE DERIVATIVES AS HEMATOPOIETIC PROSTAGLANDIN D SYNTHASE INHIBITORS<br/>[FR] DÉRIVÉS D'AZÉTIDINE OU DE CYCLOBUTANE 1,3-DISUBSTITUÉS UTILISÉS COMME INHIBITEURS DE LA PROSTAGLANDINE D SYNTHASE HÉMATOPOÏÉTIQUE (H-PGDS)
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2018069863A1

  公开（公告）日：2018-04-19

  A compound of formula (I), wherein R, R1, R2, R3, Y, Y1, a, X, and Z are as defined herein. The compounds of the present invention are inhibitors of hematopoietic prostaglandin D synthase (H-PGDS) and can be useful in the treatment of Duchenne Muscular Dystrophy. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting H-PGDS activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

  式（I）的化合物，其中R、R1、R2、R3、Y、Y1、a、X和Z的定义如本文所述。本发明的化合物是造血前列腺素D合成酶（H-PGDS）的抑制剂，可用于治疗杜兴氏肌肉萎缩症。因此，本发明进一步涉及包含本发明化合物的药物组合物。本发明还进一步涉及使用本发明化合物或包含本发明化合物的药物组合物来抑制H-PGDS活性和治疗相关疾病的方法。
• Substituted Imidazopyridines as HDM2 Inhibitors
  申请人：Merck Sharp & Dohme Corp.

  公开号：US20140179680A1

  公开（公告）日：2014-06-26

  The present invention provides substituted imidazopyridines as described herein or a pharmaceutically acceptable salt or solvate thereof. The representative compounds are useful as inhibitors of the HDM2 protein. Also disclosed are pharmaceutical compositions comprising the above compounds and potential methods of treating cancer using the same.

  本发明提供了如本文所述的取代咪唑吡啶或其药用可接受的盐或溶剂。代表性化合物可用作HDM2蛋白的抑制剂。还公开了包括上述化合物的药物组合物以及使用它们治疗癌症的潜在方法。
• INHIBITORS OF FLAVIVIRIDAE VIRUSES
  申请人：CANALES Eda

  公开号：US20110178058A1

  公开（公告）日：2011-07-21

  Provided are compounds of Formula I: and pharmaceutically acceptable salts and esters thereof. The compounds, compositions, and methods provided are useful for the treatment of Flaviviridae virus infections, particularly hepatitis C infections.

  提供的是I式化合物： 及其药用可接受的盐和酯。所提供的化合物、组合物和方法对于治疗黄病毒科病毒感染，特别是丙型肝炎感染，是有用的。
• [EN] 2,6,7 SUBSTITUTED PURINES AS HDM2 INHIBITORS<br/>[FR] PURINES 2,6,7 SUBSTITUÉES UTILISÉES EN TANT QU'INHIBITEURS DE HDM2
  申请人：MERCK SHARP & DOHME

  公开号：WO2014123882A1

  公开（公告）日：2014-08-14

  The present invention provides 2,6,7 substituted purines as described herein or a pharmaceutically acceptable salt thereof. The representative compounds are useful as inhibitors of the HDM2 protein. Also disclosed are pharmaceutical compositions comprising the above compounds and potential methods of treating cancer using the same.

  本发明提供如上所述的2,6,7取代嘌呤或其药用可接受的盐。代表性化合物可用作HDM2蛋白的抑制剂。还披露了包括上述化合物的药物组合物以及使用它们治疗癌症的潜在方法。
• Discovery of <b>MK-4688</b>: an Efficient Inhibitor of the HDM2–p53 Protein–Protein Interaction
  作者：Michael H. Reutershan、Michelle R. Machacek、Michael D. Altman、Stephane Bogen、Mingmei Cai、Carolyn Cammarano、Dapeng Chen、Matthew Christopher、John Cryan、Pierre Daublain、Xavier Fradera、Prasanthi Geda、Peter Goldenblatt、Armetta D. Hill、Raymond A. Kemper、Victoria Kutilek、Chaomin Li、Michelle Martinez、Mark McCoy、Latha Nair、Weidong Pan、Christopher F. Thompson、Giovanna Scapin、Manami Shizuka、Marianne L. Spatz、Dietrich Steinhuebel、Binyuan Sun、Matthew E. Voss、Xiao Wang、Liping Yang、Tammie C. Yeh、Isabelle Dussault、C. Gary Marshall、B. Wesley Trotter

  DOI：10.1021/acs.jmedchem.1c01524

  日期：2021.11.11

  Identification of low-dose, low-molecular-weight, drug-like inhibitors of protein–protein interactions (PPIs) is a challenging area of research. Despite the challenges, the therapeutic potential of PPI inhibition has driven significant efforts toward this goal. Adding to recent success in this area, we describe herein our efforts to optimize a novel purine carboxylic acid-derived inhibitor of the HDM2–p53

  鉴定低剂量、低分子量、类药物的蛋白质-蛋白质相互作用 (PPI) 抑制剂是一个具有挑战性的研究领域。尽管存在挑战，但 PPI 抑制的治疗潜力推动了朝着这一目标的重大努力。除了最近在该领域取得的成功外，我们在此描述了我们努力将一种新型的嘌呤羧酸衍生的 HDM2-p53 PPI 抑制剂优化为一系列具有总体良好药代动力学和物理特性的低预计剂量抑制剂。最终，一种专注于利用已知结合热点和生物结构信息来指导构象受限类似物设计的策略以及对效率指标的关注导致了MK-4688（化合物56)，一种适用于临床研究的高效、选择性和低分子量抑制剂。