(t-2,t-3-dimethylcyclopropyl-r-1-carboxylic) acid | 34669-51-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (t-2,t-3-dimethylcyclopropyl-r-1-carboxylic) acid
• 英文别名: trans-2,trans-3-Dimethyl-cyclopropancarbonsaeure；2-trans-3-trans-Dimethyl-cyclopropancarbonsaeure；cis-2,3-Dimethyl-cyclopropancarbonsaeure
• CAS: 34669-51-7
• 化学式: C₆H₁₀O₂
• 分子量: 114.144
• InChiKey: VEQMUQZKBLIXLT-SCDXWVJYSA-N

物化性质

• 沸点：
  175.1±8.0 °C(Predicted)
• 密度：
  1.14 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  0.97
• 重原子数：
  8.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (t-2,t-3-dimethylcyclopropyl-r-1-carboxylic) acid 在 甲基磺酰氯 、 三乙胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 4.83h， 生成 benzyl (3aS,6S,6aR)-4-{[cis-2,3-dimethylcyclopropyl]-trans-carbonyl}-6-methyl-5-oxohexahydropyrrolo[3,2-b]pyrrole-1(2H)-carboxylate
  参考文献：
  名称：

  Design and Synthesis of Pyrrolidine-5,5‘-trans-Lactams (5-Oxo-hexahydropyrrolo[3,2-b]pyrroles) as Novel Mechanism-Based Inhibitors of Human Cytomegalovirus Protease. 4. Antiviral Activity and Plasma Stability

  摘要：

  A series of chiral, (S)-proline-alpha-methylpyrrolidine-5,5-trans-lactam serine protease inhibitors has been developed as antivirals of human cytomegalovirus (HCMV). The SAR of the functionality on the proline nitrogen has shown that derivatives of para-substituted phenyl ureas > para-substituted phenyl sulfonamides > para-substituted phenyl carboxamide for activity against HCMV deltaAla protease, producing para-substituted phenyl ureas with single figure nM potency (K-i) against the viral enzyme. The. SAR of the functionality on the lactam nitrogen has defined the steric and electronic requirements for high human plasma stability while retaining good activity against HCMV protease. The combination of high potency against HCMV deltaAla protease and high human plasma stability has produced compounds with significant in vitro antiviral activity against human cytomegalovirus with the 6-hydroxymethyl benzothiazole derivative 72 being equivalent in potency to ganciclovir. The parent benzothiazole 56 had good pharmacokinetics in dogs with 29% bioavailability and good brain and ocular penetration in guinea pigs.

  DOI：

  10.1021/jm030810w
• 作为产物：
  描述：

  顺-2-丁烯 、 重氮乙酸甲酯 生成 (t-2,t-3-dimethylcyclopropyl-r-1-carboxylic) acid
  参考文献：
  名称：

  某些环丙烷羧酸的阳极氧化

  摘要：

  据报道，产物和其他观察结果可用于几种甲基取代的环丙烷羧酸的阳极氧化。讨论了有关产生阳离子物质的机理。

  DOI：

  10.1016/s0040-4020(01)91691-6

文献信息

• 一种pan-KRAS抑制剂化合物
  申请人：杭州阿诺生物医药科技有限公司

  公开号：CN117534685A

  公开（公告）日：2024-02-09

  本发明涉及式(I)或者式(II)所示的pan‑KRAS抑制剂化合物以及包含所述化合物的药物组合物，以及式(I)或者式(II)化合物用于预防和/或治疗癌症、肿瘤、炎症性疾病、自身免疫性疾病或免疫介导性疾病的用途。#imgabs0#
• [EN] INDOLE DERIVATIVES AS RAS INHIBITORS IN THE TREATMENT OF CANCER<br/>[FR] DÉRIVÉS D'INDOLE SERVANT D'INHIBITEURS DANS LE TRAITEMENT DU CANCER
  申请人：REVOLUTION MEDICINES INC

  公开号：WO2022060836A8

  公开（公告）日：2023-04-13
• WO2023/240263
  申请人：——

  公开号：——

  公开（公告）日：——
• Design and Synthesis of Pyrrolidine-5,5‘-<i>trans-</i>Lactams (5-Oxo-hexahydropyrrolo[3,2-<i>b</i>]pyrroles) as Novel Mechanism-Based Inhibitors of Human Cytomegalovirus Protease. 4. Antiviral Activity and Plasma Stability
  作者：Alan D. Borthwick、Dave E. Davies、Peter F. Ertl、Anne M. Exall、Terry M. Haley、Graham J. Hart、Deborah L. Jackson、Nigel R. Parry、Angela Patikis、Naimisha Trivedi、Gordon G. Weingarten、James M. Woolven

  DOI：10.1021/jm030810w

  日期：2003.10.1

  A series of chiral, (S)-proline-alpha-methylpyrrolidine-5,5-trans-lactam serine protease inhibitors has been developed as antivirals of human cytomegalovirus (HCMV). The SAR of the functionality on the proline nitrogen has shown that derivatives of para-substituted phenyl ureas > para-substituted phenyl sulfonamides > para-substituted phenyl carboxamide for activity against HCMV deltaAla protease, producing para-substituted phenyl ureas with single figure nM potency (K-i) against the viral enzyme. The. SAR of the functionality on the lactam nitrogen has defined the steric and electronic requirements for high human plasma stability while retaining good activity against HCMV protease. The combination of high potency against HCMV deltaAla protease and high human plasma stability has produced compounds with significant in vitro antiviral activity against human cytomegalovirus with the 6-hydroxymethyl benzothiazole derivative 72 being equivalent in potency to ganciclovir. The parent benzothiazole 56 had good pharmacokinetics in dogs with 29% bioavailability and good brain and ocular penetration in guinea pigs.
• The anodic oxidation of some cyclopropane carboxylic acids
  作者：L.B. Rodewald、M.C. Lewis

  DOI：10.1016/s0040-4020(01)91691-6

  日期：1971.1

  Products, and other observations, are reported for anodic oxidation of several methyl substituted cyclopropane carboxylic acids. Implications regarding the mechanism(s) for production of cationic species are discussed.

  据报道，产物和其他观察结果可用于几种甲基取代的环丙烷羧酸的阳极氧化。讨论了有关产生阳离子物质的机理。