(S)-Boc-cyclohexylglycinal | 127953-73-5

• 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: (S)-Boc-cyclohexylglycinal
• 英文别名: tert-butyl (S)-(1-cyclohexyl-2-oxoethyl)carbamate；Tert-butyl(1S)-1-cyclohexyl-2-oxoethylcarbamate；tert-butyl N-[(1S)-1-cyclohexyl-2-oxoethyl]carbamate
• CAS: 127953-73-5
• 化学式: C₁₃H₂₃NO₃
• 分子量: 241.331
• InChiKey: BDSGOSWEKUGHOV-LLVKDONJSA-N

物化性质

• 沸点：
  347.8±25.0 °C(Predicted)
• 密度：
  1.030±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-Boc-cyclohexylglycinal 在 盐酸 、 sodium hydroxide 、 碘 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 、 锌 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.5h， 生成
  参考文献：
  名称：

  Design and synthesis of potent, selective, and orally active fluorine-containing renin inhibitors

  摘要：

  A series of primate renin inhibitors containing difluorocarbinol and difluoroketone groups at the P1-P1' position have been synthesized and studied both in vitro and in vivo. In vitro, the compounds were evaluated as inhibitors of monkey renin and the closely related aspartic proteinase, cathepsin D (bovine), as a measure of enzyme selectivity. Interestingly, the difluoroketone derivatives showed greatly reduced selectivity compared with the corresponding alcohols. However, selectivity could be enhanced by judicious choice of other substituents. Sites influencing selectivity, included not only P2, Which is well-known to strongly affect selectivity, but also the P4, P1-P1', and P2' sites. These results make possible the design of inhibitors with a greater selectivity for either renin versus cathepsin D. In vivo several of the compounds in the difluoroketone series have shown good oral activity in the salt depleted normotensive cynomolgus monkey model.

  DOI：

  10.1021/jm00079a001
• 作为产物：
  描述：

  在 sodium tetrahydroborate 、 三氧化硫吡啶 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 (S)-Boc-cyclohexylglycinal
  参考文献：
  名称：

  Exploration of the P1 SAR of aldehyde cathepsin K inhibitors

  摘要：

  The synthesis and biological activity of a series of aldehyde inhibitors of cathepsin K are reported. Exploration of the properties of the S(1) subsite with a series of alpha-amino aldehyde derivatives substituted at the P(1) position afforded compounds with cathepsin K IC(50)s between 52 microM and 15 nM.

  DOI：

  10.1016/j.bmcl.2003.09.088

文献信息

• NOL3 IS A PREDICTOR OF PATIENT OUTCOME
  申请人：KUNG Andrew

  公开号：US20100179163A1

  公开（公告）日：2010-07-15

  The present invention features a method for determining the prognosis for survival of a cancer patient. Methods for measuring the level of NOL3 expression in a cancer cell-containing sample from a patient, and comparing the level of NOL3 expression in the sample to a reference level of NOL3 expression are also included. A higher level of NOL3 relative to the reference level correlates with decreased survival of the patient, and an equivalent or lower level of NOL3 relative to the reference level correlates with increased survival of the patient.

  本发明涉及一种确定癌症患者生存预后的方法。还包括测量患者癌细胞样本中NOL3表达水平的方法，并将样本中的NOL3表达水平与NOL3表达的参考水平进行比较。与参考水平相比，NOL3的较高水平与患者的生存期缩短相关，而与参考水平相等或更低的NOL3水平与患者的生存期延长相关。
• 一种免疫调节剂
  申请人：成都先导药物开发股份有限公司

  公开号：CN113683598B

  公开（公告）日：2022-10-14

  本发明公开了一种免疫调节剂，具体涉及一类抑制IL‑17A的化合物及其作为免疫调节剂在制备药物中的用途。本发明公开了式I所示的化合物、或其立体异构体在制备抑制IL‑17A类药物中的用途，为临床上筛选和/或制备与IL‑17A活性相关的疾病的药物提供了一种新的选择。
• Falcipain Inhibitors Based on the Natural Product Gallinamide A Are Potent in Vitro and in Vivo Antimalarials
  作者：Alexander Stoye、Annette Juillard、Arthur H. Tang、Jennifer Legac、Jiri Gut、Karen L. White、Susan A. Charman、Philip J. Rosenthal、Georges E. R. Grau、Nicholas H. Hunt、Richard J. Payne

  DOI：10.1021/acs.jmedchem.9b00504

  日期：2019.6.13

  for evaluation of in vivo efficacy against Plasmodium berghei infection in mice on the basis of their improved blood, plasma, and microsomal stability profiles compared with the parent natural product. One of the lead analogues cured P. berghei-infected mice in the Peters 4 day-suppressive test when administered 25 mg kg-1 intraperitoneally daily for 4 days. The compound was also capable of clearing

  使用高效和聚合的合成途径设计和制备了蓝藻衍生的二肽天然产物没食子酰胺A的类似物文库。已显示类似物对恶性疟原虫半胱氨酸蛋白酶falcipain 2和falcipain 3以及对培养的对氯喹敏感（3D7）和耐氯喹（W2）的恶性疟原虫菌株具有有效的抑制活性。选择了三种先导化合物，以评估它们与亲本天然产品相比在血液，血浆和微粒体稳定性方面的改善，从而对小鼠伯氏疟原虫感染进行体内疗效评估。当在每天的腹膜内给药25 mg kg-1持续4天时，其中一种先导类似物在Peters 4天抑制试验中治愈了感染伯氏疟原虫的小鼠。
• Inhibitors of IAP
  申请人：PALERMO Mark G.

  公开号：US20120207769A1

  公开（公告）日：2012-08-16

  Novel compounds that inhibit the binding of the Smac protein to Inhibitor of Apoptosis Proteins (IAPs) of the formula (I).

  新型化合物的公式为（I），能够抑制Smac蛋白与抑制细胞凋亡蛋白（IAPs）的结合。
• A new synthetic route towards multifunctionalized cyclic amidrazones for feeding chemical space
  作者：Johann Leblanc、Margaux Boutin、Clara Vega、Monique Mathé-Allainmat、Sandrine Grosse、Jérôme Guillemont、Jacques Lebreton、Arnaud Tessier

  DOI：10.1039/d3ob02092d

  日期：——

  In the context of growing impetus to develop new molecular scaffolds as well as a variety of 3D fragments to escape from flatland, we have reintroduced the accessibility of the underexplored azaheterocyclic amidrazones as promising bioisosteres. Herein, we present an original and versatile approach to synthesize cyclic amidrazones functionalized at different positions of the scaffold in view of diversifying

  在开发新分子支架以及各种逃离平原的 3D 片段的动力日益增强的背景下，我们重新引入了尚未充分探索的氮杂环氨基脒酮作为有前途的生物电子等排体。在此，我们提出了一种原创且通用的方法来合成在支架的不同位置官能化的环状氨基腙，以实现取代模式的多样化，以实现环系统的多功能化、延伸或融合以及片段的3D成型。这种前所未有的合成路线代表了进一步覆盖类铅化学空间的甜蜜成就。