N-(2-氰基乙基)-N-[叔丁氧羰基]甘氨酸甲酯 | 266353-19-9

• 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
• 中文名称: N-(2-氰基乙基)-N-[叔丁氧羰基]甘氨酸甲酯
• 英文名称: [tert-butoxycarbonyl-(2-cyanoethyl)amino]acetic acid methyl ester
• 英文别名: Glycine, N-(2-cyanoethyl)-N-[(1,1-dimethylethoxy)carbonyl]-, methyl ester；methyl 2-[2-cyanoethyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]acetate
• CAS: 266353-19-9
• 化学式: C₁₁H₁₈N₂O₄
• mdl: MFCD09031160
• 分子量: 242.275
• InChiKey: PIECAIPOOZJSRR-UHFFFAOYSA-N

物化性质

• 沸点：
  353.7±35.0 °C(Predicted)
• 密度：
  1.112±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.727
• 拓扑面积：
  79.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(2-氰基乙基)-N-[叔丁氧羰基]甘氨酸甲酯 在 盐酸肼 、 sodium methylate 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 8.0h， 生成 3-氨基-5-叔丁氧羰基-吡咯并[3,4-C]吡唑
  参考文献：
  名称：

  Potent and Selective Aurora Inhibitors Identified by the Expansion of a Novel Scaffold for Protein Kinase Inhibition

  摘要：

  Potent and selective Aurora kinase inhibitors were identified from the combinatorial expansion of the 1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole bi-cycle, a novel and versatile scaffold designed to target the ATP pocket of protein kinases. The most potent compound reported in this study had an IC(50) of 0.027 microM in the enzymatic assay for Aur-A inhibition and IC(50)s between 0.05 microM and 0.5 microM for the inhibition of proliferation of different tumor cell lines.

  DOI：

  10.1021/jm049076m
• 作为产物：
  描述：

  N-(2-氰乙基)氨基乙酸 在 硫酸 、 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 反应 31.0h， 生成 N-(2-氰基乙基)-N-[叔丁氧羰基]甘氨酸甲酯
  参考文献：
  名称：

  Potent and Selective Aurora Inhibitors Identified by the Expansion of a Novel Scaffold for Protein Kinase Inhibition

  摘要：

  Potent and selective Aurora kinase inhibitors were identified from the combinatorial expansion of the 1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole bi-cycle, a novel and versatile scaffold designed to target the ATP pocket of protein kinases. The most potent compound reported in this study had an IC(50) of 0.027 microM in the enzymatic assay for Aur-A inhibition and IC(50)s between 0.05 microM and 0.5 microM for the inhibition of proliferation of different tumor cell lines.

  DOI：

  10.1021/jm049076m

文献信息

• AZEPANE DERIVATIVES AND METHODS OF TREATING HEPATITIS B INFECTIONS
  申请人：Novira Therapeutics, Inc.

  公开号：US20150197493A1

  公开（公告）日：2015-07-16

  Provided herein are compounds useful for the treatment of HBV infection in a subject in need thereof, pharmaceutical compositions thereof, and methods of inhibiting, suppressing, or preventing HBV infection in the subject.

  本文提供了一些用于治疗HBV感染的化合物，以及其药物组合物和抑制、抑制或预防受试者HBV感染的方法。
• AZEPANE DERIVATIVES AND METHODS OF TREATING HEPATITIS B INFECTIONS
  申请人：Novira Therapeutics, Inc.

  公开号：US20150197533A1

  公开（公告）日：2015-07-16

  Provided herein are compounds useful for the treatment of HBV infection in a subject in need thereof, pharmaceutical compositions thereof, and methods of inhibiting, suppressing, or preventing HBV infection in the subject.

  本文提供了一些化合物，用于治疗需要治疗乙型肝炎感染的患者，以及这些化合物的药物组合物和抑制、抑制或预防患者乙型肝炎感染的方法。
• Azepane derivatives and methods of treating hepatitis B infections
  申请人：Novira Therapeutics, Inc.

  公开号：US10364228B2

  公开（公告）日：2019-07-30

  Provided herein are compounds useful for the treatment of HBV infection in a subject in need thereof, pharmaceutical compositions thereof, and methods of inhibiting, suppressing, or preventing HBV infection in the subject.

  本文提供了用于治疗有需要的受试者 HBV 感染的化合物、其药物组合物以及抑制、抑制或预防受试者 HBV 感染的方法。
• Design and synthesis of 1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazoles and pyrazolo[3,4-b]pyridines for Aurora-A kinase inhibitors
  作者：Jianyou Shi、Guobin Xu、Wei Zhu、Haoyu Ye、Shengyong Yang、Youfu Luo、Jing Han、Jincheng Yang、Rui Li、Yuquan Wei、Lijuan Chen

  DOI：10.1016/j.bmcl.2010.04.083

  日期：2010.7

  Two series of 3-aminopyrazole compounds including 24 1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazoles and 16 pyrazolo[3,4-b]pyridines were synthesized and evaluated against HCT116, A549, and A2780 tumor cell lines. Among them, three compounds were found to have the ideal anti-proliferative activities in vitro. Docking experiments showed that the novel pyrazolo[3,4-b]pyridines share the similar interaction mode with Aurora-A kinase as PHA739358. (C) 2010 Elsevier Ltd. All rights reserved.
• Structure–activity-relationship of amide and sulfonamide analogs of omarigliptin
  作者：Ping Chen、Dennis Feng、Xiaoxia Qian、James Apgar、Robert Wilkening、Jeffrey T. Kuethe、Ying-Duo Gao、Giovanna Scapin、Jason Cox、George Doss、George Eiermann、Huaibing He、Xiaohua Li、Kathryn A. Lyons、Joseph Metzger、Aleksandr Petrov、Joseph K. Wu、Shiyao Xu、Ann E. Weber、Youwei Yan、Ranabir Sinha Roy、Tesfaye Biftu

  DOI：10.1016/j.bmcl.2015.10.070

  日期：2015.12

  A series of novel substituted-[(3R)-amino-2-(2,5-difluorophenyl)]tetrahydro-2H-pyran analogs have been prepared and evaluated as potent, selective and orally active DPP-4 inhibitors. These efforts lead to the discovery of a long acting DPP-4 inhibitor, omarigliptin (MK-3102), which recently completed phase III clinical development and has been approved in Japan. (C) 2015 Elsevier Ltd. All rights reserved.