(S)-N-{(S)-1-[((E)-(S)-1-Isopropyl-3-methyl-4-oxo-but-2-enyl)-methyl-carbamoyl]-2,2-dimethyl-propyl}-3-methyl-2-methylamino-3-phenyl-butyramide | 610786-90-8

• 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)-N-{(S)-1-[((E)-(S)-1-Isopropyl-3-methyl-4-oxo-but-2-enyl)-methyl-carbamoyl]-2,2-dimethyl-propyl}-3-methyl-2-methylamino-3-phenyl-butyramide
• 英文别名: N,beta,beta-trimethyl-L-phenylalanyl-N1-[(1S,2E)-1-isopropyl-3-methyl-4-oxo-2-butenyl]-N1,3-dimethyl-L-valinamide；(2S)-N-[(E,3S)-2,5-dimethyl-6-oxohex-4-en-3-yl]-N,3,3-trimethyl-2-[[(2S)-3-methyl-2-(methylamino)-3-phenylbutanoyl]amino]butanamide
• CAS: 610786-90-8
• 化学式: C₂₇H₄₃N₃O₃
• 分子量: 457.657
• InChiKey: UTNLOOCRJDXVPI-UVAGCALHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  33
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  78.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-N-{(S)-1-[((E)-(S)-1-Isopropyl-3-methyl-4-oxo-but-2-enyl)-methyl-carbamoyl]-2,2-dimethyl-propyl}-3-methyl-2-methylamino-3-phenyl-butyramide 在 lithium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 生成 (2E,4E)-(S)-6-{[(S)-3,3-Dimethyl-2-((S)-3-methyl-2-methylamino-3-phenyl-butyrylamino)-butyryl]-methyl-amino}-2,4,7-trimethyl-octa-2,4-dienoic acid
  参考文献：
  名称：

  D-piece modifications of the hemiasterlin analog HTI-286 produce potent tubulin inhibitors

  摘要：

  Modifications of the D-piece carboxylic acid group of the hemiasterlin analog HTI-286 gave tubulin inhibitors which were potent cytotoxic agents in taxol resistant cell lines expressing P-glycoprotein. Amides derived from proline had potency comparable to HTI-286. Reduction of the carboxylic acid to ketones and alcohols or its conversion to acidic heterocycles also gave potent analogs. Synthetic modifications of the carboxylic acid could be carried out selectively using a wide range of synthetic reagents. Proline analog 3 was found to be effective in a human xenograft model in athymic mice. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.005
• 作为产物：
  描述：

  N,β,β-trimethyl-L-phenylalanyl-N1-{(1S,2E)-1-isopropyl-4-[methoxy(methyl)-amino]-3-methyl-4-oxobut-2-enyl}-N1,3-dimethyl-L-valinamide 在 lithium aluminium tetrahydride 、 水 作用下， 以 乙醚 为溶剂， 反应 0.25h， 生成 (S)-N-{(S)-1-[((E)-(S)-1-Isopropyl-3-methyl-4-oxo-but-2-enyl)-methyl-carbamoyl]-2,2-dimethyl-propyl}-3-methyl-2-methylamino-3-phenyl-butyramide
  参考文献：
  名称：

  Compounds for treating tumors

  摘要：

  该发明提供了以下式（I）的化合物： 其中E、A、B′、R6、R7、R8和R9在规范中定义，这些化合物表现出抗癌活性，并可用于治疗癌症。

  公开号：

  US20050037977A1

文献信息

• Compounds for treating tumors
  申请人：Zask Arie

  公开号：US20050037977A1

  公开（公告）日：2005-02-17

  The invention provides compounds of formula (I): wherein E, A, B′, R 6 , R 7 , R 8 , and R 9 are defined in the specification which compounds exhibit anticancer activity and are useful for treating cancer.

  该发明提供了以下式（I）的化合物： 其中E、A、B′、R6、R7、R8和R9在规范中定义，这些化合物表现出抗癌活性，并可用于治疗癌症。
• COMPOUNDS FOR TREATING TUMORS
  申请人：Zask Arie

  公开号：US20080221181A1

  公开（公告）日：2008-09-11

  The invention provides compounds of formula (I): wherein E, A, B′, R 6 , R 7 , R 8 , and R 9 are defined in the specification which compounds exhibit anticancer activity and are useful for treating cancer.

  本发明提供公式（I）的化合物：其中E，A，B'，R6，R7，R8和R9在说明书中定义，这些化合物表现出抗癌活性并可用于治疗癌症。
• Hemiasterlin derivatives and uses thereof in the treatment of cancer
  申请人：Kowalczyk J. James

  公开号：US20080051434A1

  公开（公告）日：2008-02-28

  The present invention provides compounds having formula (I): and additionally provides methods for the synthesis thereof and methods for the use thereof in the treatment of cancer, wherein R 1 -R 7 , X 1 , X 2 , R, Q, and n are as defined herein.
• Hemiasterlin Derivatives and Uses Thereof
  申请人：Campagna Silvio A.

  公开号：US20080108820A1

  公开（公告）日：2008-05-08

  The present invention provides compounds having formula (I): and additionally provides methods for the synthesis thereof and methods for the use thereof in the treatment of cancer, wherein R 1 -R 7 , X 1 , X 2 , R, Q, and n are as defined herein.
• HEMIASTERLIN DERIVATIVES AND USES THEREOF IN THE TREATMENT OF CANCER
  申请人：KOWALCZYK James J.

  公开号：US20100063095A1

  公开（公告）日：2010-03-11

  The present invention provides compounds having formula (I): and additionally provides methods for the synthesis thereof and methods for the use thereof in the treatment of cancer, wherein R 1 -R 7 , X 1 , X 2 , R, Q, and n are as defined herein.