α-cyano-1-carboxycyclopentaneacetic acid diethyl ester | 140897-46-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: α-cyano-1-carboxycyclopentaneacetic acid diethyl ester
• 英文别名: Ethyl 1-(1-cyano-2-ethoxy-2-oxoethyl)cyclopentane-1-carboxylate
• CAS: 140897-46-7
• 化学式: C₁₃H₁₉NO₄
• 分子量: 253.298
• InChiKey: HGBLDDUACUFNFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  76.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  乙醚 、 异氰基乙酸乙酯 在 ammonium chloride 作用下， 以 二甲基亚砜 、 mineral oil 为溶剂， 以66%的产率得到α-cyano-1-carboxycyclopentaneacetic acid diethyl ester
  参考文献：
  名称：

  Antiherpes pentapeptide derivatives having a substituted aspartic acid

  摘要：

  本文中披露了一种公式为X-NR.sup.1-CH(R.sup.2)-C(W)-NH-CR.sup.3(R.sup.4)-C(W.sup.2)-NR.sup.5-CH CH.sub.2 C(O)-Y!-C(W.sup.3)-NH-CR.sup.6-CR.sup.7(R.sup.8)-COOH!-C(W.sup.4)-NH-CR.sup.9(R.sup.10)-Z的五肽衍生物，其中X是末端基团，例如烷酰基或苯基烷酰基基团，R.sup.1是氢、烷基或苯基烷基，R.sup.2、R.sup.4和R.sup.10选自氨基酸或衍生氨基酸残基，R.sup.3、R.sup.5、R.sup.6、R.sup.7、R.sup.8和R.sup.9是氢或烷基，或R.sup.7和R.sup.8连接形成环烷基，W.sup.1、W.sup.2、W.sup.3和W.sup.4是氧代或硫代，Y是例如烷氧基或单取代或双取代氨基，Z是末端基团，例如COOH或CH.sub.2 OH。这些衍生物可用于治疗疱疹感染。

  公开号：

  US05502036A1

文献信息

• Antiherpes peptide derivatives having a ureido n-terminus
  申请人：Boehringer Ingelheim (Canada), Ltd.

  公开号：US05830864A1

  公开（公告）日：1998-11-03

  Disclosed herein are peptide derivatives of the formula A--B--NHCHCH.sub.2 C(O)R.sup.1 }C(O)--NHCHCR.sup.2 (R.sup.3)COOH}C(O)--D wherein A is a terminal group, for example, an alkylaminocarbonyl or a phenylalkylaminocarbonyl; B is an amino acid residue; R.sup.1 is alkyl, cycloalkyl or a disubsubstituted amino; R.sup.2 is hydrogen or alkyl and R.sup.3 is alkyl, or R.sup.2 is hydrogen and R.sup.3 is phenylakyl, or R.sup.2 and R.sup.3 are joined to form a cycloalkyl; and D is a terminal unit, for example, an alkylamino or a monovalent amino acid radical such as NHCH(alkyl)C(O)OH. The derivatives are useful in treating herpes infections.

  本文揭示了公式A--B--NHCHCH.sub.2 C(O)R.sup.1}C(O)--NHCHCR.sup.2(R.sup.3)COOH}C(O)--D的肽衍生物，其中A是一个末端基团，例如，一种烷基氨基甲酰或苯基烷基氨基甲酰；B是一个氨基酸残基；R.sup.1是烷基，环烷基或二取代氨基；R.sup.2是氢或烷基，R.sup.3是烷基，或者R.sup.2是氢且R.sup.3是苯基烷基，或者R.sup.2和R.sup.3连接形成环烷基；D是一个末端单元，例如，一种烷基氨基或一价氨基酸基团，如NHCH(烷基)C(O)OH。这些衍生物在治疗疱疹感染中很有用。
• Antiherpes tetrapeptide derivatives having a substituted aspartic acid side chain
  申请人：BIO-MEGA/BOEHRINGER INGELHEIM RESEARCH INC.

  公开号：EP0411333A1

  公开（公告）日：1991-02-06

  Disclosed herein are tetrapeptide derivatives of the formula X-­NH-CHR¹-C(W¹)-NR²-CH[CH₂C(O)-Y]-C(W²)-NH-CH[CR³(R⁴)-­COOH]-C(W³)-NH-CHR⁵-Z wherein X is a terminal group, for example, alkanoyl or phenylalkanoyl radicals, R¹ and R⁵ are selected from amino acid or derived amino acid residues, R² is hydrogen, alkyl or phenylalkyl, R³ and R⁴ are hydrogen or alkyl or R³ and R⁴ are joined to form a cycloalkyl, W¹, W² and W³ are oxo or thioxo, Y is, for example, an alkoxy or a monosubstituted or disubstituted amino, and Z is a terminal unit, for example, hydrogen, COOH or CH₂OH. The derivatives are useful for treating herpes infections.

  本文公开了式 X-NH-CHR¹-C(W¹)-NR²-CH[CH₂C(O)-Y]-C(W²)-NH-CH[CR³(R⁴)-COOH]-C(W³)-NH-CHR⁵-Z 的四肽衍生物，其中 X 为末端基团、R¹ 和 R⁵ 选自氨基酸或衍生氨基酸残基、R²为氢、烷基或苯基烷基，R³和R⁴为氢或烷基，或R³和R⁴连接形成环烷基，W¹、W²和W³为氧代或硫代，Y为例如烷氧基或单取代或二取代氨基，Z为末端单元，例如氢、COOH或CH₂OH。这些衍生物可用于治疗疱疹感染。
• Antiviral peptides having a 2-oxoalkyl amino acid side chain
  申请人：BIO-MEGA/BOEHRINGER INGELHEIM RESEARCH INC.

  公开号：EP0411332A1

  公开（公告）日：1991-02-06

  Disclosed herein are peptide derivatives of the formula X[-NR¹-CH(R²)-C(W¹)]n-NH-CR³(R⁴)-C(W²)-NR⁵-CH[CH₂C(O)-Y]-­C(W³)-NH-CR⁶-[CR⁷(R⁸)-COOH]-C(W⁴)-NH-CR⁹(R¹⁰)-Z wherein X is a terminal group, for example, alkanoyl or phenylalkanoyl radicals, R¹ is hydrogen, alkyl or phenylalkyl, R², R⁴ and R¹° are selected from amino acid or derived amino acid residues, R³, R⁵, R⁶, R⁷, R⁸ and R⁹ are hydrogen or alkyl, or R⁷ and R⁸ are joined to form a cycloalkyl, W¹, W², W³ and W⁴ are oxo or thioxo, Y is, for example, an alkyl or a cycloalkyl, Z is a terminal group, for example, COOH or CH₂OH, and n is 0 or 1. The derivatives are useful for treating herpes infections.

  本文公开了式 X[-NR¹-CH(R²)-C(W¹)]n-NH-CR³(R⁴)-C(W²)-NR⁵-CH[CH₂C(O)-Y]-C(W³)-NH-CR⁶-[CR⁷(R⁸)-COOH]-C(W⁴)-NH-CR⁹(R¹⁰)-Z 的肽衍生物，其中 X 是末端基团、例如烷酰基或苯基烷酰基，R¹ 是氢、烷基或苯基烷基，R²、R⁴和 R¹° 选自氨基酸或衍生氨基酸残基，R³、R⁵、R⁶、R⁷、R⁸和 R𠞙 为氢或烷基，或 R⁷ 和 R⁸ 连接形成环烷基、W¹、W²、W³ 和 W⁴ 是氧代或硫代，Y 是例如烷基或环烷基，Z 是末端基团，例如 COOH 或 CH₂OH，n 是 0 或 1。这些衍生物可用于治疗疱疹感染。
• Antiherpes peptide derivatives having a 1,4-dioxo-C4 N-terminus
  申请人：BIO-MEGA/BOEHRINGER INGELHEIM RESEARCH INC.

  公开号：EP0461546B1

  公开（公告）日：1995-03-22
• Antiherpes compositions
  申请人：BOEHRINGER INGELHEIM (CANADA) LTD.

  公开号：EP0493770B1

  公开（公告）日：1997-08-06