N-butyl-2-pyrrolidone-5-carboxylic acid | 80953-61-3

• 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: N-butyl-2-pyrrolidone-5-carboxylic acid
• 英文别名: N-butyl-5-pyrrolidone-2-carboxylic acid；1-N-butyl-2-pyrrolidone-5-carboxylic acid；1-Butyl-5-oxopyrrolidine-2-carboxylic acid
• CAS: 80953-61-3
• 化学式: C₉H₁₅NO₃
• 分子量: 185.223
• InChiKey: UUKCIGJPFKDBGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  齐多夫定 、 N-butyl-2-pyrrolidone-5-carboxylic acid 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以82%的产率得到N-butyl-2-pyrrolidone-5-carboxylic acid 3'-azido-3'-deoxythymidin-5'-yl ester
  参考文献：
  名称：

  New Azt Conjugates as Potent Anti-HIV Agents

  摘要：

  In an attempt to discover anti-HIV agents with much reduced cytotoxicity from the currently available HIV-reverse transcriptase inhibitors, AZT conjugates of cholanic acids, 2-imidazolidone-4- carboxylic acid and its derivatives, and N, N'-disubstituted 5-hydroxy-tetrahydropyrimidin-2-ones have been synthesized and their anti-HIV profiles determined with CEM-SS cell line. The AZT conjugates with 2-imidazolidone-4- carboxylic acid and 2-pyrrolidone-5-carboxylic acid through an ester linkage, and with N,N'-diphenyl-5-hydroxy-tetrahydropyrimidin-2-one through a succinate tether showed significantly higher therapeutic indexes than AZT while they also retained or enhanced AZT's anti-HIV activity. Thus, structural features that favor the desired therapeutic profile of the conjugates appear to include a five-membered ring cyclic urea or lactam, and six-membered ring cyclic urea with N,N'-diphenyl substitution.

  DOI：

  10.1080/15257770500377789
• 作为产物：
  描述：

  在 sodium hydroxide 作用下， 反应 5.0h， 以520 mg的产率得到N-butyl-2-pyrrolidone-5-carboxylic acid
  参考文献：
  名称：

  New Azt Conjugates as Potent Anti-HIV Agents

  摘要：

  In an attempt to discover anti-HIV agents with much reduced cytotoxicity from the currently available HIV-reverse transcriptase inhibitors, AZT conjugates of cholanic acids, 2-imidazolidone-4- carboxylic acid and its derivatives, and N, N'-disubstituted 5-hydroxy-tetrahydropyrimidin-2-ones have been synthesized and their anti-HIV profiles determined with CEM-SS cell line. The AZT conjugates with 2-imidazolidone-4- carboxylic acid and 2-pyrrolidone-5-carboxylic acid through an ester linkage, and with N,N'-diphenyl-5-hydroxy-tetrahydropyrimidin-2-one through a succinate tether showed significantly higher therapeutic indexes than AZT while they also retained or enhanced AZT's anti-HIV activity. Thus, structural features that favor the desired therapeutic profile of the conjugates appear to include a five-membered ring cyclic urea or lactam, and six-membered ring cyclic urea with N,N'-diphenyl substitution.

  DOI：

  10.1080/15257770500377789

文献信息

• Benzisothiazolinone-1-dioxide derivatives as elastase inhibitors
  申请人：UNILEVER PLC

  公开号：EP0446047A1

  公开（公告）日：1991-09-11

  The invention relates to pharmaceutical and cosmetic compositions comprising at least one benzisothiazolinone-1-dioxide derivative with the formula: where R¹ can be hydrogen, and R² can be certain generally hydrophobic C₈-C₂₀ aliphatic groups or the group: where R⁵ is aliphatic or else R² is a saturated or unsaturated C₂-C₆ group ending in an aromatic nucleus. These compositions can be used to inhibit elastases such as human leucocytic elastase. They may be applied topically as a cosmetic. Many of the benzisothiazolinone-1-dioxide derivative specified as active ingredient in such compositions are novel compounds.

  本发明涉及包含至少一种苯并异噻唑啉酮-1-二氧化物衍生物的药物和化妆品组合物，其化学式为 其中 R¹ 可以是氢，R² 可以是某些一般疏水的 C₈-C₂₀ 脂肪族基团或基团： 其中 R⁵ 是脂肪族，否则 R² 是以芳香核结尾的饱和或不饱和 C₂-C₆ 基团。 这些成分可用于抑制弹性蛋白酶，如人白细胞弹性蛋白酶。它们可作为化妆品局部使用。 许多被指定为此类组合物活性成分的苯并异噻唑啉酮-1-二氧化物衍生物都是新型化合物。
• Stable denaturants for use in electrophoretic techniques and methods of using the same
  申请人：FMC CORPORATION

  公开号：EP0809103A2

  公开（公告）日：1997-11-26

  This invention presents, inter alia, a class of high power denaturants that are stable in aqueous environments and can be used in electrophoretic techniques such as DNA sequencing and related techniques. The denaturants and electrophoretic media of the invention provide a basis for the high resolution analysis of biological molecules. The denaturants of the invention are also believed to be suitable for electrophoresis of DNA, RNA, proteins, and other macromolecules.

  本发明特别提出了一类在水环境中稳定的高能变性剂，可用于 DNA 测序等电泳技术及相关技术。本发明的变性剂和电泳介质为生物分子的高分辨率分析提供了基础。据信，本发明的变性剂也适用于 DNA、RNA、蛋白质和其他大分子的电泳。
• Synthetic electroorganic chemistry. 14. Synthesis of 5-fluorouracil derivatives having N-acylazacycloalkanes and lactams
  作者：Takashi Nishitani、Hiroshi Horikawa、Tameo Iwasaki、Kazuo Matsumoto、Ichizo Inoue、Muneji Miyoshi

  DOI：10.1021/jo00348a020

  日期：1982.4
• US4996199A
  申请人：——

  公开号：US4996199A

  公开（公告）日：1991-02-26
• US5118676A
  申请人：——

  公开号：US5118676A

  公开（公告）日：1992-06-02