反式吖丁啶-2,4-二羧酸 | 161596-62-9

• 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: 反式吖丁啶-2,4-二羧酸
• 中文别名: (+/-)-反式氮杂丁烷-2,4-二羧酸
• 英文名称: (2S,4S)-azetidine-2,4-dicarboxylic acid
• 英文别名: (+/-)-trans-Azetidine diacid
• CAS: 161596-62-9
• 化学式: C₅H₇NO₄
• 分子量: 145.115
• InChiKey: JMVIGOFRIJJUAW-HRFVKAFMSA-N

物化性质

• 沸点：
  264.2°C (rough estimate)
• 密度：
  1.5047 (rough estimate)
• 溶解度：
  在水中的溶解度5.7 mg/mL

计算性质

• 辛醇/水分配系数(LogP)：
  -3.1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  86.6
• 氢给体数：
  3
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 安全说明：
  S26,S36

反应信息

• 作为产物：
  描述：

  dimethyl 1-<(S)-1-phenylethyl>azetidine-2,4-dicarboxylate 在 palladium hydroxide - carbon 水 、 氢气 作用下， 生成 反式吖丁啶-2,4-二羧酸
  参考文献：
  名称：

  Hoshino, Jun'ichi; Hiraoka, Junko; Hata, Yasuo, Journal of the Chemical Society. Perkin transactions I, 1995, # 6, p. 693 - 698

  摘要：

  DOI：

文献信息

• Synthesis and bioactivity of a new class of rigid glutamate analogs. Modulators of the N-methyl-D-aspartate receptor
  作者：Alan P. Kozikowski、Werner Tuckmantel、Ian J. Reynolds、Jarda T. Wroblewski

  DOI：10.1021/jm00168a007

  日期：1990.6

  A variety of derivatives of azetidine-2,4-dicarboxylic acid were synthesized and examined for their ability to stimulate 45Ca2+ uptake in cultures of cerebellar granule cells. Of the compounds tested, the cis-azetidine-2,4-dicarboxylic acid (10f) was found to be the most potent agent in potentiating glutamate, aspartate, or N-methyl-D-aspartate (NMDA) stimulated 45Ca2+ uptake at the NMDA receptor. The mechanism of action of 10f was further investigated in [3H]MK-801 binding assays and [3H]GABA release from cultured embryonic rat forebrain neurons. All of the results from the functional studies of azetidine 10f are consistent with a selectivity of action at the NMDA receptor. Moreover, azetidine 10f appears to exhibit a dual type of action, behaving as a glutamate-like agonist at higher concentrations and as a positive modulator at concentrations below 50 microM.
• Synthesis and metabotropic receptor activity of the novel rigidified glutamate analogs (+)- and (-)-trans-azetidine-2,4-dicarboxylic acid and their N-methyl derivatives
  作者：A. P. Kozikowski、W. Tuckmantel、Y. Liao、H. Manev、S. Ikonomovic、J. T. Wroblewski

  DOI：10.1021/jm00070a016

  日期：1993.9
• KOZIKOWSKI, ALAN P.;TUCKMANTEL, WERNER;REYNOLDS, IAN J.;WROBLEWSKI, JARDA+, J. MED. CHEM., 33,(1990) N, C. 1561-1571
  作者：KOZIKOWSKI, ALAN P.、TUCKMANTEL, WERNER、REYNOLDS, IAN J.、WROBLEWSKI, JARDA+

  DOI：——

  日期：——
• Hoshino Junichi, Hiraoka Junko, Hata Yasuo, Sawada Seiji, Yamamoto Yukio, J. Chem. Soc. Perkin Trans. 1, (1995) N 6, S 12
  作者：Hoshino Junichi, Hiraoka Junko, Hata Yasuo, Sawada Seiji, Yamamoto Yukio

  DOI：——

  日期：——
• Hoshino, Jun'ichi; Hiraoka, Junko; Hata, Yasuo, Journal of the Chemical Society. Perkin transactions I, 1995, # 6, p. 693 - 698
  作者：Hoshino, Jun'ichi、Hiraoka, Junko、Hata, Yasuo、Sawada, Seiji、Yamamoto, Yukio

  DOI：——

  日期：——