dimethyl thiomorpholine-3,5-dicarboxylate | 91828-91-0

• 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: dimethyl thiomorpholine-3,5-dicarboxylate
• 英文别名: Dimethylthiomorpholine-3,5-dicarboxylate
• CAS: 91828-91-0
• 化学式: C₈H₁₃NO₄S
• 分子量: 219.262
• InChiKey: VMESBEKJQGXCOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  89.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  dimethyl thiomorpholine-3,5-dicarboxylate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 16.0h， 生成
  参考文献：
  名称：

  Heterocyclic inhibitors of dihydrodipicolinate synthase are not competitive

  摘要：

  A series of piperidine- and pyridine-2,6-dicarboxylate derivatives has been evaluated as potential inhibitors of dihydrodipicolinate synthase (DHDPS). The compounds were designed with oxygen functionality at the C-4 position in order to mimic the putative enzyme product HTHDP. Most compounds displayed weak-moderate inhibition of DHDPS. Additionally, the most potent inhibitors were shown not to be competitive, indicating they do not bind at the active site. Discrepancies between the two common assay systems-the imidazole assay and the coupled assay-were observed which are attributed to inherent problems in the imidazole assay, leading to artefactually low K-i measurements. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.01.001
• 作为产物：
  描述：

  2,3-二溴丙酸甲酯 、 L-cysteine methyl ester 在 三乙胺 作用下， 以 乙醇 为溶剂， 以48%的产率得到dimethyl thiomorpholine-3,5-dicarboxylate
  参考文献：
  名称：

  硫代吗啉-羧酸酯的非对映异构体的合成与分离

  摘要：

  DOI：

  10.1007/bf00505757

文献信息

• EREMEEV, A. V.;NURDINOV, R.;LIEPINSH, EH. EH.;POLYAK, F. D., XIMIYA GETEROTSIKL. SOEDIN., 1983, N 10, 1357-1358
  作者：EREMEEV, A. V.、NURDINOV, R.、LIEPINSH, EH. EH.、POLYAK, F. D.

  DOI：——

  日期：——
• Synthesis and separation of diastereomers of thiomorpholine-carboxylic acid esters
  作者：A. V. Eremeev、R. Nurdinov、�. �. Liepin'sh、F. D. Polyak

  DOI：10.1007/bf00505757

  日期：1983.10
• Heterocyclic inhibitors of dihydrodipicolinate synthase are not competitive
  作者：Jennifer J. Turner、Juliet A. Gerrard、Craig A. Hutton

  DOI：10.1016/j.bmc.2005.01.001

  日期：2005.3

  A series of piperidine- and pyridine-2,6-dicarboxylate derivatives has been evaluated as potential inhibitors of dihydrodipicolinate synthase (DHDPS). The compounds were designed with oxygen functionality at the C-4 position in order to mimic the putative enzyme product HTHDP. Most compounds displayed weak-moderate inhibition of DHDPS. Additionally, the most potent inhibitors were shown not to be competitive, indicating they do not bind at the active site. Discrepancies between the two common assay systems-the imidazole assay and the coupled assay-were observed which are attributed to inherent problems in the imidazole assay, leading to artefactually low K-i measurements. (c) 2005 Elsevier Ltd. All rights reserved.