3-(N-phthalimidoylmethylthio)propanoic acid | 91570-07-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 3-(N-phthalimidoylmethylthio)propanoic acid
• 英文别名: 3-(phthalimidomethylsulfanyl)propionic acid；Phthalimidomethyl-(2-carboxyethyl)-sulfid；3-[(1,3-dioxoisoindol-2-yl)methylsulfanyl]propanoic Acid
• CAS: 91570-07-9
• 化学式: C₁₂H₁₁NO₄S
• mdl: MFCD01927058
• 分子量: 265.29
• InChiKey: VXLPEUWULMMAAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(N-phthalimidoylmethylthio)propanoic acid 在 sodium hydroxide 、 双氧水 作用下， 以 乙醇 、 丙酮 为溶剂， 生成 (2-Carboxy-ethyl)-((o-carboxy-benzamino)-methyl)-sulfoxid
  参考文献：
  名称：

  Sulfur Analogs of δ-Aminolevulinic Acid. I. Phthalimide Derivatives¹

  摘要：

  DOI：

  10.1021/jo01048a053
• 作为产物：
  描述：

  N-溴甲基邻苯二甲酰亚胺 、 3-巯基丙酸 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 0.33h， 以14%的产率得到3-(N-phthalimidoylmethylthio)propanoic acid
  参考文献：
  名称：

  Development of Monoclonal ELISAs for Azinphos-methyl. 1. Hapten Synthesis and Antibody Production

  摘要：

  The development of monoclonal antibody-based enzyme-linked immunosorbent assays for azinphosmethyl is described. A panel of haptens was synthesized for immunoconjugate preparation, and a series of haptens for heterologous, coating or tracer, conjugates was also prepared. Hapten synthesis was based on a strategy in which only a fragment of the whole target molecule was present (fragmentary haptens). From immunized mice, a set of monoclonal antibodies was obtained and ELISA sensitivities were assayed in different formats. Affinities estimated as I-50 values in the low nanomolar range for azinphos-methyl and phosmet were observed for several monoclonal antibodies in the conjugate-coated format and in the antibody-coated format under nonoptimized assay conditions.

  DOI：

  10.1021/jf9808675

文献信息

• Synthesis of Sulfur-Containing Tricyclic Ring Systems by Means of Photoinduced Decarboxylative Cyclizations
  作者：Axel G. Griesbeck、Michael Oelgemöller、Johann Lex、Andreas Haeuseler、Michael Schmittel

  DOI：10.1002/1099-0690(200105)2001:10<1831::aid-ejoc1831>3.0.co;2-7

  日期：2001.5

  sulfuractivated and nonactivated species (13, 15) or irradiation of 1a under nonactivating conditions showed that the carboxylate anion in the position alpha to the electron-donating sulfur atom acts as a superior leaving group. This efficiency is drastically reduced for carboxylate anions in the alpha position. With the former substrates, the photochemical cyclization proceeds with high product yields. Quantum

  研究了一系列巯基乙酸和巯基丙酸衍生物的分子内和分子间光致电子转移反应。在分子间系列中，邻苯二甲酰亚胺烷基硫基烷基羧酸盐 1a-j 和 2 分别以高区域选择性转化为三环系统 3a-j 和 4。巯基乙酸和 2-巯基丙酸衍生底物 1a-g 和 2 易于环化，产率（60-98%）但非对映选择性低（1d 除外），而相应的 3-巯基丙酸衍生底物 1h-j长时间照射后得到相应的三环产物 3h-j，但产率低（11-20%）。分子间版本 - 即，作为电子受体的 N-甲基邻苯二甲酰亚胺 (5) 的光脱羧加成 - 使用巯基乙酸成功，2-巯基丙酸底物 6a-c 和加成产物 7a-c 以高产率 (57-90%) 获得。然而，使用 3-(甲基硫烷基)丙酸 (6d) 没有观察到添加。对于分子内（具有 8a-c）和分子间（具有 9 个）版本的巯基琥珀酸衍生物，脱羧的区域选择性以受控方式进行。硫活化和非活化物质之间的比较 (13
• Sulfur Analogs of δ-Aminolevulinic Acid. I. Phthalimide Derivatives¹
  作者：CHARLES C. PRICE、MAE L. BECK

  DOI：10.1021/jo01048a053

  日期：1962.1
• Development of Monoclonal ELISAs for Azinphos-methyl. 1. Hapten Synthesis and Antibody Production
  作者：Josep V. Mercader、Angel Montoya

  DOI：10.1021/jf9808675

  日期：1999.3.1

  The development of monoclonal antibody-based enzyme-linked immunosorbent assays for azinphosmethyl is described. A panel of haptens was synthesized for immunoconjugate preparation, and a series of haptens for heterologous, coating or tracer, conjugates was also prepared. Hapten synthesis was based on a strategy in which only a fragment of the whole target molecule was present (fragmentary haptens). From immunized mice, a set of monoclonal antibodies was obtained and ELISA sensitivities were assayed in different formats. Affinities estimated as I-50 values in the low nanomolar range for azinphos-methyl and phosmet were observed for several monoclonal antibodies in the conjugate-coated format and in the antibody-coated format under nonoptimized assay conditions.