dimethyl N-(3-{[2-(pivaloylamino)-4-oxo-3,4-dihydropyrido[2,3-d]pyrimidin-6-yl]ethynyl}-4,5,6,7-tetrahydrobenzo[c]thienoyl)-L-glutamate | 188240-65-5

• 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 N-(3-{[2-(pivaloylamino)-4-oxo-3,4-dihydropyrido[2,3-d]pyrimidin-6-yl]ethynyl}-4,5,6,7-tetrahydrobenzo[c]thienoyl)-L-glutamate
• 英文别名: dimethyl (2S)-2-[[3-[2-[2-(2,2-dimethylpropanoylamino)-4-oxo-3H-pyrido[2,3-d]pyrimidin-6-yl]ethynyl]-4,5,6,7-tetrahydro-2-benzothiophene-1-carbonyl]amino]pentanedioate
• CAS: 188240-65-5
• 化学式: C₃₀H₃₃N₅O₇S
• 分子量: 607.687
• InChiKey: FVROJPCXTJZCHM-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  43
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  193
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  dimethyl N-(3-{[2-(pivaloylamino)-4-oxo-3,4-dihydropyrido[2,3-d]pyrimidin-6-yl]ethynyl}-4,5,6,7-tetrahydrobenzo[c]thienoyl)-L-glutamate 在 palladium on activated charcoal sodium hydroxide 、 氢气 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 25.0~50.0 ℃ 、330.95 kPa 条件下， 反应 72.0h， 生成 N-{3-[2-(2-amino-4-oxo-3,4,5,6,7,8-hexahydropyrido[2,3-d]pyrimidin-6-yl)ethyl]-4,5,6,7-tetrahydrobenzo[c]thienoyl}-L-glutamic acid
  参考文献：
  名称：

  Replacement of the 1‘,4‘-Phenylene Region in 5,10-Dideaza-5,6,7,8-tetrahydrofolic Acid (DDATHF) by 4,5,6,7-Tetrahydrobenzo[c]thiophene and 4,5,6,7-Tetrahydroisobenzofuran Nuclei

  摘要：

  Two new analogs of DDATHF, in which the 1',4'-phenylene unit is replaced by 4,5,6,7-tetrahydrobenzo[c]thiophene and 4,5,6,7-tetrahydroisobenzofuran nuclei, have been prepared and evaluated for in vitro cytotoxicity, GARFT inhibition, and FPGS affinity as potential antitumor agents.

  DOI：

  10.1021/jo9619903
• 作为产物：
  描述：

  methyl 4,5,6,7-tetrahydrobenzothiophene-1-carboxylate 在 N-甲基吗啉 、 palladium diacetate 、 sodium hydroxide 、 2-氯-4,6-二甲氧基-1,3,5-三嗪 、 三乙胺 、 三(邻甲基苯基)磷 、 benzyltrimethylazanium tribroman-2-uide 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 溶剂黄146 、 乙腈 为溶剂， 反应 63.0h， 生成 dimethyl N-(3-{[2-(pivaloylamino)-4-oxo-3,4-dihydropyrido[2,3-d]pyrimidin-6-yl]ethynyl}-4,5,6,7-tetrahydrobenzo[c]thienoyl)-L-glutamate
  参考文献：
  名称：

  Replacement of the 1‘,4‘-Phenylene Region in 5,10-Dideaza-5,6,7,8-tetrahydrofolic Acid (DDATHF) by 4,5,6,7-Tetrahydrobenzo[c]thiophene and 4,5,6,7-Tetrahydroisobenzofuran Nuclei

  摘要：

  Two new analogs of DDATHF, in which the 1',4'-phenylene unit is replaced by 4,5,6,7-tetrahydrobenzo[c]thiophene and 4,5,6,7-tetrahydroisobenzofuran nuclei, have been prepared and evaluated for in vitro cytotoxicity, GARFT inhibition, and FPGS affinity as potential antitumor agents.

  DOI：

  10.1021/jo9619903