Diethyl N-pyrimidin-6-yl)methyl)-4-(aminomethyl)benzoyl>glutamate | 126405-50-3

• 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: Diethyl N-pyrimidin-6-yl)methyl)-4-(aminomethyl)benzoyl>glutamate
• 英文别名: diethyl (2S)-2-[[4-[[[2-(2,2-dimethylpropanoylamino)-4-oxo-5,6,7,8-tetrahydro-3H-pyrido[2,3-d]pyrimidin-6-yl]methylamino]methyl]benzoyl]amino]pentanedioate
• CAS: 126405-50-3
• 化学式: C₃₀H₄₂N₆O₇
• 分子量: 598.699
• InChiKey: RULHQTOFRAIQKL-BPARTEKVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  43
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  176
• 氢给体数：
  5
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  Diethyl N-pyrimidin-6-yl)methyl)-4-(aminomethyl)benzoyl>glutamate 在 sodium hydroxide 作用下， 反应 72.0h， 以32%的产率得到5-Deaza-5,6,7,8-tetrahydroisohomofolic acid
  参考文献：
  名称：

  Inhibitors of Glycinamide Ribonucleotide Formyltransferase as Potential Cytotoxic Agents. Synthesis of 5-Deaza-5,6,7,8-tetrahydrohomofolic Acid, 5-Deaza-5,6,7,8-tetrahydroisohomofolic Acid, and 10-Formyl-5-deaza-5,6,7,8-tetrahydroisohomofolic Acid

  摘要：

  Syntheses of three new analogs of 5,10-dideaza-5,6,7,8-tetrahydrofolic acid (DDATHF, Lometrexol)-5-deaza-5,6,7,8-tetrahydrohomofolic acid (11), 5-deaza-5,6,7,8-tetrahydroisohomofolic acid (16a), and 10-formyl-5-deaza-5,6,7,8-tetrahydroisohomofolic acid (16b)-are described.

  DOI：

  10.1021/jo00102a039
• 作为产物：
  描述：

  Diethyl N-pyrimidin-6-yl)methyl)-4-(aminomethyl)benzoyl>glutamate 在 Rh on carbon 氢气 作用下， 以 溶剂黄146 为溶剂， 25.0 ℃ 、344.73 kPa 条件下， 反应 48.0h， 以37%的产率得到Diethyl N-pyrimidin-6-yl)methyl)-4-(aminomethyl)benzoyl>glutamate
  参考文献：
  名称：

  Inhibitors of Glycinamide Ribonucleotide Formyltransferase as Potential Cytotoxic Agents. Synthesis of 5-Deaza-5,6,7,8-tetrahydrohomofolic Acid, 5-Deaza-5,6,7,8-tetrahydroisohomofolic Acid, and 10-Formyl-5-deaza-5,6,7,8-tetrahydroisohomofolic Acid

  摘要：

  Syntheses of three new analogs of 5,10-dideaza-5,6,7,8-tetrahydrofolic acid (DDATHF, Lometrexol)-5-deaza-5,6,7,8-tetrahydrohomofolic acid (11), 5-deaza-5,6,7,8-tetrahydroisohomofolic acid (16a), and 10-formyl-5-deaza-5,6,7,8-tetrahydroisohomofolic acid (16b)-are described.

  DOI：

  10.1021/jo00102a039

文献信息

• N-(N-(tetrahydropyrido(2,3-d)pyrimidinylmethyl)-aminomethylbenzoyl)glutamic acid derivatives
  申请人：THE TRUSTEES OF PRINCETON UNIVERSITY

  公开号：EP0344922A2

  公开（公告）日：1989-12-06

  N-[N-(Tetrahydropyrido[2,3-d]pyrimidinylmethyl)aminomethylbenzoyl]glutamic acid derivatives of formula are anti-neoplastic agents with an effect on one or more enzymes which utilize metabolic derivatives of folic acid. The compounds can be prepared by allowing a protected aminomethylbenzoylglutamic acid derivative to react with 2-amino-4-hydroxy-6-formylpyrido[2,3-d]pyrimidine, reducing the intermediate Schiff base, and subjecting the intermediate to catalytic hydrogenation. A typical embodiment is (S,S) N-[N-(2-amino-4-hydroxy-5,6,7,8-tetrahydropyrido-[2,3-d]pyrimidin-6-ylmethyl)-4-aminomethylbenzoyl]-glutamic acid.

  N-[N-(四氢吡啶并[2,3-d]嘧啶甲基)氨甲基苯甲酰基]谷氨酸衍生物的式 是一种抗肿瘤药，对一种或多种利用叶酸代谢衍生物的酶有影响。这些化合物可以通过使受保护的氨甲基苯甲酰基谷氨酸衍生物与 2-氨基-4-羟基-6-甲酰基吡啶并[2,3-d]嘧啶反应，还原中间体席夫碱，并使中间体进行催化氢化反应来制备。一个典型的实施方案是 (S,S) N-[N-(2-氨基-4-羟基-5,6,7,8-四氢吡啶并[2,3-d]嘧啶-6-基甲基)-4-氨基甲基苯甲酰基]-谷氨酸。
• US4871746A
  申请人：——

  公开号：US4871746A

  公开（公告）日：1989-10-03
• Inhibitors of Glycinamide Ribonucleotide Formyltransferase as Potential Cytotoxic Agents. Synthesis of 5-Deaza-5,6,7,8-tetrahydrohomofolic Acid, 5-Deaza-5,6,7,8-tetrahydroisohomofolic Acid, and 10-Formyl-5-deaza-5,6,7,8-tetrahydroisohomofolic Acid
  作者：Edward C. Taylor、Cheol-min Yoon、James M. Hamby

  DOI：10.1021/jo00102a039

  日期：1994.11

  Syntheses of three new analogs of 5,10-dideaza-5,6,7,8-tetrahydrofolic acid (DDATHF, Lometrexol)-5-deaza-5,6,7,8-tetrahydrohomofolic acid (11), 5-deaza-5,6,7,8-tetrahydroisohomofolic acid (16a), and 10-formyl-5-deaza-5,6,7,8-tetrahydroisohomofolic acid (16b)-are described.