4-[4-(2,4-Diamino-6-chloro-pyrimidin-5-yl)-butyl]-benzoic acid | 169318-10-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-[4-(2,4-Diamino-6-chloro-pyrimidin-5-yl)-butyl]-benzoic acid
• 英文别名: 4-[4-(2,4-Diamino-6-chloropyrimidin-5-yl)butyl]benzoic acid
• CAS: 169318-10-9
• 化学式: C₁₅H₁₇ClN₄O₂
• 分子量: 320.779
• InChiKey: GUWMQPVUEUQVBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  115
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-[4-(2,4-Diamino-6-chloro-pyrimidin-5-yl)-butyl]-benzoic acid 在 钯 2-氯-4,6-二甲氧基-1,3,5-三嗪 、 氢气 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-2-{4-[4-(2,4-Diamino-pyrimidin-5-yl)-butyl]-benzoylamino}-pentanedioic acid di-tert-butyl ester
  参考文献：
  名称：

  Synthesis and biological evaluation of a new series of dihydrofolate reductase inhibitors based on the 4-(2,6-diamino-5-pyrimidinyl)alkyl-L-glutamic acid structure

  摘要：

  A novel series of dihydrofolate reductase inhibitors was uncovered during an expansion of the SAR of 5,10-dideazatetrahydrofolic acid, and their biological activity was evaluated. These new analogs do not possess an oxygen at the 4 position and contain a monocyclic pyrimidine ring.

  DOI：

  10.1016/0960-894x(96)00053-4
• 作为产物：
  描述：

  4-[4-(2,4-Diamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-butyl]-benzoic acid 在 2,3-二甲基苯胺 、 三氯氧磷 作用下， 生成 4-[4-(2,4-Diamino-6-chloro-pyrimidin-5-yl)-butyl]-benzoic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of a new series of dihydrofolate reductase inhibitors based on the 4-(2,6-diamino-5-pyrimidinyl)alkyl-L-glutamic acid structure

  摘要：

  A novel series of dihydrofolate reductase inhibitors was uncovered during an expansion of the SAR of 5,10-dideazatetrahydrofolic acid, and their biological activity was evaluated. These new analogs do not possess an oxygen at the 4 position and contain a monocyclic pyrimidine ring.

  DOI：

  10.1016/0960-894x(96)00053-4

文献信息

• PYRIMIDINYL-GLUTAMIC ACID DERIVATIVES
  申请人：ELI LILLY AND COMPANY

  公开号：EP0722440A1

  公开（公告）日：1996-07-24
• EP0722440A4
  申请人：——

  公开号：EP0722440A4

  公开（公告）日：1996-06-04
• US5426110A
  申请人：——

  公开号：US5426110A

  公开（公告）日：1995-06-20
• [EN] PYRIMIDINYL-GLUTAMIC ACID DERIVATIVES<br/>[FR] DERIVES DE L'ACIDE PYRIMIDINYLGLUTAMIQUE
  申请人：ELI LILLY AND COMPANY

  公开号：WO1995009845A1

  公开（公告）日：1995-04-13

  (EN) The present invention provides novel pyrimidinyl-glutamic acid derivatives and intermediates thereto. Further provided are methods for inhibiting dihydrofolate reductase in mammals and for treating susceptible neoplasms in mammals, particularly humans.(FR) L'invention se rapporte à des nouveaux dérivés de l'acide pyrimidinylglutamique ainsi qu'aux intermédiaires de ces dérivés. L'invention concerne en outre des procédés servant à inhiber la dihydrofolate réductase chez les mammifères et destinés au traitement des tumeurs sensibles chez ceux-ci et notamment chez l'homme.
• Synthesis and biological evaluation of a new series of dihydrofolate reductase inhibitors based on the 4-(2,6-diamino-5-pyrimidinyl)alkyl-L-glutamic acid structure
  作者：Lynn S. Gossett、Lillian L. Habeck、Susan B. Gates、Sherri L. Andis、John F. Worzalla、Richard M. Schultz、Laurane G. Mendelsonn、William Kohler、Manohar Ratnam、Gerald B. Grindey、Chuan Shih

  DOI：10.1016/0960-894x(96)00053-4

  日期：1996.2

  A novel series of dihydrofolate reductase inhibitors was uncovered during an expansion of the SAR of 5,10-dideazatetrahydrofolic acid, and their biological activity was evaluated. These new analogs do not possess an oxygen at the 4 position and contain a monocyclic pyrimidine ring.