6-{[3-(4-benzoylphenyl)-1-oxopropoxy]methyl}-5,6,7,8-tetrahydro-5-{[2-(4-nitrophenyl)ethoxy]carbonyl}pterin | 325708-89-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-{[3-(4-benzoylphenyl)-1-oxopropoxy]methyl}-5,6,7,8-tetrahydro-5-{[2-(4-nitrophenyl)ethoxy]carbonyl}pterin
• 英文别名: 2-(4-nitrophenyl)ethyl 2-amino-6-{[3-(4-benzoylphenyl)-1-oxopropoxy]methyl}-3,4,5,6,7,8-hexahydro-4-oxopteridine-5-carboxylate
• CAS: 325708-89-2
• 化学式: C₃₂H₃₀N₆O₈
• 分子量: 626.626
• InChiKey: UOYQLMCXNWUZIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.65
• 重原子数：
  46.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  199.85
• 氢给体数：
  3.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  6-{[3-(4-benzoylphenyl)-1-oxopropoxy]methyl}-5,6,7,8-tetrahydro-5-{[2-(4-nitrophenyl)ethoxy]carbonyl}pterin 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 生成 6-{[3-(4-benzoylphenyl)-1-oxopropoxy]methyl}-5,6,7,8-tetrahydropterin
  参考文献：
  名称：

  摘要：

  Various 6-substituted pteridines and 5,6,7,8-tetrahydropterins carrying photolabile functions at the side chain (see 7, 20-22, 34-36, 38, and 39) as well as at the 5-position (see 27-29) were synthesized from pterin and from 6-phenylpterin (1) and 6-(hydroxymethyl)pterin (10). Attachment of the photoaffinity labels via ester bonds required a special protecting-group strategy based upon acid-labile (see 30-33) and beta -eliminating blocking groups (see 17-19). The 6-(4-azidophenyl)pterin (7) was obtained from 6-phenylpterin (1) via intermediates 2 and 4-6, due to the low solubility of simple pterins in general. The pteridine derivatives 21 22, 25, 26, 28, 29, 32, 33, 35, 36, 38, and 39 were screened as inhibitors of neuronal (type I) NO synthase (see Table) from porcine cerebellum, of which 22, 35, 36, and 38 showed interesting inhibitory activity with similar potency and effectiveness.

  DOI：

  10.1002/1522-2675(20001004)83:10<2738::aid-hlca2738>3.0.co;2-a
• 作为产物：
  描述：

  5,6,7,8-tetrahydro-6-(hydroxymethyl)pterin 在 吡啶 、 盐酸 、 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 吡啶 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 52.5h， 生成 6-{[3-(4-benzoylphenyl)-1-oxopropoxy]methyl}-5,6,7,8-tetrahydro-5-{[2-(4-nitrophenyl)ethoxy]carbonyl}pterin
  参考文献：
  名称：

  摘要：

  Various 6-substituted pteridines and 5,6,7,8-tetrahydropterins carrying photolabile functions at the side chain (see 7, 20-22, 34-36, 38, and 39) as well as at the 5-position (see 27-29) were synthesized from pterin and from 6-phenylpterin (1) and 6-(hydroxymethyl)pterin (10). Attachment of the photoaffinity labels via ester bonds required a special protecting-group strategy based upon acid-labile (see 30-33) and beta -eliminating blocking groups (see 17-19). The 6-(4-azidophenyl)pterin (7) was obtained from 6-phenylpterin (1) via intermediates 2 and 4-6, due to the low solubility of simple pterins in general. The pteridine derivatives 21 22, 25, 26, 28, 29, 32, 33, 35, 36, 38, and 39 were screened as inhibitors of neuronal (type I) NO synthase (see Table) from porcine cerebellum, of which 22, 35, 36, and 38 showed interesting inhibitory activity with similar potency and effectiveness.

  DOI：

  10.1002/1522-2675(20001004)83:10<2738::aid-hlca2738>3.0.co;2-a