N-trityl-sulfanilic acid amide | 205536-90-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: N-trityl-sulfanilic acid amide
• 英文别名: N-Trityl-sulfanilsaeure-amid；4-(Tritylamino)benzenesulfonamide
• CAS: 205536-90-9
• 化学式: C₂₅H₂₂N₂O₂S
• 分子量: 414.528
• InChiKey: COZPANXOPSHMJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  80.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-trityl-sulfanilic acid amide 、 5-nitro-1,3-dioxo-1H-benzisoquinoline-2(3H)-acetic acid 在 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， 生成 N-(4-aminophenyl)sulfonyl-2-(5-nitro-1,3-dioxobenzo[de]isoquinolin-2-yl)acetamide
  参考文献：
  名称：

  Synthesis and biological activities of aldose reductase inhibitors bearing acyl benzenesulfonamides as carboxylic acid surrogates

  摘要：

  We have synthesized alrestatin derivatives 1 - 11 possessing acyl benzenesulfonamide groups as surrogates for the carboxylic acid moiety of alrestatin. Most of the compounds were inactive as aldose reductase inhibitors compared to alrestatin, however, some of them demonstrated selectivity towards inhibition of rat kidney aldehyde reductase compared to rat lens aldose reductase suggesting that structural differences may exist between the carboxylic acid binding domains of these closely related enzymes. The chemoreactive derivatives 9 and 10 suggested the presence of a nucleophile(s) at the carboxylic acid binding site on aldose reductase. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(99)80071-3
• 作为产物：
  描述：

  三苯基氯甲烷 、 alkaline earth salt of/the/ methylsulfuric acid 在 苯 作用下， 生成 N-trityl-sulfanilic acid amide
  参考文献：
  名称：

  Dahlbom; Ekstrand, Svensk Kemisk Tidskrift, 1944, vol. 56, p. 304,310

  摘要：

  DOI：

文献信息

• Sjoegren; Dahlbom; Ekstrand, Svensk Kemisk Tidskrift, 1943, vol. 55, p. 350,352
  作者：Sjoegren、Dahlbom、Ekstrand

  DOI：——

  日期：——
• Dahlbom; Ekstrand, Svensk Kemisk Tidskrift, 1944, vol. 56, p. 304,310
  作者：Dahlbom、Ekstrand

  DOI：——

  日期：——
• Synthesis and biological activities of aldose reductase inhibitors bearing acyl benzenesulfonamides as carboxylic acid surrogates
  作者：Isaac O. Donkor、Yasser S. Abdel-Ghany、Peter F. Kador、Tadashi Mizoguchi、Anita Bartoszko-Malik、Duane D. Miller

  DOI：10.1016/s0223-5234(99)80071-3

  日期：1998.1

  We have synthesized alrestatin derivatives 1 - 11 possessing acyl benzenesulfonamide groups as surrogates for the carboxylic acid moiety of alrestatin. Most of the compounds were inactive as aldose reductase inhibitors compared to alrestatin, however, some of them demonstrated selectivity towards inhibition of rat kidney aldehyde reductase compared to rat lens aldose reductase suggesting that structural differences may exist between the carboxylic acid binding domains of these closely related enzymes. The chemoreactive derivatives 9 and 10 suggested the presence of a nucleophile(s) at the carboxylic acid binding site on aldose reductase. (C) Elsevier, Paris.