3-cysteinylamino-N-(2,3-dimethylphenyl)benzenesulfonamide

• 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: 3-cysteinylamino-N-(2,3-dimethylphenyl)benzenesulfonamide
• 英文别名: (2R)-2-amino-N-[3-[(2,3-dimethylphenyl)sulfamoyl]phenyl]-3-sulfanylpropanamide
• 化学式: C₁₇H₂₁N₃O₃S₂
• 分子量: 379.504
• InChiKey: OFAZSFCSYKSBHN-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  111
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,3-二甲基苯胺 在 N-甲基吗啉 、 三乙基硅烷 、 三氟乙酸 、 tin(ll) chloride 、 氯甲酸异丁酯 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 5.08h， 生成 3-cysteinylamino-N-(2,3-dimethylphenyl)benzenesulfonamide
  参考文献：
  名称：

  Different Amino Acid Replacements in CAAX-Tetrapeptide Based Peptidomimetic Farnesyltransferase Inhibitors

  摘要：

  In a series of CAAX-tetrapeptide based farnesyltransferase inhibitors it has been shown that the central AA-dipeptide can be replaced by tranexamic acid, 4-aminobenzenesulfonic acid, and 3-amino-N-(2,3-dimethylphenyl)benzenesulfonamide, respectively, yielding inhibitors active in the low micromolar range. Lipophilic derivatives of these compounds showed moderate anti-proliferative activity against different tumor cell lines. A promising class of peptidomimetic farnesyltransferase inhibitors was discovered through the replacement of the terminal AAX motif of the CAAX-tetrapeptide by 2-acylamino-5-aminobenzophenones.

  DOI：

  10.1002/(sici)1521-4184(19994)332:4<124::aid-ardp124>3.0.co;2-g

文献信息

• Different Amino Acid Replacements in CAAX-Tetrapeptide Based Peptidomimetic Farnesyltransferase Inhibitors
  作者：Martin Schlitzer、Isabel Sattler、Hans-Martin Dahse

  DOI：10.1002/(sici)1521-4184(19994)332:4<124::aid-ardp124>3.0.co;2-g

  日期：1999.4

  In a series of CAAX-tetrapeptide based farnesyltransferase inhibitors it has been shown that the central AA-dipeptide can be replaced by tranexamic acid, 4-aminobenzenesulfonic acid, and 3-amino-N-(2,3-dimethylphenyl)benzenesulfonamide, respectively, yielding inhibitors active in the low micromolar range. Lipophilic derivatives of these compounds showed moderate anti-proliferative activity against different tumor cell lines. A promising class of peptidomimetic farnesyltransferase inhibitors was discovered through the replacement of the terminal AAX motif of the CAAX-tetrapeptide by 2-acylamino-5-aminobenzophenones.