(NE)-N-[(4-ethoxyphenyl)methylidene]-4-methylbenzenesulfonamide | 951762-60-0

• 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: (NE)-N-[(4-ethoxyphenyl)methylidene]-4-methylbenzenesulfonamide
• CAS: 951762-60-0
• 化学式: C₁₆H₁₇NO₃S
• 分子量: 303.382
• InChiKey: MQBRAVHSVOGFAC-SFQUDFHCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  64.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3-butadienoic acid 、 (NE)-N-[(4-ethoxyphenyl)methylidene]-4-methylbenzenesulfonamide 在 2-氯-1-甲基吡啶碘化物 、 N,N-二异丙基乙胺 、 三苯基膦 、 三氟乙酸 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 41.0h， 生成 2-(4-ethoxyphenyl)-1-tosyl-2,5-dihydro-1H-pyrrole-3-carboxylic acid
  参考文献：
  名称：

  Small-Molecule Inhibitors of Protein Geranylgeranyltransferase Type I

  摘要：

  Small molecules that inhibit the geranylgeranylation of K-Ras4B and RhoA by protein geranylgeranyltransferase type I (GGTase-I) were identified from chemical genetic screens of heterocycles synthesized through phosphine catalysis of allenes. To further improve the efficacy of the GGTase-I inhibitors (GGTIs), 4288 related compounds bearing core dihydropyrrole/pyrrolidine and tetrahydropyridine/piperidine scaffolds were synthesized on SynPhase lanterns in a split-pool manner through phosphine-catalyzed [3 + 2] and [4 + 2] annulations of resin-bound allenoates. Testing of the 4288 analogues resulted in several GGTIs exhibiting submicromolar IC50 values. Because proteins such as Ras and Rho GTPases are implicated in oncogenesis and metastasis, these GGTIs might ultimately lead to the development of novel antitumor therapeutics.

  DOI：

  10.1021/ja070274n
• 作为产物：
  描述：

  4-乙氧基苯甲醛 、 对甲苯磺酰胺 在 四氯化钛 作用下， 生成 (NE)-N-[(4-ethoxyphenyl)methylidene]-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Small-Molecule Inhibitors of Protein Geranylgeranyltransferase Type I

  摘要：

  Small molecules that inhibit the geranylgeranylation of K-Ras4B and RhoA by protein geranylgeranyltransferase type I (GGTase-I) were identified from chemical genetic screens of heterocycles synthesized through phosphine catalysis of allenes. To further improve the efficacy of the GGTase-I inhibitors (GGTIs), 4288 related compounds bearing core dihydropyrrole/pyrrolidine and tetrahydropyridine/piperidine scaffolds were synthesized on SynPhase lanterns in a split-pool manner through phosphine-catalyzed [3 + 2] and [4 + 2] annulations of resin-bound allenoates. Testing of the 4288 analogues resulted in several GGTIs exhibiting submicromolar IC50 values. Because proteins such as Ras and Rho GTPases are implicated in oncogenesis and metastasis, these GGTIs might ultimately lead to the development of novel antitumor therapeutics.

  DOI：

  10.1021/ja070274n

文献信息

• A Facile Microwave Induced One-Pot Synthesis of Novel Pyrimido[4,5-<i>d</i>]pyrimidines and Pyrido[2,3-<i>d</i>]pyrimidines under Solvent-Free Conditions
  作者：Dipak Prajapati、Mukut Gohain、Baikuntha J. Gogoi、Jagir S. Sandhu

  DOI：10.1055/s-2004-825601

  日期：——

  cycloaddition reactions with various electron deficient substrates to give pyrimido[4,5-d]pyrimidines and pyrido[2,3-d]pyrimidines, after elimination of dimethylamine from the (1:1) cycloadducts and oxidative aromatisation. The reaction gives excellent yields when carried out under microwave irradiation under solvent-free conditions.

  富电子 6-[(二甲氨基) 亚甲基]氨基尿嘧啶 1，与各种缺电子底物发生 [4+2] 环加成反应，在消除后得到嘧啶并 [4,5-d] 嘧啶和吡啶并 [2,3-d] 嘧啶来自 (1:1) 环加合物和氧化芳构化的二甲胺。当在无溶剂条件下在微波辐射下进行时，该反应产生优异的产率。
• INHIBITORS OF PROTEIN PRENYLTRANSFERASES
  申请人：Kwon Ohyun

  公开号：US20110178138A1

  公开（公告）日：2011-07-21

  The present invention is directed to novel compounds. These compounds can be useful in inhibiting the activity of protein prenyltransferases including GGTase I and/or RabGGTase. The compounds can also be used as anti-cancer therapeutics including as part of methods for treating cancer, in assays, and in kits.
• US8815935B2
  申请人：——

  公开号：US8815935B2

  公开（公告）日：2014-08-26