4-chloro-N-(4-methoxybenzylidene)-benzenesulfonamide | 951762-77-9

• 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-chloro-N-(4-methoxybenzylidene)-benzenesulfonamide
• 英文别名: (NE)-4-chloro-N-[(4-methoxyphenyl)methylidene]benzenesulfonamide
• CAS: 951762-77-9
• 化学式: C₁₄H₁₂ClNO₃S
• 分子量: 309.773
• InChiKey: XYOLOSPVGKKMEQ-MHWRWJLKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 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：

  4-chloro-N-(4-methoxybenzylidene)-benzenesulfonamide 、 2,3-butadienoic acid 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 1-(4-chlorophenylsulfonyl)-2-(4-methoxyphenyl)-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-氯苯磺酰胺 、 4-甲氧基苯甲醛 在 三氟化硼乙醚 作用下， 以74%的产率得到4-chloro-N-(4-methoxybenzylidene)-benzenesulfonamide
  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

• SULFONIMINES AS BLEACHING ACTIVATORS
  申请人：Gross Wibke

  公开号：US20120227756A1

  公开（公告）日：2012-09-13

  Agent for lightening keratinic fibers, particularly human hair, wherein the agent contains, in a cosmetic carrier, at least one oxidizing agent chosen from hydrogen peroxide and/or a solid addition product thereof with organic or inorganic compounds, and at least one sulfonimine of formula (I)—

  用于减轻角蛋白纤维，特别是人类头发的药剂，其中药剂包含至少一种氧化剂，选择自过氧化氢和/或其与有机或无机化合物的固体加成物之一，在化妆品载体中，并且至少一种具有以下式（I）的磺酰胺。
• SULFONIMINE ALS BLEICHAKTIVATOREN
  申请人：Henkel AG & Co. KGaA

  公开号：EP2503984A1

  公开（公告）日：2012-10-03
• INHIBITORS OF PROTEIN PRENYLTRANSFERASES
  申请人：Tamanoi Fuyuhiko

  公开号：US20100063114A1

  公开（公告）日：2010-03-11

  The present invention is directed to novel compounds. These compounds can be useful in inhibiting the activity of GGTase I. The compounds can also be used as anti-cancer therapeutics including as part of methods for treating cancer, in assays, and in kits.
• US8093274B2
  申请人：——

  公开号：US8093274B2

  公开（公告）日：2012-01-10
• US8323356B2
  申请人：——

  公开号：US8323356B2

  公开（公告）日：2012-12-04