甲基 4-((4-(叔丁氧基羰基)哌嗪)磺酰基)苯甲酸 | 138384-97-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 甲基 4-((4-(叔丁氧基羰基)哌嗪)磺酰基)苯甲酸
• 中文别名: 甲基4-((4-(叔丁氧基羰基)哌嗪)磺酰基)苯甲酸
• 英文名称: methyl 4-<<4-(tert-butoxycarbonyl)piperazinyl>sulfonyl>benzoate
• 英文别名: t-butyl 4-(4-methoxycarbonylbenzenesulfonyl)piperazine-1-carboxylate；Methyl 4-((4-(tert-butoxycarbonyl)piperazinyl)sulfonyl)benzoate；tert-butyl 4-(4-methoxycarbonylphenyl)sulfonylpiperazine-1-carboxylate
• CAS: 138384-97-1
• 化学式: C₁₇H₂₄N₂O₆S
• 分子量: 384.453
• InChiKey: JEFLDVXIWBKZRU-UHFFFAOYSA-N

物化性质

• 沸点：
  511.5±60.0 °C(Predicted)
• 密度：
  1.277±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  甲基 4-((4-(叔丁氧基羰基)哌嗪)磺酰基)苯甲酸 在 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 4.0h， 生成 4-[(4-{[(2-甲基-2-丙基)氧基]羰基}-1-哌嗪基)磺酰基]苯甲酸
  参考文献：
  名称：

  Structure-activity relationship studies in substituted sulfamoyl benzamidothiazoles that prolong NF-κB activation

  摘要：

  DOI：

  10.1016/j.bmc.2021.116242
• 作为产物：
  描述：

  4-(氯磺酰)苯甲酸 在 potassium carbonate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.33h， 生成 甲基 4-((4-(叔丁氧基羰基)哌嗪)磺酰基)苯甲酸
  参考文献：
  名称：

  Crystal-structure-based design and synthesis of benz[cd]indole-containing inhibitors of thymidylate synthase

  摘要：

  The X-ray crystal-structure-based design, synthesis, and biological activity of a novel family of benz[cd]indole-containing inhibitors of thymidylate synthase (TS) are described. The structure-activity of the lead compound was studied by conceptually dividing the molecule into four regions and independently optimizing the substituents for each region. Combination of favored substituents for each region led to inhibitors with K(i)'s against the human enyzme in the range of 10-20 nM. Thymidine shift experiments suggested that the cytotoxic properties of the best enzyme inhibitors were due to TS targeting in cells. The inhibitors were synthesized from substitued 6-aminobenz[cd]indol-2(1H)-ones by alkylation with both a simple alkyl group and a substituted benzylic portion. The 2,6-diaminobenz[cd]indoles were prepared from the corresponding lactams by conversion to the thiolactam, alkylation to the methylated thiolactam, and then displacement with a substituted or unsubstituted amine.

  DOI：

  10.1021/jm00082a006

文献信息

• Benzamidine derivatives
  申请人：Ajinomoto Co., Inc.

  公开号：US07396844B1

  公开（公告）日：2008-07-08

  Benzamidine derivatives of the following formulae or analogs thereof, i.e., pharmaceutically acceptable salts thereof, are provided. These compounds or salts thereof have a blood-coagulation inhibiting effect based on an excellent effect of inhibiting the action of activated blood coagulation factor X, and they are useful as anticoagulants

  以下化学式或其类似物的苯甲酰胺衍生物，即其药学上可接受的盐，被提供。这些化合物或其盐具有抗血凝作用，基于抑制活化的血凝因子X的作用具有优异的效果，它们可用作抗凝剂。
• BENZAMIDINE DERIVATIVES
  申请人：Ajinomoto Co., Inc.

  公开号：EP0976722B1

  公开（公告）日：2009-03-11
• US7396844B1
  申请人：——

  公开号：US7396844B1

  公开（公告）日：2008-07-08
• Structure-activity relationship studies in substituted sulfamoyl benzamidothiazoles that prolong NF-κB activation
  作者：Nikunj M. Shukla、Michael Chan、Fitzgerald S. Lao、Paul J. Chu、Masiel Belsuzarri、Shiyin Yao、Jason Nan、Fumi Sato-Kaneko、Tetsuya Saito、Tomoko Hayashi、Maripat Corr、Dennis A. Carson、Howard B. Cottam

  DOI：10.1016/j.bmc.2021.116242

  日期：2021.8
• Crystal-structure-based design and synthesis of benz[cd]indole-containing inhibitors of thymidylate synthase
  作者：Michael D. Varney、Gifford P. Marzoni、Cindy L. Palmer、Judith G. Deal、Stephanie Webber、Katherine M. Welsh、Russell J. Bacquet、Charlotte A. Bartlett、Catharine A. Morse

  DOI：10.1021/jm00082a006

  日期：1992.2

  The X-ray crystal-structure-based design, synthesis, and biological activity of a novel family of benz[cd]indole-containing inhibitors of thymidylate synthase (TS) are described. The structure-activity of the lead compound was studied by conceptually dividing the molecule into four regions and independently optimizing the substituents for each region. Combination of favored substituents for each region led to inhibitors with K(i)'s against the human enyzme in the range of 10-20 nM. Thymidine shift experiments suggested that the cytotoxic properties of the best enzyme inhibitors were due to TS targeting in cells. The inhibitors were synthesized from substitued 6-aminobenz[cd]indol-2(1H)-ones by alkylation with both a simple alkyl group and a substituted benzylic portion. The 2,6-diaminobenz[cd]indoles were prepared from the corresponding lactams by conversion to the thiolactam, alkylation to the methylated thiolactam, and then displacement with a substituted or unsubstituted amine.