methyl 4-[2-(5-chloro-2-nitrophenyl)vinyl]benzoate | 209688-08-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: methyl 4-[2-(5-chloro-2-nitrophenyl)vinyl]benzoate
• 英文别名: Methyl 4-[2-(2-Nitro-5-chlorophenyl)-(EZ)-vinyl]benzoate；methyl 4-[2-(5-chloro-2-nitrophenyl)ethenyl]benzoate
• CAS: 209688-08-4
• 化学式: C₁₆H₁₂ClNO₄
• 分子量: 317.729
• InChiKey: ZDBRFYDPFOBONS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 4-[2-(5-chloro-2-nitrophenyl)vinyl]benzoate 在 吡啶 、 盐酸 、 铁粉 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 99.0h， 生成 methyl 4-[(Z)-2-(5-chloro-2-{[(4-chlorophenyl)sulfonyl]amino}phenyl)vinyl]benzoate
  参考文献：
  名称：

  Discovery of new chemical leads for selective EP1 receptor antagonists

  摘要：

  A series of 4-({2-[alkyl(phenylsulfonyl)amino]phenoxy}methyl)benzoic acids were identified as functional PGE2 antagonists with selectivity for the EP1 receptor subtype starting from a chemical lead 1, which was found while screening our in-house compound library. Discovery of the optimized analogs 21-23 is presented here and structure-activity relationships (SAR) are also discussed. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.04.038
• 作为产物：
  描述：

  5-氯-2-硝基苯甲醛 、 (4-甲氧羰基苄基)三苯基溴化膦 在 potassium tert-butylate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.0h， 以56%的产率得到methyl 4-[2-(5-chloro-2-nitrophenyl)vinyl]benzoate
  参考文献：
  名称：

  Discovery of new chemical leads for selective EP1 receptor antagonists

  摘要：

  A series of 4-({2-[alkyl(phenylsulfonyl)amino]phenoxy}methyl)benzoic acids were identified as functional PGE2 antagonists with selectivity for the EP1 receptor subtype starting from a chemical lead 1, which was found while screening our in-house compound library. Discovery of the optimized analogs 21-23 is presented here and structure-activity relationships (SAR) are also discussed. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.04.038

文献信息

• Sulfonamide and carboxamide derivatives and drugs containing the same as the active ingredient
  申请人：——

  公开号：US20030060460A1

  公开（公告）日：2003-03-27

  The sulfonamide or carboamide derivatives of the formula (I) and a pharmaceutical composition which comprise them as an active ingredient: 1 (wherein A ring, B ring is carbocyclic ring, heterocyclic ring; Z 1 is —COR 1 , —CH═CH—COR 1 etc.; Z 2 is H, alkyl etc.; Z 3 is single bond, alkylene; Z 4 is SO 2 , CO; Z 5 is alkyl, phenyl, heterocyclic ring etc.; R 2 is CONR 8 , O, S, NZ 6 , Z 7 -alkylene, alkylene etc.; R 3 is H, alkyl, halogen, CF 3 etc.; R 4 is H, (substituted) alkyl etc.; n, t is 1-4). The compounds of the formula (I) can bind to receptors of PGE 2 and show antagonistic activity against the action thereof or agonistic activity. Therefore, they are considered to be useful as medicine for inhibition of uterine contraction, analgesics, antidiarrheals, sleep inducers, medicine for increase of vesical capacity or medicine for uterine contraction, cathartic, suppression of gastric acid secretion, antihypertensive or diuretic agents.

  公式（I）的磺酰胺或羧酰胺衍生物以及包含它们作为活性成分的制药组合物： 1（其中A环，B环为碳环，杂环；Z1为—COR1，—CH═CH—COR1等；Z2为H，烷基等；Z3为单键，烷基；Z4为SO2，CO；Z5为烷基，苯基，杂环等；R2为CONR8，O，S，NZ6，Z7-烷基，烷基等；R3为H，烷基，卤素，CF3等；R4为H，（取代）烷基等；n，t为1-4）。 公式（I）的化合物可以与PGE2受体结合，并显示其作用的拮抗活性或激动活性。因此，它们被认为是用于抑制子宫收缩、镇痛药、止泻药、催眠剂、增加膀胱容量的药物或子宫收缩药物、泻药、抑制胃酸分泌、降压或利尿剂的有用药物。
• Discovery of new chemical leads for selective EP1 receptor antagonists
  作者：Atsushi Naganawa、Tetsuji Saito、Yuuki Nagao、Hiromu Egashira、Maki Iwahashi、Tohru Kambe、Masatoshi Koketsu、Hiroshi Yamamoto、Michiyoshi Kobayashi、Takayuki Maruyama、Shuichi Ohuchida、Hisao Nakai、Kigen Kondo、Masaaki Toda

  DOI：10.1016/j.bmc.2006.04.038

  日期：2006.8

  A series of 4-(2-[alkyl(phenylsulfonyl)amino]phenoxy}methyl)benzoic acids were identified as functional PGE2 antagonists with selectivity for the EP1 receptor subtype starting from a chemical lead 1, which was found while screening our in-house compound library. Discovery of the optimized analogs 21-23 is presented here and structure-activity relationships (SAR) are also discussed. (c) 2006 Elsevier Ltd. All rights reserved.