4-(3-chloro-4-fluoro-phenoxy)-1-methyl-1H-indole-3-carbaldehyde | 1057257-10-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(3-chloro-4-fluoro-phenoxy)-1-methyl-1H-indole-3-carbaldehyde
• 英文别名: 4-(3-Chloro-4-fluorophenoxy)-1-methylindole-3-carbaldehyde；4-(3-chloro-4-fluorophenoxy)-1-methylindole-3-carbaldehyde
• CAS: 1057257-10-9
• 化学式: C₁₆H₁₁ClFNO₂
• 分子量: 303.72
• InChiKey: HPZLRNBQWKXSKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  磷酰基乙酸三乙酯 、 4-(3-chloro-4-fluoro-phenoxy)-1-methyl-1H-indole-3-carbaldehyde 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 16.17h， 生成 Ethyl 3-[4-(3-chloro-4-fluorophenoxy)-1-methylindol-3-yl]prop-2-enoate
  参考文献：
  名称：

  3-Acrylamide-4-aryloxyindoles: Synthesis, biological evaluation and metabolic stability of potent and selective EP3 receptor antagonists

  摘要：

  A series of potent and selective EP3 receptor antagonists are described. Utilizing a pharmacophore model developed for the EP3 receptor, a series of 3,4-disubstituted indoles were found to be efficient ligands for this target. These compounds showed high selectivity over IP, FP and other EP receptors. An optimized molecule 7c featured a sound pro. le and potency in the functional rat and human platelet aggregation assays. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.112
• 作为产物：
  描述：

  4-(3-chloro-4-fluoro-phenoxy)-1-methyl-1H-indole 、 N,N-二甲基甲酰胺 在 三氯氧磷 作用下， 反应 1.0h， 生成 4-(3-chloro-4-fluoro-phenoxy)-1-methyl-1H-indole-3-carbaldehyde
  参考文献：
  名称：

  3-Acrylamide-4-aryloxyindoles: Synthesis, biological evaluation and metabolic stability of potent and selective EP3 receptor antagonists

  摘要：

  A series of potent and selective EP3 receptor antagonists are described. Utilizing a pharmacophore model developed for the EP3 receptor, a series of 3,4-disubstituted indoles were found to be efficient ligands for this target. These compounds showed high selectivity over IP, FP and other EP receptors. An optimized molecule 7c featured a sound pro. le and potency in the functional rat and human platelet aggregation assays. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.112

文献信息

• Sulfonamide peri-substituted bicyclics for occlusive artery disease
  申请人：Singh Jasbir

  公开号：US20060079520A1

  公开（公告）日：2006-04-13

  Acyl sulfonamide, peri-substituted, fused bicyclic ring compounds useful for the treatment or prophylaxis of a prostaglandin-mediated disease or condition are disclosed. The compounds are of the general formula A representative example is:

  酰基磺酰胺，带有周取代的融合双环环化合物，用于治疗或预防前列腺素介导的疾病或症状。这些化合物的一般公式为 代表性示例是：
• Carboxylic acid peri-substituted bicyclics for occlusive artery disease
  申请人：Singh Jasbir

  公开号：US20060142355A1

  公开（公告）日：2006-06-29

  Peri-substituted, fused bicyclic ring carboxylic acids useful for the treatment or prophylaxis of a prostaglandin-mediated disease or condition are disclosed. The compounds are of the general formula A representative example is:

  揭示了对于治疗或预防前列腺素介导的疾病或病状有用的取代周边，融合双环环酸类化合物。这些化合物的一般公式为。一个代表性的例子是：
• SULFONAMIDE PERI-SUBSTITUTED BICYCLICS FOR OCCLUSIVE ARTERY DISEASE
  申请人：Singh Jasbir

  公开号：US20090291948A1

  公开（公告）日：2009-11-26

  Acyl sulfonamide, peri-substituted, fused bicyclic ring compounds useful for the treatment or prophylaxis of a prostaglandin-mediated disease or condition are disclosed. The compounds are of the general formula A representative example is:

  本发明揭示了用于治疗或预防前列腺素介导的疾病或病状的酰基磺酰胺，周围取代，融合的双环环化合物。这些化合物的一般公式为。其中，代表性的例子为：
• SULFONAMIDE PERT-SUBSTITUTED BICYCLICS FOR OCCLUSIVE ARTERY DISEASE
  申请人：Decode Genetics

  公开号：EP1812388A1

  公开（公告）日：2007-08-01
• CARBOXYLIC ACID PERI - SUBSTITUTED BICYCLICS FOR OCCLUSIVE ARTERY DISEASE
  申请人：Decode Genetics, Inc.

  公开号：EP1814881A2

  公开（公告）日：2007-08-08