3-{2-[5-bromo-2-(benzyloxy)phenyl]-5-methyl-pyrrol-1-yl}-5-amino-6-methylbenzoic acid methyl ester | 632626-94-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 3-{2-[5-bromo-2-(benzyloxy)phenyl]-5-methyl-pyrrol-1-yl}-5-amino-6-methylbenzoic acid methyl ester
• 英文别名: Methyl 3-amino-5-[2-(5-bromo-2-phenylmethoxyphenyl)-5-methylpyrrol-1-yl]-2-methylbenzoate
• CAS: 632626-94-9
• 化学式: C₂₇H₂₅BrN₂O₃
• 分子量: 505.411
• InChiKey: UXWAGWZEKHMORX-UHFFFAOYSA-N

物化性质

• 沸点：
  632.5±55.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  66.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-{2-[5-bromo-2-(benzyloxy)phenyl]-5-methyl-pyrrol-1-yl}-5-amino-6-methylbenzoic acid methyl ester 生成 3-{2-[5-bromo-2-(benzyloxy)-phenyl]-5-methyl-pyrrol-1-yl}-5-amino-6-methylbenzoic acid
  参考文献：
  名称：

  1,5-Biaryl pyrrole derivatives as EP1 receptor antagonists. Structure–activity relationships of 6-substituted and 5,6-disubstituted benzoic acid derivatives

  摘要：

  Herein we describe the SAR of 1,5-biaryl pyrrole derivatives, with substituents in the 6-position of the benzoic acid moiety, as EP1 receptor antagonists. Substitution at this position was well tolerated and led to the identification of several analogues with high affinity for the EP1 receptor that displayed good efficacy in the established FCA model of inflammatory pain. Furthermore, several analogues were prepared which combined substitution at the 5- and 6-positions as well as derivatives with an aromatic ring fused to the 5- and 6-positions. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.11.059
• 作为产物：
  描述：

  2-甲基-3,5二硝基苯甲酸甲酯 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 3-{2-[5-bromo-2-(benzyloxy)phenyl]-5-methyl-pyrrol-1-yl}-5-amino-6-methylbenzoic acid methyl ester
  参考文献：
  名称：

  1,5-Biaryl pyrrole derivatives as EP1 receptor antagonists. Structure–activity relationships of 6-substituted and 5,6-disubstituted benzoic acid derivatives

  摘要：

  Herein we describe the SAR of 1,5-biaryl pyrrole derivatives, with substituents in the 6-position of the benzoic acid moiety, as EP1 receptor antagonists. Substitution at this position was well tolerated and led to the identification of several analogues with high affinity for the EP1 receptor that displayed good efficacy in the established FCA model of inflammatory pain. Furthermore, several analogues were prepared which combined substitution at the 5- and 6-positions as well as derivatives with an aromatic ring fused to the 5- and 6-positions. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.11.059

文献信息

• [EN] PYRROLE COMPOUNDS FOR THE TREATMENT OF PROSTAGLANDIN MEDIATED DISEASES<br/>[FR] COMPOSES PYRROLIQUES DESTINES AU TRAITEMENT DE MALADIES INDUITES PAR PROSTAGLANDINE
  申请人：GLAXO GROUP LTD

  公开号：WO2003101959A1

  公开（公告）日：2003-12-11

  Compounds of formula (I) or a pharmaceutically acceptable derivative thereof: wherein A, R1, R2a, R2b, Rx, R8, and R9 are as defined in the specification, a process for the preparation of such compounds, pharmaceutical compositions comprising such compounds and the use of such compounds in medicine, in particular their use in the treatment of prostaglandin mediated diseases such as pain, inflammatory, immunological, bone, neurodegenerative or renal disorder.

  式(I)的化合物或其药学上可接受的衍生物：其中A、R1、R2a、R2b、Rx、R8和R9如规范中所定义，一种制备这种化合物的方法，包括这种化合物的药物组合物以及这种化合物在医学中的用途，特别是它们在治疗前列腺素介导的疾病，如疼痛、炎症、免疫、骨骼、神经退行性或肾脏疾病中的用途。
• Pyrrole compounds for the treatment of prostaglandine mediated diseases
  申请人：Giblin Martin Paul Gerard

  公开号：US20070082912A1

  公开（公告）日：2007-04-12

  Compounds of formula (I) or a pharmaceutically acceptable derivative thereof: wherein A, R 1 , R 2a , R 2b , R x , R 8 , and R 9 are as defined in the specification, a process for the preparation of such compounds, pharmaceutical compositions comprising such compounds and the use of such compounds in medicine.

  化合物的公式（I）或其药学上可接受的衍生物： 其中A，R1，R2a，R2b，Rx，R8和R9如规范中所定义，制备这种化合物的方法，包含这种化合物的药物组合物以及这种化合物在医学上的使用。
• PYRROLE COMPOUNDS FOR THE TREATMENT OF PROSTAGLANDIN MEDIATED DISEASES
  申请人：GLAXO GROUP LIMITED

  公开号：EP1509499A1

  公开（公告）日：2005-03-02
• 1,5-Biaryl pyrrole derivatives as EP1 receptor antagonists. Structure–activity relationships of 6-substituted and 5,6-disubstituted benzoic acid derivatives
  作者：Adrian Hall、Susan H. Brown、Iain P. Chessell、Anita Chowdhury、Nicholas M. Clayton、Tanya Coleman、Gerard M.P. Giblin、Beverley Hammond、Mark P. Healy、Matthew R. Johnson、Ann Metcalf、Anton D. Michel、Alan Naylor、Riccardo Novelli、David J. Spalding、Jennifer Sweeting、Lisa Winyard

  DOI：10.1016/j.bmcl.2006.11.059

  日期：2007.2

  Herein we describe the SAR of 1,5-biaryl pyrrole derivatives, with substituents in the 6-position of the benzoic acid moiety, as EP1 receptor antagonists. Substitution at this position was well tolerated and led to the identification of several analogues with high affinity for the EP1 receptor that displayed good efficacy in the established FCA model of inflammatory pain. Furthermore, several analogues were prepared which combined substitution at the 5- and 6-positions as well as derivatives with an aromatic ring fused to the 5- and 6-positions. (c) 2006 Elsevier Ltd. All rights reserved.