1-BOC-5-(甲氧基羰基)吡咯-2-硼酸 | 1150114-43-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 中文名称: 1-BOC-5-(甲氧基羰基)吡咯-2-硼酸
• 英文名称: (1-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-1H-pyrrol-2-yl)boronic acid
• 英文别名: [1-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-1H-pyrrol-2-yl]boronic acid；[5-methoxycarbonyl-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrol-2-yl]boronic acid
• CAS: 1150114-43-4
• 化学式: C₁₁H₁₆BNO₆
• 分子量: 269.062
• InChiKey: MUBAJJNRNZMQAJ-UHFFFAOYSA-N

物化性质

• 沸点：
  439.8±55.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.26
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  98
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 海关编码：
  2933990090

SDS

1-BOC-5-(甲氧基羰基)吡咯-2-硼酸MSDS英文版

反应信息

• 作为反应物：
  描述：

  1-BOC-5-(甲氧基羰基)吡咯-2-硼酸 在 四(三苯基膦)钯 、 sodium hydride 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 methyl 5-(2,5-dimethylphenyl)-1-methyl-1H-pyrrole-2-carboxylate
  参考文献：
  名称：

  SAR analysis of innovative selective small molecule antagonists of sphingosine-1-phosphate 4 (S1P4) receptor

  摘要：

  Recent evidence suggests an innovative application of chemical modulators targeting the S1P(4) receptor as novel mechanism-based drugs for the treatment of influenza virus infection. Modulation of the S1P(4) receptor may also represent an alternative therapeutic approach for clinical conditions where reactive thrombocytosis is an undesired effect or increased megakaryopoiesis is required. With the exception of our recent research program disclosure, we are not aware of any selective S1P(4) antagonists reported in the literature to date. Herein, we describe complementary structure-activity relationships (SAR) of the high-throughput screening (HTS)-derived hit 5-(2,5-dichlorophenyl)-N-(2,6-dimethylphenyl)furan-2-carboxamide and its 2,5-dimethylphenyl analog. Systematic structural modifications of the furan ring showed that both steric and electronic factors in this region have a significant impact on the potency. The furan moiety was successfully replaced with a thiophene or phenyl ring maintaining potency in the low nanomolar range and high selectivity against the other S1P receptor subtypes. By expanding the molecular diversity within the hit-derived class, our SAR study provides innovative small molecule potent and selective S1P(4) antagonists suitable for in vivo pharmacological validation of the target receptor. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.132

文献信息

• [EN] TRICYCLIC SUBSTITUTED THIADIAZINE DIOXIDE COMPOUNDS AS BACE INHIBITORS, COMPOSITIONS, AND THEIR USE<br/>[FR] COMPOSÉS DE DIOXYDE DE THIADIAZINE SUBSTITUÉS TRICYCLIQUES EN TANT QU'INHIBITEURS DE BACE, COMPOSITIONS ET LEUR UTILISATION
  申请人：MERCK SHARP & DOHME

  公开号：WO2014062549A1

  公开（公告）日：2014-04-24

  In its many embodiments, the present invention provides provides certain iminothiazine dioxide compounds, including compounds Formula (I): and tautomers and stereoisomers thereof, and pharmaceutically acceptable salts of said compounds, said tautomeros and said stereoisomers, wherein the middle ring (referred to herein as "ring B") of the tricyclic substituent is an optionally substituted 5-membered ring, and each of the remaining variables shown in the formula are as defined herein. The novel compounds of the invention are useful as BACE inhibitors and/or for the treatment and prevention of various pathologies related thereto. Pharmaceutical compositions comprising one or more such compounds (alone and in combination with one or more other active agents), and methods for their preparation and use, including Alzheimer's disease, are also disclosed.

  在其多种实施方式中，本发明提供了某些亚噻唑二氧化物化合物，包括化合物式（I）：及其互变异构体和立体异构体，以及所述化合物的药学上可接受的盐，所述互变异构体和所述立体异构体，其中三环取代基的中间环（以下简称为“环B”）是一个可选择取代的5-成员环，并且所示公式中的其余各变量如本文所定义。本发明的新化合物可用作BACE抑制剂和/或用于治疗和预防与之相关的各种病理。还公开了包括一种或多种此类化合物（单独和与一种或多种其他活性剂组合）的药物组合物，以及其制备和使用方法，包括治疗阿尔茨海默病。
• [EN] 2-(MORPHOLIN-4-YL)-1,7-NAPHTHYRIDINES<br/>[FR] 2- (MORPHOLIN -4-YL)-L,7-NAPHTYRIDINES
  申请人：BAYER PHARMA AG

  公开号：WO2016020320A8

  公开（公告）日：2017-04-06
• SAR analysis of innovative selective small molecule antagonists of sphingosine-1-phosphate 4 (S1P4) receptor
  作者：Mariangela Urbano、Miguel Guerrero、Jian Zhao、Subash Velaparthi、Marie-Therese Schaeffer、Steven Brown、Hugh Rosen、Edward Roberts

  DOI：10.1016/j.bmcl.2011.06.132

  日期：2011.9

  Recent evidence suggests an innovative application of chemical modulators targeting the S1P(4) receptor as novel mechanism-based drugs for the treatment of influenza virus infection. Modulation of the S1P(4) receptor may also represent an alternative therapeutic approach for clinical conditions where reactive thrombocytosis is an undesired effect or increased megakaryopoiesis is required. With the exception of our recent research program disclosure, we are not aware of any selective S1P(4) antagonists reported in the literature to date. Herein, we describe complementary structure-activity relationships (SAR) of the high-throughput screening (HTS)-derived hit 5-(2,5-dichlorophenyl)-N-(2,6-dimethylphenyl)furan-2-carboxamide and its 2,5-dimethylphenyl analog. Systematic structural modifications of the furan ring showed that both steric and electronic factors in this region have a significant impact on the potency. The furan moiety was successfully replaced with a thiophene or phenyl ring maintaining potency in the low nanomolar range and high selectivity against the other S1P receptor subtypes. By expanding the molecular diversity within the hit-derived class, our SAR study provides innovative small molecule potent and selective S1P(4) antagonists suitable for in vivo pharmacological validation of the target receptor. (C) 2011 Elsevier Ltd. All rights reserved.