1-acetyl-3-bromo-pyrrolidin-2-one | 214286-31-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 1-acetyl-3-bromo-pyrrolidin-2-one
• 英文别名: 1-Acetyl-3-bromopyrrolidin-2-one
• CAS: 214286-31-4
• 化学式: C₆H₈BrNO₂
• 分子量: 206.039
• InChiKey: OPXMLIIAAYXBAD-UHFFFAOYSA-N

物化性质

• 沸点：
  295.5±33.0 °C(Predicted)
• 密度：
  1.690±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-acetyl-3-bromo-pyrrolidin-2-one 在 sodium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 8.0h， 生成 1-acetyl-3-(triphenylphosphanylidine)pyrrolidin-2-one
  参考文献：
  名称：

  Structure-Based Design of a Parallel Synthetic Array Directed Toward the Discovery of Irreversible Inhibitors of Human Rhinovirus 3C Protease

  摘要：

  Utilizing the tools of parallel synthesis and structure-based design, a new class of Michael acceptor-containing, irreversible inhibitors of human rhinovirus 3C protease (HRV 3CP) was discovered. These inhibitors are shown to inhibit HRV-14 3CP with rates of inactivation ranging from 886 to 31400 M-1 sec(-1). These inhibitors exhibit antiviral activity when tested against HRV-14 infected H1-HeLa cells, with EC50 values ranging from 1.94 to 0.15 muM. No cytotoxicity was observed at the limits of the assay concentration. A crystal structure of one of the more potent inhibitors covalently bound to HRV-2 3CP is detailed, These compounds were also tested against HRV serotypes other than type 14 and were found to have highly variable activities.

  DOI：

  10.1021/jm010435c
• 作为产物：
  描述：

  3-溴-2-吡咯啉酮 、 乙酸酐 反应 1.0h， 生成 1-acetyl-3-bromo-pyrrolidin-2-one
  参考文献：
  名称：

  3-（3,5-二叔丁基-4-羟基亚苄基）吡咯烷丁-2-酮的合成和抗炎活性。

  摘要：

  合成了一系列3-（3,5-二叔丁基-4-羟基亚苄基）吡咯烷酮-2-酮，并作为候选抗炎/止痛药以及前列腺素和白三烯合成的双重抑制剂进行了评估。发现某些具有双重抑制活性的化合物具有与消炎痛同等的抗炎活性，并具有降低的致溃疡作用。发现其中一种化合物N-甲氧基-3-（3,5-二叔丁基-4-羟基苄叉基）吡咯烷-2--2-烯比吲哚美辛或吡罗昔康具有更宽的安全系数，因此被选择用于详细评估为临床应用的候选药物。

  DOI：

  10.1021/jm00394a011

文献信息

• Synthesis and antiinflammatory activities of 3-(3,5-di-tert-butyl-4-hydroxybenzylidene)pyrrolidin-2-ones
  作者：H. Ikuta、H. Shirota、S. Kobayashi、Y. Yamagishi、K. Yamada、I. Yamatsu、K. Katayama

  DOI：10.1021/jm00394a011

  日期：1987.11

  5-di-tert-butyl-4-hydroxybenzylidene)pyrrolidin-2-ones was synthesized and evaluated as candidate antiinflammatory/analgesic agents as well as dual inhibitors of prostaglandin and leukotriene synthesis. Some compounds that showed dual inhibitory activity were found to possess equipotent antiinflammatory activities to indomethacin, with reduced ulcerogenic effects. One of the compounds, N-methoxy-3-(3,5-d

  合成了一系列3-（3,5-二叔丁基-4-羟基亚苄基）吡咯烷酮-2-酮，并作为候选抗炎/止痛药以及前列腺素和白三烯合成的双重抑制剂进行了评估。发现某些具有双重抑制活性的化合物具有与消炎痛同等的抗炎活性，并具有降低的致溃疡作用。发现其中一种化合物N-甲氧基-3-（3,5-二叔丁基-4-羟基苄叉基）吡咯烷-2--2-烯比吲哚美辛或吡罗昔康具有更宽的安全系数，因此被选择用于详细评估为临床应用的候选药物。
• Antipicornaviral compounds, compositions containing them, and methods for their use
  申请人：——

  公开号：US20040072907A1

  公开（公告）日：2004-04-15

  A magnetic circuit component having a plurality of claws arranged in a plurality of rows, with the base of each claw connected to a common yoke. A plurality of non-interlaced coils constituting a multi-phase winding are included, with the coils being wound around the bases of corresponding claws, and being distributed uniformly in the direction of motion.

  一种磁路元件，其具有多个爪子，这些爪子排列成多行，每个爪子的底部连接到一个共同的轭上。包括多个非交错线圈的多相绕组，这些线圈绕在相应爪子的底部上，并在运动方向上均匀分布。
• Antipicornaviral compounds and compositons, their pharmaceutical uses, and materials for their synthesis
  申请人：——

  公开号：US20030130204A1

  公开（公告）日：2003-07-10

  Peptido and peptidomimetic compounds of the formula: 1 wherein the formula variables are as defined in the disclosure, advantageously inhibit or block the biological activity of the picornaviral 3C protease. These compounds, as well as pharmaceutical compositions containing these compounds, are useful for treating patients or hosts infected with one or more picornaviruses, such as RVP. Intermediates and synthetic methods for preparing such compounds are also provided.

  肽和肽类似化合物的公式为：1，其中公式变量如披露中所定义，有利地抑制或阻止了小肠病毒3C蛋白酶的生物活性。这些化合物以及含有这些化合物的制药组合物，对于治疗感染一种或多种小肠病毒（如RVP）的患者或宿主是有用的。还提供了制备这些化合物的中间体和合成方法。
• Antipicornaviral compounds and compositions, their pharmaceutical uses, and materials for their synthesis
  申请人：Dragovich Scott Peter

  公开号：US20060046966A1

  公开（公告）日：2006-03-02

  Peptido and peptidomimetic compounds of the formula: wherein the formula variables are as defined in the disclosure, advantageously inhibit or block the biological activity of the picornaviral 3C protease. These compounds, as well as pharmaceutical compositions containing these compounds, are useful for treating patients or hosts infected with one or more picornaviruses, such as RVP. Intermediates and synthetic methods for preparing such compounds are also provided.

  肽和类肽模拟化合物的公式如下：其中公式变量如披露中所定义，有利地抑制或阻断小肠病毒3C蛋白酶的生物活性。这些化合物以及含有这些化合物的药物组合物，对于治疗感染一种或多种小肠病毒（如RVP）的患者或宿主非常有用。还提供了制备这些化合物的中间体和合成方法。
• [EN] LACTAM (HETERO)ARYLFUSEDPYRIMIDINE DERIVATIVES AS INHIBITORS OF ERBB2<br/>[FR] DÉRIVÉS DE PYRIMIDINE À FUSION HÉTÉROARYLE LACTAME SERVANT D'INHIBITEURS D'ERBB2
  申请人：ENLIVEN THERAPEUTICS INC

  公开号：WO2022140769A1

  公开（公告）日：2022-06-30

  The present disclosure relates generally to compounds and compositions thereof for inhibition of ErbB2, including mutant forms of ErbB2, particularly those harboring an Exon 20 mutation, methods of preparing said compounds and compositions, and their use in the treatment or prophylaxis of various cancers, such as lung, glioma, skin, head neck, salivary gland, breast, esophageal, liver, stomach (gastric), uterine, cervical, biliary tract, pancreatic, colorectal, renal, bladder or prostate cancer.

  本公开涉及抑制ErbB2的化合物及其组合物，包括突变形式的ErbB2，特别是那些携带Exon 20突变的形式，制备这些化合物和组合物的方法，以及它们在治疗或预防各种癌症方面的用途，如肺癌、胶质瘤、皮肤癌、头颈癌、唾液腺癌、乳腺癌、食管癌、肝癌、胃癌、子宫癌、宫颈癌、胆道癌、胰腺癌、结肠直肠癌、肾癌、膀胱癌或前列腺癌。