methyl [3-(1-pentynyl)phenyl]acetate | 1002101-17-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl [3-(1-pentynyl)phenyl]acetate
• 英文别名: methyl (3-(pentyn-1-yl)phenyl)acetate；Methyl 2-(3-pent-1-ynylphenyl)acetate
• CAS: 1002101-17-8
• 化学式: C₁₄H₁₆O₂
• 分子量: 216.28
• InChiKey: BZUAGFLUZDGZNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl [3-(1-pentynyl)phenyl]acetate 在 palladium 10% on activated carbon 、 氢气 、 重水 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 83.0h， 生成
  参考文献：
  名称：

  新型苯乙酸衍生物、其制备方法及其作为药物的用途

  摘要：

  本发明涉及一类通式(I)所示的新型氘代3‑戊基苯乙酸衍生物、其制备方法及含有该衍生物的药物组合物作为制备预防或/和治疗器官纤维化相关疾病的药物用途。所述的本发明化合物具有更优异的药物代谢性质和体内抗器官纤维化效果，可应用于制备预防或/和治疗脂肪肝、肝纤维化，肺纤维化、肾纤维化、心纤维化、综合征等器官纤维化相关疾病的药物，具有广阔的应用前景。

  公开号：

  CN112441916A
• 作为产物：
  描述：

  1-戊炔 、 2-(3-碘苯基)乙酸甲酯 在 palladium diacetate 、 copper(l) iodide 二异丙胺 、 三苯基膦 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 以94%的产率得到methyl [3-(1-pentynyl)phenyl]acetate
  参考文献：
  名称：

  New N-Arachidonoylserotonin Analogues with Potential “Dual” Mechanism of Action against Pain

  摘要：

  N-Arachidonoylserotonin (AA-5-HT, 1a) is an inhibitor of fatty acid amide hydrolase (FAAH) that acts also as an antagonist of transient receptor potential vanilloid-type 1 (TRPV1) channels and is analgesic in rodents. We modified the chemical structure of 1a with the aim of developing "hybrid" FAAH/TRPV1 blockers more potent than the parent compound or obtaining analogues with single activity at either of the two targets to study the mechanism of the analgesic action of 1a. Thirty-eight AA-5-HT analogues, containing a serotonin "head" bound to a variety of lipophilic moieties via amide, urea, or carbamate functionalities, were synthesized. Unlike 1a, most of the new compounds possessed activity at only one of the two considered targets. The amides 1b and 1c of alpha- and gamma-linolenic acid, however, showed "hybrid" activity similar to 1a. The carbarnate 3f (OMDM 106), although unable to antagonize TRPV1 receptors, was the most potent FAAH inhibitor in this study (IC50 = 0.5 mu M). Compounds 3f and 1m (OMDM129), which exhibited activity at only FAAH or TRPV1, respectively, were 10-fold less potent than 1a at preventing formal in-induced hyperalgesia in mice.

  DOI：

  10.1021/jm070678q

文献信息

• COMPOUNDS AND METHODS FOR THE TARGETED DEGRADATION OF BROMODOMAIN-CONTAINING PROTEINS
  申请人：Arvinas, Inc.

  公开号：US20170065719A1

  公开（公告）日：2017-03-09

  The present invention relates to bifunctional compounds, which find utility as modulators of targeted ubiquitination, especially inhibitors of a variety of polypeptides and other proteins which are degraded and/or otherwise inhibited by bifunctional compounds according to the present invention. In particular, the present invention is directed to compounds, which contain on one end a VHL ligand which binds to the ubiquitin ligase and on the other end a moiety which binds a target protein such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of that protein. The present invention exhibits a broad range of pharmacological activities associated with compounds according to the present invention, consistent with the degradation/inhibition of targeted polypeptides.
• New <i>N</i>-Arachidonoylserotonin Analogues with Potential “Dual” Mechanism of Action against Pain
  作者：Giorgio Ortar、Maria Grazia Cascio、Luciano De Petrocellis、Enrico Morera、Francesca Rossi、Aniello Schiano-Moriello、Marianna Nalli、Vito de Novellis、David F. Woodward、Sabatino Maione、Vincenzo Di Marzo

  DOI：10.1021/jm070678q

  日期：2007.12.27

  N-Arachidonoylserotonin (AA-5-HT, 1a) is an inhibitor of fatty acid amide hydrolase (FAAH) that acts also as an antagonist of transient receptor potential vanilloid-type 1 (TRPV1) channels and is analgesic in rodents. We modified the chemical structure of 1a with the aim of developing "hybrid" FAAH/TRPV1 blockers more potent than the parent compound or obtaining analogues with single activity at either of the two targets to study the mechanism of the analgesic action of 1a. Thirty-eight AA-5-HT analogues, containing a serotonin "head" bound to a variety of lipophilic moieties via amide, urea, or carbamate functionalities, were synthesized. Unlike 1a, most of the new compounds possessed activity at only one of the two considered targets. The amides 1b and 1c of alpha- and gamma-linolenic acid, however, showed "hybrid" activity similar to 1a. The carbarnate 3f (OMDM 106), although unable to antagonize TRPV1 receptors, was the most potent FAAH inhibitor in this study (IC50 = 0.5 mu M). Compounds 3f and 1m (OMDM129), which exhibited activity at only FAAH or TRPV1, respectively, were 10-fold less potent than 1a at preventing formal in-induced hyperalgesia in mice.
• 新型苯乙酸衍生物、其制备方法及其作为药物的用途
  申请人：广东药科大学

  公开号：CN112441916A

  公开（公告）日：2021-03-05

  本发明涉及一类通式(I)所示的新型氘代3‑戊基苯乙酸衍生物、其制备方法及含有该衍生物的药物组合物作为制备预防或/和治疗器官纤维化相关疾病的药物用途。所述的本发明化合物具有更优异的药物代谢性质和体内抗器官纤维化效果，可应用于制备预防或/和治疗脂肪肝、肝纤维化，肺纤维化、肾纤维化、心纤维化、综合征等器官纤维化相关疾病的药物，具有广阔的应用前景。