3-(methoxycarbonyl)phenylacetyl chloride | 142666-93-1

• 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: 3-(methoxycarbonyl)phenylacetyl chloride
• 英文别名: methyl 3-(2-chloro-2-oxoethyl)benzoate
• CAS: 142666-93-1
• 化学式: C₁₀H₉ClO₃
• 分子量: 212.633
• InChiKey: RMEVCLVBXHVLHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(methoxycarbonyl)phenylacetyl chloride 在 N-溴代丁二酰亚胺(NBS) 、 锂硼氢 、 三苯基膦 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 1.33h， 生成 3-(isopropylaminocarbonylmethyl)benzyl bromide
  参考文献：
  名称：

  1,3-Disubstituted Benzazepines as Novel, Potent, Selective Neuropeptide Y Y1 Receptor Antagonists

  摘要：

  A novel series of potent and selective non-peptide neuropeptide Y (NPY) Y1 receptor antagonists, having benzazepine nuclei, have been designed, synthesized, and evaluated for activity. Chemical modification of the R-1 and R-3 substituents in structure 1 (Chart 1) yields several compounds that show high affinity for the Y1 receptor (K-i values of less than 10 nM). SAR studies revealed that introduction of an isopropylurea group at R-1 and a 3-(benzo-condensed-urea) group, 3-(fluorophenylurea) group, or a 3-(N-(4-hydroxyphenyl)guanidine) group at R-3 in structure 1 afforded potent and subtype-selective NPY Y1 receptor antagonists. 3-(3-(Benzothiazol-6-yl)ureido)-1-N-(3-(N'-(3-isopropylureido))benzyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one (21), which was one of the most potent derivatives, competitively inhibited specific [I-125]peptide YY (PW) binding to Y1 receptors in human neuroblastoma SK-N-MC cells (K-i = 5.1 nM). 21 not only inhibited the Y1 receptor-mediated increase in cytosolic free Ca2+ concentration in SK-N-MC cells but also antagonized the Y1 receptor-mediated inhibitory effect of peptide YY on gastrin-induced histamine release in rat enterochromaffin-like cells. 21 showed no significant affinity in 17 receptor binding assays including Y2, Y4, and Y5 receptors.

  DOI：

  10.1021/jm990044m
• 作为产物：
  描述：

  3-碘苯甲酸甲酯 在 氯化亚砜 、 溶剂黄146 、 N,N-二甲基甲酰胺 、 palladium dichloride 作用下， 以 二氯甲烷 为溶剂， 反应 24.5h， 生成 3-(methoxycarbonyl)phenylacetyl chloride
  参考文献：
  名称：

  Design, synthesis, SAR and biological investigation of 3-(carboxymethyl)rhodanine and aminothiazole inhibitors of Mycobacterium tuberculosis Zmp1

  摘要：

  Sixteen 3-(carboxymethyl)rhodanines, and twelve aminothiazoles as rhodanine-mimetics were designed, synthesized and tested as inhibitors of the Zmp1 enzyme from Mycobacterium tuberculosis (Mtb). Almost all rhodanines (5a-d, 5f-n, and 7a-b) exhibited Zmp1 inhibition with IC50 values in the range 1.3-43.9 mu M, whereas only aminothiazoles 12b and 12d proved active with IC50 values of 41.3 and 35.7 mu M, respectively. Structure-activity relationships (SAR) were coupled with molecular modeling studies to highlight structural determinants for Zmp1 inhibition. Moreover, rhodanines 5a and 5c induced 23.4 and 53.8% of Mtb growth inhibition in THP-1 infected cells, respectively, at the non-toxic concentration of 10 mu g/ml. This work represents a step forward in targeting Zmp1 by small molecules. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2018.01.031

文献信息

• [EN] PYRROLO-PYRIDINE DERIVATIVES AS ACTIVATORS OF AMPK<br/>[FR] DÉRIVÉS PYRROLO-PYRIDINE UTILISÉS COMME ACTIVATEURS DE L'AMPK
  申请人：GLAXOSMITHKLINE LLC

  公开号：WO2011029855A1

  公开（公告）日：2011-03-17

  The present invention relates to pyrrolopyridone compounds of the formula (I), salts thereof, to pharmaceutical compositions containing them and their use in medicine. In particular, the invention relates to compounds as activators of AMPK.

  本发明涉及式(I)的吡咯吡啶酮化合物及其盐，含有它们的药物组合物以及它们在医学上的应用。具体而言，本发明涉及化合物作为AMPK激活剂。
• PYRROLO-PYRIDINE DERIVATIVES AS ACTIVATORS OF AMPK
  申请人：Mirguet Olivier

  公开号：US20120172333A1

  公开（公告）日：2012-07-05

  The present invention relates to pyrrolopyridone compounds of the formula (I), salts thereof, to pharmaceutical compositions containing them and their use in medicine. In particular, the invention relates to compounds as activators of AMPK.

  本发明涉及公式（I）的吡咯吡啶酮化合物及其盐，包含它们的制药组合物以及它们在医学上的应用。特别地，本发明涉及作为AMPK激活剂的化合物。
• NOVEL AMIDE DERIVATIVE USEFUL AS DIACYLGLYCEROL ACYLTRANSFERASE 2 INHIBITOR, AND USE THEREOF
  申请人：Lg Chem, Ltd.

  公开号：EP4074701A1

  公开（公告）日：2022-10-19

  The present invention relates to an amide derivative compound, which exhibits the activity of a diacylglycerol acyltransferase (DGAT) 2 inhibitor and is represented by chemical formula (1), a pharmaceutical composition comprising same as an active ingredient, and a use thereof.

  本发明涉及一种酰胺衍生物化合物，其表现出二酰基甘油酰基转移酶（DGAT）2抑制剂的活性，其化学式表示为（1），一种包含其作为活性成分的药物组合物以及其用途。
• Solid phase synthesis of diamides as potential bone resorption inhibitors
  作者：Karin M Edvinsson、Margareta Herslöf、Patrik Holm、Nina Kann*、David J Keeling、Jan P Mattsson、Bo Nordén、Vladimir Shcherbukhin

  DOI：10.1016/s0960-894x(00)00025-1

  日期：2000.3

  Unsymmetrical diamide libraries have been prepared by a general and versatile solid phase route, using diacid templates in combination with aromatic and aliphatic amines chosen with the help of statistical experimental design. The compounds were tested as potential inhibitors of osteoclast vacuolar ATPase. (C) 2000 Elsevier Science Ltd. All rights reserved.