4-benzoylphenylacetyl chloride | 24021-70-3

• 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: 4-benzoylphenylacetyl chloride
• 英文别名: 2-(4-Benzoylphenyl)acetyl chloride
• CAS: 24021-70-3
• 化学式: C₁₅H₁₁ClO₂
• 分子量: 258.704
• InChiKey: HCDQUPGBJJOAIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-benzoylphenylacetyl chloride 在 三氟化硼乙醚 、 三乙胺 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 3.0h， 生成 6,7-dimethoxy-1-[4-(2-phenyl-1,3-dithiolan-2-yl)benzyl]-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  1-Benzyl-1,2,3,4-tetrahydroisoquinoline-6,7-diols as novel affinity and photoaffinity probes for β-adrenoceptor subtypes

  摘要：

  Trimetoquinol (TMQ, 1) is a potent non-selective beta-adrenoceptor (beta-AR) agonist possessing a tetrahydroisoquinoline (THI) structure. The binding site for 1-trimethoxybenzyl group of 1, which distinguishes it from classical catecholamines, is unknown. Affinity and photoaffinity labeled compounds are good tools to determine the exact interaction between a ligand and a specific amino acid(s) in a receptor. In this study, we designed and synthesized a series of affinity 6, 12, 18, and photoaffinity 24, 29 labeled analogues of TMQ All of these compounds were full agonists and demonstrated an equal or greater binding affinity and functional activity as compared to TMQ on beta(1)-, beta(2)-, and beta(3)-AR. Washout experiments on Chinese hamster ovary (CHO) cells expressing hu beta(2)-AR were helpful in identifying the isothiocyanate 18 and the azide 24 as very effective affinity and photoaffinity labels at this receptor subtype. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.12.027
• 作为产物：
  描述：

  2-(4-苯甲酰基苯基)乙酸 在 氯化亚砜 作用下， 以 苯 为溶剂， 反应 3.0h， 生成 4-benzoylphenylacetyl chloride
  参考文献：
  名称：

  1-Benzyl-1,2,3,4-tetrahydroisoquinoline-6,7-diols as novel affinity and photoaffinity probes for β-adrenoceptor subtypes

  摘要：

  Trimetoquinol (TMQ, 1) is a potent non-selective beta-adrenoceptor (beta-AR) agonist possessing a tetrahydroisoquinoline (THI) structure. The binding site for 1-trimethoxybenzyl group of 1, which distinguishes it from classical catecholamines, is unknown. Affinity and photoaffinity labeled compounds are good tools to determine the exact interaction between a ligand and a specific amino acid(s) in a receptor. In this study, we designed and synthesized a series of affinity 6, 12, 18, and photoaffinity 24, 29 labeled analogues of TMQ All of these compounds were full agonists and demonstrated an equal or greater binding affinity and functional activity as compared to TMQ on beta(1)-, beta(2)-, and beta(3)-AR. Washout experiments on Chinese hamster ovary (CHO) cells expressing hu beta(2)-AR were helpful in identifying the isothiocyanate 18 and the azide 24 as very effective affinity and photoaffinity labels at this receptor subtype. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.12.027

文献信息

• A long-range intramolecular functionalization by alkoxyl radicals: a long-range intramolecular hydroxylation of C(25) of cholestane side chain
  作者：Kazuhiko Orito、Shinji Satoh、Hiroshi Suginome

  DOI：10.1039/c39890001829

  日期：——

  Alkoxyl radicals generated by the irradiation of hypoiodites of 5α-chlolestan-7α-yl-4-(hydroxyphenylmethyl)-phenylacetates and 5α-cholestan-7α-yl-3-[4-(hydroxyphenylmethyl)phenyl] propionates, respectively, abstracted a hydrogen from the remote C(25) of their cholestane side chain to give novel macrocyclic ether lactones which gave 5α-cholestane-7α, 25-diol by reduction with Na and liquid ammonia in

  分别由5α-氯代胆甾醇7α-基-4-（羟苯基甲基）-苯基乙酸和5α-胆甾醇7α-基-3- [4-（羟基苯基甲基）苯基]丙酸酯的次碘酸盐辐射产生的烷氧基自由基从其胆甾醇侧链的远端C（25）得到新的大环醚内酯，其通过用Na和液氨还原以良好的收率得到了5α-胆甾烷-7α，25-二醇。
• Orito, Kazuhiko; Sato, Shinji; Suginome, Hiroshi, Journal of the Chemical Society. Perkin transactions I, 1995, # 1, p. 63 - 68
  作者：Orito, Kazuhiko、Sato, Shinji、Suginome, Hiroshi

  DOI：——

  日期：——
• ORITO, KAZUHIKO;SATOH, SHINJI;SUGINOME, HIROSHI, J. CHEM. SOC. CHEM. COMMUN.,(1989) N3, C. 1829-1831
  作者：ORITO, KAZUHIKO、SATOH, SHINJI、SUGINOME, HIROSHI

  DOI：——

  日期：——
• JPH10251226A
  申请人：——

  公开号：JPH10251226A

  公开（公告）日：1998-09-22