[2-(4-羟基苯基)-1-苯并呋喃-3-基]-苯基甲酮 | 57664-48-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 中文名称: [2-(4-羟基苯基)-1-苯并呋喃-3-基]-苯基甲酮
• 英文名称: 2-(p-Hydroxy)phenyl-3-benzoylbenzofuran
• 英文别名: 3-benzoyl-2-p-hydroxyphenylbenzofuran；[2-(4-Hydroxyphenyl)-1-benzofuran-3-yl](phenyl)methanone；[2-(4-hydroxyphenyl)-1-benzofuran-3-yl]-phenylmethanone
• CAS: 57664-48-9
• 化学式: C₂₁H₁₄O₃
• 分子量: 314.34
• InChiKey: WFWWZNURLRQXRZ-UHFFFAOYSA-N

物化性质

• 熔点：
  174-175 °C(Solv: methanol (67-56-1))
• 沸点：
  537.4±40.0 °C(Predicted)
• 密度：
  1.266±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [2-(4-羟基苯基)-1-苯并呋喃-3-基]-苯基甲酮 在 盐酸 、 氢氧化钾 、 吡啶盐酸盐 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 22.0h， 生成 2-Phenyl-3-(p-hydroxy)benzoylbenzofuran
  参考文献：
  名称：

  Durani, N.; Kapil, R. S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1983, vol. 22, # 5, p. 489 - 490

  摘要：

  DOI：
• 作为产物：
  描述：

  苄基-4-羟基苯酮 在 盐酸 、 硫酸 、 双氧水 作用下， 以 甲醇 、 乙醇 、 乙酸乙酯 为溶剂， 反应 0.25h， 生成 [2-(4-羟基苯基)-1-苯并呋喃-3-基]-苯基甲酮
  参考文献：
  名称：

  Durani, N.; Kapil, R. S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1983, vol. 22, # 5, p. 489 - 490

  摘要：

  DOI：

文献信息

• Substituted benzofurans and benzothiophenes
  申请人：SmithKline Corporation

  公开号：US04001426A1

  公开（公告）日：1977-01-04

  The compounds are benzoyl benzofurans and benzothiophenes having pharmacological activity, in particular, coronary vasodilator activity useful for the treatment of angina pectoris and intermediates for the preparation thereof.

  这些化合物是具有药理活性的苯甲酰苯并呋喃和苯并噻吩，特别是对治疗心绞痛有用的冠状血管扩张剂活性，以及其制备的中间体。
• Structure-activity relationship of antiestrogens. A study using triarylbutenone, benzofuran, and triarylfuran analogs as models for triarylethylenes and triarylpropenones
  作者：Neelam Durani、Raka Jain、Ashraf Saeed、Dinesh K. Dikshit、Susheel Durani、Randhir S. Kapil

  DOI：10.1021/jm00128a006

  日期：1989.8

  In a study of the structure-activity relationship (SAR) of antiestrogens use has been made of certain 1,2,3-triarylbutenones, of 2-arylbenzofurans carrying aryl or aroyl substituents at C3, and of 2,3,4-triarylfurans as conformationally constrained models for triarylethylene (TAE) and triarylpropenone (TAP) prototypes. The position-specific contributions of substituents to receptor affinity and to agonist-antagonist profiles were used as aids in characterizing the relative binding orientation of the prototypes. Although most compounds were found to be weak receptor ligands and poorly active in vivo, the following conclusions could be drawn about their SAR: (i) (Z)-TAPs and TAEs interact with the receptor in an analogous manner using the trans-stilbene core, with their agonist-antagonist profiles depending on the nature of other substructures. (ii) Incorporation into the benzofuran framework introduces a stereoelectronic constraint that compromises the normal binding interactions of TAE, as well as TAP, prototypes, resulting in their poor affinities and weak biological activities. (iii) (E)-TAPs can interact with the receptor through their S-cis conformation, but such a binding mode is unlikely to account for their behavior as antagonists.
• DURANI, NEELAM;JAIN, RAKA;SAEED, ASHRAF;DIKSHIT, DINESH K.;DURANI, SUSHEE+, J. MED. CHEM., 32,(1989) N, C. 1700-1707
  作者：DURANI, NEELAM、JAIN, RAKA、SAEED, ASHRAF、DIKSHIT, DINESH K.、DURANI, SUSHEE+

  DOI：——

  日期：——
• DURANI, N.;KAPIL, R. S., INDIAN J. CHEM., 1983, 22, N 5, 489-490
  作者：DURANI, N.、KAPIL, R. S.

  DOI：——

  日期：——
• US4001426A
  申请人：——

  公开号：US4001426A

  公开（公告）日：1977-01-04