3-(4-羟基苯甲酰基)香豆素 | 101279-16-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-(4-羟基苯甲酰基)香豆素
• 英文名称: 3-(4-hydroxybenzoyl)coumarin
• 英文别名: 3-(4-Hydroxy-benzoyl)-cumarin；3-(4-Hydroxybenzoyl)chromen-2-one
• CAS: 101279-16-7
• 化学式: C₁₆H₁₀O₄
• 分子量: 266.253
• InChiKey: WQAALHJXDQWKFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(4-羟基苯甲酰基)香豆素 在 溴 、 溶剂黄146 作用下， 生成 3-(3,5-dibromo-4-hydroxy-benzoyl)-coumarin
  参考文献：
  名称：

  Buu-Hoi et al., Bulletin de la Societe Chimique de France, 1958, p. 361

  摘要：

  DOI：
• 作为产物：
  描述：

  3-(4-甲氧基苯甲酰基)-2H-色烯-2-酮 在 吡啶盐酸盐 作用下， 生成 3-(4-羟基苯甲酰基)香豆素
  参考文献：
  名称：

  Buu-Hoi et al., Bulletin de la Societe Chimique de France, 1958, p. 361

  摘要：

  DOI：

文献信息

• Surface-active photoinitators
  申请人：——

  公开号：US20040033317A1

  公开（公告）日：2004-02-19

  A process for the production of coatings having scratch-resistant durable surfaces, in which there are used photocurable formulations comprising a surface-active photoinitiator, concentrated at the surface of the formulation, of formula (Ia), (Ib), (Ic) or (Id), wherein R and R 1 are, for example, each independently of the other a radical of formula (II); R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 are each independently of the others, for example, hydrogen; A-X, A 1 -X 1 -; unsubstituted or substituted C 1 -C 12 alkyl or phenyl; with the proviso that in formulae (Ia) and (Ib) at least one substituent A-X, A 1 —X 1 — is present in at least one of the radicals R and R 1 ; and with the proviso that in formulae (Ic) and (Id) at least one of the radicals ); R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 5 and R 9 is A—X, A 1 —X 1 —; A and A 1 are each independently of the other a surface-active radical of formula (M) or A o ; n is, for example, a number from 1 to 1000 m is a number from 0 to 100; p is a number from 0 to 10 000; A o is, for example, C 6 -C 30 alkyl; G 1 and G 2 are, for example, C 1 -C 1 alkyl; R 18 , R 19 , R 2 o, R 22 , R 21 , R 23 , R 24 , R 25 , R 26 and R 27 are, for example, C 1 -C 18 alkyl; and X and X 1 are, for example, a single bond.

  一种生产具有耐刮擦持久表面涂层的方法，其中使用光固化配方，该配方包括公式（Ia）、（Ib）、（Ic）或（Id）的表面活性光引发剂，其在配方表面浓缩，其中R和R1例如各自独立于公式（II）的基团；R2，R3，R4，R5，R6，R7，R8和R9例如各自独立于其他基团，例如氢；A-X，A1-X1-；未取代或取代的C1-C12烷基或苯基；但是，在公式（Ia）和（Ib）中，至少在基团R和R1中的一个中存在至少一个取代基团A-X，A1-X1-；而在公式（Ic）和（Id）中，至少有一个基团R2，R3，R4，R5，R6，R7，R5和R9是A-X，A1-X1-；A和A1例如各自独立于公式（M）或Ao的表面活性基团；n例如是1到1000之间的数字，m是0到100的数字，p是0到10000的数字；Ao例如是C6-C30烷基；G1和G2例如是C1-C1烷基；R18，R19，R2o，R22，R21，R23，R24，R25，R26和R27例如是C1-C18烷基；X和X1例如是单键。
• SURFACE-ACTIVE PHOTOINITIATORS
  申请人：Ciba Specialty Chemicals Holding Inc.

  公开号：EP1353959A1

  公开（公告）日：2003-10-22
• [EN] SURFACE-ACTIVE PHOTOINITIATORS<br/>[FR] PHOTOAMORCEURS TENSIOACTIFS
  申请人：CIBA SC HOLDING AG

  公开号：WO2002048204A1

  公开（公告）日：2002-06-20

  A process for the production of coatings having scratch-resistant durable surfaces, in which there are used photocurable formulations comprising a surface-active photoinitiator, concentrated at the surface of the formulation, of formula (Ia), (Ib), (Ic) or (Id), wherein R and R1 are, for example, each independently of the other a radical of formula (II); R2, R3, R4, R5, R6, R7, R8 and R9 are each independently of the others, for example, hydrogen; A-X, A1-X1-; unsubstituted or substituted C1-C12alkyl or phenyl; with the proviso that in formulae (Ia) and (Ib) at least one substituent A-X, A1-X1- is present in at least one of the radicals R and R1; and with the proviso that in formulae (Ic) and (Id) at least one of the radicals ); R2, R3, R4, R5, R6, R7, R8 and R9 is A-X, A1-X1-; A and A1 are each independently of the other a surface-active radical of formula (III) or A0; n is, for example, a number from 1 to 1000 m is a number from 0 to 100; p is a number from 0 to 10 000; A0 is, for example, C6-C30alkyl; G1 and G2 are, for example, C1-C18alkyl; R18, R19, R20, R22, R21, R23, R24, R25, R26 and R27 are, for example, C1-C18alkyl; and X and X1 are, for example, a single bond.
• Buu-Hoi et al., Bulletin de la Societe Chimique de France, 1958, p. 361
  作者：Buu-Hoi et al.

  DOI：——

  日期：——
• Synthesis and Electrochemical and Biological Studies of Novel Coumarin–Chalcone Hybrid Compounds
  作者：Fernanda Pérez-Cruz、Saleta Vazquez-Rodriguez、Maria João Matos、Alejandra Herrera-Morales、Frederick A. Villamena、Amlan Das、Bhavani Gopalakrishnan、Claudio Olea-Azar、Lourdes Santana、Eugenio Uriarte

  DOI：10.1021/jm400546y

  日期：2013.8.8

  A series of novel hydroxy-coumarin chalcone hybrid compounds 2a-i has been synthesized by employing a simple and efficient methodology. An electrochemical characterization using cyclic voltammetry and ESR spectroscopy were carried out to characterize the oxidation mechanism for the target compounds. The antioxidant capacity and reactivity were determined by ORAC and ESR assays, respectively. Biological assays were assessed to evaluate the cytotoxicity and cytoprotection capacity against ROS/RNS on BAEC. The results revealed that all tested compounds present ORAC values that are much higher than other well-known antioxidant compounds such as quercetin and catechin. Compound 2e showed the highest ORAC value (14.1) and also presented a low oxidation potential, good scavenging capacity against hydroxyl radicals, low cytotoxicity, and high cytoprotective activity.