7,8-dihydroxy-3-(4-chlorophenyl)coumarin | 161942-38-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 7,8-dihydroxy-3-(4-chlorophenyl)coumarin
• 英文别名: 3-(4-Chlorophenyl)-7,8-dihydroxychromen-2-one
• CAS: 161942-38-7
• 化学式: C₁₅H₉ClO₄
• 分子量: 288.687
• InChiKey: VTNYKWZVZXNRHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7,8-dihydroxy-3-(4-chlorophenyl)coumarin 、 2,2-dichloro-4,4,6,6-bis[spiro(2',2''-dioxy-1'',1''-biphenyl)]cyclotriphosphazene 在 sodium carbonate 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 48.42h， 以36%的产率得到
  参考文献：
  名称：

  Investigation of electrical properties of organophosphazene layer based photodiode

  摘要：

  New cyclotriphosphazene compound bearing dioxyphenylcoumarin group (DCP-1) was synthesized from the reactions of 7,8-dihydroxy-3-(4-chlorophenyl)coumarin (3) containing chlorine as a side group at para position with cyclotriphosphazene (DCP). The structures of the compounds were determined using H-1, C-13 APT, P-31 NMR, FT-IR and elemental analysis spectroscopy methods. The organic layer was deposited onto the p-Si substrate to obtain an Al/p-si/phosphazene (DCP-1)/Al diode. The photoresponse and photocapacitance properties of the diode were analyzed under various solar light intensities. The photocurrent and photocapacitance results suggest that the studied device exhibits both photodiode and photocapacitor behavior. The diode indicates a linear photoresponse behavior. The photoswitching behavior of the diode is controlled by solar light intensity. The interface states density of the diode was found to be order of 10(12) eV(-1)cm(2). The value of interface states density indicates that the photocapacitor behavior of the diode is significant for photocapacitor applications.

  DOI：

  10.1016/j.chemphys.2020.110897
• 作为产物：
  描述：

  2,3,4-三甲氧基苯甲醛 在 吡啶盐酸盐 、 silica gel 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 0.5h， 生成 7,8-dihydroxy-3-(4-chlorophenyl)coumarin
  参考文献：
  名称：

  Investigation of electrical properties of organophosphazene layer based photodiode

  摘要：

  New cyclotriphosphazene compound bearing dioxyphenylcoumarin group (DCP-1) was synthesized from the reactions of 7,8-dihydroxy-3-(4-chlorophenyl)coumarin (3) containing chlorine as a side group at para position with cyclotriphosphazene (DCP). The structures of the compounds were determined using H-1, C-13 APT, P-31 NMR, FT-IR and elemental analysis spectroscopy methods. The organic layer was deposited onto the p-Si substrate to obtain an Al/p-si/phosphazene (DCP-1)/Al diode. The photoresponse and photocapacitance properties of the diode were analyzed under various solar light intensities. The photocurrent and photocapacitance results suggest that the studied device exhibits both photodiode and photocapacitor behavior. The diode indicates a linear photoresponse behavior. The photoswitching behavior of the diode is controlled by solar light intensity. The interface states density of the diode was found to be order of 10(12) eV(-1)cm(2). The value of interface states density indicates that the photocapacitor behavior of the diode is significant for photocapacitor applications.

  DOI：

  10.1016/j.chemphys.2020.110897

文献信息

• COUMARIN DERIVATIVE AND USE THEREOF
  申请人：MORINAGA MILK INDUSTRY CO., LTD.

  公开号：EP0645382A1

  公开（公告）日：1995-03-29

  The invention provides a compound having a 12-lipoxygenase inhibitory effect and a drug selectively inhibiting 12-lipoxygenase and relates to a novel coumarin derivative represented by general formula (1) and a drug comprising said compound as the active ingredient. In formula (1) R¹ represents hydrogen or lower alkyl; R² and R³ represent each hydrogen or hydroxyl provided that R² and R³ do not represent hydrogen atoms at the same time; and Ar represents (a) (b), (c) etc.; and R⁴ represents lower alkyl, lower alkoxy, halogen, trifluoromethyl or cyano. It further provides a compound which can be converted into another compound capable of selectively inhibiting 12-lipoxygenase activity through cleavage and breakage of its modifying moiety in vivo and a drug which selectively inhibits 12-lipoxygenase and relates to a novel coumarin derivative having an acyl group as the modifying moiety and a drug containing said compound as the active ingredient. The invention compound, which can potently inhibit 12-lipoxygenase at a high selectivity, is useful as a drug for preventing and treating circulatory diseases such as arteriosclerosis and vasoconstriction and preventing the metastasis of certain cancers. It has a low toxicity and little exhibits side effects.

  本发明提供了一种具有12-脂氧合酶抑制作用的化合物和一种选择性抑制12-脂氧合酶的药物，并涉及一种由通式(1)表示的新型香豆素衍生物和一种以上述化合物为活性成分的药物。在式(1)中，R¹代表氢或低级烷基；R²和R³分别代表氢或羟基，条件是R²和R³不同时代表氢原子；Ar代表(a)(b)、(c)等；R⁴代表低级烷基、低级烷氧基、卤素、三氟甲基或氰基。本发明进一步提供了一种化合物，该化合物可通过其修饰基团在体内的裂解和断裂转化为另一种能够选择性抑制 12-脂氧合酶活性的化合物，以及一种选择性抑制 12-脂氧合酶的药物，并涉及一种以酰基为修饰基团的新型香豆素衍生物和一种含有上述化合物作为活性成分的药物。本发明化合物能以高选择性有效抑制 12-脂氧合酶，可用作预防和治疗动脉硬化和血管收缩等循环系统疾病以及防止某些癌症转移的药物。它毒性低，副作用小。
• US5574062A
  申请人：——

  公开号：US5574062A

  公开（公告）日：1996-11-12
• [EN] CANCER METASTASIS INHIBITOR<br/>[FR] INHIBITEUR DE MÉTASTASES CANCÉREUSES<br/>[JA] 癌転移抑制剤
  申请人：KYOTO PHARMACEUTICAL UNIV

  公开号：WO2020130120A1

  公开（公告）日：2020-06-25

  本発明は、新規な癌転移抑制剤に関する。本発明によれば、式（Ｉ）： [式中の各記号の定義は、明細書に記載の通りである。] で表される化合物、又はその医薬上許容される塩を有効成分として含有することを特徴とする癌転移抑制剤を提供することができる。
• Investigation of electrical properties of organophosphazene layer based photodiode
  作者：Kenan Koran、Bilal Arif、Dilawar Ali、Ayşegül Dere、Furkan Özen、Abdullah G. Al-Sehemi、A. Al-Ghamdi、Ahmet Orhan Görgülü、Fahrettin Yakuphanoğlu

  DOI：10.1016/j.chemphys.2020.110897

  日期：2020.10

  New cyclotriphosphazene compound bearing dioxyphenylcoumarin group (DCP-1) was synthesized from the reactions of 7,8-dihydroxy-3-(4-chlorophenyl)coumarin (3) containing chlorine as a side group at para position with cyclotriphosphazene (DCP). The structures of the compounds were determined using H-1, C-13 APT, P-31 NMR, FT-IR and elemental analysis spectroscopy methods. The organic layer was deposited onto the p-Si substrate to obtain an Al/p-si/phosphazene (DCP-1)/Al diode. The photoresponse and photocapacitance properties of the diode were analyzed under various solar light intensities. The photocurrent and photocapacitance results suggest that the studied device exhibits both photodiode and photocapacitor behavior. The diode indicates a linear photoresponse behavior. The photoswitching behavior of the diode is controlled by solar light intensity. The interface states density of the diode was found to be order of 10(12) eV(-1)cm(2). The value of interface states density indicates that the photocapacitor behavior of the diode is significant for photocapacitor applications.