5-methyl-1-(4-fluorobenzyl)indoline-2,3-dione | 1020975-73-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5-methyl-1-(4-fluorobenzyl)indoline-2,3-dione
• 英文别名: 1-[(4-Fluorophenyl)methyl]-5-methylindole-2,3-dione
• CAS: 1020975-73-8
• 化学式: C₁₆H₁₂FNO₂
• 分子量: 269.275
• InChiKey: OFDGAYRUFFOAPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-methyl-1-(4-fluorobenzyl)indoline-2,3-dione 、 氨基硫脲 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 2-(1-(4-fluorobenzyl)-5-methyl-2-oxoindolin-3-ylidene)hydrazine-1-carbothioamide
  参考文献：
  名称：

  Synthesis, characterization, antitumor, and cytotoxic activity of mononuclear Ru(II) complexes

  摘要：

  In the search for antitumor active metal complexes several ruthenium complexes have been reported to be promising. A series of mononuclear Ru(II) complexes, [Ru(T)2(S)]2+, where T = 2,2'-bipyridine/1,10-phenanthroline and S = CH3-bitsz, Cl-bitsz, Br-bitsz, tmtsz, dmtsz, have been prepared and characterized by UV-Vis, IR, 1H-NMR, FAB-mass spectroscopy, and elemental analysis. The complexes were subjected to invivo anticancer activity against a transplantable murine tumor cell line Ehrlich's ascitic carcinoma (EAC) and invitro cytotoxic activity against human cancer cell line Molt 4/C8, CEM, and murine tumor cell line L1210. Ruthenium complexes showed promising biological activity especially in decreasing tumor volume and viable ascitic cell counts. Treatment with these complexes prolonged the life span of EAC-tumor-bearing mice by 10-48%. Invitro evaluation of these ruthenium complexes revealed cytotoxic activity from 0.21 to 24 mu mol L-1 against Molt 4/C8, 0.16-19 mu mol L-1 against CEM, and 0.75-32 mu mol L-1 against L1210 cell proliferation, depending on the nature of the compound.

  DOI：

  10.1080/00958972.2010.534140
• 作为产物：
  描述：

  2-hydroxyimino-N-p-tolyl-acetamide 在 硫酸 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 5-methyl-1-(4-fluorobenzyl)indoline-2,3-dione
  参考文献：
  名称：

  Synthesis, characterization, antitumor, and cytotoxic activity of mononuclear Ru(II) complexes

  摘要：

  In the search for antitumor active metal complexes several ruthenium complexes have been reported to be promising. A series of mononuclear Ru(II) complexes, [Ru(T)2(S)]2+, where T = 2,2'-bipyridine/1,10-phenanthroline and S = CH3-bitsz, Cl-bitsz, Br-bitsz, tmtsz, dmtsz, have been prepared and characterized by UV-Vis, IR, 1H-NMR, FAB-mass spectroscopy, and elemental analysis. The complexes were subjected to invivo anticancer activity against a transplantable murine tumor cell line Ehrlich's ascitic carcinoma (EAC) and invitro cytotoxic activity against human cancer cell line Molt 4/C8, CEM, and murine tumor cell line L1210. Ruthenium complexes showed promising biological activity especially in decreasing tumor volume and viable ascitic cell counts. Treatment with these complexes prolonged the life span of EAC-tumor-bearing mice by 10-48%. Invitro evaluation of these ruthenium complexes revealed cytotoxic activity from 0.21 to 24 mu mol L-1 against Molt 4/C8, 0.16-19 mu mol L-1 against CEM, and 0.75-32 mu mol L-1 against L1210 cell proliferation, depending on the nature of the compound.

  DOI：

  10.1080/00958972.2010.534140

文献信息

• NHC-Catalyzed Aldol-Like Reactions of Allenoates with Isatins: Regiospecific Syntheses of γ-Functionalized Allenoates
  作者：Sha Li、Ziwei Tang、Yang Wang、Dan Wang、Zhanlin Wang、Chenxia Yu、Tuanjie Li、Donghui Wei、Changsheng Yao

  DOI：10.1021/acs.orglett.8b04082

  日期：2019.3.1

  carbene (NHC) catalyzed γ-specific aldol-like reaction between allenoates and isatins has been achieved under mild conditions, giving trisubstituted allene derivatives bearing isatin moiety in moderate to good yields with high diastereoselectivity and excellent atom efficiency. The DFT computations indicated that the formation of the γ-adduct was more energetically favorable than that of the α-adduct. The

  在温和的条件下已实现了N-杂环卡宾（NHC）催化的烯丙酸酯和异戊二烯之间的γ-特异性羟醛类似的反应，从而以中等至良好的收率得到了具有异丁烯部分的三取代的烯丙二烯衍生物，具有高的非对映选择性和出色的原子效率。DFT计算表明，与α-加合物相比，γ-加合物的形成在能量上更有利。本文报道的结果为NHC促进的涉及烯丙酸酯的反应开辟了一条新途径。
• [EN] DIHYDRO-SPIRO[INDOLINE-3:1'-ISOQUINOLIN]-2-ONES AND THEIR ANALOGUES AND DERIVATIVES AND METHODS OF TREATING CANCER AND OTHER DISEASES<br/>[FR] DIHYDRO-SPIRO[INDOLINE-3:1'-ISOQUINOLÉIN]-2-ONES ET LEURS ANALOGUES ET DÉRIVÉS ET MÉTHODES DE TRAITEMENT DU CANCER ET D'AUTRES MALADIES
  申请人：THE UNIV OF BUEA

  公开号：WO2020183307A1

  公开（公告）日：2020-09-17

  The present invention is directed to various 3',4'-dihydro-2'H-spiro[indoline-3:1'-isoquinolin]-2-one compounds and methods for treating disease states and/or conditions which are mediated through sphingosine-1-phosphate receptor(s). The present invention is also directed to the use of these compounds as anticancer agents and as modulators of sphingosine-1-phosphate receptor function in the treatment of disease states and/or conditions which are mediated through these receptors. In addition, the invention relates to pharmaceutical compositions comprising one or more of these compounds alone or in combination with other therapeutic agents. The invention is also directed to methods of treatment of cancer and/or conditions that may respond to the modulation of sphingosine-1-phospate receptor function and which employ compounds of the present invention or pharmaceutical compositions comprising one or more of the compounds of this invention.

  本发明涉及各种3',4'-二氢-2'H-螺[吲哚啉-3:1'-异喹啉]-2-酮化合物以及治疗经过鞘氨醇-1-磷酸受体介导的疾病状态和/或病况的方法。本发明还涉及将这些化合物用作抗癌剂以及在治疗经过这些受体介导的疾病状态和/或病况中调节鞘氨醇-1-磷酸受体功能。此外，本发明涉及包含这些化合物中的一个或多个的药物组合物，单独或与其他治疗剂联合使用。本发明还涉及治疗癌症和/或可能对鞘氨醇-1-磷酸受体功能调节产生反应的病况的方法，该方法使用本发明的化合物或包含本发明中的一个或多个化合物的药物组合物。