3,3-bis-(4-hydroxy-phenyl)-5-iodo-indolin-2-one | 859068-47-6

• 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: 3,3-bis-(4-hydroxy-phenyl)-5-iodo-indolin-2-one
• 英文别名: 3,3-Bis-(4-hydroxy-phenyl)-5-jod-indolin-2-on；3,3-bis-( 4-hydroxy-phenyl)-5-iodo-1,3-dihydro-indol-2-one；3,3-bis(4-hydroxyphenyl)-5-iodo-1H-indol-2-one
• CAS: 859068-47-6
• 化学式: C₂₀H₁₄INO₃
• 分子量: 443.241
• InChiKey: RNURUGHYXGJHIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,3-bis-(4-hydroxy-phenyl)-5-iodo-indolin-2-one 在 ammonium hydroxide 、 碘 、 potassium iodide 作用下， 生成 3,3-bis-(4-acetoxy-3,5-diiodo-phenyl)-1-acetyl-5-iodo-indolin-2-one
  参考文献：
  名称：

  THE PREPARATION OF CERTAIN IODINATED DERIVATIVES OF PHENOLISATIN

  摘要：

  DOI：

  10.1021/ja01348a042
• 作为产物：
  描述：

  5-碘吲哚醌 、 苯酚 生成 3,3-bis-(4-hydroxy-phenyl)-5-iodo-indolin-2-one
  参考文献：
  名称：

  Syntheses and antiproliferative evaluation of oxyphenisatin derivatives

  摘要：

  Syntheses and structure-antiproliferative relationship for oxyphenisatin analogues are described. The cell proliferation data showed that the presence of substituents (especially F, Cl, Me, CF3, and OMe) in the 6- and 7-position of oxyphenisatin markedly enhanced the potency in the MDA-468 cell line without affecting the MDA-231 cell line. The best compounds from this series showed low nanomolar antiproliferative activity towards the MDA-468 cell line and a 1000-fold selectivity over the MDA-231 cell line. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.060

文献信息

• Diphenyl Ox-Indol-2-One Compounds and Their Use in the Treatment of Cancer
  申请人：Felding Jakob

  公开号：US20070299102A1

  公开（公告）日：2007-12-27

  The present invention relates to substituted 3,3-diphenyl-1,3-dihydro-indol-2-one compounds, and the use of such compounds for the preparation of a medicament for the treatment of cancer in a mammal. It is postulated that treatment of cancers is achieved in which inhibition of protein synthesis and/or inhibition of activation of the mTOR pathway is an effective method for reducing cell growth. Examples of such cancers are breast cancer, renal cancer, multiple myeloma, leukemia, glia blastoma, rhabdomyosarcoma, prostate, soft tissue sarcoma, colorectal sarcoma, gastric carcinoma, head and neck squamous cell carcinoma, uterine, cervical, melanoma, lymphoma, and pancreatic cancer. A particular subclass of compounds are represented by the formula (II) wherein at least one of X 1 and X 2 is a heteroatom substituent, e.g. 6-chloro-3,3-bis-(4-hydroxy-phenyl)-7-methyl-1,3-dihydro-indol-2-one.

  本发明涉及取代的3,3-二苯基-1,3-二氢吲哚-2-酮化合物，以及使用这些化合物制备哺乳动物治疗癌症的药物。据推测，通过抑制蛋白质合成和/或抑制mTOR通路的激活来减少细胞生长是治疗癌症的有效方法。这些癌症的例子包括乳腺癌、肾癌、多发性骨髓瘤、白血病、胶质母细胞瘤、横纹肌肉瘤、前列腺癌、软组织肉瘤、结肠肉瘤、胃癌、头颈部鳞状细胞癌、子宫颈癌、黑色素瘤、淋巴瘤和胰腺癌。化合物的一个特定亚类由公式（II）表示，其中X1和X2中至少一个是杂原子取代基，例如6-氯-3,3-双（4-羟基苯基）-7-甲基-1,3-二氢吲哚-2-酮。
• DIPHENYL-INDOL-2-ON COMPOUNDS AND THEIR USE IN THE TREATMENT OF CANCER
  申请人：TopoTarget A/S

  公开号：EP1734951A2

  公开（公告）日：2006-12-27
• [EN] DIPHENYL OX-INDOL-2-ON COMPOUNDS AND THEIR USE IN THE TREATMENT OF CANCER<br/>[FR] COMPOSES DE DIPHENYL OX-INDOL-2-ON ET LEUR UTILISATION DANS LE TRAITEMENT DU CANCER
  申请人：BIOIMAGE AS

  公开号：WO2005097107A2

  公开（公告）日：2005-10-20

  The present invention relates to substituted 3,3-diphenyl-1,3-dihydro-indol-2-one compounds, and the use of such compounds for the preparation of a medicament for the treatment of cancer in a mammal. It is postulated that the compounds inhibit protein synthesis and/or inhibit activation of the mTOR pathway ehich is an effective method for reducing cell growth and the treatment of cancer. Examples of such cancers are breast cancer, renal cancer, multiple myeloma, leucemia, glia blastoma, rhabdomyosarcoma, prostate, soft tissue sarcoma, colorectal sarcoma, gastric carcinoma, head and neck squamous cell carcinoma, uterine, cervical, melanoma, lymphoma, and pancreatic cancer. A particular subclass of compounds are represented by the formula (II) wherein at least one of X1 and X2 is a heteroatom substituent, e.g. 6-chloro-3,3-bis-(4-hydroxy-phenyl)-7-methyl-1,3-dihydro-indol-2-one.
• Syntheses and antiproliferative evaluation of oxyphenisatin derivatives
  作者：Muhammed K. Uddin、Serge G. Reignier、Tom Coulter、Christian Montalbetti、Charlotta Grånäs、Steven Butcher、Christian Krog-Jensen、Jakob Felding

  DOI：10.1016/j.bmcl.2007.02.060

  日期：2007.5

  Syntheses and structure-antiproliferative relationship for oxyphenisatin analogues are described. The cell proliferation data showed that the presence of substituents (especially F, Cl, Me, CF3, and OMe) in the 6- and 7-position of oxyphenisatin markedly enhanced the potency in the MDA-468 cell line without affecting the MDA-231 cell line. The best compounds from this series showed low nanomolar antiproliferative activity towards the MDA-468 cell line and a 1000-fold selectivity over the MDA-231 cell line. (c) 2007 Elsevier Ltd. All rights reserved.
• THE PREPARATION OF CERTAIN IODINATED DERIVATIVES OF PHENOLISATIN
  作者：Ward C. Sumpter

  DOI：10.1021/ja01348a042

  日期：1932.9