Methyl 4-formyl-1-(4-methylphenyl)sulfonylpyrrole-2-carboxylate | 106673-99-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Methyl 4-formyl-1-(4-methylphenyl)sulfonylpyrrole-2-carboxylate
• CAS: 106673-99-8
• 化学式: C₁₄H₁₃NO₅S
• 分子量: 307.327
• InChiKey: DNBGEAIAJFWRQU-UHFFFAOYSA-N

物化性质

• 沸点：
  508.8±60.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  90.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 4-formyl-1-(4-methylphenyl)sulfonylpyrrole-2-carboxylate 在 sodium hydride 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 生成 methyl 1-(4-methylphenyl)sulfonyl-4-(4-phenylmethoxycarbonyl-1H-pyrrol-3-yl)pyrrole-2-carboxylate
  参考文献：
  名称：

  抗肿瘤药CC-1065的合成研究。环腺苷3'，5'-单磷酸磷酸二酯酶抑制剂PDE I和PDE II的合成

  摘要：

  3,3'-联吡咯合成高度功能化的吲哚的方法已用于分别以PDE I（2）和PDE II（3）的形式构建CC-1065的B和C组分。

  DOI：

  10.1039/c39860001162
• 作为产物：
  描述：

  2-吡咯甲酸甲酯 在 三氯化铝 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 Methyl 4-formyl-1-(4-methylphenyl)sulfonylpyrrole-2-carboxylate
  参考文献：
  名称：

  Studies on the synthesis of the antitumor agent CC-1065. Synthesis of PDE I and PDE II, inhibitors of cyclic adenosine-3',5'-monophosphate phosphodiesterase using the 3,3'-bipyrrole strategy

  摘要：

  DOI：

  10.1021/ja00243a026

文献信息

• Small Molecule Histone Methyltransferase SUV39H1 Inhibitor and Uses Thereof
  申请人：Augusta University Research Institute, Inc.

  公开号：US20190084987A1

  公开（公告）日：2019-03-21

  Compositions for the inhibition of SUV39H1 methyltransferase activity and methods of use thereof are provided. The disclosed compositions may be used for treating certain types of cancer, inducing apoptosis in a cancer cell, increasing cell sensitivity to FasL-induced apoptosis, and overcoming cancer cell resistance to apoptosis and/or certain types of cancer immunotherapy.

  提供了用于抑制SUV39H1甲基转移酶活性的组合物及其使用方法。所披露的组合物可用于治疗某些类型的癌症，诱导癌细胞凋亡，增加细胞对FasL诱导的凋亡的敏感性，并克服癌细胞对凋亡和/或某些类型的癌症免疫疗法的抵抗。
• Studies on the synthesis of the antitumour agent CC-1065. Synthesis of PDE I and PDE II, inhibitors of cyclic adenosine-3′,5′-monophosphate phosphodiesterase
  作者：Paul Carter、Steven Fitzjohn、Philip Magnus

  DOI：10.1039/c39860001162

  日期：——

  The 3,3′-bipyrrole approach to the synthesis of highly functionalized indoles has been used to construct the B and C components of CC-1065 in the form of PDE I (2) and PDE II (3) respectively.

  3,3'-联吡咯合成高度功能化的吲哚的方法已用于分别以PDE I（2）和PDE II（3）的形式构建CC-1065的B和C组分。
• Small molecule histone methyltransferase SUV39H1 inhibitor and uses thereof
  申请人：Augusta University Research Institute, Inc.

  公开号：US10577371B2

  公开（公告）日：2020-03-03

  Compositions for the inhibition of SUV39H1 methyltransferase activity and methods of use thereof are provided. The disclosed compositions may be used for treating certain types of cancer, inducing apoptosis in a cancer cell, increasing cell sensitivity to FasL-induced apoptosis, and overcoming cancer cell resistance to apoptosis and/or certain types of cancer immunotherapy.

  本文提供了抑制 SUV39H1 甲基转移酶活性的组合物及其使用方法。所公开的组合物可用于治疗某些类型的癌症、诱导癌细胞凋亡、提高细胞对 FasL 诱导的凋亡的敏感性、克服癌细胞对凋亡和/或某些类型的癌症免疫疗法的抗性。
• [EN] CC-1065 ANALOGS AND THEIR CONJUGATES<br/>[FR] NOUVEAUX ANALOGUES DE CC-1065 ET LEURS CONJUGUÉS
  申请人：SYNTARGA BV

  公开号：WO2010062171A3

  公开（公告）日：2013-03-14
• Novel cc-1065 Analogs and Their Conjugates
  申请人：Beusker Patrick Henry

  公开号：US20110207767A1

  公开（公告）日：2011-08-25

  This invention relates to novel analogs of the DNA-alkylating agent CC-1065 and to their conjugates. Furthermore this invention concerns intermediates for the preparation of said agents and conjugates. The conjugates are designed to release their (multiple) payload after one or more activation steps and/or at a rate and time span controlled by the conjugate in order to selectively deliver and/or controllably release one or more of said DNA alkylating agents. The agents, conjugates, and intermediates can be used to treat an illness that is characterized by undesired (cell) proliferation. As an example, the agents and the conjugates of this invention may be used to treat a tumor.