3,9-bis-(isopropoxymethyl)-12,13-(2-hydroxymethyl-propan-1,3-yl)-6,7,12,13-tetrahydro-5-oxo-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole

• 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: 3,9-bis-(isopropoxymethyl)-12,13-(2-hydroxymethyl-propan-1,3-yl)-6,7,12,13-tetrahydro-5-oxo-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole
• 英文别名: 16-(Hydroxymethyl)-10,22-bis[(propan-2-yloxy)methyl]-4,14,18-triazaheptacyclo[12.10.2.0^{2,6}.0^{7,26}.0^{8,13}.0^{18,25}.0^{19,24}]hexacosa-1(25),2(6),7(26),8,10,12,19(24),20,22-nonaen-3-one；16-(hydroxymethyl)-10,22-bis(propan-2-yloxymethyl)-4,14,18-triazaheptacyclo[12.10.2.02,6.07,26.08,13.018,25.019,24]hexacosa-1,6,8(13),9,11,19(24),20,22,25-nonaen-3-one
• 化学式: C₃₂H₃₅N₃O₄
• 分子量: 525.648
• InChiKey: RUKLNRDHXJTBOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  39
• 可旋转键数：
  7
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  77.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6,7,12,13-四氢-5H-吲哚并[2,3-a]吡咯并[3,4-c]咔唑-5-酮 在 甲醇 、 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 9-borabicyclo[3.3.1]nonane dimer 、 camphor-10-sulfonic acid 、 四氯化钛 、 caesium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 123.0h， 生成 3,9-bis-(isopropoxymethyl)-12,13-(2-hydroxymethyl-propan-1,3-yl)-6,7,12,13-tetrahydro-5-oxo-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole
  参考文献：
  名称：

  Simplified staurosporine analogs as potent JAK3 inhibitors

  摘要：

  Simplification of bottom ring and regioselective functionalization of the indolocarbazole unit of staurosporine (2) are described. The modification led to a new series of simplified staurosporine analogs, which exhibited significant inhibitory activity against Janus kinase 3 (JAK3). The structure-activity relationships (SAR) are discussed and a proposed binding model is also highlighted. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.10.062

文献信息

• Substituted indolo[2,3-a]pyrrolo[3,4-c]carbazole compounds useful in treating kinase disorders
  申请人：Wilson J. Lawrence

  公开号：US20070249590A1

  公开（公告）日：2007-10-25

  The present invention is directed to substituted indolo[2,3-a]pyrrolo[3,4-c]carbazole compounds of formula (I): and forms thereof and their synthesis and use as protein kinase inhibitors and interactions thereof.

  本发明涉及式(I)的取代吲哚[2,3-a]吡咯[3,4-c]咔唑化合物及其形式，以及它们的合成和用作蛋白激酶抑制剂及其相互作用的用途。
• Simplified staurosporine analogs as potent JAK3 inhibitors
  作者：Shyh-Ming Yang、Ravi Malaviya、Lawrence J. Wilson、Rochelle Argentieri、Xin Chen、Cangming Yang、Bingbing Wang、Druie Cavender、William V. Murray

  DOI：10.1016/j.bmcl.2006.10.062

  日期：2007.1

  Simplification of bottom ring and regioselective functionalization of the indolocarbazole unit of staurosporine (2) are described. The modification led to a new series of simplified staurosporine analogs, which exhibited significant inhibitory activity against Janus kinase 3 (JAK3). The structure-activity relationships (SAR) are discussed and a proposed binding model is also highlighted. (c) 2006 Elsevier Ltd. All rights reserved.