2-[2,3-Dihydro-3-(methylamino)-1H-inden-5-yl]-7-methoxy-6-(5-oxazolyl)-4(1H)-quinolinone | 371251-12-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-[2,3-Dihydro-3-(methylamino)-1H-inden-5-yl]-7-methoxy-6-(5-oxazolyl)-4(1H)-quinolinone
• 英文别名: 7-Methoxy-2-(3-methylamino-indan-5-yl)-6-oxazol-5-yl-1H-quinolin-4-one；7-methoxy-2-[3-(methylamino)-2,3-dihydro-1H-inden-5-yl]-6-(1,3-oxazol-5-yl)-1H-quinolin-4-one
• CAS: 371251-12-6
• 化学式: C₂₃H₂₁N₃O₃
• 分子量: 387.438
• InChiKey: RDIPHNSKCWONAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  76.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[2,3-Dihydro-3-(methylamino)-1H-inden-5-yl]-7-methoxy-6-(5-oxazolyl)-4(1H)-quinolinone 在 potassium carbonate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 N-[6-[1,4-Dihydro-7-methoxy-6-(5-oxazolyl)-4-oxo-2-quinolinyl]-2,3-dihydro-1H-inden-1-yl]-N-methyl-4-morpholineacetamide
  参考文献：
  名称：

  Quinolone-Based IMPDH inhibitors: introduction of basic residues on ring D and SAR of the corresponding mono, di and benzofused analogues

  摘要：

  The synthesis and the structure-activity relationships (SAR) of analogues derived from the introduction of basic residues on ring D of quinolone based inhibitors of IMPDH are described. This led to the identification of compound 27 as a potent inhibitor of IMPDH with significantly improved aqueous solubility over the lead compound 1. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00945-9
• 作为产物：
  描述：

  2-(2,3-Dihydro-3-hydroxy-1H-inden-5-yl)-7-methoxy-6-(5-oxazolyl)-4(1H)-quinolinone 在 三氟乙酸 作用下， 以 盐酸 为溶剂， 生成 2-[2,3-Dihydro-3-(methylamino)-1H-inden-5-yl]-7-methoxy-6-(5-oxazolyl)-4(1H)-quinolinone
  参考文献：
  名称：

  Heterocycles that are inhibitors of IMPDH enzyme

  摘要：

  公式1中的化合物，其中X1是C(O)、—S(O)—或—S(O)2—；X2是CR3或N；X3是—NH—、—O—或—S—；X4是CR4或N；X5是CR5或N；X6是CR6或N，可用作IMPDH酶的抑制剂。因此，这些化合物可作为治疗IMPDH相关疾病的治疗剂。

  公开号：

  US20020040022A1

文献信息

• US6919335B2
  申请人：——

  公开号：US6919335B2

  公开（公告）日：2005-07-19
• Heterocycles that are inhibitors of IMPDH enzyme
  申请人：——

  公开号：US20020040022A1

  公开（公告）日：2002-04-04

  Compounds of the formula 1 wherein X 1 is C(O), —S(O)—, or —S(O) 2 —; X 2 is CR 3 or N; X 3 is —NH—, —O—, or —S—; X 4 is CR 4 or N; X 5 is CR 5 or N; and X 6 is CR 6 or N are useful as inhibitors of IMPDH enzyme. Thus, these compounds can be used as therapeutic agents for IMPDH-associated disorders.

  公式1中的化合物，其中X1是C(O)、—S(O)—或—S(O)2—；X2是CR3或N；X3是—NH—、—O—或—S—；X4是CR4或N；X5是CR5或N；X6是CR6或N，可用作IMPDH酶的抑制剂。因此，这些化合物可作为治疗IMPDH相关疾病的治疗剂。
• Quinolone-Based IMPDH inhibitors: introduction of basic residues on ring D and SAR of the corresponding mono, di and benzofused analogues
  作者：T.G.Murali Dhar、Scott H. Watterson、Ping Chen、Zhongqi Shen、Henry H. Gu、Derek Norris、Marianne Carlsen、Kristin D. Haslow、William J. Pitts、Junqing Guo、John Chorba、Catherine A. Fleener、Katherine A. Rouleau、Robert Townsend、Diane Hollenbaugh、Edwin J. Iwanowicz

  DOI：10.1016/s0960-894x(02)00945-9

  日期：2003.2

  The synthesis and the structure-activity relationships (SAR) of analogues derived from the introduction of basic residues on ring D of quinolone based inhibitors of IMPDH are described. This led to the identification of compound 27 as a potent inhibitor of IMPDH with significantly improved aqueous solubility over the lead compound 1. (C) 2002 Elsevier Science Ltd. All rights reserved.