7-ethyl-10-hydroxy-mappicine ketone | 142727-51-3

• 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: 7-ethyl-10-hydroxy-mappicine ketone
• 英文别名: 9-methoxymappicine ketone；nothapodytine A；1-methoxy-8-methyl-7-(1-oxopropyl)indolizino[1,2-b]quinolin-9(11H)-one；1-methoxy-8-methyl-7-propanoyl-11H-indolizino[1,2-b]quinolin-9-one
• CAS: 142727-51-3
• 化学式: C₂₀H₁₈N₂O₃
• 分子量: 334.375
• InChiKey: IOVHAASKRVUBQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  59.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-ethyl-10-hydroxy-mappicine ketone 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以90%的产率得到9-methoxymappicine
  参考文献：
  名称：

  Enantioselective synthesis of (S)- and (R)-mappicines and their analogues

  摘要：

  The naturally occurring alkaloids, camptothecin and mappicine ketone were converted to racemic mappicine acetate which was enantioselectively hydrolyzed to (S)- and (R)-mappicines in high optical purity using baker's yeast and a lipase, Amano PS. Treatment of the racemic acetate with baker's yeast afforded (S)-mappicine while with Amano PS yielded (R)-mappicine. 9-Methoxycamptothecin and 9-methoxymappicine ketone underwent similar conversion to (S)- and (R)-9-methxymappicines. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00397-x
• 作为产物：
  描述：

  9-甲氧基喜树碱 以 various solvent(s) 为溶剂， 反应 9.5h， 以79%的产率得到7-ethyl-10-hydroxy-mappicine ketone
  参考文献：
  名称：

  从喜树碱制备马比汀酮的方法：喜树碱E环的化学反应

  摘要：

  将喜树碱及其类似物在150–200°C下加热，通过从α-羟基内酯中损失掉二氧化碳来产生马比汀酮衍生物。

  DOI：

  10.1016/s0040-4039(00)78177-9

文献信息

• Process for the direct preparation of 5-alkoxy and 5-acyloxy analogues of campthothecins or mappicene ketones
  申请人：Council of Scientific and Industrial Research

  公开号：US20040127711A1

  公开（公告）日：2004-07-01

  A convenient and efficient process for direct preparation of 5-alkoxy and 5-acyloxy analogues of camptothecins (anticancer compounds) and mappicine ketones (antiviral compounds) has been invented by treatment of the parent compounds with alcohols and acids respectively in the presence of ceric ammonium nitrate (CAN) at room temperature. The process is simple, economic and completed within a short period of time.

  一种便捷高效的方法，用于直接制备喜树碱（抗癌化合物）和马皮辛酮（抗病毒化合物）的5-烷氧基和5-酰氧基类似物，是通过在室温下分别用醇和酸处理母体化合物，并在过氧铵硝酸铈（CAN）存在下完成的。该过程简单、经济且在短时间内完成。
• [EN] PROCESS FOR THE DIRECT PREPARATION OF 5-ALKOXY AND 5-ACYLOXY ANALOGUES OF CAMPTHOTHECINS OR MAPPICENE KETONES<br/>[FR] PROCEDE DE PREPARATION DIRECTE D'ANALOGUES DE 5-ALCOXY ET DE 5-ACYLOXY DE CAMPTOTHECINES OU DE MAPPICINES CETONES
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2004055020A1

  公开（公告）日：2004-07-01

  A convenient and efficient process for direct preparation of 5-alkoxy and 5-acyloxy analogues of camptothecins (anticancer compounds) and mappicine ketones (antiviral compounds) has been invented by treatment of the parent compounds with alcohols and acids respectively in the presence of ceric ammonium nitrate (CAN) at room temperature. The process is simple, economic and completed within a short period of time.

  一种便捷高效的方法用于直接制备喜树碱（抗癌化合物）和马皮辛酮（抗病毒化合物）的5-烷氧基和5-酰氧基类似物，该方法是将母体化合物分别与醇和酸在室温下在过氧铵硝酸铈（CAN）存在下处理。该过程简单、经济且在短时间内完成。
• Conversion of Camptothecins to Mappicine Ketones Using Silica Gel Supported Sodium Hydrogen Sulfate Catalyst
  作者：Biswanath Das、P. Madhusudhan

  DOI：10.1080/00397910008086972

  日期：2000.9

  Abstract Silica gel supported sodium hydrogen sulfate (NaHSO4.SiO2) catalyst has been utilized for the conversion of camptothecin and 9-methoxycamptothecin to mappicine ketone, an antiviral lead compound and its analogue, 9-methoxymappicine ketone respectively.

  摘要 硅胶负载的硫酸氢钠 (NaHSO4.SiO2) 催化剂已被用于将喜树碱和 9-甲氧基喜树碱分别转化为抗病毒先导化合物马比辛酮及其类似物 9-甲氧基马比辛酮。
• Substituted indolizino\x9b1,2-b!quinolinones
  申请人：SmithKline Beecham Corporation

  公开号：US05883255A1

  公开（公告）日：1999-03-16

  The present invention provides a method of treating viral infections by using antiviral substituted indolizino\x9b1,2-b!quinolinone compounds, antiviral substituted indolizino\x9b1,2-b!quinolinone compounds, and pharmaceutical compositions thereof.

  本发明提供了一种使用抗病毒取代吲哚并咔啉酮化合物，抗病毒取代吲哚并咔啉酮化合物和其药物组合物治疗病毒感染的方法。
• Das; Madhusudhan, Journal of Chemical Research - Part S, 2000, # 10, p. 476 - 477
  作者：Das、Madhusudhan

  DOI：——

  日期：——