5-methylthio-6-trifluoromethyl-1-[3-(2-dimethylaminoethyl)carbamoyl phenyl carbamoyl]indoline | 181512-12-9

• 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: 5-methylthio-6-trifluoromethyl-1-[3-(2-dimethylaminoethyl)carbamoyl phenyl carbamoyl]indoline
• 英文别名: 5-Methylthio-6-trifluoromethyl-1-[3-[(2-dimethylaminoethyl)carbamoyl]phenyl carbamoyl]indoline；N-[3-[2-(dimethylamino)ethylcarbamoyl]phenyl]-5-methylsulfanyl-6-(trifluoromethyl)-2,3-dihydroindole-1-carboxamide
• CAS: 181512-12-9
• 化学式: C₂₂H₂₅F₃N₄O₂S
• 分子量: 466.527
• InChiKey: MOPGQTFLGJFTPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  90
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-methylthio-6-trifluoromethyl-1-[3-(2-dimethylaminoethyl)carbamoyl phenyl carbamoyl]indoline 在 [Ir(1,5-COD)(P(C6H5)3)2]BF4 超重氢 作用下， 以 二氯甲烷 为溶剂， 生成 N-[3-[2-(dimethylamino)ethylcarbamoyl]-2,4,6-tritritiophenyl]-5-methylsulfanyl-6-(trifluoromethyl)-2,3-dihydroindole-1-carboxamide
  参考文献：
  名称：

  Direct tritium labeling of multifunctional compounds using organoiridium catalysis. 2.

  摘要：

  A variety of complex compounds have been labeled with tritium gas by catalytic exchange in the presence of catalyst precursors [(cod)Ir(dppe)]BF4 or [(cod)Ir(py)(PCy3)]BF4. In most cases, predictable regioselectivity and high specific activities are achieved. These results are compared in some cases to the results of labeling related compounds with [(cod)Ir(PPh3)(2)]BF4. Prereduction of the catalyst precursors in situ with hydrogen allows the use of smaller quantities of tritium gas and reduces the amount of radioactive waste. Two or more compounds can be labeled simultaneously as mixtures then separated in the HPLC purification step to increase compound throughput.

  DOI：

  10.1002/(sici)1099-1344(199908)42:8<797::aid-jlcr240>3.0.co;2-o
• 作为产物：
  描述：

  草酰氯 、 5-methylthio-6-trifluoromethyl-1-(3-carboxy phenyl carbamoyl)indoline 、 N,N-二甲基乙二胺 在 三乙胺 作用下， 以 四氢呋喃 、 N-甲基乙酰胺 、 二氯甲烷 为溶剂， 以45%的产率得到5-methylthio-6-trifluoromethyl-1-[3-(2-dimethylaminoethyl)carbamoyl phenyl carbamoyl]indoline
  参考文献：
  名称：

  Heterocyclic compounds possessing 5HT.sub.2C receptor antagonist activity

  摘要：

  该发明涉及具有药理活性的杂环化合物家族，特别是具有5HT.sub.2C受体拮抗活性的化合物，其制备过程，含有这些化合物的组合物以及它们在治疗中枢神经系统疾病中的应用。

  公开号：

  US05972937A1

文献信息

• HETEROCYCLIC COMPOUNDS POSSESSING 5HT 2C? RECEPTOR ANTAGONIST ACTIVITY
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP0807104A2

  公开（公告）日：1997-11-19
• US5972937A
  申请人：——

  公开号：US5972937A

  公开（公告）日：1999-10-26
• [EN] HETEROCYCLIC COMPOUNDS POSSESSING 5HT2C RECEPTOR ANTAGONIST ACTIVITY<br/>[FR] COMPOSES HETEROCYCLIQUES POSSEDANT UNE ACTIVITE ANTAGONISTE VIS-A-VIS DU RECEPTEUR DE 5HT2C
  申请人：——

  公开号：WO1996023769A2

  公开（公告）日：1996-08-08

  [EN] The invention relates to heterocyclic families of compounds having pharmacological activity, in particular possessing 5HT2C receptor antagonist activity processes for their preparation, to compositions containing them and to their use in the treatment of CNS disorders.
  [FR] L'invention concerne des familles hétérocycliques de composés présentant une activité pharmacologique, notamment possédant une activité antagoniste vis-à-vis du récepteur de 5HT2C, leurs procédés de préparation, des compositions les contenant ainsi que leur utilisation dans le traitement de troubles du système nerveux central.
• Heterocyclic compounds possessing 5HT.sub.2C receptor antagonist activity
  申请人：SmithKline Beecham p.l.c.

  公开号：US05972937A1

  公开（公告）日：1999-10-26

  The invention relates to heterocyclic families of compounds having pharmacological activity, in particular possessing 5HT.sub.2C receptor antagonist activity processes for their preparation, to compositions containing them and to their use in the treatment of CNS disorders.

  该发明涉及具有药理活性的杂环化合物家族，特别是具有5HT.sub.2C受体拮抗活性的化合物，其制备过程，含有这些化合物的组合物以及它们在治疗中枢神经系统疾病中的应用。
• Direct tritium labeling of multifunctional compounds using organoiridium catalysis. 2.
  作者：A. Y. L. Shu、D. Saunders、S. H. Levinson、S. W. Landvatter、A. Mahoney、S. G. Senderoff、J. F. Mack、J. R. Heys

  DOI：10.1002/(sici)1099-1344(199908)42:8<797::aid-jlcr240>3.0.co;2-o

  日期：1999.8

  A variety of complex compounds have been labeled with tritium gas by catalytic exchange in the presence of catalyst precursors [(cod)Ir(dppe)]BF4 or [(cod)Ir(py)(PCy3)]BF4. In most cases, predictable regioselectivity and high specific activities are achieved. These results are compared in some cases to the results of labeling related compounds with [(cod)Ir(PPh3)(2)]BF4. Prereduction of the catalyst precursors in situ with hydrogen allows the use of smaller quantities of tritium gas and reduces the amount of radioactive waste. Two or more compounds can be labeled simultaneously as mixtures then separated in the HPLC purification step to increase compound throughput.