5-chlorosulfonyl-N-methylindoline-1-carboxamide | 89731-73-7

• 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-chlorosulfonyl-N-methylindoline-1-carboxamide
• 英文别名: 1-(Methylcarbamoyl)-2,3-dihydroindole-5-sulfonyl chloride
• CAS: 89731-73-7
• 化学式: C₁₀H₁₁ClN₂O₃S
• 分子量: 274.728
• InChiKey: OMCIYEYTNXDQLU-UHFFFAOYSA-N

物化性质

• 沸点：
  515.1±50.0 °C(Predicted)
• 密度：
  1.474±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-chlorosulfonyl-N-methylindoline-1-carboxamide 在 吡啶 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 5-{4-[2-((R)-2-Hydroxy-2-pyridin-3-yl-ethylamino)-ethyl]-phenylsulfamoyl}-2,3-dihydro-indole-1-carboxylic acid methylamide
  参考文献：
  名称：

  Potent, selective human β3 adrenergic receptor agonists containing a substituted indoline-5-sulfonamide pharmacophore

  摘要：

  A series of compounds possessing an N-substituted indoline-5-sulfonamide pharmacophore was prepared and evaluated for their human beta(3) adrenergic receptor agonist activity. The SAR of a wide range of urea and heterocyclic substituents is discussed. 4-Octyl thiazole compound 8c was the most potent and selective compound in the series, with 2800-fold selectivity over beta(1) binding and 1400-fold selectivity over beta(2) binding (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00277-2
• 作为产物：
  描述：

  2,3-dihydro-indole-1-carboxylic acid methylamide 在 氯磺酸 作用下， 以 (2S)-N-methyl-1-phenylpropan-2-amine hydrate 为溶剂， 生成 5-chlorosulfonyl-N-methylindoline-1-carboxamide
  参考文献：
  名称：

  Control of unwanted vegetation with N-carbamylindolines

  摘要：

  新的N-氨基吲哚类化合物可用于通过前期和后期施用来对抗不受欢迎的植被，其结构式为##STR1##其中R和R.sup.3为氢或甲基，R.sup.1为氢或N，N-二甲基磺酰胺基，N，N-二乙基磺酰胺基，N-甲氧基-N-甲基磺酰胺基，溴或氯，X为氢或氟，R.sup.2为氢或二甲基磺酰胺基，但至少一个且不超过两个由R.sup.1，R.sup.2和R.sup.3以及X表示的取代基存在。

  公开号：

  US04428881A1

文献信息

• Control of unwanted vegetation with N-carbamylindolines
  申请人：Gulf Oil Corporation

  公开号：US04428881A1

  公开（公告）日：1984-01-31

  New N-carbamylindolines which are useful in combating unwanted vegetation by both pre-emergent and post-emergent application are compounds having the structural formula ##STR1## in which R and R.sup.3 are hydrogen or methyl, R.sup.1 is hydrogen or N,N-dimethylsulfamyl, N,N-diethylsulfamyl, N-methoxy-N-methyl-sulfamyl, bromo or chloro, X is hydrogen or fluoro and R.sup.2 is hydrogen or dimethylsulfamyl, with the provision that at least one and no more than two substituents represented by R.sup.1, R.sup.2, and R.sup.3 and X are present.

  新的N-氨基吲哚类化合物可用于通过前期和后期施用来对抗不受欢迎的植被，其结构式为##STR1##其中R和R.sup.3为氢或甲基，R.sup.1为氢或N，N-二甲基磺酰胺基，N，N-二乙基磺酰胺基，N-甲氧基-N-甲基磺酰胺基，溴或氯，X为氢或氟，R.sup.2为氢或二甲基磺酰胺基，但至少一个且不超过两个由R.sup.1，R.sup.2和R.sup.3以及X表示的取代基存在。
• HEDRICH, L. W.;NEIGHBORS, R. P.
  作者：HEDRICH, L. W.、NEIGHBORS, R. P.

  DOI：——

  日期：——
• US4428881A
  申请人：——

  公开号：US4428881A

  公开（公告）日：1984-01-31
• Potent, selective human β3 adrenergic receptor agonists containing a substituted indoline-5-sulfonamide pharmacophore
  作者：Robert J Mathvink、Anna Maria Barritta、Mari R Candelore、Margaret A Cascieri、Liping Deng、Laurie Tota、Catherine D Strader、Matthew J Wyvratt、Michael H Fisher、Ann E Weber

  DOI：10.1016/s0960-894x(99)00277-2

  日期：1999.7

  A series of compounds possessing an N-substituted indoline-5-sulfonamide pharmacophore was prepared and evaluated for their human beta(3) adrenergic receptor agonist activity. The SAR of a wide range of urea and heterocyclic substituents is discussed. 4-Octyl thiazole compound 8c was the most potent and selective compound in the series, with 2800-fold selectivity over beta(1) binding and 1400-fold selectivity over beta(2) binding (C) 1999 Elsevier Science Ltd. All rights reserved.