2-(indolin-5-ylmethyl)isoindoline-1,3-dione | 58042-73-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-(indolin-5-ylmethyl)isoindoline-1,3-dione
• 英文别名: 5-Phthalimidomethyl-indolin；N-(2,3-dihydro-indol-5-ylmethyl)-phthalimide；2-(2,3-Dihydro-1H-indol-5-ylmethyl)-1H-isoindole-1,3(2H)-dione；2-(2,3-dihydro-1H-indol-5-ylmethyl)isoindole-1,3-dione
• CAS: 58042-73-2
• 化学式: C₁₇H₁₄N₂O₂
• mdl: MFCD15732164
• 分子量: 278.31
• InChiKey: HEODRFPJKXVHJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(indolin-5-ylmethyl)isoindoline-1,3-dione 在 吡啶 、 4-二甲氨基吡啶 、 一水合肼 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 21.0h， 生成 4-methoxy-N-[(1-propionyl-2,3-dihydro-1H-indol-5-yl)-methyl]benzenesulfonamide
  参考文献：
  名称：

  Identifying new lead structures to enhance tolerance towards drought stress via high-throughput screening giving crops a quantum of solace

  摘要：

  Novel synthetic lead structures interacting with RCAR/(PYR/PYL) receptor proteins were identified based on the results of a high-throughput screening campaign of a large compound library followed by focused SAR studies of the three most promising hit clusters. Whilst indolinylmethyl sulfonamides 8y,z and phenylsulfonyl ethylenediamines 9y,z showed strong affinities for RCAR/ (PYR/PYL) receptor proteins in wheat, thiotriazolyl acetamides 7f,s exhibited promising efficacy against drought stress in vivo (wheat, corn and canola) combined with confirmed target interaction in wheat and arabidopsis thaliana. Remarkably, binding affinities of several representatives of 8 and 9 were on the same level or even better than the essential plant hormone abscisic acid (ABA).

  DOI：

  10.1016/j.bmc.2019.115142
• 作为产物：
  描述：

  1-甲酸基吲哚啉 在 盐酸 、 硫酸 作用下， 以 甲醇 、 水 、 异丙醇 为溶剂， 反应 22.0h， 生成 2-(indolin-5-ylmethyl)isoindoline-1,3-dione
  参考文献：
  名称：

  Identifying new lead structures to enhance tolerance towards drought stress via high-throughput screening giving crops a quantum of solace

  摘要：

  Novel synthetic lead structures interacting with RCAR/(PYR/PYL) receptor proteins were identified based on the results of a high-throughput screening campaign of a large compound library followed by focused SAR studies of the three most promising hit clusters. Whilst indolinylmethyl sulfonamides 8y,z and phenylsulfonyl ethylenediamines 9y,z showed strong affinities for RCAR/ (PYR/PYL) receptor proteins in wheat, thiotriazolyl acetamides 7f,s exhibited promising efficacy against drought stress in vivo (wheat, corn and canola) combined with confirmed target interaction in wheat and arabidopsis thaliana. Remarkably, binding affinities of several representatives of 8 and 9 were on the same level or even better than the essential plant hormone abscisic acid (ABA).

  DOI：

  10.1016/j.bmc.2019.115142

文献信息

• KOST A. N.; YUDIN L. G.; ABDULLAEV M., XIMIYA GETEROTSIKL. SOEDIN. <KGSS-AQ>, 1975, HO 10, 1339-1342
  作者：KOST A. N.、 YUDIN L. G.、 ABDULLAEV M.

  DOI：——

  日期：——
• [DE] VERWENDUNG SUBSTITUIERTER INDOLINYLMETHYLSULFONAMIDE ODER DEREN SALZE ZUR STEIGERUNG DER STRESSTOLERANZ IN PFLANZEN<br/>[EN] USE OF SUBSTITUTED INDOLINYLMETHYL SULFONAMIDES, OR THE SALTS THEREOF FOR INCREASING THE STRESS TOLERANCE OF PLANTS<br/>[FR] UTILISATION D'INDOLINYLMÉTHYLSULFONAMIDES SUBSTITUÉS OU DE LEURS SELS POUR ACCROÎTRE LA TOLÉRANCE AU STRESS CHEZ LES PLANTES
  申请人：BAYER CROPSCIENCE AG

  公开号：WO2018108627A1

  公开（公告）日：2018-06-21

  Die Erfindung betrifft die Verwendung substituierter Indolinylmethylsulfonamide oder deren Salze gemäß nachstehend genannter allgemeiner Formel (I) wobei die Reste in der allgemeinen Formel (I) den in der Beschreibung gegebenen Definitionen entsprechen, zur Steigerung der Toleranz in Pflanzen gegenüber abiotischem Stress und/oder zur Erhöhung des Pflanzenertrags.
• Identifying new lead structures to enhance tolerance towards drought stress via high-throughput screening giving crops a quantum of solace
  作者：Jens Frackenpohl、Linn Schneider、Luka J.B. Decker、Jan Dittgen、Franz Fenkl、Christian Fischer、Jana Franke、Joerg Freigang、Rahel Getachew、Susana M. Gonzalez Fernandez-Nino、Hendrik Helmke、Martin J. Hills、Sabine Hohmann、Jochen Kleemann、Karoline Kurowski、Gudrun Lange、Peter Luemmen、Nicole Meyering、Fabien Poree、Dirk Schmutzler、Sebastian Wrede

  DOI：10.1016/j.bmc.2019.115142

  日期：2019.12

  Novel synthetic lead structures interacting with RCAR/(PYR/PYL) receptor proteins were identified based on the results of a high-throughput screening campaign of a large compound library followed by focused SAR studies of the three most promising hit clusters. Whilst indolinylmethyl sulfonamides 8y,z and phenylsulfonyl ethylenediamines 9y,z showed strong affinities for RCAR/ (PYR/PYL) receptor proteins in wheat, thiotriazolyl acetamides 7f,s exhibited promising efficacy against drought stress in vivo (wheat, corn and canola) combined with confirmed target interaction in wheat and arabidopsis thaliana. Remarkably, binding affinities of several representatives of 8 and 9 were on the same level or even better than the essential plant hormone abscisic acid (ABA).