N-<4-Fluor-benzolsulfonyl>-aziridin | 51983-29-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-<4-Fluor-benzolsulfonyl>-aziridin
• 英文别名: 1-(4-fluoro-benzenesulfonyl)-aziridine；1-(4-Fluorobenzenesulfonyl)aziridine；1-(4-fluorophenyl)sulfonylaziridine
• CAS: 51983-29-0
• 化学式: C₈H₈FNO₂S
• 分子量: 201.221
• InChiKey: KIJKQTSRAMUFSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  45.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-<4-Fluor-benzolsulfonyl>-aziridin 、 4-甲氧基-3-三氟甲基苯胺 在 silica gel 作用下， 以 水 为溶剂， 反应 21.5h， 以61%的产率得到N-(2-{[4-methoxy-3-(trifluormethyl)phenyl]amino}-ethyl)-4-fluorobenzene sulfonamide
  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：

  N-(2-bromo-ethyl)-4-fluoro-benzenesulfonamide 在 potassium hydroxide 作用下， 以 水 、 甲苯 为溶剂， 反应 1.5h， 生成 N-<4-Fluor-benzolsulfonyl>-aziridin
  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

• [EN] INDOLE DERIVATIVES AS CRTH2 RECEPTOR ANTAGONISTS<br/>[FR] DÉRIVÉS D'INDOLE UTILISABLES EN TANT QU'ANTAGONISTES DU RÉCEPTEUR CRTH2
  申请人：MERCK FROSST CANADA LTD

  公开号：WO2010031182A1

  公开（公告）日：2010-03-25

  The compound (+) 7R-[[(4-fluorophenyl)sulfonyl](methyl)ammo]-6,7,8,9-tetrahydropyrido[1,2-a]mdol-10-yl}acetic acid and pharmaceutically acceptable salts thereof are antagonists of the PGD2 receptor, CRTH2, and as such are useful in the treatment and/or prevention of CRTH2-meidated diseases such as asthma.

  (+)7R-[[(4-氟苯基)磺酰](甲基)氨基]-6,7,8,9-四氢吡啶并[1,2-a]吲哚-10-基}乙酸及其药用盐是PGD2受体CRTH2的拮抗剂，因此在治疗和/或预防CRTH2介导的疾病如哮喘中是有用的。
• [EN] AGONISTS OF ROR GAMMAt<br/>[FR] AGONISTS DE ROR-GAMMAT
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2020231713A1

  公开（公告）日：2020-11-19

  The present invention is directed to compounds of the formula [INSERT CHEMICAL STRUCTURE HERE}] wherein all substituents are defined herein, as well as pharmaceutically acceptable compositions comprising compounds of the invention and methods of using said compositions in the treatment of various disorders.

  本发明涉及公式为[插入化学结构在这里]的化合物，其中所有取代基在此定义，以及包括该发明化合物的药用可接受组合物以及使用该组合物治疗各种疾病的方法。
• Directing Group Guided Site-Selective Diversification of Indoles by Aziridine: Synthesis of β-Indolylethylamines
  作者：Ashfaq Ahmad、Himangsu Sekhar Dutta、Mohit Kumar、Raziullah、Manoj Kumar Gangwar、Dipankar Koley

  DOI：10.1021/acs.orglett.2c00120

  日期：2022.4.22

  A palladium catalyzed directing group assisted cross-coupling of aliphatic aziridines with indole, indoline, tetrahydroquinoline, and aniline has been developed to furnish the corresponding β-arylethylamine derivatives. The substrate scope was very general, and the protocol was also tolerated in the presence of various external additives. Control experiments suggested that the C–H cleavage step is

  已经开发了一种钯催化的定向基团辅助脂肪族氮丙啶与吲哚、二氢吲哚、四氢喹啉和苯胺的交叉偶联，以提供相应的 β-芳基乙胺衍生物。底物范围非常笼统，在各种外部添加剂存在的情况下，该方案也可以接受。对照实验表明 C-H 裂解步骤是速率决定步骤。
• ROSENTRETER, ULRICH;BOSHAGEN, HORST;LIEB, FOLKER;OEDIGER, HERMANN;FIEDLER+
  作者：ROSENTRETER, ULRICH、BOSHAGEN, HORST、LIEB, FOLKER、OEDIGER, HERMANN、FIEDLER+

  DOI：——

  日期：——
• AZAINDOLE DERIVATIVES AS CRTH2 RECEPTOR ANTAGONISTS
  申请人：Merck Frosst Canada Ltd.

  公开号：EP2344497A1

  公开（公告）日：2011-07-20