N-(pyrrolidin-3-yl)methanesulfonamide hydrochloride | 329794-44-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: N-(pyrrolidin-3-yl)methanesulfonamide hydrochloride
• 英文别名: N-pyrrolidin-3-ylmethanesulfonamide;hydrochloride
• CAS: 329794-44-7
• 化学式: C₅H₁₂N₂O₂S*ClH
• mdl: MFCD19381997
• 分子量: 200.689
• InChiKey: XGRUMZMLFKHAFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.98
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  66.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-氯-4-(4-吗啉)-噻吩并[3,2-d]嘧啶-6-羧醛 、 N-(pyrrolidin-3-yl)methanesulfonamide hydrochloride 在 sodium acetate 、 溶剂黄146 、 原甲酸三甲酯 、 2-甲基吡啶-N-甲硼烷 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以54%的产率得到N-(1-((2-chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-methyl)pyrrolidin-3-yl)methanesulfonamide
  参考文献：
  名称：

  Free–Wilson Analysis of Comprehensive Data on Phosphoinositide-3-kinase (PI3K) Inhibitors Reveals Importance of N-Methylation for PI3Kδ Activity

  摘要：

  Phosphoinositide-3-kinase delta (PI3K delta) is a critical regulator of cell growth and transformation and has been explored as a therapeutic target for a range of diseases. Through the exploration of the thienopyrimidine scaffold, we have identified a ligand-efficient methylation that leads to remarkable selectivity for PI3K delta over the closely related isoforms. Interrogation through the Free-Wilson analysis highlights the innate selectivity the thienopyrimidine scaffold has for PI3K delta and provides a predictive model for the activity against the PI3K isoforms.

  DOI：

  10.1021/acs.jmedchem.9b01499

文献信息

• [EN] PYRROLOPYRAZINE DERIVATIVES AS SYK AND JAK INHIBITORS<br/>[FR] DÉRIVÉS DE PYRROLOPYRAZINE COMME INHIBITEURS DE SYK ET JAK
  申请人：HOFFMANN LA ROCHE

  公开号：WO2011144584A1

  公开（公告）日：2011-11-24

  The present invention relates to the use of novel pyrrolopyrazine derivatives of Formula (I), wherein the variables Q and R1 and R2 are defined as described herein, which inhibit JAK and SYK and are useful for the treatment of auto-immune and inflammatory diseases.

  本发明涉及使用新型吡咯吡嗪衍生物的方法，其化学式如下（I），其中变量Q和R1和R2的定义如本文所述，该方法抑制JAK和SYK，适用于治疗自身免疫性和炎症性疾病。
• PYRROLOPYRAZINE DERIVATIVES AS SYK AND JAK INHIBITORS
  申请人：F.Hoffmann-La Roche AG

  公开号：EP2571881A1

  公开（公告）日：2013-03-27
• PYRAZOLOPYRIMIDINES HAVING ACTIVITY AGAINST THE RESPIRATORY SYNCYTIAL VIRUS (RSV)
  申请人：Janssen Sciences Ireland Unlimited Company

  公开号：EP3717486A1

  公开（公告）日：2020-10-07