N-(8-chloro-2,3-dihydrochromen-4-ylidene)hydroxylamine | 22406-43-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: N-(8-chloro-2,3-dihydrochromen-4-ylidene)hydroxylamine
• CAS: 22406-43-5
• 化学式: C₉H₈ClNO₂
• 分子量: 197.621
• InChiKey: FNEVNPSAIGUKCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  41.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(8-chloro-2,3-dihydrochromen-4-ylidene)hydroxylamine 在 氢气 作用下， 以 乙醇 为溶剂， 生成 8-氯-苯并二氢吡喃-4-胺
  参考文献：
  名称：

  2-Benzimidazolyl-9-(chroman-4-yl)-purinone derivatives as JAK3 inhibitors

  摘要：

  A novel class of Janus tyrosine kinase 3 (JAK3) inhibitors based on a 2-benzimidazoylpurinone core structure is described. Through substitution of the benzimidazoyl moiety and optimization of the N-9 substituent of the purinone, compound 24 was identified incorporating a chroman-based functional group. Compound 24 shows excellent kinase activity, good oral bioavailability and demonstrates efficacy in an acute mechanistic mouse model through inhibition of interleukin-2 (IL-2) induced interferon-gamma (INF-gamma) production. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.080
• 作为产物：
  描述：

  8-氯-4-二氢色原酮 在 盐酸羟胺 、 sodium acetate 作用下， 以 乙醇 为溶剂， 生成 N-(8-chloro-2,3-dihydrochromen-4-ylidene)hydroxylamine
  参考文献：
  名称：

  2-Benzimidazolyl-9-(chroman-4-yl)-purinone derivatives as JAK3 inhibitors

  摘要：

  A novel class of Janus tyrosine kinase 3 (JAK3) inhibitors based on a 2-benzimidazoylpurinone core structure is described. Through substitution of the benzimidazoyl moiety and optimization of the N-9 substituent of the purinone, compound 24 was identified incorporating a chroman-based functional group. Compound 24 shows excellent kinase activity, good oral bioavailability and demonstrates efficacy in an acute mechanistic mouse model through inhibition of interleukin-2 (IL-2) induced interferon-gamma (INF-gamma) production. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.080

文献信息

• 2-Benzimidazolyl-9-(chroman-4-yl)-purinone derivatives as JAK3 inhibitors
  作者：Andrew G. Cole、Adolph C. Bohnstedt、Vidyadhar Paradkar、Celia Kingsbury、Jorge G. Quintero、Haengsoon Park、Yingchun Lu、Ming You、Irina Neagu、David J. Diller、Jeffrey J. Letourneau、Yuefei Shao、Ray A. James、Christopher M. Riviello、Koc-Kan Ho、Tsung H. Lin、Bojing Wang、Kenneth C. Appell、Matthew Sills、Elizabeth Quadros、Earl F. Kimble、Michael H.J. Ohlmeyer、Maria L. Webb

  DOI：10.1016/j.bmcl.2009.09.080

  日期：2009.12

  A novel class of Janus tyrosine kinase 3 (JAK3) inhibitors based on a 2-benzimidazoylpurinone core structure is described. Through substitution of the benzimidazoyl moiety and optimization of the N-9 substituent of the purinone, compound 24 was identified incorporating a chroman-based functional group. Compound 24 shows excellent kinase activity, good oral bioavailability and demonstrates efficacy in an acute mechanistic mouse model through inhibition of interleukin-2 (IL-2) induced interferon-gamma (INF-gamma) production. (C) 2009 Elsevier Ltd. All rights reserved.