2-(2-Amino-3-cyano-6-methoxy-4H-chromen-4-yl)-malononitrile

• 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: 2-(2-Amino-3-cyano-6-methoxy-4H-chromen-4-yl)-malononitrile
• 英文别名: 2-(2-amino-3-cyano-6-methoxy-4H-chromen-4-yl)propanedinitrile
• 化学式: C₁₄H₁₀N₄O₂
• 分子量: 266.259
• InChiKey: CNZFIHVBHFKXSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  丙二腈 、 2-(2-Amino-3-cyano-6-methoxy-4H-chromen-4-yl)-malononitrile 在 哌啶 作用下， 以 乙醇 为溶剂， 生成 2-(2,4-Diamino-3-cyano-6-methoxy-10H-9-oxa-1-aza-anthracen-10-yl)-malononitrile
  参考文献：
  名称：

  Aminocyanopyridine inhibitors of mitogen activated protein kinase-activated protein kinase 2 (MK-2)

  摘要：

  A class of inhibitors of mitogen-activated protein kinase-activated protein kinase 2 (MK-2) was discovered. These compounds have demonstrated activity against the enzyme with IC50 values as low as 130 nM and suppress the expression of TNFα in U937 cells. These represent the first small molecule inhibitors of MK-2 to be reported. © 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.067
• 作为产物：
  描述：

  2-羟基-5-甲氧基苯甲醛 、 丙二腈 在 poly(N,N'-dibromo-N-ethyl-benzene-1,3-disulfonamide) 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 以99%的产率得到2-(2-Amino-3-cyano-6-methoxy-4H-chromen-4-yl)-malononitrile
  参考文献：
  名称：

  One-pot synthesis of 4H-Chromene and Dihydropyrano[3,2-c]chromene derivatives in hydroalcoholic media

  摘要：

  以聚(N,N'-二溴-N-乙基-苯-1,3-二磺酰胺)[PBBS]和 N,N,N',N'-四溴苯-1,3-二磺酰胺[TBBDA]为催化剂，通过简单、温和、高效的程序获得 4H-色烯和二氢吡喃并[3,2-c]色烯，收率从良好到极佳

  DOI：

  10.1590/s0103-50532011000500013

文献信息

• One-pot synthesis of 4H-Chromene and Dihydropyrano[3,2-c]chromene derivatives in hydroalcoholic media
  作者：Ramin Ghorbani-Vaghei、Zahra Toghraei-Semiromi、Rahman Karimi-Nami

  DOI：10.1590/s0103-50532011000500013

  日期：——

  4H-Chromenes and dihydropyrano[3,2-c]chromenes are obtained in good to excellent yields by a simple, mild and efficient procedure using poly(N,N'-dibromo-N-ethyl-benzene-1,3-disulfonamide) [PBBS] and N,N,N',N'-tetrabromobenzene-1,3-disulfonamide [TBBDA ] as catalysts

  以聚(N,N'-二溴-N-乙基-苯-1,3-二磺酰胺)[PBBS]和 N,N,N',N'-四溴苯-1,3-二磺酰胺[TBBDA]为催化剂，通过简单、温和、高效的程序获得 4H-色烯和二氢吡喃并[3,2-c]色烯，收率从良好到极佳
• Chemical entities that kill senescent cells for use in treating age-related disease
  申请人：Unity Biotechnology, Inc.

  公开号：US10195213B2

  公开（公告）日：2019-02-05

  Disclosed herein are compounds that are effective for treatment of various disease states associated with senescence. The disclosed compounds can be used to eliminate senescent cells for disease treatment. The dosing of the compounds includes both single administration and regimens of cycling dosages.

  本文公开的化合物可有效治疗与衰老有关的各种疾病状态。所公开的化合物可用于消除衰老细胞以治疗疾病。化合物的给药方式包括单次给药和循环给药。
• COMPOUNDS AND THERAPEUTIC USES
  申请人：Unity Biotechnology, Inc.

  公开号：US20170281649A1

  公开（公告）日：2017-10-05

  Disclosed herein are compounds that are effective for treatment of various disease states associated with senescence. The disclosed compounds can be used to eliminate senescent cells for disease treatment. The dosing of the compounds includes both single administration and regimens of cycling dosages.
• US6492389B1
  申请人：——

  公开号：US6492389B1

  公开（公告）日：2002-12-10
• Aminocyanopyridine inhibitors of mitogen activated protein kinase-activated protein kinase 2 (MK-2)
  作者：David R. Anderson、Shridhar Hegde、Emily Reinhard、Leslie Gomez、William F. Vernier、Len Lee、Shuang Liu、Aruna Sambandam、Patricia A. Snider、Liaqat Masih

  DOI：10.1016/j.bmcl.2005.01.067

  日期：2005.3

  A class of inhibitors of mitogen-activated protein kinase-activated protein kinase 2 (MK-2) was discovered. These compounds have demonstrated activity against the enzyme with IC50 values as low as 130 nM and suppress the expression of TNFα in U937 cells. These represent the first small molecule inhibitors of MK-2 to be reported. © 2005 Elsevier Ltd. All rights reserved.