2-amino-3,4-dihydro-2H-chromene-3-carbonitrile | 1228595-07-0

• 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-amino-3,4-dihydro-2H-chromene-3-carbonitrile
• CAS: 1228595-07-0
• 化学式: C₁₀H₁₀N₂O
• 分子量: 174.202
• InChiKey: XMLPWVKVCFGWPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-3,4-dihydro-2H-chromene-3-carbonitrile 在 盐酸羟胺 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 8.08h， 生成 N-benzylidene-3,4-dihydro-3-(5-phenyl-1,2,4-oxadiazol-3-yl)-2H-chromen-2-amine
  参考文献：
  名称：

  Synthesis, characterization and their anticonvulsant, anti-inflammatory studies of some novel chromeno oxadiazoles

  摘要：

  In this study, a series of new 1,2,4-oxadiazole derivatives containing 3,4-dihydro-2H-chromen-2-amine moiety were synthesized by efficient microwave reaction of 2-amino-N'-hydroxychroman-3-carboxamidine and suitable aldehyde. Structures of all the synthesized compounds were confirmed by spectral studies and C, H, N analyses. Newly synthesized compounds were screened for their anticonvulsant and anti-inflammatory properties. Few of the compounds exhibited excellent anticonvulsant activity as compared to the standard drug Diazepam. Also compounds have exhibited moderate anti-inflammatory activity as compared to the standard drug Diclofenac sodium.

  DOI：

  10.1007/s00044-012-0103-1
• 作为产物：
  描述：

  3-cyano-2-iminocoumarin 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以83%的产率得到2-amino-3,4-dihydro-2H-chromene-3-carbonitrile
  参考文献：
  名称：

  Novel chromeno [2,3-b]-pyrimidine derivatives as potential anti-microbial agents

  摘要：

  An efficient, microwave irradiated synthesis of novel chromeno[2,3-b]-pyrimidine derivatives was carried out. 2-Amino-3,4-dihydro-2H-chromene-3-carbonitrile was converted into imine using N,N-Dimethylacetaldehyde dimethylacetal to give the core intermediate, which was used for the preparation of chromenopyrimidine library, using acetic acid and different amine in microwave irradiation for 5 min. Structures of newly synthesized compounds were confirmed by spectral studies. Compound 6g was characterized by single crystal X-ray analysis. All the compounds were also screened for their antimicrobial activity. Few of the compounds are found to be potential antimicrobials.

  DOI：

  10.1016/j.ejmech.2010.02.040

文献信息

• Novel chromeno [2,3-b]-pyrimidine derivatives as potential anti-microbial agents
  作者：U. Sankappa Rai、Arun M. Isloor、Prakash shetty、A.M. Vijesh、Nithin Prabhu、Shrikrishna Isloor、M. Thiageeswaran、Hoong-Kun Fun

  DOI：10.1016/j.ejmech.2010.02.040

  日期：2010.6

  An efficient, microwave irradiated synthesis of novel chromeno[2,3-b]-pyrimidine derivatives was carried out. 2-Amino-3,4-dihydro-2H-chromene-3-carbonitrile was converted into imine using N,N-Dimethylacetaldehyde dimethylacetal to give the core intermediate, which was used for the preparation of chromenopyrimidine library, using acetic acid and different amine in microwave irradiation for 5 min. Structures of newly synthesized compounds were confirmed by spectral studies. Compound 6g was characterized by single crystal X-ray analysis. All the compounds were also screened for their antimicrobial activity. Few of the compounds are found to be potential antimicrobials.
• Synthesis, characterization and their anticonvulsant, anti-inflammatory studies of some novel chromeno oxadiazoles
  作者：S. R. Ubaradka、Arun M. Isloor、Prakash Shetty、Prashanth Shetty、Nishitha A. Isloor

  DOI：10.1007/s00044-012-0103-1

  日期：2013.3

  In this study, a series of new 1,2,4-oxadiazole derivatives containing 3,4-dihydro-2H-chromen-2-amine moiety were synthesized by efficient microwave reaction of 2-amino-N'-hydroxychroman-3-carboxamidine and suitable aldehyde. Structures of all the synthesized compounds were confirmed by spectral studies and C, H, N analyses. Newly synthesized compounds were screened for their anticonvulsant and anti-inflammatory properties. Few of the compounds exhibited excellent anticonvulsant activity as compared to the standard drug Diazepam. Also compounds have exhibited moderate anti-inflammatory activity as compared to the standard drug Diclofenac sodium.