3-(4-(dimethylamino)phenylamino)-4-hydroxycyclobut-3-ene-1,2-dione | 1242173-62-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-(4-(dimethylamino)phenylamino)-4-hydroxycyclobut-3-ene-1,2-dione
• 英文别名: 3-[4-(Dimethylamino)anilino]-4-hydroxycyclobut-3-ene-1,2-dione；3-[4-(dimethylamino)anilino]-4-hydroxycyclobut-3-ene-1,2-dione
• CAS: 1242173-62-1
• 化学式: C₁₂H₁₂N₂O₃
• 分子量: 232.239
• InChiKey: BXKDWQRPPARBSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  69.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(4-(dimethylamino)phenylamino)-4-hydroxycyclobut-3-ene-1,2-dione 在 sodium hydroxide 作用下， 以 水 为溶剂， 以95%的产率得到3-(4-(dimethylamino)phenylamino)-4-hydroxycyclobut-3-ene-1,2-dione sodium salt
  参考文献：
  名称：

  Squaramide-Based Reagent for Selective Chromogenic Sensing of Cu(II) through a Zwitterion Radical

  摘要：

  A minimalist squaramide-based chemodosimeter for Cu2+ is described. Upon selective chelation to 2, Cu2+ induces the formation of a highly colored zwitterionic radical, which is kinetically stable for hours. The presence of a radical is confirmed by EPR and ESI-MS. It is then possible to use reagent 2 for visual and selective sensing of Cu2+ at neutral pH.

  DOI：

  10.1021/ol101514y
• 作为产物：
  描述：

  N,N-二甲基-对苯二胺 、 方酸 以 水 为溶剂， 反应 0.33h， 以66%的产率得到3-(4-(dimethylamino)phenylamino)-4-hydroxycyclobut-3-ene-1,2-dione
  参考文献：
  名称：

  Efficient microwave-assisted preparation of squaric acid monoamides in water

  摘要：

  方酸单酰胺（SQAMs）通过微波增强的胺与方酸的直接反应制备，产率范围为41%至92%。这些化合物是强酸，其pKa值在0.9至2.0之间，通过代表性案例的光谱滴定测定。

  DOI：

  10.1039/c3ra41369a

文献信息

• [EN] ANTIPARASITIC ACTIVITY OF SQUARAMIDE<br/>[ES] ACTIVIDAD ANTIPARASITARIA DE ESCUARAMIDAS<br/>[FR] ACTIVITÉ ANTIPARASITAIRE DES SQUARAMIDES
  申请人：UNIV GRANADA

  公开号：WO2014184416A1

  公开（公告）日：2014-11-20

  La presente invención se refiere a la síntesis y uso de compuestos de base escuaramida para el tratamiento de enfermedades de origen parasitario como son la Tripanosomiasis americana también conocida como enfermedad de Chagas o la Leishmaniasis.
• Efficient microwave-assisted preparation of squaric acid monoamides in water
  作者：Carlos López、Manuel Vega、Elena Sanna、Carmen Rotger、Antoni Costa

  DOI：10.1039/c3ra41369a

  日期：——

  Squaric acid monoamides (SQAMs) were prepared via microwave-enhanced direct reaction of amines with squaric acid in yields ranging from 41 to 92%. These compounds are strong acids, with pKa values ranging from 0.9 to 2.0 as determined by spectrophotometric titration in representative cases.

  方酸单酰胺（SQAMs）通过微波增强的胺与方酸的直接反应制备，产率范围为41%至92%。这些化合物是强酸，其pKa值在0.9至2.0之间，通过代表性案例的光谱滴定测定。
• Squaramide-Based Reagent for Selective Chromogenic Sensing of Cu(II) through a Zwitterion Radical
  作者：Elena Sanna、Luis Martínez、Carmen Rotger、Salvador Blasco、Jorge González、Enrique García-España、Antoni Costa

  DOI：10.1021/ol101514y

  日期：2010.9.3

  A minimalist squaramide-based chemodosimeter for Cu2+ is described. Upon selective chelation to 2, Cu2+ induces the formation of a highly colored zwitterionic radical, which is kinetically stable for hours. The presence of a radical is confirmed by EPR and ESI-MS. It is then possible to use reagent 2 for visual and selective sensing of Cu2+ at neutral pH.