2-[6-phenyl-pyridazin-3(2H)-one-2-yl]-acetic acid | 91973-93-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-[6-phenyl-pyridazin-3(2H)-one-2-yl]-acetic acid
• 英文别名: (6-oxo-3-phenyl-6H-pyridazin-1-yl)-acetic acid；(6-Oxo-3-phenyl-6H-pyridazin-1-yl)-essigsaeure；2-<3-Oxo-6-phenyl-2.3-dihydro-pyridazinyl-(2)>-essigsaeure；(6-oxo-3-phenylpyridazin-1(6H)-yl)acetic acid；2-(6-oxo-3-phenylpyridazin-1-yl)acetic acid
• CAS: 91973-93-2
• 化学式: C₁₂H₁₀N₂O₃
• mdl: MFCD03830341
• 分子量: 230.223
• InChiKey: LCGVBLNLPUJFQB-UHFFFAOYSA-N

物化性质

• 熔点：
  227-228 °C
• 沸点：
  434.2±47.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)
• 溶解度：
  30.6 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.083
• 拓扑面积：
  70
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  2-[6-phenyl-pyridazin-3(2H)-one-2-yl]-acetic acid 在 乙酸酐 作用下， 反应 3.0h， 以72%的产率得到3-methyl-6-phenyloxazolo[3,2-b]pyridazinium-2-oxide
  参考文献：
  名称：

  A Novel Approach for the Synthesis of Highly Fluorescent Pyrrolo[1,2-b]pyridazines

  摘要：

  通过介离子型 1,3-噁唑并[3,2-b]哒嗪鎓-2-氧化物与乙炔基双极性化合物之间的 1,3-二极环加成反应，首次合成了吡咯并[1,2-b]哒嗪衍生物。此外，还介绍了稳定的介离子恶唑并[3,2-b]哒嗪的分离和表征。

  DOI：

  10.1055/s-2008-1042929
• 作为产物：
  描述：

  6-苯基-3-哒嗪酮 在 盐酸 、 sodium 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 2-[6-phenyl-pyridazin-3(2H)-one-2-yl]-acetic acid
  参考文献：
  名称：

  Structure–activity relationships in a series of 8-substituted xanthines as A1-adenosine receptor antagonists

  摘要：

  A series of X-substituted xanthines were synthesized and their affinity in vitro towards A(1), A(2A)-adenosine receptors was evaluated by radioligand receptor binding assays. All compounds showed a greater affinity and selectivity towards the A(1)-adenosine receptor than theophylline. The compounds in which the n-proyl group is in 1-position of the xanthine nucleus and the pyridazinone system in 8-position is linked through a chain of two or four carbon atoms, showed the highest affinity and selectivity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00271-6

文献信息

• Some Pyridazonyl Substituted Aliphatic Ketones and Alcohols
  作者：Freeman H. McMillan、Carol B. McMillan、Kenneth A. Kun、John A. King

  DOI：10.1021/ja01592a086

  日期：1956.6
• US7294642B2
  申请人：——

  公开号：US7294642B2

  公开（公告）日：2007-11-13
• Structure–activity relationships in a series of 8-substituted xanthines as A1-adenosine receptor antagonists
  作者：Giovannella Strappaghetti、Stefano Corsano、Roberta Barbaro、Gino Giannaccini、Laura Betti

  DOI：10.1016/s0968-0896(00)00271-6

  日期：2001.3

  A series of X-substituted xanthines were synthesized and their affinity in vitro towards A(1), A(2A)-adenosine receptors was evaluated by radioligand receptor binding assays. All compounds showed a greater affinity and selectivity towards the A(1)-adenosine receptor than theophylline. The compounds in which the n-proyl group is in 1-position of the xanthine nucleus and the pyridazinone system in 8-position is linked through a chain of two or four carbon atoms, showed the highest affinity and selectivity. (C) 2001 Elsevier Science Ltd. All rights reserved.
• A Novel Approach for the Synthesis of Highly Fluorescent Pyrrolo[1,2-<i>b</i>]pyridazines
  作者：Mino Caira、Florea Dumitraşcu、Bogdan Drăghici、Miron Căproiu、Dan Dumitrescu

  DOI：10.1055/s-2008-1042929

  日期：2008.4

  Pyrrolo[1,2-b]pyridazine derivatives were synthesized for the first time by 1,3-dipolar cycloaddition reaction between mesoionic 1,3-oxazolo[3,2-b]pyridazinium-2-oxides and acetylenic dipolarophiles. The isolation and characterization of the stable mesoionic oxazolo[3,2-b]pyridazines are also presented.

  通过介离子型 1,3-噁唑并[3,2-b]哒嗪鎓-2-氧化物与乙炔基双极性化合物之间的 1,3-二极环加成反应，首次合成了吡咯并[1,2-b]哒嗪衍生物。此外，还介绍了稳定的介离子恶唑并[3,2-b]哒嗪的分离和表征。