4-naphthalen-2-yl-oxazol-2-ylamine | 68101-30-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-naphthalen-2-yl-oxazol-2-ylamine
• 英文别名: 4-Naphthalen-2-yl-1,3-oxazol-2-amine
• CAS: 68101-30-4
• 化学式: C₁₃H₁₀N₂O
• 分子量: 210.235
• InChiKey: RSGNTGYWJUKQHO-UHFFFAOYSA-N

物化性质

• 熔点：
  162 °C(Solv: water (7732-18-5); ethanol (64-17-5))
• 沸点：
  424.3±43.0 °C(Predicted)
• 密度：
  1.257±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-naphthalen-2-yl-oxazol-2-ylamine 生成 5-chloro-4-naphthalen-2-yl-oxazol-2-ylamine
  参考文献：
  名称：

  Pattanayak,B.K. et al., Journal of the Indian Chemical Society, 1978, vol. 55, p. 264 - 267

  摘要：

  DOI：
• 作为产物：
  描述：

  尿素 、 2-萘乙酮 生成 4-naphthalen-2-yl-oxazol-2-ylamine
  参考文献：
  名称：

  Pattanayak,B.K. et al., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1978, vol. 16, p. 1030 - 1032

  摘要：

  DOI：

文献信息

• 5-HT2B receptor antagonists
  申请人：——

  公开号：US20040010022A1

  公开（公告）日：2004-01-15

  The present invention relates to compounds of formula I: 1 wherein one of R 1 and R 4 is selected from the group consisting of H, and optionally substituted C 1-6 alkyl, C 3-7 cycloalkyl, C 3-7 cycloalkyl-C 1-4 alkyl, and phenyl-C 1-4 alkyl; and the other of R 1 and R 4 is an optionally substituted C 9-14 aryl group; R 2 and R 3 are either: (i) independently selected from H, R, R′, SO 2 R, C(═O)R, (CH 2 ) n NR 5 R 6 , where n is from 1 to 4 and R 5 and R 6 are independently selected from H and R, where R is optionally substituted C 1-4 alkyl, and R′ is optionally substituted phenyl-C 1-4 alkyl, or (ii) together with the nitrogen atom to which they are attached, form an optionally substituted C 5-7 heterocyclic group; and their use as pharmaceuticals, in particular for treating conditions alleviated by the antagonism of a 5-HT 2B receptor.

  本发明涉及公式I的化合物： 1 其中R 1 和R 4 之一选自由H、以及可选地取代的C 1-6 烷基、C 3-7 环烷基、C 3-7 环烷基-C 1-4 烷基和苯基-C 1-4 烷基组成的组；R 1 和R 4 的另一个是可选地取代的C 9-14 芳基基团；R 2 和R 3 是： (i)独立地选自H、R、R′、SO 2 R、C(═O)R、(CH 2 ) n NR 5 R 6 ，其中n是从1到4，R 5 和R 6 独立地选自H和R，其中R是可选地取代的C 1-4 烷基，R′是可选地取代的苯基-C 1-4 烷基，或 (ii)与它们连接的氮原子一起，形成一个可选地取代的C 5-7 杂环基团；以及它们作为药物的使用，特别用于治疗通过5-HT 2B 受体的拮抗作用减轻的状况。
• 2-Aminooxazoles as novel dienophiles in the inverse demand Diels–Alder reaction with 1,2,4-triazines
  作者：Alexey P. Krinochkin、Guda Mallikarjuna Reddy、Dmitry S. Kopchuk、Pavel A. Slepukhin、Yaroslav K. Shtaitz、Igor A. Khalymbadzha、Igor S. Kovalev、Grigory A. Kim、Ilya N. Ganebnykh、Grigory V. Zyryanov、Oleg N. Chupakhin、Valery N. Charushin

  DOI：10.1016/j.mencom.2021.07.035

  日期：2021.7

  of 6-aryl-5-cyano-3-(pyridin-2-yl)-1,2,4-triazines with 2-amino-4-aryloxazoles proceeds as the inverse demand Diels–Alder reaction between the oxazole moiety as dienophile and the 1,2,4-triazine moiety as diene to construct new 4,5-diaryl-6-cyano-3-hydroxypyridin-2-yl fragment. A reaction mechanism is proposed, and the structure of the key-product is proved by the X-ray diffraction analysis.

  6-芳基-5-氰基-3-(吡啶-2-基)-1,2,4-三嗪与2-氨基-4-芳基恶唑的高温偶联随着恶唑部分之间的逆向狄尔斯-阿尔德反应而进行作为亲二烯体和 1,2,4-三嗪部分作为二烯构建新的 4,5-diaryl-6-cyano-3-hydroxypyridin-2-yl 片段。提出了反应机理，并通过X射线衍射分析证明了关键产物的结构。
• Reaction of 3-(Pyridin-2-yl)-1,2,4-triazine-5-carbonitriles with 2-Amino-4-aryl-1,3-oxazoles in Anhydrous Medium
  作者：A. Rammohan、A. P. Krinochkin、D. S. Kopchuk、Ya. K. Shtaitz、E. R. Sharafieva、V. S. Gaviko、G. V. Zyryanov、O. N. Chupakhin

  DOI：10.1134/s1070428023090233

  日期：2023.9

  We previously reported the solvent-free reaction of 5-aryl-3-(pyridin-2-yl)-1,2,4-triazine-5-carbo­nitriles with 2-amino-4-aryl-1,3-oxazoles, which afforded 4,5-diaryl-3-hydroxy-2,2′-bipyridine-6-carbonitriles. Similar reaction in anhydrous medium led to the formation of two products, previously described 4,5-diaryl-3-hydroxy-2,2′-bipyridine-6-carbonitriles (up to 44%) and 4,5-diaryl-2,2′-bipyridine-6-carbonitriles (up to 32%).

  摘要 我们以前曾报道过 5-芳基-3-(吡啶-2-基)-1,2,4-三嗪-5-甲腈与 2-氨基-4-芳基-1,3-恶唑的无溶剂反应，从而得到 4,5-二芳基-3-羟基-2,2′-联吡啶-6-甲腈。在无水介质中进行类似反应可生成两种产物，即之前描述的 4,5-二芳基-3-羟基-2,2′-联吡啶-6-甲腈（高达 44%）和 4,5-二芳基-2,2′-联吡啶-6-甲腈（高达 32%）。
• Nath, J. P.; Dash, Manjula; Satrusallya, S. C., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1981, vol. 20, # 7, p. 606 - 607
  作者：Nath, J. P.、Dash, Manjula、Satrusallya, S. C.、Mahapatra, G. N.

  DOI：——

  日期：——
• Pattanayak,B.K. et al., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1978, vol. 16, p. 1030 - 1032
  作者：Pattanayak,B.K. et al.

  DOI：——

  日期：——