5-amino-N-phenyl-1H-pyrazol-4-carboxamide | 96206-64-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-amino-N-phenyl-1H-pyrazol-4-carboxamide
• 英文别名: 5-amino-N-phenyl-1H-pyrazole-4-carboxamide
• CAS: 96206-64-3
• 化学式: C₁₀H₁₀N₄O
• mdl: MFCD03307636
• 分子量: 202.216
• InChiKey: RROBZVKDDYIYNA-UHFFFAOYSA-N

物化性质

• 熔点：
  198-199 °C
• 沸点：
  372.0±27.0 °C(Predicted)
• 密度：
  1.422±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.8
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  (E)-4-(4-methoxy-phenyl)-2-oxo-3-butenoic acid 、 5-amino-N-phenyl-1H-pyrazol-4-carboxamide 在 溶剂黄146 作用下， 以68%的产率得到7-(4-methoxyphenyl)-3-(phenylcarbamoyl)-4,7-dihydropyrazolo[1,5-a]pyrimidine-5-carboxylic acid
  参考文献：
  名称：

  Cyclocondensation reactions of 5-aminopyrazoles, pyruvic acids and aldehydes. Multicomponent approaches to pyrazolopyridines and related products

  摘要：

  The reactions of 3-substituted 5-aminopyrazoles with arylidenepyruvic acids and their synthetic precursors, pyruvic acid and aromatic aldehydes, were studied. Several different reaction pathways for these cyclocondensation reactions were established depending on the reaction conditions and building block selection. The formation of pyrazolo[3,4-b]pyridine-6-carboxylic acids as major products and related compounds was discussed from the mechanistic point of view. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.11.048
• 作为产物：
  描述：

  2-氰基乙酰苯胺 在 一水合肼 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 18.0h， 生成 5-amino-N-phenyl-1H-pyrazol-4-carboxamide
  参考文献：
  名称：

  咪唑并[1,2-b]吡唑-7-甲酰胺的合成、细胞毒性表征和合成孔径雷达研究

  摘要：

  研究了新型咪唑并[1,2-b]吡唑-7-甲酰胺的合成和体外细胞毒特性。在利用 MCF-7 人乳腺、4T1 乳腺和 HL-60 人早幼粒细胞白血病癌细胞系的 2D 和 3D 培养物进行先导优化后，构建了一个 67 元文库，并构建了构效关系（SAR ) 确定。七个合成的类似物表现出亚微摩尔活性，其中化合物 63 发挥最显着的效力，具有显着的 HL-60 敏感性（IC50 = 0.183 μM）。

  DOI：

  10.1002/ardp.201800062

文献信息

• NOVEL PYRAZOLO [3, 4 -D] PYRIMIDINE DERIVATIVES AS ANTI-CANCER AGENTS
  申请人：Konakanchi Durga Prasad

  公开号：US20100298351A1

  公开（公告）日：2010-11-25

  The invention relates to substituted pyrazolo[3,4-d]pyrimidine derivatives of the Formula-(I), or pharmaceutically-acceptable salts thereof, which possess anti-proliferative activity such as anti-cancer activity and are accordingly useful in methods of treatment of the human or animal body. The invention also relates to processes for the manufacture of substituted pyrazolo[3,4-d]pyrimidine derivatives, to pharmaceutical compositions containing the compound and to its use in the manufacture of medicaments for the production of an anti-proliferative effect in a warm-blooded animal such as man.

  该发明涉及式(I)的取代吡唑并[3,4-d]嘧啶衍生物或其药学上可接受的盐，其具有抗增殖活性，如抗癌活性，并因此在人体或动物体的治疗方法中有用。该发明还涉及制备取代吡唑并[3,4-d]嘧啶衍生物的方法，含有该化合物的药物组合物，以及其在制造药物时用于在诸如人类之类的温血动物体内产生抗增殖效果的用途。
• Controlled Switching of Multicomponent Heterocyclizations of 5-Amino-<i>N</i>-arylpyrazole-4-carboxamides, 1,3-Cyclohexanediones, and Aldehydes
  作者：Valentin A. Chebanov、Vyacheslav E. Saraev、Svetlana V. Shishkina、Oleg V. Shishkin、Vladimir I. Musatov、Sergey M. Desenko

  DOI：10.1002/ejoc.201200669

  日期：2012.10

  Multicomponent heterocyclization of 5-amino-N-arylpyrazole-4-carboxamides, 1,3-cyclohexanediones, and aromatic aldehydes was studied, and reaction conditions allowing selective switching between two directions were found. When the reaction was carried out under thermal heating or ultrasonication at room temperature, formation of linear pyrazoloquinoline-3-carboxamides was observed. Isomeric angular

  研究了 5-氨基-N-芳基吡唑-4-甲酰胺、1,3-环己二酮和芳香醛的多组分杂环化，并发现了允许在两个方向之间进行选择性切换的反应条件。当反应在室温加热或超声处理下进行时，观察到线性吡唑并喹啉-3-甲酰胺的形成。等分角
• One-pot synthesis of imidazo[1,2-b]pyrazole derivatives
  作者：N. N. Kolos、B. V. Kibkalo、L. L. Zamigaylo、I. V. Omel´chenko、O. V. Shishkin

  DOI：10.1007/s11172-015-0946-y

  日期：2015.4

  A three-component condensation of arylglyoxal hydrates, 5-amino-4-N-aryl-1H-pyrazole4-carboxamides, and barbituric acid furnished new 1H-imidazo[1,2-b]pyrazole derivatives. A similar condensation involving thiobarbituric acid leads to the organic salts of 2 : 1 bisadducts with 5-aminopyrazoles.

  芳基乙二醛水合物、5-氨基-4-N-芳基-1H-吡唑4-甲酰胺和巴比妥酸的三组分缩合得到了新的1H-咪唑并[1,2-b]吡唑衍生物。涉及硫代巴比妥酸的类似缩合导致 2:1 双加合物与 5-氨基吡唑的有机盐。
• Synthesis and properties of amides of 2-substituted 3-aryl- and 3-pyridylaminoacrylic acids
  作者：A. I. Mikhalev、S. V. Ukhov、M. E. Konshin

  DOI：10.1007/bf01169832

  日期：1994.5
• FINLANDER, P.;PEDERSEN, E. B., CHEM. SCR., 1984, 23, N 1, 23-28
  作者：FINLANDER, P.、PEDERSEN, E. B.

  DOI：——

  日期：——