ethyl 5-methyl-1-(2'-pyridyl)pyrazole-3-carboxylate | 227175-82-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: ethyl 5-methyl-1-(2'-pyridyl)pyrazole-3-carboxylate
• 英文别名: ethyl 5-methyl-1-(2-pyridyl)pyrazole-3-carboxylate；PyPzC；Ethyl 5-methyl-1-pyridin-2-ylpyrazole-3-carboxylate
• CAS: 227175-82-8
• 化学式: C₁₂H₁₃N₃O₂
• 分子量: 231.254
• InChiKey: WJFPXHZDDLFONP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  57
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 5-methyl-1-(2'-pyridyl)pyrazole-3-carboxylate 在 sodium hydroxide 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 5-Methyl-1-pyridin-2-yl-1H-pyrazole-3-carboxylic acid (3,5-dichloro-phenyl)-amide
  参考文献：
  名称：

  Pyrazolecarboxamide human neuropeptide Y5 receptor ligands with in vivo antifeedant activity

  摘要：

  1-Aryl-3-carboxamido-5-alkylpyrazoles were prepared based on a hit found in high-throughput screening of our corporate Compound library in an assay measuring affinity for the human neuropeptide Y5 receptor. 1-(3-Trifluoromethylphenyl)-3-[N-(5-quinolinyl)carboxamido]-5-methylpyrazole (31) bound to the human neuropeptide Y5 receptor with a 80 nM IC50 and was shown to inhibit cumulative food consumption 43.2% 2-6 It after ip dosing in a fasting-induced feeding model in rats. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00449-8
• 作为产物：
  描述：

  2-肼吡啶 、 乙酰丙酮酸乙酯 在 溶剂黄146 作用下， 生成 ethyl 5-methyl-1-(2'-pyridyl)pyrazole-3-carboxylate 、 ethyl 1-[pyrid-2-yl]-3-methylpyrazole-5-carboxylate
  参考文献：
  名称：

  Pyrazolecarboxamide human neuropeptide Y5 receptor ligands with in vivo antifeedant activity

  摘要：

  1-Aryl-3-carboxamido-5-alkylpyrazoles were prepared based on a hit found in high-throughput screening of our corporate Compound library in an assay measuring affinity for the human neuropeptide Y5 receptor. 1-(3-Trifluoromethylphenyl)-3-[N-(5-quinolinyl)carboxamido]-5-methylpyrazole (31) bound to the human neuropeptide Y5 receptor with a 80 nM IC50 and was shown to inhibit cumulative food consumption 43.2% 2-6 It after ip dosing in a fasting-induced feeding model in rats. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00449-8

文献信息

• Unusual complexation of Cu(I) by pyrimidine/pyridine-pyrazole derived ligands exploiting the molecular function of 2-mercapto-4,6-dimethylpyrimidine – Syntheses, crystal structures and electrochemistry
  作者：Tarak Nath Mandal、Somnath Roy、Anil Kumar Barik、Samik Gupta、Ray J. Butcher、Susanta Kumar Kar

  DOI：10.1016/j.ica.2008.06.027

  日期：2009.3

  chromophore. The metal centers are bridged through DpymtH in its ‘thione’ form. Interestingly, the chelation (in part) results in formation of the highly stable four-membered two chelate rings around the two tetracoordinated copper atoms in 5. The two copper centers along the long arm of the chair are separated through a distance of 5.190 A while those in the short arm are at a length of 3.629 A. The

  2当量的抽象反应 2当量的三水合氯化铜（II）的量。1当量存在下，甲基-5-甲基-1-（4,6-二甲基-2-嘧啶基）吡唑-3-羧酸甲酯（DpymPzC）的合成。在pH〜6下，用2-巯基-4，6-二甲基嘧啶（DpymtH）制得三配位的铜（Ⅰ）配合物[Cu（DpymPzC）Cl]（1）。在pH〜6下，以相同当量比与金属盐与六水合高氯酸铜（II）进行相同的反应，形成四配位的铜（I）络合物[Cu（DpymPzC）2] ClO4（2）。在这两种情况下，DpymtH的作用仅是还原原位形成最终铜（I）络合物的铜（II）盐。另一方面，硫氰酸铜（I）与DpymPzC之间在2：2当量之间的直接反应。生成三配位的铜（I）配合物[Cu（DpymPzC）SCN]（3）。在类似的反应中2当量。2当量的三水合氯化铜（II）的量。在1当量存在下的5-甲基-1-（2-吡啶基）吡唑-3-羧酸乙酯（PyPzC）的量。在pH约为
• Adhikari, Nimairatan; Saha, Nityananda, Journal of Chemical Research, 2006, # 10, p. 645 - 648
  作者：Adhikari, Nimairatan、Saha, Nityananda

  DOI：——

  日期：——
• Pyrazolecarboxamide human neuropeptide Y5 receptor ligands with in vivo antifeedant activity
  作者：Cheryl P. Kordik、Chi Luo、Brian C. Zanoni、Timothy W. Lovenberg、Sandy J. Wilson、Anil H. Vaidya、Jeffrey J. Crooke、Daniel I. Rosenthal、Allen B. Reitz

  DOI：10.1016/s0960-894x(01)00449-8

  日期：2001.9

  1-Aryl-3-carboxamido-5-alkylpyrazoles were prepared based on a hit found in high-throughput screening of our corporate Compound library in an assay measuring affinity for the human neuropeptide Y5 receptor. 1-(3-Trifluoromethylphenyl)-3-[N-(5-quinolinyl)carboxamido]-5-methylpyrazole (31) bound to the human neuropeptide Y5 receptor with a 80 nM IC50 and was shown to inhibit cumulative food consumption 43.2% 2-6 It after ip dosing in a fasting-induced feeding model in rats. (C) 2001 Elsevier Science Ltd. All rights reserved.