3-cyano-6-isopropyl-4-methyl-2(1H)-pyridinone | 113123-41-4

• 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: 3-cyano-6-isopropyl-4-methyl-2(1H)-pyridinone
• 英文别名: 3-cyano-4-methyl-6-isopropyl-2(1H)-pyridone；6-Isopropyl-4-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile；4-methyl-2-oxo-6-propan-2-yl-1H-pyridine-3-carbonitrile
• CAS: 113123-41-4
• 化学式: C₁₀H₁₂N₂O
• 分子量: 176.218
• InChiKey: XGMBLZDBCNWGCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (E)-5-amino-2-methylhex-4-en-3-one 、 丙二腈 以86%的产率得到
  参考文献：
  名称：

  ALBEROLA, A.;ANDRES, C.;GONZALEZ, ORTEGA A.;PEDROSA, R.;VICENTE, M., J. HETEROCYCL. CHEM., 24,(1987) N 3, 709-713

  摘要：

  DOI：

文献信息

• Kinetics and mechanism of the condensation reaction of symmetrical and unsymmetrical 1,3-diketones with cyanoacetamide in the synthesis of 4,6-disubstituted-3-cyano-2-pyridones
  作者：Milica Mišić-Vuković、Mirjana Radojković-Veličković

  DOI：10.1039/p29920001965

  日期：——

  The rate constants for the condensation. reaction of cyanoacetamide with pentane-2,4-dione, 5-methylhexane-2,4-dione and 5,5-dimethylhexane-2,4-dione catalysed by piperidine were determined under a variety of experimental conditions. A UV spectrophotometric method for rate measurements was developed and the structures of the products were elucidated by means of a spectroscopic study. On the basis of the obtained rate constants, activation parameters and the evidence on the structure of synthesized unsymmetrical 4,6-disubstituted-3-cyano-2-pyridones a possible reaction scheme was suggested. It was thus possible to explain the selectivity of the reaction and the position of substituents in the pyridones obtained.
• Alberola, Angel; Andres, Celia; Ortega, Alfonso Gonzalez, Journal of Heterocyclic Chemistry, 1987, vol. 24, p. 709 - 713
  作者：Alberola, Angel、Andres, Celia、Ortega, Alfonso Gonzalez、Pedrosa, Rafael、Vicente, Martina

  DOI：——

  日期：——
• Regioselective Synthesis of 2(1<i>H</i>)-Pyridinones from β-Aminoenones and Malononitrile. Reaction Mechanism
  作者：Angel Alberola、Luis A. Calvo、Alfonso González Ortega、M. Carmen Sañudo Ruíz、Pedro Yustos、Santiago García Granda、Esther García-Rodriguez

  DOI：10.1021/jo991121o

  日期：1999.12.1

  The identification of some intermediates of the reactions between beta-aminoenones and malononitrile to give 2(1H)-pyridinones has allowed us to obtain valuable information concerning its mechanism. These reactions begin with a conjugated addition of the nitrile to the enone followed by elimination. The compounds thus obtained cyclize to nonisolable 2H-pyran-2-imine. This afforded 2(1H)-pyridinones by ring opening to unsaturated aminoamides followed by cyclization (Dimroth-type rearrangement).
• ALBEROLA, A.;ANDRES, C.;GONZALEZ, ORTEGA A.;PEDROSA, R.;VICENTE, M., J. HETEROCYCL. CHEM., 24,(1987) N 3, 709-713
  作者：ALBEROLA, A.、ANDRES, C.、GONZALEZ, ORTEGA A.、PEDROSA, R.、VICENTE, M.

  DOI：——

  日期：——
• SMALL MOLECULE INHIBITORS OF INTERLEUKIN-4
  申请人：TRUSTEES OF BOSTON UNIVERSITY

  公开号：US20210317114A1

  公开（公告）日：2021-10-14

  The technology described herein is directed to IL-4 and/or IL-13 inhibitors and uses thereof.