3-nitro-N-p-methoxybenzyl-2-pyridone | 356578-31-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-nitro-N-p-methoxybenzyl-2-pyridone
• 英文别名: 1-[(4-Methoxyphenyl)methyl]-3-nitropyridin-2-one
• CAS: 356578-31-9
• 化学式: C₁₃H₁₂N₂O₄
• 分子量: 260.249
• InChiKey: RITOVVLAZMFMMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  75.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-nitro-N-p-methoxybenzyl-2-pyridone 在 10percent Pd/C 盐酸 、 氢气 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 1,4-二氧六环 、 乙醇 、 二氯甲烷 为溶剂， 20.0 ℃ 、275.8 kPa 条件下， 反应 25.08h， 生成 3-[2'-(S)-(1'''-naphthylacetyl)amino-3'-(4''-methoxycarbonylmethyl)benzene]propanoylamino-1-(4-methoxybenzyl)-2-pyridone
  参考文献：
  名称：

  Nonpeptidic, Monocharged, Cell Permeable Ligands for the p56lck SH2 Domain

  摘要：

  p561ck is a member of the src family of tyrosine kinases and plays a critical role in the signal transduction events that lead to T cell activation. Ligands for the p561ck SH2 domain have the potential to disrupt the interaction of p561ck with its substrates and derail the signaling cascade that leads to the production of cytokines such as interleukin-2. Starting from the quintuply charged (at physiological pH) phosphorylated tetrapeptide, AcpYEEI, we recently disclosed (J. Med. Chem. 1999, 42, 722 and J. Med. Chem. 1999, 42, 1757) the design of the modified dipeptide 3, which carries just two charges at physiological pH. Here we present the elaboration of 3 to the nonpeptidic, monocharged compound, 9S. This molecule displays good binding affinity for the p561ck SH2 domain (K-d 1 muM) and good cell permeation, and this combination of properties allowed us to demonstrate clear-cut inhibitory effects on a very early event in T cell activation, namely calcium mobilization.

  DOI：

  10.1021/jm000446q
• 作为产物：
  描述：

  ethyl (2E,4E)-5-methoxy-2-nitropenta-2,4-dienoate 在 N,N-二异丙基乙胺 作用下， 以 甲醇 为溶剂， 反应 2.02h， 生成 3-nitro-N-p-methoxybenzyl-2-pyridone
  参考文献：
  名称：

  N-取代的3-氨基-2-吡啶酮的合成

  摘要：

  吡啶酮是有机合成中的多功能构件，也是药物发现的特权基序。然而，在吡啶酮氮原子上带有α-叔碳、环丙基或杂环的N-取代2-吡啶酮仍然难以制备。在此，我们描述了从硝基乙酸乙酯和现成的伯胺结构单元有效合成多种 N 取代的 2-吡啶酮，可在大规模和平行的药物化学应用中使用。

  DOI：

  10.1021/acs.orglett.2c02189

文献信息

• [EN] PYRIMIDINE-2,4-DIAMINE DERIVATIVES AS KINASE INHIBITORS<br/>[FR] DÉRIVÉS DE PYRIMIDINE-2,4-DIAMINE EN TANT QU'INHIBITEURS DE KINASE
  申请人：AURIGENE DISCOVERY TECH LTD

  公开号：WO2014091265A1

  公开（公告）日：2014-06-19

  The present application relates to novel Pyrimidine-2,4-diamine derivatives as kinase inhibitors derivatives of formula (I), as protein kinase inhibitors. Formula (I). The invention particularly relates to compounds of formula (I), preparation of compounds and pharmaceutical compositions thereof. The invention further relates to prodrugs, derivatives, polymorphs, pharmaceutically acceptable salts and compositions comprising the said novel Pyrimidine-2,4-diamine derivatives as kinase inhibitors and their derivatives and their use in the treatment of various disorders.

  本申请涉及作为蛋白激酶抑制剂的激酶抑制剂新型嘧啶-2,4-二胺衍生物的公式（I），公式（I）的化合物。该发明特别涉及公式（I）的化合物、化合物的制备和其药物组合物。该发明还涉及前药、衍生物、多晶型、药用盐和包含上述新型嘧啶-2,4-二胺衍生物作为激酶抑制剂及其衍生物的组合物，并其在治疗各种疾病中的用途。
• Oligocyclization of 2-(hydroxymethyl)pyrroles with electron-withdrawing groups at β-positions: formation and structural elucidation of porphyrinogens and hexaphyrinogens
  作者：Hidemitsu Uno、Kentarou Inoue、Takashi Inoue、Noboru Ono

  DOI：10.1039/b307132d

  日期：——

  Acid-catalyzed oligomerization of 2-(hydroxymethyl)pyrroles bearing C6F5, 2,6-Cl2C6H3, CF3 and CO2Et groups at β-positions was examined. The reaction of ethyl pyrrole-3-carboxylates gave a mixture of oligomers and type I isomers of porphyrinogens and hexaphyrinogens were isolated when the other β-substituents were sufficiently bulky, for example, mesityl, 2,6-Cl2C6H3 and C6F5 groups. On the other hand, the pyrroles having other electron-withdrawing groups afforded porphyrinogens as the only isolable products.

  研究了在 δ² 位上带有 C6F5、2,6-Cl2C6H3、CF3 和 CO2Et 基团的 2-（羟甲基）吡咯在酸催化下的低聚物反应。吡咯-3-羧酸乙酯的反应产生了一种低聚物混合物，当其他δ-取代基（如间苯二酚、2,6-Cl2C6H3 和 基团）足够大时，就能分离出卟啉原和六卟啉原的 I 型异构体。另一方面，具有其他取电子基团的吡咯类化合物只能分离出卟啉原。
• Preparation of Novel Heteroisoindoles from Nitropyridines and Nitropyridones
  作者：Noboru Ono、Takashi Murashima、Keiji Nishi、Ken-ichi Nakamoto、Atsushi Kato、Ryuji Tamai、Hidemitsu Uno

  DOI：10.3987/com-02-s(m)22

  日期：——
• 3-Urea-1-(phenylmethyl)-pyridones as novel, potent, and selective EP3 receptor antagonists
  作者：Yue H. Li、Pei-San Tseng、Karen A. Evans、Jon-Paul Jaworski、Dwight M. Morrow、Harvey E. Fries、Charlene W. Wu、Richard M. Edwards、Jian Jin

  DOI：10.1016/j.bmcl.2010.08.137

  日期：2010.11

  A series of 3-urea-1-(phenylmethyl)-pyridones was discovered as novel EP3 antagonists via high-throughput screening and subsequent optimization. The synthesis, structure-activity relationships, and optimization of the initial hit that resulted in potent and selective EP3 receptor antagonists such as 11g are described. (C) 2010 Elsevier Ltd. All rights reserved.
• [EN] PYRAZOLOPYRIDINE PYRAZOLOPYRIMIDINE AND RELATED COMPOUNDS<br/>[FR] PYRAZOLOPYRIDINE, PYRAZOLOPYRIMIDINE ET COMPOSÉS APPARENTÉS
  申请人：GLOBAL BLOOD THERAPEUTICS INC

  公开号：WO2015171527A1

  公开（公告）日：2015-11-12

  In one aspect this invention relates generally to compounds of Formula (I-Y) and sub-formulas thereof, or a tautomer of each thereof, a pharmaceutically acceptable salt of each thereof, or a pharmaceutically acceptable solvate of each of the foregoing, where X1, L1, L3, and R3 are described herein.