4-Phenyl-2-picolin-N-oxid | 55218-70-7

• 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: 4-Phenyl-2-picolin-N-oxid
• 英文别名: 4-Phenyl-2-picolin-1-oxid；2-Methyl-1-oxido-4-phenylpyridin-1-ium
• CAS: 55218-70-7
• 化学式: C₁₂H₁₁NO
• 分子量: 185.225
• InChiKey: CZKRUDILOPUEPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  25.5
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-Phenyl-2-picolin-N-oxid 在 盐酸 、 氢溴酸 、 乙酸酐 作用下， 反应 28.5h， 生成 2-<<(p-bromophenyl)thio>methyl>-4-phenylpyridine
  参考文献：
  名称：

  2-[（（苯硫基）甲基]吡啶衍生物：新型抗炎药。

  摘要：

  2-[（（苯硫基）甲基]吡啶衍生物可抑制大鼠皮肤逆向被动Arthus反应（RPAR）。在同一模型中，消炎痛是无活性的，氢化可的松是有活性的。化合物Ia-d还显着减少了胸膜RPAR中的渗出液量和白细胞积聚。这种活性模式与氢化可的松相似，与消炎痛不同。

  DOI：

  10.1021/jm00356a018
• 作为产物：
  描述：

  苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 、 间氯过氧苯甲酸 作用下， 以 氯仿 、 水 、 甲苯 为溶剂， 反应 5.0h， 生成 4-Phenyl-2-picolin-N-oxid
  参考文献：
  名称：

  Inhibition of 1-Deoxy-d-Xylulose-5-Phosphate Reductoisomerase by Lipophilic Phosphonates: SAR, QSAR, and Crystallographic Studies

  摘要：

  1-Deoxy-D-xylulose-5-phosphate reductoisomerase (DXR) is a novel target for developing new antibacterial (including antituberculosis) and antimalaria drugs. Forty-one lipophilic phosphonates, representing a new class of DXR inhibitors, were synthesized, among which 5-phenylpyridin-2-ylmethylphosphonic acid possesses the most activity against E. coli DXR (EcDXR) with a K-i of 420 nM. Structure-activity relationships (SAR) are discussed, which can be rationalized using our EcDXR:inhibitor structures, and a predictive quantitative SAR (QSAR) model is also developed. Since inhibition studies of DXR from Mycobacterium tuberculosis (MtDXR) have not been performed well, 48 EcDXR inhibitors with a broad chemical diversity were found, however, to generally exhibit considerably reduced activity against MtDXR. The crystal structure of a, MtDXR:inhibitor complex reveals the flexible loop containing the residues 198-208 has no strong interactions with the 3,4-dichlorophenyl group of the inhibitor, representing a structural basis for the reduced activity. Overall, these results provide implications in the future design and development of potent DXR inhibitors.

  DOI：

  10.1021/jm200363d

文献信息

• AGRAWAL K. C.; BOOTH B. A.; DENUZZO S. M.; SARTORELLI A. C., J. MED. CHEM. <JMCM-AR>, 1975, 18, NO 4, 368-371
  作者：AGRAWAL K. C.、 BOOTH B. A.、 DENUZZO S. M.、 SARTORELLI A. C.

  DOI：——

  日期：——
• NONLINEAR OPTICAL DYE, PHOTOREFRACTIVE MATERIAL COMPOSITION, PHOTOREFRACTIVE SUBSTRATE AND HOLOGRAM RECORDING MEDIUM
  申请人：TOYO KOHAN CO., LTD.

  公开号：US20160230010A1

  公开（公告）日：2016-08-11

  A nonlinear optical dye includes a compound represented by the general formula (1) below. In the above general formula (1), each of X 1 , X 2 , X 3 and X 4 independently represents a hydrogen atom, an alkyl group having a carbon number of 1 to 6, a halogen atom, a hydroxyl group, a nitro group, a cyano group, or a methylsulfonyl group. In the present invention, it is preferred that each of X 1 , X 2 , X 3 and X 4 independently represents a hydrogen atom, an alkyl group having a carbon number of 1 to 6, or a halogen atom. In the present invention, it is also preferred that the nonlinear optical dye has a dipole moment of 2.1 D or less and a maximum absorption wavelength within a range of 315 to 360 nm.