N-(3-氯邻甲苯基)苯甲酰胺 | 40447-04-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(3-氯邻甲苯基)苯甲酰胺
• 英文名称: N-(3-chloro-2-methylphenyl)benzamide
• 英文别名: benzoic acid-(3-chloro-2-methyl-anilide)；Benzoesaeure-(3-chlor-2-methyl-anilid)；6-Chlor-2-benzamino-toluol；N-(3-chloro-2-methylphenyl)-benzamide；N-(3-chloro-o-tolyl)benzamide
• CAS: 40447-04-9
• 化学式: C₁₄H₁₂ClNO
• mdl: MFCD00157753
• 分子量: 245.708
• InChiKey: YYBZYCYXYZUIHL-UHFFFAOYSA-N

物化性质

• 熔点：
  170 °C
• 沸点：
  288.2±33.0 °C(Predicted)
• 密度：
  1.250±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  N-(3-氯邻甲苯基)苯甲酰胺 在 五氯化磷 、 三乙胺 作用下， 以 氯仿 为溶剂， 生成
  参考文献：
  名称：

  Krueger,G. et al., Arzneimittel-Forschung/Drug Research, 1973, vol. 23, p. 290 - 295

  摘要：

  DOI：
• 作为产物：
  描述：

  甲基硝基苯 在 盐酸 、 tin 、 氯化锑(V) 、 氯 作用下， 生成 N-(3-氯邻甲苯基)苯甲酰胺
  参考文献：
  名称：

  Cohn,P., Monatshefte fur Chemie, 1901, vol. 22, p. 474

  摘要：

  DOI：

文献信息

• New Indole Tubulin Assembly Inhibitors Cause Stable Arrest of Mitotic Progression, Enhanced Stimulation of Natural Killer Cell Cytotoxic Activity, and Repression of Hedgehog-Dependent Cancer
  作者：Giuseppe La Regina、Ruoli Bai、Antonio Coluccia、Valeria Famiglini、Sveva Pelliccia、Sara Passacantilli、Carmela Mazzoccoli、Vitalba Ruggieri、Annalisa Verrico、Andrea Miele、Ludovica Monti、Marianna Nalli、Romina Alfonsi、Lucia Di Marcotullio、Alberto Gulino、Biancamaria Ricci、Alessandra Soriani、Angela Santoni、Michele Caraglia、Stefania Porto、Eleonora Da Pozzo、Claudia Martini、Andrea Brancale、Luciana Marinelli、Ettore Novellino、Stefania Vultaggio、Mario Varasi、Ciro Mercurio、Chiara Bigogno、Giulio Dondio、Ernest Hamel、Patrizia Lavia、Romano Silvestri

  DOI：10.1021/acs.jmedchem.5b00310

  日期：2015.8.13

  We designed 39 new 2-phenylindole derivatives as potential anticancer agents bearing the 3,4,5-trimethoxyphenyl moiety with a sulfur, ketone, or methylene bridging group at position 3 of the indole and with halogen or methoxy substituent(s) at positions 4-7. Compounds 33 and 44 strongly inhibited the growth of the P-glycoprotein-overexpressing multi-drug-resistant cell lines NCI/ADR-RES and Messa/Dx5. At 10 nM, 33 and 44 stimulated the cytotoxic activity of NK cells. At 20-50 nM, 33 and 44 arrested >80% of HeLa cells in the G2/M phase of the cell cycle, with stable arrest of mitotic progression. Cell cycle arrest was followed by cell death. Indoles 33, 44, and 81 showed strong inhibition of the SAG-induced Hedgehog signaling activation in NIH3T3 Shh-Light II cells with IC50 values of 19, 72, and 38 nM, respectively. Compounds of this class potently inhibited tubulin polymerization and cancer cell growth, including stimulation of natural killer cell cytotoxic activity and repression of Hedgehog-dependent cancer.
• Solvent/Oxidant-Switchable Synthesis of Multisubstituted Quinazolines and Benzimidazoles via Metal-Free Selective Oxidative Annulation of Arylamidines
  作者：Jian-Ping Lin、Feng-Hua Zhang、Ya-Qiu Long

  DOI：10.1021/ol500864r

  日期：2014.6.6

  A fast and simple divergent synthesis of multisubstituted quinazolines and benzimidazoles was developed from readily available amidines, via iodine(III)-promoted oxidative C(sp(3))-C(sp(2)) and C(sp(2))-N bond formation in nonpolar and polar solvents, respectively. Further selective synthesis of quinazolines in polar solvent was realized by TEMPO-catalyzed sp(3)C-H/sp(2)C-H direct coupling of the amidine with K2S2O8 as the oxidant. No metal, base, or other additives were needed.
• v. Auwers; Demuth, Justus Liebigs Annalen der Chemie, 1927, vol. 451, p. 285,302
  作者：v. Auwers、Demuth

  DOI：——

  日期：——
• Cohn,P., Monatshefte fur Chemie, 1901, vol. 22, p. 474
  作者：Cohn,P.

  DOI：——

  日期：——
• Krueger,G. et al., Arzneimittel-Forschung/Drug Research, 1973, vol. 23, p. 290 - 295
  作者：Krueger,G. et al.

  DOI：——

  日期：——