2-(4-aminobenzoyl)cyclohexan-1-one | 125174-00-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-aminobenzoyl)cyclohexan-1-one
• 英文别名: 2-(4-Amino-benzoyl)-cyclohexanone
• CAS: 125174-00-7
• 化学式: C₁₃H₁₅NO₂
• 分子量: 217.268
• InChiKey: ANWZGMTWCOJSFA-UHFFFAOYSA-N

物化性质

• 熔点：
  175-177 °C(Solv: dichloromethane (75-09-2))
• 沸点：
  436.4±35.0 °C(Predicted)
• 密度：
  1.192±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  60.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-aminobenzoyl)cyclohexan-1-one 在 氢氧化钾 、 硫酸 、 水 、 三乙胺 、 sodium chloride 作用下， 以 四氢呋喃 、 二氯甲烷 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 172.33h， 生成 7-{4-[Bis-(2-chloro-ethyl)-amino]-phenyl}-7-oxo-heptanoic acid methyl ester
  参考文献：
  名称：

  DNA-directed alkylating agents. 1. Structure-activity relationships for acridine-linked aniline mustards: consequences of varying the reactivity of the mustard

  摘要：

  A series of DNA-targeted aniline mustards have been prepared, and their chemical reactivity and in vitro and in vivo cytotoxicity have been evaluated and compared with that of the corresponding simple aniline mustards. The alkylating groups were anchored to the DNA-intercalating 9-aminoacridine chromophore by an alkyl chain of fixed length attached at the mustard 4-position through a link group X, while the corresponding simple mustards possessed an electronically identical small group at this position. The link group was varied to provide a series of compounds of similar geometry but widely differing mustard reactivity. Variation in biological activity should then largely be a consequence of this varying reactivity. Rates of mustard hydrolysis in the two series related only to the electronic properties of the link group, with attachment of the intercalating chromophore having no effect. The cytotoxicities of the simple mustards correlated well with group electronic properties (with a 200-300-fold range in IC50S). The corresponding DNA-targeted mustards were much more potent (up to 100-fold), but their IC50 values varied much less with linker group electronic properties. Most of the DNA-targeted mustards showed in vivo antitumor activity, being both more active and more dose-potent than either the corresponding untargeted mustards and chlorambucil. These results show that targeting alkylating agents to DNA by attachment to DNA-affinic units may be a useful strategy.

  DOI：

  10.1021/jm00166a015
• 作为产物：
  描述：

  4-硝基苯甲酰氯 在 水 、 铁粉 、 氯化铵 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 3.75h， 生成 2-(4-aminobenzoyl)cyclohexan-1-one
  参考文献：
  名称：

  SMALL-MOLECULE MODULATORS OF SPIKE PROTEIN

  摘要：

  Disclosed herein are small-molecule modulators of spike protein, particularly modulators of betacoronavirus spike proteins, more particularly modulators of SARS-CoV-2 spike proteins. Also disclosed herein is the therapeutical use of the small molecular compounds for treating betacoronavirus infections.

  公开号：

  WO2024114782A1

文献信息

• GOURDIE, TRUDI A.;VALU, KISIONE K.;GRAVATT, G. LANCE;BORITZKI, THEODORE J+, J. MED. CHEM., 33,(1990) N, C. 1177-1186
  作者：GOURDIE, TRUDI A.、VALU, KISIONE K.、GRAVATT, G. LANCE、BORITZKI, THEODORE J+

  DOI：——

  日期：——