2-(4-formyl-2-methoxyphenoxy)-N-(o-tolyl)acetamide | 247592-67-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-formyl-2-methoxyphenoxy)-N-(o-tolyl)acetamide
• 英文别名: 2-(4-formyl-2-methoxyphenoxy)-N-(2-methylphenyl)acetamide
• CAS: 247592-67-2
• 化学式: C₁₇H₁₇NO₄
• mdl: MFCD01326190
• 分子量: 299.326
• InChiKey: JERWSVQHTYLELH-UHFFFAOYSA-N

物化性质

• 沸点：
  525.5±45.0 °C(Predicted)
• 密度：
  1.232±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  2-(4-formyl-2-methoxyphenoxy)-N-(o-tolyl)acetamide 、 3,4-二氨基甲苯 在 sodium metabisulfite 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以88 %的产率得到2-(2-methoxy-4-(5-methyl-1H-benzo[d]imidazol-2-yl)phenoxy)-N-(o-tolyl)acetamide
  参考文献：
  名称：

  New benzimidazole derivatives targeting LasR with antibiofilm efficacy against Pseudomonas aeruginosa: An integrated in vitro and molecular dynamics simulation- based investigation.

  摘要：

  DOI：

  10.1016/j.molstruc.2022.134856
• 作为产物：
  描述：

  3-methoxy-4-(2-oxopropoxy)benzaldehyde 在 氯化亚砜 、 碳酸氢钠 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 16.5h， 生成 2-(4-formyl-2-methoxyphenoxy)-N-(o-tolyl)acetamide
  参考文献：
  名称：

  源自香草醛前体的低细胞毒性喹啉-4-羧酸作为潜在的人类二氢乳清酸脱氢酶抑制剂

  摘要：

  通过 Doebner 反应设计并合成了 20 种带有酰胺部分的新型 2-取代喹啉-4-羧酸。人类二氢乳清酸脱氢酶 ( h DHODH) 被认为是生物靶标，所有化合物都在酶抑制试验中被筛选为潜在的h DHODH 抑制剂。还评估了制备的杂环对健康 HaCaT 细胞系的细胞毒性作用，同时根据生理 pH 值下实验确定的 logD 值考虑了亲脂性。最有前途的化合物5j，在末端苯环的对位有氯，显示出良好的hDHODH 抑制活性、低细胞毒性和最佳亲脂性。通过分子对接确定的h DHODH上5j的生物活性构象揭示了该化合物的药理学，并为进一步优化先导化合物提供了指导。

  DOI：

  10.1016/j.bmcl.2021.128194

文献信息

• Bi-functional complexes and methods for making and using such complexes
  申请人：Gouliaev Alex Haahr

  公开号：US11225655B2

  公开（公告）日：2022-01-18

  The present invention is directed to a method for the synthesis of a bi-functional complex comprising a molecule part and an identifier oligonucleotide part identifying the molecule part. A part of the synthesis method according to the present invention is preferably conducted in one or more organic solvents when a nascent bi-functional complex comprising an optionally protected tag or oligonucleotide identifier is linked to a solid support, and another part of the synthesis method is preferably conducted under conditions suitable for enzymatic addition of an oligonucleotide tag to a nascent bi-functional complex in solution.

  本发明涉及一种合成双功能复合物的方法，该复合物包括分子部分和识别分子部分的识别寡核苷酸部分。根据本发明的合成方法的一部分优选在一种或多种有机溶剂中进行，此时包含可选保护标签或寡核苷酸标识符的新生双功能复合物与固体支持物相连接，合成方法的另一部分优选在适合于将寡核苷酸标签酶加到溶液中的新生双功能复合物的条件下进行。
• BI-FUNCTIONAL COMPLEXES AND METHODS FOR MAKING AND USING SUCH COMPLEXES
  申请人：Nuevolution A/S

  公开号：EP2558577B1

  公开（公告）日：2018-12-12
• BI-FUNCTINAL COMPLEXES AND METHODS FOR MAKING AND USING SUCH COMPLEXES
  申请人：Gouliaev Alex Haahr

  公开号：US20130281324A1

  公开（公告）日：2013-10-24

  The present invention is directed to a method for the synthesis of a bi-functional complex comprising a molecule part and an identifier oligonucleotide part identifying the molecule part. A part of the synthesis method according to the present invention is preferably conducted in one or more organic solvents when a nascent bi-functional complex comprising an optionally protected tag or oligonucleotide identifier is linked to a solid support, and another part of the synthesis method is preferably conducted under conditions suitable for enzymatic addition of an oligonucleotide tag to a nascent bi-functional complex in solution.
• Structure-based Drug Design of New Cinnamic Acid Derivatives as Tyrosinase Inhibitors
  作者：Fayezeh Yousefnejad、Mohammad Hossein Sayahi、Ali Moazzam、Fatemeh Gholami、Nader Tanideh、Cambyz Irajie、Helia Tayebi、Fatemeh Rasekh、Bagher Larijani、Maliheh Barazandeh Tehrani、Mohammad Mahdavi、Aida Iraji

  DOI：10.2174/0115701786263337231227113513

  日期：2024.8

  Abstract: Tyrosinase is a critical enzyme responsible for pigmentation disorders, and tyrosinase inhibition is an established strategy to treat hyperpigmentation. In the current study, cinnamic acidbased derivatives were designed and synthesized. All synthesized compounds were confirmed using IR, 1HNMR, 13CNMR, and CNH analysis. The inhibitory potencies of all derivatives against tyrosinase were determined, and it was shown that 5m bearing para-chloro moiety exhibits an IC50 value of 77.62 μmol/L. Analysis of enzyme kinetic studies revealed that 5m is an uncompetitive inhibitor. In silico studies against tyrosinase predicted possible binding mode in the pocket such that 5m formed critical interactions with both Cu co-factors within the binding site. This study presents the potential of aryl-substituted cinnamic acids that can benefit various cosmetic formulations as depigmentation agents.