N-(3,4-dimethoxyphenyl)isobutyramide | 304664-16-2

• 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: N-(3,4-dimethoxyphenyl)isobutyramide
• 英文别名: N-(3,4-dimethoxyphenyl)-2-methylpropanamide
• CAS: 304664-16-2
• 化学式: C₁₂H₁₇NO₃
• mdl: MFCD00752828
• 分子量: 223.272
• InChiKey: VSZJULNJPLJSJH-UHFFFAOYSA-N

物化性质

• 熔点：
  117-118 °C
• 沸点：
  375.7±32.0 °C(Predicted)
• 密度：
  1.094±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(3,4-dimethoxyphenyl)isobutyramide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以10.8 g的产率得到3,4-二甲氧基-N-(2-甲基丙基)苯胺
  参考文献：
  名称：

  在机理理解的指导下将脱氮黄素调整为高效还原光催化剂——通过内部重原子效应增强关键步骤

  摘要：

  受到大自然的启发并基于机理理解，我们设计了具有与 Li 相当的还原能力的脱氮黄素 (dFl)，其通过独立于分子氧的连续光诱导电子转移 ( con PET) 机制发挥作用。通过将溴引入光催化剂而产生的内部重原子效应（IHAE）通过三重态自由基对显着增强了关键的三重态途径。此外，需要最佳浓度的牺牲电子供体（S sac ）来绕过通过单重态自由基对的非生产性反应。

  DOI：

  10.1002/chem.202200768
• 作为产物：
  描述：

  2,6-二甲基-3,5-庚二酮 、 3,4-二甲氧基苯胺 在 偶氮二异丁腈 、 氧气 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以56%的产率得到N-(3,4-dimethoxyphenyl)isobutyramide
  参考文献：
  名称：

  AIBN在有氧条件下通过C–C键的氧化裂解促进苯胺与1，3-二酮的酰胺化

  摘要：

  已经描述了在无金属和无过氧化物的条件下，在分子氧作为氧化剂存在下，由AIBN（2-2'-偶氮异丁腈）促进的苯胺与1，3-二酮的N-酰化反应。该方案通过在温和条件下同时发生分子间C–N键形成的C–C键的氧化裂解来进行。

  DOI：

  10.1016/j.tet.2016.06.060

文献信息

• Cationic Pd(II)-Catalyzed Fujiwara−Moritani Reactions at Room Temperature in Water
  作者：Takashi Nishikata、Bruce H. Lipshutz

  DOI：10.1021/ol100331h

  日期：2010.5.7

  PdII-catalyzed Fujiwara−Moritani reactions can be carried out without external acid at room temperature and in water as the only medium. A highly active cationic PdII catalyst, [Pd(MeCN)4](BF4)2, easily activates aromatic C−H bonds to produce electron-rich cinnamates in good yields.

  Pd II催化的藤原-森谷反应可以在室温和水作为唯一介质的情况下在没有外部酸的情况下进行。高活性阳离子 Pd II催化剂 [Pd(MeCN) 4 ](BF 4 ) 2 可轻松激活芳香族 C-H 键，从而以良好的收率生产富含电子的肉桂酸酯。
• 1,3-di-oxo-indene derivative, pharmaceutically acceptable salt or optical isomer thereof, preparation method thereof, and pharmaceutical composition containing same as an antiviral, active ingredient
  申请人：Jung Young Sik

  公开号：US09346749B2

  公开（公告）日：2016-05-24

  Disclosed are 1,3-Dioxoindene derivatives, pharmaceutically acceptable salts thereof or enantiomers, a preparation method thereof, and a pharmaceutical composition for the prevention or treatment of viral diseases, comprising the same as an active ingredient. The 1,3-Dioxoindene derivatives have excellent inhibitory activity against picornaviruses including coxsackie-, entero-, echo-, Polio-, and rhinoviruses, as well as exhibiting low cytotoxicity, so that they can be useful as an active ingredient of a pharmaceutical composition for the prevention or treatment of viral diseases including poliomyelitis, paralysis, acute hemorrhagic conjunctivitis, viral meningitis, hand-foot-and-mouth disease, vesicular disease, hepatitis A, myositis, myocarditis, pancreatitis, diabetes, epidemic myalgia, encephalitis, flu, herpangina, foot-and-mouth disease, asthma, chronic obstructive pulmonary disease, pneumonia, sinusitis or otitis media.

  本发明涉及1,3-二氧吲哚衍生物、其药学上可接受的盐或对映体、其制备方法以及用作预防或治疗病毒性疾病的制药组合物，其中包括该衍生物作为活性成分。该1,3-二氧吲哚衍生物对小肠病毒科病毒（包括柯萨奇病毒、肠道病毒、回声病毒、脊髓灰质炎病毒和鼻病毒）具有优异的抑制活性，并且表现出低细胞毒性，因此可以作为预防或治疗病毒性疾病的制药组合物的活性成分，包括小儿麻痹症、瘫痪、急性出血性结膜炎、病毒性脑膜炎、手足口病、水疱性疾病、甲型肝炎、肌炎、心肌炎、胰腺炎、糖尿病、流行性肌痛、脑炎、流感、咽峡炎、口腔疱疹、口蹄疫、哮喘、慢性阻塞性肺疾病、肺炎、鼻窦炎或中耳炎。
• 1,3-DI-OXO-INDENE DERIVATIVE, PHARMACEUTICALLY ACCEPTABLE SALT OR OPTICAL ISOMER THEREOF, PREPARATION METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION CONTAINING SAME AS AN ANTIVIRAL, ACTIVE INGREDIENT
  申请人：Korea Research Institute of Chemical Technology

  公开号：EP3611158A1

  公开（公告）日：2020-02-19

  Disclosed are 1,3-Dioxoindene derivatives of Formula 1, pharmaceutically acceptable salts thereof or enantiomers, a preparation method thereof, and a pharmaceutical composition for the prevention or treatment of viral diseases, comprising the same as an active ingredient. The 1,3-Dioxoindene derivatives have excellent inhibitory activity against picornaviruses including coxsackie-, entero-, echo-, Polio-, and rhinoviruses, as well as exhibiting low cytotoxicity, so that they can be useful as an active ingredient of a pharmaceutical composition for the prevention or treatment of viral diseases including poliomyelitis, paralysis, acute hemorrhagic conjunctivitis, viral meningitis, hand-foot-and-mouth disease, vesicular disease, hepatitis A, myositis, myocarditis, pancreatitis, diabetes, epidemic myalgia, encephalitis, flu, herpangina, foot-and-mouth disease, asthma, chronic obstructive pulmonary disease, pneumonia, sinusitis or otitis media.

  本发明公开了式 1 的 1,3-二氧代茚衍生物、其药学上可接受的盐或对映体、其制备方法以及用于预防或治疗病毒性疾病的药物组合物，其中包含相同的活性成分。1,3-二氧代茚满衍生物对包括柯萨奇病毒、肠道病毒、回声病毒、脊髓灰质炎病毒和鼻病毒在内的短小病毒具有极佳的抑制活性，同时还表现出较低的细胞毒性，因此可作为药物组合物的活性成分，用于预防或治疗包括脊髓灰质炎在内的病毒性疾病、麻痹、急性出血性结膜炎、病毒性脑膜炎、手足口病、水泡病、甲型肝炎、肌炎、心肌炎、胰腺炎、糖尿病、流行性肌痛、脑炎、流感、疱疹、口蹄疫、哮喘、慢性阻塞性肺病、肺炎、鼻窦炎或中耳炎。
• 1,3-DI-OXO-INDENE DERIVATIVE, PHARMACEUTICALLY ACCEPTABLE SALT OR OPTICAL ISOMER THEREOF, PREPARATION METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION CONTAINING SAME AS AN ANTIVIRAL, ACTIVE INGREDIENT
  申请人：Korea Research Institute of Chemical Technology

  公开号：EP2722322B8

  公开（公告）日：2020-03-11
• Model Systems for Flavoenzyme Activity:  Relationships between Cofactor Structure, Binding and Redox Properties
  作者：Yves-Marie Legrand、Mark Gray、Graeme Cooke、Vincent M. Rotello

  DOI：10.1021/ja036940b

  日期：2003.12.1

  A series of flavins were synthesized bearing electron-withdrawing and -donating substituents. The electrochemical properties of these flavins in a nonpolar solvent were determined. The recognition of these flavins by a diamidopyridine (DAP) receptor and the effect this receptor has on flavin redox potential was also quantified. It was found that the DAP-flavin binding affinity and the reduction potentials (E-1/2) for both the DAP-bound and unbound flavins correlated well with functions derived from linear free energy relationships (LFERs). These results provide insight and predictive capability for the interplay of electronics and redox state-specific interactions for both abiotic and enzymatic systems.