2-(3,4-dimethoxyphenyl)-1-(thien-2-yl)ethanone | 214831-33-1

• 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-(3,4-dimethoxyphenyl)-1-(thien-2-yl)ethanone
• 英文别名: 2-(3,4-dimethoxyphenyl)-1-(thiophen-2-yl)ethan-1-one；2-(3,4-dimethoxyphenyl)-1-thiophen-2-ylethanone
• CAS: 214831-33-1
• 化学式: C₁₄H₁₄O₃S
• mdl: MFCD11545252
• 分子量: 262.329
• InChiKey: DZMVSRCFIAKYQG-UHFFFAOYSA-N

物化性质

• 沸点：
  408.7±35.0 °C(Predicted)
• 密度：
  1.196±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.214
• 拓扑面积：
  63.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(3,4-dimethoxyphenyl)-1-(thien-2-yl)ethanone 在 ammonium acetate 作用下， 以 二乙二醇二甲醚 、 正丁醇 为溶剂， 反应 24.0h， 生成 4-amino-5-(4-bromothiophen-2-yl)-6-(3,4-dimethoxyphenyl)-7-(thiophen-2-yl)pyrido[2,3-d]pyrimidine
  参考文献：
  名称：

  5,6,7-Trisubstituted 4-Aminopyrido[2,3-d]pyrimidines as Novel Inhibitors of Adenosine Kinase

  摘要：

  The synthesis and structure-activity relationship of a series of 5,6,7-trisubstituted 4-aminopyrido[2,3-d]pyrimidines as novel nonnucleoside adenosine kinase inhibitors is described. A variety of alkyl, aryl, and heteroaryl substituents were found to be tolerated at the C5, C6, and C7 positions of the pyridopyrimidine core. These studies have led to the identification of analogues that are potent inhibitors of adenosine kinase with in vivo analgesic activity.

  DOI：

  10.1021/jm030327l
• 作为产物：
  描述：

  3,4-二甲氧基苯乙酸 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 73.5h， 生成 2-(3,4-dimethoxyphenyl)-1-(thien-2-yl)ethanone
  参考文献：
  名称：

  5,6,7-Trisubstituted 4-Aminopyrido[2,3-d]pyrimidines as Novel Inhibitors of Adenosine Kinase

  摘要：

  The synthesis and structure-activity relationship of a series of 5,6,7-trisubstituted 4-aminopyrido[2,3-d]pyrimidines as novel nonnucleoside adenosine kinase inhibitors is described. A variety of alkyl, aryl, and heteroaryl substituents were found to be tolerated at the C5, C6, and C7 positions of the pyridopyrimidine core. These studies have led to the identification of analogues that are potent inhibitors of adenosine kinase with in vivo analgesic activity.

  DOI：

  10.1021/jm030327l

文献信息

• A Simple and Efficient Synthesis of Fused Benzo[b]thiophene Derivatives
  作者：Alexander S. Fisyuk、Evgeny B. Ulyankin、Anastasia S. Kostyuchenko、Sergey A. Chernenko、Mikhail O. Bystrushkin、Anna L. Samsonenko、Anton L. Shatsauskas

  DOI：10.1055/a-1416-4924

  日期：2021.7

  A new approach to the synthesis of fused benzothiophene derivatives was developed based on iodine-promoted photocyclization of 4,5-diaryl-substituted thiophenes obtained in three steps from commercially­ available compounds. Comparative analysis showed that photochemical cyclization is a more efficient method for the preparation of fused benzo[b]thiophene derivatives, compared to oxidative coupling

  基于碘的三步反应，从商业上可得的化合物中获得的4,5-二芳基取代的噻吩的碘促进的光环化反应，开发了一种新的合成苯并噻吩衍生物的合成方法。对比分析表明，与在氯化铁（III）和钯催化的分子内存在下4,5-二芳基取代的噻吩的氧化偶联作用相比，光化学环化是一种更有效的方法，用于制备稠合的苯并[b]噻吩衍生物。芳基化。这种新方法提供了功能上取代的萘并[2,1-b：3,4-b']二噻吩，菲[9,10-b]噻吩，苯并[1,2-b：3,4-b]的有效合成方法′：6，5-b′′]三噻吩以及含有吡啶环和/或咔唑部分的新的稠合杂环。
• A Simple and Efficient Synthesis of Substituted 2,2′-Bithiophene and 2,2′:5′,2″-Terthiophene
  作者：Anastasia S. Kostyuchenko、Alexey M. Averkov、Alexander S. Fisyuk

  DOI：10.1021/ol500356w

  日期：2014.4.4

  A simple and efficient approach is developed for the synthesis of substituted 2,2′-bithiophene- and 2,2′:5′,2″-terthiophene-5-carboxylic acids and esters which is based on thiophene ring closure in the Fiesselmann reaction. Using this method, derivatives containing a long alkyl chain with or without an end functional group or an aryl substituent can be conveniently prepared.

  开发了一种简单有效的方法，用于合成取代的2,2'-联噻吩-和2,2'：5'，2''-叔噻吩-5-羧酸和酯，其基于菲斯曼反应中的噻吩闭环。使用该方法，可以方便地制备包含具有或不具有末端官能团或芳基取代基的长烷基链的衍生物。
• 5,6,7-trisubstituted-4-aminopyrido[2,3-D] pyrimidine compounds
  申请人：Abbott Laboratories

  公开号：US06030969A1

  公开（公告）日：2000-02-29

  A compound having the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are defined, a method for inhibiting adenosine kinase by administering a compound thereof, a pharmaceutical composition comprising a therapeutically effective amount of a compound thereof above in combination with a pharmaceutically acceptable carrier, a method of treating cerebral ischemia, epilepsy, pain, nociperception, inflammation and sepsis in a mammal in need of such treatment, comprising administering to the mammal a therapeutically effective amount of a compound thereof, and methods for preparation thereof.

  一种具有以下结构式##STR1##的化合物，其中R.sup.1、R.sup.2、R.sup.3、R.sup.4和R.sup.5被定义，一种通过给予该化合物来抑制腺苷激酶的方法，一种包含所述化合物的治疗有效量与药用可接受载体结合的药物组合物，一种治疗大脑缺血、癫痫、疼痛、痛觉、炎症和败血症的方法，包括向需要此类治疗的哺乳动物给予该化合物的治疗有效量，以及其制备方法。
• 5,6,7-TRISUBSTITUTED-4-AMINOPYRIDOL 2,3-D]PYRIMIDINE COMPOUNDS
  申请人：Abbott Laboratories

  公开号：EP0975633A1

  公开（公告）日：2000-02-02
• US6030969A
  申请人：——

  公开号：US6030969A

  公开（公告）日：2000-02-29