2-acetylamino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylic acid ethyl ester | 65416-88-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-acetylamino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylic acid ethyl ester
• 英文别名: ethyl 2-acetamido-4H,5H,6H-cyclopenta[b]thiophene-3-carboxylate；ethyl 2-acetamido-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylate
• CAS: 65416-88-8
• 化学式: C₁₂H₁₅NO₃S
• mdl: MFCD00450852
• 分子量: 253.322
• InChiKey: RXOGSWSWWJSKGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  83.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-acetylamino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylic acid ethyl ester 在 一水合肼 、 溶剂黄146 作用下， 反应 44.0h， 生成 2-Methyl-3-(4-oxo-cyclohexa-2,5-dienylideneamino)-3,5,6,7-tetrahydro-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-one; compound with acetic acid
  参考文献：
  名称：

  Functional derivatives of thiophen XX. Synthesis and antiviral activity of 3-aminothieno[2,3-d]pyrimidines

  摘要：

  DOI：

  10.1007/bf00760666
• 作为产物：
  描述：

  2-氨基-5,6-二氢-4H-环戊并[b]噻吩-3-甲酸乙酯 、 乙酸酐 反应 24.0h， 生成 2-acetylamino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthèse et propriétés pharmacologiques de quelques thiénopyrimidones-4 substituées

  摘要：

  DOI：

  10.1016/0223-5234(88)90142-0

文献信息

• Phosphoramides—V11Part IV: E.B. Pedersen, Acta Chem. Scand. B31, 261 (1977).
  作者：E.B. Pedersen、D. Carlsen

  DOI：10.1016/0040-4020(77)80318-9

  日期：——

  2-Acetamido-3-thiophenecarboxylic acid ethyl esters 1 have been heated in HMPT to reflux temperature to produce 4,6-bis(dimethylamino)thieno[2,3-b]pyridines 7. Substituents in the 4 position of the thiophene ring were found to exert steric hindrance on the reaction. Only a multistep mechanism can account for the product 7. The intermediates 2–5 were also isolated in the reaction of 1a with HMPT.

  将2-乙酰氨基-3-噻吩羧酸乙酯1在HMPT中加热至回流温度，以产生4,6-双（二甲基氨基）噻吩并[2,3-b]吡啶7。发现噻吩环的4位上的取代基对反应产生位阻。只有多步机制才能说明产品7。在1a与HMPT的反应中也分离出了中间体2–5。
• PEDERSEN E. B.; CARLSEN D., TETRAHEDRON <TETR-AB>, 1977, 33, NO 16, 2089-2092
  作者：PEDERSEN E. B.、 CARLSEN D.

  DOI：——

  日期：——
• PERRISSIN, MONIQUE;FAVRE, MARYLENE;LUU, DUC CUONG;HUGUET, FRANCOIS;GAULTI+, EUR. J. MED. CHEM., 23,(1988) N 5, C. 453-456
  作者：PERRISSIN, MONIQUE、FAVRE, MARYLENE、LUU, DUC CUONG、HUGUET, FRANCOIS、GAULTI+

  DOI：——

  日期：——
• Non-Peptidic Inhibitors of AKAP/PKA Interaction
  申请人：Klussmann Enno

  公开号：US20090176773A1

  公开（公告）日：2009-07-09

  The invention relates to non-peptidic molecules which modulate, especially inhibit, the interaction of protein kinase A (PKA) and A kinase anchor proteins (AKAP) and to a host or target organism that comprises said non-peptidic compounds or recognition molecules directed to said compounds, such as e.g. antibodies or chelating agents. The invention also relates to a pharmaceutical agent, especially for use in the treatment of diseases that are associated with a disturbance of the cAMP signal path, especially insipid diabetes, hypertonia, pancreatic diabetes, duodenal ulcer, asthma, heart failure, obesity, AIDS, edema, hepatic cirrhosis, schizophrenia and others. The invention also relates to the use of the inventive molecules.
• Functional derivatives of thiophen XX. Synthesis and antiviral activity of 3-aminothieno[2,3-d]pyrimidines
  作者：I. A. Kharizomenova、A. N. Grinev、N. V. Samsonova、E. K. Panisheva、N. V. Kaplina、I. S. Nikolaeva、T. V. Pushkina、G. N. Pershin

  DOI：10.1007/bf00760666

  日期：1981.9