4-Ethoxycarbonyl-2-acetylthiophen | 33148-87-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 4-Ethoxycarbonyl-2-acetylthiophen
• 英文别名: 5-acetyl-thiophene-3-carboxylic acid ethyl ester；5-Acetyl-thiophen-3-carbonsaeure-aethylester；Ethyl 5-acetyl-3-thiophenecarboxylate；ethyl 5-acetylthiophene-3-carboxylate
• CAS: 33148-87-7
• 化学式: C₉H₁₀O₃S
• 分子量: 198.243
• InChiKey: FQNVYOSORLKOFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  71.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-Ethoxycarbonyl-2-acetylthiophen 在 sodium hydroxide 、 乙二醇 作用下， 生成 5-乙基噻吩-3-羧酸
  参考文献：
  名称：

  Otsuji et al., Nippon Kagaku Zasshi, 1959, vol. 80, p. 1021,1023

  摘要：

  DOI：
• 作为产物：
  描述：

  噻吩-3-甲酸乙酯 、 乙酰氯 在 二硫化碳 、 三氯化铝 作用下， 生成 4-Ethoxycarbonyl-2-acetylthiophen
  参考文献：
  名称：

  Otsuji et al., Nippon Kagaku Zasshi, 1959, vol. 80, p. 1021,1023

  摘要：

  DOI：

文献信息

• Novel carbapenem compounds
  申请人：——

  公开号：US20040063683A1

  公开（公告）日：2004-04-01

  Carbapenem compounds having a substituted phenyl or a substituted thienyl directly attached to the 3-position of carbapenem nucleus as represented by the formula: 1 wherein Ring E is benzene ring or thiophene ring; R 1 is optionally OH-substituted C 1-3 alkyl; R 2 and R 3 represent each H, optionally substituted lower alkyl, etc.; R is H, or a group which is hydrolyzed in the living body to regenerate a carboxyl group, etc.; X is O or S; and Y represents H, lower alkyl, etc., or pharmaceutically acceptable salts thereof and medicaments containing said compound as the active ingredient. These compounds exhibit an excellent antibacterial activity over a broad range of Gram-positive and Gram-negative bacteria, in particular, penicillin-resistant Staphylococcus pneumoniae (PRSP) which has been isolated at an elevated frequency in recent years and thus causes a serious clinical problem, and Haemophilus influenzae which has acquired resistance against the existing &bgr;-lactam antibiotics over a wide scope due to penicillin-binding protein (PBP) mutations such as &bgr;-lactamase non-producing ampicillin-resistant (BLNAR) Haemophilus influenzae.

  具有取代苯基或取代噻吩基直接连接到碳青霉烯核的碳青霉烯化合物，如下式所示：1其中环E为苯环或噻吩环；R1是可选的OH取代的C1-3烷基；R2和R3分别表示H、可选取代的较低烷基等；R为H，或是在生物体内水解为羧基等的基团；X为O或S；Y表示H、较低烷基等，或其药学上可接受的盐，以及含有该化合物作为活性成分的药物。这些化合物表现出优异的抗菌活性，对广泛的革兰氏阳性和革兰氏阴性细菌具有杀菌作用，特别是对近年来分离频率升高并引起严重临床问题的青霉素耐药性肺炎链球菌（PRSP）和已经因青霉素结合蛋白（PBP）突变而对现有β-内酰胺类抗生素产生耐药性的非产β-内酰胺酶的氨苄青霉素耐药性流感嗜血杆菌具有抗菌作用。
• NOVEL CARBAPENEM COMPOUNDS
  申请人：Sumitomo Pharmaceuticals Company, Limited

  公开号：EP1357123A1

  公开（公告）日：2003-10-29

  Carbapenem compounds having a substituted phenyl or a substituted thienyl directly attached to the 3-position of carbapenem nucleus as represented by the formula: wherein Ring E is benzene ring or thiophene ring; R1 is optionally OH-substituted C1-3 alkyl; R2 and R3 represent each H, optionally substituted lower alkyl, etc.; R is H, or a group which is hydrolyzed in the living body to regenerate a carboxyl group, etc.; X is O or S; and Y represents H, lower alkyl, etc., or pharmaceutically acceptable salts thereof and medicaments containing said compound as the active ingredient. These compounds exhibit an excellent antibacterial activity over a broad range of Gram-positive and Gram-negative bacteria, in particular, penicillin-resistant Staphylococcus pneumoniae (PRSP) which has been isolated at an elevated frequency in recent years and thus causes a serious clinical problem, and Haemophilus influenzae which has acquired resistance against the existing β-lactam antibiotics over a wide scope due to penicillin-binding protein (PBP) mutations such as β-lactamase non-producing ampicillin-resistant (BLNAR) Haemophihis influenzae.

  碳青霉烯类化合物，其碳青霉烯类核的 3 位直接连接一个取代的苯基或取代的噻吩基，如式所示： 其中，环 E 是苯环或噻吩环；R1 是任选由 OH 取代的 C1-3 烷基；R2 和 R3 分别代表 H、任选取代的低级烷基等；R 是 H 或在活体内水解生成羧基的基团等；X 是 O 或 S；Y 代表 H、低级烷基等，或其药学上可接受的盐以及含有上述化合物作为活性成分的药物。这些化合物对多种革兰氏阳性菌和革兰氏阴性菌都有很好的抗菌活性，特别是对耐青霉素肺炎葡萄球菌（PRSP）有很好的抗菌活性、以及流感嗜血杆菌（Haemophilus influenzae），由于青霉素结合蛋白（PBP）的突变，如不产生氨苄青霉素的β-内酰胺酶耐药流感嗜血杆菌（BLNAR），流感嗜血杆菌对现有的β-内酰胺类抗生素产生了广泛的耐药性。
• Novel carbapenem, medical and antibacterial comprisisng the same, and uses thereof
  申请人：SUMITOMO PHARMACEUTICALS COMPANY, LIMITED

  公开号：EP1357123B1

  公开（公告）日：2005-11-30
• US7115595B2
  申请人：——

  公开号：US7115595B2

  公开（公告）日：2006-10-03
• Otsuji et al., Nippon Kagaku Zasshi, 1959, vol. 80, p. 1021,1023
  作者：Otsuji et al.

  DOI：——

  日期：——