methyl 5-ethylthiophene-2-carboxylate | 91086-68-9

• 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: methyl 5-ethylthiophene-2-carboxylate
• CAS: 91086-68-9
• 化学式: C₈H₁₀O₂S
• mdl: MFCD06203733
• 分子量: 170.232
• InChiKey: XBHFFZLMQIVPDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.375
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 5-ethylthiophene-2-carboxylate 在 盐酸 、 氢氧化钾 、 三氯化铝 、 一水合肼 作用下， 以 硝基苯 为溶剂， 反应 29.0h， 生成 2'-ethyl-2,3'-methylenedithiophene-5'-carboxylic acid
  参考文献：
  名称：

  Barker, John M.; Huddleston, Patrick R.; Smith, Robert, Journal of Chemical Research, Miniprint, 1984, # 9, p. 2556 - 2569

  摘要：

  DOI：
• 作为产物：
  描述：

  巯基乙酸甲酯 、 (E)-3-Phenylsulfanyl-pent-2-enal 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以75%的产率得到methyl 5-ethylthiophene-2-carboxylate
  参考文献：
  名称：

  A Facile Preparation of b-Alky-b-phenylthio-a,b-unsaturated Carbonyl Compounds in a Synthesis of Alkyl Substituted Thiophene-2-carboxylic Esters

  摘要：

  A facile two-step or three-step one-flask procedure for a synthesis of beta-alkyl-beta-phenylthio-alpha,beta-unsaturated carbonyl compounds (3a-j) from readily prepared 3-methoxy-1-phenylthio-1-propyne (1) is described. Condensation of 3a-j with methyl thioglycolate readily affords a number of 3-alkyl- and 3,5-dialkylthiophene-2-carboxylic methyl esters.

  DOI：

  10.3987/com-94-6927

文献信息

• THERAPEUTIC COMPOUNDS
  申请人：Old David W.

  公开号：US20090227635A1

  公开（公告）日：2009-09-10

  Compounds comprising or a pharmaceutically acceptable salt or a prodrug thereof, are disclosed, wherein Y, A, B, and J are as described. Methods, compositions, and medicaments related thereto are also disclosed.

  包含Y、A、B和J的化合物或其药用可接受的盐或前药，已被披露。还披露了与之相关的方法、组合物和药物。
• FUSED HETEROCYCLIC COMPOUNDS AND THROMBOPOIETIN RECEPTOR ACTIVATORS
  申请人：Shigeta Yukihiro

  公开号：US20120209005A1

  公开（公告）日：2012-08-16

  Fused heterocyclic compounds useful for prevention, treatment or improvement of diseases against which activation of the thrombopoietin receptor is effective are provided. A compound represented by the formula (I) (wherein R 1 is an aryl group fused to a saturated ring or the like, A, B, L 1 , R 2 , L 2 , L 3 , Y, L 4 , R 3 and X are defined in the description), a tautomer, prodrug or a pharmaceutically acceptable salt of the compound or a solvate thereof.

  提供了对激活血小板生成素受体有效的疾病的预防、治疗或改善有用的融合杂环化合物。代表式(I)的化合物（其中R1是与饱和环或类似物融合的芳基，A、B、L1、R2、L2、L3、Y、L4、R3和X在描述中有定义），该化合物的互变异构体、前药或药用可接受的盐或其溶剂化物。
• Heterobicyclic metalloprotease inhibitors
  申请人：Bluhm Harald

  公开号：US20080221092A1

  公开（公告）日：2008-09-11

  The present invention relates generally to amide containing heterobicyclic containing pharmaceutical agents, and in particular, to amide containing heterobicyclic metalloprotease inhibiting compounds. More particularly, the present invention provides a new class of heterobicyclic MMP-3 and/or MMP-13 inhibiting compounds that exhibit an increased potency and selectivity in relation to currently known MMP-13 and MMP-3 inhibitors.

  本发明通常涉及含有酰胺的杂双环含有药物作用的化合物，特别地，涉及含有酰胺的杂双环金属蛋白酶抑制剂。更具体地，本发明提供了一类新型的杂双环MMP-3和/或MMP-13抑制剂化合物，相对于目前已知的MMP-13和MMP-3抑制剂，这些化合物表现出更高的效力和选择性。
• BENZENE OR THIOPHENE DERIVATIVE AND USE THEREOF AS VAP-1 INHIBITOR
  申请人：R-Tech Ueno, Ltd.

  公开号：US20150166525A1

  公开（公告）日：2015-06-18

  The present invention provides a novel benzene derivative or thiophene derivative useful as a VAP-1 inhibitor, or a medicament for the prophylaxis or treatment of a VAP-1 associated disease and the like, namely, a compound represented by the formula (I): wherein each symbol is as defined in the present specification, or a pharmaceutically acceptable salt thereof.

  本发明提供了一种新型苯并衍生物或噻吩衍生物，可用作VAP-1抑制剂，或用作预防或治疗VAP-1相关疾病等药物，即由式(I)所表示的化合物：其中每个符号如本说明书所定义，或其药学上可接受的盐。
• Synthesis of 2-thiophenecarboxylic and 2,5-thiophenedicarboxylic acid esters via the reaction of thiophenes with the CCl4-ROH reagent in the presence of vanadium, iron, and molybdenum catalysts
  作者：R. I. Khusnutdinov、N. A. Shchadneva、A. R. Baiguzina、R. R. Mukminov、Yu. Yu. Mayakova、A. A. Smirnov、U. M. Dzhemilev

  DOI：10.1134/s0965544108060121

  日期：2008.11

  2-Thiophenecarboxylic and 2,5-thiohenedicarboxylic acid esters were synthesized via the reaction of thiophene with the CCl(4)-ROH-catalyst system, with a total yield of 44-85%. A possible reaction scheme includes the successive steps of alkylation of thiophene with carbon tetrachloride, leading to 2-trichloromethylthiophene, and alcoholysis of the product giving the corresponding 2-thiophenecarboxylate. The best catalysts for this reaction are VO(acac)(2), Fe(acac)(3), and Mo(CO)(6).