3-[3-(2-thienyl)propyl]furan-2,4(3H,5H)-dione | 929718-40-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 3-[3-(2-thienyl)propyl]furan-2,4(3H,5H)-dione
• 英文别名: 3-(3-Thiophen-2-ylpropyl)oxolane-2,4-dione
• CAS: 929718-40-1
• 化学式: C₁₁H₁₂O₃S
• 分子量: 224.28
• InChiKey: FGCMZCCMRXWHID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 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：

  3-[3-(2-thienyl)propyl]furan-2,4(3H,5H)-dione 在 四丁基氢氧化铵 作用下， 以 乙醇 为溶剂， 反应 25.0h， 生成 4-octylamino-3-[3-(2-thienyl)propyl]furan-2(3H)-one
  参考文献：
  名称：

  Heterocyclic analogs of prostaglandins: III. Synthesis of 10-oxa-13-aza, 11-oxa-13-aza, and 9-oxa-7-aza prostanoids from 3-acyl-and 3-(3-arylprop-2-enoyl)furan-2,4-diones

  摘要：

  A number of new 10-oxa-13-aza, 11-oxa-13-aza, and 9-oxa-7-aza prostanoids belonging to the B series were synthesized on the basis of 3-acyl- and 3-(3-arylprop-2-enoyl)furan-2,4(3H,5H)-diones. The scheme of synthesis includes selective hydrogenation of the exocyclic carbonyl group and reduction of the conjugated double bond in the acyl fragment of 3-acyl- and 3-(3-arylprop-2-enoyl)furan-2,4(3H, 5H)-diones to obtain 3-alkyl- and 3-(3-arylpropyl)furan-2,4(3H,5H)-diones, transformation of the latter into the corresponding regioisomeric enol ethers via regioselective O-alkylation, and treatment of the enol ethers with primary aliphatic amines.

  DOI：

  10.1134/s1070428006040087
• 作为产物：
  描述：

  3-乙酰基季酮酸 在 哌啶 、 盐酸 、 sodium cyanoborohydride 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 5.0h， 生成 3-[3-(2-thienyl)propyl]furan-2,4(3H,5H)-dione
  参考文献：
  名称：

  Heterocyclic analogs of prostaglandins: III. Synthesis of 10-oxa-13-aza, 11-oxa-13-aza, and 9-oxa-7-aza prostanoids from 3-acyl-and 3-(3-arylprop-2-enoyl)furan-2,4-diones

  摘要：

  A number of new 10-oxa-13-aza, 11-oxa-13-aza, and 9-oxa-7-aza prostanoids belonging to the B series were synthesized on the basis of 3-acyl- and 3-(3-arylprop-2-enoyl)furan-2,4(3H,5H)-diones. The scheme of synthesis includes selective hydrogenation of the exocyclic carbonyl group and reduction of the conjugated double bond in the acyl fragment of 3-acyl- and 3-(3-arylprop-2-enoyl)furan-2,4(3H, 5H)-diones to obtain 3-alkyl- and 3-(3-arylpropyl)furan-2,4(3H,5H)-diones, transformation of the latter into the corresponding regioisomeric enol ethers via regioselective O-alkylation, and treatment of the enol ethers with primary aliphatic amines.

  DOI：

  10.1134/s1070428006040087

文献信息

• DERIVES D' HETEROARYL-ALKYLCARBAMATES, LEUR PREPARATION ET LEUR APPLICATION COMME INHIBITEURS DE L'ENZYME FAAH
  申请人：Sanofi-Aventis

  公开号：EP1720829A1

  公开（公告）日：2006-11-15
• JP2007524705A
  申请人：——

  公开号：JP2007524705A

  公开（公告）日：2007-08-30
• JP4824668B2
  申请人：——

  公开号：JP4824668B2

  公开（公告）日：2011-11-30
• [EN] DERIVATIVES OF HETEROARYL-ALKYLCARBAMATES, PREPARATION METHOD THEREOF AND USE OF SAME AS FAAH ENZYME INHIBITORS<br/>[FR] DERIVES D'HETEROARYL-ALKYLCARBAMATES, LEUR PREPARATION ET LEUR APPLICATION COMME INHIBITEURS DE L'ENZYME FAAH
  申请人：SANOFI AVENTIS

  公开号：WO2005090292A1

  公开（公告）日：2005-09-29

  Composé répondant à la formule générale (I):dans laquelle A est choisi parmi un ou plusieurs groupes X, Y et/ou Z ; X représente un groupe méthylène éventuellement substitué ; Y représente un C2-alcènylène éventuellement substitué ou un C2-alcynylène ; Z représente un groupe C3-7­cycloalkyle ; n représente un nombre entier allant de 1 à 7 ; R1 représente un groupe de type naphtalènyle ou hétéroaryle éventuellement substitué ; R7 représente un atome d'hydrogène ou un groupe C1-6-alkyle ; R8 représente un atome d'hydrogène ou un groupe C1-6-alkyle, C3-7-cycloalkyle, C3-7-cycloalkyle-C1-3-­alkylène ; à l'état de base, de sel d'addition à un acide, d'hydrate ou de solvat.Ces composés ont une activité inhibitrice sur l’enzyme FAAH.
• Heterocyclic analogs of prostaglandins: III. Synthesis of 10-oxa-13-aza, 11-oxa-13-aza, and 9-oxa-7-aza prostanoids from 3-acyl-and 3-(3-arylprop-2-enoyl)furan-2,4-diones
  作者：F. S. Pashkovskii、E. M. Shchukina、M. G. Gribovskii、F. A. Lakhvich

  DOI：10.1134/s1070428006040087

  日期：2006.4

  A number of new 10-oxa-13-aza, 11-oxa-13-aza, and 9-oxa-7-aza prostanoids belonging to the B series were synthesized on the basis of 3-acyl- and 3-(3-arylprop-2-enoyl)furan-2,4(3H,5H)-diones. The scheme of synthesis includes selective hydrogenation of the exocyclic carbonyl group and reduction of the conjugated double bond in the acyl fragment of 3-acyl- and 3-(3-arylprop-2-enoyl)furan-2,4(3H, 5H)-diones to obtain 3-alkyl- and 3-(3-arylpropyl)furan-2,4(3H,5H)-diones, transformation of the latter into the corresponding regioisomeric enol ethers via regioselective O-alkylation, and treatment of the enol ethers with primary aliphatic amines.