5-ethoxy-4,5-dihydro-3-phenylfuran-2(3H)-one | 99558-18-6

• 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: 5-ethoxy-4,5-dihydro-3-phenylfuran-2(3H)-one
• 英文别名: 2(3H)-Furanone, 5-ethoxydihydro-3-phenyl-；5-ethoxy-3-phenyloxolan-2-one
• CAS: 99558-18-6
• 化学式: C₁₂H₁₄O₃
• mdl: MFCD27935317
• 分子量: 206.241
• InChiKey: UWNOCPOSLHHZDE-UHFFFAOYSA-N

物化性质

• 沸点：
  133-136 °C(Press: 0.1 Torr)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-ethoxy-4,5-dihydro-3-phenylfuran-2(3H)-one 在 platinum(IV) oxide 氢气 、 一水合肼 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 9.5h， 生成 4-phenyltetrahydropyridazin-3(2H)-one
  参考文献：
  名称：

  Breukelman, Stephen P.; Meakins, G. Denis, Journal of the Chemical Society. Perkin transactions I, 1985, p. 1627 - 1636

  摘要：

  DOI：
• 作为产物：
  描述：

  2-溴-1,1-二乙氧基乙烷 在 盐酸 、 氢氧化钾 、 sodium hydride 作用下， 生成 5-ethoxy-4,5-dihydro-3-phenylfuran-2(3H)-one
  参考文献：
  名称：

  Breukelman, Stephen P.; Meakins, G. Denis, Journal of the Chemical Society. Perkin transactions I, 1985, p. 1627 - 1636

  摘要：

  DOI：

文献信息

• Novel pyridinone and related heterocyclic derivatives
  申请人：——

  公开号：US20040186104A1

  公开（公告）日：2004-09-23

  The present invention relates to a compound of formula (1), (2) or (3) having the following structures: Formula 1, 2, 3 wherein X, Y, and Z are independently C or N; A is a direct bond, CH2 or NH;B is a direct bond or NH; n=0-2; R1 is H, optionally substituted C 1-4 191 alkyl, C 3-7 191 cycloalkyl, halogen, cyano, nitro, aryl, or alkylaryl; R2 is H, C 1-4 191 alkyl, or alkoxy C 1-4 191 alkyl;or R1 and R2 are taken together to form an unsaturated 6-membered aromatic or heterocyclic ring containing one or two heteroatoms fused to the pyridone; R3 is a direct bond, H, C 1-4 191 alkyl, substituted C 1-4 191 alkyl, C 3-7 191 cycloalkyl, aryl or alkylaryl; R4 is a direct bond or H; R5 is C 1-4 191 alkyl or aryl; R6 and R7 are independently H or C 1-4 191 alkyl; R8 and R9 are independently H, C 1-4 191 alkyl, or tert-butoxycarbonyl or R8 and R9 are taken together with the nitrogen to which they are attached and form optionally, unsubstituted, substituted, fused or unsaturated 5-,6-,7-membered heterocycles containing one or two heteroatoms wherein said substituents are selected from the group consisting of hydroxyl, hydroxymethyl, carboxymethyl, carboxy, methoxy, and tert-butoxy;as (R)enantiomers, (S)-enantiomers or a racemate in the form of a free base or a pharmaceutically acceptable salt or solvate thereof. 1

  本发明涉及具有以下结构的式（1），（2）或（3）的化合物：式1，2，3，其中X，Y和Z独立地为C或N；A为直接键，CH2或NH；B为直接键或NH；n＝0-2；R1为H，可选地取代的C1-4191烷基，C3-7191环烷基，卤素，氰基，硝基，芳基或烷基芳基；R2为H，C1-4191烷基或烷氧基C1-4191烷基；或R1和R2一起形成不饱和的6元芳香或杂环环，其中包含一个或两个杂原子与吡啶酮融合；R3为直接键，H，C1-4191烷基，取代的C1-4191烷基，C3-7191环烷基，芳基或烷基芳基；R4为直接键或H；R5为C1-4191烷基或芳基；R6和R7独立地为H或C1-4191烷基；R8和R9独立地为H，C1-4191烷基或叔丁氧羰基或R8和R9与它们连接的氮一起形成可选地未取代，取代，融合或不饱和的5、6、7元杂环，其中所述取代基从羟基，羟甲基，羧甲基，羧基，甲氧基和叔丁氧基的群中选择；作为（R）对映体，（S）-对映体或自由碱形式或药学上可接受的盐或溶剂的混合物。
• Analogs of .gamma.-hydroxybutyric acid. Synthesis and binding studies
  作者：Jean Jacques Bourguignon、Angele Schoenfelder、Martine Schmitt、Camille Georges Wermuth、Viviane Hechler、Brigitte Charlier、Michel Maitre

  DOI：10.1021/jm00400a001

  日期：1988.5

  Substituted 4-hydroxybutyric (GHB) or trans-4-hydroxycrotonic acids (T-HCA) and structurally related compounds were synthesized and submitted to [3H]GHB binding. Structure-activity relationships studies highlighted for [3H]GHB binding (a) the necessity of a nonlactonic, relatively extended conformation of the gamma-hydroxybutyric chain, (b) the existence of some bulk tolerance in the vicinity of the hydroxyl group, and (c) the high sensitivity toward isosteric replacements of the carboxyl or the hydroxyl groups. T-HCA has been recently identified as a naturally occurring substance in the central nervous system (CNS) and shows a better affinity than GHB. Our findings are in favor of the presence in the CNS of specific GHB binding sites, which are different from the GABA and the picrotoxin binding sites, and for which T-HCA may be an endogenous ligand.
• BREUKELMAN, S. P.;MEAKINS, G. D.;ROE, A. M., J. CHEM. SOC. PERKIN TRANS., 1985, N 8, 1627-1635
  作者：BREUKELMAN, S. P.、MEAKINS, G. D.、ROE, A. M.

  DOI：——

  日期：——
• BOURGUIGNON, JEAN-JACQUES;SCHOENFELDER, ANGELE;SCHMITT, MARTINE;WERMUTH, +, J. MED. CHEM., 31,(1988) N 5, C. 893-897
  作者：BOURGUIGNON, JEAN-JACQUES、SCHOENFELDER, ANGELE、SCHMITT, MARTINE、WERMUTH, +

  DOI：——

  日期：——
• NOVEL PYRIDINONE AND RELATED HETEROCYCLIC DERIVATIVES
  申请人：AstraZeneca AB

  公开号：EP1387829A1

  公开（公告）日：2004-02-11