methyl 5-(pyridin-3-yl)furan-2-carboxylate | 62642-13-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: methyl 5-(pyridin-3-yl)furan-2-carboxylate
• 英文别名: 3-(2-Methoxycarbonyl-5-furyl)-pyridin；5-pyridin-3-yl-furan-2-carboxylic acid methyl ester；Methyl 5-(pyridin-3-yl)furan-2-carboxylate；methyl 5-pyridin-3-ylfuran-2-carboxylate
• CAS: 62642-13-1
• 化学式: C₁₁H₉NO₃
• 分子量: 203.197
• InChiKey: HOCFXXHLTCCXEK-UHFFFAOYSA-N

物化性质

• 沸点：
  360.5±32.0 °C(Predicted)
• 密度：
  1.204±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  52.3
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  methyl 5-(pyridin-3-yl)furan-2-carboxylate 、 胍 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-(2-(pyridin-3-yl)furan-5-carbonyl)guanidine
  参考文献：
  名称：

  Superactivation of the Botulinum Neurotoxin Serotype A Light Chain Metalloprotease:  A New Wrinkle in Botulinum Neurotoxin

  摘要：

  Small molecules based upon a 2-acylguanidine-5-phenyl thiophene scaffold that can activate the light chain metalloprotease of botulinum neurotoxin serotype A (BoNT LC/A) by an apparent reduction in Km are reported. On the basis of structure-activity relationships and the activation profile, one or more molecules of activator specifically bind to a defined site on the toxin, causing the observed rate enhancement. With the ever-growing clinical uses of BoNT, compounds such as those reported here may provide a method for combating the emerging adaptive immune responses to BoNT.

  DOI：

  10.1021/ja057699z
• 作为产物：
  描述：

  5-溴-2-糠酸甲酯 、 3-吡啶硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 4.0h， 生成 methyl 5-(pyridin-3-yl)furan-2-carboxylate
  参考文献：
  名称：

  Superactivation of the Botulinum Neurotoxin Serotype A Light Chain Metalloprotease:  A New Wrinkle in Botulinum Neurotoxin

  摘要：

  Small molecules based upon a 2-acylguanidine-5-phenyl thiophene scaffold that can activate the light chain metalloprotease of botulinum neurotoxin serotype A (BoNT LC/A) by an apparent reduction in Km are reported. On the basis of structure-activity relationships and the activation profile, one or more molecules of activator specifically bind to a defined site on the toxin, causing the observed rate enhancement. With the ever-growing clinical uses of BoNT, compounds such as those reported here may provide a method for combating the emerging adaptive immune responses to BoNT.

  DOI：

  10.1021/ja057699z

文献信息

• Methyl 2-Furoate: An Alternative Reagent to Furan for Palladium-Catalysed Direct Arylation
  作者：Hai Yan Fu、Henri Doucet

  DOI：10.1002/ejoc.201101102

  日期：2011.12

  The palladium-catalysed direct arylation of methyl 2-furoate with aryl bromides was studied. The use of KOAc as the base, dimethylacetamide (DMAc) as the solvent and Pd(OAc)2 as the catalyst was found to give 5-arylfurans regioselectively and without decarboxylation. These methyl 5-aryl-2-furoates gave 2,5-diarylfurans by decarboxylative coupling by using Pd(OAc)2 as the catalyst. Methyl 2-furoate

  研究了钯催化的 2-糠酸甲酯与芳基溴化物的直接芳基化反应。发现使用 KOAc 作为碱、二甲基乙酰胺 (DMAc) 作为溶剂和 Pd(OAc) 2 作为催化剂可以区域选择性地得到 5-芳基呋喃并且没有脱羧。这些5-芳基-2-糠酸甲酯通过使用Pd(OAc) 2 作为催化剂的脱羧偶联得到2,5-二芳基呋喃。因此，2-糠酸甲酯代表了一种方便的替代呋喃的底物，用于合成单或多芳基化呋喃。
• [EN] 3-OXO-TETRAHYDRO-FURO[3,2-B]PYRROL-4(5H)-YL) DERIVATIVES I<br/>[FR] DÉRIVÉS 3-OXO-TÉTRAHYDRO-FURO [3,2-B] PYRROL -4 (5H)-YL)
  申请人：GRUENENTHAL GMBH

  公开号：WO2015161928A1

  公开（公告）日：2015-10-29

  The invention relates to amidic oxotetrahydro-2H-furo[3.2-b]pyrrol-4(5H)-yl) derivatives as dual CatS/K inhibitors, to pharmaceutical compositions containing these compounds and also to these compounds for use in the treatment and/or prophylaxis of pain and further diseases and/or disorders.

  这项发明涉及作为双重CatS/K抑制剂的酰胺氧代四氢-2H-呋喃[3.2-b]吡咯-4(5H)-基)衍生物，以及含有这些化合物的药物组合物，还涉及这些化合物用于治疗和/或预防疼痛以及其他疾病和/或紊乱。
• 3-OXO-TETRAHYDRO-FURO[3,2-B]PYRROL-4(5H)-YL) DERIVATIVES I
  申请人：GRÜNENTHAL GMBH

  公开号：US20150307507A1

  公开（公告）日：2015-10-29

  The invention relates to amidic oxotetrahydro-2H-furo[3.2-b]pyrrol-4(5H)-yl) derivatives as dual CatS/K inhibitors. to pharmaceutical compositions containing these compounds and also to these compounds for use in the treatment and/or prophylaxis of pain and further diseases and/or disorders.

  本发明涉及氨基酰氧代四氢-2H-呋喃[3.2-b]吡咯-4(5H)-基衍生物，作为双重CatS/K抑制剂，以及含有这些化合物的制药组合物，以及这些化合物在治疗和/或预防疼痛和其他疾病和/或紊乱方面的用途。
• Fisera,L. et al., Collection of Czechoslovak Chemical Communications, 1977, vol. 42, p. 105 - 111
  作者：Fisera,L. et al.

  DOI：——

  日期：——
• US9725459B2
  申请人：——

  公开号：US9725459B2

  公开（公告）日：2017-08-08