5-甲氧基噻吩-2-甲腈 | 58703-25-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 5-甲氧基噻吩-2-甲腈
• 英文名称: 5-methoxy-thiophene-2-carbonitrile
• 英文别名: 5-methoxythiophene-2-carbonitrile；2-Cyan-5-methoxy-thiophen
• CAS: 58703-25-6
• 化学式: C₆H₅NOS
• 分子量: 139.178
• InChiKey: BQSHFXZTUVKSQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  61.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-甲氧基噻吩-2-甲腈 在 lithium hexamethyldisilazane 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 1.0h， 生成 5-methoxy-thiophene-2-carboximidic acid amide
  参考文献：
  名称：

  WO2006/123639

  摘要：

  公开号：
• 作为产物：
  描述：

  5-(甲氧基)噻吩-2-羧醛 在 盐酸羟胺 、 sodium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 11.0h， 生成 5-甲氧基噻吩-2-甲腈
  参考文献：
  名称：

  WO2006/123639

  摘要：

  公开号：

文献信息

• Pyrimidine derivatives
  申请人：Naganuma Kenji

  公开号：US20060293343A1

  公开（公告）日：2006-12-28

  The object of the invention is to provide a novel compound having an inhibitory action on PDE4 activity with fewer side effects. The invention provides a compound represented by the following general formula (1), possible stereoisomers thereof or racemates thereof, pharmacologically acceptable salts thereof, hydrates thereof, solvated compounds thereof, or prodrugs thereof,

  本发明的目的是提供一种对PDE4活性具有抑制作用且副作用较少的新型化合物。 该发明提供了一种由以下一般式（1）表示的化合物，其可能的立体异构体或外消旋体，其药理学上可接受的盐，水合物，溶剂化合物，或前药。
• Discovery of selective PDE4B inhibitors
  作者：Kenji Naganuma、Akifumi Omura、Naomi Maekawara、Masahiro Saitoh、Naoto Ohkawa、Takashi Kubota、Hiromitsu Nagumo、Toshiyuki Kodama、Masayoshi Takemura、Yuji Ohtsuka、Junji Nakamura、Ryuichi Tsujita、Koh Kawasaki、Hirotsugu Yokoi、Masashi Kawanishi

  DOI：10.1016/j.bmcl.2009.04.121

  日期：2009.6

  In this study the first PDE4B selective inhibitor is described. Optimization of lead 2-arylpyrimidine derivatives afforded a series of potent PDE4B inhibitors with >100-fold selectivity over the PDE4D isozyme. With a good pharmacokinetic profile, a selected compound exhibited potent anti-inflammatory effects in vivo and showed less emesis compared with Cilomilast. (C) 2009 Elsevier Ltd. All rights reserved.
• Elimination Reactions of (<i>Z</i>)-Thiophene- and (<i>Z</i>)-Furan-2-carbaldehyde <i>O</i>-Benzoyloximes. Effect of β-Aryl Group upon the Nitrile-Forming Anti Transition State
  作者：Bong Rae Cho、Nam Soon Cho、Sang Hun Song、Sang Kook Lee

  DOI：10.1021/jo981169m

  日期：1998.11.1

  Elimination reactions of(Z)-thiophene- and (Z)-furan-2-carbaldehyde O-benzoyloximes 1 and 2 with DBU in MeCN have been investigated kinetically. The reactions are second order and exhibit substantial values of Hammett rho and k(H)/k(D) values, and an E2 mechanism is evident. The relative rates of elimination from (Z)-ArCH=NOC(O)C6H4Y are 1/1.1/0.6 for Ar = phenyl/thienyl/furyl, respectively. For reactions of 1 with DBU in MeCN, k(H)/k(D) = 8.2 +/- 0.1, Hammett rho = 1.22 +/- 0.19, beta(1g) = -0.43 +/- 0.01, Delta H-double dagger = 5.9 +/- 0.1 kcal/mol, and Delta S-double dagger = -28.5 +/- 0.3 eu have been determined. The corresponding values for 2 are k(H)/k(D) = 8.8 +/- 0.2, rho = 1.87 +/- 0.05, beta(1g) = -0.55 +/- 0.10, Delta H-double dagger = 6.5 +/- 0.1 kcal/mol, and Delta S-double dagger = -29.0 +/- 1.5 eu. The k(H)/k(D), Hammett rho, and \beta(1g)\ values increase as the beta-aryl group is changed in the order phenyl < thienyl < furyl. The results indicate that the transition state structure for the nitrile-forming elimination changes slightly toward product-like with the change of the beta-aryl group.
• WO2006/123639
  申请人：——

  公开号：——

  公开（公告）日：——