4,4-Dicyano-buttersaeureaethylester | 29668-93-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 4,4-Dicyano-buttersaeureaethylester
• 英文别名: Ethyl 4,4-dicyanobutanoate
• CAS: 29668-93-7
• 化学式: C₈H₁₀N₂O₂
• mdl: MFCD11100426
• 分子量: 166.18
• InChiKey: ZPDZMQNWBVEXCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.625
• 拓扑面积：
  73.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,4-Dicyano-buttersaeureaethylester 在 盐酸 、 水 、 氢气 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Utilizing G-quadruplex formation to target 8-oxoguanine in telomeric sequences

  摘要：

  Utilizing G-quadruplex specific ligands that can induce/bind G-quadruplex DNA in human telomeric regions has recently become an attractive means for cancer chemotherapy because the formation of G-quadruplex structures inhibits the activity of telomerase, a reverse transcriptase mainly expressed in cancer cells. In the present work, we synthesized a type of bifunctional molecules that selectively bind to telomeric DNA via G-quadruplex formation and subsequently react with proximate OxodG in the presence of one-electron oxidant. Such molecules could be useful for telomerase inhibition. Perylene derivatives (7 and 9) containing 1,3-diamino moieties were prepared for demonstration. The binding of 7 with G-quadruplex DNA was determined using UV thermal denaturation and the corresponding binding constant was derived from UV titration. The interactions of 7 with G-quadruplex DNA containing OxodG were characterized using circular dichroism. Gel electrophoresis revealed that 7 can form more adducts with OxodG in G-quadruplex regions than that in duplex DNA. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.110
• 作为产物：
  描述：

  3-溴丙酸乙酯 、 丙二腈 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以57%的产率得到4,4-Dicyano-buttersaeureaethylester
  参考文献：
  名称：

  Utilizing G-quadruplex formation to target 8-oxoguanine in telomeric sequences

  摘要：

  Utilizing G-quadruplex specific ligands that can induce/bind G-quadruplex DNA in human telomeric regions has recently become an attractive means for cancer chemotherapy because the formation of G-quadruplex structures inhibits the activity of telomerase, a reverse transcriptase mainly expressed in cancer cells. In the present work, we synthesized a type of bifunctional molecules that selectively bind to telomeric DNA via G-quadruplex formation and subsequently react with proximate OxodG in the presence of one-electron oxidant. Such molecules could be useful for telomerase inhibition. Perylene derivatives (7 and 9) containing 1,3-diamino moieties were prepared for demonstration. The binding of 7 with G-quadruplex DNA was determined using UV thermal denaturation and the corresponding binding constant was derived from UV titration. The interactions of 7 with G-quadruplex DNA containing OxodG were characterized using circular dichroism. Gel electrophoresis revealed that 7 can form more adducts with OxodG in G-quadruplex regions than that in duplex DNA. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.110

文献信息

• [EN] MALONONITRILE COMPOUND AND USE THEREOF AS PESTICIDES<br/>[FR] COMPOSE DE MALONONITRILE ET SON UTILISATION COMME PESTICIDE
  申请人：SUMITOMO CHEMICAL CO

  公开号：WO2004020399A1

  公开（公告）日：2004-03-11

  The present invention relates to a novel malononitrile compound represented by the formula (A): wherein, R1 represents C1 to C6 alkyl that may be substituted with halogen, C2 to C6 alkenyl that may be substituted with halogen, etc; R2 represents hydrogen atom or C1 to C6 alkyl that may be substituted with halogen; R3 represents hydrogen atom or C1 to C6 alkyl; R4 represents hydrogen atom or C1 to C6 alkyl; R5 represents C1 to C6 alkyl that may be substituted with halogen, C3 to C6 alkenyl that may be substituted with halogen, etc , or R4 and R5 may be combined at their terminal and represent ethylene that may be substituted with C1 to C3 alkyl or trimethylene that may be substituted with C1 to C3 alkyl; and Z1 and Z2, which are the same or different, represent oxygen atom or sulfur atom. The malononitrile compound has an efficient pesticidal activity and can control effectively pests such as insect pests, acarine pests, nematode pests and the like.

  本发明涉及一种由式（A）表示的新型马隆二腈化合物：其中，R1代表可以用卤素取代的C1到C6烷基，可以用卤素取代的C2到C6烯基等；R2代表氢原子或可以用卤素取代的C1到C6烷基；R3代表氢原子或C1到C6烷基；R4代表氢原子或C1到C6烷基；R5代表可以用卤素取代的C1到C6烷基，可以用卤素取代的C3到C6烯基等，或者R4和R5可以在它们的末端结合并表示可以用C1到C3烷基取代的乙烯或可以用C1到C3烷基取代的三亚甲基；Z1和Z2，相同或不同，表示氧原子或硫原子。该马隆二腈化合物具有高效的杀虫活性，可以有效控制昆虫害、螨虫害、线虫害等害虫。
• Malononitrile compound and use thereof pesticides
  申请人：Okada Satoshi

  公开号：US20060004092A1

  公开（公告）日：2006-01-05

  The present invention relates to a novel malononitrile compound represented by the formula (A): wherein, R 1 represents C1 to C6 alkyl that may be substituted with halogen, C2 to C6 alkenyl that may be substituted with halogen, etc; R 2 represents hydrogen atom or C1 to C6 alkyl that may be substituted with halogen; R 3 represents hydrogen atom or C1 to C6 alkyl; R 4 represents hydrogen atom or C1 to C6 alkyl; R 5 represents C1 to C6 alkyl that may be substituted with halogen, C3 to C6 alkenyl that may be substituted with halogen, etc, or R 4 and R 5 may be combined at their terminal and represent ethylene that may be substituted with C1 to C3 alkyl or trimethylene that may be substituted with C1 to C3 alkyl; and Z 1 and Z 2 , which are the same or different, represent oxygen atom or sulfur atom. The malononitrile compound has an efficient pesticidal activity and can control effectively pests such as insect pests, acarine pests, nematode pests and the like.

  本发明涉及一种新的马隆腈化合物，其表示为公式（A）：其中，R1表示C1到C6的烷基，可以被卤素取代，C2到C6的烯基，可以被卤素取代等；R2表示氢原子或C1到C6的烷基，可以被卤素取代；R3表示氢原子或C1到C6的烷基；R4表示氢原子或C1到C6的烷基；R5表示C1到C6的烷基，可以被卤素取代，C3到C6的烯基，可以被卤素取代等，或者R4和R5可以在它们的末端结合，并且表示可以被C1到C3的烷基取代的乙烯或可以被C1到C3的烷基取代的三亚甲基；Z1和Z2相同或不同，表示氧原子或硫原子。该马隆腈化合物具有高效的杀虫活性，并且可以有效地控制昆虫害虫、螨虫害虫、线虫害虫等。
• Synthesis and Biological Activity of Aminoguanidine and Diaminoguanidine Analogues of the Antidiabetic/Antiobesity Agent 3-Guanidinopropionic Acid
  作者：Valerie A. Vaillancourt、Scott D. Larsen、Steven P. Tanis、Jeffery E. Burr、Mark A. Connell、Michele M. Cudahy、Bruce R. Evans、Peter V. Fisher、Paul D. May、Martin D. Meglasson、Deborah D. Robinson、F. Craig Stevens、John A. Tucker、Thomas J. Vidmar、Jen H. Yu

  DOI：10.1021/jm000094n

  日期：2001.4.1

  3-Guanidinopropionic acid (1) has been demonstrated both to improve insulin sensitivity and to promote weight loss selectively from adipose tissue in animal models of non-insulin-dependent diabetes mellitus (NIDDM). However, 1 has also been shown to be a substrate for both the creatine transporter and creatine kinase, leading to marked accumulation in muscle tissue as the corresponding N-phosphate. The corresponding aminoguanidine analogue 2 was recently discovered to retain the antidiabetic activity of 1 while being markedly less susceptible to creatine-like metabolism, suggesting that it should have less potential to accumulate in muscle. Further structural modification of 2 was undertaken to investigate whether the antidiabetic potency could be augmented while maintaining resistance to creatine-like metabolism. Modifications such as a-alkylation, homologation, and bioisosteric replacement of the aminoguanidine all were detrimental to antidiabetic activity. However, the simple regioisomeric aminoguanidinoacetic acid 9 and diaminoguanidinoacetic acid-analogue 7 were found to be equipotent to 2, leading eventually to the discovery of the significantly more potent diaminoguanidinoacetic acid regioisomers 52 and 53. Further attempts to modify the more active template represented by 52 led only to reductions in; antidiabetic activity. Each of the new active analogues displayed the same resistance to creatine-like metabolism as 2. Further testing of 7, 9, and 53 in obese diabetic ob;lob mice confirmed that weight loss is induced selectively from adipose tissue, similar to the lead 1. Administration of 53 to insulin-resistant rhesus monkeys led to reductions in both fasting and post-prandial plasma glucose levels with concomitant reductions in plasma insulin levels, suggesting that the compound improved the action of endogenous insulin. Compounds 7 and 53 were selected for further preclinical development.
• Synthesis of 5,6-dihydropyrido[2,3-d]pyrimidine derivatives directly from acyclic precursors
  作者：Allen M. Schoffstall

  DOI：10.1021/jo00815a045

  日期：1971.8
• US7439266B2
  申请人：——

  公开号：US7439266B2

  公开（公告）日：2008-10-21