ethyl 2-cyano-2-(3,4-dihydronaphthalen-1(2H)-ylidene)acetate | 74247-18-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: ethyl 2-cyano-2-(3,4-dihydronaphthalen-1(2H)-ylidene)acetate
• 英文别名: ethyl 1,2,3,4-tetrahydro-1-naphthylidene-cyanoacetate；cyano-(3,4-dihydro-2H-[1]naphthyliden)-acetic acid ethyl ester；Cyan-(3,4-dihydro-2H-[1]naphthyliden)-essigsaeure-aethylester；2-(Tetralyl-(1)-methylen)-malonsaeure-aethylester-nitril；1-(Aethoxycarbonyl-cyan-methylen)-tetralin；ethyl 2-cyano-2-(3,4-dihydro-2H-naphthalen-1-ylidene)acetate
• CAS: 74247-18-0
• 化学式: C₁₅H₁₅NO₂
• 分子量: 241.29
• InChiKey: DPWJPGAEGDCSOE-UHFFFAOYSA-N

物化性质

• 沸点：
  166-167 °C(Press: 2-3 Torr)
• 密度：
  1.159±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 2-cyano-2-(3,4-dihydronaphthalen-1(2H)-ylidene)acetate 在 palladium on activated charcoal 盐酸 、 potassium cyanide 、 lithium aluminium tetrahydride 、 三氯化铝 、 磷酸 、 phosphorus pentoxide 、 乙酸酐 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醚 、 甲苯 为溶剂， 反应 106.0h， 生成 苊
  参考文献：
  名称：

  Mitra, Ashutosh; Ray, Rebati M.; Majumder, Arun K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1981, vol. 20, # 6, p. 449 - 452

  摘要：

  DOI：
• 作为产物：
  描述：

  氰乙酸乙酯 、 3,4-二氢-1(2H)-萘酮 在 乙酸铵 作用下， 以 溶剂黄146 、 苯 为溶剂， 反应 7.0h， 以60%的产率得到ethyl 2-cyano-2-(3,4-dihydronaphthalen-1(2H)-ylidene)acetate
  参考文献：
  名称：

  普萘洛尔某些构象受限的类似物的合成和止痛特性。

  摘要：

  N-甲基螺基[5-羟基四氢-1,3'-吡咯烷]（2j）和N-甲基螺基[7-羟基四氢-1,3'-吡咯烷]（2n），是异丙酚的构象受限类似物，是通过以下方法合成的：用氰基乙酸乙酯适当取代的1-四氢萘酮，得到1-四亚乙基氰基乙酸乙酯衍生物（3），然后使其与KCN反应，得到相应的1-氰基-1-（氰甲基）四氢化萘（4）。在干燥的乙醚-二氯甲烷或乙酸-硫酸中用HBr处理4，得到螺[tetralin-1,3'-吡咯烷-2'，5'-二酮]衍生物（5），然后将其用LiAlH4-还原THF并用HCHO-HCO2H N-甲基化，得到适当取代的螺[tetralin-1,3'-吡咯烷]（2）。在热板试验和扭体试验中，2j和2n以及异构体6-羟基衍生物21均未显示出明显的镇痛活性。然而，螺[tetralin-1,3'-pyrrolidine]（2a）及其N-甲基衍生物（2b）都具有可待因水平的镇痛活性。

  DOI：

  10.1021/jm00180a021

文献信息

• [EN] 4,4-DISUBSTITUTED-1,4-DIHYDROPYRIMIDINES AND THE USE THEREOF AS MEDICAMENTS FOR THE TREATMENT OF HEPATITIS B<br/>[FR] 1,4-DIHYDROPYRIMIDINES 4,4-DISUBSTITUÉES ET LEUR UTILISATION EN TANT QUE MÉDICAMENTS POUR LE TRAITEMENT DE L'HÉPATITE B
  申请人：JANSSEN R & D IRELAND

  公开号：WO2013102655A1

  公开（公告）日：2013-07-11

  Inhibitors of HBV replication of formula (I) including stereochemically isomeric forms, and salts, hydrates, solvates thereof, wherein R1-R5, B and Z have the meaning as defined herein. The present invention also relates to processes for preparing said compounds, pharmaceutical compositions containing them and their use, alone or in combination with other HBV inhibitors, in HBV therapy.

  公式（I）的HBV复制抑制剂包括立体化学同分异构体形式，以及其盐、水合物和溶剂合物，其中R1-R5、B和Z的含义如本文所定义。本发明还涉及制备所述化合物的方法、含有它们的药物组合物以及它们在HBV治疗中的使用，单独或与其他HBV抑制剂结合使用。
• Molecular diversity of the cyclization reaction of 3-methyleneoxindoles with 2-(3,4-dihydronaphthalen-1(2H)-ylidene)malononitriles
  作者：Yu-Ling Lu、Jing Sun、Ya-Jing Xie、Chao-Guo Yan

  DOI：10.1039/c6ra00476h

  日期：——

  The cyclization reaction of 3-methyleneoxindoles with 2-(3,4-dihydronaphthalen-1(2H)-ylidene)malononitrile in ethanol in the presence of DBU at room temperature afforded functionalized 3′-iminospiro[indoline-3,2′-phenanthrenes] in good yields. However, the similar reaction of ethyl 2-cyano-2-(3,4-dihydronaphthalen-1(2H)-ylidene)acetate resulted in functionalized 3-oxospiro[indoline-3,2′-phenanthrenes]

  在室温下，在DBU存在下，3-亚甲基吲哚与2-（3,4-二氢萘-1（2 H）-亚烷基）丙二腈在乙醇中的环化反应提供了功能化的3'-亚氨基螺[吲哚啉-3,2'-菲]。然而，乙基2-氰基-2-（3,4-二氢萘-1（2 H）-亚烷基）乙酸酯的相似反应导致官能化的3-氧螺环[吲哚啉-3,2'-菲]和苯并[ d ]菲咯[2,3- f ] [1,3]二氮杂ze取决于底物的结构。此外，3-苯乙叉基亚吲哚与乙基2-氰基-2-（3,4-二氢萘-1（2 H）的环加成反应）-亚烷基）乙酸酯产生螺[吲哚啉-3,2'-菲] -4'-腈衍生物。通过1 H NMR数据和14个单晶结构清楚地阐明了环螺硫辛多环的立体化学。
• Ion-exchange Resin Catalysis of the Knoevenagel Condensation of Ketones¹
  作者：RICHARD W. HEIN、MELVIN J. ASTLE、J. REID SHELTON

  DOI：10.1021/jo01070a022

  日期：1961.12
• Le Moal,H. et al., Bulletin de la Societe Chimique de France, 1964, p. 579 - 584
  作者：Le Moal,H. et al.

  DOI：——

  日期：——
• Variable response of open-pollinated seedling progeny of avocado to Phytophthora root rot
  作者：Randy Ploetz、Raymond J. Schnell、Jody Haynes

  DOI：10.1007/bf03039994

  日期：2002.6

  Phytophthora root rot, caused by Phytophthora cinnamomi Rands, is the most important disease of avocado (Persea americana Miller). In an attempt to identify root rot-resistant rootstocks that could ultimately be used under conditions in southern Florida, we screened open-pollinated progeny of avocado from the National Germplasm Repository in Miami. From 1996 to 1998, a total of 2,355 seedlings from 51 accessions were examined in potting mix artificially infested with R cinnamomi. Most seedlings developed severe root rot, but tolerance was observed in some families (i.e., progeny of certain accessions). Although the most susceptible families developed mean disease ratings of up to 97% root necrosis, mean ratings for the most tolerant families were less than 60%. There was also a strong relationship between the racial background of the female parent and the tolerance of seedlings. Seedlings of the West Indian race and hybrids between it and the Guatemalan race were significantly more tolerant than those from other parents (P<0.05). Individuals in several families developed <50% root necrosis, the arbitrary standard of tolerance in this study. Twelve families accounted for 82% (188 of 229) of the tolerant seedlings, and only two of these did not have a West Indian or Guatemalan x West Indian pedigree. Broad-sense heritability for PRR tolerance was 0.45. This is the first report on the inheritance of PRR tolerance in avocado and on the influence of genotype and racial pedigree under controlled conditions. KEY WORDS: Phytophthora cinnamomi; Persea americana var. americana; Persea americana var. guatemalensis; avocado rootstocks, Phytophthora root rot.