4'-butoxybiphenyl-4-carbaldehyde | 75472-36-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4'-butoxybiphenyl-4-carbaldehyde
• 英文别名: 4'-butoxy-4-biphenylaldehyde；4'-Butoxy-[1,1'-biphenyl]-4-carbaldehyde；4-(4-butoxyphenyl)benzaldehyde
• CAS: 75472-36-5
• 化学式: C₁₇H₁₈O₂
• 分子量: 254.329
• InChiKey: QZWLHLHITRMUCX-UHFFFAOYSA-N

物化性质

• 沸点：
  401.1±38.0 °C(Predicted)
• 密度：
  1.060±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4'-butoxybiphenyl-4-carbaldehyde 在 盐酸羟胺 、 sodium acetate 作用下， 以 异丙醇 为溶剂， 反应 1.0h， 以99.8%的产率得到4'-butoxybiphenyl-4-carbaldehyde oxime
  参考文献：
  名称：

  4,5-Dihydroisoxazoles in the synthesis of new metallomesogens

  摘要：

  A new approach to the synthesis of metallomesogens containing beta-enaminoketone fragments as chelating moieties was developed. The corresponding enaminoketone was synthesized by the oxidation of 3-(4'-butoxybiphenyl-4-yl)-5-pentyl-4,5-dihydroisoxazole to 3-(4'-butoxybiphenyl-4-yl)-5-pentyl-4,5-isoxazole, followed by opening of the isoxazole ring. The reaction of the enaminoketone with copper(II) and nickel(H) acetates gave the target mesogenic metal complexes.

  DOI：

  10.1134/s1070428006030158
• 作为产物：
  描述：

  4-丁氧基-4’-氰基联苯 在 盐酸 、 tin(ll) chloride 作用下， 以 乙酸乙酯 为溶剂， 反应 96.0h， 以79.5%的产率得到4'-butoxybiphenyl-4-carbaldehyde
  参考文献：
  名称：

  4,5-Dihydroisoxazoles in the synthesis of new metallomesogens

  摘要：

  A new approach to the synthesis of metallomesogens containing beta-enaminoketone fragments as chelating moieties was developed. The corresponding enaminoketone was synthesized by the oxidation of 3-(4'-butoxybiphenyl-4-yl)-5-pentyl-4,5-dihydroisoxazole to 3-(4'-butoxybiphenyl-4-yl)-5-pentyl-4,5-isoxazole, followed by opening of the isoxazole ring. The reaction of the enaminoketone with copper(II) and nickel(H) acetates gave the target mesogenic metal complexes.

  DOI：

  10.1134/s1070428006030158

文献信息

• Simple and Effective Protocol for Claisen-Schmidt Condensation of Hindered Cyclic Ketones with Aromatic Aldehydes
  作者：Valeriy Vashchenko、Lidiya Kutulya、Alexander Krivoshey

  DOI：10.1055/s-2007-983746

  日期：——

  A simple and effective methodology for Claisen-Schmidt condensation of (-)-menthone and other hindered cyclic ketones with aromatic aldehydes under highly basic conditions using a polar aprotic solvent and a strong base (alkali metal hydroxide or an alkoxide) is described and discussed.

  描述和讨论了在强碱性条件下使用极性非质子溶剂和强碱（碱金属氢氧化物或醇盐）使 (-)-薄荷酮和其他受阻环酮与芳香醛进行 Claisen-Schmidt 缩合的简单有效的方法。
• Cyclic peptide antifungal agents
  申请人：ELI LILLY AND COMPANY

  公开号：EP0744405A2

  公开（公告）日：1996-11-27

  Provided are pharmaceutical formulations, and methods of inhibiting fungal and parasitic activity using a compound of formula I: wherein:    R' is hydrogen, methyl or -CH2C(O)NH2;    R" and R"' are independently hydrogen or methyl;    Rx1 is C1-C6 alkyl, benzyl, -(CH2)2Si(CH3)3, -CH2CH=CH2, -CH2CHOHCH2OH, - (CH2)aCOOH, -(CH2)bNRz1Rz2, -(CH2)cPORz3Rz4 or -[(CH2)2O]d-(C1-C6)alkyl;    a, b and c are independently 1, 2, 3, 4, 5 or 6;    Rz1 and Rz2 are independently hydrogen, C1-C6 alkyl, or Rz1 and Rz2 combine to form -CH2(CH2)eCH2-;    Rz3 and Rz4 are independently hydroxy, or C1-C6 alkoxy;    d is 1 or 2;    e is 1, 2 or 3;    Rx2, Ry1, Ry2, Ry3 and Ry4 are independently hydroxy or hydrogen;    R0 is hydroxy, -OP(O)(OH)2 or a group of the formulae:    R1 is C1-C6 alkyl, phenyl, p-halo-phenyl, p-nitrophenyl, benzyl, p-halo-benzyl or p-nitro-benzyl; and    R2 is an acyl side chain as defined herein.

  提供了药物制剂，以及使用式 I 的化合物抑制真菌和寄生虫活性的方法： 其中 R'是氢、甲基或- C(O)NH2； R" 和 R"' 独立地为氢或甲基； Rx1 是 C1-C6 烷基、苄基、-(CH2)2Si(CH3)3、- CH= 、- CHOH OH、-( )aCOOH、-( )bNRz1Rz2、-( )cPORz3Rz4 或-[( )2O]d-(C1-C6)烷基； a、b 和 c 独立地为 1、2、3、4、5 或 6； Rz1 和 Rz2 独立为氢、C1-C6 烷基或 Rz1 和 Rz2 结合形成- ( )e -； Rz3 和 Rz4 独立地为羟基或 C1-C6 烷氧基； d 是 1 或 2 e 是 1、2 或 3； Rx2、Ry1、Ry2、Ry3 和 Ry4 独立地为羟基或氢； R0 是羟基、-OP(O)(OH)2 或式中的一个基团： R1 是 C1-C6 烷基、苯基、对卤代苯基、对硝基苯基、苄基、对卤代苄基或对硝基苄基；以及 R2 是本文定义的酰基侧链。
• Mechanistic Analysis of Muraymycin Analogues: A Guide to the Design of MraY Inhibitors
  作者：Tetsuya Tanino、Bayan Al-Dabbagh、Dominique Mengin-Lecreulx、Ahmed Bouhss、Hiroshi Oyama、Satoshi Ichikawa、Akira Matsuda

  DOI：10.1021/jm200906r

  日期：2011.12.22

  The systematic structure activity relationship (SAX) of the muraymycins (MRYs) using an Ugi four-component reaction (U4CR) was investigated. The impact of the lipophilic substituent on antibacterial activity was significant, and the analogues 8 and 9 having a lipophilic side chain exhibited good activity against a range of Gram-positive bacterial pathogens, including MRSA and VRE. Further investigation of compounds 8 and 9 revealed these analogues to be selective inhibitors of the MraY transferase and nontoxic to HepG2 cells. The SAX of the accessory urea peptide moiety indicated that it could be simplified. Our SAX study of the MRYs suggests a probable mechanism for inhibition of the MraY, where the inner moiety of the urea dipeptide motif interacts with the carbohydrate recognition domain in the cytoplasmic loop S. The predicted binding model would provide further direction toward the design of potent MraY inhibitors. This study has set the stage for the generation of novel antibacterial "lead" compounds based on MRYs.
• High-temperature nematic liquid crystal for gas liquid chromatography
  作者：G. M. Janini、R. I. Sato、G. M. Muschik

  DOI：10.1021/ac50064a042

  日期：1980.12.1
• Synthesis and Biological Evaluation of Muraymycin Analogues Active against Anti-Drug-Resistant Bacteria
  作者：Tetsuya Tanino、Satoshi Ichikawa、Bayan Al-Dabbagh、Ahmed Bouhss、Hiroshi Oyama、Akira Matsuda

  DOI：10.1021/ml100057z

  日期：2010.9.9

  Muraymycin analogues with a lipophilic substituent were synthesized using an Ugi four-component assemblage. This approach provides ready access to a range of analogues simply by altering the aldehyde component. The impact of the lipophilic substituent on the antibacterial activity was very large, and analogues 7b-e and 8b-e exhibited good activity against a range of Gram;positive bacterial pathogens including methicillin-resistant Staphylococcus aureus and vancomycin-resistant Enterococcus faecium. This study also showed that the accessory urea-dipeptide motif contributes to MraY inhibitory and antibacterial activity. The knowledge obtained from our structure activity relationship study of muraymycins provides further direction toward the design of potent MraY inhibitors. This study has set the stage for the generation of novel antibacterial "lead" compounds based on muraymycins.