(5-formyl-2-thienyl)phenylmethanone | 72157-21-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (5-formyl-2-thienyl)phenylmethanone
• 英文别名: 5-benzoyl-thiophene-2-carbaldehyde；5-formyl-2-thienyl phenyl ketone；5-Benzoylthiophene-2-carbaldehyde
• CAS: 72157-21-2
• 化学式: C₁₂H₈O₂S
• 分子量: 216.26
• InChiKey: COGUHTHJYHRWRN-UHFFFAOYSA-N

物化性质

• 熔点：
  108 °C
• 沸点：
  396.5±27.0 °C(Predicted)
• 密度：
  1.281±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (5-formyl-2-thienyl)phenylmethanone 、 乙酰乙酸甲酯 在 ammonium hydroxide 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以12%的产率得到1,4-dihydro-2,6-dimethyl-4-(5-benzoyl-2-thienyl)-3,5-pyridinedicarboxylic acid bis-(1,1-methyl ester)
  参考文献：
  名称：

  Synthesis and activities of a thienyl dihydropyridine series on intracellular calcium in a rat pituitary cell line (GH3/B6)

  摘要：

  The synthesis of a thienyl dihydropyridine series according to the Hantzsch method is described. The influence of these derivatives on intracellular calcium ([Ca2+]i) in GH3 cells was evaluated in vitro using spectrofluorimetry with indol as Ca2+ fluorescent probe. We compared their effects on [Ca2+]i and hormone release with those of nifedipine. The most active tested compounds on [Ca2+]i were those methylated on the 3-position of the thienyl ring (activity was about 75% of nifedipine). Interestingly, the most efficient compounds on [Ca2+]i were also the most efficient on hormone release.

  DOI：

  10.1016/0223-5234(96)89551-1
• 作为产物：
  描述：

  在 air 、 硫酸 作用下， 以 乙二醇二甲醚 、 正己烷 为溶剂， 反应 12.0h， 生成 (5-formyl-2-thienyl)phenylmethanone
  参考文献：
  名称：

  Synthesis and activities of a thienyl dihydropyridine series on intracellular calcium in a rat pituitary cell line (GH3/B6)

  摘要：

  The synthesis of a thienyl dihydropyridine series according to the Hantzsch method is described. The influence of these derivatives on intracellular calcium ([Ca2+]i) in GH3 cells was evaluated in vitro using spectrofluorimetry with indol as Ca2+ fluorescent probe. We compared their effects on [Ca2+]i and hormone release with those of nifedipine. The most active tested compounds on [Ca2+]i were those methylated on the 3-position of the thienyl ring (activity was about 75% of nifedipine). Interestingly, the most efficient compounds on [Ca2+]i were also the most efficient on hormone release.

  DOI：

  10.1016/0223-5234(96)89551-1

文献信息

• Direct preparation of copper organometallics bearing an aldehyde function via an iodine–copper exchange
  作者：Xiaoyin Yang、Paul Knochel

  DOI：10.1039/b604259g

  日期：——

  The iodine–copper exchange reaction allows the direct preparation of various aryl, heteroaryl and alkenyl cuprates bearing a formyl group, thus allowing a direct synthesis of polyfunctional aldehydes without the need of protecting groups or an additional oxidation step.

  通过碘铜交换反应，可以直接制备出带有甲酰基的各种芳基、杂芳基和烯基铜酸盐，从而可以直接合成多官能团醛，而无需保护基团或额外的氧化步骤。
• Process for the preparation of aromatically substituted acetic acids
  申请人：SAGAMI CHEMICAL RESEARCH CENTER

  公开号：EP0011279A1

  公开（公告）日：1980-05-28

  Aromatically substituted acetic acids are prepared by the reaction of an aromatically substituted aldehyde with a combination of a trihalomethane and an alkanethiol, and by the reaction of an alcohol derivative (2,2,2-trihalo-1-arylethanol) with an alkanethiol, in the presence of a base in a mixed medium of water and an aprotic polar solvent.

  芳香取代的乙酸是通过芳香取代的醛与三卤甲烷和烷硫醇的组合反应，以及醇衍生物（2,2,2-三卤-1-芳基乙醇）与烷硫醇的反应，在碱的存在下，在水和非沸腾极性溶剂的混合介质中制备的。
• Chemoselective protection of heteroaromatic aldehydes as imidazolidine derivatives
  作者：Andrew J. Carpenter、Derek J. Chadwick

  DOI：10.1016/s0040-4020(01)91401-2

  日期：1985.1
• CARPENTER, A. J.;CHADWICK, D. J., TETRAHEDRON, 1985, 41, N 18, 3803-3812
  作者：CARPENTER, A. J.、CHADWICK, D. J.

  DOI：——

  日期：——
• US4268442A
  申请人：——

  公开号：US4268442A

  公开（公告）日：1981-05-19