<1-methylbenzindol-2(1H)-ylidene>acetaldehyde | 139167-51-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: <1-methylbenzindol-2(1H)-ylidene>acetaldehyde
• 英文别名: 2-(1-methylbenz[c,d]indol-2(1H)-ylidene)acetaldehyde；2-(1-methylbenzo[cd]indol-2-ylidene)acetaldehyde
• CAS: 139167-51-4
• 化学式: C₁₄H₁₁NO
• 分子量: 209.247
• InChiKey: CPZNYOWOAYMXHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.03
• 重原子数：
  16.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  22.0
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  <1-methylbenzindol-2(1H)-ylidene>acetaldehyde 、 1,3-二乙基-2-甲基-1H-萘(2,3-d)咪唑碘化物 在 乙酸酐 作用下， 反应 1.5h， 以63%的产率得到1,3-diethyl-2-<3-(1-ethylbenzindol-2(1H)-ylidene)-1-propenyl>-1H-naphth<2,3-d>imidazolium iodide
  参考文献：
  名称：

  Synthesis and substance P antagonist activity of naphthimidazolium derivatives

  摘要：

  The synthesis of unsymmetrical naphth[2,3-d]imidazolium and bridged naphth[2,3-d]imidazolium derivatives and their substance P (SP) antagonist activity are described. All compounds were evaluated for their ability to displace SP from neurokinin-1 (NK-1) receptor sites using standard receptor binding methodology (rat forebrain membrane). 1,3-Diethyl-2-[3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)-1-propenyl]-1H-naphth[2,3-d]imidazolium chloride (7a), a representative compound in this series, was further evaluated for SP antagonist activity in a guinea pig ileum contractility assay. In vivo SP antagonist activity of 7a was demonstrated using SP-induced salivation and paw edema models performed in rats.

  DOI：

  10.1021/jm00085a015

文献信息

• Unsymmetrical dyes derived from 7,8-dihydrobenzo[<i>c,d</i> ]furo[2,3-<i>f</i> ]indole
  作者：Iryna G. Davydenko、Aleksei D. Kachkovsky、Marina L. Dekhtyar、Yurii L. Slominskii、Aleksei I. Tolmachev

  DOI：10.1002/poc.1582

  日期：2010.2

  On the basis of the 7,8‐dihydrobenzo[c,d]furo[2,3‐f]indole nucleus, a number of unsymmetrical carbocyanines as well as styryl dyes have been synthesized and their absorption spectra have been measured. Starting from the deviations of long‐wavelength maxima, the value of electron‐donor ability D has been estimated for the heterocycle under study and a number of dye end groups have been ranked by their

  基于7,8-二氢苯并[ c，d ]呋喃[2,3- f ]吲哚核，已经合成了许多不对称的碳菁花青以及苯乙烯基染料，并测量了它们的吸收光谱。从长波最大值的偏差开始，已估算了所研究杂环的电子给体能力D的值，并且根据其电子给体性质对许多染料端基进行了排名。实验推论由有关染料的量子化学计算的键长交替和能级所支持。版权所有©2009 John Wiley＆Sons，Ltd.