1,1,4,4-四(4-氯苯基)丁-1,2,3-三烯 | 64434-53-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1,1,4,4-四(4-氯苯基)丁-1,2,3-三烯
• 英文名称: 1,1,4,4-tetrakis(4-chlorophenyl)buta-1,2,3-triene
• 英文别名: tetrakis-(4-chloro-phenyl)-butatriene；Tetrakis-(4-chlor-phenyl)-butatrien；1,1,4,4-Tetra-(p-chlorphenyl)-butatrien
• CAS: 64434-53-3
• 化学式: C₂₈H₁₆Cl₄
• 分子量: 494.247
• InChiKey: FFHBSTNNFKWUBY-UHFFFAOYSA-N

物化性质

• 熔点：
  294-298 °C (decomp)
• 沸点：
  687.4±55.0 °C(Predicted)
• 密度：
  1.288±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,1,4,4-四(4-氯苯基)丁-1,2,3-三烯 在 盐酸 、 溶剂黄146 作用下， 生成 6-chloro-3-(4-chloro-phenyl)-1-(4,4'-dichloro-benzhydrylidene)-indene
  参考文献：
  名称：

  In vitro antimicrobial susceptibilities of three Porphyromonas spp and in vivo responses in the oral cavity of cats to selected antimicrobial agents

  摘要：

  ObjectivesTo determine in vitro susceptibility ofPorphyromonas gingivalis, P salivosaandP circumdentariato seven antimicrobial agents by agar dilution and Epsilometer test methods and to assess the effectiveness of these antimicrobial agents in reducing the numbers of eachPorphyromonasspp in the oral cavity of 16 domestic cats.DesignA two‐part prospective study involving in vitro antimicro‐bial studies usingPorphyromonasspp obtained from naturally occurring feline infections and in vivo antimicrobial response studies using client‐owned cats with naturally occurring periodontal disease.ProcedureIsolates (n = 25) of three felinePorphyromonasspp from the oral cavity and oral‐associated disease were tested for their in vitro susceptibility to amoxycillin, amoxycillin‐clavulanate, benzylpenicillin, clindamycin, doxycycline, erythromycin and metronidazole, using agar dilution and Epsilometer test methods. Digoxigenin‐labelled whole chromosomal DNA probes directed againstP gingivalis VPB3492,P circumdentariaNCTC 12469TandP salivosaVPB 3313 were used to quantify organisms taken from two sample sites at the gingival margins of these cats prior to, and 5 days after, treatment with one of four commonly used antimicrobial products (amoxycillin‐clavulanate, clindamycin, doxycycline or spiramycin‐metronidazole). The response to treatment was assessed clinically for each cat.ResultsAll isolates were susceptible in vitro to all seven antimicrobial agents using both methods. The numbers ofP gingivaliswere not reduced at the gingival sample sites by administration of amoxycillin‐clavulanate for 5 days, although this treatment reduced the numbers ofP salivosaandP circumdentaria tobelow detection levels in six of eight and two of three of sample sites, respectively; clinical improvement was not observed in cats treated with amoxycillin‐clavulanate. Treatment with clindamycin, doxycycline or spiramycin‐metronidazole resulted in clinical improvement and a marked reduction of allPorphyromonasisolates at the sample sites.ConclusionThe Epsilometer test is a simple and accurate method for determining the minimum inhibitory concentration forP gingivalis, P salivosaandP circumdentaria.All strains were susceptible in vitro to all the antimicrobial agents tested, although clinical improvement of gingival disease was not noted with amoxycillin‐clavulanate when given for 5 days at usual doses. This appears to be the first report of the disparity between the in vivo and in vitro susceptibility of oral bacterial strains to amoxycillin‐clavulanate in the veterinary dental literature. This also appears to be the first report in which clinical and microbiological responses to commonly used antimicrobial agents for periodontal disease in cats has been documented and quantified. It was shown that treatment with clindamycin, spiramycin‐metronidazole or doxycycline not only produced a substantial reduction in the number ofPorphyromonasspp (in the majority of cases to below detection levels), but also resulted in substantial clinical improvement. This would indicate that these antimicrobial agents are useful adjunctive therapy to mechanical debridement in domestic cats.

  DOI：

  10.1111/j.1751-0813.2000.tb11895.x
• 作为产物：
  描述：

  1,1'-(3-methoxyprop-1-yne-3,3-diyl)bis(4-chlorobenzene) 在 盐酸 、 正丁基锂 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 19.0h， 生成 1,1,4,4-四(4-氯苯基)丁-1,2,3-三烯
  参考文献：
  名称：

  由四芳基[3]枯草酮合成氰基取代的二芳基四氢呋喃

  摘要：

  从易于获得的四芳基[3]枯草酮开始，已开发了一种通用的，两步合成高取代度，氰基官能化的二芳基四氢呋喃酮。这种前所未有的转变是由四氰基乙烯（TCNE）的[2 + 2]环加成到异丙苯的炔基中央双键上而产生的中间两性离子，在电环化级联和脱氢后，它会生成5,5,11,11-四氰基-一锅法中的5,11-二氢四氢呋喃。随后的铜辅助脱氰/芳构化提供了目标5,11-二氰基-6,12-二芳基并四苯衍生物。所有假定的结构均通过X射线晶体学确认。新的生色团具有极高的热稳定性，并具有前景广阔的荧光特性，可用于光电设备。与CN取代基之一配位并形成1：1络合物的I离子在298 K时的结合常数为K a = 1.5×10 5  L mol -1。

  DOI：

  10.1002/anie.201402299

文献信息

• Novel reactions of 1,1,4,4-tetraaryl-1,2,3-butatrienes with elemental sulfur and selenium
  作者：Norihiro Tokitoh、Hiroshi Hayakawa、Midori Goto、Wataru Ando

  DOI：10.1016/s0040-4039(00)82083-3

  日期：1988.1

  Sulfurization and selenation reactions of 1,1,4,4-tetraaryl-1,2,3-butatrienes were examined to give novel 1,2,3,4,5-pentathiepane and 1,2,5-triselenepane ring systems. Further degradation of these new heterocycles using DBU/DMF was also described.

  研究了1,1,4,4-四芳基-1,2,3-丁烯的硫化和硒化反应，得到了新的1,2,3,4,5-戊硫戊二烯和1,2,5-三硒烯戊环体系。还描述了使用DBU / DMF对这些新杂环的进一步降解。
• A Four-Step Synthesis of Substituted 5,11-Dicyano-6,12-diaryltetracenes with Enhanced Stability and High Fluorescence Emission
  作者：Nicolas Kerisit、Przemyslaw Gawel、Brian Levandowski、Yun-Fang Yang、Víctor García-López、Nils Trapp、Laurent Ruhlmann、Corinne Boudon、Kendall N. Houk、François Diederich

  DOI：10.1002/chem.201703903

  日期：2018.1.2

  A four‐step synthesis of substituted 5,11‐dicyano‐6,12‐diaryltetracenes was developed, starting from readily available para‐substituted benzophenones. The key step of this straightforward route is the complex cascade reaction between tetraaryl[3]cumulenes and tetracyanoethene (TCNE) resulting in 5,5,11,11‐tetracyano‐5,11‐dihydrotetracenes. The mechanism of this transformation was reinvestigated by

  从容易获得的对位取代的二苯甲酮开始，开发了一种四步合成取代的5,11-二氰基-6,12-二芳基四烯酮。这种简单方法的关键步骤是四芳基[3]枯烯与四氰基乙烯（TCNE）之间的复杂级联反应，产生5,5,11,11-tetracyano-5,11-dihydrotetracenes。通过理论计算重新研究了这种转变的机理。通过Cu I或Cu II催化的新开发的脱氰/芳构化反应获得目标四碳原子。溶液中的配合物，可与各种官能团兼容的条件。计算机制研究为这种转变提供了启示。X射线晶体学证实了所有并四苯衍生物的结构。所提出的双氰基四氢呋喃衍生物具有出色的光电性能和增强的光稳定性，大大超过了参考红荧烯（5,6,11,12-四苯基并四苯）。
• Ando, Wataru; Tokitoh, Norihiro; Kabe, Yoshio, Phosphorus, Sulfur and Silicon and the Related Elements, 1991, vol. 58, # 1-4, p. 179 - 205
  作者：Ando, Wataru、Tokitoh, Norihiro、Kabe, Yoshio

  DOI：——

  日期：——
• The Action of Ultraviolet Light on DDT
  作者：Elmer E. Fleck

  DOI：10.1021/ja01171a073

  日期：1949.3
• Brand, Chemische Berichte, 1950, vol. 83, p. 346,353
  作者：Brand

  DOI：——

  日期：——