6-Cyano-3-phenyl-2H-1-benzopyran | 83751-21-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 6-Cyano-3-phenyl-2H-1-benzopyran
• 英文别名: 3-phenyl-2H-chromene-6-carbonitrile
• CAS: 83751-21-7
• 化学式: C₁₆H₁₁NO
• 分子量: 233.269
• InChiKey: IGLUKCIYMWQPAD-UHFFFAOYSA-N

物化性质

• 熔点：
  127-128 °C(Solv: ligroine (8032-32-4))
• 沸点：
  404.6±45.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-Cyano-3-phenyl-2H-1-benzopyran 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 乙醇 为溶剂， 25.0 ℃ 、310.27 kPa 条件下， 反应 171.0h， 生成
  参考文献：
  名称：

  Synthesis and antirhinovirus activity of cyano and amidino substituted flavanoids

  摘要：

  Cyano and amidino flavans, isoflavans and 3(2H)-isoflavenes were synthesized in order to study their in vitro antirhinovirus activity, by comparison with the known corresponding chloro derivatives. The activity of the new compounds was evaluated on rhinovirus 1 B infected HeLa cell cultures by examining their ability to interfere with viral cytopathic effect and with plaque formation. It was found that generally the cyano derivatives behave like the chloro compounds, whereas the amidino derivatives show a lower activity, although always dependent on the position of substituent.

  DOI：

  10.1016/0223-5234(90)90191-5
• 作为产物：
  描述：

  2-phenacyloxy-5-bromobenzyltriphenylphosphonium bromide 在 sodium ethanolate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 62.0h， 生成 6-Cyano-3-phenyl-2H-1-benzopyran
  参考文献：
  名称：

  Synthesis and antirhinovirus activity of cyano and amidino substituted flavanoids

  摘要：

  Cyano and amidino flavans, isoflavans and 3(2H)-isoflavenes were synthesized in order to study their in vitro antirhinovirus activity, by comparison with the known corresponding chloro derivatives. The activity of the new compounds was evaluated on rhinovirus 1 B infected HeLa cell cultures by examining their ability to interfere with viral cytopathic effect and with plaque formation. It was found that generally the cyano derivatives behave like the chloro compounds, whereas the amidino derivatives show a lower activity, although always dependent on the position of substituent.

  DOI：

  10.1016/0223-5234(90)90191-5

文献信息

• Heterobicyclic keto- and amino-acids, esters and amides
  申请人：Pfizer Inc.

  公开号：US04341792A1

  公开（公告）日：1982-07-27

  Heterobicyclic glyoxylic acids, L- and DL-heterobicyclic glycines and their derivatives of the formulae ##STR1## and pharmaceutically acceptable cationic and acid addition salts thereof, wherein R is OR.sup.2 or NHR.sup.3 ; R.sup.2 is hydrogen or alkyl having from one to four carbon atoms; R.sup.3 is hydrogen, alkyl having from one to four carbon atoms, alkoxyalkyl having from one to four carbon atoms in each of the alkyl groups or R.sup.4 R.sup.5 C.sub.6 H.sub.3 CH.sub.2 -- where R.sup.4 and R.sup.5 are H, OH, F, Cl, Br, I, or alkyl or alkoxy having from one to four carbon atoms R.sup.1 is hydrogen, alkyl having from one to four carbon atoms or R.sup.4 R.sup.5 C.sub.6 H.sub.3 --; X is oxygen or sulfur; n is 0 or 1 and the broken line represents an optionally present double bond; useful in treatment of diseases and conditions which are characterized by reduced blood flow, reduced oxygen availability or reduced carbohydrate metabolism in the cardiovascular system.

  杂环二羧酸，L-和DL-杂环甘氨酸及其衍生物的化学式为##STR1##以及其药用可接受的阳离子盐和酸盐，其中R为OR.sup.2或NHR.sup.3; R.sup.2为氢或具有一至四个碳原子的烷基; R.sup.3为氢，具有一至四个碳原子的烷基，每个烷基组中具有一至四个碳原子的烷氧基烷基或R.sup.4 R.sup.5 C.sub.6 H.sub.3 CH.sub.2 --其中R.sup.4和R.sup.5为H，OH，F，Cl，Br，I，或具有一至四个碳原子的烷基或烷氧基烷基; R.sup.1为氢，具有一至四个碳原子的烷基或R.sup.4 R.sup.5 C.sub.6 H.sub.3 --; X为氧或硫; n为0或1，虚线表示可选地存在双键; 用于治疗以心血管系统中的血流减少、氧气供应减少或碳水化合物代谢减少为特征的疾病和症状。
• CONTI, C.;DESIDERI, N.;ORSI, N.;SESTILI, I.;STEIN, M. L., EUR. J. MED. CHEM., 25,(1990) N, C. 725-730
  作者：CONTI, C.、DESIDERI, N.、ORSI, N.、SESTILI, I.、STEIN, M. L.

  DOI：——

  日期：——
• US4341792A
  申请人：——

  公开号：US4341792A

  公开（公告）日：1982-07-27
• Synthesis and antirhinovirus activity of cyano and amidino substituted flavanoids
  作者：C Conti、N Desideri、N Orsi、I Sestili、ML Stein

  DOI：10.1016/0223-5234(90)90191-5

  日期：1990.11

  Cyano and amidino flavans, isoflavans and 3(2H)-isoflavenes were synthesized in order to study their in vitro antirhinovirus activity, by comparison with the known corresponding chloro derivatives. The activity of the new compounds was evaluated on rhinovirus 1 B infected HeLa cell cultures by examining their ability to interfere with viral cytopathic effect and with plaque formation. It was found that generally the cyano derivatives behave like the chloro compounds, whereas the amidino derivatives show a lower activity, although always dependent on the position of substituent.