(E)-2-chloro-5-(1-phenyl-2-N-methylcarbamoylvinyl)pyridine | 231618-70-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-2-chloro-5-(1-phenyl-2-N-methylcarbamoylvinyl)pyridine
• 英文别名: (E)-3-(6-chloropyridin-3-yl)-N-methyl-3-phenylprop-2-enamide
• CAS: 231618-70-5
• 化学式: C₁₅H₁₃ClN₂O
• 分子量: 272.734
• InChiKey: OCYQNALJGQHKQY-UKTHLTGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-2-chloro-5-(1-phenyl-2-N-methylcarbamoylvinyl)pyridine 在 potassium carbonate 、 sodium iodide 作用下， 以 乙腈 为溶剂， 生成 (E)-3-(2-amino-3-benzoylimidazo[1,2-a]pyridin-6-yl)-N-methyl-3-phenylprop-2-enamide
  参考文献：
  名称：

  Short synthesis and anti-rhinoviral activity of imidazo[1,2-a]pyridines: The effect of acyl groups at 3-position

  摘要：

  Various 2-amino-3-acyl-6-[(E)-1-phenyl-2-N-methylcarbamoylvinyl]-imidazo[1,2-a]pyridines, structurally related to Enviroxime were prepared to determine the effect of acyl groups on the anti-rhinoviral activity. A short and efficient means for the construction of the imidazo nucleus as well as biological evaluation of the final compounds are disclosed. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00193-6
• 作为产物：
  描述：

  (2-(甲基氨基)-2-氧代乙基)磷酸二乙酯 、 2-氯-5-苯甲酰吡啶 在 双(三甲基硅烷基)氨基钾 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (Z)-2-chloro-5-(1-phenyl-2-N-methylcarbamoylvinyl)pyridine 、 (E)-2-chloro-5-(1-phenyl-2-N-methylcarbamoylvinyl)pyridine
  参考文献：
  名称：

  Short synthesis and anti-rhinoviral activity of imidazo[1,2-a]pyridines: The effect of acyl groups at 3-position

  摘要：

  Various 2-amino-3-acyl-6-[(E)-1-phenyl-2-N-methylcarbamoylvinyl]-imidazo[1,2-a]pyridines, structurally related to Enviroxime were prepared to determine the effect of acyl groups on the anti-rhinoviral activity. A short and efficient means for the construction of the imidazo nucleus as well as biological evaluation of the final compounds are disclosed. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00193-6

文献信息

• ANTI-VIRAL COMPOUNDS
  申请人：ELI LILLY AND COMPANY

  公开号：EP1077701A1

  公开（公告）日：2001-02-28
• EP1077701A4
  申请人：——

  公开号：EP1077701A4

  公开（公告）日：2002-03-20
• US6358971B1
  申请人：——

  公开号：US6358971B1

  公开（公告）日：2002-03-19
• [EN] ANTI-VIRAL COMPOUNDS<br/>[FR] COMPOSES ANTI-VIRAUX
  申请人：ELI LILLY AND COMPANY

  公开号：WO1999059587A1

  公开（公告）日：1999-11-25

  (EN) The present invention relates to compounds of Formula (I), which inhibit the growth of picornaviruses, Hepatitus viruses, enteroviruses, cardioviruses, polioviruses, coxsackieviruses of the A and B groups, echo virus and Mengo virus. In said Formula, A is phenyl, pyridyl, substituted phenyl, substituted pyridyl, or benzyl; R is hydrogen, COR4, or COCF3; X is N-OH, O, or CHR1; R1 is hydrogen, halo, CN, C1-C4 alkyl, -C$m(Z)CH, CO(C1-C4 alkyl), CO2(C1-C4 alkyl), or CONR2R3; R2 and R3 are independently hydrogen or C1-C4 alkyl; A' is hydrogen, halo, C1-C6 alkyl, benzyl, naphthyl, thienyl, furyl, pyridyl, pyrollyl, COR4, S(O)nR4, or a group of formula (II); R4 is C1-C6 alkyl, phenyl, or substituted phenyl; n is 0, 1, or 2; R5 is independently at each occurance hydrogen or halo; m is 1, 2, 3, or 4; and R6 is hydrogen, halo, CF3, OH, CO2H, NH2, NO2, CONHOCH3, C1-C4 alkyl, or CO2(C1-C4 alkyl), C1-C4 alkoxy; or pharmaceutically acceptable salts thereof.(FR) L'invention concerne des composés de formule (I), qui inhibent la prolifération des picornavirus, des virus de l'hépatite, des entérovirus, des cardiovirus, des poliovirus, des virus Coxsackie des types A et B, de l'échovirus et du Mengovirus. Dans ladite formule (I), A représente phényle, pyridyle, phényle substitué, pyridyle substitué, ou benzyle; R représente hydrogène, COR4, ou COCF3; X représente N-OH, O ou CHR1; R1 représente hydrogène, halo, CN, alkyle C1-C4, -C$m(Z)CH, CO(alkyleC1-C4), CO2(alkyleC1-C4), ou CONR2R3; R2 et R3 représentent indépendamment hydrogène ou alkyle C1-C4; A' représente hydrogène, halo, alkyle C1-C6, benzyle, naphtyle, thiényle, furyle, pyridyle, pyrollyle, COR4, S(O)nR4 ou un groupe de formule (II); R4 représente alkyle C1-C6, phényle, ou phényle substitué; n vaut 0, 1 ou 2; R5 représente séparément à chaque apparition hydrogène ou halo; m vaut 1, 2, 3 ou 4; et R6 représente hydrogène, halo, CF3, OH, CO2H, NH2, NO2, CONHOCH3, alkyle C1-C4, ou CO2(alkyleC1-C4), alcoxy C1-C4; ou des sels desdits composés, acceptables au plan pharmaceutiques.
• Short synthesis and anti-rhinoviral activity of imidazo[1,2-a]pyridines: The effect of acyl groups at 3-position
  作者：Chafiq Hamdouchi、Jesús Ezquerra、Juan A Vega、Juan J Vaquero、Julio Alvarez-Builla、Beverly A Heinz

  DOI：10.1016/s0960-894x(99)00193-6

  日期：1999.5

  Various 2-amino-3-acyl-6-[(E)-1-phenyl-2-N-methylcarbamoylvinyl]-imidazo[1,2-a]pyridines, structurally related to Enviroxime were prepared to determine the effect of acyl groups on the anti-rhinoviral activity. A short and efficient means for the construction of the imidazo nucleus as well as biological evaluation of the final compounds are disclosed. (C) 1999 Elsevier Science Ltd. All rights reserved.