(E)-N-(pyridin-2-yl)-3-(4-methoxyphenyl)prop-2-enamide | 113985-25-4

• 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)-N-(pyridin-2-yl)-3-(4-methoxyphenyl)prop-2-enamide
• 英文别名: (E)-N-(pyridin-2-yl)-3-(4-mehoxyphenyl)prop-2-enamide；N-(pyridyl-2)(paramethoxyphenyl)-3 propene-2 amide；(2E)-3-(4-methoxyphenyl)-N-(pyridin-2-yl)prop-2-enamide；(E)-3-(4-methoxyphenyl)-N-pyridin-2-ylprop-2-enamide
• CAS: 113985-25-4
• 化学式: C₁₅H₁₄N₂O₂
• 分子量: 254.288
• InChiKey: HBSPUANUJWUJJO-JXMROGBWSA-N

物化性质

• 熔点：
  120-122 °C(Solv: hexane (110-54-3))
• 沸点：
  507.1±50.0 °C(Predicted)
• 密度：
  1.218±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-N-(pyridin-2-yl)-3-(4-methoxyphenyl)prop-2-enamide 、 三溴化磷 以29%的产率得到
  参考文献：
  名称：

  DURAN, H.;DURAN, B.;BEN, BAKKAR M.;GORRICHON, L.;GRAND, C., BULL. SOC. CHIM. FR.,(1987) N 4, 672-680

  摘要：

  DOI：
• 作为产物：
  描述：

  2-hydroxy-4-(4-methoxyphenyl)-3-(2,2,3,3-tetrafluoropropionyl)-4H-pyrido[1,2-a]pyrimidine 以 乙醇 为溶剂， 以80%的产率得到(E)-N-(pyridin-2-yl)-3-(4-methoxyphenyl)prop-2-enamide
  参考文献：
  名称：

  从 2-芳基亚甲基-3-氟烷基-3-氧代丙酸酯合成取代的吡啶并[1,2-a]嘧啶

  摘要：

  2-芳基亚甲基-3-氟代烷基-氧代丙酸酯与 2-氨基-吡啶的环缩合发生在多氟酰基乙烯基和烷氧基羰基乙烯基片段处，得到烷基 4-芳基-2-多氟烷基-4H-吡啶并[1,2-a]嘧啶-3-分别为羧酸盐和 4-芳基-2-羟基-3-多氟酰基-4H-吡啶并[1,2-a]嘧啶。当用乙酸铜 (II) 处理时，吡啶并 [1,2-a] 嘧啶生成金属配合物。

  DOI：

  10.1007/s11172-006-0198-y

文献信息

• Design, Synthesis, and Biological Evaluation of New Cinnamic Derivatives as Antituberculosis Agents
  作者：Prithwiraj De、Georges Koumba Yoya、Patricia Constant、Florence Bedos-Belval、Hubert Duran、Nathalie Saffon、Mamadou Daffé、Michel Baltas

  DOI：10.1021/jm101510d

  日期：2011.3.10

  Tuberculosis, HIV coinfection with TB, emergence of multidrug-resistant TB, and extensively drug-resistant TB are the major causes of death from infectious diseases worldwide. Because no new drug has been introduced in the last several decades, new classes of molecules as anti-TB drugs are urgently needed. Herein, we report the synthesis and structure-activity relationships of a series of thioester, amide, hydrazide, and triazolophthalazine derivatives of 4-alkoxy cinnamic acid. Many compounds exhibited submicromolar minimum inhibitory concentrations against Mycobacterium tuberculosis strain (H(37)Rv). Interestingly, compound 13e, a 4-isopentenyloxycinnamyl triazolophthalazine derivative, was found to be 100-1800 times more active than isoniazid (INH) when tested for its ability to inhibit the growth of INH-resistant M. tuberculosis strains. The results also revealed that 13e does not interfere with mycolic acid biosynthesis, thereby pointing to a different mode of action and representing an attractive lead compound for the development of new anti-TB agents.
• Duran, H.; Duran, E.; Bakkar, M. Ben, Bulletin de la Societe Chimique de France, 1987, # 4, p. 672 - 680
  作者：Duran, H.、Duran, E.、Bakkar, M. Ben、Gorrichon, L.、Grand, C.

  DOI：——

  日期：——
• [EN] AMIDE DERIVATIVE COMPOUND, STEREOISOMER THEREOF, OR PHARMACEUTICALLY ACCEPTABLE SALT THEREOF, AND PHARMACEUTICAL OR COSMETIC COMPOSITION COMPRISING SAME FOR SUPPRESSING SKIN AGING, RELIEVING WRINKLES, OR HEALING SKIN WOUNDS<br/>[FR] COMPOSÉ DÉRIVÉ D'AMIDE, STÉRÉO-ISOMÈRE DE CELUI-CI, OU SEL PHARMACEUTIQUEMENT ACCEPTABLE DE CELUI-CI, ET COMPOSITION PHARMACEUTIQUE OU COSMÉTIQUE COMPRENANT CELUI-CI PERMETTANT DE SUPPRIMER LE VIEILLISSEMENT DE LA PEAU, D'ATTÉNUER LES RIDES, OU DE CICATRISER LES PLAIES CUTANÉES<br/>[KO] 아미드 유도체 화합물, 이의 입체이성질체, 또는 이의 약학적으로 허용 가능한 염, 및 이를 포함하는 피부 노화 억제, 주름 개선, 또는 피부 상처 치료용 약학적 또는 화장료 조성물
  申请人：SEOUL NAT UNIV R&DB FOUNDATION

  公开号：WO2018101793A2

  公开（公告）日：2018-06-07

  일 양상에 따른 아미드 유도체 화합물, 이의 입체이성질체, 유도체, 용매화물, 또는 이의 약학적으로 허용 가능한 염, 및 이의 용도를 제공한다. 이에 따르면, Sirt1의 발현을 증가시키는 효과가 우수하고, Sirt1의 활성화에 의한 피부 상처 치유 효과 및 피부 노화 억제 효과가 우수하므로, 피부 상처, 피부 노화 억제 또는 주름 개선용 약학 조성물로 유용하게 사용될 수 있다. 또한, 자외선 조사에 의해 유도된 피부 섬유아세포에서 MMP-1의 분비량 감소 및 프로콜라겐 타입 I의 분비량 증가, 및 Sirt1 분비량 및 활성 증가에 의해 항노화 또는 피부 주름을 개선하는데 유용하게 사용될 수 있다.
• Synthesis of substituted pyrido[1,2-a]pyrimidines from 2-arylmethylidene-3-fluoroalkyl-3-oxopropionates
  作者：M. V. Pryadeina、Ya. V. Burgart、M. I. Kodess、V. I. Saloutin

  DOI：10.1007/s11172-006-0198-y

  日期：2005.12

  both the polyfluoroacylvinyl and alkoxycarbonylvinyl fragments to give alkyl 4-aryl-2-polyfluoroalkyl-4H-pyrido[1,2-a]pyrimidine-3-carboxylates and 4-aryl-2-hydroxy-3-polyfluoroacyl-4H-pyrido[1,2-a]pyrimidines, respectively. When treated with copper(II) acetate, the pyrido[1,2-a]pyrimidines yield metal complexes.

  2-芳基亚甲基-3-氟代烷基-氧代丙酸酯与 2-氨基-吡啶的环缩合发生在多氟酰基乙烯基和烷氧基羰基乙烯基片段处，得到烷基 4-芳基-2-多氟烷基-4H-吡啶并[1,2-a]嘧啶-3-分别为羧酸盐和 4-芳基-2-羟基-3-多氟酰基-4H-吡啶并[1,2-a]嘧啶。当用乙酸铜 (II) 处理时，吡啶并 [1,2-a] 嘧啶生成金属配合物。
• DURAN, H.;DURAN, B.;BEN, BAKKAR M.;GORRICHON, L.;GRAND, C., BULL. SOC. CHIM. FR.,(1987) N 4, 672-680
  作者：DURAN, H.、DURAN, B.、BEN, BAKKAR M.、GORRICHON, L.、GRAND, C.

  DOI：——

  日期：——