2-phenoxypyridine-3-carbaldehyde | 114077-93-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-phenoxypyridine-3-carbaldehyde
• 英文别名: 2-phenoxy-3-pyridinecarboxaldehyde；2-Phenoxynicotinaldehyde
• CAS: 114077-93-9
• 化学式: C₁₂H₉NO₂
• 分子量: 199.209
• InChiKey: IKGCWHNIZLUZPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  2-phenoxypyridine-3-carbaldehyde 在 三乙烯二胺 、 N-溴代丁二酰亚胺(NBS) 、 二甲基硫 、 三乙醇胺 作用下， 以 二氯甲烷 为溶剂， 反应 30.0h， 生成 (Z)-methyl 2-bromomethyl-3-[(2-phenoxy)pyridin-3-yl]propenoate
  参考文献：
  名称：

  A New Synthesis of Methyl 7H-Dibenz[b,g]oxocin-6-carboxylates from Morita-Baylis-Hillman Adducts of 2-Phenoxybenzaldehydes

  摘要：

  通过弗里德尔-卡夫斯法（Friedel-Crafts）反应，将易于获得的莫里塔-贝利斯-希尔曼加合物的溴化物与氯化铝反应，开发出了一种 7H-二苯并[b,g]氧杂羰基-6-甲酸甲酯的新合成方法。

  DOI：

  10.1055/s-0030-1258392
• 作为产物：
  描述：

  3-氰基-2-苯氧基吡啶 生成 2-phenoxypyridine-3-carbaldehyde
  参考文献：
  名称：

  GODFREY, CHRISTOPHER RICHARD AYLES;CROWLEY, PATRICK JELF;ANDERTON, KENNET+

  摘要：

  DOI：

文献信息

• Bicycloheteroaryl compounds as P2X7 modulators and uses thereof
  申请人：Kelly G. Michael

  公开号：US20060217448A1

  公开（公告）日：2006-09-28

  Bicycloheteroaryl compounds are disclosed that have a formula represented by the following: The compounds may be prepared as pharmaceutical compositions, and may be used for the prevention and treatment of a variety of conditions in mammals including humans, including by way of non-limiting example, pain, inflammation, traumatic injury, and others.

  公开了具有以下公式代表的Bicycloheteroaryl化合物：这些化合物可以制备为药物组合物，并可用于预防和治疗包括人类在内的哺乳动物的各种疾病，例如疼痛、炎症、创伤性损伤等。
• Bicycloheteroaryl Compounds as P2X7 Modulators and Uses Thereof
  申请人：Kelly G Michael

  公开号：US20080039478A1

  公开（公告）日：2008-02-14

  Bicycloheteroaryl compounds are disclosed that have a formula represented by the following: The compounds may be prepared as pharmaceutical compositions, and may be used for the prevention and treatment of a variety of conditions in mammals including humans, including by way of non-limiting example, pain, inflammation, traumatic injury, and others.

  本文披露了一种具有以下公式表示的Bicycloheteroaryl化合物：这些化合物可以制备为药物组成物，并可用于预防和治疗哺乳动物包括人类的各种疾病，包括但不限于疼痛，炎症，创伤性损伤等。
• Synthesis, Leishmanicidal, Trypanocidal, Antiproliferative Assay and Apoptotic Induction of (2-Phenoxypyridin-3-yl)naphthalene-1(2H)-one Derivatives
  作者：Zuleima Blanco、Esteban Fernandez-Moreira、Michael R. Mijares、Carmen Celis、Gricelis Martínez、Juan B. De Sanctis、Soňa Gurská、Petr Džubák、Marián Hajdůch、Ali Mijoba、Yael García、Xenón Serrano、Nahum Herrera、Jhonny Correa-Abril、Yonathan Parra、Jorge Ángel、Hegira Ramírez、Jaime E. Charris

  DOI：10.3390/molecules27175626

  日期：——

  The coexistence of leishmaniasis, Chagas disease, and neoplasia in endemic areas has been extensively documented. The use of common drugs in the treatment of these pathologies invites us to search for new molecules with these characteristics. In this research, we report 16 synthetic chalcone derivatives that were investigated for leishmanicidal and trypanocidal activities as well as for antiproliferative potential on eight human cancers and two nontumor cell lines. The final compounds 8–23 were obtained using the classical base-catalyzed Claisen–Schmidt condensation. The most potent compounds as parasiticidal were found to be 22 and 23, while compounds 18 and 22 showed the best antiproliferative activity and therapeutic index against CCRF-CEM, K562, A549, and U2OS cancer cell lines and non-toxic VERO, BMDM, MRC-5, and BJ cells. In the case of K562 and the corresponding drug-resistant K562-TAX cell lines, the antiproliferative activity has shown a more significant difference for compound 19 having 10.3 times higher activity against the K562-TAX than K562 cell line. Flow cytometry analysis using K562 and A549 cell lines cultured with compounds 18 and 22 confirmed the induction of apoptosis in treated cells after 24 h. Based on the structural analysis, these chalcones represent new compounds potentially useful for Leishmania, Trypanosoma cruzi, and some cancer treatments.

  利什曼病、南美锥虫病和肿瘤在地方病流行地区同时存在的情况已有大量记载。使用普通药物治疗这些病症促使我们寻找具有这些特性的新分子。在这项研究中，我们报告了 16 种合成查尔酮衍生物，研究了它们在 8 种人类癌症和 2 种非肿瘤细胞系中的杀利什曼和杀锥虫活性以及抗增殖潜力。通过经典的碱催化克莱森-施密特缩合反应，最终获得了 8-23 号化合物。发现杀寄生虫作用最强的化合物是 22 和 23，而化合物 18 和 22 对 CCRF-CEM、K562、A549 和 U2OS 癌细胞株以及无毒的 VERO、BMDM、MRC-5 和 BJ 细胞显示出最佳的抗增殖活性和治疗指数。在 K562 和相应的耐药 K562-TAX 细胞系中，化合物 19 的抗增殖活性显示出更显著的差异，对 K562-TAX 的活性是 K562 细胞系的 10.3 倍。使用化合物 18 和 22 培养的 K562 和 A549 细胞系的流式细胞仪分析证实，24 小时后，处理过的细胞会诱导凋亡。根据结构分析，这些查耳酮代表了可能用于利什曼病、锥虫和某些癌症治疗的新化合物。
• Pyridyl-acrylic acid ester derivatives, process for their preparation and their use as fungicides
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0243012A2

  公开（公告）日：1987-10-28

  Compounds of formula (I): and stereoisomers thereof, wherein W is R1O2C-C=CH-ZR2, wherein R1 and R2, which are the same or diffrent, are alkyl or fluoro-alkyl groups, and Z is either an oxygen or sulphur atom; A, B, D and E, which are the same or different, are hydrogen or halogen atoms, or hydroxy, optionally substituted alkyl, optionally substituted alkoxy, optionally substituted aralkyl, optionally substituted arylalkoxy, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted aryl, optionally substituted aryloxy, optionally substituted arylthio, optionally substituted heteroaryloxy, optionally substituted heteroarylthio, optionally substituted acyloxy, optionally substituted amino, optionally substituted arylazo, optionally substituted acylamino, nitro, cyano, -CO2R3, -CONR3R4, -COR3, -CR3=NR4, -N=CR3R4 or-S(O)nR3 groups; any two of the groups A, B, D and E when they are in adjacent positions on the ring, optionally join to form a fused ring, either aromatic or aliphatic, optionally containing one or more heteroatoms; n is 0, 1 or 2; and R3 and R4, which are the same or different, are hydrogen atoms or alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkynyl, optionally substituted aryl or optionally substituted aralkyl groups; and metal complexes thereof. The compounds are useful in agriculture especially as fungicides but also as insecticides, nematicides and plant growth regulators.

  式(I)化合物： 及其立体异构体，其中 W 是 R1O2C-C=CH-ZR2，其中 R1 和 R2（相同或不同）是烷基或氟烷基，Z 是氧原子或硫原子；相同或不同的 A、B、D 和 E 是氢原子或卤素原子，或羟基、任选取代的烷基、任选取代的烷氧基、任选取代的芳烷基、任选取代的芳烷氧基、任选取代的烯基、任选取代的炔基、任选取代的芳基、任选取代的芳氧基、任选取代的芳硫基、任选取代的杂芳基氧基、任选取代的杂芳基硫基、任选取代的酰氧基、任选取代的氨基、任选取代的芳唑基、任选取代的酰氨基、硝基、氰基、-CO2R3、-CONR3R4、-CORR3、-CR3=NR4、-N=CR3R4 或-S(O)nR3 基团；任意两个基团 A、B、D 和 E，当它们位于环上的相邻位置时，可选择连接形成一个融合环，可为芳香族或脂肪族，可选择含有一个或多个杂原子；n 为 0、1 或 2；R3 和 R4（相同或不同）为氢原子或烷基、环烷基、环烷基烷基、烯基、炔基、可选择取代的芳基或可选择取代的芳烷基；以及它们的金属络合物。 这些化合物在农业中非常有用，特别是作为杀菌剂，也可作为杀虫剂、杀线虫剂和植物生长调节剂。
• GODFREY, CHRISTOPHER RICHARD AYLES;CROWLEY, PATRICK JELF;ANDERTON, KENNET+
  作者：GODFREY, CHRISTOPHER RICHARD AYLES、CROWLEY, PATRICK JELF、ANDERTON, KENNET+

  DOI：——

  日期：——