(1H-imidazol-2-yl)(4-nitrophenyl)methanone | 68090-13-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1H-imidazol-2-yl)(4-nitrophenyl)methanone
• 英文别名: 2-(4-nitrobenzoyl)methylimidazole；(1H-imidazol-2-yl)-(4-nitro-phenyl)-methanone；1H-imidazol-2-yl-4-nitrophenyl-methanone；2-(4-nitrobenzoyl)imidazole；2-(4-Nitrobenzoyl)imidazol；Methanone, 1H-imidazol-2-yl(4-nitrophenyl)-；1H-imidazol-2-yl-(4-nitrophenyl)methanone
• CAS: 68090-13-1
• 化学式: C₁₀H₇N₃O₃
• 分子量: 217.184
• InChiKey: DJGKRSACPRIIDR-UHFFFAOYSA-N

物化性质

• 熔点：
  232-233 °C(Solv: acetonitrile (75-05-8))
• 沸点：
  490.0±47.0 °C(Predicted)
• 密度：
  1.438±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1H-imidazol-2-yl)(4-nitrophenyl)methanone 在 溴 作用下， 以 溶剂黄146 为溶剂， 生成
  参考文献：
  名称：

  Imidazotriazinone inhibitors of the Ca2+-calmodulin sensitive phosphodiesterase (PDE I)

  摘要：

  Hybrid structural analogs 1 of the PDE V and PDE III inhibitors, zaprinast milrinone, and CI-930 were prepared to identify dual PDE inhibitors. The SAR study led unexpectedly to the identification of WIN 61691 (8d), a potent inhibitor of PDE I (IC50 = 85 nM). A potent and selective inhibitor of PDE I would be a useful tool to elucidate the physiologic function of PDE I and other PDE isozymes in biological systems. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00578-1
• 作为产物：
  描述：

  2,2-dibromo-1-(4-nitrophenyl)ethene 在 manganese(IV) oxide 作用下， 反应 0.5h， 生成 (1H-imidazol-2-yl)(4-nitrophenyl)methanone
  参考文献：
  名称：

  A novel synthetic method for 2-arylmethyl substituted imidazolines and imidazoles from 2-aryl-1,1-dibromoethenes

  摘要：

  Various 2-arylmethylimidazolines were prepared by treating readily available 2-aryl-1, 1-dibromoethenes with ethylenediamine under mild conditions and further converted into the corresponding imidazoles smoothly with Swern oxidation. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.08.035

文献信息

• Aminometyl oxooxazolidinyl benzene derivatives
  申请人：Zeneca Ltd.

  公开号：US06362191B1

  公开（公告）日：2002-03-26

  The invention concerns compounds of formula (I), wherein: A is a 5 membered heteroaryl ring, a bicyclic benzo system containing such a 5 membered heteroaryl ring or a bicyclic or tricyclic heteroaryl ring system with at least one bridgehead nitrogen and optionally a further 1-3 heteroatoms chosen from oxygen, sulfur and nitrogen; R1 is, for example, hydroxy, halo, amino, nitro, cyano, carboxy, thiol, C1-4alkanoyloxy, C1-4alkoxycarbonyl, dimethylaminomethyleneaminocarbonyl, C1-4alkyl, C2-4alkenyl, C2-4alkynyl, C1-4alkoxy, optionally substituted phenyl, an optionally substituted 5- or 6-membered heteroaryl ring or hydroxyC1-4alkyl; n is 0-6; R2 and R3 are independently hydrogen or fluoro; R4 is, for example, C1-4alkyl; pharmaceutically acceptable salts and in vivo hydrolysable ester thereof; processes for their preparation; pharmaceutical compositions containing them and their use as antibacterial agents.

  该发明涉及式(I)的化合物， 其中： A是5元杂环芳基环，含有这样的5元杂环芳基环的双环苯系统，或者带有至少一个桥头氮原子和可选地进一步选择氧、硫和氮中的1-3个杂原子的双环或三环杂环芳基环系统； R1是，例如，羟基、卤素、氨基、硝基、氰基、羧基、硫醇基、C1-4烷酰氧基、C1-4烷氧羰基、二甲氨基甲烷氨基羰基、C1-4烷基、C2-4烯基、C2-4炔基、C1-4烷氧基、可选地取代的苯基、可选地取代的5-或6元杂环芳基环或羟基C1-4烷基； n为0-6； R2和R3独立地是氢或氟； R4是，例如，C1-4烷基；其药学上可接受的盐及体内可水解酯；它们的制备方法；含有它们的药物组合物以及它们作为抗菌剂的用途。
• [EN] IMIDAZOLE DERIVATIVES AND COMPOSITIONS FOR TREATING MELANOMA<br/>[FR] DÉRIVÉS D'IMIDAZOLE ET COMPOSITIONS POUR LE TRAITEMENT D'UN MÉLANOME
  申请人：KOREA INST SCI & TECH

  公开号：WO2011049274A1

  公开（公告）日：2011-04-28

  The present invention relates to novel imidazole derivatives or pharmaceutically acceptable salts thereof, preparation methods thereof and pharmaceutical compositions for prevention and treatment of melanoma containing the same as active ingredients. The novel imidazole derivatives or pharmaceutically acceptable salts thereof according to the present invention have excellent inhibitory effects on various protein kinases, which cause melanoma, such as B-RAF, C-RAF, Aurora-A, BTK, Flt3, Ret, KDR/VEGFR2, P38a/MAPK14, RAF1, FMS, and the like, so they can be used for the prevention and treatment of melanoma.

  本发明涉及新型咪唑衍生物或其药学上可接受的盐、其制备方法和包含其作为活性成分的预防和治疗黑色素瘤的制药组合物。本发明的新型咪唑衍生物或其药学上可接受的盐对引起黑色素瘤的各种蛋白激酶具有出色的抑制作用，如B-RAF、C-RAF、Aurora-A、BTK、Flt3、Ret、KDR/VEGFR2、P38a/MAPK14、RAF1、FMS等，因此它们可用于预防和治疗黑色素瘤。
• Discovery and initial SAR of pyrimidin-4-yl-1H-imidazole derivatives with antiproliferative activity against melanoma cell lines
  作者：Junghun Lee、Hwan Kim、Hana Yu、Jae Yoon Chung、Chang-Hyun Oh、Kyung Ho Yoo、Taebo Sim、Jung-Mi Hah

  DOI：10.1016/j.bmcl.2010.01.064

  日期：2010.3

  The synthesis of a novel series of pyrimidin-4-yl-1H-imidazol-2-yl derivatives 7, 8, 9 and their antiproliferative activities against A375P human melanoma cell line and WM3629 cell line were described. Most compounds showed superior antiproliferative activities compared to Sorafenib, the well-known RAF inhibitor. Among them, 7a exhibited potent activities on both cell lines (IC50 = 0.62 and 4.49 mu M, respectively) and turned out to be a selective and potent CRAF inhibitor. (C) 2010 Elsevier Ltd. All rights reserved.
• Design, synthesis and biological evaluation of benzyl 2-(1H-imidazole-1-yl) pyrimidine analogues as selective and potent Raf inhibitors
  作者：Minjung Kim、Junghun Lee、Kyungjin Jung、Hyangmi Kim、Waqar Aman、Jae-Sang Ryu、Jung-Mi Hah

  DOI：10.1016/j.bmcl.2014.05.030

  日期：2014.8

  The synthesis of a novel series of (4-aminobenzyl/benzoyl)-1H-imidazol-1-yl pyrimidin-2-yl derivatives 9, 10, 18, 19 and their in vitro antiproliferative activities against the A375P human melanoma cell line and the U937 human leukemic monocyte lymphoma cell line are described. Potent antiproliferative effects were found from 91, 9s and 10c; 10c was found to be a highly potent and selective BRAF V600E and CRAF inhibitor (IC50 = 38.3 nM and 8.79 nM). (C) 2014 Elsevier Ltd. All rights reserved.
• Facile Synthesis of Imidazo[1,2-a]pyridines via Tandem Reaction
  作者：Jian-Wu Wang、Xu-Tang Tao、Jiong Jia、Yan-Qing Ge

  DOI：10.3987/com-09-11856

  日期：——

  An efficient method for the synthesis of 5,6,7-trisubstituted imidazo[1,2-a]pyridines was developed. The products were obtained in good yields under mild conditions.