1-苄基-3-吡啶-2-基脲 | 21780-59-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 1-苄基-3-吡啶-2-基脲
• 英文名称: N-benzyl-N'-(2-pyrid-2-yl)urea
• 英文别名: 1-benzyl-3-(pyridin-2-yl)urea；1-benzyl-3-pyridin-2-yl-urea；N-(Benzyl)-N'-(2-pyridyl)harnstoff；1-Benzyl-3-(2-pyridyl)-harnstoff；1-Benzyl-3-pyridin-2-ylurea
• CAS: 21780-59-6
• 化学式: C₁₃H₁₃N₃O
• mdl: MFCD06653904
• 分子量: 227.266
• InChiKey: FLSPVKBFWGJXGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  54
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-苄基-3-吡啶-2-基脲 在 磺酰氯 作用下， 以 甲苯 为溶剂， 反应 10.0h， 以61%的产率得到N-benzyl-N'-(5-chloropyrid-2-yl)urea
  参考文献：
  名称：

  杂芳基硫脲中的分子内氧化环化：桥头杂环系统的通用途径。

  摘要：

  N-烷基-N'-杂芳基硫脲中的分子内氧化代表了通往包括桥头系统在内的稠合杂环系统的便捷且通用的合成途径。这种杂环是生物活性化合物的主要特征。

  DOI：

  10.1002/jhet.5570360427
• 作为产物：
  描述：

  2-异氰酸酯吡啶 、 苄胺 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 1-苄基-3-吡啶-2-基脲
  参考文献：
  名称：

  Structure-Based Generation of a New Class of Potent Cdk4 Inhibitors:  New de Novo Design Strategy and Library Design

  摘要：

  As a first step in structure-based design of highly selective and potent Cdk4 inhibitors, we performed structure-based generation of a novel series of Cdk4 inhibitors. A Cdk4 homology model was constructed according to X-ray analysis of an activated form of Cdk2. Using this model, we applied a new de novo design strategy which combined the de novo design program LEGEND with our in-house structure selection supporting system SEEDS to generate new scaffold candidates. In this way, four classes of scaffold candidates including diarylurea were identified. By constructing diarylurea informer libraries based on the structural requirements of Cdk inhibitors in the ATP binding pocket of the Cdk4 model, we were able to identify a potent Cdk4 inhibitor N-(9-oxo-9H-fluoren-4-yl)-N'-pyridin-2-ylurea 15 (IC50 = 0.10 muM), together with preliminary SAR. We performed a docking study between 15 and the Cdk4 model and selected a reasonable binding mode which is consistent with the SAR. Further modification based on the proposed binding mode provided a more potent compound, N-[(9bR)-5-oxo2,3,5,9b-tetrahydro-1H-pyrrolo[2,1-a]isoindol-9-yl]-N'-pyridin-2-ylurea 26a (IC50 = 0.042 muM), X-ray analysis of which was accomplished by the soaking method. The predicted binding mode of 15 in Cdk4 was validated by X-ray analysis of the Cdk2-26a complex.

  DOI：

  10.1021/jm0103256

文献信息

• [EN] COMPOUNDS AND METHODS FOR TREATMENT OF CANCER BY INHIBITING ATG4B AND BLOCKING AUTOPHAGY<br/>[FR] COMPOSÉS ET PROCÉDÉS DE TRAITEMENT ANTICANCÉREUX PAR L'INHIBITION D'ATG4B ET LE BLOCAGE DE L'AUTOPHAGIE
  申请人：UNIV FRASER SIMON

  公开号：WO2017027984A1

  公开（公告）日：2017-02-23

  ATG4B inhibitor compounds, compositions that include the compounds, and methods for using the compounds and compositions in the treatment of cancer by inhibiting ATG4B and/or blocking autophagy.

  ATG4B抑制剂化合物，包括该化合物的组合物，以及使用该化合物和组合物在治疗癌症中通过抑制ATG4B和/或阻断自噬的方法。
• [EN] FUNGICIDE HYDROXIMOYL-TETRAZOLE DERIVATIVES<br/>[FR] DÉRIVÉS FONGICIDES D'HYDROXIMOYLE-TÉTRAZOLE
  申请人：BAYER CROPSCIENCE SA

  公开号：WO2008006875A1

  公开（公告）日：2008-01-17

  [EN] The present invention relates to hydroximoyl-tetrazole derivatives of formula (I) wherein T represent a tetrazolyl substituents, A represents a carbo- or heterocycle, L¹ and L² represent various linking groups and Q represents a carbocycle, their process of preparation, their use as fungicide active agents, particularly in the form of fungicide compositions, and methods for the control of phytopathogenic fungi, notably of plants, using these compounds or compositions.
  [FR] L'invention concerne des dérivés d'hydroximoyle-tétrazole de formule (I), dans laquelle T représente des substituants de tétrazoyle; A représente un carbocycle ou un hétérocycle, L¹ and L² représentent de nombreux groupes de liaison et Q représente un carbocycle. L'invention concerne également leur procédé de préparation, leur utilisation en tant que principes actifs fongicides, se présentant en particulier sous la forme de compositions fongicides, ainsi que des procédés permettant le contrôle de champignons phytopathogènes, s'attaquant notamment à les plantes, au moyen desdits composés ou desdites compositions.
• Structure-Based Generation of a New Class of Potent Cdk4 Inhibitors:  New <i>de Novo</i> Design Strategy and Library Design
  作者：Teruki Honma、Kyoko Hayashi、Tetsuya Aoyama、Noriaki Hashimoto、Takumitsu Machida、Kazuhiro Fukasawa、Toshiharu Iwama、Chinatsu Ikeura、Mari Ikuta、Ikuko Suzuki-Takahashi、Yoshikazu Iwasawa、Takashi Hayama、Susumu Nishimura、Hajime Morishima

  DOI：10.1021/jm0103256

  日期：2001.12.1

  As a first step in structure-based design of highly selective and potent Cdk4 inhibitors, we performed structure-based generation of a novel series of Cdk4 inhibitors. A Cdk4 homology model was constructed according to X-ray analysis of an activated form of Cdk2. Using this model, we applied a new de novo design strategy which combined the de novo design program LEGEND with our in-house structure selection supporting system SEEDS to generate new scaffold candidates. In this way, four classes of scaffold candidates including diarylurea were identified. By constructing diarylurea informer libraries based on the structural requirements of Cdk inhibitors in the ATP binding pocket of the Cdk4 model, we were able to identify a potent Cdk4 inhibitor N-(9-oxo-9H-fluoren-4-yl)-N'-pyridin-2-ylurea 15 (IC50 = 0.10 muM), together with preliminary SAR. We performed a docking study between 15 and the Cdk4 model and selected a reasonable binding mode which is consistent with the SAR. Further modification based on the proposed binding mode provided a more potent compound, N-[(9bR)-5-oxo2,3,5,9b-tetrahydro-1H-pyrrolo[2,1-a]isoindol-9-yl]-N'-pyridin-2-ylurea 26a (IC50 = 0.042 muM), X-ray analysis of which was accomplished by the soaking method. The predicted binding mode of 15 in Cdk4 was validated by X-ray analysis of the Cdk2-26a complex.
• Intramolecular oxidative cyclizations in heteroarylthioureas: A versatile pathway to bridgehead heterocyclic systems
  作者：Ana Castro、Ana Martinez

  DOI：10.1002/jhet.5570360427

  日期：1999.7

  Intramolecular oxidations in N-alkyl-N'-heteroarylthioureas represent a facile and versatile synthetic pathway to fused heterocyclic systems including the bridgehead ones. This kind of heterocycles are the main feature in commom biologically active compounds.

  N-烷基-N'-杂芳基硫脲中的分子内氧化代表了通往包括桥头系统在内的稠合杂环系统的便捷且通用的合成途径。这种杂环是生物活性化合物的主要特征。