3-甲基喹唑啉-4-酮 | 2436-66-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 中文名称: 3-甲基喹唑啉-4-酮
• 英文名称: 3-methylquinazolin-4(3H)-one
• 英文别名: 3-methyl-3,4-dihydroquinazoline-4-one；4(3H)-Quinazolinone, 3-methyl-；3-methylquinazolin-4-one
• CAS: 2436-66-0
• 化学式: C₉H₈N₂O
• mdl: MFCD01685944
• 分子量: 160.175
• InChiKey: FJVAQPINJBFBLI-UHFFFAOYSA-N

物化性质

• 熔点：
  103-105 °C
• 沸点：
  286.07°C (rough estimate)
• 密度：
  1.1846 (rough estimate)
• 保留指数：
  1639;1639

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  3-甲基喹唑啉-4-酮 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 2.5h， 生成 2,3-二氢-1,3-二甲基-2-硫酮喹唑啉-4(1H)-酮
  参考文献：
  名称：

  A New Mixed Amino–Amido N-Heterocyclic Carbene Based on Anthranilic Acid

  摘要：

  The synthesis of a new mixed amino-amido N-heterocyclic carbene (type A) starting from anthranilic acid is presented. A new straightforward synthetic approach to related diaminocarbenes of type B is also described. Both NHCs react with group 6 elements to form heteroureas and coordinate to L2CIM fragments (M = Rh, Ir; L-2 = COD, (CO)(2)). IR spectroscopic analysis of the carbonyl complexes reveals that the diamino-NHC is a better donor ligand (TEP: 2054 cm(-1)) compared to the amino-amido NHC (TEP: 2060 cm(-1)). In line with this behavior, a carbene dimerization to give the corresponding olefin is observed only for derivatives of type A. X-ray structure determinations are reported for two Rh complexes of ligand A and its cationic precursor.

  DOI：

  10.1021/om301152n
• 作为产物：
  描述：

  N-formyl-anthranilic acid methylamide 生成 3-甲基喹唑啉-4-酮
  参考文献：
  名称：

  Knape, Journal fur praktische Chemie (Leipzig 1954), 1891, vol. <2> 43, p. 213,217

  摘要：

  DOI：
• 作为试剂：
  描述：

  4-氯苯硫酚 、 1,1-二苯乙烯 在 3-甲基喹唑啉-4-酮 、 [Ir(dF(CF₃)ppy)₂(dtbbpy)](PF₆) 、 丙烯酸乙酯 作用下， 以 乙醇 为溶剂， 生成 (4-chlorophenyl)(2,2-diphenylethyl)sulfane
  参考文献：
  名称：

  10.1021/acs.orglett.4c02825

  摘要：

  DOI：

  10.1021/acs.orglett.4c02825

文献信息

• [EN] COMPOUNDS AND METHODS FOR THE TARGETED DEGRADATION OF BROMODOMAIN-CONTAINING PROTEINS<br/>[FR] COMPOSÉS ET PROCÉDÉS POUR LA DÉGRADATION CIBLÉE DE PROTÉINES CONTENANT UN BROMODOMAINE
  申请人：ARVINAS INC

  公开号：WO2017030814A1

  公开（公告）日：2017-02-23

  The present invention relates to bifunctional compounds, which find utility as modulators of targeted ubiquitination, especially inhibitors of a variety of polypeptides and other proteins which are degraded and/or otherwise inhibited by bifunctional compounds according to the present invention. In particular, the present invention is directed to compounds, which contain on one end a VHL ligand which binds to the ubiquitin ligase and on the other end a moiety which binds a target protein such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of that protein. The present invention exhibits a broad range of pharmacological activities associated with compounds according to the present invention, consistent with the degradation/inhibition of targeted polypeptides.

  本发明涉及双功能化合物，其作为靶向泛素化的调节剂具有实用性，特别是根据本发明抑制各种多肽和其他蛋白质的化合物。具体而言，本发明涉及一端含有结合泛素连接酶的VHL配体，另一端含有结合靶蛋白的基团的化合物，使得靶蛋白靠近泛素连接酶以促使该蛋白的降解（和抑制）。根据本发明的化合物表现出与靶向多肽的降解/抑制一致的广泛的药理活性。
• [EN] SUBSTITUTED N-(METHYL-D3)PYRIDAZINE-3-CARBOXAMIDE OR N-(METHYL-D3)-NICOTINAMIDE COMPOUNDS AS IL-12, IL-23 AND/OR IFNALPHA MODULATORS<br/>[FR] COMPOSÉS DE N-(MÉTHYL-D3)PYRIDAZINE-3-CARBOXAMIDE OU DE N-(MÉTHYL-D3)-NICOTINAMIDE SUBSTITUÉS UTILISÉS EN TANT QUE MODULATEURS D'IL-12, IL-23 ET/OU IFNALPHA
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2021222153A1

  公开（公告）日：2021-11-04

  There are disclosed compounds of the following formula I or a stereoisomer or pharmaceutically-acceptable salt thereof, wherein all substituents are as defined herein, which are useful in the modulation of IL-12, IL-23 and/or IFN?, by acting on Tyk-2 to cause signal transduction inhibition. The compounds of the invention may be useful for treating inflammatory and autoimmune diseases or disorders.

  以下是公开的化合物的化学式I或其立体异构体或药用可接受的盐，其中所有取代基如本文所定义，这些化合物在通过作用于Tyk-2引起信号转导抑制的调节IL-12、IL-23和/或IFNγ方面是有用的。本发明的化合物可能对治疗炎症性和自身免疫性疾病或紊乱有用。
• Transition-metal and oxidant-free approach for the synthesis of diverse N-heterocycles by TMSCl activation of isocyanides
  作者：Liangliang Luo、Hongyan Li、Jinxin Liu、Yuan Zhou、Lin Dong、You-Cai Xiao、Fen-Er Chen

  DOI：10.1039/d0ra04636a

  日期：——

  A highly efficient TMSCl-mediated addition of N-nucleophiles to isocyanides has been achieved.

  一种高效的TMSCl介导的N-亲核试剂加成到异氰酸酯的方法已经实现。
• Metal-free one-pot synthesis of 1,3-diazaheterocyclic compounds via I₂-mediated oxidative C–N bond formation
  作者：Xianhai Tian、Lina Song、Ertong Li、Qiang Wang、Wenquan Yu、Junbiao Chang

  DOI：10.1039/c5ra11262a

  日期：——

  A one-pot I2-mediated annulation reaction of substrates containing diamino groups and aldehydes has been developed via oxidative C–N bond formation. This general and environmentally benign synthetic approach provides facile access to a variety of 1,3-diazaheterocyclic compounds, including quinazolinones, benzimidazoles, and cyclic amidines.

  含二氨基和醛的底物的一锅I 2介导的环化反应是通过氧化C–N键形成的。这种通用且对环境无害的合成方法可轻松获得各种1,3-二氮杂杂环化合物，包括喹唑啉酮，苯并咪唑和环状am。
• DNA-PK INHIBITORS
  申请人：Vertex Pharmaceuticals Incorporated

  公开号：US20130281431A1

  公开（公告）日：2013-10-24

  The present invention relates to compounds useful as inhibitors of DNA-PK. The invention also provides pharmaceutically acceptable compositions comprising said compounds and methods of using the compositions in the treatment of various disease, conditions, or disorders.

  本发明涉及作为DNA-PK抑制剂的化合物。该发明还提供了包含所述化合物的药物可接受的组合物，以及使用所述组合物治疗各种疾病、状况或失调的方法。

表征谱图