1,3-二氢-2H-萘并[1,2-d]咪唑-2-酮 | 5649-75-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1,3-二氢-2H-萘并[1,2-d]咪唑-2-酮
• 英文名称: 1H-naphth<1,2-d>imidazol-2(3H)-one
• 英文别名: 1,3-dihydro-2H-naphtho[1,2-d]imidazol-2-one；naphtho<1,2-d>imidazolone；2-naphthimidazolone；1,3-dihydro-naphtho[1,2-d]imidazol-2-one；1,3-dihydro-naphth[1,2-d]imidazol-2-one；1,3-Dihydro-naphth[1,2-d]imidazol-2-on；1,3-dihydrobenzo[e]benzimidazol-2-one
• CAS: 5649-75-2
• 化学式: C₁₁H₈N₂O
• mdl: MFCD18450037
• 分子量: 184.197
• InChiKey: LKTJGLDNQVPISM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,3-二氢-2H-萘并[1,2-d]咪唑-2-酮 在 硝酸 、 溶剂黄146 作用下， 反应 2.5h， 以76%的产率得到5-nitro-1,3-dihydro-2H-naphtho[1,2-d]imidazol-2-one
  参考文献：
  名称：

  Synthesis and biological activity of splitomicin analogs targeted at human NAD+-dependent histone deacetylases (sirtuins)

  摘要：

  Small molecules interfering with posttranslational modification of histones are of interest as tools to study epigenetic regulation of gene transcription. Specifically, drugs that interfere with histone deacetylation could be useful to induce differentiation, growth arrest as well as apoptotic cell death in tumor cells. One class of histone deacetylases is known as sirtuins some of which (Saccharomyces cerevisiae Sir2) are for example inhibited by the lactone splitomicin leading to telomeric silencing in yeast. However, splitomicin is only a micromolar inhibitor of yeast Sir2 and does not inhibit human subtypes and the lactone is prone to hydrolytic ring opening. In preliminary SAR-studies, splitomicin analogs lacking this hydrolytically labile ring were described as inactive while the naphthalene moiety could successfully be replaced by smaller aromatic rings in a fragment-like dihydrocoumarin. Here we report the synthesis and biological activity of a series of hydrolytically stable analogs with activity against human SIRT1 and 2. These comparatively small compounds characterized by high ligand efficiency are used as a starting point toward the development of specific inhibitors of histone deacetylases from the class of sirtuins. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.01.026
• 作为产物：
  描述：

  (2-amino-[1]naphthyl)-hydrazine-N,N'-dicarboxylic acid bis-methylamide 在 氢碘酸 、 溶剂黄146 作用下， 生成 1,3-二氢-2H-萘并[1,2-d]咪唑-2-酮
  参考文献：
  名称：

  Diels, Justus Liebigs Annalen der Chemie, 1922, vol. 429, p. 54

  摘要：

  DOI：

文献信息

• A New Synthesis of Cyclic Ureas, Cyclic Urethanes, and a Quinazolinedione. Selenium-Assisted Carbonylation of Aromatic Amines with Carbon Monoxide
  作者：Tohru Yoshida、Nobuaki Kambe、Shinji Murai、Noboru Sonoda

  DOI：10.1246/bcsj.60.1793

  日期：1987.5

  Five-, six-, and seven-membered cyclic ureas were synthesized in excellent yields from various aromatic diamines by reaction with carbon monoxide and a stoichiometric or excess amount of selenium i...

  通过与一氧化碳和化学计量或过量的硒反应，从各种芳族二胺中以优异的收率合成了五元​​、六元和七元环脲。
• Method for Producing Carbonyl Compund
  申请人：Shinohata Masaaki

  公开号：US20130178645A1

  公开（公告）日：2013-07-11

  A method for producing a carbonyl compound of the present invention comprises a step (X) of reacting a specific compound having a urea bond with a carbonic acid derivative having a carbonyl group (—C(═O)—) under heating at a temperature equal to or higher than the thermal dissociation temperature of the urea bond to obtain the carbonyl compound.

  本发明的生产羰基化合物的方法包括以下步骤（X）：将具有脲键的特定化合物与具有羰基（—C(═O)—）的碳酸衍生物在温度高于或等于脲键热解温度的条件下加热反应，以获得所述羰基化合物。
• Benzimidazolone-, benzoxazolone-, or benzothiazolone derivatives as ion channel modulating agents
  申请人：——

  公开号：US20020055526A1

  公开（公告）日：2002-05-09

  The present invention relates to ion channel modulating agents. More particularly, the present invention relates to a particular class of chemical compounds that has proven useful as modulators of SK Ca , IK Ca and BK Ca channels. In further aspects, the present invention relates to the use of these SK/IK/BK channel modulating agents for the manufacture of medicaments, and pharmaceutical compositions comprising the SK/IK/BK channel modulating agents. The SK/IK/BK channel modulating agents of the invention are useful for the treatment or alleviation of diseases and conditions associated with the SK/IK/BK channels.

  本发明涉及离子通道调节剂。更具体地说，本发明涉及一类已被证明对SKCa、IKCa和BKCachannels进行调节有用的化学化合物。在进一步的方面，本发明涉及使用这些SK/IK/BK通道调节剂制造药物，以及包含SK/IK/BK通道调节剂的制药组合物。本发明的SK/IK/BK通道调节剂对于治疗或缓解与SK/IK/BK通道相关的疾病和病症非常有用。
• Ion channel modulating agents comprising novel benzimidazolone derivatives
  申请人：Neurosearch A/S

  公开号：US06624186B2

  公开（公告）日：2003-09-23

  The present invention relates to ion channel modulating agents. More particularly, the present invention relates to a particular class of chemical compounds that has proven useful as modulators of SKCa, IKCa and BKCa channels. In further aspects, the present invention relates to the use of these SK/IK/BK channel modulating agents for the manufacture of medicaments, and pharmaceutical compositions comprising the SK/IK/BK channel modulating agents. The SK/IK/BK channel modulating agents of the invention are useful for the treatment or alleviation of diseases and conditions associated with the SK/IK/BK channels.

  本发明涉及离子通道调节剂。更具体地，本发明涉及一类已被证明可作为SKCa、IKCa和BKCa通道调节剂的化合物。在进一步的方面，本发明涉及使用这些SK/IK/BK通道调节剂制造药物，以及包括SK/IK/BK通道调节剂的制药组合物。本发明的SK/IK/BK通道调节剂对于治疗或缓解与SK/IK/BK通道相关的疾病和症状是有用的。
• Biaxially oriented polyoxymethylene film
  申请人：Asahi Kasei Kogyo Kabushiki Kaisha

  公开号：EP0300480A2

  公开（公告）日：1989-01-25

  There is disclosed a biaxially oriented film formed of film forming composition comprising a polyoxymethylene polymer in which the major constituent of the main chains of said polymer each of consists substantially of repeating units of oxymethylene group (̵ CH2-0 )̵. said film being characterized in that, when said film is remelted at a temperature above the melting point of said film and the resulting melt is recrystallized isothermally at 140°C into a solid in film form, the number of polyoxymethylene spherulites in the crystal structure at the surface of the resulting film would be at least 50 per 0.1 mm2 area of the resulting film surface, as measured with a polarizing microscope through cross-polarizers, and a process for manufacturing the same.

  本发明公开了一种双向拉伸薄膜，该薄膜由包含聚氧化亚甲基聚合物的成膜组合物形成，其中所述聚合物主链的主要成分基本上都由氧化亚甲基基团(̵ CH2-0 )̵的重复单元组成。所述薄膜的特征在于，当所述薄膜在高于所述薄膜熔点的温度下重熔，所得熔体在 140℃下等温重结晶成膜状固体时，用偏光显微镜通过交叉偏振器测量，所得薄膜表面晶体结构中的聚氧亚甲基球状体的数量至少为每 0.1 平方毫米所得薄膜表面积 50 个。