4-(dimethylamino)anthranilic acid | 123102-27-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(dimethylamino)anthranilic acid
• 英文别名: 2-Amino-4-dimethylamino-benzoesaeure；2-Amino-4-(dimethylamino)benzoic acid
• CAS: 123102-27-2
• 化学式: C₉H₁₂N₂O₂
• 分子量: 180.206
• InChiKey: QVLUCPRVLMAUQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  66.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(dimethylamino)anthranilic acid 在 乙酸酐 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 7-(dimethylamino)-2-thiophen-2-yl-3,1-benzoxazin-4-one
  参考文献：
  名称：

  The design and synthesis of novel orally active inhibitors of AP-1 and NF-κB mediated transcriptional activation. SAR of In vitro and In vivo studies

  摘要：

  We have developed novel orally active quinazoline analogues as inhibitors of AP-1 and NF-kappaB mediated transcriptional activation. Among the derivatives prepared, 1-[2-(2-thienyl)quinazolin-4-ylamino]-3-methyl-3-pyrroline-2,5-dione (10) showed significant activity in an adjuvant-induced arthritis rat model by reducing the swelling by 65% in the non-injected foot. The synthesis, structure-activity relationship, and in vivo activity are described. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.047

文献信息

• Design and synthesis of 4H-3,1-benzoxazin-4-ones as potent alternate substrate inhibitors of human leukocyte elastase
  作者：Allen Krantz、Robin W. Spencer、Tim F. Tam、Teng Jiam Liak、Leslie J. Copp、Everton M. Thomas、Steven P. Rafferty

  DOI：10.1021/jm00164a002

  日期：1990.2

  inhibitors of the serine proteinase human leukocyte elastase (HL elastase) and form acyl enzyme intermediates during enzyme catalysis. We have synthesized a large variety of benzoxazinones using specific methods that have been adapted to achieve the pattern of ring substitution dictated by theoretical considerations. The results of the inhibition of HL elastase by 175 benzoxazinones are reported herein

  4H-3,1-Benzoxazin-4-ones是丝氨酸蛋白酶人类白细胞弹性蛋白酶（HL弹性蛋白酶）的替代底物抑制剂，在酶催化过程中形成酰基酶中间体。我们已经使用特定方法合成了多种苯并恶嗪酮，这些特定方法已被调整以实现理论上的考虑而决定的环取代方式。本文参考疏水常数D，碱水解速率kOH-，抑制常数Ki及其组分酰化和脱酰化速率常数kon和koff分别报道了175种苯并恶嗪酮对HL弹性蛋白酶的抑制结果。化合物的范围是可观的。碱水解速率和kon跨度为6，koff覆盖5，ki跨度为8个数量级。在这个大数据集上的多元回归已被用于隔离电子和空间效应以及化合物稳定性和弹性蛋白酶抑制特异的其他因素的作用。本质上，简单的电子参数足以说明碱性水解数据中几乎所有的变化，表明电子因素是此类苯并嗪酮反应性的主要决定因素。显着增强苯并恶嗪酮I效力的因素是R5烷基和R2撤离电子。R 7和R 8中的体积大和化合物疏水性不显着，但是R
• 2-Oxy-4H-3,1-benzoxazin-4-one derivatives and related compounds
  申请人：SYNTEX (U.S.A.) INC.

  公开号：EP0206323A1

  公开（公告）日：1986-12-30

  2-Oxy-4H-3,1-benzoxazin-4-ones represented by the formula: and the pharmaceutically acceptable acid addition salts thereof, pharmaceutical compositions with serine protease inhibiting effects, therapeutic uses of such compounds and methods for their manufacture are disclosed.

  本发明公开了由式： 的 2-氧基-4H-3,1-苯并恶嗪-4-酮及其药学上可接受的酸加成盐、具有丝氨酸蛋白酶抑制作用的药物组合物、这类化合物的治疗用途及其制造方法均已公开。
• Dental curable composition containing particles with different refractive indexes
  申请人：Shofu Inc.

  公开号：EP2853253A2

  公开（公告）日：2015-04-01

  A single-paste, self-adhesive dental curable composition that has strong self-adhesion to biological hard tissues (such as enamel and dentin of teeth) and good color tone adaptability suitable for use for aesthetic restoration is provided. A dental curable composition contains: an inorganic particle (A) with an average grain size in the range of 0.1 to 50 µm; an inorganic particle (B) with an average grain size in the range of 0.1 to 50 µm; a polymerizable monomer (C); and a polymerization catalyst (D). The refractive index na of the inorganic particle (A) and the refractive index nb of the inorganic particle (B) meet the relationship of na > nb. A cured resin material (E), which is obtained by curing a polymerizable composition containing the polymerizable monomer (C) and the polymerization catalyst (D), has a refractive index ne that meets the relationship (1): 0≤na-ne<0.01≤ne-nb≤0.05

  本发明提供了一种对生物硬组织（如牙齿的珐琅质和牙本质）具有很强的自粘性和良好的色调适应性，适合用于美学修复的单贴自粘牙科固化组合物。牙科固化组合物包含：平均粒径在 0.1 至 50 微米范围内的无机颗粒（A）；平均粒径在 0.1 至 50 微米范围内的无机颗粒（B）；可聚合单体（C）；以及聚合催化剂（D）。无机颗粒（A）的折射率 na 和无机颗粒（B）的折射率 nb 符合 na > nb 的关系。通过固化含有可聚合单体（C）和聚合催化剂（D）的可聚合组合物得到的固化树脂材料（E）的折射率 ne 符合关系式（1）：0≤na-ne<0.01≤ne-nb≤0.05
• Identification and optimization of a new series of anti-tubercular quinazolinones
  作者：Cédric Couturier、Christine Lair、Alain Pellet、Anna Upton、Takushi Kaneko、Corinne Perron、Eric Cogo、Jérome Menegotto、Armin Bauer、Bodo Scheiper、Sophie Lagrange、Eric Bacqué

  DOI：10.1016/j.bmcl.2016.09.043

  日期：2016.11

  A high throughput phenotypic screening against Mycobacterium smegmatis led us to the discovery of a new class of bacteriostatic, highly hydrophobic antitubercular quinazolinones that potently inhibited the in vitro growth of either extracellular or intramacrophagic M. tuberculosis (Mtb), via modulation of an unidentified but yet novel target. Optimization of the initial hit compound culminated in the identification of potent but poorly soluble Mtb growth inhibitors, three of which were progressed to in vivo efficacy studies. Despite nanomolar in vitro potency and attractive PK properties, none of these compounds was convincingly potent in our in vivo mouse tuberculosis models. This lack of efficacy may be linked to the poor drug-likeness of the test molecules and/or to the properties of the target.[GRAPHICS](C) 2016 Elsevier Ltd. All rights reserved.
• DENTAL CURABLE COMPOSITION CONTAINING PARTICLES WITH DIFFERENT REFRACTIVE INDEXES
  申请人：SHOFU INC.

  公开号：US20150094396A1

  公开（公告）日：2015-04-02

  A single-paste, self-adhesive dental curable composition that has strong self-adhesion to biological hard tissues (such as enamel and dentin of teeth) and good color tone adaptability suitable for use for aesthetic restoration is provided. A dental curable composition contains: an inorganic particle (A) with an average grain size in the range of 0.1 to 50 μm; an inorganic particle (B) with an average grain size in the range of 0.1 to 50 μm; a polymerizable monomer (C); and a polymerization catalyst (D). The refractive index na of the inorganic particle (A) and the refractive index nb of the inorganic particle (B) meet the relationship of na>nb. A cured resin material (E), which is obtained by curing a polymerizable composition containing the polymerizable monomer (C) and the polymerization catalyst (D), has a refractive index ne that meets the relationship (1): 0≦| na−ne |<0.01≦ ne−nb ≦0.05  (1).