methyl N-(2-naphthoyl)anthranilate | 75541-65-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: methyl N-(2-naphthoyl)anthranilate
• 英文别名: methyl 2-(naphthalene-2-amido)benzoate；2-<β-Naphthoylamino)-benzoesaeure-methylester；2-(naphthalene-2-carbonylamino)-benzoic acid methyl ester；Methyl 2-(2-naphthoylamino)benzoate；methyl 2-(naphthalene-2-carbonylamino)benzoate
• CAS: 75541-65-0
• 化学式: C₁₉H₁₅NO₃
• 分子量: 305.333
• InChiKey: GYXYDHLVYXHNPR-UHFFFAOYSA-N

物化性质

• 沸点：
  414.8±28.0 °C(Predicted)
• 密度：
  1.270±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl N-(2-naphthoyl)anthranilate 在 tetraphosphorus decasulfide 作用下， 生成 2-(naphthalen-2-yl)-4H-benzo[d][1,3]oxazin-4-one
  参考文献：
  名称：

  Legrand,L., Bulletin de la Societe Chimique de France, 1960, p. 337 - 343

  摘要：

  DOI：
• 作为产物：
  描述：

  邻氨基苯甲酸甲酯 、 2-萘甲酸 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以94%的产率得到methyl N-(2-naphthoyl)anthranilate
  参考文献：
  名称：

  Discovery of Potent Inhibitors of Streptococcus mutans Biofilm with Antivirulence Activity

  摘要：

  DOI：

  10.1021/acsmedchemlett.0c00373

文献信息

• Fungicidal Activity of<i>N</i>-Benzoylanthranilates and Related Compounds
  作者：Osamu Kirino、Shigeo Yamamoto、Toshiro Kato

  DOI：10.1080/00021369.1980.10864289

  日期：1980.9

  Methyl N-(substituted benzoyl)anthranilates were found to possess inhibitory activity against the powdery mildew of cucumber caused by Sphaerotheca fuliginea. Both the anthranilate and the N-benzoyl moieties were essential for this type of fungicidal activity. Substitution at the 2- and 4-positions of the N-benzoyl group was unfavorable to the activity except for the 4-methoxy group. Substitution at the 3-position varied the fungicidal activity to various extents. The variation in the activity of 3-substituted derivatives was analyzed quantitatively with substituent parameters and regression analysis indicating that the variation in the steric dimension of substituents was most responsible for the activity.

  甲基N-(取代苯甲酰基)邻氨基苯甲酸酯被发现对瓜类白粉病具有抑制活性，该病由单丝壳属的真菌引起。邻氨基苯甲酸和N-苯甲酰基对于这种类型的杀菌活性都是必不可少的。N-苯甲酰基的2位和4位取代不利于活性，除非是4-甲氧基。3位取代会以不同程度改变杀菌活性。通过对取代基参数的定量分析和回归分析表明，取代基的空间尺寸变化最能够解释活性的变化。
• [EN] STREPTOCOCCUS MUTANS GLUCOSYL TRANSFERASE INHIBITORS FOR DENTAL CARIES THERAPY<br/>[FR] INHIBITEURS DE GLUCOSYLE TRANSFÉRASE DE STREPTOCOCCUS MUTANS POUR LA THÉRAPIE DES CARIES DENTAIRES
  申请人：UAB RESEARCH FOUNDATION

  公开号：WO2019195430A1

  公开（公告）日：2019-10-10

  The present invention is related to the inhibition of the formation of Streptococci biofilms through the inhibition of glucosyl transferase (Gtf). Compounds, compositions and methods for inhibiting Streptococcus biofilm formation, as well as for preventing, inhibiting and/or treating the formation of dental caries, and methods of identifying compounds that prevent, inhibit and/or treat the formation of dental caries are provided.

  本发明涉及通过抑制葡萄糖基转移酶(Gtf)来抑制链球菌生物膜形成的方法。提供了用于抑制链球菌生物膜形成的化合物、组合物和方法，以及用于预防、抑制和/或治疗龋齿形成的方法，以及用于识别能够预防、抑制和/或治疗龋齿形成的化合物的方法。
• The first de novo designed inhibitors of Plasmodium falciparum dihydroorotate dehydrogenase
  作者：Timo Heikkilä、Srinath Thirumalairajan、Matthew Davies、Mark R. Parsons、A. Glenn McConkey、Colin W.G. Fishwick、A. Peter Johnson

  DOI：10.1016/j.bmcl.2005.09.045

  日期：2006.1

  The de novo molecular design program SPROUT has been applied to the X-ray crystal structures of Plasmodium and human dihydroorotate dehydrogenase, respectively. The resulting design templates were used to prepare a series of molecules which, in keeping with predictions, showed useful levels of species-selective enzyme inhibition. (c) 2005 Elsevier Ltd. All rights reserved.
• STREPTOCOCCUS MUTANS GLUCOSYL TRANSFERASE INHIBITORS FOR DENTAL CARIES THERAPY
  申请人：UAB Research Foundation

  公开号：US20210115007A1

  公开（公告）日：2021-04-22

  The present invention is related to the inhibition of the formation of Streptococci biofilms through the inhibition of glucosyl transferase (Gtf). Compounds, compositions and methods for inhibiting Streptococcus biofilm formation, as well as for preventing, inhibiting and/or treating the formation of dental caries, and methods of identifying compounds that prevent, inhibit and/or treat the formation of dental caries are provided.
• Discovery of Potent Inhibitors of <i>Streptococcus mutans</i> Biofilm with Antivirulence Activity
  作者：Bhavitavya Nijampatnam、Parmanand Ahirwar、Piyasuda Pukkanasut、Holly Womack、Luke Casals、Hua Zhang、Xia Cai、Suzanne M. Michalek、Hui Wu、Sadanandan E. Velu

  DOI：10.1021/acsmedchemlett.0c00373

  日期：2021.1.14