2-氨基-6-羟基苯甲酰胺 | 136247-88-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-氨基-6-羟基苯甲酰胺
• 英文名称: 6-hydroxyanthranilamide
• 英文别名: 2-Amino-6-hydroxybenzamide
• CAS: 136247-88-6
• 化学式: C₇H₈N₂O₂
• 分子量: 152.153
• InChiKey: CQPIGRPWLXRVNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  89.3
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-氨基-6-羟基苯甲酰胺 在 三乙胺 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 1.0h， 生成 N-acetyl-6-methoxyanthranilamide
  参考文献：
  名称：

  Studies on nitrogen metabolism using carbon-13 NMR spectroscopy. 6. Biosynthesis of sarubicin A. Synthesis and incorporation of 6-hydroxy[13CO15NH2]anthranilamide

  摘要：

  We have previously demonstrated that 6-hydroxyanthranilic acid (3) is specifically incorporated into sarubicin A (1) by Streptomyces helicus. 6-Hydroxyanthranilamide (4) has now been synthesized in five steps from m-anisidine in a manner that allowed efficient introduction of isotope labels to prepare [(CONH2)-C-13-N-15]-4a. A new synthesis of 3 from m-anisidine has also been developed. 4a was fed to S. helicus, and a 1.29% incorporation into 1b was obtained. Examination of the C-13 NMR spectrum of 1b revealed predominantly intact incorporation, with a minor amount of 4a (0.13%) first undergoing in vivo hydrolysis to the corresponding acid. Thus, carboxamide formation is the next step in the biosynthesis of 1.

  DOI：

  10.1021/jo00023a036
• 作为产物：
  描述：

  2-amino-6-methoxybenzamide 在 lithium methanethiolate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 2-氨基-6-羟基苯甲酰胺
  参考文献：
  名称：

  Studies on nitrogen metabolism using carbon-13 NMR spectroscopy. 6. Biosynthesis of sarubicin A. Synthesis and incorporation of 6-hydroxy[13CO15NH2]anthranilamide

  摘要：

  We have previously demonstrated that 6-hydroxyanthranilic acid (3) is specifically incorporated into sarubicin A (1) by Streptomyces helicus. 6-Hydroxyanthranilamide (4) has now been synthesized in five steps from m-anisidine in a manner that allowed efficient introduction of isotope labels to prepare [(CONH2)-C-13-N-15]-4a. A new synthesis of 3 from m-anisidine has also been developed. 4a was fed to S. helicus, and a 1.29% incorporation into 1b was obtained. Examination of the C-13 NMR spectrum of 1b revealed predominantly intact incorporation, with a minor amount of 4a (0.13%) first undergoing in vivo hydrolysis to the corresponding acid. Thus, carboxamide formation is the next step in the biosynthesis of 1.

  DOI：

  10.1021/jo00023a036

文献信息

• Sulfonamide peri-substituted bicyclics for occlusive artery disease
  申请人：Singh Jasbir

  公开号：US20060079520A1

  公开（公告）日：2006-04-13

  Acyl sulfonamide, peri-substituted, fused bicyclic ring compounds useful for the treatment or prophylaxis of a prostaglandin-mediated disease or condition are disclosed. The compounds are of the general formula A representative example is:

  酰基磺酰胺，带有周取代的融合双环环化合物，用于治疗或预防前列腺素介导的疾病或症状。这些化合物的一般公式为 代表性示例是：
• Therapeutic compounds for the treatment of asthma and allergy, and methods of use thereof
  申请人：——

  公开号：US20020082268A1

  公开（公告）日：2002-06-27

  The present invention relates to compounds capable of inhibiting leukotriene activity and histamine activity, and their use in treating asthma and allergic conditions such as hay fever, dermatitus, and urticaria. Inhibition of both pathways permits more effective treatment of conditions with fewer side effects than can be achieved using most available antihistamines alone.

  本发明涉及一种能够抑制白三烯活性和组胺活性的化合物，以及它们在治疗哮喘和过敏症状，如花粉热、皮炎和荨麻疹方面的应用。抑制两个途径可以更有效地治疗病症，而且副作用比大多数现有的抗组胺药物单独使用时更少。
• Carboxylic acid peri-substituted bicyclics for occlusive artery disease
  申请人：Singh Jasbir

  公开号：US20060142355A1

  公开（公告）日：2006-06-29

  Peri-substituted, fused bicyclic ring carboxylic acids useful for the treatment or prophylaxis of a prostaglandin-mediated disease or condition are disclosed. The compounds are of the general formula A representative example is:

  揭示了对于治疗或预防前列腺素介导的疾病或病状有用的取代周边，融合双环环酸类化合物。这些化合物的一般公式为。一个代表性的例子是：
• SULFONAMIDE PERI-SUBSTITUTED BICYCLICS FOR OCCLUSIVE ARTERY DISEASE
  申请人：Singh Jasbir

  公开号：US20090291948A1

  公开（公告）日：2009-11-26

  Acyl sulfonamide, peri-substituted, fused bicyclic ring compounds useful for the treatment or prophylaxis of a prostaglandin-mediated disease or condition are disclosed. The compounds are of the general formula A representative example is:

  本发明揭示了用于治疗或预防前列腺素介导的疾病或病状的酰基磺酰胺，周围取代，融合的双环环化合物。这些化合物的一般公式为。其中，代表性的例子为：
• SULFONAMIDE PERT-SUBSTITUTED BICYCLICS FOR OCCLUSIVE ARTERY DISEASE
  申请人：Decode Genetics

  公开号：EP1812388A1

  公开（公告）日：2007-08-01