6-amino-2-(dimethylamino)benzo[d]oxazole | 460068-00-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 6-amino-2-(dimethylamino)benzo[d]oxazole
• 英文别名: 6-amino-2-N,N-dimethylamino-benzoxazole；2-N,2-N-dimethyl-1,3-benzoxazole-2,6-diamine
• CAS: 460068-00-2
• 化学式: C₉H₁₁N₃O
• mdl: MFCD08691400
• 分子量: 177.206
• InChiKey: BOBRIJKDIDHPAB-UHFFFAOYSA-N

物化性质

• 沸点：
  315.4±34.0 °C(Predicted)
• 密度：
  1.267±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  55.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-amino-2-(dimethylamino)benzo[d]oxazole 在 zinc/copper couple 、 碳酸氢铵 、 potassium carbonate 、 三氯氧磷 作用下， 以 丁酮 、 苯酚 为溶剂， 反应 5.75h， 生成 10-imino-2-(N,N-dimethylamino)-5,10-dihydro-oxazolo[4,5-b]acridine
  参考文献：
  名称：

  SYNTHESIS OF NEW TETRACYCLE FUSED ACRIDINE ANALOGUES BEARING OXAZOLE RING

  摘要：

  New acridine derivatives have been prepared via Ullman condensation involving benzoxazole (5) and 2-bromo-benzoic acid. Linear products were obtained. The structure of oxazolo[4,5-b]acridine was determined by NMR spectroscopy.

  DOI：

  10.1081/scc-120003145
• 作为产物：
  描述：

  2-氯苯并恶唑 在 palladium on activated charcoal 硫酸 、 氢气 、 硝酸 作用下， 以 乙醇 、 水 为溶剂， 反应 4.0h， 生成 6-amino-2-(dimethylamino)benzo[d]oxazole
  参考文献：
  名称：

  SYNTHESIS OF NEW TETRACYCLE FUSED ACRIDINE ANALOGUES BEARING OXAZOLE RING

  摘要：

  New acridine derivatives have been prepared via Ullman condensation involving benzoxazole (5) and 2-bromo-benzoic acid. Linear products were obtained. The structure of oxazolo[4,5-b]acridine was determined by NMR spectroscopy.

  DOI：

  10.1081/scc-120003145

文献信息

• Synthesis and biological evaluation of new heterocyclic quinolinones as anti-parasite and anti-HIV drug candidates
  作者：Albert Darque、Aurélien Dumètre、Sébastien Hutter、Gilles Casano、Maxime Robin、Christophe Pannecouque、Nadine Azas

  DOI：10.1016/j.bmcl.2009.08.013

  日期：2009.10

  We have synthesized quinolinones with potential antiparasitic and anti-HIV activities by an original two-step method involving microwave irradiation and have evaluated their activities against Plasmodium falciparum, Leishmania donovani, Trichomonas vaginalis, and HIV. None of the tested compounds had been previously described using this method of synthesis. One of the compounds had interesting antiparasitic

  我们已经通过涉及微波辐射的原始两步法合成了具有潜在抗寄生虫和抗HIV活性的喹啉酮，并评估了它们对恶性疟原虫，杜氏利什曼原虫，阴道毛滴虫和HIV的活性。以前没有使用这种合成方法描述过测试化合物。其中一种化合物具有令人感兴趣的抗寄生虫和抗HIV活性，可以通过用不同的基团取代来提高其活性。
• [EN] NOVEL KINASE INHIBITORS<br/>[FR] NOUVEAUX INHIBITEURS DE KINASES
  申请人：ORIGENIS GMBH

  公开号：WO2014060113A1

  公开（公告）日：2014-04-24

  The present invention relates to novel compounds of formula (I) that are capable of inhibiting one or more kinases, especially SYK (Spleen Tyrosine Kinase), LRRK2 (Leucine-rich repeat kinase 2) and/or MYLK (Myosin light chain kinase) or mutants thereof. The compounds find applications in the treatment of a variety of diseases. These diseases include autoimmune diseases, inflammatory diseases, bone diseases, metabolic diseases, neurological and neurodegenerative diseases, cancer, cardiovascular diseases, allergies, asthma, alzheimer's disease, parkinson's disease, skin disorders, eye diseases, infectious diseases and hormone-related diseases.

  本发明涉及一种具有公式（I）的新化合物，能够抑制一个或多个激酶，特别是SYK（脾酪氨酸激酶）、LRRK2（富含亮氨酸重复的激酶2）和/或MYLK（肌球蛋白轻链激酶）或其突变体。这些化合物在治疗多种疾病中发挥作用。这些疾病包括自身免疫疾病、炎症性疾病、骨疾病、代谢性疾病、神经和神经退行性疾病、癌症、心血管疾病、过敏、哮喘、阿尔茨海默病、帕金森病、皮肤疾病、眼部疾病、传染病和激素相关疾病。
• Ultrasonic irradiation of the ullmann condensation: Application to the preparation of dioxolo, dioxino, cyclopent, and imidazolo anthranilic acid derivatives
  作者：Maxime Robin、Valérie Pique、Robert Faure、Jean‐Pierre Galy

  DOI：10.1002/jhet.5570390537

  日期：2002.9

  The synthesis of N-aryl anthranilic acid derivatives bearing dioxolo, dioxino, cyclopent, and imidazolo supplementary ring systems is reported. The Ullmann-Goldberg condensation of the N-aryl anthranilic acid is improved in yield and reaction time, compared to conventional heating; by ultrasonic irradiation.

  报道了带有二氧杂环丁烷，二氧杂环丁烷，环戊和咪唑啉辅助环系统的N-芳基邻氨基苯甲酸衍生物的合成。与常规加热相比，N-芳基邻氨基苯甲酸的Ullmann-Goldberg缩合反应的收率和反应时间得到了改善。通过超声波照射。
• [EN] PYRAZOLO[4,3-D]PYRIMIDINES AS KINASE INHIBITORS<br/>[FR] PYRAZOLO[4,3-D]PYRIMIDINES UTILES EN TANT QU'INHIBITEURS DE KINASES
  申请人：ORIGENIS GMBH

  公开号：WO2014060112A1

  公开（公告）日：2014-04-24

  The present invention relates to novel compounds of formula (I) that are capable of inhibiting one or more kinases, especially SYK (Spleen Tyrosine Kinase), LRRK2 (Leucine-rich repeat kinase 2) and/or MYLK (Myosin light chain kinase) or mutants thereof. The compounds find applications in the treatment of a variety of diseases. These diseases include autoimmune diseases, inflammatory diseases, bone diseases, metabolic diseases, neurological and neurodegenerative diseases, cancer, cardiovascular diseases, allergies, asthma, alzheimer's disease, parkinson's disease, skin disorders, eye diseases, infectious diseases and hormone-related diseases.

  本发明涉及具有式（I）的新化合物，其能够抑制一个或多个激酶，特别是SYK（脾酪氨酸激酶）、LRRK2（富含亮氨酸重复的激酶2）和/或MYLK（肌球蛋白轻链激酶）或其突变体。这些化合物可用于治疗多种疾病。这些疾病包括自身免疫疾病、炎症性疾病、骨疾病、代谢性疾病、神经和神经退行性疾病、癌症、心血管疾病、过敏、哮喘、阿尔茨海默病、帕金森病、皮肤疾病、眼部疾病、传染病和激素相关疾病。
• NOVEL KINASE INHIBITORS
  申请人：ORIGENIS GMBH

  公开号：US20150259340A1

  公开（公告）日：2015-09-17

  The present invention relates to novel compounds of formula (I) that are capable of inhibiting one or more kinases, especially SYK (Spleen Tyrosine Kinase), LRRK2 (Leucine-rich repeat kinase 2) and/or MYLK (Myosin light chain kinase) or mutants thereof. The compounds find applications in the treatment of a variety of diseases. These diseases include autoimmune diseases, inflammatory diseases, bone diseases, metabolic diseases, neurological and neurodegenerative diseases, cancer, cardiovascular diseases, allergies, asthma, alzheimer's disease, parkinson's disease, skin disorders, eye diseases, infectious diseases and hormone-related diseases.

  本发明涉及式（I）的新型化合物，能够抑制一个或多个激酶，特别是SYK（脾酪氨酸激酶）、LRRK2（富含亮氨酸重复的激酶2）和/或MYLK（肌球蛋白轻链激酶）或其突变体。这些化合物可用于治疗各种疾病。这些疾病包括自身免疫性疾病、炎症性疾病、骨病、代谢性疾病、神经和神经退行性疾病、癌症、心血管疾病、过敏、哮喘、阿尔茨海默病、帕金森病、皮肤疾病、眼部疾病、传染病和与激素相关的疾病。