2-amino-4-(1,3-dioxan-2-yl)phenol | 897545-07-2

• 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: 2-amino-4-(1,3-dioxan-2-yl)phenol
• 英文别名: 2-Amino-4-[1,3]dioxan-2-yl-phenol
• CAS: 897545-07-2
• 化学式: C₁₀H₁₃NO₃
• mdl: MFCD07626329
• 分子量: 195.218
• InChiKey: DIUCCYUYGFHVMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  64.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-amino-4-(1,3-dioxan-2-yl)phenol 在 盐酸 、 碳酸氢钠 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 乙腈 为溶剂， 反应 1.5h， 生成 3-氧代-3,4-二氯-2H-苯并[1,4]恶嗪-6-甲醛
  参考文献：
  名称：

  A Series of 6- and 7-Piperazinyl- and -Piperidinylmethylbenzoxazinones with Dopamine D4 Antagonist Activity:  Discovery of a Potential Atypical Antipsychotic Agent

  摘要：

  As part of a program to develop dopamine D4 antagonists for the treatment of schizophrenia, we discovered a series of 6- and 7-(phenylpiperazinyl)- and -(phenylpiperidinyl)methylbenzoxazinones through mass screening of our compound library. A structure-activity relationship SAR study was carried out involving substituents on the phenyl ring, and several selective D4 antagonists were identified. The 7-substituted benzoxazinones showed more activity in neurochemical and behavioral tests than the 6-substituted series. One of the most potent and selective compounds (26) was found to have potent activity in animal tests predictive of antipsychotic activity in humans after oral administration. This paper describes the SAR of the benzoxazinone series and the preclinical characterization of 26.

  DOI：

  10.1021/jm990277d
• 作为产物：
  描述：

  4-羟基-3-硝基苯甲醛 在 镍 氢气 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 12.0h， 生成 2-amino-4-(1,3-dioxan-2-yl)phenol
  参考文献：
  名称：

  A Series of 6- and 7-Piperazinyl- and -Piperidinylmethylbenzoxazinones with Dopamine D4 Antagonist Activity:  Discovery of a Potential Atypical Antipsychotic Agent

  摘要：

  As part of a program to develop dopamine D4 antagonists for the treatment of schizophrenia, we discovered a series of 6- and 7-(phenylpiperazinyl)- and -(phenylpiperidinyl)methylbenzoxazinones through mass screening of our compound library. A structure-activity relationship SAR study was carried out involving substituents on the phenyl ring, and several selective D4 antagonists were identified. The 7-substituted benzoxazinones showed more activity in neurochemical and behavioral tests than the 6-substituted series. One of the most potent and selective compounds (26) was found to have potent activity in animal tests predictive of antipsychotic activity in humans after oral administration. This paper describes the SAR of the benzoxazinone series and the preclinical characterization of 26.

  DOI：

  10.1021/jm990277d

文献信息

• 5-Quinoline derivatives having an anti-bacterial activity
  申请人：Dale Glenn

  公开号：US20100324030A1

  公开（公告）日：2010-12-23

  The present invention describes novel anti-bacterial compounds of the formula (I). These compounds are, amongst others, of interest as inhibitors of DNA gyrase and topoisomerases, for example of topoisomerase II and IV.

  本发明描述了通式(I)的新型抗菌化合物。这些化合物,除其他外,作为DNA促旋酶和拓扑异构酶的抑制剂,例如拓扑异构酶II和IV,具有研究价值。
• [EN] TRICYCLIC ARYL DERIVATIVES, AND COMPOSITIONS AND METHODS THEREOF<br/>[FR] DÉRIVÉS ARYLE TRICYCLIQUES, ET COMPOSITIONS ET PROCÉDÉS ASSOCIÉS
  申请人：[en]ENSEM THERAPEUTICS, INC.

  公开号：WO2024026129A2

  公开（公告）日：2024-02-01

  The invention provides novel tricyclic aryl compounds and derivatives thereof, and pharmaceutical compositions thereof and methods for treating diseases and disorders, such as various types of cancer.
• A Series of 6- and 7-Piperazinyl- and -Piperidinylmethylbenzoxazinones with Dopamine D4 Antagonist Activity:  Discovery of a Potential Atypical Antipsychotic Agent
  作者：Thomas R. Belliotti、David J. Wustrow、Wouter A. Brink、Kim T. Zoski、Yu-Hsin Shih、Steven Z. Whetzel、Lynn M. Georgic、Ann E. Corbin、Hyacinth C. Akunne、Thomas G. Heffner、Thomas A. Pugsley、Lawrence D. Wise

  DOI：10.1021/jm990277d

  日期：1999.12.1

  As part of a program to develop dopamine D4 antagonists for the treatment of schizophrenia, we discovered a series of 6- and 7-(phenylpiperazinyl)- and -(phenylpiperidinyl)methylbenzoxazinones through mass screening of our compound library. A structure-activity relationship SAR study was carried out involving substituents on the phenyl ring, and several selective D4 antagonists were identified. The 7-substituted benzoxazinones showed more activity in neurochemical and behavioral tests than the 6-substituted series. One of the most potent and selective compounds (26) was found to have potent activity in animal tests predictive of antipsychotic activity in humans after oral administration. This paper describes the SAR of the benzoxazinone series and the preclinical characterization of 26.