2-Acetonylbenzoxazine | 34797-29-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 2-Acetonylbenzoxazine
• 英文别名: 2-acetonyl-4H-3,1-benzoxazin-4-one；2-(2-oxopropyl)-4H-benzo[d][1,3]oxazin-4-one；2-(2-oxo-propyl)-benzo[d][1,3]oxazin-4-one；2-(2-oxopropyl)-4H-3,1-benzoxazin-4-one；2-(2-Oxo-propyl)-benzo[D][1,3]oxazin-4-one；2-(2-oxopropyl)-3,1-benzoxazin-4-one
• CAS: 34797-29-0
• 化学式: C₁₁H₉NO₃
• 分子量: 203.197
• InChiKey: NQMQUBSLDQSAMM-UHFFFAOYSA-N

物化性质

• 沸点：
  354.8±44.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  55.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Acetonylbenzoxazine 在 sodium acetate 作用下， 以 溶剂黄146 为溶剂， 生成 2-(2'-p-Benzimidazolophenyliminopropane)-3-p-benzimidazolophenyl-4(2H)-benzoquinazolone
  参考文献：
  名称：

  Hassan, H. M.; Darwish, Y. M.; Yousif, M. M., Revue Roumaine de Chimie, 1992, vol. 37, # 4, p. 473 - 476

  摘要：

  DOI：
• 作为产物：
  描述：

  邻氨基苯甲酸 在 乙酸酐 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 以57%的产率得到2-Acetonylbenzoxazine
  参考文献：
  名称：

  Condensed pyrazole derivatives, process for producing the same and use thereof

  摘要：

  用于抑制Th2选择性免疫应答的新型药物组合物和包括由一般式(I)表示的紧缩吡唑烷衍生物的药物组合物，或其盐。

  公开号：

  US20030187014A1

文献信息

• Tricyclic Heteroaromatic Systems. Synthesis and A1 and A2a Adenosine Binding Activities of Some 1-Aryl-1,4-dihydro-3-methyl[1]benzopyrano[2,3-c]pyrazol-4-ones, 1-Aryl-4,9-dihydro-3-methyl-1H-pyrazolo[3,4-b]quinolin-4-ones, and 1-Aryl-1H-imidazo[4,5-b]quinoxalines
  作者：Daniela Catarzi、Lucia Cecchi、Vittoria Colotta、Guido Filacchioni、Claudia Martini、Paolo Tacchi、Antonio Lucacchini

  DOI：10.1021/jm00008a011

  日期：1995.4

  The syntheses and A1 and A2a adenosine binding activities of some new 1-aryl-1,4-dihydro-3-methyl[1]benzopyrano[2,3-c]pyrazol-4-ones, 1-aryl-4,9-dihydro-3-methyl-1H-pyrazolo[3,4-b]-quinolin-4-ones, and 1-aryl-1H-imidazo[4,5-b]quinoxalines are reported. Some compounds show A1 adenosine receptor affinity and selectivity. Structure-activity relationships on these new classes of adenosine receptor ligands

  一些新的1-芳基-1,4-二氢-3-甲基[1]苯并吡喃并[2,3-c]吡唑-4-酮，1-芳基-4,9-的合成以及A1和A2a腺苷结合活性据报道有二氢-3-甲基-1H-吡唑并[3，4-b]-喹啉-4-酮和1-芳基-1H-咪唑并[4，5-b]喹喔啉。一些化合物显示出A1腺苷受体亲和力和选择性。定义了这些新型腺苷受体配体上的构效关系。
• Substituted N-Aryl-1H-Pyrazolo[3,4-B]Quinolin-4-Amines and Analogs as Activators of Caspases and Inducers of Apoptosis
  申请人：Zhang Han-Zhong

  公开号：US20070253957A1

  公开（公告）日：2007-11-01

  The present invention is directed to substituted N-aryl-1H-pyrazolo[3,4-b]quinolin-4-amines and analogs thereof, represented by the general Formula (I): wherein Q, Y, Z, R 4 -R 7 , X and Ar are defined herein. The present invention also relates to the discovery that compounds having Formula (I) are activators of caspases and inducers of apoptosis. Therefore, the activators of caspases and inducers of apoptosis of this invention can be used to induce cell death in a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs.

  本发明涉及被取代的N-芳基-1H-吡唑并[3,4-b]喹啉-4-胺及其类似物，其通式表示为（I）：其中Q，Y，Z，R4-R7，X和Ar在此被定义。本发明还涉及发现具有式（I）的化合物是caspase激活剂和凋亡诱导剂的事实。因此，本发明的caspase激活剂和凋亡诱导剂可用于在各种临床情况下诱导细胞死亡，其中发生异常细胞的无控制生长和扩散。
• CONDENSED PYRAZOLE DERIVATIVES, PROCESS FOR PRODUCING THE SAME AND USE THEREOF
  申请人：TAKEDA CHEMICAL INDUSTRIES, LTD.

  公开号：EP1270572A1

  公开（公告）日：2003-01-02

  Novel pharmaceutical compositions for inhibiting Th2-selective immune response and pharmaceutical compositions for inhibiting cyclooxygenase comprising condensed pyrazole derivatives represented by the general formula (I): or salts thereof.

  用于抑制 Th2 选择性免疫反应的新型药物组合物和用于抑制环氧化酶的药物组合物，包含由通式（I）代表的缩合吡唑衍生物： 或其盐类。
• Discovery and structure–activity relationship of N-phenyl-1H-pyrazolo[3,4-b]quinolin-4-amines as a new series of potent apoptosis inducers
  作者：Han-Zhong Zhang、Gisela Claassen、Candace Crogran-Grundy、Ben Tseng、John Drewe、Sui Xiong Cai

  DOI：10.1016/j.bmc.2007.09.046

  日期：2008.1

  We report the discovery and SAR study of a series of N-phenyl-1H-pyrazolo[3,4-b]quinolin-4-amines as potent inducers of apoptosis. N-(3-Acetylphenyl)-2,3-dihydro-1H-cyclopenta[b]quinolin-9-amine (2) was discovered through our cell- and caspase-based HTS assays as an inducer of apoptosis. Compound 2 is active against cancer cells derived from several human solid tumors, with EC50 values ranging from 400 to 700 nM. SAR study of hit 2 led to the discovery of N-phenyl-1H-pyrazolo[3,4-b]quinolin-4-amines as a novel series of potent apoptosis inducers, with 1,3-dimethyl-N-(4-propionylphenyl)-1H-pyrazolo[3,4-b]quinotin-amine (6b) having EC50 values ranging from 30 to 70 nM in cancer cells. These compounds also demonstrated potent activity in the cell growth inhibition assay, with GI(50) values of 16-42 nM for compound 6b. (C) 2007 Elsevier Ltd. All rights reserved.
• Hassan, H. M.; Darwish, V. M.; Yousif, M. M., Revue Roumaine de Chimie, 1992, vol. 37, # 8, p. 903 - 908
  作者：Hassan, H. M.、Darwish, V. M.、Yousif, M. M.、Habib, O. M. O.

  DOI：——

  日期：——