4-(2-(dimethylamino)ethyl)-7-nitro-2H-benzo[b][1,4]oxazin-3(4H)-one | 1202771-97-8

• 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: 4-(2-(dimethylamino)ethyl)-7-nitro-2H-benzo[b][1,4]oxazin-3(4H)-one
• 英文别名: 4-[2-(dimethylamino)ethyl]-7-nitro-1,4-benzoxazin-3-one
• CAS: 1202771-97-8
• 化学式: C₁₂H₁₅N₃O₄
• 分子量: 265.269
• InChiKey: BEZSHGLTJKYZBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  78.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(2-(dimethylamino)ethyl)-7-nitro-2H-benzo[b][1,4]oxazin-3(4H)-one 在 钯 氢气 、 甲醇 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以to obtain the crude title compound (0.44 g, quantitative) as a solid的产率得到7-amino-4-(2-(dimethylamino)ethyl)-2H-benzo[b][1,4]oxazin-3(4H)-one
  参考文献：
  名称：

  Benzoxazines, benzothiazines, and related compounds having NOS inhibitory activity

  摘要：

  本发明涉及抑制一氧化氮合酶（NOS）的苯并噻嗪，特别是那些选择性抑制神经元一氧化氮合酶（nNOS）而不是其他NOS亚型的化合物，其化学式为：本发明的NOS抑制剂可以单独或与其他药物活性剂联合使用，用于治疗或预防各种医疗状况。

  公开号：

  US08106043B2
• 作为产物：
  描述：

  7-硝基-2H-1,4-苯并噁嗪-3-酮 、 二甲氨基氯乙烷盐酸 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以76%的产率得到4-(2-(dimethylamino)ethyl)-7-nitro-2H-benzo[b][1,4]oxazin-3(4H)-one
  参考文献：
  名称：

  BENZOXAZINES, BENZOTHIAZINES, AND RELATED COMPOUNDS HAVING NOS INHIBITORY ACTIVITY

  摘要：

  本发明涉及抑制一氧化氮合酶（NOS）的苯并噁嗪，苯并噻嗪和相关化合物，特别是那些选择性地抑制神经一氧化氮合酶（nNOS）而不是其他NOS同工型的化合物。本发明的NOS抑制剂，单独或与其他药用活性剂结合使用，可用于治疗或预防各种医疗状况。

  公开号：

  US20100009975A1

文献信息

• Benzoxazines, benzothiazines, and related compounds having NOS inhibitory activity
  申请人：NeurAxon, Inc.

  公开号：US08106043B2

  公开（公告）日：2012-01-31

  The present invention features benzothiazines that inhibit nitric oxide synthase (NOS), particularly those that selectively inhibit neuronal nitric oxide synthase (nNOS) in preference to other NOS isoforms, and that have the formula: The NOS inhibitors of the invention, alone or in combination with other pharmaceutically active agents, can be used for treating or preventing various medical conditions.

  本发明涉及抑制一氧化氮合酶（NOS）的苯并噻嗪，特别是那些选择性抑制神经元一氧化氮合酶（nNOS）而不是其他NOS亚型的化合物，其化学式为：本发明的NOS抑制剂可以单独或与其他药物活性剂联合使用，用于治疗或预防各种医疗状况。
• US8106043B2
  申请人：——

  公开号：US8106043B2

  公开（公告）日：2012-01-31
• US8618286B2
  申请人：——

  公开号：US8618286B2

  公开（公告）日：2013-12-31
• [EN] BENZOXAZINES, BENZOTHIAZINES, AND RELATED COMPOUNDS HAVING NOS INHIBITORY ACTIVITY<br/>[FR] BENZOXAZINES, BENZOTHIAZINES ET COMPOSÉS APPARENTÉS AYANT UNE ACTIVITÉ D'INHIBITION DE NOS
  申请人：NEURAXON INC

  公开号：WO2010000073A1

  公开（公告）日：2010-01-07

  Disclosed are benzoxazines and benzothiazines of formula (I) wherein Q is O-(CHR6)1-3 or S-(CHR6)1-3; R1 and each R6 is H, optionally substituted [C1-6 alkyl, C1-4alkaryl, C1-4 alkheterocyclyl, C2-9 heterocyclyl, C3-8 cycloalkyl, C1-4 alkcycloalkyl] or - (CR1AR1B)nNR1cR1D wherein R1A, R1B, R1C, R1D are independently hydrogen, optionally substituted [C1-6 alkyl, C1-4alkaryl, C1-4 alkheterocyclyl, C2-9 heterocyclyl, C3-8 cycloalkyl, etc.] or wherein R1A and R1B combine to form =O, or wherein R1C and R1D combine to form an optionally substituted C2-9 heterocyclyl, and n is an integer between 1-6; each of R2 and R3 is H, hal, optionally substituted [C1-6 alkyl, C6-10aryl, C1-6alkaiyl, C2-9 heterocyclyl, C1-6 alkoxy, C1-6 thioalkoxy, (CH2)r2NHC(NH)R2A, CH2)r2NHC(S)NHR2A, C1-4 alkheterocyclyl] or hydroxy, wherein r2 is an integer from 0 to 2, R2A is optionally substituted [C1-6 alkyl, C6-10aryl, C^alkaryl, C2-9 heterocyclyl, C1-4 alkheterocyclyl,C1-6 thioalkoxy, C1-4 thioalkaryl, aryloyl, C1- 4thioalkheterocylyl, or amino]; each R4 and R5 is H, hal, (CH2)r2NHC(NH)R2A or CH2)r2NHC(S)NH R2A; Y1 and Y2 are together =O or Y1 and Y2 are independently H, optionally substituted [C1-6 alkyl, C6-10aryl, C1-6alkaryl, C2-9 heterocyclyl, C1-6 alkoxy, C1-6 thioalkoxy, C1-4alkheterocyclyl] or hydroxy; wherein only one of R2, R3, R4 and R5 is (CH2)r2NHC(NH)R2A or CH2)r2NHC(S)NH R2A; or a pharmaceutically acceptable salt or prodrug thereof. Said benzoxazines and benzothiazines of formula (I) inhibit nitric oxide synthase (NOS), particularly selectively inhibit neuronal nitric oxide synthase (nNOS) in preference to other NOS isoforms. The NOS inhibitors of formula (I), alone or in combinatioon with other pharmaceutically active agents, can be used for treating or preventing various medical conditions.
• BENZOXAZINES, BENZOTHIAZINES, AND RELATED COMPOUNDS HAVING NOS INHIBITORY ACTIVITY
  申请人：Ramnauth Jailall

  公开号：US20100009975A1

  公开（公告）日：2010-01-14

  The present invention features benzoxazines, benzothiazines, and related compounds that inhibit nitric oxide synthase (NOS), particularly those that selectively inhibit neuronal nitric oxide synthase (nNOS) in preference to other NOS isoforms. The NOS inhibitors of the invention, alone or in combination with other pharmaceutically active agents, can be used for treating or preventing various medical conditions.

  本发明涉及抑制一氧化氮合酶（NOS）的苯并噁嗪，苯并噻嗪和相关化合物，特别是那些选择性地抑制神经一氧化氮合酶（nNOS）而不是其他NOS同工型的化合物。本发明的NOS抑制剂，单独或与其他药用活性剂结合使用，可用于治疗或预防各种医疗状况。