6-bromo-3-(cyclobutylamino)pyrazin-2-ol | 374671-02-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 6-bromo-3-(cyclobutylamino)pyrazin-2-ol
• 英文别名: 5-bromo-2-(N-cyclobutylamino)-3-hydroxypyrazine；6-bromo-3-(cyclobutylamino)-1H-pyrazin-2-one
• CAS: 374671-02-0
• 化学式: C₈H₁₀BrN₃O
• 分子量: 244.091
• InChiKey: NXOFMUWKLAGRLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  53.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-bromo-3-(cyclobutylamino)pyrazin-2-ol 、 N,N'-羰基二咪唑 以95%的产率得到6-bromo-3-cyclobutyl[1,3]oxazolo[4,5-b]pyrazin-2(3H)-one
  参考文献：
  名称：

  Synthesis of a versatile 2 (1H)-pyrazinone core for the preparation of Tissue Factor-Factor VIIa inhibitors

  摘要：

  A new, general synthetic route to 2(1H)-pyrazinones 11 is described The four-step synthesis is accomplished utilizing a regioselective hydrolysis and N-alkylation These compounds efficiently undergo metal-catalyzed cross-coupling reactions to install P2 diversity groups in the 6-position, which can be used to refine the SAR of the S2 pocket of the Tissue Factor/Factor VIIa (TF/VIIa) complex (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.02.026
• 作为产物：
  描述：

  3,5-dibromo-N-cyclobutylpyrazin-2-amine 在 水 、 potassium hydroxide 作用下， 反应 18.0h， 以87%的产率得到6-bromo-3-(cyclobutylamino)pyrazin-2-ol
  参考文献：
  名称：

  Synthesis of a versatile 2 (1H)-pyrazinone core for the preparation of Tissue Factor-Factor VIIa inhibitors

  摘要：

  A new, general synthetic route to 2(1H)-pyrazinones 11 is described The four-step synthesis is accomplished utilizing a regioselective hydrolysis and N-alkylation These compounds efficiently undergo metal-catalyzed cross-coupling reactions to install P2 diversity groups in the 6-position, which can be used to refine the SAR of the S2 pocket of the Tissue Factor/Factor VIIa (TF/VIIa) complex (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.02.026

文献信息

• [EN] SUBSTITUTED POLYCYCLIC ARYL AND HETEROARYL PYRAZINONES USEFUL FOR SELECTIVE INHIBITION OF THE COAGULATION CASCADE<br/>[FR] ARYLE POLYCYCLIQUE SUBSTITUTE ET PYRAZINONES D'HETEROARYLE UTILISES DANS L'INHIBITION SELECTIVE DE LA COAGULATION
  申请人：PHARMACIA CORP

  公开号：WO2001087854A1

  公开（公告）日：2001-11-22

  The invention relates to substituted polycyclic aryl and heteroaryl pyrazinone compounds useful as inhibitors of serine proteases of the coagulation cascade and compounds, compositions and methods for anticoagulant therapy for the treatment and prevention of a variety of thrombotic conditions including coronary artery and cerebrovascular diseases.

  本发明涉及替代的多环芳基和杂环芳基吡嗪酮类化合物，用作凝血级联反应中丝氨酸蛋白酶的抑制剂，以及用于治疗和预防各种血栓性疾病，包括冠状动脉和脑血管疾病的抗凝治疗的化合物、组合物和方法。
• Substituted polycyclic aryl and heteroaryl pyrazinones useful for selective inhibition of the coagulation cascade
  申请人：Pharmacia Corporation

  公开号：US20040006230A1

  公开（公告）日：2004-01-08

  The invention relates to substituted polycyclic aryl and heteroaryl pyrazinone compounds useful as inhibitors of serine proteases of the coagulation cascade and compounds, compositions and methods for anticoagulant therapy for the treatment and prevention of a variety of thrombotic conditions including coronary artery and cerebrovascular diseases.

  该发明涉及替代多环芳基和杂环芳基吡唑酮化合物，其可用作凝血级联中丝氨酸蛋白酶的抑制剂，并提供了用于治疗和预防包括冠状动脉和脑血管疾病在内的各种血栓性疾病的化合物、组合物和抗凝治疗方法。
• Substituted polycyclic aryl and heteroarpyl pyrazinones useful for selective inhibition of the coagulation cascade
  申请人：Warner-Lambert Company

  公开号：US07119094B1

  公开（公告）日：2006-10-10

  The invention relates to substituted polycyclic aryl and heteroaryl pyrazinone compounds useful as inhibitors of serine proteases of the coagulation cascade and compounds, compositions and methods for anticoagulant therapy for the treatment and prevention of a variety of thrombotic conditions including coronary artery and cerebrovascular diseases.

  本发明涉及取代的多环芳基和杂环芳基吡唑酮化合物，其可用作凝血级联中丝氨酸蛋白酶的抑制剂，以及用于治疗和预防包括冠状动脉和脑血管疾病在内的各种血栓症状的化合物、组合物和抗凝治疗方法。
• SUBSTITUTED POLYCYCLIC ARYL AND HETEROARYL PYRAZINONES USEFUL FOR SELECTIVE INHIBITION OF THE COAGULATION CASCADE
  申请人：Pharmacia Corporation

  公开号：EP1292579A1

  公开（公告）日：2003-03-19
• US6908919B2
  申请人：——

  公开号：US6908919B2

  公开（公告）日：2005-06-21