N-(4-Methylhexyl)-2-[(oxiran-2-yl)methoxy]-1,3-thiazole-5-carboxamide | 54045-75-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-(4-Methylhexyl)-2-[(oxiran-2-yl)methoxy]-1,3-thiazole-5-carboxamide
• 英文别名: N-(4-methylhexyl)-2-(oxiran-2-ylmethoxy)-1,3-thiazole-5-carboxamide
• CAS: 54045-75-9
• 化学式: C₁₄H₂₂N₂O₃S
• 分子量: 298.4
• InChiKey: ARGAXWBDCVPOBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  92
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  异丙胺 、 N-(4-Methylhexyl)-2-[(oxiran-2-yl)methoxy]-1,3-thiazole-5-carboxamide 在 silica gel 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以yielding 1-isopropylamino-3-(5-4'-methylhexylaminocarbonylthiazol-2-oxy)-2-propanol的产率得到1-Isopropylamino-3-(5-4'-methylhexylaminocarbonylthiazol-2-oxy)-2-propanol
  参考文献：
  名称：

  Thiazole cardiovascular agents

  摘要：

  1-氨基-3-(4-或5-取代噻唑-2-氧基)-2-丙醇及其取代氨基衍生物；3-(4-或5-取代噻唑-2-氧基)-1,2-环氧丙烷和5-(4-或5-取代噻唑-2-氧甲基)-噁唑烷和/或其N-和/或2-取代噁唑烷衍生物的制备方法。这些化合物的噻唑环上的5-或4-位上具有氨基甲酰或甲酰氨基类型的取代基。上述1-氨基-3-(4-或5-取代噻唑-2-氧基)-2-丙醇及其衍生物表现出心血管活性，适用于治疗哺乳动物的心脏异常病症。3-(4-或5-取代噻唑-2-氧基)-1,2-环氧丙烷可用作上述心血管药物的中间体。5-(4-或5-取代噻唑-2-氧甲基)-噁唑烷及其衍生物是上述心血管药物的中间体，并且还表现出心血管活性，因此适用于治疗哺乳动物的心脏异常病症。1-氨基-3-(4-或5-取代噻唑-2-氧基)-2-丙醇及其衍生物可通过碱或酸水解相应的5-(4-或5-氨基甲酰基噻唑-2-氧甲基)-噁唑烷或其衍生物；或通过用所需的胺或胺衍生物处理相应的3-(4-或5-取代噻唑-2-氧基)-2,3-环氧丙烷或其衍生物来制备。

  公开号：

  US04001421A1

文献信息

• Certain thiazole compounds
  申请人：Syntex (U.S.A.) Inc.

  公开号：US04089865A1

  公开（公告）日：1978-05-16

  1-Amino-3-(4- or 5-substituted thiazol-2-oxy)-2-propanol and/or substituted amino derivatives thereof; 3-(4- or 5-substituted thiazol-2-oxy)-1,2-epoxypropane and 5-(4- or 5-substituted thiazol-2-oxymethylene)-oxazolidine and/or N- and/or 2-substituted oxazolidine derivatives thereof, and methods of making such compounds. The compounds are characterized by an aminocarbonyl or carbonylamino type substituent at the 5- or 4-position on the thiazole ring. The above 1-amino-3-(4- or 5-substituted thiazol-2-oxy)-2-propanol and derivatives exhibit cardiovascular activity and are useful in the treatment of abnormal heart conditions in mammals. The 3-(4- or 5-substituted thiazol-2-oxy)-1,2-epoxypropanes are useful as intermediates for the aforementioned cardiovascular agents. The 5-(4- or 5-substituted thiazol-2-oxymethylene)-oxazolidine and derivatives are intermediates for the aforementioned cardiovascular agents and further exhibit cardiovascular activity and thus are useful in the treatment of abnormal heart conditions in mammals. The 1-amino-3-(4- or 5-substituted thiazol-2-oxy)-2-propanol and derivatives can be prepared by base or acid hydrolysis of the corresponding 5-(4- or 5-aminocarbonylthiazol-2-oxymethylene)-oxazolidine or derivative; or by treatment of the corresponding 3-(4- or 5-substituted thiazol-2-oxy)-2,3-epoxypropane or derivative with the desired amine or amine derivative.

  1-氨基-3-(4-或5-取代噻唑-2-氧基)-2-丙醇及其取代氨基衍生物；3-(4-或5-取代噻唑-2-氧基)-1,2-环氧丙烷和5-(4-或5-取代噻唑-2-氧甲基)-噁唑烷及其N-和/或2-取代噻唑烷衍生物的制备方法。这些化合物的特点是噻唑环上的5-或4-位上有氨基甲酰或甲酰氨基类取代基。上述1-氨基-3-(4-或5-取代噻唑-2-氧基)-2-丙醇及其衍生物具有心血管活性，可用于治疗哺乳动物的异常心脏病症。3-(4-或5-取代噻唑-2-氧基)-1,2-环氧丙烷可用作上述心血管药物的中间体。5-(4-或5-取代噻唑-2-氧甲基)-噁唑烷及其衍生物是上述心血管药物的中间体，具有心血管活性，因此可用于治疗哺乳动物的异常心脏病症。1-氨基-3-(4-或5-取代噻唑-2-氧基)-2-丙醇及其衍生物可通过对应的5-(4-或5-氨基甲酰基噻唑-2-氧甲基)-噁唑烷或衍生物的碱性或酸性水解制备；或通过用所需的胺或胺衍生物处理对应的3-(4-或5-取代噻唑-2-氧基)-2,3-环氧丙烷或衍生物来制备。
• US4001421A
  申请人：——

  公开号：US4001421A

  公开（公告）日：1977-01-04
• US4089865A
  申请人：——

  公开号：US4089865A

  公开（公告）日：1978-05-16
• Thiazole cardiovascular agents
  申请人：Syntex (U.S.A.) Inc.

  公开号：US04001421A1

  公开（公告）日：1977-01-04

  1-Amino-3-(4- or 5-substituted thiazol-2-oxy)-2-propanol and/or substituted amino derivatives thereof; 3-(4- or 5-substituted thiazol-2-oxy)-1,2-epoxypropane and 5-(4- or 5-substituted thiazol-2-oxymethylene)-oxazolidine and/or N- and/or 2-substituted oxazolidine derivatives thereof, are methods of making such compounds. The compounds are characterized by an aminocarbonyl or carbonylamino type substituent at the 5- or 4-position on the thiazole ring. The above 1-amino-3-(4- or 5-substituted thiazol-2-oxy)-2-propanol and derivatives exhibit cardiovascular activity and are useful in the treatment of abnormal heart conditions in mammals. The 3-(4- or 5-substituted thiazol-2-oxy)-1,2-epoxypropanes are useful as intermediates for the aforementioned cardiovascular agents. The 5-(4- or 5-substituted thiazol-2-oxymethylene)-oxazolidine and derivatives are intermediates for the aforementioned cardiovascular agents and further exhibit cardiovascular activity and thus are useful in the treatment of abnormal heart conditions in mammals. The 1-amino-3-(4-or 5-substituted thiazol-2-oxy)-2-propanol and derivatives can be prepared by base or acid hydrolysis of the corresponding 5-(4- or 5-aminocarbonylthiazol-2-oxymethylene)-oxazolidine or derivative; or by treatment of the corresponding 3-(4- or 5-substituted thiazol-2-oxy)-2,3-epoxypropane or derivative with the desired amine or amine derivative.

  1-氨基-3-(4-或5-取代噻唑-2-氧基)-2-丙醇及其取代氨基衍生物；3-(4-或5-取代噻唑-2-氧基)-1,2-环氧丙烷和5-(4-或5-取代噻唑-2-氧甲基)-噁唑烷和/或其N-和/或2-取代噁唑烷衍生物的制备方法。这些化合物的噻唑环上的5-或4-位上具有氨基甲酰或甲酰氨基类型的取代基。上述1-氨基-3-(4-或5-取代噻唑-2-氧基)-2-丙醇及其衍生物表现出心血管活性，适用于治疗哺乳动物的心脏异常病症。3-(4-或5-取代噻唑-2-氧基)-1,2-环氧丙烷可用作上述心血管药物的中间体。5-(4-或5-取代噻唑-2-氧甲基)-噁唑烷及其衍生物是上述心血管药物的中间体，并且还表现出心血管活性，因此适用于治疗哺乳动物的心脏异常病症。1-氨基-3-(4-或5-取代噻唑-2-氧基)-2-丙醇及其衍生物可通过碱或酸水解相应的5-(4-或5-氨基甲酰基噻唑-2-氧甲基)-噁唑烷或其衍生物；或通过用所需的胺或胺衍生物处理相应的3-(4-或5-取代噻唑-2-氧基)-2,3-环氧丙烷或其衍生物来制备。