咪唑并[5,1-b][1,3]噻唑-7-基(4-吡啶基)甲醇 | 432039-66-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 咪唑并[5,1-b][1,3]噻唑-7-基(4-吡啶基)甲醇
• 英文名称: Imidazo[5,1-b][1,3]thiazol-7-yl(4-pyridinyl)methanol
• 英文别名: imidazo[5,1-b][1,3]thiazol-7-yl(pyridin-4-yl)methanol
• CAS: 432039-66-2
• 化学式: C₁₁H₉N₃OS
• 分子量: 231.278
• InChiKey: OUSJSZQINKZFAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  78.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  咪唑并[5,1-b][1,3]噻唑-7-基(4-吡啶基)甲醇 在 manganese(IV) oxide 作用下， 以 二氯甲烷 为溶剂， 生成 Imidazo[5,1-b][1,3]thiazol-7-yl(pyridin-4-yl)methanone
  参考文献：
  名称：

  Synthesis and SAR study of novel 7-(pyridinium-3-yl)-carbonyl imidazo[5,1-b]thiazol-2-yl carbapenems

  摘要：

  A new series of 10-methyl carbapenems, possessing a 7-substituted imidazo[5, 1-b]thiazol-2-yl group directly attached to the C-2 position of the carbapenem nucleus, was synthesized and evaluated for antibacterial activity. These compounds showed potent activities against Gram-positive bacteria, in particular methicillin-resistant Staphylococcus aureus (MRSA) and penicillin-resistant Streptococcus pneumoniae (PRSP). They also exhibited potent activity against beta-lactamase-negative ampicillin-resistant Haemophilus influenzae (BLNAR). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.09.049
• 作为产物：
  描述：

  imidazo[5,1-b]thiazole 在 N-碘代丁二酰亚胺 、 甲基溴化镁 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 为溶剂， 反应 17.0h， 生成 咪唑并[5,1-b][1,3]噻唑-7-基(4-吡啶基)甲醇
  参考文献：
  名称：

  Synthesis and SAR study of novel 7-(pyridinium-3-yl)-carbonyl imidazo[5,1-b]thiazol-2-yl carbapenems

  摘要：

  A new series of 10-methyl carbapenems, possessing a 7-substituted imidazo[5, 1-b]thiazol-2-yl group directly attached to the C-2 position of the carbapenem nucleus, was synthesized and evaluated for antibacterial activity. These compounds showed potent activities against Gram-positive bacteria, in particular methicillin-resistant Staphylococcus aureus (MRSA) and penicillin-resistant Streptococcus pneumoniae (PRSP). They also exhibited potent activity against beta-lactamase-negative ampicillin-resistant Haemophilus influenzae (BLNAR). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.09.049

文献信息

• Novel carbapenem derivatives
  申请人：——

  公开号：US20040038967A1

  公开（公告）日：2004-02-26

  An objective of the present invention is to provide carbapenem derivatives which have strong antibiotic activity also against MRSA, PRSP, Influenzavirus, and &bgr;-lactamase producing bacteria and are stable to DHP-1. The carbapenem derivatives according to the present invention are compounds represented by formulae (I) and (II) or pharmaceutically acceptable salts thereof: 1 wherein R 1 represents H or methyl, R 2 and R 3 each independently represent H; halogen; substituted or unsubstituted alkyl; cycloalkyl; substituted or unsubstituted alkylcarbonyl; carbamoyl; substituted or unsubstituted aryl; substituted or unsubstituted alkylthio; morpholinyl; alkylsulfonyl; or formyl, n is 0 (zero) to 4, and Hy represents a substituted or unsubstituted monocyclic or bicyclic heterocyclic group.

  本发明的目标是提供对MRSA、PRSP、流感病毒和β-内酰胺酶产生细菌具有强抗生素活性且稳定于DHP-1的头孢烯类衍生物。本发明的头孢烯类衍生物是由式(I)和(II)或其药学上可接受的盐所表示的化合物：其中R1代表H或甲基，R2和R3各自独立地代表H、卤素、取代或未取代的烷基、环烷基、取代或未取代的烷基羰基、氨基甲酰基、取代或未取代的芳基、取代或未取代的烷基硫代基、吗啉基、烷基磺酰基或甲酰基，n为0到4，Hy代表取代或未取代的单环或双环杂环基团。
• Carbapenem derivatives
  申请人：Kano Yuko

  公开号：US06908913B2

  公开（公告）日：2005-06-21

  An objective of the present invention is to provide carbapenem derivatives which have strong antibiotic activity also against MRSA, PRSP, Influenzavirus, and β-lactamase producing bacteria and are stable to DHP-1. The carbapenem derivatives according to the present invention are compounds represented by formulae (I) and (II) or pharmaceutically acceptable salts thereof: wherein R 1 represents H or methyl, R 2 and R 3 each independently represent H; halogen; substituted or unsubstituted alkyl; cycloalkyl; substituted or unsubstituted alkylcarbonyl; carbamoyl; substituted or unsubstituted aryl; substituted or unsubstituted alkylthio; morpholinyl; alkylsulfonyl; or formyl, n is 0 (zero) to 4, and Hy represents a substituted or unsubstituted monocyclic or bicyclic heterocyclic group.

  本发明的目的是提供对MRSA、PRSP、流感病毒和β-内酰胺酶产生菌也具有强抗生素活性且对DHP-1稳定的头孢烯类衍生物。根据本发明，头孢烯类衍生物是以下式(I)和(II)或其药学上可接受的盐所代表的化合物：其中，R1代表氢或甲基，R2和R3各自独立地代表氢、卤素、取代或未取代的烷基、环烷基、取代或未取代的烷基羰基、氨基甲酰基、取代或未取代的芳基、取代或未取代的烷基硫代基、吗啉基、烷基磺酰基或甲酰基，n为0到4，Hy表示取代或未取代的单环或双环杂环基团。
• NOVEL CARBAPENEM DERIVATIVES
  申请人：Meiji Seika Kaisha, Ltd.

  公开号：EP1336612B1

  公开（公告）日：2007-01-17
• US6908913B2
  申请人：——

  公开号：US6908913B2

  公开（公告）日：2005-06-21
• Synthesis and SAR study of novel 7-(pyridinium-3-yl)-carbonyl imidazo[5,1-b]thiazol-2-yl carbapenems
  作者：Takahisa Maruyama、Yuko Kano、Yasuo Yamamoto、Mizuyo Kurazono、Katsuyoshi Iwamatsu、Kunio Atsumi、Eiki Shitara

  DOI：10.1016/j.bmc.2006.09.049

  日期：2007.1.1

  A new series of 10-methyl carbapenems, possessing a 7-substituted imidazo[5, 1-b]thiazol-2-yl group directly attached to the C-2 position of the carbapenem nucleus, was synthesized and evaluated for antibacterial activity. These compounds showed potent activities against Gram-positive bacteria, in particular methicillin-resistant Staphylococcus aureus (MRSA) and penicillin-resistant Streptococcus pneumoniae (PRSP). They also exhibited potent activity against beta-lactamase-negative ampicillin-resistant Haemophilus influenzae (BLNAR). (c) 2006 Elsevier Ltd. All rights reserved.