1-formyl-2,3-dihydro-1H-imidazo[1,2-b]pyrazole | 78000-95-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-formyl-2,3-dihydro-1H-imidazo[1,2-b]pyrazole
• 英文别名: 2,3-dihydroimidazo[1,2-b]pyrazole-1-carbaldehyde
• CAS: 78000-95-0
• 化学式: C₆H₇N₃O
• 分子量: 137.141
• InChiKey: IKOZRLMKIMXYCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  38.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-formyl-2,3-dihydro-1H-imidazo[1,2-b]pyrazole 在 苯甲醚 、 sodium iodide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 生成
  参考文献：
  名称：

  Studies on 3′-quaternary ammonium cephalosporins—III. Synthesis and antibacterial activity of 3′-(3-aminopyrazolium)cephalosporins

  摘要：

  The synthesis and in vitro antibacterial activity of 7 beta-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]cephalosporins bearing N-mono or dialkyl and carbamoyl aminopyrazolium, and five- or six-membered rings fused to the 3-aminopyrazolium methyl groups at the 3-position, are described. Aminopyrazolium methyl cephalosporins (23e, f, i), with fused saturated and unsaturated rings were especially effective against Staphylococcus strains compared to 3-amino-2-methylpyrazolium methyl cephalosporin (1). Among the cephalosporins prepared in this work, 7 beta-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-(4,5,6,7-tetrahydro-1-pyrazolo[1,5-a]pyrimidino)methyl-3-cephem-4-carboxylate (23f) showed a good balance of antibacterial activity against both Gram-positive bacteria including Staphylococcus aureus and Gram-negative bacteria including P. aeruginosa. An imidazopyrazolium group at the 3-position in, for example, cephalosporin (23i) was particularly effective for improving antibacterial activity against MRSA. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(96)00270-2
• 作为产物：
  描述：

  5-氨基-1-(2-羟乙基)吡唑 在 乙酸酐 、 sodium hydride 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.75h， 生成 1-formyl-2,3-dihydro-1H-imidazo[1,2-b]pyrazole
  参考文献：
  名称：

  Studies on 3′-quaternary ammonium cephalosporins—III. Synthesis and antibacterial activity of 3′-(3-aminopyrazolium)cephalosporins

  摘要：

  The synthesis and in vitro antibacterial activity of 7 beta-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]cephalosporins bearing N-mono or dialkyl and carbamoyl aminopyrazolium, and five- or six-membered rings fused to the 3-aminopyrazolium methyl groups at the 3-position, are described. Aminopyrazolium methyl cephalosporins (23e, f, i), with fused saturated and unsaturated rings were especially effective against Staphylococcus strains compared to 3-amino-2-methylpyrazolium methyl cephalosporin (1). Among the cephalosporins prepared in this work, 7 beta-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-(4,5,6,7-tetrahydro-1-pyrazolo[1,5-a]pyrimidino)methyl-3-cephem-4-carboxylate (23f) showed a good balance of antibacterial activity against both Gram-positive bacteria including Staphylococcus aureus and Gram-negative bacteria including P. aeruginosa. An imidazopyrazolium group at the 3-position in, for example, cephalosporin (23i) was particularly effective for improving antibacterial activity against MRSA. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(96)00270-2

文献信息

• Cephem compounds
  申请人：Fujisawa Pharmaceutical Company, Ltd.

  公开号：US05173485A1

  公开（公告）日：1992-12-22

  The invention relates to an antimicrobial compound of the formula: ##STR1## wherein R.sup.1 is amino or a protected amino group, R.sup.2 is lower alkyl, lower alkenyl, carboxy (lower) alkyl or protected carboxy(lower)alkyl, R.sup.3 is hydrogen, lower alkyl, hydroxy(lower)alkyl, protected hydroxy(lower)alkyl, amino(lower)alkyl, protected amino(lower)alkyl or lower alkanoyl, R.sup.4 is hydrogen, lower alkyl or lower alkylthio, and Z is N or CH or a pharmaceutically acceptable salt thereof.

  本发明涉及一种抗微生物化合物，其化学式为：##STR1##其中R.sup.1是氨基或保护氨基基团，R.sup.2是较低的烷基、较低的烯基、羧基（较低的）烷基或保护羧基（较低的）烷基，R.sup.3是氢、较低的烷基、羟基（较低的）烷基、保护羟基（较低的）烷基、氨基（较低的）烷基、保护氨基（较低的）烷基或较低的烷酰基，R.sup.4是氢、较低的烷基或较低的烷硫基，Z是N或CH或其药学上可接受的盐。
• Cephem compounds and pharmaceutically acceptable salts thereof
  申请人：Fujisawa Pharmaceutical Co., Ltd.

  公开号：US05366970A1

  公开（公告）日：1994-11-22

  The invention relates to a compound of the formula: ##STR1## of antimicrobial activity.

  该发明涉及一种具有抗微生物活性的化合物，其化学式为：##STR1##。
• Cephem compounds and processes for preparation thereof
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0332156A2

  公开（公告）日：1989-09-13

  A compound of the formula : wherein R1 is amino or a protected amino group, R2 is an organic group, R3 is hydrogen, lower alkyl, hydroxy(lower)alkyl, protected hydroxy(lower)alkyl, amino(lower)alkyl, protected amino(lower)alkyl or an imino protective group, R4 is hydrogen, lower alkyl or lower alkylthio, A is lower alkylene which may be substituted with suitable substituent(s) and Z is N or CH, and a pharmaceutically acceptable salt thereof, processes for its preparation and pharmaceutical compositions comprising them or a pharmaceutically acceptable salt thereof in admixture with pharmaceutically acceptable carriers.

  式中的化合物 其中 R1 是氨基或受保护的氨基、 R2 是有机基团 R3 是氢、低级烷基、羟基（低级）烷基、受保护羟基（低级）烷基、氨基（低级）烷基、受保护氨基（低级）烷基或亚氨基保护基团、 R4 是氢、低级烷基或低级硫代烷基、 A 是可被适当取代基取代的低级亚烷基，以及 Z 是 N 或 CH、 及其药学上可接受的盐、其制备方法以及由它们或其药学上可接受的盐与药学上可接受的载体混合组成的药物组合物。
• CEPHEM COMPOUNDS
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP1392704A1

  公开（公告）日：2004-03-03
• US5173485A
  申请人：——

  公开号：US5173485A

  公开（公告）日：1992-12-22