5-(N-formyl-N-methylamino)-1-methylpyrazole | 122589-42-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(N-formyl-N-methylamino)-1-methylpyrazole
• 英文别名: N-methyl-N-(2-methylpyrazol-3-yl)formamide
• CAS: 122589-42-8
• 化学式: C₆H₉N₃O
• 分子量: 139.157
• InChiKey: ZJWDWABIGSXTRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• 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：

  5-(N-formyl-N-methylamino)-1-methylpyrazole 在 盐酸 、 苯甲醚 、 sodium iodide 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 生成 7β-amino-3-[3-(N-methyl)amino-2-methyl-1-pyrazolio]methyl-3-cephem-4-carboxylate trishydrochloride
  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：

  N-(1-Methyl-1H-pyrazol-5-yl)carboxamide 、 碘甲烷 在 sodium hydride 作用下， 生成 5-(N-formyl-N-methylamino)-1-methylpyrazole
  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

• [EN] THERAPEUTIC COMPOUNDS AND COMPOSITIONS<br/>[FR] COMPOSÉS ET COMPOSITIONS THÉRAPEUTIQUES
  申请人：EXITHERA PHARMACEUTICALS INC

  公开号：WO2019156929A1

  公开（公告）日：2019-08-15

  The present invention provides compounds that inhibit Factor XIa or kallikrein and pharmaceutically acceptable salts thereof and compositions thereof. The present invention also provides methods of using these compounds and compositions.

  本发明提供了抑制因子XIa或激肽酶以及其药用盐和组合物的化合物。本发明还提供了使用这些化合物和组合物的方法。
• Cephem compounds
  申请人：Fujisawa Pharmaceutical Co., Ltd.

  公开号：US05210080A1

  公开（公告）日：1993-05-11

  The invention relates to compounds of antimicrobial activity, of the formula ##STR1## wherein R.sup.1 is amino or protected amino, R.sup.2 is lower alkyl or lower alkenyl, R.sup.3 is lower alkyl, hydroxy(lower)alkyl or protected hydroxy(lower)alkyl, R.sup.4 is amino, protected amino, lower alkylamino, protected lower alkylamino, carboxy(lower)alkylamino, N-[protected carboxy(lower)alkyl]amino and R.sup.7 is hydrogen or lower alkyl, or a pharmaceutically acceptable salt thereof.

  本发明涉及具有抗微生物活性的化合物，其化学式为##STR1##其中R.sup.1是氨基或保护的氨基，R.sup.2是较低的烷基或较低的烯基，R.sup.3是较低的烷基，羟基（较低）烷基或保护的羟基（较低）烷基，R.sup.4是氨基，保护的氨基，较低的烷基氨基，保护的较低烷基氨基，羧基（较低）烷基氨基，N-[保护的羧基（较低）烷基]氨基，R.sup.7是氢或较低烷基，或其药学上可接受的盐。
• Cephem compounds and processes for preparation thereof
  申请人：Fujisawa Pharmaceutical Co., Ltd.

  公开号：US05663163A1

  公开（公告）日：1997-09-02

  The present invention relates to new cephem compounds, pharmaceutically acceptable salts thereof, pharmaceutical compositions comprising the same and anti-bacterial methods of using the same. The subject cephem compounds comprise a thiadiazine ring bonded to the cephem through an iminoacetamido chain and a pyarzolium ring bonded to the cephem through a methylene chain.

  本发明涉及新的头孢菌素化合物，其药学上可接受的盐，包含其的制药组合物以及使用其的抗菌方法。该头孢菌素化合物由通过亚氨基乙酰胺链与头孢菌素结合的噻二嗪环和通过亚甲基链与头孢菌素结合的吡唑环组成。
• US5210080A
  申请人：——

  公开号：US5210080A

  公开（公告）日：1993-05-11
• US5663163A
  申请人：——

  公开号：US5663163A

  公开（公告）日：1997-09-02