2-carboxy-7-[(2-mesyl-imidazol-1-yl)-acetamido]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)-thiomethyl]-8-oxo-5-thia-1-aza-bicyclo-[4,2,0]oct-2-ene | 58177-43-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: 2-carboxy-7-[(2-mesyl-imidazol-1-yl)-acetamido]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)-thiomethyl]-8-oxo-5-thia-1-aza-bicyclo-[4,2,0]oct-2-ene
• 英文别名: 7-[[2-(2-methylsulfonylimidazol-1-yl)acetyl]amino]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• CAS: 58177-43-8
• 化学式: C₁₇H₁₈N₆O₆S₄
• 分子量: 530.631
• InChiKey: AWMGLZYHQACVMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  252
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  2-巯基-5-甲基-1,3,4-噻二唑 、 3-acetoxymethyl-2-carboxy-7-[(2-mesyl-imidazol-1-yl)-acetamido]-8-oxo-5-thia-1-aza-bicyclo[4,2,0]oct-2-ene 在 盐酸 、 碳酸氢钠 作用下， 以 甲醇 、 水 为溶剂， 生成 2-carboxy-7-[(2-mesyl-imidazol-1-yl)-acetamido]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)-thiomethyl]-8-oxo-5-thia-1-aza-bicyclo-[4,2,0]oct-2-ene
  参考文献：
  名称：

  Cephalosporin derivatives, and compositions containing them

  摘要：

  通用公式的新头孢菌素衍生物：在其中R代表直链或支链C.sub.1-4烷基基团，或苯基（直链或支链C.sub.1-4烷基）基团，n为0、1或2，且R.sub.1为吡啶离子且R.sub.2为羧酸根离子，或R.sub.1代表氢原子、或乙酰氧基、（5-甲基-1,3,4-噻二唑-2-基）硫基或（1-甲基-1,2,3,4-四唑-5-基）硫基，R.sub.2代表羧基或公式的基团;在其中基团：是一种容易通过酶手段移除的基团，且R.sub.3代表氢原子或直链或支链C.sub.1-4烷基基团、苯基基团或苯基（C.sub.1-2烷基）基团，R.sub.4代表直链或支链C.sub.1-4烷基基团、直链或支链C.sub.1-4烷氧基基团、环己基基团、苯基基团或苯基（C.sub.1-2烷基）基团；但当R为烷基基团时，且R.sub.1为氢原子或乙酰氧基基团，R.sub.2为羧基基团或R.sub.1为吡啶离子且R.sub.2为羧酸根离子时，n为1或2，其金属盐及其与含氮碱形成的加合盐是新化合物；它们具有有价值的抗菌特性，对革兰氏阳性和革兰氏阴性细菌均具有活性。

  公开号：

  US04034088A1

文献信息

• US4034088A
  申请人：——

  公开号：US4034088A

  公开（公告）日：1977-07-05
• Cephalosporin derivatives, and compositions containing them
  申请人：Rhone-Poulenc Industries

  公开号：US04034088A1

  公开（公告）日：1977-07-05

  New cephalosporin derivatives of the general formula: ##STR1## in which R represents a straight or branched chain C.sub.1-4 alkyl radical, or a phenyl (straight or branched chain C.sub.1-4 alkyl) radical, n is 0, 1 or 2, and either R.sub.1 is a pyridinio ion and R.sub.2 is a carboxylato ion, or R.sub.1 represents a hydrogen atom, or an acetoxy, (5-methyl-1,3,4-thiadiazol-2-yl)-thio or (1-methyl-1,2,3,4-tetrazol-5-yl)-thio radical and R.sub.2 represents a carboxy radical or a radical of the formula; ##STR2## in which the radical: ##STR3## is a radical which can be removed easily by enzymatic means and in which R.sub.3 represents a hydrogen atom or a straight or branched chain C.sub.1-4 alkyl radical, a phenyl radical or a phenyl (C.sub.1-2 alkyl) radical and R.sub.4 represents a straight or branched chain C.sub.1-4 alkyl radical, a straight or branched chain C.sub.1-4 alkoxy radical, a cyclohexyl radical, a phenyl radical or a phenyl (C.sub.1-2 alkyl) radical; With the proviso that when R is an alkyl radical and either R.sub.1 is a hydrogen atom or an acetoxy radical and R.sub.2 is a carboxy radical or R.sub.1 is a pyridinio ion and R.sub.2 is a carboxylato ion, n is 1 or 2, and metal salts thereof and addition salts thereof with nitrogen-containing bases are new compounds; they possess valuable antibacterial properties, showing activity against both Gram-positive and Gram-negative bacteria.

  通用公式的新头孢菌素衍生物：在其中R代表直链或支链C.sub.1-4烷基基团，或苯基（直链或支链C.sub.1-4烷基）基团，n为0、1或2，且R.sub.1为吡啶离子且R.sub.2为羧酸根离子，或R.sub.1代表氢原子、或乙酰氧基、（5-甲基-1,3,4-噻二唑-2-基）硫基或（1-甲基-1,2,3,4-四唑-5-基）硫基，R.sub.2代表羧基或公式的基团;在其中基团：是一种容易通过酶手段移除的基团，且R.sub.3代表氢原子或直链或支链C.sub.1-4烷基基团、苯基基团或苯基（C.sub.1-2烷基）基团，R.sub.4代表直链或支链C.sub.1-4烷基基团、直链或支链C.sub.1-4烷氧基基团、环己基基团、苯基基团或苯基（C.sub.1-2烷基）基团；但当R为烷基基团时，且R.sub.1为氢原子或乙酰氧基基团，R.sub.2为羧基基团或R.sub.1为吡啶离子且R.sub.2为羧酸根离子时，n为1或2，其金属盐及其与含氮碱形成的加合盐是新化合物；它们具有有价值的抗菌特性，对革兰氏阳性和革兰氏阴性细菌均具有活性。