7β-Amino-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 7β-Amino-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid
• 英文别名: 7β-amino-3-[[(1-methyltetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]-oct-2-ene-2-carboxylic acid；2-carboxy-3-([(1-methyl-1H-tetrazol-5-yl)thio]methyl)-7β-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene；3-[[(1-Methyl-1H-tetrazol-5-yl)thio]methyl]-7β-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2ene-2carboxylic acid；(7S)-7-amino-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• 化学式: C₁₀H₁₂N₆O₃S₂
• 分子量: 328.376
• InChiKey: XUTQHTOXGKVJPN-NTFOPCPOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  178
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  7β-Amino-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid 、 4-chloro-1-(methoxymethyl)pyridinium bromide 在 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 4-((2-Carboxy-3-([(1-methyl-1H-tetrazol-5-yl)thio]-methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-7β-yl)-amino)-1-methoxymethylpyridinium Hydroxide
  参考文献：
  名称：

  7-N-Heterocyclyl-2-substituted 1-oxadethia-cephalosporins

  摘要：

  揭示了化学式为：##STR1## 的抗生素头孢菌素(I)，其中连接到头孢菌素部分的7-氨基氮的图式化基团代表含氮杂环基团（单环或多环）；R包括氢、烷基、杂环烷基、芳基、烯基、芳基烷基、--NR.sub.2、--OR、COOR、CONR.sub.2或CN；R.sup.o为H或CH.sub.3；R.sup.2为H或较低烷氧基；还揭示了化合物I的药学上可接受的盐和酯衍生物；制备这种化合物的方法；包含这种化合物的药物组合物；以及在需要抗生素作用时，给予这种化合物和组合物的治疗方法。

  公开号：

  US04271159A1
• 作为产物：
  描述：

  水 、 1-甲基-5-巯基-1H-四氮唑 、 7-氨基头孢烷酸 在 盐酸 作用下， 以 sodium hydroxide 、 丙酮 为溶剂， 生成 7β-Amino-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid
  参考文献：
  名称：

  7-Cyanoalkylureido 3 heterocylic thio methyl cephalosporins

  摘要：

  氰基烷基脲基头孢菌素的化学式为##STR1##其中R为氢、较低的烷基、苯基较低的烷基、二苯基较低的烷基、三(较低的烷基)硅基、三卤乙基、形成盐离子的基团或##STR2##R.sub.1为氢或甲氧基；A为直链或支链烷基或##STR3##R.sub.2为苯基、2-噻吩基或3-噻吩基；R.sub.3为氢或较低的烷基；R.sub.4为氢、较低的烷基、环烷基、环烯基、环二烯基、苯基、苯基较低的烷基、取代苯基、取代苯基较低的烷基或某些杂环基团；R.sub.5为氢或较低的烷基；R.sub.6为较低的烷基；X为氢、较低的烷酰氧基、##STR4##或某些杂硫基团；这些化合物可用作抗菌剂。

  公开号：

  US04096329A1

文献信息

• 7-Cyanoalkylureido 3 heterocylic thio methyl cephalosporins
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04096329A1

  公开（公告）日：1978-06-20

  Cyanoalkylureido cephalosporins of the formula ##STR1## wherein R is hydrogen, lower alkyl, phenyl-lower alkyl, diphenyl-lower alkyl, tri(lower alkyl)silyl, trihaloethyl, a salt forming ion, or the group ##STR2## R.sub.1 is hydrogen or methoxy; A is straight or branched chain alkylene or ##STR3## R.sub.2 is phenyl, 2-thienyl, or 3-thienyl; R.sub.3 is hydrogen or lower alkyl; R.sub.4 is hydrogen, lower alkyl, cycloalkyl, cycloalkenyl, cycloalkadienyl, phenyl, phenyl-lower alkyl, substituted phenyl, substituted phenyl-lower alkyl, or certain heterocyclic groups; R.sub.5 is hydrogen or lower alkyl; R.sub.6 is lower alkyl; and X is hydrogen, lower alkanoyloxy, ##STR4## or certain heterothio groups; are disclosed. These compounds are useful as antibacterial agents.

  氰基烷基脲基头孢菌素的化学式为##STR1##其中R为氢、较低的烷基、苯基较低的烷基、二苯基较低的烷基、三(较低的烷基)硅基、三卤乙基、形成盐离子的基团或##STR2##R.sub.1为氢或甲氧基；A为直链或支链烷基或##STR3##R.sub.2为苯基、2-噻吩基或3-噻吩基；R.sub.3为氢或较低的烷基；R.sub.4为氢、较低的烷基、环烷基、环烯基、环二烯基、苯基、苯基较低的烷基、取代苯基、取代苯基较低的烷基或某些杂环基团；R.sub.5为氢或较低的烷基；R.sub.6为较低的烷基；X为氢、较低的烷酰氧基、##STR4##或某些杂硫基团；这些化合物可用作抗菌剂。
• 7-N-Heterocyclyl-2-substituted 1-oxadethia-cephalosporins
  申请人：Merck & Co., Inc.

  公开号：US04271159A1

  公开（公告）日：1981-06-02

  Disclosed are antibiotic cephalosporins (I) of the formula: ##STR1## Wherein the stylized radical attached to the 7-amino nitrogen of the cephalosporin moiety represents a nitrogen-containing heterocyclic group (mono- or polycyclic); R is, inter alia, hydrogen, alkyl, heterocyclylalkyl, aryl, alkenyl, aralkyl, --NR.sub.2, --OR, COOR, CONR.sub.2 or CN; R.sup.o is H or CH.sub.3 ; and R.sup.2 is H, or loweralkoxyl: Also disclosed are the pharmaceutically acceptable salt and ester derivatives of I; processes for the preparation of such compounds, pharmaceutical compositions comprising such compounds; and methods of treatment comprising administering such compounds and compositions when an antibiotic effect is indicated.

  揭示了化学式为：##STR1## 的抗生素头孢菌素(I)，其中连接到头孢菌素部分的7-氨基氮的图式化基团代表含氮杂环基团（单环或多环）；R包括氢、烷基、杂环烷基、芳基、烯基、芳基烷基、--NR.sub.2、--OR、COOR、CONR.sub.2或CN；R.sup.o为H或CH.sub.3；R.sup.2为H或较低烷氧基；还揭示了化合物I的药学上可接受的盐和酯衍生物；制备这种化合物的方法；包含这种化合物的药物组合物；以及在需要抗生素作用时，给予这种化合物和组合物的治疗方法。
• Alkenyl and alkinylureido cephalosporins
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04028354A1

  公开（公告）日：1977-06-07

  Alkenyl and alkinylureido cephalosporins of the formula ##STR1## wherein R is hydrogen, lower alkyl, phenyl-lower alkyl, diphenyl-lower alkyl, tri(lower alkyl)silyl, trihaloethyl, a salt forming ion, or the group ##STR2## R.sub.1 is hydrogen or methoxy; R.sub.2 is lower alkenyl or lower alkinyl, R.sub.3 is hydrogen or lower alkyl; R.sub.4 is hydrogen, lower alkyl, cycloalkyl, cycloalkenyl, cycloalkadienyl, phenyl, phenyl-lower alkyl, substituted phenyl, substituted phenyl-lower alkyl, or certain heterocyclic groups; R.sub.5 is hydrogen or lower alkyl; R.sub.6 is lower alkyl; and X is hydrogen, lower alkanoyloxy, ##STR3## or certain heterothio groups; are disclosed. These compounds are useful as antibacterial agents.

  烯基和炔基脲基头孢菌素的化学式为##STR1##其中R为氢、低碳烷基、苯基-低碳烷基、二苯基-低碳烷基、三(低碳烷基)硅基、三卤乙基、盐形成离子，或者是##STR2##R1为氢或甲氧基；R2为低烯基或低炔基，R3为氢或低碳烷基；R4为氢、低碳烷基、环烷基、环烯基、环二烯基、苯基、苯基-低碳烷基、取代苯基、取代苯基-低碳烷基，或者某些杂环基团；R5为氢或低碳烷基；R6为低碳烷基；X为氢、低烷酰氧基、##STR3##或者某些杂硫基团；这些化合物可用作抗菌剂。
• Alkoxy and alkylthioalkylureido cephalosporins
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04049651A1

  公开（公告）日：1977-09-20

  Alkoxy and alkylthioalkylureido cephalosporins of the formula ##STR1## wherein R is hydrogen, lower alkyl, phenyl-lower alkyl, diphenyl-lower alkyl, tri(lower alkyl)silyl, trihaloethyl, a salt forming ion, or the group ##STR2## R.sub.1 is hydrogen or methoxy; A is straight or branched chain alkylene of 1 to 6 carbons; R.sub.2 is lower alkyl; Y is O or S; R.sub.3 is hydrogen or lower alkyl; R.sub.4 is hydrogen, lower alkyl, cycloalkyl, cycloalkenyl, cycloalkadienyl, phenyl, phenyl-lower alkyl, substituted phenyl, substituted phenyl-lower alkyl, or certain heterocyclic groups; R.sub.5 is hydrogen or lower alkyl; R.sub.6 is lower alkyl; and X is hydrogen, lower alkanoyloxy, ##STR3## or certain heterothio groups; are disclosed. These compounds are useful as antibacterial agents.

  本文介绍了一种化合物，即公式 ##STR1## 中的烷氧基和烷硫基烷基脲头孢菌素，其中R为氢，低级烷基，苯基-低级烷基，二苯基-低级烷基，三(低级烷基)硅基，三卤乙基，盐形成离子或基团 ##STR2## R.sub.1为氢或甲氧基；A为1到6个碳原子的直链或支链烷基；R.sub.2为低级烷基；Y为O或S；R.sub.3为氢或低级烷基；R.sub.4为氢，低级烷基，环烷基，环烯基，环烷二烯基，苯基，苯基-低级烷基，取代苯基，取代苯基-低级烷基或某些杂环基团；R.sub.5为氢或低级烷基；R.sub.6为低级烷基；X为氢，低级烷酰氧基，##STR3## 或某些杂硫基团。这些化合物可用作抗菌剂。
• Carboxyalkylureido cephalosporins
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04097670A1

  公开（公告）日：1978-06-27

  Carboxyalkylureido cephalosporins of the formula ##STR1## wherein R is hydrogen, lower alkyl, phenyl-lower alkyl, diphenyl-lower alkyl, tri(lower alkyl)silyl, trihaloethyl, a salt forming ion, or the group ##STR2## R.sub.1 is hydrogen or methoxy; A is straight or branched chain alkylene of 1 to 6 carbons; R.sub.2 is hydrogen, lower alkyl, phenyl, phenyl-lower alkyl, diphenyl-lower alkyl, alkali metal ion or alkaline earth metal ion; R.sub.3 is hydrogen or lower alkyl; R.sub.4 is hydrogen, lower alkyl, cycloalkyl, cycloalkenyl, cycloalkadienyl, phenyl, phenyl-lower alkyl, substituted phenyl, substituted phenyl-lower alkyl, or certain heterocyclic groups; R.sub.5 is hydrogen or lower alkyl; R.sub.6 is lower alkyl; and X is hydrogen, lower alkanoyloxy, ##STR3## or certain heterothio groups; are disclosed. These compounds are useful as antibacterial agents.

  羧基烷基脲基头孢菌素的分子式为##STR1##其中R为氢、低碳烷基、苯基-低碳烷基、二苯基-低碳烷基、三(低碳烷基)硅基、三卤乙基、形成盐离子，或者是##STR2##R1为氢或甲氧基；A为1至6个碳原子的直链或支链烷基；R2为氢、低碳烷基、苯基、苯基-低碳烷基、二苯基-低碳烷基、碱金属离子或碱土金属离子；R3为氢或低碳烷基；R4为氢、低碳烷基、环烷基、环烯基、环二烯基、苯基、苯基-低碳烷基、取代苯基、取代苯基-低碳烷基或某些杂环基团；R5为氢或低碳烷基；R6为低碳烷基；X为氢、低烷酰氧基、##STR3##或某些杂硫基团；这些化合物可用作抗菌剂。