ethyl 2-[(5-amino-1,2,4-oxadiazol)-3-yl]-2-Z-methoximinoacetate | 79349-73-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 2-[(5-amino-1,2,4-oxadiazol)-3-yl]-2-Z-methoximinoacetate
• 英文别名: ethyl 2-(5-amino-1,2,4-oxadiazol-3-yl)-2-methoxyiminoacetate；ethyl (2Z)-2-(5-amino-1,2,4-oxadiazol-3-yl)-2-methoxyiminoacetate
• CAS: 79349-73-8
• 化学式: C₇H₁₀N₄O₄
• 分子量: 214.181
• InChiKey: BELWWIRDPAROQG-WMZJFQQLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ethyl 2-[(5-amino-1,2,4-oxadiazol)-3-yl]-2-Z-methoximinoacetate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以82%的产率得到Sodium 2-[(5-amino-1,2,4-oxadiazol)-3-yl]-2-Z-methoximinoacetate
  参考文献：
  名称：

  Oxazole and oxadiazole cephalosporins

  摘要：

  广谱头孢菌素抗生素，以公式##STR1##中的甜菜碱结构代表，其中R是含氧和氮的5-成员氨基取代杂环；R'是例如，氢或C.sub.1 -C.sub.4烷基；并且双环吡啶是一种噻吡啉或呋吡啉基团；通过将硅烷化的3-碘甲基头孢菌素与噻吡啉（例如，噻吡[2,3-b]吡啶或呋吡啉）反应制备。这些化合物对革兰氏阳性和阴性细菌有很强的抗菌作用。还提供了用于治疗细菌感染的药物组合物和方法。

  公开号：

  US04406898A1
• 作为产物：
  描述：

  ethyl 2-(5-trichloromethyl-1,2,4-oxadiazol-3-yl)-2-methoxyiminoacetate 生成 ethyl 2-[(5-amino-1,2,4-oxadiazol)-3-yl]-2-Z-methoximinoacetate
  参考文献：
  名称：

  TAKATANI, TAKAO;TAKASUGI, XISASI;MASUGI, TAKASI;YAMANAKA, XIDEHAKI;KAVABA+

  摘要：

  DOI：

文献信息

• 7-Acylamino-3-vinylcephalosporanic acid derivatives and processes for
  申请人：Fujisawa Pharmaceutical, Co., Ltd.

  公开号：US04409214A1

  公开（公告）日：1983-10-11

  This invention relates to novel 7-acylamino-3-vinyl-cephalosporanic acid derivatives and pharmaceutically acceptable salts thereof, of high antimicrobial activity.

  这项发明涉及具有高抗微生物活性的新型7-酰氨基-3-乙烯-头孢菌素酸衍生物及其药用盐。
• Oximino-substituted cephalosporin compounds
  申请人：Eli Lilly and Company

  公开号：US04379787A1

  公开（公告）日：1983-04-12

  Broad spectrum cephalosporin antibiotics represented by the formula ##STR1## wherein R is an amino-substituted oxazole, oxadiazol, or isoxazole heterocyclic, R' is C.sub.1 -C.sub.4 alkyl, a carboxysubstituted alkyl or cycloalkyl group, etc., and .sup..sym. R.sub.1 is an oximino-substituted pyridinium, quinolinium or isoquinolinium group, e.g., .sup..sym. R.sub.1 is a 3- or 4-formylpyridinium oxime group; pharmaceutical compositions comprising the antibiotic, and a method for treating antibacterial infections are provided.

  广谱头孢菌素抗生素的化学式为##STR1##，其中R是氨基取代的噁唑、噻二唑或异噁唑杂环，R'是C.sub.1 -C.sub.4烷基、羧基取代的烷基或环烷基等，.sup..sym. R.sub.1是氧亚胺取代的吡啶、喹啉或异喹啉基团，例如，.sup..sym. R.sub.1是3-或4-甲醛基吡啶氧肟基团；提供了包含该抗生素的药物组合物，以及治疗抗菌感染的方法。
• 3'-Substituted quinolinium cephalosporins
  申请人：Eli Lilly and Company

  公开号：US04382931A1

  公开（公告）日：1983-05-10

  Broad spectrum cephalosporin antibiotics represented by the formula ##STR1## are provided. In the formula, R represents a 2-aminooxazol-4-yl, 5-amino-1,2,4-oxadiazol-3-yl, or 5-aminoisoxazol-3-yl heterocyclic group; R' is hydrogen, C.sub.1 -C.sub.4 alkyl, a carboxy-substituted alkyl or cycloalkyl group or a C.sub.1 -C.sub.4 alkyl ester or carboxy-protecting ester derivative thereof; or an N-substituted carbamoyl group; and R.sub.1 and R.sub.2 are independently hydrogen or a substituent group, eg. halo, hydroxy, amino, carbamoyl, alkyl, or trifluoromethyl. The antibiotics are useful in a method for treating bacterial infections and can be formulated into pharmaceutical formulations for such use.

  提供了以##STR1##表示的广谱头孢菌素抗生素。在公式中，R代表2-氨基噁唑-4-基，5-氨基-1,2,4-噁二唑-3-基，或5-氨基异噁唑-3-基杂环基团；R'是氢，C.sub.1 -C.sub.4烷基，羧基取代的烷基或环烷基团，或C.sub.1 -C.sub.4烷基酯或羧基保护酯衍生物；或N-取代的氨基甲酰基团；而R.sub.1和R.sub.2独立地是氢或取代基团，例如，卤素，羟基，氨基，氨基甲酰基，烷基，或三氟甲基。这些抗生素可用于治疗细菌感染的方法，并可制成用于此类用途的药物制剂。
• Amino-substituted oxazole, oxadiazole and isoxazole-substituted
  申请人：Eli Lilly and Company

  公开号：US04388316A1

  公开（公告）日：1983-06-14

  Broad spectrum cephalosporin antibiotics represented by the formula, ##STR1## pharmaceutical compositions of the antibiotics, and a method for treating infections are provided. In the formula, R is 2-aminooxazol-4-yl, 5-amino-1,2,4-oxadiazol-3-yl or 5-aminoisoxazol-3-yl; R' is eg. C.sub.1 -C.sub.4 alkyl; R.sub.1 is H, NH.sub.2, chloro, C.sub.1 -C.sub.4 NH--, (C.sub.1 -C.sub.4).sub.2 N--, etc. The antibiotics are best prepared by reacting a pyrazine with a 3-iodomethyl cephalosporin.

  提供了以##STR1##公式代表的广谱头孢菌素抗生素、该抗生素的制药组合物以及治疗感染的方法。在该公式中，R为2-氨基噁唑-4-基、5-氨基-1,2,4-噁二唑-3-基或5-氨基异噁唑-3-基；R'为例如C.sub.1-C.sub.4烷基；R.sub.1为H、NH.sub.2、氯、C.sub.1-C.sub.4 NH--、(C.sub.1-C.sub.4).sub.2 N--等。最好通过将吡嗪与3-碘甲基头孢菌素反应来制备抗生素。
• Isoquinolinium substituted cephalosporins
  申请人：Eli Lilly and Company

  公开号：US04382932A1

  公开（公告）日：1983-05-10

  Broad spectrum cephalosporin antibiotics represented by the formula ##STR1## wherein R is a 3-aminoisoxazol-5-yl, 2-aminooxazol-4-yl, or a 5-amino-1,2,4-oxadiazol-3-yl group; R.sub.1 is isoquinolinium or substituted isoquinolinium; and R' is C.sub.1 -C.sub.4 alkyl, an N-substituted carbamoyl group, or a carboxy-substituted alkyl or cycloalkyl group; and the pharmaceutically acceptable non-toxic salts thereof; are prepared by the reaction of a 3-iodomethyl cephalosporin, having the above 2-(amino-substituted heterocyclic)-2-oximinoacetyl side chain, with isoquinoline or a substituted isoquinoline. Pharmaceutical formulations of the antibiotics and a method for treating bacterial infections with the antibiotics are provided.

  广谱头孢菌素抗生素的化学式为##STR1##其中R是3-氨基异噁唑-5-基，2-氨基噁唑-4-基或5-氨基-1,2,4-噁二唑-3-基；R.sub.1是异喹啉或取代的异喹啉；R'是C.sub.1-C.sub.4烷基，N-取代的氨基甲酰基或羧基取代的烷基或环烷基；以及其药学上可接受的非毒性盐；通过将具有上述2-(氨基取代杂环)-2-氧代亚乙酰侧链的3-碘甲基头孢菌素与异喹啉或取代的异喹啉反应制备而成。提供了抗生素的药物制剂和用于治疗细菌感染的方法。