Pyrryl-(2)-glyoxylsaeure-methylester | 54224-26-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Pyrryl-(2)-glyoxylsaeure-methylester
• 英文别名: oxo-pyrrol-2-yl-acetic acid methyl ester；pyrrol-2-yl-glyoxylic acid methyl ester；Pyrrol-2-yl-glyoxylsaeure-methylester；α-oxo-1H-pyrrole-2-acetic acid, methyl ester；methyl pyrrol-2-ylglyoxylate；methyl 2-oxo-2-(1H-pyrrol-2-yl)acetate
• CAS: 54224-26-9
• 化学式: C₇H₇NO₃
• 分子量: 153.137
• InChiKey: LXHFRGJQRNUGQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  59.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲氧基胺盐酸盐 、 Pyrryl-(2)-glyoxylsaeure-methylester 在 水 作用下， 以 甲醇 为溶剂， 反应 2.5h， 生成 Methyl pyrrol-2-ylglyoxylate O-methyloxime
  参考文献：
  名称：

  Heteroaromatic compounds and crop protection agents containing them

  摘要：

  式IA和IB的杂环芳香化合物，其中虚线是碳原子和Z原子之间的双键，指数和取代基的意义如下：R1为烷基，烷氧基，烷基氨基；R2为烷基；A为直接键，亚烷基，烯基，炔基；O，S，S-氧化物，N和它们的烷基衍生物或肟基；B为氢，卤素，烷基，烯基，炔基；环烷基，环烯基，环炔基，杂环基，芳基，杂芳基；U为CH2，CHCl，CHR2或NOR2；X为氢，氰基，硝基，卤素，烷基，烯基，炔基，环烷基，环烯基，杂环基，芳基，杂芳基；氧和硫的衍生物，羰基的衍生物，羰氧基的衍生物，氨基的衍生物，肟基的衍生物，氨基可能带有上述一或两个基团；m为1或2，Y为氧或硫；Z1-Z2，Z3-Z4与它们所连接的碳原子一起是杂环芳香基团，以及含有这些化合物的杀菌剂。

  公开号：

  US05962489A1
• 作为产物：
  描述：

  碘甲烷 、 alkaline earth salt of/the/ methylsulfuric acid 生成 Pyrryl-(2)-glyoxylsaeure-methylester
  参考文献：
  名称：

  Ciamician; Dennstedt, Chemische Berichte, 1884, vol. 17, p. 2951

  摘要：

  DOI：

文献信息

• 1-Methoxycarbonylpyrrolizin-3-one and related compounds
  作者：Xavier L. M. Despinoy、Hamish McNab

  DOI：10.1039/b901961h

  日期：——

  Flash vacuum pyrolysis (FVP) of dimethyl E- or Z-pyrrol-2-ylbut-2-enedioate 5 at 700 °C gave 1-methoxycarbonylpyrrolizin-3-one 1. The sequence involves E- to Z-isomerisation (if necessary), elimination of methanol and cyclisation; the elimination step is rate determining. The pyrrolizinone 1 is stable at low temperatures, but at room temperature dimerises spontaneously across the 1,2-bond to give a

  E-或Z-吡咯-2-基丁-2-烯二酸酯5的快速 真空热解（FVP）在700°C下进行1-甲氧基羰基吡咯烷-3-酮 1。该序列涉及E-到Z-异构化（如有必要），消除甲醇和环化；消除步骤是确定速率。这吡咯嗪酮 1是在低温下稳定，但在室温下自发dimerises横跨1,2-键合，得到的混合物的反式-和顺式-环丁烷2和3，分别。在该过程中，1表现为羰基化烯烃。可以在> 100°C的温度下逆转二聚反应。相关的吡咯烷酮，例如酯14和22以及酰胺15对于二聚作用是稳定的。在FVP条件下，二酸12和酰胺10不会环化为吡咯烷酮，而是生成酸酐19和马来酰亚胺18， 分别; 在高炉温下2-乙炔基吡咯 从12和19获得17。
• Cephalosporins having (.alpha.-etherified oximino)acylamido groups at
  申请人：Glaxo Laboratories Limited

  公开号：US03971778A1

  公开（公告）日：1976-07-27

  The invention provides novel antibiotic compounds which are 7.beta.-acylamidoceph-3-em-4-carboxylic acids, and non-toxic derivatives thereof characterized in that the acylamido group has the structure ##EQU1## where R is a hydrogen atom or an organic group and R.sup.a is an etherifying monovalent organic group linked to the oxygen atom through a carbon atom. The compounds are syn isomers or exist as mixtures containing at least 75% of the syn isomer. These antibiotic compounds possess high antibacterial activity against a range or gram positive and gram negative organisms coupled with particularly high stability to .beta.-lactamases produced by various gram negative organisms. The invention is also concerned with the administration of the compounds.

  该发明提供了一种新型抗生素化合物，即7-β-酰胺基头孢-3-乙烯-4-羧酸及其非毒性衍生物，其特征在于酰胺基具有以下结构：##EQU1## 其中R是氢原子或有机基团，R.sup.a是通过碳原子与氧原子连接的醚化一价有机基团。这些化合物是同构体或存在至少75％的同构体混合物。这些抗生素化合物具有高抗菌活性，可对一系列革兰氏阳性和革兰氏阴性微生物产生高度的稳定性，其尤其对各种革兰氏阴性微生物产生的β-内酰胺酶具有高度的稳定性。该发明还涉及该化合物的给药。
• .alpha.-(Etherified oximino) carboxylic acids and acid chlorides
  申请人：Glaxo Laboratories Limited

  公开号：US04017515A1

  公开（公告）日：1977-04-12

  .alpha.-(Etherified oximino)carboxylic acids, represented by the formula:- ##STR1## where R is hydrogen or an organic group having 1-20 carbon atoms and R.sup.a is an etherifying monovalent organic group having 1-16 carbon atoms linked to the oxygen atom through a carbon atom, and the corresponding acid chlorides, are useful intermediates in the preparation of highly active, highly .beta.-lactamase-stable 7.beta.-[.alpha.-(etherified oximino)acylamido]-ceph-3-em-4-carboxylic acid antibiotics. The compounds are syn isomers or exist as mixtures of syn and anti isomers containing at least 75% of the syn isomer.

  .alpha.-(醚化氧肟基)羧酸，化学式表示为：##STR1## 其中R表示氢或具有1-20个碳原子的有机基团，R.sup.a是具有1-16个碳原子的醚化一价有机基团，通过碳原子连接到氧原子，相应的酸氯化物是制备高活性、高β-内酰胺酶稳定性7.β-[.alpha.-(醚化氧肟基)酰胺基]-头孢-3-酰基-4-羧酸类抗生素的有用中间体。这些化合物是syn异构体或存在至少75％syn异构体的syn和anti异构体混合物。
• 7.beta.-[2-Etherified oximino-2-(phenyl- or naphthylacetamido)]
  申请人：Glaxo Laboratories Limited

  公开号：US04024137A1

  公开（公告）日：1977-05-17

  The invention provides novel antibiotic compounds which are 7.beta.-acylamidoceph-3-em-4-carboxylic acids, and non-toxic derivatives thereof characterized in that the acylamido group has the structure ##STR1## WHERE R is a hydrogen atom or an organic group and R.sup.a is an etherifying monovalent organic group linked to the oxygen atom through a carbon atom. The compounds are syn isomers or exist as mixtures containing at least 75% of the syn isomer. These antibiotic compounds possess high antibacterial activity against a range of gram positive and gram negative organisms coupled with particularly high stability to .beta.-lactamases produced by various gram negative organisms. The invention is also concerned with the administration of the compounds.

  本发明提供了一种新型抗生素化合物，即7-β-酰胺基头孢-3-乙烯-4-羧酸及其非毒性衍生物，其特征在于酰胺基具有以下结构：##STR1## 其中R为氢原子或有机基团，R.sup.a为通过碳原子与氧原子连接的醚化一价有机基团。这些化合物是同构体或存在至少75％的同构体混合物。这些抗生素化合物对一系列革兰氏阳性和革兰氏阴性微生物具有高度的抗菌活性，并且对各种革兰氏阴性微生物产生的β-内酰胺酶具有特别高的稳定性。本发明还涉及这些化合物的使用。
• 7.beta.-[2-Etherified oximino-2-(thienyl-,furyl- or
  申请人：Glaxo Laboratories Limited

  公开号：US04024133A1

  公开（公告）日：1977-05-17

  The invention provides novel antibiotic compounds which are 7.beta.-acylamidoceph-3-em-4-carboxylic acids, and non-toxic derivatives thereof characterized in that the acylamido group has the structure ##STR1## WHERE R is a hydrogen atom or an organic group and R.sup.a is an etherifying monovalent organic group linked to the oxygen atom through a carbon atom. The compounds are syn isomers or exist as mixtures containing at least 75% of the syn isomer. These antibiotic compounds possess high antibacterial activity against a range of gram positive and gram negative organisms coupled with particularly high stability to .beta.-lactamases produced by various gram negative organisms. The invention is also concerned with the administration of the compounds.

  本发明提供了新型抗生素化合物，其为7.beta.-acylamidoceph-3-em-4-carboxylic酸及其非毒性衍生物，其特征在于酰胺基具有结构##STR1##其中R是氢原子或有机基团，R.sup.a是通过碳原子连接到氧原子的醚化一价有机基团。这些化合物是syn异构体或存在至少含有75％syn异构体的混合物。这些抗生素化合物具有高抗菌活性，可针对一系列革兰氏阳性和革兰氏阴性微生物，并具有特别高的稳定性，能够抵抗各种革兰氏阴性微生物产生的β-内酰胺酶。本发明还涉及这些化合物的使用方法。