3-<<<1H-1-(carboxymethyl)tetrazol-5-yl>thio>methyl>cephem | 59118-46-6

• 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: 3-<<<1H-1-(carboxymethyl)tetrazol-5-yl>thio>methyl>cephem
• 英文别名: (6R)-7t-amino-3-(1-carboxymethyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid；(6R,7R)-7-Amino-3-[(1H-1-carboxymethyltetrazol-5-yl)thio]-methylceph-3-em-4-carboxylic Acid；(6R,7R)-7-amino-3-[(1H-1-carboxymethyltetrazol-5-yl)thio]methylceph-3-em-4-carboxylic acid；(6R,7R)-7-amino-3-[[1-(carboxymethyl)tetrazol-5-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• CAS: 59118-46-6
• 化学式: C₁₁H₁₂N₆O₅S₂
• 分子量: 372.385
• InChiKey: KWWQYVGEBIIDFO-HZGVNTEJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.9
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  215
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  3-<<<1H-1-(carboxymethyl)tetrazol-5-yl>thio>methyl>cephem 生成 (6R,7R)-7-[[2-[3-(aminomethyl)thiophen-2-yl]acetyl]amino]-3-[[1-(carboxymethyl)tetrazol-5-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  参考文献：
  名称：

  摘要：

  DOI：
• 作为产物：
  描述：

  (6R,7R)-Trimethylsilyl 7-(Trimethylsilyl)amino-3-acetoxy methylceph-3-em-4-carboxylate 在 吡啶 、 甲醇 、 碘代三甲硅烷 作用下， 以 1,1,2-三氯三氟乙烷（CFC-113） 为溶剂， 反应 2.67h， 生成 3-<<<1H-1-(carboxymethyl)tetrazol-5-yl>thio>methyl>cephem
  参考文献：
  名称：

  Use of bistrimethylsilylated intermediates in the preparation of semisynthetic 7-amino-3-substituted cephems. Expedient syntheses of a new 3-[(1-methyl-1-pyrrolidinio)methyl]cephalosporin

  摘要：

  DOI：

  10.1021/jo00240a009

文献信息

• 7-(2-Aminomethylphenylacetamido)-3-(1-carboxymethyltetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid.
  作者：WILLIAM J. GOTTSTEIN、MURRAY A. KAPLAN、JEAN A. COOPER、VERA H. SILVER、SOLOMON J. NACHFOLGER、ALPHONSE P. GRANATEK

  DOI：10.7164/antibiotics.29.1226

  日期：——

  The synthesis of 7-(2-aminomethylphenylacetamido)-3-(1-carboxymethyltetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid (BL-S786) is described and the antimicrobial activities are compared with cefazolin and cefamandole. The compound exhibits broad antimicrobial spectrum, produces high intramuscular blood levels in mice and demonstrates a high degree of therapeutic efficacy in experimental bacterial infections in rodents.

  介绍了 7-(2-氨基甲基苯基乙酰氨基)-3-(1-羧甲基四唑-5-基硫甲基)-3-头孢-4-羧酸（BL-S786）的合成，并将其抗菌活性与头孢唑啉和头孢孟多进行了比较。该化合物具有广泛的抗菌谱，在小鼠体内可产生较高的肌内血药浓度，对啮齿类动物的实验性细菌感染具有很高的疗效。
• Process for the preparation of 7-(2-amino-2-phenylacetamido)cephem derivatives and their use for the preparation of antibacterial agents
  申请人：Eisai Co., Ltd.

  公开号：EP0065270A2

  公开（公告）日：1982-11-24

  Improved process for the preparation of 7-(2-amino--2-phenyl-acetamido)cephem derivatives of the general formula (I): wherein R, is a hydrogen atom or hydroxyl group, n stands for 0, 1 or 2, and A denotes a nitrogen-containing heterocyclic group or a direct bond coupling directly the sulfur atom and the -(CH2)nCOOH group together, as well as pharmaceutically acceptable salts thereof. The process is not only simple and easy to carry out, but also provides as crystalline precipitate the intended products with a high yield. The 7-(2-amino-2-phenyl-acetamido)cephem derivatives are useful as intermediates for syntheses of antibacterial agents.

  制备通式(I)的 7-(2-氨基-2-苯基乙酰氨基)头孢衍生物的改进工艺： 其中 R 是氢原子或羟基，n 代表 0、1 或 2，A 表示含氮杂环基团或直接将硫原子和-(CH2)nCOOH 基团耦合在一起的直接键，以及它们的药学上可接受的盐。该工艺不仅简单易行，而且能以高产率提供预期产品的结晶沉淀。7-(2-氨基-2-苯基乙酰氨基)头孢衍生物可作为合成抗菌剂的中间体。
• N-(substituted chromone-3-carbonyl)-phenylglycine derivatives
  申请人：Eisai Co., Ltd.

  公开号：EP0054578A1

  公开（公告）日：1982-06-30

  N-(Substituted chromone-3-carbonyl) phenylglycine derivatives represented by the formula in which R, represents a hydrogen atom, and each R, represents a hydrogen atom, an alkoxycarbonyl group or a chlorine-substituted carbonyl group, are useful intermediates for cephem compounds which are excellent as antibacterial agents.

  N-（取代的色酮-3-羰基）苯基甘氨酸衍生物由式（其中 R 代表氢原子，每个 R 代表氢原子、烷氧羰基或氯取代的羰基）表示，是具有优异抗菌性能的头孢类化合物的有用中间体。
• Process for the preparation of cephem compounds and cephalosporin derivatives
  申请人：GIST-BROCADES N.V.

  公开号：EP0300546A1

  公开（公告）日：1989-01-25

  Process for the preparation of 7β-amino-3-substituted methyl-­3-cephem-4-carboxylic acid derivatives, new intermediates comprising 7β-(cyclo)alkylideneammonio-3-halomethyl-3-cephem-­4-carboxylic acid derivatives and 7β-amino/ammonio-3-­bromomethyl-3-cephem-4-carboxylic acid derivatives and the processes for the preparation of these intermediates.

  制备 7β-氨基-3-取代甲基-3-头孢-4-羧酸衍生物的工艺、由 7β-（环）亚烷基氨基-3-卤代甲基-3-头孢-4-羧酸衍生物和 7β-氨基/氨基-3-溴代甲基-3-头孢-4-羧酸衍生物组成的新中间体以及制备这些中间体的工艺。
• ——
  作者：

  DOI：——

  日期：——