N-Allyl-2,4-dibromo-butyramide | 178946-15-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N-Allyl-2,4-dibromo-butyramide
• 英文别名: 2,4-dibromo-N-prop-2-enylbutanamide
• CAS: 178946-15-1
• 化学式: C₇H₁₁Br₂NO
• 分子量: 284.978
• InChiKey: ALZXWZHWOGQXDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-Allyl-2,4-dibromo-butyramide 在 sodium hydroxide 、 Dowex 2x 10 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 生成 (2R,6R,7R)-3-[1-Allyl-2-oxo-pyrrolidin-(3E)-ylidenemethyl]-7-tert-butoxycarbonylamino-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid benzhydryl ester
  参考文献：
  名称：

  Synthesis and Structure−Activity Relationship of (Lactamylvinyl)cephalosporins Exhibiting Activity against Staphylococci, Pneumococci, and Enterococci

  摘要：

  The synthesis and structure-activity relationships of a new class of vinylcephalosporins substituted with a lactamyl residue (1) are described. These compounds show excellent activity against enterococci and retain the broad spectrum activity of third-generation cephalosporins such as ceftriaxone.

  DOI：

  10.1021/jm950886v
• 作为产物：
  描述：

  2,4-二溴丁酰氯 、 丙烯胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-Allyl-2,4-dibromo-butyramide
  参考文献：
  名称：

  Synthesis and Structure−Activity Relationship of (Lactamylvinyl)cephalosporins Exhibiting Activity against Staphylococci, Pneumococci, and Enterococci

  摘要：

  The synthesis and structure-activity relationships of a new class of vinylcephalosporins substituted with a lactamyl residue (1) are described. These compounds show excellent activity against enterococci and retain the broad spectrum activity of third-generation cephalosporins such as ceftriaxone.

  DOI：

  10.1021/jm950886v

文献信息

• Cephalosporin derivatives
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP0620225A1

  公开（公告）日：1994-10-19

  Cephalosporin derivatives of the general formula wherein R¹is an acyl group derived from a carboxylic acid; R²is hydrogen, hydroxy, lower alkyl-Qm, cycloalkyl, lower alkoxy, lower alkenyl, cycloalkenyl, lower alkynyl, aralkyl-Qm, aryl-Qm, aryloxy, aralkoxy or a heterocyclic ring, the lower alkyl, cycloalkyl, lower alkoxy, lower alkenyl, cycloalkenyl, lower alkynyl, aralkyl, aryl, aryloxy, aralkoxy and the heterocyclic ring being unsubstituted or substituted with at least one group selected from carboxy, amino, nitro, cyano, lower alkyl, lower alkoxy, hydroxy, halogen, -CONR⁴R⁵, -N(R⁵)COOR⁹, R⁵CO-, R⁵OCO- or R⁵COO- where R⁴ is hydrogen, lower alkyl, or cycloalkyl; R⁵ is hydrogen or lower alkyl; R⁹ is hydrogen, lower alkyl, lower alkenyl or a carboxylic acid protecting group; Qis -CO- or -SO₂-; mis 0 or 1; nis 0, 1 or 2; as well as readily hydrolyzable esters thereof, pharmaceutically acceptable salts of said compounds and hydrates of the compounds of formula I and of their esters and salts. The products are antibacterially active.

  通式如下的头孢菌素衍生物 其中 R¹ 是源自羧酸的酰基； 杂环未被取代或被至少一个选自羧基、氨基、硝基、氰基、低级烷基、低级烷氧基、羟基、卤代烷基、卤代烯基、环烯基、低级炔基、芳烷基、芳氧基、芳烷氧基低级烷氧基、羟基、卤素、-CONR⁴R⁵、-N(R⁵)COOR⁹、R⁵CO-、R⁵OCO- 或 R⁵COO- 其中 R⁴ 是氢、低级烷基或环烷基；R⁵ 是氢或低级烷基； R⁹ 是氢、低级烷基、低级烯基或羧酸保护基团； Q 是-CO-或-SO₂-； mis 0 或 1； n为 0、1 或 2； 以及其易于水解的酯、所述化合物的药学上可接受的盐和式 I 化合物及其酯和盐的水合物。 这些产品具有抗菌活性。
• US5523400A
  申请人：——

  公开号：US5523400A

  公开（公告）日：1996-06-04
• Synthesis and Structure−Activity Relationship of (Lactamylvinyl)cephalosporins Exhibiting Activity against Staphylococci, Pneumococci, and Enterococci
  作者：Ingrid Heinze-Krauss、Peter Angehrn、Philippe Guerry、Paul Hebeisen、Christian Hubschwerlen、Ivan Kompis、Malcolm G. P. Page、Hans G. F. Richter、Valérie Runtz、Henri Stalder、Urs Weiss、Chung-Chen Wei

  DOI：10.1021/jm950886v

  日期：1996.1.1

  The synthesis and structure-activity relationships of a new class of vinylcephalosporins substituted with a lactamyl residue (1) are described. These compounds show excellent activity against enterococci and retain the broad spectrum activity of third-generation cephalosporins such as ceftriaxone.