3-(2-Chlorophenyl)-1,2-oxazole-4-carboxamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(2-Chlorophenyl)-1,2-oxazole-4-carboxamide
• 化学式: C₁₀H₇ClN₂O₂
• 分子量: 222.63
• InChiKey: JACUYNPLZYQDKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.1
• 氢给体数：
  1
• 氢受体数：
  3

文献信息

• Process for the preparation of 2-thio penem derivatives and intermediates therefor
  申请人：BEECHAM GROUP PLC

  公开号：EP0046363A1

  公开（公告）日：1982-02-24

  The present invention provides a process for the preparation of a compound of the formula (IV): or salt or ester thereof wherein R1 and R2 are independently hydrogen; an organic radical bonded via a carbon atom to the ring carbon atom; a free, etherified or esterified hydroxy or mercapto group; an amino or acylamino group; or together R1 and R2 represent a group = CR5R6 wherein R5 and R6 are the same or different and each represent hydrogen or a hydrocarbon or heterocyclic group optionally substituted with a functional group; and R3 represents an organic radical; which process comprises reacting a compound of the formula (V): wherein Rx is hydrogen or a blocking group and R4 is an organic radical; with a thiol or reactive derivative thereof. The compounds of the formula (IV) are useful as antibiotics and [β-lactamase inhibitors, as are the compounds of the formula (V). This invention also provides the novel compounds of the formula (V) and certain novel compounds within formula (IV). Their preparation and use are described.

  本发明提供了一种制备式(IV)化合物或其盐或酯的工艺： 或其盐或酯 其中 R1 和 R2 独立地为氢；通过碳原子与环碳原子键合的有机基；游离的、醚化的或酯化的羟基或巯基；氨基或酰氨基；或 R1 和 R2 共同代表一个基团＝CR5R6 其中 R5 和 R6 相同或不同，且各自代表氢或任选被官能团取代的烃基或杂环基；以及 R3 代表有机基；该工艺包括使式(V)： 其中 Rx 是氢或封端基团，R4 是有机基团；与硫醇或其反应衍生物反应。式（IV）化合物可用作抗生素和[β-内酰胺酶抑制剂]，式（V）化合物也可用作抗生素和[β-内酰胺酶抑制剂]。本发明还提供了新型的式 (V) 化合物和某些新型的式 (IV) 化合物。对它们的制备和用途进行了描述。
• Beta-lactam antibiotics, their preparation and their use in pharmaceutical compositions
  申请人：BEECHAM GROUP PLC

  公开号：EP0028497A1

  公开（公告）日：1981-05-13

  The present invention provides the compounds of the formula (II): and pharmaceutically acceptable salts and esters thereof wherein R3 is a hydrogen atom, a group HO3S- or a group R5CO wherein R5 is C1-6 alkyl, C2-6 alkenyl, aryl, aryl(C1-6)alkyl or aryloxy(C1-6) alkyl; and R4 is an organic group other than methyl bonded to the -CO-NH-moiety via a carbon atom; with the proviso that when R3 is a hydrogen atom or a group R5CO the stereochemical configuration at the a-carbon atom of the C-6 substituent is S, and with the further proviso that when R' is a group HO2S- the hydrogen atoms at C-5 and C-6 are cis. Their use is described as are processes for their preparation. Compounds wherein the R'CO-moiety is replaced by a hydrogen atom are also prepared.

  本发明提供了式(II)化合物： 及其药学上可接受的盐和酯 其中 R3 是氢原子、基团 HO3S- 或基团 R5CO，其中 R5 是 C1-6 烷基、C2-6 烯基、芳基、芳基(C1-6)烷基或芳氧基(C1-6)烷基；以及 R4 是通过一个碳原子与-CO-NH-分子键合的除甲基以外的有机基团；但条件是，当 R3 是氢原子或基团 R5CO 时，C-6 取代基 a 碳原子上的立体化学构型为 S，而且当 R' 是基团 HO2S- 时，C-5 和 C-6 上的氢原子为顺式。本文介绍了这些化合物的用途及其制备工艺。还制备了 R'CO 原子被氢原子取代的化合物。
• Beta-lactam antibacterial compounds, their preparation and pharmaceutical compositions containing them
  申请人：BEECHAM GROUP PLC

  公开号：EP0034443A2

  公开（公告）日：1981-08-26

  The present invention provides the compounds of the formula (II): and pharmaceutically acceptable salts and cleavable esters thereof wherein RCONH is an organic acylamino group and E is a carboxy group or pharmaceutically acceptable salt or ester thereof or is a cyano group. Their preparation is described as is their use in compositions containing them. Compounds wherein RCONH is replaced by an azido group are described as useful intermediates.

  本发明提供了式(II)化合物： 及其药学上可接受的盐和可裂解酯 其中 RCONH 是有机酰氨基，E 是羧基或其药学上可接受的盐或酯或氰基。本文介绍了它们的制备方法以及在含有它们的组合物中的用途。RCONH 被叠氮基团取代的化合物被描述为有用的中间体。
• Modified beta-lactam compounds
  申请人：BEECHAM GROUP PLC

  公开号：EP0067518A1

  公开（公告）日：1982-12-22

  A 1-aza(3.2.0]bicycloheptan-2-carboxylic acid or salt or ester thereof having a substituent at position 7 of the formula: wherein R1 and R2 are independently hydrogen, halogen or an organic group.

  一种 1-氮杂(3.2.0]双环庚烷-2-羧酸或其盐或酯，在式中第 7 位有一个取代基： 其中 R1 和 R2 独立地为氢、卤素或有机基团。
• Beta-lactam compounds, their preparation and their use
  申请人：BEECHAM GROUP PLC

  公开号：EP0073100A1

  公开（公告）日：1983-03-02

  A compound of formula (I): or a pharmaceutically acceptable salt or cleavable ester thereof, wherein RCONH- represents an organic acylamino group, and E is a carboxy group or a pharmaceutically acceptable salt or C,.,o alkyl or substituted C1-10 alkyl ester thereof or is a cyano group.

  式 (I) 的化合物：或其药学上可接受的盐或可裂解酯，其中 RCONH- 代表有机酰氨基，而 E 是羧基或其药学上可接受的盐或 C，.,o 烷基或取代的 C1-10 烷基酯或氰基。