2-(2-羟基苯氧基)乙酰胺 | 34919-87-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-(2-羟基苯氧基)乙酰胺
• 英文名称: (2-hydroxyphenoxy)acetamide
• 英文别名: (2-hydroxy-phenoxy)-acetic acid amide；(2-Hydroxy-phenoxy)-essigsaeure-amid；2-(2-Hydroxyphenoxy)acetamide
• CAS: 34919-87-4
• 化学式: C₈H₉NO₃
• mdl: MFCD00547110
• 分子量: 167.164
• InChiKey: IEHBKSPGKFIWET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  72.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-羟基苯氧基)乙酰胺 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 、 水 为溶剂， 反应 11.0h， 生成 [2-(3-tert-butylamino-2-hydroxypropoxy)phenoxy]acetic acid
  参考文献：
  名称：

  Metabolism of proxodolol studied by methods of TLC, mass spectrometry, and NMR

  摘要：

  DOI：

  10.1007/bf02464101
• 作为产物：
  描述：

  2-(2-羟基苯氧基)乙酸甲酯 在 氨 作用下， 生成 2-(2-羟基苯氧基)乙酰胺
  参考文献：
  名称：

  Ludewig, Journal fur praktische Chemie (Leipzig 1954), 1900, vol. <2> 61, p. 360

  摘要：

  DOI：

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。
• 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。
• Esters of penicillin derivatives with beta-lactamase inhibitors, their preparation and their use
  申请人：BEECHAM GROUP PLC

  公开号：EP0084730A1

  公开（公告）日：1983-08-03

  Compounds, their salts and esters, of formula (I): wherein R1 is C1-6 alkyl, C3-8 cycloalkyl, CS-8 cycloalkenyl or an aromatic group; X is oxygen or sulphur; m is zero or one; n is zero, one or two; R2 is hydrogen, acylamino, ureido, acylureido or guanidino; R3 is the residue of a β-lactam containing β-lactamase inhibitor R3C02H; and R4 is hydrogen or a hydrocarbon moiety; any of the above groups being optionally substituted; are ε-lactamase inhibitors, and may be prepared by reacting together a source of (a) the side-chain R1-(X)m-(CH2)n-CHR2-CO- (b) the 6-aminopenicillanic acid moiety; and (c) the esterifying group -CHR4-O-CO-R3. The compounds may be used to treat bacterial infections in animals such as those of the respiratory and urinary tracts, of soft tissues, or mastitis in cattle. They may be administered alone or together with a pharmaceutically acceptable carrier as a pharmaceutical composition.

  式(I)化合物、其盐类和酯类： 其中 R1 是 C1-6 烷基、C3-8 环烷基、CS-8 环烯基或芳香基团； X 是氧或硫；m 是 0 或 1；n 是 0、1 或 2； R2 是氢、酰氨基、脲基、酰脲基或胍基； R3 是含有 β-内酰胺酶抑制剂的 β-内酰胺的残基 R3C02H；以及 R4 是氢或烃基；上述任何基团均可选择被取代； 都是ε-内酰胺酶抑制剂，可通过以下反应制备 (a) R1-(X)m-(CH2)n-CHR2-CO-侧链 (b) 6-氨基青霉烷酸分子；以及 (c) 酯化基团-CHR4-O-CO-R3。 这些化合物可用于治疗动物的细菌感染，如呼吸道和泌尿道感染、软组织感染或牛的乳腺炎。它们可单独施用或与药学上可接受的载体一起作为药物组合物施用。 药物组合物。