potassium 4-hydroxyphenylacetate | 83053-47-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: potassium 4-hydroxyphenylacetate
• 英文别名: potassium salt of 4-hydroxyphenylacetic acid；4-hydroxyphenylacetic acid potassium salt；Potassium;4-(carboxymethyl)phenolate；potassium;4-(carboxymethyl)phenolate
• CAS: 83053-47-8
• 化学式: C₈H₇O₃*K
• 分子量: 190.24
• InChiKey: RHIOEEIGPHCYPV-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -3.31
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  60.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  potassium 4-hydroxyphenylacetate 在 sodium hydride 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 66.0h， 生成 (4-Oxiranylmethoxy-phenyl)-acetic acid cyclohexyloxycarbonylmethyl ester
  参考文献：
  名称：

  Soft drugs. 7. Soft .beta.-blockers for systemic and ophthalmic use

  摘要：

  The "inactive metabolite approach" was used to design a series of "soft" drugs derived from the acidic metabolite of metoprolol. Pharmacokinetic and pharmacodynamic properties of these novel "soft" beta-adrenoceptor antagonists were determined: half-lives in human blood ranged from 5 to 754 min. The rates of in vivo disappearance of representative slow, medium, and fast hydrolyzing esters were determined in rats. In each case rapid and quantitative conversion to the corresponding free acid was observed. This suggests a facile, one-step degradation to the predicted major metabolite. The compounds were tested for their ability to decrease intraocular pressure in a rabbit model. Five of the new compounds exerted an ocular hypotensive action comparable to or greater than that of the reference compound, timolol maleate, and with a prolonged duration of action in some cases. In contrast the new compounds showed reduced and shorter duration systemic activity. The adamantylethyl ester emerges as a potentially effective antiglaucoma agent with significantly improved site-specific activity.

  DOI：

  10.1021/jm00403a028
• 作为产物：
  描述：

  对羟基苯乙酸 生成 potassium 4-hydroxyphenylacetate
  参考文献：
  名称：

  BODOR, NICOLAS;AHMED, A. N., EGYPT. J. PHARM. SCI., 29,(1988) N 1-4, C. 179-189

  摘要：

  DOI：

文献信息

• Soft .beta.-adrenergic blocking agents
  申请人：——

  公开号：US04829086A1

  公开（公告）日：1989-05-09

  New soft .beta.-adrenergic blocking agents, useful in the treatment or prevention of cardiovascular disorders and in the treatment of glaucoma, have the formula ##STR1## wherein n is an integer from 0 to 10; R is C.sub.6 -C.sub.12 cycloalkyl-C.sub.p H.sub.2p --, C.sub.6 -C.sub.18 polycycloalkyl-C.sub.p H.sub.2p --, C.sub.6 -C.sub.18 polycycloalkenyl-C.sub.p H.sub.2p -- or C.sub.6 C.sub.12 cycloalkenyl-C.sub.p H.sub.2p -- (wherein p is 0, 1, 2 or 3), or together with the adjacent ##STR2## group represents a variety of other complex ester groupings; R.sub.1 is C.sub.1 -C.sub.7 alkyl; and Ar is a divalent radical containing at least one aromatic nucleus. The corresponding pharmaceutically acceptable acid addition salts are also described.

  新型的β-肾上腺素受体阻滞剂，可用于治疗或预防心血管疾病以及治疗青光眼，其化学式为##STR1## 其中 n 为 0 到 10 的整数；R 为 C.sub.6 -C.sub.12 环烷基-C.sub.p H.sub.2p --、C.sub.6 -C.sub.18 多环烷基-C.sub.p H.sub.2p --、C.sub.6 -C.sub.18 多环烯基-C.sub.p H.sub.2p -- 或 C.sub.6 C.sub.12 环烯基-C.sub.p H.sub.2p --（其中 p 为 0、1、2 或 3），或者与相邻的##STR2## 基团一起表示各种其他复杂的酯基团；R.sub.1 为 C.sub.1 -C.sub.7 烷基；Ar 为含有至少一个芳香核的双价基团。还描述了相应的药用可接受的酸盐衍生物。
• Process for preparation of substituted benzyl esters
  申请人：ELI LILLY AND COMPANY

  公开号：EP0051457A2

  公开（公告）日：1982-05-12

  A process for preparing a benzyl phenyl-acetate of the formula I wherein R1 is hydroxy, protected hydroxy, hydrogen, C1-C4 alkyl, C1-C4 alkoxy or halo; one of R2 and R3 is hydrogen and the other is phenoxy or C1-C6 alkoxy; which comprises reacting an alkali metal phenylacetate of the formula II with a benzyl halide of the formula III wherein M is sodium or potassium, and X is chloro or bromo; in an organic solvent which is inert to esterification and in which the phenylacetic acid salt is substantially insoluble. and in the presence of a catalytic amount of a phase transfer catalyst of. the formula wherein X' is chloro, bromo, iodo, toluenesulfonate or methanesulfonate; R4 and R5 are independently C1-C16 alkyl, phenyl or benzyl: R6 and R7 are independently C1-C16 alkyl; provided that. when X1 is a group other than iodo, the process is carried out in the presence of from 0.1 to 0.5 mole of an alkali metal iodide per mole of product to be produced.

  一种制备式 I 苯乙酸苄酯的工艺 其中 R1 是羟基、受保护的羟基、氢、C1-C4 烷基、C1-C4 烷氧基或卤代物；R2 和 R3 中的一个是氢，另一个是苯氧基或 C1-C6 烷氧基；该工艺包括使式 II 的碱金属苯乙酸盐与式 III 的卤化苄基物反应 与式 III 的苄基卤化物反应 其中 M 是钠或钾，X 是氯或溴，在对酯化惰性且苯乙酸盐基本上不溶解的有机溶剂中，并在催化量的式 III 相转移催化剂存在下进行反应。 其中 X'为氯、溴、碘、甲苯磺酸盐或甲磺酸盐； R4 和 R5 独立地为 C1-C16 烷基、苯基或苄基：当 X1 为碘以外的基团时，该工艺在每摩尔待生产产品含有 0.1 至 0.5 摩尔碱金属碘化物的情况下进行。
• Method of preparing acyloxybenzenesulfonic acids and salts thereof
  申请人：ETHYL CORPORATION

  公开号：EP0165480A1

  公开（公告）日：1985-12-27

  Alkali metal salts and alkaline earth metal salts of' acyloxybenzenesulfonate are prepared by sulfonating an aryl ester of an organic acid with gaseous sulfur trioxide to produce a sulfonation reaction mixture containing acyloxybenzenesulfonic acid, neutralizing the sulfonation reaction mixture with alkali metal hydroxide or alkaline earth metal hydroxide to produce an alkali metal salt or alkaline earth metal salt of an acyloxybenzenesulfonic acid and thereafter recovering from the reaction mixture the acyloxybenzenesulfonic acid salt product thus formed.

  丙烯酰氧基苯磺酸的碱金属盐和碱土金属盐的制备方法是：将有机酸的芳基酯与气态三氧化硫磺化，生成含有丙烯酰氧基苯磺酸的磺化反应混合物，用碱金属氢氧化物或碱土金属氢氧化物中和磺化反应混合物，生成丙烯酰氧基苯磺酸的碱金属盐或碱土金属盐，然后从反应混合物中回收由此生成的丙烯酰氧基苯磺酸盐产物。
• Photodecarboxylative benzylations of phthalimides
  作者：Fadi Hatoum、Sonia Gallagher、Louise Baragwanath、Johann Lex、Michael Oelgemöller

  DOI：10.1016/j.tetlet.2009.08.115

  日期：2009.11

  Photoadditions of phenylacetates to phthalimides give the corresponding benzylated hydroxyphthalimidines in moderate to high yields of 29-90%. With 2-phenylpropanoate, photoaddition affords a diastereoisomeric mixture in a de of 24% in favour of the like-diastereoisomer. L-3-Phenyl lactate and 2-oxo-3-phenylpropanoate both furnish the benzylated product through subsequent loss of formaldehyde and decarbonylation, respectively. (C) 2009 Elsevier Ltd. All rights reserved.
• US4537724A
  申请人：——

  公开号：US4537724A

  公开（公告）日：1985-08-27