methyl (2,5-dihydroxyphenyl)acetate | 60508-85-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: methyl (2,5-dihydroxyphenyl)acetate
• 英文别名: methyl 2-(2,5-dihydroxyphenyl)acetate；methyl 2,5-dihydroxyphenylacetate；(2,5-dihydroxy-phenyl)-acetic acid methyl ester；(2,5-Dihydroxy-phenyl)-essigsaeure-methylester
• CAS: 60508-85-2
• 化学式: C₉H₁₀O₄
• 分子量: 182.176
• InChiKey: ULASCVJUGWDMFN-UHFFFAOYSA-N

物化性质

• 熔点：
  119.5-120.5 °C
• 沸点：
  350.7±27.0 °C(Predicted)
• 密度：
  1.309±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl (2,5-dihydroxyphenyl)acetate 在 sodium sulfate 、 silver(l) oxide 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以85%的产率得到(3,6-Dioxo-cyclohexa-1,4-dienyl)-acetic acid methyl ester
  参考文献：
  名称：

  Al-Hamdany, R.; Al-Rawi, J. M.; Ahmed, B. A., Journal fur praktische Chemie (Leipzig 1954), 1987, vol. 329, # 2, p. 337 - 342

  摘要：

  DOI：
• 作为产物：
  描述：

  2,5-bis(acetyloxy)benzoic acid 在 盐酸 、 氯化亚砜 、 乙醚 、 silver(l) oxide 、 苯 作用下， 生成 methyl (2,5-dihydroxyphenyl)acetate
  参考文献：
  名称：

  SYNTHETIC ANALOGS OF CORTICAL HORMONES. I. HOMOGENTISIC ACID AND α,2,5-TRIHYDROXYACETOPHENONE DERIVATIVES FROM 2,5-DIACETOXY-α-DIAZOACETOPHENONE¹

  摘要：

  DOI：

  10.1021/jo01119a008

文献信息

• Phaseoloidin, a homogentisic acid glucoside from Entada phaseoloides
  作者：Arun K. Barua、Manas Chakrabarty、Pran K. Datta、Sarmila Ray

  DOI：10.1016/0031-9422(88)80038-4

  日期：1988.1

  Abstract The structure of phascoloidin isolated from the seeds of Entada phaseoloides has been determined as homogentisic acid 2- O -β- d -glucopyranoside by chemical and spectral means.

  摘要 从 Entada 菜豆种子中分离出的 phascoloidin 结构已通过化学和光谱方法确定为 homogentisic acid 2-O -β-d-glucopyranoside。
• Hydroquinone-Based Derivatization Reagents for the Quantitation of Amines Using Electrochemical Detection
  作者：Mark J. Rose、Susan M. Lunte、Robert G. Carlson、John F. Stobaugh

  DOI：10.1021/ac981236c

  日期：1999.6.1

  Two new reagents, NDTE (2,5-dihydroxyphenylacetic acid, 2,5-bis-tetrahydropyranyl ether p-nitrophenyl ester) and HLTE (homogentisic γ-lactone tetrahydropyranyl ether), are described for the chemical derivatization of primary and/or secondary amines to form an electrochemically active product. These reagents undergo reaction with the aforementioned analytes to form a product possessing the hydroquinone moiety, thus allowing for reversible electrochemical detection at mild oxidation potentials. The reactivity of each reagent was demonstrated by using N-ethylbenzylamine (EBzA) and the dipeptide isoleucine leucine methyl ester as model analytes. The investigation included the isolation and identification of the intermediates and final products from derivatization of EBzA. These isolated standards were subsequently characterized with respect to electrochemical properties by means of cyclic voltammetry. In LC-EC experiments, the concentration limit of detection (CLOD) of the purified EBzA product was determined to be 5 nM (100 fmol) at a detection potential of +200 mV vs Ag/AgCl ([Cl-] = 3 M). The CLOD values obtained by LC-EC after derivatization of aqueous solutions of EBzA and Ile-Leu-OMe with NDTE were 25 nM (250 fmol) and 250 nM (2.5 pmol), respectively.

  本文介绍了 NDTE（2,5-二羟基苯乙酸，2,5-双四氢吡喃基醚对硝基苯酯）和 HLTE（均质γ-内酯四氢吡喃基醚）这两种新试剂，用于对伯胺和/或仲胺进行化学衍生以形成具有电化学活性的产物。这些试剂与上述分析物发生反应，形成具有对苯二酚分子的产物，从而可以在温和的氧化电位下进行可逆电化学检测。以 N-乙基苄胺（EBzA）和二肽异亮氨酸亮氨酸甲酯为模型分析物，证明了每种试剂的反应性。研究包括分离和鉴定 EBzA 衍生过程中的中间产物和最终产物。随后通过循环伏安法对这些分离出的标准品进行了电化学特性鉴定。在 LC-EC 实验中，纯化的 EBzA 产物的检测浓度限（CLOD）被确定为 5 nM（100 fmol），检测电位为 +200 mV vs Ag/AgCl（[Cl-] = 3 M）。用 NDTE 对 EBzA 和 Ile-Leu-OMe 的水溶液进行衍生后，通过 LC-EC 测得的 CLOD 值分别为 25 nM（250 fmol）和 250 nM（2.5 pmol）。
• Dithiazole compounds, matrix metalloprotease inhibitors and external preparations for the skin
  申请人：——

  公开号：US20040236111A1

  公开（公告）日：2004-11-25

  A dithiazole compound or a salt thereof expressed by formula (I): 1 wherein R 1 is hydrogen atom, alkyl, etc.; R 2 is hydrogen atom, hydroxy, alkyl, aryl, arylalkoxy, arylalkyl, etc.; R 3 is one group of formulae (II), (III) and (IV): 2 This compound has an excellent inhibiting action on matrix metalloprotease (MMPs) activity, and is useful for pharmaceutical, cosmetic and skin external compositions.

  一种由式（I）表示的二噻唑化合物或其盐：其中，R1是氢原子，烷基等；R2是氢原子，羟基，烷基，芳基，芳基烷氧基，芳基烷基等；R3是式（II），（III）和（IV）的一种基团：该化合物对基质金属蛋白酶（MMPs）活性具有出色的抑制作用，并且在制药，化妆品和皮肤外用组合物中非常有用。
• Benzofuran compounds, compositions and methods for treatment and prophylaxis of hepatitis C viral infections and associated diseases
  申请人：——

  公开号：US20040162318A1

  公开（公告）日：2004-08-19

  The present invention relates to novel benzofuran derivatives and analogs, as well as compositions containing the same and to the use thereof for the treatment or prophylaxis of viral infections and diseases associated therewith, particularly those viral infections and associated diseases caused by the hepatitis C virus.

  本发明涉及新型苯并呋喃衍生物和类似物，以及含有它们的组合物，以及将它们用于治疗或预防与病毒感染有关的疾病，特别是由丙型肝炎病毒引起的病毒感染和相关疾病的用途。
• BENZOFURAN COMPOUNDS, COMPOSITIONS AND METHODS FOR TREATMENT AND PROPHYLAXIS OF HEPATITIS C VIRAL INFECTIONS AND ASSOCIATED DISEASES
  申请人：Saha K. Ashis

  公开号：US20070231318A1

  公开（公告）日：2007-10-04

  The present invention relates to novel benzofuran derivatives and analogs, as well as compositions containing the same and to the use thereof for the treatment or prophylaxis of viral infections and diseases associated therewith, particularly those viral infections and associated diseases caused by the hepatitis C virus.

  本发明涉及新型苯并呋喃衍生物和类似物，以及含有它们的组合物，以及将其用于治疗或预防病毒感染和与之相关的疾病，特别是由丙型肝炎病毒引起的病毒感染和相关疾病。