1,2-dihydroxy-4-(1-hydroxypropyl)benzene | 25474-45-7

• 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: 1,2-dihydroxy-4-(1-hydroxypropyl)benzene
• 英文别名: 4-(1-hydroxypropyl)benzene-1,2-diol；1-(3,4-dihydroxyphenyl)-1-propanol；α-hydroxy-1,2-dihydroxy-4-propylbenzene；1-(3,4-Dihydroxy-phenyl)-propan-1-ol
• CAS: 25474-45-7
• 化学式: C₉H₁₂O₃
• 分子量: 168.192
• InChiKey: VLWNCJPMUMKUMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,2-dihydroxy-4-(1-hydroxypropyl)benzene 、 乙酸酐 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到4-(1-acetoxypropyl)-1,2-phenylene diacetate
  参考文献：
  名称：

  一系列新的羟基chavicol类似物的合成和抗增殖活性的评估

  摘要：

  最近，我们证明了羟基chavicol是Piper槟榔的主要成分和最具活性的生物酚在微摩尔范围内具有显着的抗增殖活性。本文中，我们介绍了来自两种代表性组织类型（即前列腺和子宫颈）的癌细胞系中具有不同抗增殖活性的15种新颖的羟基查韦科尔类似物的设计，合成和评估，与母体化合物相比，它们显示出令人鼓舞的结果。我们的长期目标是建立一种结构-活性导向的关系，以获取有关此类生物活性分子的新型分子靶标的机理性见解，以进行合理的药物开发。在这些新型类似物上进行的细胞毒性引导实验产生了以下结构因素作为关键的活性调节剂：1）与位置4处的羟基取代基不同，位置3的羟基对于增强活性至关重要2）乙酰氧基基团对于活性而言是不可或缺的，如其他人先前所证实的那样3）2'C–3'C的烯丙基双键可起到积极影响抗增殖活性的作用4）1处的长饱和侧链'-位负调节抗增殖活性，并且5）操纵带有苄基的4位对生物活性谱产生正向影响。根据药物化

  DOI：

  10.1016/j.ejmech.2014.01.016
• 作为产物：
  描述：

  (5-Formyl-benzo[1,3]dioxol-2-yl)-acetic acid methyl ester 在 4-二甲氨基吡啶 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 3.08h， 生成 1,2-dihydroxy-4-(1-hydroxypropyl)benzene
  参考文献：
  名称：

  Bocdene and Mocdene Derivatives of Catechols and Catecholamines

  摘要：

  [GRAPHICS]Catechols react chemoselectively, in the presence of either alcohols, 1,2-diols, or simple phenols, with tert-butyl propynoate and with methyl propynoate to give 2-Boc-ethylidene (Bocdene) and 2-Moc-ethylidene (Mocdene) acetals, respectively, in 96-100% yields within 30 min at room temperature, provided that 150 mol % of DMAP is added. Cleavage of these acetals with pyrrolidine readily takes place (at room temperature!) in 95-100% yields, By taking advantage of the features of Bocdene acetals, novel catecholamine-related phosphate mimetics have been prepared.

  DOI：

  10.1021/ol015754c

文献信息

• MASS SPECTROMETRIC IDENTIFICATION AND/OR QUANTITATION OF CATECHOLAMINES USING AMINOPYRAZOLES
  申请人：DH TECHNOLOGIES DEVELOPMENT PTE. LTD.

  公开号：US20160305969A1

  公开（公告）日：2016-10-20

  A method is described for mass spectrometric analysis, detection and quantification of catecholamines. The methods can comprise reacting the catecholamines with a 4-aminoantippyrine reagent and detecting and/or quantifying the adduct produced by the reaction. The methods can also allow for multiplexing. Compounds formed by the reactions are also provided.

  描述了一种用于质谱分析、检测和定量儿茶酚胺的方法。该方法可以包括将儿茶酚胺与4-氨基安替比林试剂反应，并检测和/或定量由反应产生的加合物。该方法还可以实现多重复合。还提供了反应产生的化合物。
• Topical Delivery System for Antiaging and Skin Whitening Agents
  申请人：GUPTA SHYAM K.

  公开号：US20090074691A1

  公开（公告）日：2009-03-19

  This invention relates to certain hydroxyaryl alkanols, alkyl amines, alkyl amino acids, alkyl amino esters, and alkyl amino alkanols (“Hydroxyaryl compounds”) of formula (I). A method of topical application of said hydroxyaryl compounds is also disclosed. The treatment of certain enzyme dysfunctions that cause skin or hair condition such as darkened skin including age spots, dark circles around the eyes, and discoloration of skin from stretch marks; skin conditions related to acne including excess facial oil and facial pore size; premature hair aging including hair loss and graying; inflammation including intra-cellular and extra-cellular inflammation; skin aging including wrinkles and fine lines; loss of collagen including thinning skin and loss of skin pliability; malfunction of tyrosinase group of enzymes; and malfunction of matrix metalloprotease group of enzymes with said hydroxyaryl compounds is also disclosed:

  本发明涉及公式（I）的某些羟基芳基丙醇、烷基胺、烷基氨基酸、烷基氨基酯和烷基氨基丙醇（“羟基芳基化合物”）。还公开了一种使用上述羟基芳基化合物的局部应用方法。本发明还公开了使用上述羟基芳基化合物治疗某些酶功能障碍，这些酶功能障碍导致皮肤或头发状况的异常，例如黑化的皮肤，包括老年斑、眼周黑眼圈和妊娠纹引起的皮肤色素沉着；与痤疮相关的皮肤状况，包括过多的面部油脂和面部毛孔大小；过早的头发老化，包括脱发和白发；炎症，包括细胞内和细胞外炎症；皮肤衰老，包括皱纹和细纹；胶原蛋白流失，包括皮肤变薄和失去弹性；酪氨酸酶类酶的功能障碍；以及基质金属蛋白酶类酶的功能障碍。
• SUBSTITUTED BETA-PHENYL-ALPHA-HYDROXY-PROPANOIC ACID, SYNTHESIS METHOD AND USE THEREOF
  申请人：Zheng Xiaohui

  公开号：US20090131677A1

  公开（公告）日：2009-05-21

  The present invention relates to a compound of the formula (I), wherein R 1 , R 2 and R 3 are each independently selected from H, OH, F, Cl, Br, methoxy and ethoxy; or alternatively, R 1 and R 2 together form —OCH 2 O—, R 3 is selected from H, OH, methoxy, ethoxy and halogens; R 4 is OH or acyloxy; R 5 is cycloalkoxyl, amino and substituted amino, and when R 5 is selected from amino, at least one of R 1 , R 2 and R 3 is not H. The present invention further relates to a process for synthesizing a compound of the formula (I), and use of the compound of the formula (I) in the manufacture of a medicament for the prevention or treatment of cardiovascular or cerebrovascular diseases.

  本发明涉及公式（I）的化合物，其中R1、R2和R3各自独立地选自H、OH、F、Cl、Br、甲氧基和乙氧基；或者，R1和R2一起形成-OCH2O-，R3选自H、OH、甲氧基、乙氧基和卤素；R4为OH或酰氧基；R5为环烷氧基、氨基和取代氨基，当R5选自氨基时，至少有R1、R2和R3中的一个不是H。本发明还涉及合成公式（I）化合物的方法，以及使用公式（I）化合物制造用于预防或治疗心血管或脑血管疾病的药物。
• Systems and Methods for the Depolymerization of a Biopolymer
  申请人：YALE UNIVERSITY

  公开号：US20160130202A1

  公开（公告）日：2016-05-12

  Methods for the production and isolation of a monomer from a biopolymer are described. The method includes extracting a biopolymer from a biopolymer source and depolymerizing the biopolymer into a monomer. Methods for the production and isolation of a monomer from corn lignin are also described. The method includes extracting corn lignin from corn biomass and depolymerizing the corn lignin into a monomer.

  描述了从生物聚合物中生产和分离单体的方法。该方法包括从生物聚合物源中提取生物聚合物，并将生物聚合物降解为单体。还描述了从玉米木质素中生产和分离单体的方法。该方法包括从玉米生物质中提取玉米木质素，并将玉米木质素降解为单体。
• Systems and methods for the depolymerization of a biopolymer
  申请人：Yale University

  公开号：US10059650B2

  公开（公告）日：2018-08-28

  Methods for the production and isolation of a monomer from a biopolymer are described. The method includes extracting a biopolymer from a biopolymer source and depolymerizing the biopolymer into a monomer. Methods for the production and isolation of a monomer from corn lignin are also described. The method includes extracting corn lignin from corn biomass and depolymerizing the corn lignin into a monomer.

  本文描述了从生物聚合物中生产和分离单体的方法。该方法包括从生物聚合物源中提取生物聚合物，并将生物聚合物解聚成单体。 还描述了从玉米木质素中生产和分离单体的方法。该方法包括从玉米生物质中提取玉米木质素并将玉米木质素解聚成单体。