1-(4-甲氧基苯基)丙烷-1,2-二醇 | 51410-48-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(4-甲氧基苯基)丙烷-1,2-二醇
• 中文别名: 咪唑并[1,2-a]吡啶-8-羧酸,3-(4-氯苯基)-
• 英文名称: 1-(4-methoxy-phenyl)-propane-1,2-diol
• 英文别名: 1-(4-methoxyphenyl)-1,2-propanediol；1-(4-methoxyphenyl)propane-1,2-diol
• CAS: 51410-48-1
• 化学式: C₁₀H₁₄O₃
• 分子量: 182.219
• InChiKey: MRDZSBVJWOXBRW-UHFFFAOYSA-N

物化性质

• 熔点：
  116 °C
• 沸点：
  141-142 °C(Press: 14 Torr)
• 密度：
  1.146±0.06 g/cm3(Predicted)
• 保留指数：
  1582.3

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2909499000

反应信息

• 作为反应物：
  描述：

  1-(4-甲氧基苯基)丙烷-1,2-二醇 以 水 、 乙腈 为溶剂， 生成 4-甲氧基苯甲醛
  参考文献：
  名称：

  Citterio, Attilio; Arnoldi, Claudio; Giordano, Claudio, Journal of the Chemical Society. Perkin transactions I, 1983, # 5, p. 891 - 896

  摘要：

  DOI：
• 作为产物：
  描述：

  茴香烯 在 四氧化锇 作用下， 以 吡啶 为溶剂， 反应 2.5h， 以56%的产率得到1-(4-甲氧基苯基)丙烷-1,2-二醇
  参考文献：
  名称：

  Acid-catalyzed hydrolysis of cis- and trans-anethole oxides: discrete carbocation intermediates and syn/anti hydration ratios

  摘要：

  Rate and product studies of the hydronium ion-catalyzed hydrolysis reactions of trans-anethole oxide (12b) and its geometric isomer, cis-anethole oxide (13b), were carried out. Acid-catalyzed hydrolysis of trans-anethole oxide is 50 times faster than that of its cis isomer and this difference in reactivity is attributed to steric interactions between the cis-beta-CH3 and the aryl group in the transition state for hydrolysis of cis-anethole oxide that are not present in the transition state for the acid-catalyzed hydrolysis of trans-anethole oxide. Carbocation intermediates in the hydrolysis of both 12b and 13b are trapped, subsequent to their rate-limiting formation, by azide ion. Identical diol product mixtures from the acid-catalyzed hydrolysis of both 12b and 13b, and identical azide product mixtures from their reactions in solutions at low pH containing sodium azide, suggest that both 12b and 13b react to form a common discrete carbocation intermediate and that products are derived from reaction of this intermediate with nucleophiles. Molecular modeling calculations suggest that there are three minimum energy conformations of this carbocation intermediate. Results are interpreted in terms of a mechanism in which rotation about the C(alpha)-C(beta) bond of the intermediate is rapid relative to the rate at which it reacts with solvent or other nucleophiles. Mechanisms involving concerted addition of solvent are ruled out.

  DOI：

  10.1021/jo00062a006

文献信息

• Epoxidation of Styrenes by Hydrogen Peroxide As Catalyzed by Methylrhenium Trioxide
  作者：Ahmad M. Al-Ajlouni、James H. Espenson

  DOI：10.1021/ja00141a016

  日期：1995.9

  Methylrhenium trioxide, CHsub 3}ReOsub 3}, catalyzes the oxidation of styrenes by hydrogen peroxide. Kinetic studies by three methods were carried out in acidic CHsub 3}CN/Hsub 2}O (1:1 v/v) solutions. The catalytically-active species are the mono-peroxide, CHsub 3}Rc(O)sub 2}(Osub 2}), A, and the bis-peroxide, CHsub 3}Re(O)(Osub 2})sub 2}, B, which epoxidize a given styrene at a similar

  三氧化甲基铼，CHsub 3}ReOsub 3}，催化过氧化氢对苯乙烯的氧化。在酸性 CHsub 3}CN/Hsub 2}O (1:1 v/v) 溶液中通过三种方法进行动力学研究。催化活性物质是单过氧化物 CHsub 3}Rc(O)sub 2}(Osub 2})，A 和双过氧化物 CHsub 3}Re(O)( Osub 2})sub 2}, B，以相似的速率环氧化给定的苯乙烯。速率常数对位阻相对不敏感，但随着苯乙烯的亲核性增加，烯烃碳或芳环上的给电子基团提高了速率。间位和对位取代苯乙烯的速率常数遵循线性哈米特关系；与 sigma}sup +} 的相关性给出 rho} = -0.93 +-} 0.05。在 CDsub 3}CN 中，通过 sup 1}H NMR 光谱观察到环氧化物。顺式-β}-甲基苯乙烯和反式-β}-甲基苯乙烯分别导致顺式环氧化物和反式环氧化物。在酸性CHsub
• Ostensible Enzyme Promiscuity: Alkene Cleavage by Peroxidases
  作者：Francesco G. Mutti、Miguel Lara、Markus Kroutil、Wolfgang Kroutil

  DOI：10.1002/chem.201002265

  日期：2010.12.17

  this case the prosthetic group (hemin). Consequently, we propose to define such a promiscuous activity as ‘ostensible enzyme promiscuity’. Thus, we call an activity that is catalysed by an enzyme ‘ostensible enzyme promiscuity’ if the reactivity can be tracked back to a single catalytic site, which on its own can already perform the reaction equally well in the absence of the peptide backbone.

  酶的混杂性通常被认为是酶除了“天然”酶以外还可以催化其他化学反应的能力。在本文中，过氧化物酶被显示出可以催化与芳香族部分相邻的CC双键的裂解，从而破坏了选定的底物，但在酸性pH值下却消耗了分子氧。清楚地表明，该反应是由于存在酶而发生的。此外，反应性显然与过氧化物酶的血红素部分有关。比较过氧化物酶和氯化氯血红素催化的转化，发现这两个反应进行得同样快。另外的实验证实，肽主链对于反应不是必须的，并且仅需要酶的单个官能团，即在这种情况下为辅基（血红素）。所以，我们提议将这样的混杂活动定义为“表面上的酶混杂”。因此，我们称之为通过酶“表面上的酶滥交”催化如果反应性可以跟踪回单催化位点，其在其自身已经可以在不存在肽骨架的进行反应同样良好的活性。
• Fine regioselective tuning in the oxidation of sec,sec 1,2-diols by dimethyldioxirane
  作者：Paolo Bovicelli、Anna Sanetti、Paolo Lupattelli

  DOI：10.1016/0040-4020(96)00615-1

  日期：1996.8

  Non symmetric sec,sec 1.2-diols and their O-isopropylidene derivatives undergo a regioselective oxidation by dimethyldioxirane depending on the electronic effects of the substituents. These results support previous views about the concerted -insertion mechanism via a polar transition state.

  根据取代基的电子效应，不对称的仲，仲1.2-二醇及其O-异亚丙基衍生物会受到二甲基二环氧乙烷的区域选择性氧化。这些结果支持以前关于通过极性过渡状态的协调插入机制的观点。
• ANTIHYPERTENSIVE POLYOL COMPOUND AND DERIVATIVE THEREOF
  申请人：East China University of Science and Technology

  公开号：EP3906969A1

  公开（公告）日：2021-11-10

  The present invention provides a compound as represented by formula I, or a pharmaceutically acceptable salt or ester, a prodrug, an optical isomer, a stereoisomer, or a solvate thereof. The compound provided by the present invention can be used for preparing drugs for preventing or treating hypertension, or hypertension-related diseases, or pulmonary hypertension, or pulmonary hypertension-related diseases. The compound provided by the present invention has a different mechanism from existing drugs for treating hypertension and pulmonary hypertension, thereby laying a new material foundation for the development of drugs for treating hypertension and pulmonary hypertension.

  本发明提供了一种由式I代表的化合物，或其药用可接受的盐或酯，前药，光学异构体，立体异构体或其溶剂合物。本发明提供的化合物可用于制备用于预防或治疗高血压或与高血压相关疾病，或肺动脉高压或与肺动脉高压相关疾病的药物。本发明提供的化合物与现有用于治疗高血压和肺动脉高压的药物具有不同的机制，从而为开发用于治疗高血压和肺动脉高压的药物奠定了新的物质基础。
• 1,2-DISUBSTITUTED HETEROCYCLIC COMPOUNDS
  申请人：EnVivo Pharmaceuticals, Inc.

  公开号：US20140011808A1

  公开（公告）日：2014-01-09

  1,2-disubstituted heterocyclic compounds which are inhibitors of phosphodiesterase 10 are described. Also described are processes, pharmaceutical compositions, pharmaceutical preparations and pharmaceutical use of the compounds in the treatment of mammals, including human(s) for central nervous system (CNS) disorders and other disorders which may affect CNS function. Among the disorders which may be treated are neurological, neurodegenerative and psychiatric disorders including, but not limited to, those associated with cognitive deficits or schizophrenic symptoms.

  本文描述了一种抑制磷酸二酯酶10的1,2-二取代杂环化合物。同时还描述了这些化合物的制备过程、制药组合物、制药制剂以及在治疗哺乳动物（包括人类）的中枢神经系统（CNS）疾病和其他可能影响CNS功能的疾病中的制药用途。这些疾病包括神经系统、神经退行性和精神障碍，包括但不限于与认知缺陷或精神分裂症状相关的疾病。