methyl 2-hydroxy-4-methoxy-3,6-dimethylbenzoate | 19104-04-2

• 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: methyl 2-hydroxy-4-methoxy-3,6-dimethylbenzoate
• CAS: 19104-04-2
• 化学式: C₁₁H₁₄O₄
• 分子量: 210.23
• InChiKey: DYMZNDLKDACCFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 2-hydroxy-4-methoxy-3,6-dimethylbenzoate 在 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 12.0h， 以97%的产率得到2-hydroxy-4-methoxy-3,6-dimethylbenzoic acid
  参考文献：
  名称：

  巴巴酸的合成

  摘要：

  摘要 以市售的酒石酸甲酯为起始原料，通过八个步骤实现了一种合成活性巴巴酸的新方法，总收率为 22.3%。这种合成提供了获得多克数量的巴巴巴酸的途径，其具有良好的纯度，可用于参考供应以及进一步的分析和毒理学研究。

  DOI：

  10.1080/10286020.2021.2023506
• 作为产物：
  描述：

  2-羟基-4-甲氧基-3,6-二甲基-苯甲酸 4-羧基-3-羟基-5-甲基苯基酯 在 barium dihydroxide 、 sodium carbonate 作用下， 生成 methyl 2-hydroxy-4-methoxy-3,6-dimethylbenzoate
  参考文献：
  名称：

  Pfau, Helvetica Chimica Acta, 1928, vol. 11, p. 873

  摘要：

  DOI：

文献信息

• Preparation of resorcinol derivatives
  申请人：BASF Aktiengesellschaft

  公开号：US04426332A1

  公开（公告）日：1984-01-17

  A process for the preparation of resorcinol derivatives of the general formula I ##STR1## where R.sup.1 is carbalkoxy, nitrile, alkyl or H and R.sup.2 to R.sup.5 are H or lower alkyl, by reacting the corresponding cyclohexane-1,3-dione (II) with oxygen or an oxygen-containing gas in the presence of a catalytic amount of a copper compound and of from 1 to 10 moles of a hydrogen halide, or from 0.5 to 5 moles of thionyl chloride per mole of II, in an alkanol having from 1 to 6 carbon atoms, tetrahydrofuran or methyl tert.-butyl ether as the solvent, at from 0.degree. to 150 C., without the addition of a significant amount of water to the reaction mixture. Some of the resorcinol derivatives prepared are useful scents with fragrance notes of the character of the odoriferous substance of natural oak moss.

  一种制备一般式I的间苯二酚衍生物的方法##STR1##其中R.sup.1是羧酯，腈，烷基或H，而R.sup.2到R.sup.5是H或较低的烷基，通过将相应的环己烷-1,3-二酮(II)与氧气或含氧气体在存在少量的铜化合物和每摩尔II的1到10摩尔氢卤化物或0.5到5摩尔亚硫酰氯反应，在具有1到6个碳原子的烷基醇，四氢呋喃或甲基叔丁基醚作为溶剂的条件下，在0°C至150°C下进行，反应混合物中不添加大量水。制备的一些间苯二酚衍生物是具有天然橡苔香气物质特征的有用香味。
• Isolation, Chemical Modification, and Anticancer Activity of Major Metabolites of the Lichen Parmotrema mesotropum
  作者：Uppuluri Venkata Mallavadhani、Reddy Srilakshmi Tirupathamma、G. Sagarika、Sistla Ramakrishna

  DOI：10.1007/s10600-019-02824-2

  日期：2019.9

  Extensive chromatographic purification of the chloroform–methanol (1:1) extract of the lichen Parmotrema mesotropum led to the isolation of methyl hematommate (1), methyl-2,4-dihydroxy-3,6-dimethylbenzoate (2), orcinol (3), and atranorin (4). The two major metabolites (1 and 2) were subjected to chemical modification and a total of 15 analogues were synthesized. The synthesized analogues and their parent compounds were evaluated for their anticancer potential against a panel of five human cancer cell lines. Among the tested samples, compound 1g showed potent activity against three cancer cell lines, namely DU145 (IC50 20.07 μM), MCF-7 (IC50 20.94 μM), and U87MG (IC50 25.32 μM). This compound can be considered as lead a molecule for further development.

  通过对地衣 Parmotrema mesotropum 的氯仿-甲醇（1:1）提取物进行广泛的色谱纯化，分离出了赤藓酸甲酯（1）、2,4-二羟基-3,6-二甲基苯甲酸甲酯（2）、orcinol（3）和 atranorin（4）。对这两种主要代谢物（1 和 2）进行化学修饰后，共合成了 15 种类似物。对合成的类似物及其母体化合物进行了抗癌潜力评估，评估对象包括五种人类癌症细胞系。在测试的样品中，化合物 1g 对三种癌细胞株，即 DU145（IC50 20.07 μM）、MCF-7（IC50 20.94 μM）和 U87MG（IC50 25.32 μM）表现出了强效活性。该化合物可作为进一步开发的先导分子。
• 一种新型坝巴酸醚类衍生物及其合成方法和应用
  申请人：贵州中医药大学

  公开号：CN116640062A

  公开（公告）日：2023-08-25

  本发明公开了一种新型坝巴酸醚类衍生物及其合成方法和应用。所述新工艺合成方法是以橡苔(2，4‑二羟基苯甲酸甲酯)作为化合物合成的起始原料，合成坝巴酸及其衍生物。本方法先合成相应的中间体酚或酸，最终再酯化缩合的方法合成缩酚酸类化合物，最终合成得到醚类化合物，有效避免了直接在酯类基础上衍生的不稳定因素，高效、方便，是适合缩酚酸类化合物合成的有效途径。通过MTT法检测细胞毒性实验，该醚类化合物均对MDCK细胞具有毒性，对癌细胞A549、HePG2和22RV1具有细胞毒性，说明具有潜在的抗肿瘤活性，对于治疗抗肿瘤性疾病具有重要意义。
• Sonn, Chemische Berichte, 1929, vol. 62, p. 3015
  作者：Sonn

  DOI：——

  日期：——
• Acupressure wristbands do not prevent postoperative nausea and vomiting after urological endoscopic surgery
  作者：Anil Agarwal、Ashish Pathak、Atul Gaur

  DOI：10.1007/bf03020945

  日期：2000.4

  Purpose: To evaluate the efficacy of acupressure wristbands in the prevention of postoperative nausea and vomiting (PONV).Methods: Two hundred ASA I - II patients undergoing elective endoscopic urological procedures were included in a randomized, prospective, double blind, placebo-controlled study. Spherical beads of acupressure wristbands were placed at the P6 points in the anterior surface of both forearms in Group I patients (acupressure group, n = 100) whereas, in Group 2 (control group, n = 100) they were placed inappropriately on the posterior surface; The acupressure wristbands were applied 30 min before induction of anesthesia and were removed six hours postoperatively, Anesthesia was induced with thiopental and maintained with nitrous oxide and oxygen, fentanyl, isoflurane and vecuronium. The tracheas were extubated on the operation table after patients received neostigmine and atropine. Post operative nausea-and vomiting were evaluated separately as none, mild, moderate or severe at the time of patient's arrival in PACU, then at six hours and twenty-four hours after surgery by a blinded observer.Results: In the acupressure group, 25 patients had PONV compared with 29 patients in the control group (P = NS).Conclusion: Application of acupressure wristbands at the P6 of both forearms 30 min before induction of anesthesia did not decrease the incidence of PONV in patients undergoing endoscopic urological procedures.