2,6-dimethoxy-4-methyl-benzoic acid methyl ester | 54130-89-1

• 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: 2,6-dimethoxy-4-methyl-benzoic acid methyl ester
• 英文别名: 2,6-Dimethoxy-4-methyl-benzoesaeure-methylester；Dimethylaetherparaorsellinsaeure-methylester；methyl 2,6-dimethoxy-4-methyl-benzoate；Methyl 2,6-dimethoxy-4-methylbenzoate
• CAS: 54130-89-1
• 化学式: C₁₁H₁₄O₄
• 分子量: 210.23
• InChiKey: WBINBYCPVTVQIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,6-dimethoxy-4-methyl-benzoic acid methyl ester 在 喹啉 、 copper oxide-chromium oxide 、 溴 、 溶剂黄146 作用下， 生成 2,4-二溴-1,5-二甲氧基-3-甲基苯
  参考文献：
  名称：

  Median nerve evoked responses and explicit memory during recovery from isoflurane/nitrous oxide anesthesia

  摘要：

  Purpose: To evaluate median nerve somatosensory evoked responses during recovery from anesthesia in relation to clinical findings.Methods: Twenty-two gynecologic patients received isoflurane in nitrous oxide for anesthesia. Midlatency somatosensory evoked responses (N20, P25, N35, P45, N50) were recorded the day before surgery (AWAKE), during steady state anesthesia (STABLE), and every five minutes after discontinuation of anesthesia until the patients were able to name a shown object correctly (RECOVERY). Next day the patients were questioned with a structured interview about their explicit memory of the immediate recovery period and classified into groups: No-MEM (no memory) and MEM (memory). Multivariate analysis of variance compared electrophysiological parameters at the different time points and between the two memory groups.Results: During STABLE isoflurane/N2O anesthesia, all cortical amplitudes were reduced (P less than or equal to 0.003) and all latencies were prolonged compared with AWAKE (P < 0.001). At RECOVERY the latencies N35, P45, N50 remained prolonged (P less than or equal to 0.001), while the amplitudes N20P25 and P45N50 were reduced in comparison to AWAKE (P less than or equal to 0.02). The latencies P45 (48 +/- 8 vs 61 +/- 9 msec) and N50 (67 +/- 12 vs 81 +/- 10 msec) were shorter in the patients of the group MEM (P less than or equal to 0.03) at RECOVERY.Conclusion: The reversibility of anesthetic induced changes in amplitudes and latencies of median nerve somatosensory evoked responses reflected clinical awakening during emergence from isoflurane/nitrous oxide anesthesia. In the patients who had recall for the immediate recovery period, the reversibility of anesthetic induced changes of components P45 and N50 was faster than in patients without recall.

  DOI：

  10.1007/bf03018938
• 作为产物：
  描述：

  2,6-二羟基-4-甲基苯甲醛 在 potassium permanganate 、 乙醚 、 alkaline solution 、 水 、 potassium carbonate 作用下， 生成 2,6-dimethoxy-4-methyl-benzoic acid methyl ester
  参考文献：
  名称：

  Koller; Passler, Monatshefte fur Chemie, 1930, vol. 56, p. 212,231

  摘要：

  DOI：

文献信息

• RXR selective ligands
  申请人：Hoffmann-La Roche Inc.

  公开号：US05986131A1

  公开（公告）日：1999-11-16

  Novel nonatetraenoic acid derivatives which selectively bind to retinoic acid X-receptors (RXR) and which have anti-acne acitvity and which potentiate the activity of retinoids having RAR.alpha. activity are disclosed.

  揭示了一种新颖的非九碳四烯酸衍生物，其选择性地结合到视黄酸X受体（RXR），具有抗痤疮活性，并增强具有RAR.alpha.活性的视黄酸的活性。
• Design and Synthesis of Structure-Simplified Derivatives of Gonytolide for the Promotion of Innate Immune Responses
  作者：Haruhisa Kikuchi、Tsuyoshi Hoshikawa、Shoichiro Kurata、Yasuhiro Katou、Yoshiteru Oshima

  DOI：10.1021/acs.jnatprod.5b00829

  日期：2016.5.27

  activity of innate immune responses. However, biological studies on this compound have been limited by the low amounts of 1 available from natural resources and the difficulty of its synthesis. In this study, we designed and synthesized structure-simplified gonytolide derivatives. Bischromone 10 and biflavone 13 both promoted the mammalian TNF-α signaling pathway and Drosophila innate immunity. They did

  Gonytolide A（1），一种被γ-内酯取代的二聚苯并二氢吡喃酮，显示出先天免疫应答的促进活性。但是，对该化合物的生物学研究受到自然资源中1量少和其合成困难的限制。在这项研究中，我们设计并合成了结构简化的淋藤内酯衍生物。双色酮10和双黄酮13均可促进哺乳动物TNF-α信号通路和果蝇先天免疫。它们不包含手性中心，易于合成。因此，它们可用作新型免疫刺激药物的前导化合物和研究试剂。
• Synthesis of an 11-deoxypretetramide derivative
  作者：James L. Bloomer、Christian S. Brosz

  DOI：10.1016/s0040-4020(01)96675-x

  日期：1985.1

  A short and efficient synthesis of the 4-oxo-1,2,3,4-tetrahydro-2-naphthalenecarboxylic acid derivative () is described. This synthon may be converted to the dihydronaphthacenone derivative () in a regiocontrolled manner in only two steps using condensation with 2,5-dimethoxybenzaldehyde followed by intramolecular acylation. The enol form of the dihydronaphthacenone, () corresponds to a derivative

  描述了4-氧-1,2,3,4-四氢-2-萘甲酸衍生物（）的短而有效的合成。使用与2，5-二甲氧基苯甲醛缩合，然后进行分子内酰化，仅在两个步骤中就可以以区域控制的方式将该合成子转化为二氢萘甲酮衍生物（）。二氢萘甲酮的烯醇形式（）对应于11-脱氧普瑞米特的衍生物。
• The First Synthesis of Coniochaetones A and (±)-B: Two Benzopyranone Derivatives
  作者：Kenji Mori、Gérard Audran、Honoré Monti

  DOI：10.1055/s-1998-1628

  日期：1998.3

  An efficient synthesis of coniochaetone A and of racemate coniochaetone B was achieved by a short five-step procedure from methyl-di-O-methyl-p-orsellinate. The key step is a cascade reaction of 2′-hydroxy-6′-methoxy-4′-methyl-2-(methylsulfinyl)-acetophenone with succindialdehyde in the presence of piperidine which allows the direct building of the tricyclic benzopyranone structure.

  通过简短的五步程序，从甲基-二-O-甲基-p-orellinate 中高效合成了coniochaetone A 和外消旋体coniochaetone B。关键步骤是2'-羟基-6'-甲氧基-4'-甲基-2-(甲基亚磺酰基)-苯乙酮与琥珀二醛在哌啶存在下发生级联反应，从而直接构建三环苯并吡喃酮结构。
• Okazaki, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1939, vol. 59, p. 547,549; dtsch. Ref. S. 190, 192
  作者：Okazaki

  DOI：——

  日期：——