1-methoxy-2-(methoxymethoxy)-4-methylbenzene | 111726-42-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-methoxy-2-(methoxymethoxy)-4-methylbenzene
• 英文别名: 2-(methoxymethoxy)-4-methylanisole
• CAS: 111726-42-2
• 化学式: C₁₀H₁₄O₃
• 分子量: 182.219
• InChiKey: OZZSXMGHFLENCP-UHFFFAOYSA-N

物化性质

• 沸点：
  254.7±30.0 °C(Predicted)
• 密度：
  1.031±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-methoxy-2-(methoxymethoxy)-4-methylbenzene 在 palladium diacetate 盐酸 、 甲醇 、 potassium phosphate 、 正丁基锂 、 水 、 三溴化硼 、 magnesium 、 氯甲基甲基醚 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基乙酰胺 为溶剂， 生成 2,3-dihydroxy-6-methyl-7,8-dihydro-10-chloro-stilbene
  参考文献：
  名称：

  WO2007/118329

  摘要：

  公开号：
• 作为产物：
  描述：

  异香兰素 在 palladium 10% on activated carbon 、 氢气 、 sodium hydride 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 20.0 ℃ 、689.49 kPa 条件下， 反应 36.0h， 生成 1-methoxy-2-(methoxymethoxy)-4-methylbenzene
  参考文献：
  名称：

  An Alternative Procedure for the Synthesis of 1,8-dimethyl-5-methoxytetralin-6-ol

  摘要：

  将市售的 3-羟基-4-甲氧基苯甲醛 3 进行氢化和保护，得到 2-甲氧基-5-甲基苯酚的甲氧基甲醚。通过与 5-溴戊-1-烯进行烷基化、环化和脱保护，将其转化为 1,8-二甲基-5-甲氧基四氢萘-6-醇。

  DOI：

  10.3184/174751913x13663119523020

文献信息

• Bacterial Catabolism of Biphenyls: Synthesis and Evaluation of Analogues
  作者：Sven Nerdinger、Eugene Kuatsjah、Timothy E. Hurst、Inge Schlapp-Hackl、Volker Kahlenberg、Klaus Wurst、Lindsay D. Eltis、Victor Snieckus

  DOI：10.1002/cbic.201800231

  日期：2018.8.16

  Alkylated 2,3‐dihydroxybiphenyls (DHBs) have been prepared on the gram scale by using a Directed ortho Metalation–Suzuki–Miyaura coupling strategy. These compounds were used to investigate the substrate specificity of the meta‐cleavage dioxygenase BphC, a key enzyme in the microbial catabolism of biphenyl. Isolation of the meta‐cleavage products will allow further study of the catabolism of lignin‐derived

  烷基化的2,3-二羟基联苯（地区保健委员会）已通过使用有向制备的克规模邻金属化-铃木-宫浦偶联策略。这些化合物用于研究间位裂解双加氧酶BphC（联苯微生物分解代谢中的关键酶）的底物特异性。分离元裂解产物将有助于进一步研究木质素衍生联苯的分解代谢。
• AROMATIC NITROGEN-CONTAINING 6-MEMBERED RING COMPOUNDS AND THEIR USE
  申请人：Morimoto Hiroshi

  公开号：US20110166135A1

  公开（公告）日：2011-07-07

  The present invention provides aromatic nitrogen-containing 6-membered ring compounds having excellent PDE10 inhibitory activity. The present invention relates to an aromatic nitrogen-containing 6-membered ring compound represented by the following formula [I 0 ] or a pharmaceutically acceptable salt thereof, a method for preparing the same, and use of said compounds for PDE10 inhibitors, and a pharmaceutical composition comprising said compounds as an active ingredient: Formula [I 0 ] wherein: X 1 , X 2 and X 3 each independently are N or CH, and at least two of X 1 , X 2 and X 3 are N; A is *—CH═CH—, *—C(Alk)=CH—, *—CH 2 —CH 2 — or *—O—CH 2 — (* is a bond with R 1 ); Alk is a lower alkyl group; Ring B is an optionally substituted nitrogen-containing aliphatic heterocyclic group; R 1 is an optionally substituted nitrogen-containing heterocyclic group, a nitrogen-containing heterocyclic moiety of which is a moiety selected from the group consisting of quinoxalinyl, quinolyl, isoquinolyl, quinazolinyl, pyrazinyl, pyrimidinyl and a moiety thereof fused with a 5 to 6-membered aliphatic ring thereto; Y 0 is a group selected from the group consisting of the following (1) to (5): (1) an optionally substituted phenyl or an optionally substituted aromatic monocyclic 5 to 6-membered heterocyclic group; (2) an optionally substituted aminocarbonyl; (3) an optionally substituted amino lower alkyl; (4) —O—R 2 wherein R 2 is hydrogen, an optionally substituted lower alkyl, lower cycloalkyl, aliphatic monocyclic 5 to 6-membered heterocyclic group, or Formula [AA]; (5) mono- or di-substituted amino; provided that, when Y 0 is mono- or di-substituted amino, the nitrogen-containing heterocyclic moiety of R 1 is not quinoxalinyl or quinolyl.

  本发明提供了具有优异的PDE10抑制活性的芳香族含氮6元环化合物。本发明涉及以下式[I0]或其药学上可接受的盐，其为一种芳香族含氮6元环化合物，以及其制备方法，用于PDE10抑制剂的化合物和包含该化合物作为活性成分的药物组合物：式[I0]其中：X1、X2和X3各自独立地为N或CH，且至少两个X1、X2和X3为N；A为*—CH═CH—、*—C(Alk)=CH—、*—CH2— —或*—O— —（*为R1的键）；Alk为低碳基；环B为可选取代的含氮脂肪族杂环基；R1为可选取代的含氮杂环基，其中含氮杂环基是从喹啉基、喹啉基、异喹啉基、喹唑啉基、吡嗪基、嘧啶基和它们与5至6元脂环环融合的基中选择的基；Y0为从以下组合中选择的基（1）到（5）：（1）可选取代的苯基或可选取代的芳香单环5至6元杂环基；（2）可选取代的氨基甲酰基；（3）可选取代的氨基低碳基；（4）—O—R2，其中R2为氢、可选取代的低碳基、低环烷基、脂肪单环5至6元杂环基或式[AA]；（5）单取代或双取代的氨基；但当Y0为单取代或双取代的氨基时，R1的含氮杂环基不是喹啉基或喹啉基。
• Weeratunga, Gamini; Jaworska-Sobiesiak, Alina; Horne, Stephen, Canadian Journal of Chemistry, 1987, vol. 65, p. 2019 - 2023
  作者：Weeratunga, Gamini、Jaworska-Sobiesiak, Alina、Horne, Stephen、Rodrigo, Russel

  DOI：——

  日期：——
• Hydroxyindole derivatives as inhibitors of IL-1 generation. II. Synthesis and pharmacological activities of (E)-3-(7-hydroxy-6-methoxyindole-4-yl)-2-methylpropenoic acid derivatives
  作者：M Tanaka、M Okita、H Akamatsu、K Chiba、H Obaishi、N Nagakura、H Sakurai、I Yamatsu

  DOI：10.1016/0223-5234(96)89134-3

  日期：1996.1

  A series of (E)-3-(7-hydroxy-6-methoxyindole-4-yl)-2-methylpropenoic acid derivatives was prepared and the inhibitory activities of its members on IL-1 generation were evaluated in an in vitro system using exudate cells from the rat carboxymethyl cellulose (CMC) induced air-pouch model. All the compounds in this new series were found to be inhibitors of IL-1 generation. In particular, the methoxy-substituted 2-phenyl compounds 28d-f were the most potent inhibitors of IL-1 generation (eg, 28d: IC50 = 0.8 mu M). The compounds in this series also inhibited IL-1 alpha and IL-1 beta generations in an in vitro system using human monocytes stimulated with LPS (eg, 28b: IC50 = 1.4 mu M (IL-1 alpha) and 0.9 mu M (IL-1 beta)).
• WEERATUNGAJ, GAMINI;JAWORSKA-SOBIESIAK, ALINA;HORNE, STEPHEN;RODRIGO, RUS+, CAN. J. CHEM., 65,(1987) N 9, 2019-2023
  作者：WEERATUNGAJ, GAMINI、JAWORSKA-SOBIESIAK, ALINA、HORNE, STEPHEN、RODRIGO, RUS+

  DOI：——

  日期：——