3-Methoxy-2-methylthiophene | 53119-55-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Methoxy-2-methylthiophene
• CAS: 53119-55-4
• 化学式: C₆H₈OS
• 分子量: 128.195
• InChiKey: OXHKQGRHPLZUGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  37.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Methoxy-2-methylthiophene 在 bis-triphenylphosphine-palladium(II) chloride 、 正丁基锂 、 碘 作用下， 以 四氢呋喃 、 乙醚 、 甲苯 为溶剂， 反应 48.5h， 生成 4,4''-Dimethoxy-5,5''-dimethyl-2,2':5',2''-terthiophene
  参考文献：
  名称：

  Synthesis of .beta.-Methoxy, Methyl-Capped .alpha.-Oligothiophenes

  摘要：

  The first syntheses of structurally defined methoxyoligothiophenes are described. Nine alpha-coupled oligothiophenes, dimers through hexamers, symmetrically substituted at the ''inside'' or ''outside'' beta-positions with two or four methoxy groups, and with terminal methyl groups, were prepared. The electron-donor methoxy groups and terminal methyls have been shown to stabilize cationic species formed by oxidation or protonation of these oligomers. The oligomers were built up by the cross coupling of(mono- or oligo-) beta-methoxy-alpha-iodothiophenes and (mono- or oligo-) alpha-stannylthiophenes catalyzed by Pd(0)/Pd(ll) or by the redox home-coupling of alpha-thienyllithium compounds with Fe(acac)(3). Synthesis by the cross coupling of thienyl Grignard reagents and bromothiophenes with Ni(0) or Suzuki coupling using organoboranes was not successful. An X-ray crystal structure of a dimethoxy quaterthiophene is reported.

  DOI：

  10.1021/jo00126a034
• 作为产物：
  描述：

  3-甲氧基噻吩 、 硫酸二甲酯 在 正丁基锂 作用下， 以 乙醚 为溶剂， 以85%的产率得到3-Methoxy-2-methylthiophene
  参考文献：
  名称：

  Synthesis of .beta.-Methoxy, Methyl-Capped .alpha.-Oligothiophenes

  摘要：

  The first syntheses of structurally defined methoxyoligothiophenes are described. Nine alpha-coupled oligothiophenes, dimers through hexamers, symmetrically substituted at the ''inside'' or ''outside'' beta-positions with two or four methoxy groups, and with terminal methyl groups, were prepared. The electron-donor methoxy groups and terminal methyls have been shown to stabilize cationic species formed by oxidation or protonation of these oligomers. The oligomers were built up by the cross coupling of(mono- or oligo-) beta-methoxy-alpha-iodothiophenes and (mono- or oligo-) alpha-stannylthiophenes catalyzed by Pd(0)/Pd(ll) or by the redox home-coupling of alpha-thienyllithium compounds with Fe(acac)(3). Synthesis by the cross coupling of thienyl Grignard reagents and bromothiophenes with Ni(0) or Suzuki coupling using organoboranes was not successful. An X-ray crystal structure of a dimethoxy quaterthiophene is reported.

  DOI：

  10.1021/jo00126a034

文献信息

• Diels-Alder Reaction of Methoxythiophenes: A New One-Pot Synthesis of Dimethyl Phthalates
  作者：C. Corral、J. Lissavetzky、I. Manzanares

  DOI：10.1055/s-1997-1493

  日期：1997.1

  A series of dimethyl phthalates have been prepared from methoxythiophenes and dimethyl acetylenedicarbocylate (DMAD) in xylene. When the reaction is carried out in acetic acid, thienylfumarates are obtained.

  一系列的邻苯二甲酸二甲酯已通过甲氧基噻吩与邻苯二甲酸二甲醇酯（DMAD）在二甲苯中反应制备得到。在乙酸中进行该反应时，则得到苯并呋喃二酸二甲酯。
• PYRAZOLO[1,5-A]PYRIMIDINES AS ANTIVIRAL AGENTS
  申请人：Gilead Sciences, Inc.

  公开号：US20130164280A1

  公开（公告）日：2013-06-27

  The invention provides compounds and pharmaceutically acceptable salts and esters and compositions thereof, for treating viral infections. The compounds and compositions are useful for treating Pneumovirinae virus infection including Human respiratory syncytial virus infections.

  该发明提供了用于治疗病毒感染的化合物、药物可接受的盐和酯以及它们的组合物。这些化合物和组合物对于治疗包括人类呼吸道合胞病毒感染在内的肺病毒亚科病毒感染是有用的。
• PIPERIDIN-4-YL AZETIDINE DERIVATIVES AS JAK1 INHIBITORS
  申请人：Huang Taisheng

  公开号：US20110224190A1

  公开（公告）日：2011-09-15

  The present invention provides piperidin-4-yl azetidine derivatives, as well as their compositions and methods of use, that modulate the activity of Janus kinase 1 (JAK1) and are useful in the treatment of diseases related to the activity of JAK1 including, for example, inflammatory disorders, autoimmune disorders, cancer, and other diseases.

  本发明提供了哌啶-4-基氮杂环丙烷衍生物，以及它们的组合物和使用方法，这些衍生物调节Janus激酶1（JAK1）的活性，并且在治疗与JAK1活性相关的疾病方面具有用处，例如炎症性疾病、自身免疫性疾病、癌症和其他疾病。
• 2,6-DIOXASPIRO [4,5] DECANE DERIVATIVES AND PREPARATION METHOD THEREFOR AND PHARMACEUTICAL APPLICATIONS THEREOF
  申请人：SHANDONG LUYE PHARMACEUTICAL CO., LTD.

  公开号：US20200255444A1

  公开（公告）日：2020-08-13

  The present invention relates to a series of 2,6-dioxaspiro [4,5] decane derivatives and applications thereof in preparation of opiate receptor p agonist related drugs; and in particular relates to the derivative compounds shown in formula (I), tautomers thereof or pharmaceutically acceptable compositions thereof.

  本发明涉及一系列2,6-二氧杂螺[4,5]癸烷衍生物及其在制备阿片受体P激动剂相关药物中的应用；特别涉及式(I)所示的衍生物化合物，其互变异构体或其药学上可接受的组合物。
• THIAZOLE COMPOUND AND USE THEREOF
  申请人：Otsuka Pharmaceutical Company, Limited

  公开号：EP1748044A1

  公开（公告）日：2007-01-31

  An object of the present invention is to provide a novel thiazole compound with specific inhibitory activity against phosphodiesterase 4. The present invention provides a compound represented by Formula (1), an optical isomer thereof, or a salt thereof: wherein R1 is a di-C1-6 alkoxyphenyl group; R2 is any one of the following groups (a) to (t): (a) a phenyl group; (b) a naphthyl group; (c) a pyridyl group; (d) a furyl group; (e) a thienyl group; (f) an isoxazolyl group; (g) a thiazolyl group; (h) a pyrrolyl group; (i) an imidazolyl group; (j) a tetrazolyl group; (k) a pyrazinyl group; (1) a thienothienyl group; (m) a benzothienyl group; (n) an indolyl group; (o) a benzimidazolyl group; (p) an indazolyl group; (q) a quinolyl group; (r) a 1,2,3,4-tetrahydroquinolyl group; (s) a quinoxalinyl group; and (t) a 1,3-benzodioxolyl group; and A is any one of the following groups (i) to (vi): (i) -CO-B- wherein B is a C1-6 alkylene group; (ii) -CO-Ba wherein Ba is a C2-6 alkenylene group; (iii) -CH(OH)-B-; (iv) -COCH(COOR3)-Bb- wherein R3 is a C1-6 alkyl group and Bb is a C1-6 alkylene group; and (v) -Bc- wherein Bc is a C2-6 alkylene group.

  本发明的目的是提供一种对磷酸二酯酶4具有特异抑制活性的新型噻唑化合物。本发明提供一种由式（1）表示的化合物，其光学异构体或盐：其中R1是二C1-6烷氧基苯基基团；R2是以下分组之一（a）至（t）中的任意一种：（a）苯基；（b）萘基；（c）吡啶基；（d）呋喃基；（e）噻吩基；（f）异氧唑基；（g）噻唑基；（h）吡咯基；（i）咪唑基；（j）四唑基；（k）吡嗪基；（l）噻吩噻吩基；（m）苯并噻吩基；（n）吲哚基；（o）苯并咪唑基；（p）吲哚基；（q）喹啉基；（r）1,2,3,4-四氢喹啉基；（s）喹啉基；和（t）1,3-苯并二氧杂环戊基；以及A是以下分组之一（i）至（vi）中的任意一种：（i）-CO-B-，其中B是C1-6烷基基团；（ii）-CO-Ba，其中Ba是C2-6烯基基团；（iii）-CH(OH)-B-；（iv）-COCH(COOR3)-Bb-，其中R3是C1-6烷基基团，Bb是C1-6烷基基团；和（v）-Bc-，其中Bc是C2-6烷基基团。