2-溴-5-(二甲氧基甲基)噻吩 | 112930-90-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: 2-溴-5-(二甲氧基甲基)噻吩
• 英文名称: 5-bromo-2-(dimethoxymethyl)thiophene
• 英文别名: 5-bromothiophene-2-carboxaldehyde dimethyl acetal；2-bromo-5-(dimethoxymethyl)thiophene；2-bromo-5-(dimethoxyphenyl)thiophene；5-bromo-2-thiophenecarboxaldehyde dimethyl acetal
• CAS: 112930-90-2
• 化学式: C₇H₉BrO₂S
• 分子量: 237.117
• InChiKey: ZTGJLQZRBVUNPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  46.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-溴-5-(二甲氧基甲基)噻吩 在 盐酸 、 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 氯仿 为溶剂， 反应 8.58h， 生成 4-(5-formylthiophen-2-yl)benzonitrile
  参考文献：
  名称：

  Thiophene-Based Diamidine Forms a “Super” AT Binding Minor Groove Agent

  摘要：

  The DNA minor groove is the interaction site for many enzymes and transcription control proteins and as a result, development of compounds that target the minor groove is an active research area. In an effort to develop biologically active minor groove agents, we are preparing and exploring the DNA interactions of a systematic set of diamidine derivatives with a powerful array of methods including DNase 1 footprinting, biosensor-SPR methods, and X-ray crystallography. Surprisingly, conversion of the parent phenyl-furan-phenyl diamidine to a phenyl-thiophene-benzimiclazole derivative yields a compound with over 10-fold-increased affinity for the minor groove at AT sequences. Single conversion of the furan to a thiophene or a phenyl to benzimidazole does not cause a similar increase in affinity. X-ray results indicate a small bond angle difference between the C-S-C angle of thiophene and the C-O-C angle of furan that, when amplified out to the terminal amidines of the benzimidazole compounds, yields a very significant difference in the positions of the amidines; and their DNA interaction strength.

  DOI：

  10.1021/ja048175m
• 作为产物：
  描述：

  5-溴噻吩-2-甲醛 在 Montmorillonite 作用下， 以 二氯甲烷 、 原甲酸三甲酯 为溶剂， 生成 2-溴-5-(二甲氧基甲基)噻吩
  参考文献：
  名称：

  Butenoic acid derivatives

  摘要：

  一个丁烯酸化合物由以下公式定义：##STR1## 其中Z为O、S、乙烯基或偶氮甲烷，A为烷基，J为苯基或其他。它对治疗心脏病有用。

  公开号：

  US05166188A1

文献信息

• Transition-Metal-Catalyzed Selective Cyclization Strategy to 2-Substituted Benzofurans and Indoles en Route to the Oxa Analogues of Isocryptolepine
  作者：Satrajit Indu、Parthasarathi Subramanian、Krishna P. Kaliappan

  DOI：10.1002/ejoc.201402869

  日期：2014.11

  A selective catalytic route to benzofurans and indoles from similar starting materials has been developed. A two-step protocol that involves a transition-metal-catalyzed domino Sonogashira coupling between 2-ethynylanilines and 2-iodophenols followed by selective O- and N-cyclizations afforded 2-(benzofuran-2-yl)anilines and 2-(indol-2-yl)phenols, respectively. The 2-(benzofuran-2-yl)anilines were

  已经开发了一种从类似起始材料中选择性催化苯并呋喃和吲哚的路线。一个两步协议，涉及 2-乙炔基苯胺和 2-碘苯酚之间的过渡金属催化多米诺 Sonogashira 偶联，然后选择性的 O-和 N-环化得到 2-（苯并呋喃-2-基）苯胺和 2-（吲哚- 2-基）酚类，分别。2-（苯并呋喃-2-基）苯胺进一步用于路易斯酸催化的 Pictet-Spengler 型环化反应，以制备异隐油碱的氧杂类似物。
• Bichalcophenes: A concise synthesis of formyl ester- and cyano ester-substituted bithiophenes, bifurans, and furanothiophenes
  作者：Abdelbasset A. Farahat、Arvind Kumar、Alaa El-Din M. Barghash、Fatma E. Goda、Hassan M. Eisa、David W. Boykin

  DOI：10.1002/jhet.295

  日期：——

  Syntheses of new formyl ester- and cyano ester-substituted bithiophenes, bifurans, and furanothiophenes in good yield are described. The key synthetic step uses Stille coupling of appropriately substituted bromo 5-ring heterocycles with stannyl-substituted 5-ring heterocycles.

  描述了以高收率合成新的甲酰基酯和氰基酯取代的联噻吩，联呋喃和呋喃呋喃噻吩的方法。关键的合成步骤使用适当取代的溴5环杂环与苯乙烯基取代的5环杂环的Stille偶联。
• Compounds, compositions and methods for treating or preventing viral infections and associated diseases
  申请人：——

  公开号：US20020052396A1

  公开（公告）日：2002-05-02

  Compounds, compositions and methods are provided for the treatment and prophylaxis of infections and associated diseases caused by viruses of the Flaviviridae family by administering certain rhodanine derivatives, and analogs thereof, tri- and tetracyclic rhodanine alkanoic acids and rhodanine benzoic acids being particularly effective.

  本发明提供了用于治疗和预防由黄病毒科病毒引起的感染和相关疾病的化合物、组合物和方法，通过给予某些罗丹宁衍生物及其类似物，三环和四环罗丹宁脂肪酸和罗丹宁苯甲酸特别有效。
• A modular design for minor groove binding and recognition of mixed base pair sequences of DNA
  作者：Pu Guo、Ananya Paul、Arvind Kumar、Narinder K. Harika、Siming Wang、Abdelbasset A. Farahat、David W. Boykin、W. David Wilson

  DOI：10.1039/c7cc06246j

  日期：——

  The design and synthesis of compounds that target mixed, AT/GC, DNA sequences is described. The design concept connects two N-methyl-benzimidazole-thiophene single GC recognition units with a flexible linker that lets the compound fit the shape and twist of the DNA minor groove while covering a full turn of the double helix.

  描述了针对混合的AT / GC DNA序列的化合物的设计和合成。设计概念将两个N-甲基-苯并咪唑-噻吩单GC识别单元与一个灵活的接头连接，该接头使该化合物适合DNA小沟的形状和扭曲，同时覆盖了完整的双螺旋结构。
• Methods for treating or preventing viral infections and associated diseases
  申请人：Viropharma Incorporated

  公开号：US06316492B1

  公开（公告）日：2001-11-13

  Methods are provided for the treatment and prophylaxis of viral infection and disease associated with such infection.

  提供了用于治疗和预防与病毒感染相关的疾病的方法。