5-(2-Thienyl)thiazole | 332113-83-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(2-Thienyl)thiazole
• 英文别名: Thiazole, 5-(2-thienyl)-；5-thiophen-2-yl-1,3-thiazole
• CAS: 332113-83-4
• 化学式: C₇H₅NS₂
• 分子量: 167.255
• InChiKey: MFKCSFZEAYFCPQ-UHFFFAOYSA-N

物化性质

• 沸点：
  292.4±15.0 °C(Predicted)
• 密度：
  1.317±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(2-Thienyl)thiazole 在 间氯过氧苯甲酸 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.58h， 生成 5-Thiophen-2-yl-2-(toluene-2-sulfonyl)-thiazole
  参考文献：
  名称：

  Facile Generation of a Library of 5-Aryl-2-arylsulfonyl-1,3-thiazoles

  摘要：

  在氯仿中用五硫化磷/三乙胺处理 N,N-二甲胺基甲基芳基酮，可以直接得到 5-芳基噻唑，而且收率很高。5- 芳基-1,3-噻唑核在 2 位成功地进行了官能化，通过两个步骤，以平行方式得到了大量 5- 芳基-2-芳磺酰基-1,3-噻唑。

  DOI：

  10.1055/s-2006-926243
• 作为产物：
  描述：

  N-甲酰基-N-(2-氧代-2-(噻吩-2-基)乙基)甲酰胺 在 tetraphosphorus decasulfide 、 三乙胺 作用下， 以 氯仿 为溶剂， 以61%的产率得到5-(2-Thienyl)thiazole
  参考文献：
  名称：

  Facile Generation of a Library of 5-Aryl-2-arylsulfonyl-1,3-thiazoles

  摘要：

  在氯仿中用五硫化磷/三乙胺处理 N,N-二甲胺基甲基芳基酮，可以直接得到 5-芳基噻唑，而且收率很高。5- 芳基-1,3-噻唑核在 2 位成功地进行了官能化，通过两个步骤，以平行方式得到了大量 5- 芳基-2-芳磺酰基-1,3-噻唑。

  DOI：

  10.1055/s-2006-926243

文献信息

• Preparation of 2- and 5-Aryl Substituted Thiazoles via Palladium-Catalyzed Negishi Cross-Coupling
  作者：Jacob Jensen、Niels Skjaerbaek、Per Vedsø

  DOI：10.1055/s-2001-9753

  日期：——

  2-Aryl substituted thiazoles 3a-k were prepared by oxidative insertion of zinc into 2-bromothiazole (1) followed by palladium(0)-catalyzed Negishi cross-coupling in a one-pot procedure. 5-Aryl substituted thiazoles 6a-i were prepared by regioselective C-5 lithiation of 2-(trimethylsilyl)thiazole (4) follwed by transmetalation with zinc chloride and palladium(0)-catalyzed Negishi cross-coupling in a one-pot procedure. The synthetic sequences were combined to give 2,5-diaryl substituted thiazoles 8a, b and 10 via stepwise C-2 and C-5 arylation and vice versa.

  2-芳基取代的噻唑3a-k是通过锌的氧化插入2-溴噻唑（1）后，使用钯（0）催化的Negishi交叉偶联反应在一步法中制备的。5-芳基取代的噻唑6a-i是通过2-(三甲基硅基)噻唑（4）的定向选择性C-5锂化，然后与氯化锌进行转金属化，最后在一步法中使用钯（0）催化的Negishi交叉偶联反应制备的。这些合成序列结合起来，通过逐步的C-2和C-5芳基化反应（反之亦然）生成2,5-二芳基取代的噻唑8a、b和10。
• Thiophene derivatives as S1P1/EDGE1 receptor agonists
  申请人：Bolli Martin

  公开号：US20100048648A1

  公开（公告）日：2010-02-25

  The invention relates to novel thiophene derivatives, their preparation and their use as pharmaceutically active compounds. Said compounds particularly act as immunomodulating agents.

  这项发明涉及新型噻吩衍生物，其制备以及作为药用活性化合物的用途。所述化合物特别作为免疫调节剂。
• ARTIFICIAL BASE PAIR CAPABLE OF FORMING SPECIFIC BASE PAIR
  申请人：Hirao Ichiro

  公开号：US20120231462A1

  公开（公告）日：2012-09-13

  The present invention provides a double-stranded nucleic acid in which at least one nucleic acid strand includes an unnatural base that forms a self-complementary base pair or an unnatural base that forms a base pair with any natural base with substantially the same thermal stability. The present invention also provides a method of hybridizing a first nucleic acid strand with a second nucleic acid strand, wherein the first nucleic acid strand includes an unnatural base that forms a self-complementary base pair or an unnatural base that forms a base pair with any natural base with substantially the same thermal stability, and a method of applying the nucleic acid to SNP detection, a DNA chip, DNA/RNA computing, or an in vitro translation system. The present invention provides a method of introducing an unnatural base into a nucleic acid strand and thereby controlling the thermodynamic stability in hybridization of the nucleic acid strand.

  本发明提供一种双链核酸，其中至少一个核酸链包括一种不自然碱基，该碱基形成自补碱基对或与任何天然碱基形成具有基本相同热稳定性的碱基对。本发明还提供了一种将第一核酸链与第二核酸链杂交的方法，其中第一核酸链包括一种形成自补碱基对或与任何天然碱基形成具有基本相同热稳定性的不自然碱基，以及将该核酸应用于SNP检测、DNA芯片、DNA/RNA计算或体外翻译系统的方法。本发明提供了一种将不自然碱基引入核酸链中并从而控制核酸链杂交的热力学稳定性的方法。
• Artificial fluorescent bases
  申请人：Hirao Ichiro

  公开号：US08686130B2

  公开（公告）日：2014-04-01

  The present invention relates to novel unnatural fluorescent nucleic acid bases, that is, a purine base, a 1-deazapurine base, and a 1,7-deazapurine base each having a functional group which consists of two or more heterocyclic moieties linked together, at the 6-position thereof (the 6-position of purine ring). The present invention also relates to a compound containing the unnatural base, a derivative thereof, and a nucleic acid containing a nucleotide having the unnatural base. The present invention also relates to a method of preparing the nucleic acid. The unnatural base of the present invention has excellent fluorescence characteristics and also has excellent properties as a universal base.

  本发明涉及新型的非自然荧光核酸碱基，即嘌呤碱基、1-去氮嘌呤碱基和1,7-去氮嘌呤碱基，每个碱基在其6位（嘌呤环的6位）具有一个由两个或更多杂环基团连接在一起的功能基团。本发明还涉及含有该非自然碱基的化合物、其衍生物和含有该非自然碱基的核酸中的核苷酸。本发明还涉及制备该核酸的方法。该非自然碱基具有优异的荧光特性，并且具有优异的通用碱基特性。
• Artificial base pair capable of forming specific base pair
  申请人：Hirao Ichiro

  公开号：US08895712B2

  公开（公告）日：2014-11-25

  The present invention provides a double-stranded nucleic acid in which at least one nucleic acid strand includes an unnatural base that forms a self-complementary base pair or an unnatural base that forms a base pair with any natural base with substantially the same thermal stability. The present invention also provides a method of hybridizing a first nucleic acid strand with a second nucleic acid strand, wherein the first nucleic acid strand includes an unnatural base that forms a self-complementary base pair or an unnatural base that forms a base pair with any natural base with substantially the same thermal stability, and a method of applying the nucleic acid to SNP detection, a DNA chip, DNA/RNA computing, or an in vitro translation system. The present invention provides a method of introducing an unnatural base into a nucleic acid strand and thereby controlling the thermodynamic stability in hybridization of the nucleic acid strand.

  本发明提供一种双链核酸，其中至少一个核酸链包含一种形成自补碱基对的非天然碱基或一种与任何天然碱基形成具有相同热稳定性的碱基对的非天然碱基。本发明还提供了一种将第一核酸链与第二核酸链杂交的方法，其中第一核酸链包括一种形成自补碱基对的非天然碱基或一种与任何天然碱基形成具有相同热稳定性的碱基对的非天然碱基，并提供了将该核酸应用于SNP检测、DNA芯片、DNA/RNA计算或体外翻译系统的方法。本发明提供了一种将非天然碱基引入核酸链中，从而控制核酸链杂交的热力学稳定性的方法。