benzyl thiophene-2-acetate | 58416-23-2

• 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: benzyl thiophene-2-acetate
• 英文别名: 2-Thiopheneacetic acid, phenylmethyl ester；benzyl 2-thiophen-2-ylacetate
• CAS: 58416-23-2
• 化学式: C₁₃H₁₂O₂S
• 分子量: 232.303
• InChiKey: INAOLJFAUXIMFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-噻吩甲酰氯 、 三甲基硅烷化重氮甲烷 、 三乙胺 生成 benzyl thiophene-2-acetate
  参考文献：
  名称：

  AOYAMA TOYOHIKO; SHIORI TAKAYUKI, TETRAHEDRON LETT., 1980, 21, NO 46, 4461-4462

  摘要：

  DOI：

文献信息

• Biphenylsulfonamides and derivatives thereof that modulate the activity of endothelin
  申请人：——

  公开号：US20020095041A1

  公开（公告）日：2002-07-18

  Biphenylsulfonamides and methods for modulating or altering the activity of the endothelin family of peptides are provided. In particular, bicyclic or tricyclic carbon or heterocyclic ring biphenylsulfonamides and methods using these sulfonamides for inhibiting the binding of an endothelin peptide to an endothelin receptor by contacting the receptor with the sulfonamide are provided. Methods for treating endothelin-mediated disorders by administering effective amounts of one or more of these sulfonamides or prodrugs thereof that inhibit or increase the activity of endothelin are also provided.

  提供了二苯基磺胺类化合物和调节或改变内皮素家族肽活性的方法。具体包括使用双环或三环碳或杂环环二苯基磺胺类化合物的方法，通过将该磺胺类化合物与内皮素受体接触来抑制内皮素肽与内皮素受体的结合。还提供了通过给予有效剂量的这些磺胺类化合物或其前药来治疗内皮素介导的疾病的方法，这些化合物能够抑制或增加内皮素的活性。
• New methods and reagents in organic synthesis. 17. Trimethylsilyldiazomethane(TMSCHN2) as a stable and safe substitute for hazardous diazomethane. Its application to the arndt-eistert synthesis.
  作者：TOYOHIKO AOYAMA、TAKAYUKI SHIOIRI

  DOI：10.1248/cpb.29.3249

  日期：——

  Although diazomethane is used in the Arndt-Eistert synthesis, it is both highly toxic and also explosive, and hence should be very carefully handled. In place of this hazardous diazomethane, stable and safe trimethylsilyldiazomethane (TMSCHN2) was found to be very useful for the Arndt-Eistert synthesis. TMSCHN2 was easily acylated with a carboxylic acid chloride in tetrahydrofuran-acetonitrile, and thermal treatment of the acylated product in benzyl alcohol and 2, 4, 6-trimethylpyridine smoothly gave the benzyl ester of a homologated acid. Nucleophiles other than benzyl alcohol could also be used. TMSCHN2 may also be able to replace diazomethane in other areas of chemistry.

  尽管偶氮甲烷在阿恩特-艾斯特合成中使用，但它具有高毒性和爆炸性，因此应该非常小心地处理。为了替代这种危险的偶氮甲烷，稳定且安全的三甲基硅烷偶氮甲烷（TMSCHN₂）被发现对于阿恩特-艾斯特合成非常有用。TMSCHN₂可以在四氢呋喃-乙腈中与卤代羧酸酰氯轻松进行酰化，酰化产物在苄醇和2,4,6-三甲基吡啶中的热处理顺利得到了一种同 homologated acid 的苄酯。除了苄醇之外，其他亲核试剂也可以使用。TMSCHN₂可能还能够替代偶氮甲烷在其他化学领域的应用。
• New methods and reagents in organic synthesis. 8. Trimethylsilyldiazomethane. A new, stable, and safe reagent for the classical arndt-eistert synthesis
  作者：Toyohiko Aoyama、Takayuki Shioiri

  DOI：10.1016/s0040-4039(00)92200-7

  日期：——

  Stable and safe trimethylsilyldiazomethane(TMSCHN2) can be used efficiently for the Arndt-Eistert synthesis in place of highly toxic and explosive diazomethane.

  稳定，安全的三甲基甲硅烷基重氮甲烷（TMSCHN 2）可以有效地用于Arndt-Eistert合成，代替剧毒的易爆重氮甲烷。
• [EN] THIENYL-, FURYL-, PYRROLYL- AND BIPHENYLSULFONAMIDES AND DERIVATIVES THEREOF THAT MODULATE THE ACTIVITY OF ENDOTHELIN<br/>[FR] THIENYL-, FURYL-, PYRROLYL- ET BIPHENYL SULFONAMIDES ET LEURS DERIVES MODULANT L'ACTIVITE DE L'ENDOTHELINE
  申请人：TEXAS BIOTECHNOLOGY CORPORATION

  公开号：WO1996031492A1

  公开（公告）日：1996-10-10

  (EN) Thienyl-, furyl- and pyrrolyl-sulfonamides and methods for modulating or altering the activity of the endothelin family of peptides are provided. In particular, N-(isoxazolyl)thienylsulfonamides, N-(isoxazolyl)-furylsulfonamides and N-(isoxazolyl)pyrrolylsulfonamides and methods using these sulfonamides for inhibiting the binding of an endothelin peptide to an endothelin receptor by contacting the receptor with the sulfonamide are provided. Methods for treating endothelin-mediated disorders by administering effective amounts of one or more of these sulfonamides or prodrugs thereof that inhibit or increase the activity of endothelin are also provided.(FR) Thiényl-, furyl- et pyrrolyl-sulfonamides et procédés de modulation ou d'altération de l'activité de la famille endothéline des peptides. L'invention porte en particulier sur des N-(isoxazolyl)thiényl sulfonamides, N-(isoxazolyl)-furyl sulfonamides et N-(isoxazolyl)pyrrolyl sulfonamides et sur des procédés mettant en oeuvre de tels sulfonamides pour inhiber la liaison d'un peptide d'entholéline à un récepteur d'endothéline en soumettant ce récepteur au contact du sulfonamide. L'invention porte également sur des méthodes de traitement des affections à médiation par l'endothéline par administration de quantités efficaces d'un ou plusieurs de ces sulfonamides ou de promédicaments issus de ces sulfonamides inhibant ou accroissant l'activité de l'endothéline.

  提供了硫酰胺类化合物和方法，用于调节或改变内皮素家族肽的活性。具体而言，提供了N-(异恶唑基)噻吩基硫酰胺、N-(异恶唑基)呋喃基硫酰胺和N-(异恶唑基)吡咯基硫酰胺以及使用这些硫酰胺抑制内皮素肽与内皮素受体结合的方法，即通过将受体与硫酰胺接触。还提供了通过给予有效量的这些硫酰胺或其前药来抑制或增加内皮素活性的方法，用于治疗内皮素介导的疾病。
• Thienyl-, furyl-, pyrrolyl- and biphenylsulfonamides and derivatives thereof that modulate the activity of endothelin
  申请人：TEXAS BIOTECHNOLOGY CORPORATION

  公开号：EP1048657A1

  公开（公告）日：2000-11-02

  Biphenylsufonamides of the following formula and methods for modulating or altering the activity of the endothelin family of peptides are provided. The sulfonamides may be used for inhibiting the binding of an endothelin peptide to an endothelin receptor by contacting the receptor with the sulfonamide or a pharmaceutically acceptable salt, acid or ester thereof, wherein Ar2 is and wherein Ar1, R13 and R26 are as defined herein.

  提供以下式子的二苯基磺酰胺和调节或改变内皮素家族肽活性的方法。这些磺酰胺可用于通过将受体与磺酰胺或其药学上可接受的盐、酸或酯接触来抑制内皮素肽与内皮素受体的结合，其中Ar2为，Ar1，R13和R26的定义如本文所述。