5-碘苯并[b]噻吩-2-羧酸甲酯 | 146137-90-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 中文名称: 5-碘苯并[b]噻吩-2-羧酸甲酯
• 英文名称: methyl 5-iodobenzo[b]thiophene-2-carboxylate
• 英文别名: Methyl 5-iodo-1-benzothiophene-2-carboxylate
• CAS: 146137-90-8
• 化学式: C₁₀H₇IO₂S
• 分子量: 318.135
• InChiKey: HEGKKJCDOJECPN-UHFFFAOYSA-N

物化性质

• 沸点：
  381.0±22.0 °C(Predicted)
• 密度：
  1.838±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-碘苯并[b]噻吩-2-羧酸甲酯 在 N-甲基吡咯烷酮 、 copper(l) iodide 、 sodium pentafluoropropionate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以556 mg的产率得到methyl 5-pentafluoroethylbenzo[b]thiophene-2-carboxylate
  参考文献：
  名称：

  EP2926660

  摘要：

  公开号：
• 作为产物：
  描述：

  5-溴-1-苯并噻吩-2-羧酸甲酯 在 copper(l) iodide 、 sodium iodide 、 N,N'-二甲基乙二胺 作用下， 以 dioxane, 1.4- 为溶剂， 以58%的产率得到5-碘苯并[b]噻吩-2-羧酸甲酯
  参考文献：
  名称：

  [DE] NEUE ALKIN-VERBINDUNGEN MIT MCH-ANTAGONISTISCHER WIRKUNG UND DIESE VERBINDUNGEN ENTHALTENDE ARZNEIMITTEL
  [EN] NOVEL ALKYNE COMPOUNDS WITH AN MCH-ANTAGONISTIC ACTION AND MEDICAMENTS CONTAINING SAID COMPOUNDS
  [FR] NOUVEAUX COMPOSES D'ALCYNE A EFFET ANTAGONISTE VIS-A-VIS DE MCH ET MEDICAMENTS CONTENANT CES COMPOSES

  摘要：

  This invention relates to alkyne compounds of general formula I in which the groups and residues A, B, W, X, Y, Z, R1, and R2 have the meanings specified in claim 1. Furthermore, the invention relates to pharmaceutical compositions containing at least one alkyne compound according to the invention. Due to the MCH receptor antagonistic activity, the pharmaceutical compositions of the present invention are suitable for the treatment of metabolic disorders and/or eating disorders, especially obesity and diabetes.

  公开号：

  WO2005103031A1

文献信息

• Urokinase inhibitors
  申请人：Eisai Co., Ltd.

  公开号：US05340833A1

  公开（公告）日：1994-08-23

  Disclosed are benzothiophene and thienothiophene derivatives useful for inhibiting urokinase activity.

  揭示了对抑制尿激酶活性有用的苯并噻吩和噻吩噻吩衍生物。
• METHOD FOR PROMOTING PLANT GROWTH
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US20150282482A1

  公开（公告）日：2015-10-08

  The present invention provides a method for promoting plant growth, which comprises treating a plant with a compound represented by the following Formula (1): provided that a method for promoting plant growth which comprises treating plants with a compound corresponding to any one of the following (1) to (8) is excluded: (1) Methyl 4-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (2) Methyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (3) Methyl 6-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (4) Methyl 7-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (5) Ethyl 4-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (6) Ethyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (7) Ethyl 6-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, and (8) Ethyl 7-(trifluoromethyl)benzo[b]thiophene-2-carboxylate.

  本发明提供了一种促进植物生长的方法，包括用下式表示的化合物处理植物： 只要排除用与以下任一化合物相对应的化合物处理植物的促进植物生长方法：(1) 甲基4-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(2) 甲基5-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(3) 甲基6-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(4) 甲基7-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(5) 乙基4-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(6) 乙基5-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(7) 乙基6-(三氟甲基)苯并[b]噻吩-2-羧酸酯，以及(8) 乙基7-(三氟甲基)苯并[b]噻吩-2-羧酸酯。
• Synthesis of aryl nitriles by palladium-assisted cyanation of aryl iodides using tert-butyl isocyanide as cyano source
  作者：Xiao Jiang、Jin-Mei Wang、Ying Zhang、Zhong Chen、Yong-Ming Zhu、Shun-Jun Ji

  DOI：10.1016/j.tet.2015.04.059

  日期：2015.7

  A palladium-catalyzed synthesis of aryl nitriles by the cyanation of aryl iodides with tert-butyl isocyanide as cyano source has been developed. This novel and efficient method avoids the use of toxic cyanides. The reaction is easy-to-handle and shows good functional group compatibility.

  已经开发了通过用叔丁基异氰化物作为氰基源氰化芳基碘化物来钯催化的芳基腈的合成。这种新颖而有效的方法避免了使用有毒的氰化物。该反应易于处理并且显示出良好的官能团相容性。
• Alkyne compounds with MCH antagonistic activity and medicaments comprising these compounds
  申请人：Stenkamp Dirk

  公开号：US20050234101A1

  公开（公告）日：2005-10-20

  Alkyne compounds having MCH-receptor antagonistic activity, which are useful for preparing pharmaceutical compositions for the treatment of metabolic disorders and/or eating disorders, particularly obesity and diabetes.

  炔烃化合物具有MCH受体拮抗活性，可用于制备用于治疗代谢性疾病和/或进食障碍的药物组合物，特别是肥胖症和糖尿病。
• Fluorine as an ortho-directing group in aromatic metalation: A two step preparation of substituted benzo[b]thiophene-2-carboxylates
  作者：Alexander J. Bridges、Arthur Lee、Emmanuel C. Maduakor、C.Eric Schwartz

  DOI：10.1016/s0040-4039(00)60806-7

  日期：——

  A simple 2-step synthesis of B-ring substituted benzo[b]thiophene-2-carboxylates from aryl fluorides has been developed. The route involves a selective lithiation ortho to fluorine, followed by formylation, and subsequently, displacement of fluorine with thioglycollate and base-induced ring closure in a single operation.

  已经开发了由芳基氟化物简单地两步合成B环取代的苯并[b]噻吩-2-羧酸酯的方法。该路线涉及对氟的邻位选择性锂化，然后进行甲酰化，随后在一次操作中用硫代乙醇酸酯置换氟并进行碱诱导的闭环。