(5-nitrobenzo[b]thiophen-2-yl)methanol | 4688-15-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: (5-nitrobenzo[b]thiophen-2-yl)methanol
• 英文别名: 5-nitro-2-hydroxymethylthionaphthene；5-nitro-2-hydroxymethylbenzothiophene；5-nitrobenzo[b]thiophene-2-methanol；<5-Nitro-thionaphthen-2-yl>-methanol；(5-nitro-1-benzothiophen-2-yl)methanol
• CAS: 4688-15-7
• 化学式: C₉H₇NO₃S
• 分子量: 209.225
• InChiKey: HMVHUMJLIMTJJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  94.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (5-nitrobenzo[b]thiophen-2-yl)methanol 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以49%的产率得到(5-Amino-1-benzothiophen-2-yl)methanol
  参考文献：
  名称：

  Regio/diastereo-controls of the Bingel-type biscyclopropanation of [60]fullerene by using bismalonates with a Tröger base analogue-derived tether

  摘要：

  Four kinds of bismalonates tethered with a Troger base derivative were synthesized and used for the double Bingel reaction of [60]fullerene. the regio/diastereoselectivities of the reaction were highly influenced by the structure of the Troger base derivatives. Heteroaromatic analogues of the Troger base were found to be applicable as the core the the tether. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.11.022
• 作为产物：
  描述：

  2-氯-5-硝基苯甲醛 在 sodium tetrahydroborate 、 乙醇 、 potassium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 (5-nitrobenzo[b]thiophen-2-yl)methanol
  参考文献：
  名称：

  [EN] HETEROARYL COMPOUNDS AS INHIBITORS OF PROGRAMMED NECROSIS PATHWAY, COMPOSITION AND METHOD USING THE SAME
  [FR] COMPOSÉS HÉTÉROARYLE EN TANT QU'INHIBITEURS DE LA VOIE DE NÉCROSE PROGRAMMÉE, COMPOSITION ET PROCÉDÉ FAISANT APPEL À CEUX-CI

  摘要：

  本公开提供了式（I）的杂环芳基化合物，其制备方法，含有它们的药物组合物，以及它们在治疗由程序性坏死途径引起或相关的疾病和紊乱中的应用。

  公开号：

  WO2021138694A1

文献信息

• [EN] THE 5,6-DIMETHOXY-1, 1-DIOXOBENZO(B)THIOPHENE-2-METHYLOXYCARBONYL (DM-BSMOC) AND RELATED AMINO-PROTECTING GROUPS<br/>[FR] 5,6-DIMÉTHOXY-1, 1-DIOXOBENZO(B)THIOPHÈNE-2-MÉTHYLOXYCARBONYL (DM-BSMOC) ET GROUPES AMINO-PROTECTEURS CORRESPONDANTS
  申请人：UNIV MASSACHUSETTS

  公开号：WO2015009837A1

  公开（公告）日：2015-01-22

  Amino acid protecting groups are provided for use in peptide synthesis. Particular compounds disclosed include 5,6-dimethoxy-l,l-dioxobenzo[b]thiophi methyloxycarbonyl (DM-Bsmoc) and related amino-protecting groups.

  氨基酸保护基可用于肽合成。具体披露的化合物包括5,6-二甲氧基-1,1-二氧代苯并[b]噻吩甲氧羰基（DM-Bsmoc）和相关的氨基保护基。
• [EN] HETEROARYL COMPOUNDS AS INHIBITORS OF PROGRAMMED NECROSIS PATHWAY, COMPOSITION AND METHOD USING THE SAME<br/>[FR] COMPOSÉS HÉTÉROARYLE EN TANT QU'INHIBITEURS DE LA VOIE DE NÉCROSE PROGRAMMÉE, COMPOSITION ET PROCÉDÉ FAISANT APPEL À CEUX-CI
  申请人：ZHANG XIAOHU

  公开号：WO2021138694A1

  公开（公告）日：2021-07-08

  The present disclosure provides heteroaryl compounds of Formula (I), processes for their preparation, pharmaceutical compositions containing them, and their use in the treatment of diseases and disorders, arising from or related to the programmed necrosis pathway.

  本公开提供了式（I）的杂环芳基化合物，其制备方法，含有它们的药物组合物，以及它们在治疗由程序性坏死途径引起或相关的疾病和紊乱中的应用。
• Sulfonamide anti-arrhythmic agents
  申请人：Pfizer Inc.

  公开号：US04956382A1

  公开（公告）日：1990-09-11

  A series of novel N-alkyl-N-(alkanesulphonamidoheterocyclicmethyl)-4-alkanesulphonamidophene tyl mines have been prepared, including their pharmaceutically acceptable salts and various key novel intermediates therefor. The heterocyclic moiety present in these compounds is a benzo-fused heterocyclic group derived from either benzofuran, benzothiophene, benzoxazole or quinoline, and it is attached to the adjacent methyl group of the molecule by means of the available ring carbon atom which is situated alpha to the hetero atom. These particular compounds are useful in therapy as highly effective anti-arrhythmic agents and therefore, are of value in the treatment of various cardiac arrhythmias. Preferred member compounds include N-methyl-N-(5-methanesulphonamidobenzofur-2-ylmethyl)-4-methanesulphonamid op henethylamine and N-methyl-N-(6-methanesulphonamidoquinol-2-ylmethyl)-4-methanesulphonamidop hen thylamine. Methods for preparing all these compounds from known starting materials are provided.

  已制备了一系列新颖的N-烷基-N-(烷磺酰胺杂环甲基)-4-烷磺酰胺苯基矿物，包括它们的药用可接受的盐和各种关键的新颖中间体。这些化合物中存在的杂环基团是来源于苯并呋喃、苯并噻吩、苯并噁唑或喹啉的苯并杂环基团，并且通过可用的环碳原子连接到分子的相邻甲基基团，该环碳原子位于异原子的α位。这些特定化合物在治疗中非常有效，可用作高效的抗心律失常药物，因此对于治疗各种心脏心律失常具有价值。首选的成员化合物包括N-甲基-N-(5-甲磺酰胺基苯并呋喃-2-基甲基)-4-甲磺酰胺苯基乙胺和N-甲基-N-(6-甲磺酰胺基喹啉-2-基甲基)-4-甲磺酰胺苯基乙胺。提供了从已知起始材料制备所有这些化合物的方法。
• Potent, orally active aldose reductase inhibitors related to zopolrestat: surrogates for benzothiazole side chain
  作者：Banavara L. Mylari、Thomas A. Beyer、Pamela J. Scott、Charles E. Aldinger、Michael F. Dee、Todd W. Siegel、William J. Zembrowski

  DOI：10.1021/jm00081a006

  日期：1992.2

  broad structure-activity program was undertaken in search of effective surrogates for the key benzothiazole side chain of the potent aldose reductase inhibitor, zopolrestat (1). A structure-driven approach was pursued, which spanned exploration of three areas: (1) 5/6 fused heterocycles such as benzoxazole, benzothiophene, benzofuran, and imidazopyridine; (2) 5-membered heterocycles, including oxadiazole

  为了寻找有效的醛糖还原酶抑制剂zopolrestat（1）的关键苯并噻唑侧链的有效替代物，进行了广泛的结构活性程序。追求结构驱动的方法，该方法涵盖了三个领域的探索：（1）5/6稠合杂环，如苯并恶唑，苯并噻吩，苯并呋喃和咪唑并吡啶；（2）5元杂环，包括带有侧基芳基的恶二唑，恶唑，噻唑和噻二唑，以及（3）苯并噻唑的形式当量的硫代苯胺。在糖尿病并发症的一项急性试验中，发现几种苯并恶唑和1,2,4-恶二唑衍生的类似物是有效的人胎盘醛糖还原酶抑制剂，并且在防止大鼠坐骨神经中山梨醇蓄积方面具有口服活性。3,4-Dihydro-4-oxo-3-[（5，（7-二氟-2-苯并恶唑基）甲基] -1-酞嗪乙酸（124）是苯并恶唑系列中最好的（IC50 = 3.2 x 10（-9）M）; 当口服剂量为10 mg / kg时，它可将山梨醇在大鼠坐骨神经中的蓄积抑制78％。化合物139，3,4-二氢-4-氧代-3-[[[（（2-氟苯基）-1
• Aminoalkyl-substituted aromatic bicyclic compounds, methods for their preparation and their use as pharmaceuticals
  申请人：——

  公开号：US20030212070A1

  公开（公告）日：2003-11-13

  The present invention relates to aminoalkyl-substituted aromatic bicyclic compounds of formula I, 1 which are valuable pharmaceutically active compounds that are suitable, for example, for the treatment of obesity, type II diabetes, arteriosclerosis, high blood pressure, paresthesia, depression, anxiety, anxiety neuroses, schizophrenia, disorders associated with the circadian rhythm, and drug abuse, as well as normalizing lipid metabolism.

  本发明涉及公式I的氨基烷基取代芳香双环化合物，这些化合物是有价值的药用活性化合物，例如适用于治疗肥胖症、2型糖尿病、动脉硬化、高血压、感觉异常、抑郁症、焦虑症、焦虑神经症、精神分裂症、与昼夜节律相关的疾病以及药物滥用，同时还能正常化脂质代谢。