3-(4-溴苯基)-6-甲氧基-1-苯并噻吩 | 192443-25-7

• 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: 3-(4-溴苯基)-6-甲氧基-1-苯并噻吩
• 英文名称: 3-(4-bromo-phenyl)-6-methoxy-benzo[b]thiophene
• 英文别名: 3-(4-Bromophenyl)-6-methoxybenzo[b]thiophene；3-(4-bromophenyl)-6-methoxy-1-benzothiophene
• CAS: 192443-25-7
• 化学式: C₁₅H₁₁BrOS
• 分子量: 319.222
• InChiKey: XQHVZCQNQQRWJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  37.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(4-溴苯基)-6-甲氧基-1-苯并噻吩 在 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 (3-(4-bromophenyl)-6-methoxybenzo[b]thiophene-2-yl)(o-tolyl)methanol
  参考文献：
  名称：

  WO2018/81168

  摘要：

  公开号：
• 作为产物：
  描述：

  间氟苯甲醚 在 三氯化铝 、 potassium tert-butylate 作用下， 以 四氢呋喃 、 硝基苯 为溶剂， 反应 2.17h， 生成 3-(4-溴苯基)-6-甲氧基-1-苯并噻吩
  参考文献：
  名称：

  Synthesis and Structure−Activity Studies of Novel Orally Active Non-Terpenoic 2,3-Oxidosqualene Cyclase Inhibitors

  摘要：

  New orally active non-terpenoic inhibitors of human 2,3-oxidosqualene cyclase (hOSC) are reported. The starting point for the optimization process was a set of compounds derived from a fungicide project, which in addition to showing high affinity for OSC from Candida albicans showed also high affinity for human OSC. Common structural elements of these inhibitors are an amine residue and an electrophilic carbonyl C atom embedded in a benzophenone system, which are at a distance of about 10.7 Angstrom. Considering that the keto moiety is in a potentially labile position, modifications of the substitution pattern at the benzophenone as well as annelated heteroaryl systems were explored. Our approach combined testing of the compounds first for increased binding affinity and for increased stability in vitro. Most promising compounds were then evaluated for their efficacy in lowering plasma total cholesterol (TC) and plasma low-density lipoprotein cholesterol (LDL-C) in hyperlipidemic hamsters. In this respect, the most promising compounds are the benzophenone derivative 1.fumarate and the benzo[d]-isothiazol 24.fumarate, which lowered TC by 40% and 33%, respectively.

  DOI：

  10.1021/jm021120f

文献信息

• A facile synthesis of 3-aryl-substituted-benzothiophenes via a lewis acid mediated cyclization of 2-arylthio-acetophenones
  作者：Seongkon Kim、Jane Yang、Frank DiNinno

  DOI：10.1016/s0040-4039(99)00392-5

  日期：1999.4

  The boron trifluoride-etherate mediated cyclization of 2-arylthio-ketones 1a-h at ambient temperature gave 3-aryl-substituted benzothiophenes 2a-h in excellent yield. None of the rearranged 2-aryl-substituted benzothiophenes were observed.

  在环境温度下，三氟化硼-醚化物的硼酸介导的2-芳基硫基酮1a-h的环化反应以极好的收率得到了3-芳基取代的苯并噻吩2a-h。没有观察到重排的2-芳基取代的苯并噻吩。
• Aminoalkyl-substituted benzo-heterocyclic compounds
  申请人：Hoffmann-La Roche Inc.

  公开号：US05856503A1

  公开（公告）日：1999-01-05

  Aminoalkyl-substituted benzo-heterocyclic compounds of the formula ##STR1## wherein M, Q, R and T are as defined in the specification, as well as acid addition salts thereof. These compounds are useful as cholesterol level lowering agents and as antimycotic agents.

  Aminoalkyl-substituted benzo-heterocyclic compounds of the formula ##STR1## wherein M, Q, R and T are as defined in the specification, as well as acid addition salts thereof. These compounds are useful as cholesterol level lowering agents and as antimycotic agents. 中文翻译：公式为##STR1##的氨基烷基取代苯并杂环化合物，其中M、Q、R和T如规范中所定义，以及其酸盐。这些化合物可用作降低胆固醇水平的药剂和抗真菌药剂。
• Facile synthesis of 3-aryl benzofurans, 3-aryl benzothiophenes, 2-aryl indoles and their dimers
  作者：Pailla Umareddy、Veera Reddy Arava

  DOI：10.1080/00397911.2019.1611856

  日期：2019.9.2

  Abstract The preparation of 3-aryl benzofuran and benzothiophenes and their dimers at 2-position and, 2-aryl indoles and their 3-position dimers preparation is described. Graphical Abstract

  摘要 描述了3-芳基苯并呋喃和苯并噻吩及其2-位二聚体和2-芳基吲哚及其3-位二聚体的制备。图形概要
• Heteroaromate OSC inhibitors
  申请人：——

  公开号：US20020086891A1

  公开（公告）日：2002-07-04

  The present invention relates to heteroaromate OSC inhibitors. The compounds are useful for the treatment and/or prophylaxis of diseases which are associated with 2,3-oxidosqualene-lanosterol cyclase such as hypercholesterolemia, hyperlipemia, arteriosclerosis, vascular diseases, mycoses, gallstones, tumors and/or hyperproliferative disorders, and treatment and/or prophylaxis of impaired glucose tolerance and diabetes.

  本发明涉及杂环芳基OSC抑制剂。这些化合物对与2,3-氧化甾醇-麦角固醇环化酶相关的疾病的治疗和/或预防具有用处，如高胆固醇血症、高脂血症、动脉硬化、血管疾病、真菌病、胆结石、肿瘤和/或过度增生性疾病的治疗和/或预防，以及对糖耐量受损和糖尿病的治疗和/或预防。
• RADIOTRACERS FOR IMAGING ER-POSITIVE BREAST CANCER
  申请人：THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS

  公开号：US20190224346A1

  公开（公告）日：2019-07-25

  Disclosed herein are 18 F-labeled compounds and compositions thereof. Also disclosed are methods of imaging estrogen receptor expressing tissues, or methods of identifying cancer lesions using these compounds.

  本文披露了18F标记的化合物及其组成物。还披露了使用这些化合物成像雌激素受体表达组织或识别癌症病变的方法。