6-溴-8-氟-2-羟基萘 | 82995-06-0

• 物质功能分类: 化学试剂 - 有机试剂 - 多环化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 6-溴-8-氟-2-羟基萘
• 中文别名: 6-溴-8-氟-2-萘酚
• 英文名称: 3-bromo-1-fluoro-7-hydroxynaphthalene
• 英文别名: 6-bromo-8-fluoro-2-naphthol；6-Bromo-8-fluoronaphthalen-2-ol
• CAS: 82995-06-0
• 化学式: C₁₀H₆BrFO
• 分子量: 241.059
• InChiKey: NDCOKFWKXFDSKD-UHFFFAOYSA-N

物化性质

• 熔点：
  126-127 °C
• 沸点：
  352.3±22.0 °C(Predicted)
• 密度：
  1.693±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2908199090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319

反应信息

• 作为反应物：
  描述：

  6-溴-8-氟-2-羟基萘 在 sodium hydroxide 、 potassium permanganate 作用下， 以 水 为溶剂， 反应 3.5h， 生成 5-bromo-3-fluorophthalic acid
  参考文献：
  名称：

  Synthesis of 5-fluoro-7,12-dimethylbenz[a]anthracene-3,4-dione: nucleophilic displacement of fluorine in polyaromatic hydrocarbons

  摘要：

  DOI：

  10.1021/jo00143a035
• 作为产物：
  描述：

  1-氨基-7-萘酚 在 盐酸 、 溴 、 三溴化硼 、 potassium carbonate 、 溶剂黄146 、 tin(ll) chloride 、 sodium nitrite 作用下， 以 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 16.0h， 生成 6-溴-8-氟-2-羟基萘
  参考文献：
  名称：

  ERβ Ligands. 3. Exploiting Two Binding Orientations of the 2-Phenylnaphthalene Scaffold To Achieve ERβ Selectivity

  摘要：

  The 2-phenylnaphthalene scaffold was explored as a simplified version of genistein in order to identify ER selective ligands. With the aid of docking studies, positions 1, 4, and 8 of the 2-phenylnaphthalene template were predicted to be the most potentially influential positions to enhance ER selectivity using two different binding orientations. Both orientations have the phenol moiety mimicking the A-ring of genistein. Several compounds predicted to adopt orientations similar to that of genistein when bound to ERbeta were observed to have slightly higher ER affinity and selectivity than genistein. The second orientation we exploited, which was different from that of genistein when bound to ERbeta, resulted in the discovery of several compounds that had superior ER selectivity and affinity versus genistein. X-ray structures of two ER selective compounds (i.e., 15 and 47) confirmed the alternate binding mode and suggested that substituents at positions 1 and 8 were responsible for inducing selectivity. One compound (i.e., 47, WAY-202196) was further examined and found to be effective in two models of inflammation, suggesting that targeting ER may be therapeutically useful in treating certain chronic inflammatory diseases.

  DOI：

  10.1021/jm058173s

文献信息

• Substituted phenyl naphthalenes as estrogenic agents
  申请人：Wyeth

  公开号：US20030181519A1

  公开（公告）日：2003-09-25

  This invention provides estrogen receptor modulators of formula I, having the structure 1 wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , and R 10 , are as defined in the specification, or a pharmaceutically acceptable salt thereof.

  这项发明提供了具有结构的式I的雌激素受体调节剂 1 其中 R 1 ，R 2 ，R 3 ，R 4 ，R 5 ，R 6 ，R 7 ，R 8 ，R 9 和R 10 如规范中所定义，或其药用可接受盐。
• [EN] NOVEL BENZIMIDAZOLE DERIVATIVES<br/>[FR] NOUVEAUX DÉRIVÉS DE BENZIMIDAZOLE
  申请人：ENANTA PHARM INC

  公开号：WO2013052369A1

  公开（公告）日：2013-04-11

  The present invention discloses compounds of Formula (I), or pharmaceutically acceptable salts, esters, or prodrugs thereof: which inhibit RNA-containing virus, particularly the hepatitis C virus (HCV). Consequently, the compounds of the present invention interfere with the life cycle of the hepatitis C virus and are also useful as antiviral agents. The present invention further relates to pharmaceutical compositions comprising the aforementioned compounds for administration to a subject suffering from HCV infection. The invention also relates to methods of treating an HCV infection in a subject by administering a pharmaceutical composition comprising the compounds of the present invention.

  本发明揭示了式（I）的化合物，或其药学上可接受的盐、酯或前药：其抑制RNA含量的病毒，特别是丙型肝炎病毒（HCV）。因此，本发明的化合物干扰丙型肝炎病毒的生命周期，也可用作抗病毒剂。本发明还涉及包含上述化合物的制药组合物，用于治疗患有HCV感染的受试者。本发明还涉及通过给受试者注射包含本发明化合物的制药组合物来治疗HCV感染的方法。
• [EN] COMPOUNDS AS S-NITROSOGLUTATHIONE REDUCTASE INHIBITORS<br/>[FR] COMPOSÉS EN TANT QU'INHIBITEURS DE LA S-NITROSOGLUTATHION RÉDUCTASE
  申请人：N30 PHARMACEUTICALS LLC

  公开号：WO2012170371A1

  公开（公告）日：2012-12-13

  The present invention is directed to compounds useful as S-nitrosoglutathione reductase (GSNOR) inhibitors, pharmaceutical compositions comprising such compounds, and methods of making and using the same.

  本发明涉及用作S-亚硝基谷胱甘肽还原酶（GSNOR）抑制剂的化合物，包括该化合物的制药组合物以及使用该化合物的方法。
• Compounds as S-Nitrosoglutathione Reductase Inhibitors
  申请人：N30 PHARMACEUTICALS, INC.

  公开号：US20140094465A1

  公开（公告）日：2014-04-03

  The present invention is directed to compounds useful as S-nitrosoglutathione reductase (GSNOR) inhibitors, pharmaceutical compositions comprising such compounds, and methods of making and using the same.

  本发明涉及用作S-亚硝基谷胱甘肽还原酶（GSNOR）抑制剂的化合物，包括这种化合物的制药组合物，以及使用它们的方法。
• [4 + 2] cycloaddition reactions of β-naphtha-1-thioquinones generated from 2-naphthols and DAST
  作者：Yang Geng、Xianying Gao、Apeng Liang、Jingya Li、Dapeng Zou、Yangjie Wu、Yusheng Wu

  DOI：10.1039/d2ob01044e

  日期：——

  An original and facile method for the generation of β-naphtha-1-thioquinones using DAST and 2-naphthols has been developed. A series of dehydro-2-naphthol-1-sulphides or naphtha-oxathiane derivatives were synthesized by in situ Diels–Alder cycloaddition reactions of β-naphtha-1-thioquinone with itself or various alkenes.

  已经开发了一种使用 DAST 和 2-萘酚生成 β-naphtha-1-thioquinones 的原始且简便的方法。通过β-naphtha-1-thioquinone 与自身或各种烯烃的原位Diels-Alder 环加成反应合成了一系列 dehydro-2-naphthol-1-sulphides 或 Naphtha-oxathiane 衍生物。