7-甲氧基-1-萘并ni三le | 158365-54-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 7-甲氧基-1-萘并ni三le
• 英文名称: 7-methoxy-1-naphthonitrile
• 英文别名: 7-Methoxynaphthalene-1-carbonitrile
• CAS: 158365-54-9
• 化学式: C₁₂H₉NO
• mdl: MFCD09037978
• 分子量: 183.21
• InChiKey: CTAKVWPTULZNMM-UHFFFAOYSA-N

物化性质

• 沸点：
  348.2±15.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.083
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-甲氧基-1-萘并ni三le 在 四(三苯基膦)钯 、 C₆H₅N*HCl 、 溴 、 sodium carbonate 、 溶剂黄146 作用下， 以 乙二醇二甲醚 为溶剂， 反应 11.0h， 生成 3-(3-氟-4-羟基苯基)-7-羟基萘-1-甲腈
  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
• 作为产物：
  描述：

  1-氨基-7-萘酚 在 盐酸 、 potassium carbonate 、 sodium nitrite 作用下， 以 N-甲基吡咯烷酮 、 水 、 丙酮 为溶剂， 反应 8.75h， 生成 7-甲氧基-1-萘并ni三le
  参考文献：
  名称：

  A facile synthesis of melatonergic antidepressant agomelatine

  摘要：

  Agomelatine was synthesized from 8-aminonaphthalen-2-ol by diazotization-iodination, formylation, C-C bond formation by nitroaldol and Pd/C hydrogenation of beta-nitrovinylnaphthalene followed by N-acetylation. The route reported employs readily and commercially viable starting materials and reagents, and can potentially be utilized for process synthesis of agomelatine. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.10.077

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。
• 17Beta-Hydroxysteroid Dehydrogenase Type 1 Inhibitors for the Treatment of Hormone-Related Diseases
  申请人：Hartmann Rolf

  公开号：US20100204234A1

  公开（公告）日：2010-08-12

  The invention relates to the use of non-steroidal 17beta-hydroxysteroid dehydrogenase type 1 inhibitors for the treatment and prophylaxis of hormone-dependent, particularly estrogen-dependent, diseases. The invention further relates to suitable inhibitors and to a method for the production thereof.

  该发明涉及使用非甾体17β-羟基类固醇脱氢酶1抑制剂治疗和预防激素依赖性疾病，特别是雌激素依赖性疾病。该发明还涉及适当的抑制剂以及生产方法。
• Photoreactions of aromatic compounds—XXXV
  作者：J. Den Heijer、O.B. Shadid、J. Cornelisse、E. Havinga

  DOI：10.1016/0040-4020(77)80192-0

  日期：1977.1

  hydroxylation, etc) of aromatic compounds in aqueous media. The first chemical step in these processes is monophotonic ionization of the aromatic compound in its lowest triplet state, followed by reaction of the radical cation with the nucleophile Quantum yields of photocyanation of 4-fluoro- and 4-chloroanisole indicate that in 99% (mole fraction) water virtually all triplets formed undergo electron

  甲氧基在水性介质中的芳族化合物的光致亲核取代反应（氰化，羟基化等）中发挥活化和邻位/对位指导作用。这些过程中的第一步化学步骤是将芳族化合物的最低三重态单光子电离，然后使自由基阳离子与亲核试剂反应。4-氟和4-氯苯甲醚的光氰化产率表明，在99％（摩尔几乎所有形成的三胞胎都经历电子喷射。
• Process for the synthesis of 3-(3-fluoro-4-hydroxyphenyl)-7-hydroxynaphthonitrile
  申请人：Wu Yanzhong

  公开号：US20050054870A1

  公开（公告）日：2005-03-10

  A process for making a compound of formula I and intermediate compounds thereof, wherein R 1 is CN, F or Cl; R 2 is H or Br; and R 3 and R 4 are each independently H or F. The compounds of formula I are useful in the treatment of chronic inflammatory diseases, such as rheumatoid arthritis.

  一种制备公式I化合物及其中间体化合物的方法，其中R1为CN、F或Cl；R2为H或Br；R3和R4分别独立地为H或F。公式I化合物在治疗慢性炎症性疾病，如类风湿性关节炎方面具有用途。
• A high-affinity subtype-selective fluorescent probe for estrogen receptor β imaging in living cells
  作者：Zhiye Hu、Lu Yang、Wentao Ning、Chu Tang、Qiuyu Meng、Jie Zheng、Chune Dong、Hai-Bing Zhou

  DOI：10.1039/c8cc00483h

  日期：——

  Estrogen receptor β (ERβ) has recently been identified as a pharmaceutical target in hormone replacement therapy for breast cancers. However, the biological function of ERβ in disease progression remains unclear. A highly ERβ-selective fluorescent probe (FPNM) was discovered exhibiting nanomolar affinity for ERβ with an ERβ/ERα selectivity as high as 80, which allowed specific labeling of intracellular

  雌激素受体β（ERβ）最近已被确定为乳腺癌荷尔蒙替代疗法的药物靶标。然而，ERβ在疾病进展中的生物学功能仍不清楚。发现具有高ERβ选择性的荧光探针（FPNM）对ERβ表现出纳摩尔摩尔亲和力，其ERβ/ERα选择性高达80，可以对细胞内ERβ进行特异性标记。此外，首次通过FPNM染色直接观察到各种细胞生物环境（例如前列腺癌（DU-145）或三阴性乳腺癌（MDA-MB-231））中不同的ERβ动态。