6-Bromo-5-methylnaphthalene-2-carbonitrile | 119999-27-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-Bromo-5-methylnaphthalene-2-carbonitrile
• CAS: 119999-27-8
• 化学式: C₁₂H₈BrN
• 分子量: 246.106
• InChiKey: DQFHOZNXIDLMAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6-Bromo-5-methylnaphthalene-2-carbonitrile 在 盐酸 、 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 1,4-二氧六环 、 水 、 甲苯 为溶剂， 反应 18.0h， 生成
  参考文献：
  名称：

  Discovery and crystallography of bicyclic arylaminoazines as potent inhibitors of HIV-1 reverse transcriptase

  摘要：

  Non-nucleoside inhibitors of HIV-1 reverse transcriptase (HIV-RT) are reported that incorporate a 7-in-dolizinylamino or 2-naphthylamino substituent on a pyrimidine or 1,3,5-triazine core. The most potent compounds show below 10 nanomolar activity towards wild-type HIV-1 and variants bearing Tyr181Cys and Lys103Asn/Tyr181Cys resistance mutations. The compounds also feature good aqueous solubility. Crystal structures for two complexes enhance the analysis of the structure-activity data. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.06.074
• 作为产物：
  描述：

  6-bromo-3-methyl-1H-indene 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 38.0h， 生成 6-Bromo-5-methylnaphthalene-2-carbonitrile
  参考文献：
  名称：

  Effect of structural modifications in the C7-C11 region of the retinoid skeleton on biological activity in a series of aromatic retinoids

  摘要：

  A series of conformationally restricted analogues of (E)-4-[2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)propenyl ] benzoic acid--(E)-4-[1-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-2 - propenyl]benzoic acid, (E)-4-[3-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-2-bu ten- 2-yl]benzoic acid, trans-4-[2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl) cyclopropyl]benzoic acid, 4-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-anthracenyl)benzoic acid, 6-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-2- naphthalenecarboxylic acid, 6-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)-2- naphthalenecarboxylic acid and 6-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-5-methyl-2- naphthalenecarboxylic acid--were synthesized and screened for retinoid biological activity. Comparison of the conformers of these analogues generated by molecular mechanics calculations with the biological activity profiles of these compounds indicates that geometric constraints required for high biological activity are imposed on the bridge joining the two aromatic ring systems by the retinoid receptor.

  DOI：

  10.1021/jm00127a018

文献信息

• DAWSON, MARCIA I.;HOBBS, PETER D.;DERDZINSKI, KRZYSZTOF A.;CHAO, WAN-RU;F+, J. MED. CHEM., 32,(1989) N, C. 1504-1517
  作者：DAWSON, MARCIA I.、HOBBS, PETER D.、DERDZINSKI, KRZYSZTOF A.、CHAO, WAN-RU、F+

  DOI：——

  日期：——