(dl)-(1-naphtyl)-(2-thienyl)methanol | 147022-27-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (dl)-(1-naphtyl)-(2-thienyl)methanol
• 英文别名: Naphthalen-1-yl(thiophen-2-yl)methanol
• CAS: 147022-27-3
• 化学式: C₁₅H₁₂OS
• mdl: MFCD03211676
• 分子量: 240.326
• InChiKey: YLEHYNGDVQFEKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.066
• 拓扑面积：
  48.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (dl)-(1-naphtyl)-(2-thienyl)methanol 在 吡啶 、 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 水 、 苯 为溶剂， 反应 3.33h， 生成 Hydroxy-phenyl-acetic acid naphthalen-1-yl-thiophen-2-yl-methyl ester
  参考文献：
  名称：

  Ben Hassine, B.; Gorsane, M.; Pecher, J., Bulletin des Societes Chimiques Belges, 1985, vol. 94, # 8, p. 597 - 604

  摘要：

  DOI：
• 作为产物：
  描述：

  naphthalen-1-yl(thiophen-2-yl)methanone 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 以83%的产率得到(dl)-(1-naphtyl)-(2-thienyl)methanol
  参考文献：
  名称：

  Research on antibacterial and antifungal agents. 16. Synthesis and antifungal activities of 1-[α-(1-naphthyl)benzyl]imidazole derivatives and related 2-naphthyl isomers

  摘要：

  Some 1-arylmethylimidazoles bearing a naphthyl group at the a position of benzyl moiety have been synthesized and tested as antifungal agents against Candida albicans and Candida spp. Such derivatives resemble bifonazole and naftifine, two important antimycotic agents of clinical use. Various compounds were found highly active when tested against Candida strains in comparison with bifonazole, miconazole, clotrimazole and ketoconazole.

  DOI：

  10.1016/0223-5234(92)90089-j

文献信息

• Carbinol derivatives via rhodium-catalyzed addition of potassium trifluoro(organo)borates to aldehydes
  作者：Mathieu Pucheault、Sylvain Darses、Jean-Pierre Genet

  DOI：10.1039/b506245d

  日期：——

  Reaction of potassium aryltrifluoroborates with aldehydes, in the presence of a rhodium catalyst, afforded carbinol derivatives in high yields under mild aqueous conditions; this efficient reaction proved to be general, allowing the production of highly hindered diarylmethanols and aliphatic aldehydes were also reactive under these conditions.

  在铑催化剂的存在下，芳基三氟硼酸钾与醛的反应在温和的水性条件下以高收率得到了甲醇衍生物。这种有效的反应被证明是普遍的，可以生产高度受阻的二芳基甲醇，脂族醛在这些条件下也具有反应性。
• BEN, HASSINE, B.;GORSANE, M.;PECHER, J.;MARTIN, R. H., BULL. SOC. CHIM. BELG., 1985, 94, N 8, 597-603
  作者：BEN, HASSINE, B.、GORSANE, M.、PECHER, J.、MARTIN, R. H.

  DOI：——

  日期：——
• Ben Hassine, B.; Gorsane, M.; Pecher, J., Bulletin des Societes Chimiques Belges, 1985, vol. 94, # 8, p. 597 - 604
  作者：Ben Hassine, B.、Gorsane, M.、Pecher, J.、Martin, R.H.

  DOI：——

  日期：——
• Research on antibacterial and antifungal agents. 16. Synthesis and antifungal activities of 1-[α-(1-naphthyl)benzyl]imidazole derivatives and related 2-naphthyl isomers
  作者：M Artico、G Stefancich、R Silvestri、S Massa、G Apuzzo、M Artico、G Simonetti

  DOI：10.1016/0223-5234(92)90089-j

  日期：1992.10

  Some 1-arylmethylimidazoles bearing a naphthyl group at the a position of benzyl moiety have been synthesized and tested as antifungal agents against Candida albicans and Candida spp. Such derivatives resemble bifonazole and naftifine, two important antimycotic agents of clinical use. Various compounds were found highly active when tested against Candida strains in comparison with bifonazole, miconazole, clotrimazole and ketoconazole.