6-benzoyl-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran | 63565-09-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 6-benzoyl-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran
• 英文别名: 6-Benzoyl-2,2-dimethylchromon；(2,2-dimethyl-chroman-6-yl)-phenyl-methanone；(2,2-Dimethyl-3,4-dihydro-2H-1-benzopyran-6-yl)(phenyl)methanone；(2,2-dimethyl-3,4-dihydrochromen-6-yl)-phenylmethanone
• CAS: 63565-09-3
• 化学式: C₁₈H₁₈O₂
• 分子量: 266.34
• InChiKey: SWHLZFIQGOQMMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-benzoyl-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran 在 N-溴代丁二酰亚胺(NBS) 、 过氧化氢苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 6.0h， 以76%的产率得到6-benzoyl-2,2-dimethyl-2H-1-benzopyran
  参考文献：
  名称：

  Ahluwalia, V. K.; Singh, Raj P.; Singh, Rishi P., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 1, p. 42 - 45

  摘要：

  DOI：
• 作为产物：
  描述：

  1-溴-3-甲基-2-丁烯 、 4-羟基-二苯甲酮 在 Montmorillonite K₁₀ 作用下， 以 二氯甲烷 为溶剂， 以7%的产率得到6-benzoyl-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran
  参考文献：
  名称：

  Synthesis and antimycobacterial evaluation of benzofurobenzopyran analogues

  摘要：

  We recently reported that 3,3-dimethyl-3H-benzofuro[3,2,f][1]-benzopyran and its hydrogenated analogue are selective in vitro inhibitors of mycobacterial growth. However, their lack of in vivo activity on a murine model of Mycobacterium tuberculosis infection due to their poor bioavailability led to a structure-activity relationship investigation. We wish to report here the preparation of some structural analogues along with their biological effect on the growth of Mycobacterium smegmatis, M. tuberculosis, as well as on VERO cells for the most active compound. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.12.009

文献信息

• AHLUWALIA, V. K.;SINGH, RAJ, P.;SINGH, RISHI, P., INDIAN J. CHEM., 1984, 23, N 1, 42-45
  作者：AHLUWALIA, V. K.、SINGH, RAJ, P.、SINGH, RISHI, P.

  DOI：——

  日期：——
• MATHUR A. K.; MATHUR K. B. L.; SESHADRI T. R., INDIAN J. CHEM. <IJOC-AP>, 1977, B 15, NO 1, 54-57
  作者：MATHUR A. K.、 MATHUR K. B. L.、 SESHADRI T. R.

  DOI：——

  日期：——
• [EN] PYRANODIBENZOFURAN DERIVATIVES WITH ANTIFUNGAL AND ANTIBACTERIAL ACTIVITY<br/>[FR] DÉRIVÉS DE PYRANODIBENZOFURANE PRÉSENTANT UNE ACTIVITÉ ANTIFONGIQUE ET ANTIBACTÉRIENNE
  申请人：PASTEUR INSTITUT

  公开号：WO2007039609A1

  公开（公告）日：2007-04-12

  [EN] Compound of the general formula (I): and in particular compounds of formula (II), (III), (IV), their process of preparation and their use as medicament for the treatment of fungal or bacterial infections, in particular mycobacterial infection.
  [FR] La présente invention a pour objet un composé de formule générale (I) : et en particulier les composés de formule (II), (III), (IV), leur procédé de synthèse et leur emploi en tant que médicament dans le traitement d'infections fongiques ou bactériennes, en particulier d'une infection mycobactérienne.
• Synthesis and antimycobacterial evaluation of benzofurobenzopyran analogues
  作者：Soizic Prado、Yves L. Janin、Brigitte Saint-Joanis、Priscille Brodin、Sylvie Michel、Michel Koch、Stewart T. Cole、François Tillequin、Pierre-Etienne Bost

  DOI：10.1016/j.bmc.2006.12.009

  日期：2007.3

  We recently reported that 3,3-dimethyl-3H-benzofuro[3,2,f][1]-benzopyran and its hydrogenated analogue are selective in vitro inhibitors of mycobacterial growth. However, their lack of in vivo activity on a murine model of Mycobacterium tuberculosis infection due to their poor bioavailability led to a structure-activity relationship investigation. We wish to report here the preparation of some structural analogues along with their biological effect on the growth of Mycobacterium smegmatis, M. tuberculosis, as well as on VERO cells for the most active compound. (c) 2006 Elsevier Ltd. All rights reserved.
• Ahluwalia, V. K.; Singh, Raj P.; Singh, Rishi P., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 1, p. 42 - 45
  作者：Ahluwalia, V. K.、Singh, Raj P.、Singh, Rishi P.

  DOI：——

  日期：——