2-Methyl-6-hydroxy-chromon | 22105-12-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-Methyl-6-hydroxy-chromon
• 英文别名: 6-Hydroxy-2-methyl-4-oxochromen；6-hydroxy-2-methyl-chromen-4-one；6-Hydroxy-2-methyl-chromen-4-on；6-Hydroxy-2-methylchromone；6-hydroxy-2-methylchromen-4-one
• CAS: 22105-12-0
• 化学式: C₁₀H₈O₃
• 分子量: 176.172
• InChiKey: YYURGBCWIOCCFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H312,H315,H319,H332,H335

反应信息

• 作为反应物：
  描述：

  2-Methyl-6-hydroxy-chromon 在 溴 、 溶剂黄146 作用下， 生成 8-bromo-6-hydroxy-2-methyl-chromen-4-one
  参考文献：
  名称：

  Desai et al., Journal of Scientific & Industrial Research, 1954, vol. 13 B, p. 328

  摘要：

  DOI：
• 作为产物：
  描述：

  2,5-diacetoxyacetophenone 在 potassium tert-butylate 、 sodium hydroxide 、 copper dichloride 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以46%的产率得到2-Methyl-6-hydroxy-chromon
  参考文献：
  名称：

  NOVEL USE OF SUBSTITUTED CHROMAN-6-OLS

  摘要：

  本发明涉及使用式(I)的取代基氧杂环己烯-6-醇，其中R1和R2分别独立地为H或C1-11-烷基或(CH2)n—OH，其中n为1至4的整数，或者R1和R2共同表示酮基，A为CHR3或C(═O)，其中R3、R4和R6分别独立地为H或C1-4-烷基，R5为H或OH或C1-4-烷基或C1-4-烷氧基，作为抗氧化剂，特别是在饲料中，如宠物食品和饲料成分，如鱼粉、昆虫粉和禽畜粉，以及富含PUFA的油，如海洋油、微生物油、真菌油、藻类油和富含PUFA的植物油。本发明还涉及含有式(I)的这种取代基氧杂环己烯-6-醇的饲料成分和用于昆虫、水生和陆生动物的饲料。

  公开号：

  US20210030022A1

文献信息

• Wittig, Justus Liebigs Annalen der Chemie, 1926, vol. 446, p. 179
  作者：Wittig

  DOI：——

  日期：——
• Inhibition of Monoamine Oxidases by Functionalized Coumarin Derivatives:  Biological Activities, QSARs, and 3D-QSARs
  作者：Carmela Gnerre、Marco Catto、Francesco Leonetti、Peter Weber、Pierre-Alain Carrupt、Cosimo Altomare、Angelo Carotti、Bernard Testa

  DOI：10.1021/jm001028o

  日期：2000.12.1

  A large series of coumarin derivatives (71 compounds) were tested for their monoamine oxidase A and B (MAO-A and MAO-B) inhibitory activity. Most of the compounds acted preferentially on MAO-B with IC50 values in the micromolar to low-nanomolar range; high inhibitory activities toward MAO-A were also measured for sulfonic acid esters. The most active compound was 7-[(3,4-difluorobenzyl)oxy]-3,4-dimethylcoumarin, with an IC50 value toward MAO-B of 1.14 nM. A QSAR study of 7-X-benzyloxy meta-substituted 3,4-dimethylcoumarin derivatives acting on MAO-B yielded good statistical results (q(2) = 0.72, r(2) = 0.86), revealing the importance of lipophilic interactions in modulating the inhibition and excluding any dependence on electronic properties. CoMFA was performed on two data sets of MAO-A and MAO-B inhibitors. The GOLPE procedure, with variable selection criteria, was applied to improve the predictivity of the models and to facilitate the graphical interpretation of results.
• Desai; Mavani, Proceedings - Indian Academy of Sciences, Section A, 1947, # 25, p. 353,356
  作者：Desai、Mavani

  DOI：——

  日期：——
• Synthese de dihydroxy phenacylidene triphenylphosphoranes nouveaux precurseurs de composes flavonoides: Synthese d'hydroxy-6 et hydroxy-7 chromones.
  作者：Yves Le Floc'h、Martine Lefeuvre

  DOI：10.1016/s0040-4039(00)84634-1

  日期：——
• Kawai et al., Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1955, vol. 75, p. 274,276
  作者：Kawai et al.

  DOI：——

  日期：——