3,4-(diphenylmethylenedioxy)-5-hydroxybenzoic acid | 146300-69-8

• 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: 3,4-(diphenylmethylenedioxy)-5-hydroxybenzoic acid
• 英文别名: 7-hydroxy-2,2-diphenyl-benzo[1,3]dioxole-5-carboxylic acid；3-tert-butyldimethylsiloxy-4,5-(diphenylmethylenedioxy)-benzoic acid；3,4-Diphenylmethylendioxy-5-hydroxy-benzoesaeure；7-Hydroxy-2,2-diphenyl-2H-1,3-benzodioxole-5-carboxylic acid；7-hydroxy-2,2-diphenyl-1,3-benzodioxole-5-carboxylic acid
• CAS: 146300-69-8
• 化学式: C₂₀H₁₄O₅
• 分子量: 334.328
• InChiKey: IAOVDNCSKYDMQC-UHFFFAOYSA-N

物化性质

• 沸点：
  542.2±50.0 °C(Predicted)
• 密度：
  1.402±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,4-(diphenylmethylenedioxy)-5-hydroxybenzoic acid 在 palladium on activated charcoal 4-二甲氨基吡啶 、 四丁基氟化铵 、 氢气 、 4-(dimethylamino)pyridine hydrochloride 、 溶剂黄146 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 生成 methyl 2,3-di-O-galloyl-α-D-glucopyranoside
  参考文献：
  名称：

  O-Methylglucogalloyl esters: Synthesis and evaluation of their antimycotic activity

  摘要：

  The two anomers of O-methyl gluco-2,3-digalloyl esters were synthesized and their antimycotic activity toward yeasts of biomedical importance was evaluated. When used at subinhibitory concentration and regardless of stereochemistry at the anomeric carbon, these compounds enhance the antimycotic activity of Amphotericin B. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.037
• 作为产物：
  描述：

  二氯二苯甲烷 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 生成 3,4-(diphenylmethylenedioxy)-5-hydroxybenzoic acid
  参考文献：
  名称：

  O-Methylglucogalloyl esters: Synthesis and evaluation of their antimycotic activity

  摘要：

  The two anomers of O-methyl gluco-2,3-digalloyl esters were synthesized and their antimycotic activity toward yeasts of biomedical importance was evaluated. When used at subinhibitory concentration and regardless of stereochemistry at the anomeric carbon, these compounds enhance the antimycotic activity of Amphotericin B. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.037

文献信息

• [EN] NOVEL BENZODIOXOLES<br/>[FR] NOUVEAUX BENZODIOXOLES
  申请人：HOFFMANN LA ROCHE

  公开号：WO2004013120A1

  公开（公告）日：2004-02-12

  The present invention relates to compound of formula (I) wherein R1, R2, R3, R4, R5, R6, R7, and X are as defined in the description and claims, and pharmaceutically acceptable salts thereof. The compounds are useful for the treatment and/or prophylaxis of diseases, which are associated with the modulation of CB1 receptors.

  本发明涉及具有式（I）的化合物，其中R1、R2、R3、R4、R5、R6、R7和X如描述和权利要求中所定义，并且其药学上可接受的盐。这些化合物可用于治疗和/或预防与CB1受体调节相关的疾病。
• Formation of enamine Schiff bases by ring cleavage of pyridine
  作者：Russell J. Molyneux、Rosalind Y. Wong

  DOI：10.1016/0040-4020(77)80378-5

  日期：1977.1

  On treatment with diphenyldichloromethane or anisal chloride in the presence of acetone and aqueous sodium hydroxide, pyridine undergoes condensation and ring cleavage to yield the enamine Schiff bases 1,1-diphenyl-2-azadeca-1,3Z,5Z,7E-tetraen-9-one (1) and 1-(4-methoxyphenyl)-2-azadeca-1E,3Z,5Z,7E-tetraen-9-one (7). The reaction proceeds through attack of acetonyl carbanion on the initially formed

  在丙酮和氢氧化钠水溶液存在下用二苯基二氯甲烷或苯甲酰氯处理时，吡啶进行缩合和开环裂解，生成烯胺席夫碱1,1-二苯基-2-氮杂多胺-1,3Z，5Z，7E-丁烯-9 -1（1）和1-（4-甲氧基苯基）-2-azadeca-1E，3Z，5Z，7E-tetraen-9-1（7）。反应通过丙酮基碳负离子对最初形成的双吡啶盐的攻击而进行，然后进行环断裂并消除一当量的吡啶。X射线晶体学证实了2-氮杂环戊烯（1）的结构和立体化学。
• Benzodioxole derivatives
  申请人：Alanine Alexander

  公开号：US20050143373A1

  公开（公告）日：2005-06-30

  The present invention relates to compounds of the general formula and pharmaceutically acceptable salts thereof. The compounds are useful for the treatment and/or prophylaxis of diseases such as obesity by selective modulation of CB1 receptors.

  本发明涉及一般式的化合物及其药学上可接受的盐。该化合物通过选择性调节CB1受体，对于治疗和/或预防肥胖等疾病是有用的。
• Ellagitannin Chemistry. Preparative and Mechanistic Studies of the Biomimetic Oxidative Coupling of Galloyl Esters
  作者：Ken S. Feldman、Susan M. Ensel

  DOI：10.1021/ja00087a022

  日期：1994.4

  The construction of strictly the (S)-hexahydroxydiphenyl (HHDP) unit via biomimetic cyclization of suitably protected glucose-derived digalloyl esters has been achieved in good yield. Studies on substrates of increasing complexity utilizing a range of oxidants (Pb(OAc)(4), VOF3, Tl2O3) have helped define the scope and limitations of this approach to ellagitannin synthesis. Computer modeling of key cyclization precursors helped elucidate the molecular-level structural details which undergird the Haslam/Schmidt biosynthesis model for this class of naturally occurring secondary plant metabolites.
• Bradley; Robinson; Schwarzenbach, Journal of the Chemical Society, 1930, p. 796,811
  作者：Bradley、Robinson、Schwarzenbach

  DOI：——

  日期：——