3,4-methylenedioxybenzyl 3,4-methylenedioxyphenyl ketone | 50463-29-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 3,4-methylenedioxybenzyl 3,4-methylenedioxyphenyl ketone
• 英文别名: deoxypiperoin；3,4;3',4'-bis-methylenedioxy-deoxybenzoin；3,4;3',4'-Bis-methylendioxy-desoxybenzoin；bis(3,4-methylenedioxy)desoxybenzoin；3,4,3',4'-Di-methylendioxy-deoxy-benzoin；Desoxy-piperoin；1,2-Bis(1,3-benzodioxol-5-yl)ethanone
• CAS: 50463-29-1
• 化学式: C₁₆H₁₂O₅
• 分子量: 284.268
• InChiKey: UDUHZNQIWREYAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,4-methylenedioxybenzyl 3,4-methylenedioxyphenyl ketone 在 sodium tetrahydroborate 、 氯化亚砜 作用下， 以 甲醇 、 苯 为溶剂， 反应 6.5h， 生成 5,5'-(1-chloroethane-1,2-diyl)bis(benzo[d][1,3]dioxole)
  参考文献：
  名称：

  Kametani, Tetsuji; Higashiyama, Kimio; Honda, Toshio, Chemical and pharmaceutical bulletin, 1984, vol. 32, # 4, p. 1614 - 1618

  摘要：

  DOI：
• 作为产物：
  描述：

  二哌啶酮醇 在 盐酸 、 tin 作用下， 生成 3,4-methylenedioxybenzyl 3,4-methylenedioxyphenyl ketone
  参考文献：
  名称：

  Buck; Jenkins, Journal of the American Chemical Society, 1929, vol. 51, p. 2166

  摘要：

  DOI：

文献信息

• [EN] COMPOUNDS, COMPOSITIONS AND METHODS FOR THE TREATMENT OF AMYLOID DISEASES AND SYNUCLEINOPATHIES SUCH AS ALZHEIMER'S DISEASE, TYPE 2 DIABETES, AND PARKINSON'S DISEASE<br/>[FR] COMPOSES, COMPOSITIONS ET PROCEDES DE TRAITEMENT DE MALADIES AMYLOIDES ET DE SYNUCLEINOPATHIES, NOTAMMENT DE LA MALADIE D'ALZHEIMER, DU DIABETE DE TYPE 2 ET DE LA MALADIE DE PARKINSON
  申请人：PROTEOTECH INC

  公开号：WO2003101927A1

  公开（公告）日：2003-12-11

  Bis- and tris-dihydroxyaryl compounds and their methylenedioxy analogs and pharmaceutically acceptable esters, their synthesis, pharmaceutical compositions containing them, and their use in the treatment of amyloid diseases, especially Aß amyloidosis, such as observed in Alzheimer's disease, IAPP amyloidosis, such as observed in type 2 diabetes, and synucleinophathies, such as observed in Parkinson's disease, and the manufacture of medicaments for such treatment.

  双-和三-二羟基芳基化合物及其亚甲二氧基类似物和药用可接受酯，它们的合成，含有它们的药物组合物，以及它们在治疗淀粉样疾病，特别是Aß淀粉样病变，如阿尔茨海默病中观察到的，IAPP淀粉样病变，如2型糖尿病中观察到的，以及α-突触核病，如帕金森病中观察到的，以及用于制造用于此类治疗的药物。
• Synthetic studies on O-heterocycles via cycloadditions. Part 1. Photochemical (electron transfer sensitised) C-C cleavage of diaryloxiranes
  作者：Paul Clawson、Patricia M. Lunn、Donald A. Whiting

  DOI：10.1039/p19900000153

  日期：——

  with naphthalene-1,4-dicarbonitrile as sensitiser in the presence of electron deficient dipolarophiles leads, via a presumed carbonyl ylide, to various dihydro- and tetrahydro-furans. This chemistry is extended, for the first time, to an example with both aryl rings oxygenated, 2,3-bis(p-methoxyphenyl)oxirane, using anthracene-9,10-dicarbonitrile as sensitiser; in contrast to stilbene oxide, in this

  在缺电子的双极性亲电子试剂的存在下，用萘-1,4-二碳腈作为敏化剂辐照反式-二氧化二苯乙烯，会通过推测的羰基内酯导致各种二氢-呋喃和四氢呋喃。该化学方法首次扩展为两个芳基环都被氧化的2,3-双（对甲氧基苯基）环氧乙烷，使用蒽-9,10-二甲腈作为敏化剂。与二氧化苯乙烯相反，在这种情况下，直接照射，三重态敏化或热活化导致C–O键断裂。在木脂素区域中感兴趣的双（对甲氧基苯基）加合物形成时缺乏立体选择性，表明双自由基中间体。
• The Reaction of Arylaldehydes with Hexamethylphosphorous Triamide and the Use of the Resulting Products for the Synthesis of Enamines and Deoxybenzoins
  作者：Francesco Babudri、Vito Fiandanese、Roberta Musio、Francesco Naso、Oronzo Sciavovelli、Antonio Scilimati

  DOI：10.1055/s-1991-26428

  日期：——

  The reaction between the arylaldehydes 1a,b and hexamethylphosphorous triamide 2 leads to the [aryl(dimethylamino)methyl]phosphonic bis(dimethylamides) 3a,b. These can be easily deprotonated by butyllithium in 1,2-dimethoxyethane and condensed with arylaldehydes to afford enamines 4a-f or deoxybenzoins 5a-f in fair to good yield.

  芳基醛1a,b与六甲基磷酸三胺2之间的反应生成[芳基(dimethylamino)甲基]磷酸双(dimethylamide) 3a,b。这些产物可以通过在1,2-二甲氧基乙烯中用丁锂轻松去质子化，并与芳基醛缩合，得到烯胺4a-f或去氧苯醇5a-f，产率在中等到良好之间。
• The photochemistry of 2,3-bis(p-methoxyphenyl)oxirane: trapping of a C–C cleaved intermediate in an electron-transfer sensitised process
  作者：Paul Clawson、Patricia M. Lunn、Donald A. Whiting

  DOI：10.1039/c39840000134

  日期：——

  2,3-Bis(p-methoxyphenyl)oxirane (6) rearranges, with C–O cleavage, to the carbonyl compounds (8) and (9) on irradiation, direct or triplet sensitised, and thermally: in contrast C–C cleavage is observed with dicyanoanthracene as electron-transfer sensitiser, and the resulting intermediate can be trapped by dipolarophiles in synthetically useful reactions.

  2,3-双（对甲氧基苯基）环氧乙烷（6）在C，O裂解下，经直接或三重敏化和热敏化后，经羰基化合物（8）和（9）重排：与C–C裂解相反用双氰基蒽作为电子转移敏化剂可观察到“三元乙炔”，并且在合成有用的反应中，生成的中间体可被双极性亲和剂捕获。
• Compounds, compositions and methods for the treatment of amyloid diseases such as systemic AA amyloidosis
  申请人：Snow D. Alan

  公开号：US20070225362A1

  公开（公告）日：2007-09-27

  Bis- and tris-dihydroxyaryl compounds and their methylenedioxy analogs and pharmaceutically acceptable esters, their synthesis, pharmaceutical compositions containing them, and their use in the treatment of amyloid diseases, especially Aβ amyloidosis, such as observed in Alzheimer's disease, IAPP amyloidosis, such as observed in type 2 diabetes, AA/SAA amyloidosis, such as observed in systemic AA amyloidosis and synucleinopathies, such as observed in Parkinson's disease, and the manufacture of medicaments for such treatment.

  双羟基和三羟基芳基化合物及其甲氧基二氧杂环化物和药学上可接受的酯类，它们的合成，含有它们的制药组合物，以及它们在治疗淀粉样疾病，特别是阿尔茨海默病中观察到的Aβ淀粉样变性，IAPP淀粉样变性，例如在2型糖尿病中观察到的AA / SAA淀粉样变性，以及突触蛋白病，例如在帕金森病中观察到的应用，以及用于制造这种治疗药物。