2-hydroxy-2-methyl-1,4-benzodioxan | 5771-13-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: 2-hydroxy-2-methyl-1,4-benzodioxan
• 英文别名: 2-Methyl-2,3-dihydro-1,4-benzodioxin-2-ol；3-methyl-2H-1,4-benzodioxin-3-ol
• CAS: 5771-13-1
• 化学式: C₉H₁₀O₃
• mdl: MFCD00761675
• 分子量: 166.177
• InChiKey: HFJSLKSYNBUEIM-UHFFFAOYSA-N

物化性质

• 熔点：
  99 °C
• 沸点：
  113-115 °C(Press: 3 Torr)
• 密度：
  1.242±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-hydroxy-2-methyl-1,4-benzodioxan 在 盐酸 、 sodium methylate 、 四氯化锡 作用下， 以 二氯甲烷 为溶剂， 反应 94.5h， 生成 RX 801079
  参考文献：
  名称：

  .alpha.-Adrenoreceptor reagents. 3. Synthesis of some 2-substituted 1,4-benzodioxans as selective presynaptic .alpha.2-adrenoreceptor antagonists

  摘要：

  The synthesis and pharmacological activity of a series of 2-substituted derivatives of the selective alpha 2-adrenoreceptor antagonist idazoxan (RX 781094) is described. Substitution in this position by alkyl, alkenyl, cycloalkenyl, and alkoxy groups in many cases gives compounds whose potencies and selectivities are significantly greater than those of the parent compound.

  DOI：

  10.1021/jm00146a013
• 作为产物：
  描述：

  2-methyl-1,4-benzodioxin 在 sodium tetrahydroborate 、 mercury(II) diacetate 、 sodium chloride 作用下， 生成 2-hydroxy-2-methyl-1,4-benzodioxan
  参考文献：
  名称：

  Convenient synthesis of 2,2-disubstituted-2,3-dihydro-1,4-benzodioxins from 2-substituted-2-hydroxy-2,3-dihydro-1,4-benzodioxins

  摘要：

  Convenient syntheses of relatively rare 2,2-disubstituted-2,3-dihydro-1,4-benzodioxins from 2-substituted-2-hydroxy 2,3-dihydro-1,4-benzodioxins, as key synthetic intermediates, are reported. These new synthetic approaches require Lewis acid BF3-Et(2)O mediated nucleophilic substitution reaction or cyclization of suitable hydroxyphenols. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(96)01140-4

文献信息

• Enzyme-Catalyzed Transfer of a Ketone Group from an <i>S</i>-Adenosylmethionine Analogue: A Tool for the Functional Analysis of Methyltransferases
  作者：Bobby W.K. Lee、He G. Sun、Tianzhu Zang、Byung Ju Kim、Joshua F. Alfaro、Zhaohui Sunny Zhou

  DOI：10.1021/ja908995p

  日期：2010.3.24

  methyltransferases remains a challenge. Herein, we report the synthesis and activity of a new AdoMet analogue functionalized with a ketone group. Using catechol O-methyltransferase (COMT, EC 2.1.1.6) and thiopurine S-methyltransferase (TPMT, EC 2.1.1.67) as model enzymes, this robust and readily accessible analogue displays kinetic parameters that are comparable to AdoMet and exhibits multiple turnovers with

  S-腺苷甲硫氨酸（AdoMet 或 SAM）依赖性甲基转移酶属于一个庞大而多样的基团转移酶家族，它们对许多底物执行重要的生物学功能。尽管基因组学、结构蛋白质组学和计算生物学取得了进展，但甲基转移酶的功能注释仍然是一个挑战。在此，我们报告了一种用酮基官能化的新 AdoMet 类似物的合成和活性。使用儿茶酚 O-甲基转移酶（COMT，EC 2.1.1.6）和硫嘌呤 S-甲基转移酶（TPMT，EC 2.1.1.67）作为模型酶，这种强大且易于获取的类似物显示出与 AdoMet 相当的动力学参数，并显示出与酶的多重转换. 更重要的是，这种 AdoMet 替代品显示出与天然甲基供体相同的底物特异性。酮基团的结合允许通过生物正交标记策略和标记酮产物的灵敏检测进行后续修饰。因此，这种 AdoMet 类似物扩展了可用于询问甲基转移酶生化功能的工具箱。
• N-aryl-N-[4-(heterocyclicalkyl) piperidinyl]amides and pharmaceutical compositions and methods employing such compounds
  申请人：BOC, INC.

  公开号：EP0396282A2

  公开（公告）日：1990-11-07

  Novel substituted N-aryl-N-[4-(1-heterocyclicalkyl)piperidinyl]amides useful as analgesics, of the formula: including optically active isomeric forms, and the pharmaceutically acceptable acid addition salts thereof, wherein; R is selected from the group consisting of phenyl and substituted phenyl, wherein said substituents are members independently selected from halogen, lower-alkoxy, and combinations thereof; R₁ is a lower-alkyl group, lower-alkenyl group, or a lower-alkoxy lower alkyl having from 2 to 6 carbon atoms; R₂ is a heterocyclic lower-alkyl ring system selected from the group consisting of pyrrolyl lower-alkyl, pyrazolyl lower-alkyl, imidazolyl lower-alkyl, imidazolinyl lower-alkyl, imidazolyl lower-thioalkyl, triazolyl lower-alkyl, triazolyl lower-thioalkyl, tetrazolyl lower-alkyl, tetrazolyl lower-thioalkyl, thienyl lower-oxyalkyl, thienyl lower- hydroxyalkyl, thien-3-yl lower-alkyl, furanyl lower-hydroxyalkyl, thiazolyl lower-alkyl, oxazolyl lower-alkyl, thiadiazolyl lower-alkyl, oxadiazolyl lower-alkyl, piperidinyl loweralkyl, pyrimidinyl lower- alkyl, pyridazinyl lower-alkyl, triazinyl lower-alkyl, indolyl lower-alkyl, isoindolyl lower-alkyl, benzimidazolyl lower-alkyl, benzopyrazolyl lower-alkyl, benzoxazolyl lower-alkyl, benzopyranyl lower-alkyl, benzodioxanyl lower-alkyl, benzothiazinyl lower-alkyl, quinazolinyl lower-alkyl, purinyl lower-alkyl, phthalimidyl lower-alkyl, naphthalenecarboxamidyl lower-alkyl, and naphthalenesulfamidyl lower-alkyl; and R₃ is a member selected from the group consisting of hydrogen, lower-alkoxy carbonyl and lower-alkoxy methyl. R₄ is a hydrogen atom or a methyl group;

  可用作镇痛剂的新型取代 N-芳基-N-[4-(1-杂环烷基)哌啶基]酰胺，其式如下 包括光学活性异构体形式及其药学上可接受的酸加成盐，其中； R 选自苯基和取代苯基组成的组，其中所述取代基独立地选自卤素、低级烷氧基及其组合； R₁ 是具有 2 至 6 个碳原子的低级烷基、低级烯基或低级烷氧基； R₂ 是杂环低级烷基环系，选自由吡咯低级烷基、吡唑低级烷基、咪唑低级烷基、咪唑啉低级烷基、咪唑低级硫代烷基、三唑低级烷基组成的组、三唑基低硫代烷基、四唑基低烷基、四唑基低硫代烷基、噻吩基低氧代烷基、噻吩基低羟代烷基、噻吩-3-基低烷基、呋喃基低羟代烷基、噻唑基低烷基、噁唑基低烷基、噻二唑基低烷基、噁二唑低级烷基、哌啶低级烷基、嘧啶低级烷基、哒嗪低级烷基、三嗪低级烷基、吲哚低级烷基、异吲哚低级烷基、苯并咪唑低级烷基、苯并吡唑低级烷基、苯并恶唑低级烷基、低级烷基苯并吡喃基、低级烷基苯并二恶烷基、低级烷基苯并噻嗪基、低级烷基喹唑啉基、低级烷基嘌呤基、低级烷基邻苯二甲酰亚胺基、低级烷基萘甲酰胺基和低级烷基萘磺酰胺基；和 R₃ 选自氢、低级烷氧基羰基和低级烷氧基甲基组成的组。 R₄ 是氢原子或甲基；
• Structure of the products of the o-monoalkylation of pyrocatechol by ?-bromoketones
  作者：I. B. Dzvinchuk、N. V. Kuznetsov、M. O. Lozinskii

  DOI：10.1007/bf00542775

  日期：1986.4
• Marini-Bettolo et al., Gazzetta Chimica Italiana, 1956, vol. 86, p. 1336,1342
  作者：Marini-Bettolo et al.

  DOI：——

  日期：——
• Landi Vittory et al., Gazzetta Chimica Italiana, 1956, vol. 86, p. 1355,1359
  作者：Landi Vittory et al.

  DOI：——

  日期：——

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