7-(1,2-dimethylheptyl)-2,3-dihydro-5-hydroxy-2,2-dimethyl-4H-1-benzopyran-4-one | 36028-63-4

• 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: 7-(1,2-dimethylheptyl)-2,3-dihydro-5-hydroxy-2,2-dimethyl-4H-1-benzopyran-4-one
• 英文别名: 5-hydroxy-2,2-dimethyl-7-(3-methyloctan-2-yl)-3H-chromen-4-one
• CAS: 36028-63-4
• 化学式: C₂₀H₃₀O₃
• 分子量: 318.456
• InChiKey: PZHLSMBCDDIONG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-(1,2-dimethylheptyl)-2,3-dihydro-5-hydroxy-2,2-dimethyl-4H-1-benzopyran-4-one 在 对甲苯磺酸 作用下， 以 乙醚 、 苯 为溶剂， 生成 7-(1,2-dimethylheptyl)-4-(4-fluorophenyl)-2,2-dimethyl-2H-benzopyran-5-ol
  参考文献：
  名称：

  一种类似大麻素的止吐壬二糖类似物的通用方法（BRL 4664）

  摘要：

  由新颖的方法，由适当的间苯二酚合成了类似大麻素的止吐壬糖（BRL 4664）类似物，其中4-吡啶基和1,2-二甲基庚基分别被其他芳基和烷基取代。该途径已被证明具有普遍适用性，尽管在壬二胺本身的情况下，该方法并不代表先前公布的方法的可行替代方案。

  DOI：

  10.1002/jhet.5570210125
• 作为产物：
  描述：

  5-(1,2-dimethylheptyl)resorcinol 、 3,3-二甲基丙烯酸 以59%的产率得到7-(1,2-dimethylheptyl)-2,3-dihydro-5-hydroxy-2,2-dimethyl-4H-1-benzopyran-4-one
  参考文献：
  名称：

  一种类似大麻素的止吐壬二糖类似物的通用方法（BRL 4664）

  摘要：

  由新颖的方法，由适当的间苯二酚合成了类似大麻素的止吐壬糖（BRL 4664）类似物，其中4-吡啶基和1,2-二甲基庚基分别被其他芳基和烷基取代。该途径已被证明具有普遍适用性，尽管在壬二胺本身的情况下，该方法并不代表先前公布的方法的可行替代方案。

  DOI：

  10.1002/jhet.5570210125

文献信息

• Synthesis and anticonvulsant and sedative-hypnotic activity of 4-(alkylimino)-2,3-dihydro-4H-1-benzopyrans and benzothiopyrans
  作者：Anna Arnoldi、Alberto Bonsignori、Piero Melloni、Lucio Merlini、Maria Luisa Quadri、Alessandro C. Rossi、Mariella Valsecchi

  DOI：10.1021/jm00172a030

  日期：1990.10

  A series of 4-(alkylimino)-5-hydroxy-7-alkyl-2,3-dihydro-4H-1-benzopyrans and -thiopyrans were synthesized and evaluated for anticonvulsant activity. Preliminary screening of these compounds revealed that 2,2-dimethyl-4-[(2-hydroxyalkyl)imino]-5-hydroxy-7-pentyl-2,3- dihydro-4H-1-benzopyrans 19 and 29, the 7-butyl analogue 34, and the corresponding 7-pentyl-4H-1-benzothiopyrans 38 and 39 had the most promising anticonvulsant activity. Synthesis of both enantiomers of 29 and 39 indicated that the R isomers 30 and 40 were the most active and showed very good protection against MES, pentylenetetrazole, and mercaptopropionic acid induced seizures after oral administration in mice. In the Irwin test these compounds showed a generalized depressant activity but at dosages higher than those showing anticonvulsant activity, whereas acute toxicity after oral administration was low (LD50 higher than 400 mg/kg).
• Arnoldi; Merlini; Quadri, Il Farmaco, 1991, vol. 46, # 5, p. 629 - 638
  作者：Arnoldi、Merlini、Quadri、Bonsignori、Melloni、Varasi

  DOI：——

  日期：——
• A versatile approach to analogues of the cannabinoid-like anti-emetic nonabine (BRL 4664)
  作者：Derek V. Gardner、David Miller

  DOI：10.1002/jhet.5570210125

  日期：1984.1

  nonabine (BRL 4664), in which the 4-pyridinyl and 1,2-dimethylheptyl groups have been replaced by other aryl and alky groups respectively, have been synthesised from the appropriate resorcinol by a novel procedure. The route has been shown to be of general applicability, although in the case of nonabine itself the procedure does not represent a viable alternative to that previously published.

  由新颖的方法，由适当的间苯二酚合成了类似大麻素的止吐壬糖（BRL 4664）类似物，其中4-吡啶基和1,2-二甲基庚基分别被其他芳基和烷基取代。该途径已被证明具有普遍适用性，尽管在壬二胺本身的情况下，该方法并不代表先前公布的方法的可行替代方案。