3-acetoxy-1-pentylbenzene | 132537-29-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 3-acetoxy-1-pentylbenzene
• 英文别名: 3-n-pentylphenyl acetate；(3-pentylphenyl) acetate
• CAS: 132537-29-2
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: RYAOIRHVAVHSIZ-UHFFFAOYSA-N

物化性质

• 沸点：
  266.5±9.0 °C(predicted)
• 密度：
  0.985±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-acetoxy-1-pentylbenzene 在 哌啶 、 吡啶 、 lithium aluminium tetrahydride 、 三氯化铝 、 sodium hypobromide 、 potassium carbonate 、 pyridinium chlorochromate 作用下， 以 乙醚 、 二氯甲烷 、 二乙二醇二甲醚 、 水 、 丙酮 、 xylene 为溶剂， 反应 64.75h， 生成 1-methyl-5-(2-methoxy-4-n-pentylphenyl)cyclohex-1-ene-4-carboxylic acid
  参考文献：
  名称：

  Pillai; Kapil; Anand, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1991, vol. 30, # 2, p. 195 - 200

  摘要：

  DOI：
• 作为产物：
  描述：

  3-戊基苯酚 、 乙酸酐 在 sodium acetate 作用下， 反应 1.0h， 以77%的产率得到3-acetoxy-1-pentylbenzene
  参考文献：
  名称：

  Synthesis and anticonvulsant and sedative-hypnotic activity of 4-(alkylimino)-2,3-dihydro-4H-1-benzopyrans and benzothiopyrans

  摘要：

  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).

  DOI：

  10.1021/jm00172a030

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, ANNA;BONSIGNORI, ALBERTO;MELLONI, PIERO;MERLINI, LUCIO;QUADRI, M+, J. MED. CHEM., 33,(1990) N0, C. 2865-2869
  作者：ARNOLDI, ANNA、BONSIGNORI, ALBERTO、MELLONI, PIERO、MERLINI, LUCIO、QUADRI, M+

  DOI：——

  日期：——
• Pillai; Kapil; Anand, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1991, vol. 30, # 2, p. 195 - 200
  作者：Pillai、Kapil、Anand

  DOI：——

  日期：——