1-(5-chloro-2-hydroxy-3-methylphenyl)-1-propanone | 941-74-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(5-chloro-2-hydroxy-3-methylphenyl)-1-propanone
• 英文别名: 1-(5-chloro-2-hydroxy-3-methyl-phenyl)-propan-1-one；1-(5-Chlor-2-hydroxy-3-methyl-phenyl)-propan-1-on；1-(5-chloro-2-hydroxy-3-methylphenyl)propan-1-one
• CAS: 941-74-2
• 化学式: C₁₀H₁₁ClO₂
• 分子量: 198.649
• InChiKey: NUIUECGSOINZLN-UHFFFAOYSA-N

物化性质

• 熔点：
  61°C
• 沸点：
  305.0±42.0 °C(Predicted)
• 密度：
  1.210±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.95
• 重原子数：
  13.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-(5-chloro-2-hydroxy-3-methylphenyl)-1-propanone 在 palladium on activated charcoal 氢氧化钾 、 sodium hydroxide 、 ammonium formate 作用下， 以 乙醇 为溶剂， 反应 2.33h， 生成 1-(2-methoxy-3-methylphenyl)-1-propanone
  参考文献：
  名称：

  Synthesis of Metabolites of the Cerebroprotecting Agent 7-Hydroxy-1- (((4-(3-methoxyphenyl)-1-piperazinyl)acetyl)amino)-2,2,4,6-tetramethylindan (OPC-14117).

  摘要：

  一种羟基化代谢物（5a）是由7-羟基-1-[[[4-(3-甲氧基苯基)-1-哌嗪基]乙酰基]氨基]-2,2,4,6-四甲基茚满（OPC-14117）合成得到的，OPC-14117是一种具有中枢神经系统刺激活性的新型脑保护剂，通过模型细胞色素P-450系统合成。为了确认该化合物的结构，我们还通过另一条途径进行了制备。通过与合成化合物进行比较，鉴定了几种代谢物（5a、7和8）的结构。

  DOI：

  10.1248/cpb.45.728
• 作为产物：
  描述：

  (4-氯-2-甲基苯基)丙酸酯 在 三氯化铝 作用下， 生成 1-(5-chloro-2-hydroxy-3-methylphenyl)-1-propanone
  参考文献：
  名称：

  Chakravarti; Majumdar, Journal of the Indian Chemical Society, 1939, vol. 16, p. 151,155

  摘要：

  DOI：

文献信息

• Letcher, Roy M., Journal of Chemical Research, Miniprint, 1989, # 12, p. 2901 - 2929
  作者：Letcher, Roy M.

  DOI：——

  日期：——
• Chakravarti; Majumdar, Journal of the Indian Chemical Society, 1939, vol. 16, p. 151,155
  作者：Chakravarti、Majumdar

  DOI：——

  日期：——
• Ziegler et al., Monatshefte fur Chemie, 1957, vol. 88, p. 587,591
  作者：Ziegler et al.

  DOI：——

  日期：——
• Synthesis of Metabolites of the Cerebroprotecting Agent 7-Hydroxy-1- (((4-(3-methoxyphenyl)-1-piperazinyl)acetyl)amino)-2,2,4,6-tetramethylindan (OPC-14117).
  作者：Kenji OTSUBO、Jun MATSUBARA、Kazuyoshi KITANO、Yoshikazu KAWANO、Tadaaki OHTANI、Seiji MORITA、Seiji SATO、Yasuo OSHIRO、Minoru UCHIDA

  DOI：10.1248/cpb.45.728

  日期：——

  A hydroxylated metabolite (5a) of 7-hydroxy-1-[[[4-(3-methoxyphenyl)-1-piperazinyl]acetyl]amino]-2, 2, 4, 6-tetramethylindan (OPC-14117), which is a novel cerebroprotective agent with central nervous system-stimulating activity, was synthesized by use of a model cytochrome P-450 system. In order to confirm the structure of this compound it was prepared by another route. The structures of several metabolites (5a, 7 and 8) were identified by means of comparisons with the synthetic compounds.

  一种羟基化代谢物（5a）是由7-羟基-1-[[[4-(3-甲氧基苯基)-1-哌嗪基]乙酰基]氨基]-2,2,4,6-四甲基茚满（OPC-14117）合成得到的，OPC-14117是一种具有中枢神经系统刺激活性的新型脑保护剂，通过模型细胞色素P-450系统合成。为了确认该化合物的结构，我们还通过另一条途径进行了制备。通过与合成化合物进行比较，鉴定了几种代谢物（5a、7和8）的结构。
• Synthesis and activity of 2-methyl-3-aminopropiophenones as centrally acting muscle relaxants
  作者：A Shiozawa、K Narita、G Izumi、S Kurashige、K Sakitama、M Ishikawa

  DOI：10.1016/0223-5234(96)88213-4

  日期：1995.1

  Some novel 2-methyl-3-aminopropiophenones were synthesized and their centrally acting muscle relaxant activities were evaluated for an inhibitory effect on the flexor reflex in rats. The structure-activity relationships are discussed. In this series, 2-methyl-3-pyrrolidino-1-(4-trifluoromethylphenyl)-propan-1-one (28) showed significant centrally acting muscle relaxant activity. In addition, the activities of each enantiomer (28-(S) and (R)) were studied along with their acute toxicities. Compound 28-(R) was found to exhibit more potent activity and weaker acute toxicity than 28-(S). Accordingly, compound 28-(R) (NK433) is under development as a novel centrally acting muscle relaxant.