2-phenyl-3a,8,9,9a-tetrahydronaphtho[1,2-d]oxazole | 745072-29-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 2-phenyl-3a,8,9,9a-tetrahydronaphtho[1,2-d]oxazole
• 英文别名: 2-phenyl-3a,4,5,9b-tetrahydrobenzo[e][1,3]benzoxazole
• CAS: 745072-29-1
• 化学式: C₁₇H₁₅NO
• 分子量: 249.312
• InChiKey: JCMGYLCYRRYFNI-UHFFFAOYSA-N

物化性质

• 沸点：
  414.6±44.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.52
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  21.59
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-phenyl-3a,8,9,9a-tetrahydronaphtho[1,2-d]oxazole 在 硫酸 作用下， 以 水 为溶剂， 反应 11.0h， 以88%的产率得到(+/-)-cis-1-amino-2-hydroxy-1,2,3,4-tetrahydronaphthalene
  参考文献：
  名称：

  Synthesis of tetrahydronaphthyl thioureas as potent appetite suppressants☆

  摘要：

  A series of thiourea derivatives (7-23, 25-27) of 1-aminotetrahydronaphthalene (4) and 1-amino-2-hydroxytetrahydronaphthalene (5) were synthesized in single pot in 48-90% yield and evaluated for their anorexigenic activity. Among them compounds 10, 14 15, 16 and 22 exhibited significant anorexigenic activity without any antidepressant effect and provided a new structural lead for appetite suppressants. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.05.039
• 作为产物：
  描述：

  trans-1-amino-1,2,3,4-tetrahydronaphthalen-2-ol 在 氢氧化钾 、 氯化亚砜 作用下， 以 二氯甲烷 、 水 、 苯 为溶剂， 反应 10.0h， 生成 2-phenyl-3a,8,9,9a-tetrahydronaphtho[1,2-d]oxazole
  参考文献：
  名称：

  Synthesis of tetrahydronaphthyl thioureas as potent appetite suppressants☆

  摘要：

  A series of thiourea derivatives (7-23, 25-27) of 1-aminotetrahydronaphthalene (4) and 1-amino-2-hydroxytetrahydronaphthalene (5) were synthesized in single pot in 48-90% yield and evaluated for their anorexigenic activity. Among them compounds 10, 14 15, 16 and 22 exhibited significant anorexigenic activity without any antidepressant effect and provided a new structural lead for appetite suppressants. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.05.039

文献信息

• Design and synthesis of novel tetrahydronaphthyl azoles and related cyclohexyl azoles as antileishmanial agents
  作者：Vijay K. Marrapu、Nagarapu Srinivas、Monika Mittal、Nishi Shakya、Suman Gupta、Kalpana Bhandari

  DOI：10.1016/j.bmcl.2011.01.026

  日期：2011.3

  A novel series of trans-2-aryloxy-1,2,3,4,-tetrahydronaphthyl azoles and related cyclohexyl azoles were synthesized and evaluated in vitro against Leishmania donovani. Compound 9 identified as most active analog with IC50 value of 0.64 mu g/mL and SI value of 34.78 against amastigotes, and is several folds more potent than the reference drugs sodium stilbogluconate and paromomycin. It also exhibited significant in vivo inhibition of 83.33%, and provided a new structural scaffold for antileishmanials. (C) 2011 Elsevier Ltd. All rights reserved.
• Synthesis of tetrahydronaphthyl thioureas as potent appetite suppressants☆
  作者：Kalpana Bhandari、Shipra Srivastava、Girija Shankar

  DOI：10.1016/j.bmc.2004.05.039

  日期：2004.8.1

  A series of thiourea derivatives (7-23, 25-27) of 1-aminotetrahydronaphthalene (4) and 1-amino-2-hydroxytetrahydronaphthalene (5) were synthesized in single pot in 48-90% yield and evaluated for their anorexigenic activity. Among them compounds 10, 14 15, 16 and 22 exhibited significant anorexigenic activity without any antidepressant effect and provided a new structural lead for appetite suppressants. (C) 2004 Elsevier Ltd. All rights reserved.