methyl (S)-(1-(5-chloro-6-methoxynaphthalen-2-yl)-1-oxopropan-2-yl)carbamate | 1217793-02-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: methyl (S)-(1-(5-chloro-6-methoxynaphthalen-2-yl)-1-oxopropan-2-yl)carbamate
• CAS: 1217793-02-6
• 化学式: C₁₆H₁₆ClNO₄
• 分子量: 321.76
• InChiKey: QBBJZWHFBDUSRY-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.43
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  64.63
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl (S)-(1-(5-chloro-6-methoxynaphthalen-2-yl)-1-oxopropan-2-yl)carbamate 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 、
  参考文献：
  名称：

  Synthesis and antidepressant activity of optical isomers of 2-(4-benzylpiperazin-1-yl)-1-(5-chloro-6-methoxynaphthalen-2-yl) propan-1-ol (SIPI5056)

  摘要：

  Four optical isomers of SIPI5056 were synthesized and evaluated for their antidepressant activities and acute toxicities as novel multiple reuptake inhibitors of monoamine transmitters. Chiral alanines were used as educts to prepare their respective target compounds in nine steps. Pharmacological results showed that the (1R,2S)-SIPI5056 isomer has higher inhibitory activity and lower toxicity than other three isomers and is worthy of further development. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.108
• 作为产物：
  描述：

  methyl (S)-(1-(6-methoxynaphthalen-2-yl)-1-oxopropan-2-yl)carbamate 在 sodium hypochlorite 、 硫酸 、 sodium chloride 作用下， 以 二氯甲烷 为溶剂， 生成 methyl (S)-(1-(5-chloro-6-methoxynaphthalen-2-yl)-1-oxopropan-2-yl)carbamate
  参考文献：
  名称：

  Synthesis and antidepressant activity of optical isomers of 2-(4-benzylpiperazin-1-yl)-1-(5-chloro-6-methoxynaphthalen-2-yl) propan-1-ol (SIPI5056)

  摘要：

  Four optical isomers of SIPI5056 were synthesized and evaluated for their antidepressant activities and acute toxicities as novel multiple reuptake inhibitors of monoamine transmitters. Chiral alanines were used as educts to prepare their respective target compounds in nine steps. Pharmacological results showed that the (1R,2S)-SIPI5056 isomer has higher inhibitory activity and lower toxicity than other three isomers and is worthy of further development. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.108