MCL 604 | 1064078-17-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: MCL 604
• 英文别名: (1S,9R,10S)-17-(cyclobutylmethyl)-4-(4-nitrophenoxy)-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2(7),3,5-trien-10-ol hydrochloride；(1S,9R,10S)-17-(cyclobutylmethyl)-4-(4-nitrophenoxy)-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-10-ol
• CAS: 1064078-17-6
• 化学式: C₂₇H₃₂N₂O₄
• 分子量: 448.562
• InChiKey: CYIZZYZUVWCYBV-KWXIBIRDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  78.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-溴-4-硝基苯 、 布托啡诺 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 MCL 604
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of hydrophobic esters and ethers of butorphanol at opioid receptors

  摘要：

  We synthesized several hydrophobic esters and ethers of butorphanol and assessed their affinities at opioid receptors in CHO cell membranes. Tested compounds displayed moderate to high affinities to the mu and kappa receptors. The findings accord with previous evidence of a lipophilic binding pocket in the opioid receptors that can be accessed to afford good binding affinity without the need for a phenolic hydrogen-bond donor group. The most potent (K-i = 61 pM at mu and 48 pM at kappa) novel agent was (-)-N-cyclo-butylmethylmorphinan-3-yl-14-ol phenoxyacetate (4d). (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.07.054

文献信息

• Synthesis and pharmacological evaluation of hydrophobic esters and ethers of butorphanol at opioid receptors
  作者：Brian S. Fulton、Brian I. Knapp、Jean M. Bidlack、John L. Neumeyer

  DOI：10.1016/j.bmcl.2008.07.054

  日期：2008.8

  We synthesized several hydrophobic esters and ethers of butorphanol and assessed their affinities at opioid receptors in CHO cell membranes. Tested compounds displayed moderate to high affinities to the mu and kappa receptors. The findings accord with previous evidence of a lipophilic binding pocket in the opioid receptors that can be accessed to afford good binding affinity without the need for a phenolic hydrogen-bond donor group. The most potent (K-i = 61 pM at mu and 48 pM at kappa) novel agent was (-)-N-cyclo-butylmethylmorphinan-3-yl-14-ol phenoxyacetate (4d). (c) 2008 Elsevier Ltd. All rights reserved.