(2-chloro-allyl)-(4-cyclohexyl-phenyl)-ether

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (2-chloro-allyl)-(4-cyclohexyl-phenyl)-ether
• 英文别名: (2-Chlor-allyl)-(4-cyclohexyl-phenyl)-aether；2-Chlor-3-(4-cyclohexyl-phenoxy)-propen-(1)；4-(2-Chlor-allyloxy)-1-cyclohexyl-benzol；1-(2-Chloroprop-2-enoxy)-4-cyclohexylbenzene
• 化学式: C₁₅H₁₉ClO
• 分子量: 250.768
• InChiKey: NOISBLSFPMSCJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2,3-二氯丙烯 、 对环己基苯酚 在 sodium hydroxide 作用下， 生成 (2-chloro-allyl)-(4-cyclohexyl-phenyl)-ether
  参考文献：
  名称：

  US2205395

  摘要：

  公开号：

文献信息

• [EN] PROTEASOME CHYMOTRYPSIN-LIKE INHIBITION USING PI-1833 ANALOGS<br/>[FR] INHIBITION DE CHYMOTRYPSINE-LIKE DU PROTÉASOME À L'AIDE D'ANALOGUES DE PI-1833
  申请人：H LEE MOFFITT CANCER CT & RES

  公开号：WO2012129564A2

  公开（公告）日：2012-09-27

  Focused library synthesis and medicinal chemistry on an oxadiazole-isopropylamide core proteasome inhibitor provided the lead compound that strongly inhibits CT-L activity. Structure activity relationship studies indicate the amide moiety and two phenyl rings are sensitive toward synthetic modifications. Only para-substitution in the A-ring was important to maintain potent CT-L inhibitory activity. Hydrophobic residues in the A-ring's para-position and meta-pyridyl group at the B-ring significantly improved inhibition. The meta-pyridyl moiety improved cell permeability. The length of the aliphatic chain at the para position of the A-ring is critical with propyl yielding the most potent inhibitor, whereas shorter (i.e. ethyl, methyl or hydrogen) or longer (i.e. butyl, propyl and hexyl) chains demonstrating progressively less potency. Introduction of a stereogenic center next to the ether moiety (i.e. substitution of one of the hydrogens by methyl) demonstrated chiral discrimination in proteasome CT-L activity inhibition (the S-enantiomer was 35-40 fold more potent than the R-enantiomer).
• US2205395
  申请人：——

  公开号：——

  公开（公告）日：——