CAS: 859171-97-4; N-(4-Hydroxy-2-Iodo-5-Methoxybenzyl)Nonanamide

上下游产品

Nonivamide 6-iodo-3-methoxy-4-(triisopropylsilyloxy)-N-(nonanoyl)benzylamine

📜香草壬酰胺置于碘,Silver Trifluoroacetate,四氯化锡,N,N-二异丙基乙胺体系中,用 四氢呋喃,氯仿,甲苯 作为反应溶剂,化学反应 72.0H,反应生成 葡聚糖凝胶
参考文献:The Taming Of Capsaicin. Reversal Of The Vanilloid Activity Of N-Acylvanillamines By Aromatic Iodination
标题:The Taming Of Capsaicin. Reversal Of The Vanilloid Activity Of N-Acylvanillamines By Aromatic Iodination
摘要:Aromatic Iodination Ortho To The Phenolic Hydroxyl Reverts The Activity Of The Ultrapotent Vanilloid Agonist Resiniferatoxin (Rtx,1A),Generating The Ultrapotent Antagonist 5'-Iodortx (1B). To Better Understand The Role Of Iodine In This Remarkable Switch Of Activity,A Systematic Investigation On The Halogenation Of Vanillamides,A Class Of Compounds Structurally Simpler Than Resiniferonoids,Was Carried Out. The Results Showed That (A) The Antagonistic Activity Depends On The Site Of Halogenation And Is Maximal At C-6',(B) Iodine Is More Efficient Than Chlorine And Bromine At Reverting The Agonistic Activity,And (C) Iodine-Carbon Exchange Decreases Antagonist Activity. Iodine-Induced Reversal Of Vanilloid Activity Was Also Observed In Vanillamides More Powerful Than Capsaicin,But A Poor Correlation Was Found Between Agonistic And Antagonistic Potencies,Suggesting That Differences Exist In The Way Vanillamides And Their 6'-Iodo Derivatives Bind To Trpv1".
DOI:10.1021/jm050139Q