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【结 构 式】 
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【药物名称】A-317344((R)-isomer), A-317491 【化学名称】5-[N-(3-Phenoxybenzyl)-N-[1,2,3,4-tetrahydronaphthalen-1(S)-yl]carbamoyl]benzene-1,2,4-tricarboxylic acid 【CA登记号】475205-49-3, 185049-86-9 (undefined isomer) 【 分 子 式 】C33H27NO8 【 分 子 量 】565.58504 |
【开发单位】Abbott (Originator) 【药理作用】ANALGESIC AND ANESTHETIC DRUGS, Analgesic Drugs, Neuropathic Pain, Treatment of, Non-Opioid Analgesics, P2X2/3 Receptor Antagonists, P2X3 Receptor Antagonists |
合成路线1
The reductive alkylation of (S)-1,2,3,4-tetrahydro-1-naphthalenylamine (I) with 3-phenoxybenzaldehyde (II) in the presence of NaBH4 affords the secondary amine (III), which is then acylated with 1,2,4,5-benzenetetracarboxylic dianhydride (IV), followed by aqueous hydrolysis to furnish the title compound.
| 【1】 Lee, C.-H.; Stewart, A.O.; Perner, R.J.; Zheng, G.Z.; Larson, D.P.; Koenig, J.R.; Gomtsyan, A.R.; Didomenico, S.; Bayburt, E.K. (Abbott Laboratories Inc.); Trisubstd.-N-[(1S)-1,2,3,4-tetrahydro-1-naphthalenyl]benzamides which inhibit P2X3 and P2X2/3 containing receptors. US 2002173665; WO 0294767 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 63324 | (1S)-1,2,3,4-tetrahydro-1-naphthalenamine; (1S)-1,2,3,4-tetrahydro-1-naphthalenylamine | C10H13N | 详情 | 详情 | |
| (II) | 63325 | 3-phenoxybenzaldehyde | C13H10O2 | 详情 | 详情 | |
| (III) | 63326 | (1S)-N-(3-phenoxybenzyl)-1,2,3,4-tetrahydro-1-naphthalenamine; N-(3-phenoxybenzyl)-N-[(1S)-1,2,3,4-tetrahydro-1-naphthalenyl]amine | C23H23NO | 详情 | 详情 | |
| (IV) | 41484 | 1H,3H-furo[3,4-f][2]benzofuran-1,3,5,7-tetrone | 89-32-7 | C10H2O6 | 详情 | 详情 |
Extended Information