|
【结 构 式】 
|
【药物名称】VL-0395 【化学名称】N-[2-(1H-Indol-2-ylcarboxamido)benzoyl]-DL-phenylalanine 【CA登记号】 【 分 子 式 】C25H21N3O4 【 分 子 量 】427.46382 |
【开发单位】Rotta (Originator) 【药理作用】GASTROINTESTINAL DRUGS, Pancreatic Disorders, Treatment of, CCK1 (CCKA) Antagonists |
合成路线1
Condensation of isatoic anhydride (I) with DL-phenylalanine ethyl ester (II) affords anthranilamide (III). Subsequent acylation of amino amide (III) with indole-2-carbonyl chloride (IV) provides diamide (V). The ethyl ester group of (V) is finally hydrolyzed to the target carboxylic acid with methanolic KOH
| 【1】 Varnavas, A.; Lassiani, L.; Valenta, V.; Berti, F.; Mennuni, L.; Makovec, F.; Anthranilic acid derivatives: A new class of non-peptide CCK1 receptor antagonists. Bioorg Med Chem 2003, 11, 5, 741. |
| 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) | 29797 | 2H-3,1-benzoxazine-2,4(1H)-dione；Isatoic anhydride;4H-3,1-Benzoxazine-2,4(1H)-dione；1,2-Dihydro-4H-3,1-benzoxazine-2,4-dione;1H-benzo[d][1,3]oxazine-2,4-dione | 118-48-9 | C8H5NO3 | 详情 | 详情 |
| (II) | 32594 | methyl 3-(trimethylsilyl)-2-propynoate | C7H12O2Si | 详情 | 详情 | |
| (III) | 62746 | ethyl 2-[(2-aminobenzoyl)amino]-3-phenylpropanoate | C18H20N2O3 | 详情 | 详情 | |
| (IV) | 62747 | 1H-indole-2-carbonyl chloride | C9H6ClNO | 详情 | 详情 | |
| (V) | 62748 | ethyl 2-({2-[(1H-indol-2-ylcarbonyl)amino]benzoyl}amino)-3-phenylpropanoate | C27H25N3O4 | 详情 | 详情 |
Extended Information