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【结 构 式】 
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【药物名称】Proglumetacin maleate, Protaxon, Proxil 【化学名称】4-Benzamido-5-(dipropylamino)-5-oxopentanoic acid 3-[4-[2-[2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetoxy]ethyl]piperazin-1-yl]propyl ester dimaleate 【CA登记号】68246-97-9(monomaleate salt) 【 分 子 式 】C54H66ClN5O16 【 分 子 量 】1076.60502 |
【开发单位】Opfermann Arzneimittel (Originator), Rotta (Originator) 【药理作用】ANALGESIC AND ANESTHETIC DRUGS, Analgesic Drugs, Ankylosing Spondylitis, Treatment of, Antiarthritic Drugs, METABOLIC DRUGS, Osteoarthritis, Treatment of, Rheumatoid Arthritis, Treatment of, Treatment of Disorders of Purine and Pyrimidine Metabolism, Treatment of Gout, TREATMENT OF MUSCULOSKELETAL & CONNECTIVE TISSUE DISEASES |
合成路线1
The reaction of N-benzoyl-N',N'-di-n-propyl-DL-isoglutamine (I) with N-3-chloropropyl-N'-2-hydroxyethylpiperazine (II) by means of sodium methoxide in DMSO at 105 C gives N-[3-(N-benzoyl-N',N'-di-n-propyl-DL-isoglutaminyl)oxypropyl]-N'-(2-hydroxyethyl)piperazine (III), which is then condensed with 1-(p-chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic acid (IV) by means of dicyclohexylcarbodiimide and NaHCO3 in ethyl acetate, and treated finally with maleic acid (V)
| 【1】 Blancafort, P.; Serradell, M.N.; Castaner, J.; de Angelis, L.; Proglumetacin maleate. Drugs Fut 1980, 5, 3, 142. |
| 【2】 Makovec, F.; et al. (Rotta Research Laboratorium SpA); BE 830880; CA 1053663; DE 2535799; FR 2281755; GB 1467568; JP 7643773; JP 7643774; JP 7916511; JP 7916512; NL 7509091; SA 7509091; US 3985878 . |
| 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) | 60631 | 4-(benzoylamino)-5-(dipropylamino)-5-oxopentanoic acid | C18H26N2O4 | 详情 | 详情 | |
| (II) | 60632 | 2-[4-(3-chloropropyl)-1-piperazinyl]-1-ethanol | C9H19ClN2O | 详情 | 详情 | |
| (III) | 60633 | 3-[4-(2-hydroxyethyl)-1-piperazinyl]propyl 4-(benzoylamino)-5-(dipropylamino)-5-oxopentanoate | C27H44N4O5 | 详情 | 详情 | |
| (IV) | 22930 | 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetic acid | C19H16ClNO4 | 详情 | 详情 | |
| (V) | 37495 | Maleic acid; (Z)-2-Butenedioic acid | 110-16-7 | C4H4O4 | 详情 | 详情 |