CL-331928(monohydrochloride), CL-331002, DMG-DMDOT, -Drug Synthesis Database

【结构式】

【药物名称】CL-331928(monohydrochloride), CL-331002, DMG-DMDOT

【化学名称】(4S,4aS,11aR,12aS)-1-(Dimethylamino)-8-[2-(dimethylamino)acetamido]-2,4a,5,7-tetrahydroxy-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydronaphthacene-3-carboxamide
　　　　　　6-Demethyl-6-deoxy-9-(N,N-dimethylglycinamido)tetracycline
　　　　　　[4S-(4alpha,4aalpha,5aalpha,12aalpha)]-4-(Dimethylamino)-9-[(dimethylamino)acetylamino]-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-2-naphthacenecarboxamide

【CA登记号】151922-17-7

【分子式】C₂₅H₃₀N₄O₈

【分子量】514.53985

【开发单位】Wyeth Pharmaceuticals (Originator)

【药理作用】Antibiotics, ANTIINFECTIVE THERAPY, Tetracyclines

合成路线1

By acylation of 9-amino-6-demethyl-6-deoxytetracycline (I) with sarcosyl chloride (II) by means of Na2CO3 in acetonitrile with or without dimethylpropylenurea.

参考文献中间体

【1】 Fromtling, R.A.; Castañer, J.; DMG-DMDOT. Drugs Fut 1995, 20, 10, 1001.
【2】 Hlavka, J.J.; Gluzman, Y.; Tally, F.P.; Bloom, J.D.; Testa, R.T.; Ellestad, G.A.; Lee, V.J.; Sum, P.-E.; The discovery of a new generation of tetracycline antibacterial agents, the "glycylcyclines". 33rd Intersci Conf Antimicrob Agents Chemother (Oct 17-20, New Orleans) 1993, Abst 431.
【3】 Sum, P.-E.; Lee, V.J.; Testa, R.T. (American Cyanamid Co.); 9-(Substd. glycyl)amido-6-demethyl-6-deoxytetracyclines as antibiotic agents. EP 0582829; JP 1994199758 .
【4】 Sum, P.-E.; Lee, V.J.; Testa, R.T.; Hlavka, J.J.; Ellestad, G.A.; Bloom, J.D.; Gluzman, Y.; Tally, F.P.; Glycylcyclines. 1. A new generation of potent antibacterial agents through modification of 9-aminotetracyclines. J Med Chem 1994, 37, 1, 184-8.

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)	16358	(4S,4aS,5aR,12aS)-9-amino-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-2-naphthacenecarboxamide		C₂₁H₂₃N₃O₇	详情	详情
(II)	16359	2-(dimethylamino)acetyl chloride		C₄H₈ClNO	详情	详情

Extended Information