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【结 构 式】

【分子编号】27776

【品名】7,10-bis(benzyloxy)-5-chloro-2-[2-[(2-hydroxyethyl)amino]ethyl]dibenzo[cd,g]indazol-6(2H)-one

【CA登记号】

【 分 子 式 】C32H28ClN3O4

【 分 子 量 】554.04484

【元素组成】C 69.37% H 5.09% Cl 6.4% N 7.58% O 11.55%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(III)

Treatment of 1,4-dichloro-5,8-dihydroxy-9,10-anthracenedione (I) with K2CO3 and benzyl bromide gives the benzyl ether (II) in refluxing acetone, which, followed by treatment with 2-[(2-hydrazinoethyl)amino]ethanol in anhydrous Me2SO, gives product (III). Treatment of product (III) with excess [(2-aminoethyl)amino]methane in refluxing pyridine gives the «two armed» compound, which, followed by treatment with Pearlman's catalyst in glacial AcOH, gives the target compound CI-937.

1 Proc Amer Assoc Cancer Res 1984, 25, 1, 352.
2 Hoshi, A.; CI-937 and CI-942. Drugs Fut 1986, 11, 3, 179.
3 Showalter, H.D.H.; Johnson, J.L.; Werbel, L.M.; Leopold, W.R.; Jackson, R.C.; Elslager, E.F.; 5-[(Aminoalkyl)amino]-substituted anthra[1, 9-cd]pyrazol-6(2H)-ones as novel anticancer agents. Synthesis and biological evaluation. J Med Chem 1984, 27, 3, 253-5.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(A) 27775 2-[(2-hydrazinoethyl)amino]-1-ethanol C4H13N3O 详情 详情
(B) 27777 N-(2-aminoethyl)-N-methylamine 109-81-9 C3H10N2 详情 详情
(I) 27773 1,4-dichloro-5,8-dihydroxyanthra-9,10-quinone C14H6Cl2O4 详情 详情
(II) 27774 1,4-bis(benzyloxy)-5,8-dichloroanthra-9,10-quinone C28H18Cl2O4 详情 详情
(III) 27776 7,10-bis(benzyloxy)-5-chloro-2-[2-[(2-hydroxyethyl)amino]ethyl]dibenzo[cd,g]indazol-6(2H)-one C32H28ClN3O4 详情 详情
Extended Information