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【结 构 式】

【药物名称】QM-96539

【化学名称】2-(3-Chlorobenzyl)-4-cyanomethyl-3,4-dihydro-2H-thieno[3,4-e]-1,2,4-thiadiazin-3-one 1,1-dioxide

【CA登记号】

【 分 子 式 】C14H10ClN3O3S2

【 分 子 量 】367.8351

【开发单位】CSIC (Originator), Katholieke Universiteit Leuven (Originator)

【药理作用】AIDS Medicines, Anti-HIV Agents, ANTIINFECTIVE THERAPY, Reverse Transcriptase Inhibitors

合成路线1

Alkylation of 1,1,3-trioxo-2H,4H-thieno[3,4-e][1,2,4]thiadiazine (I) at the N-2 with 3-chlorobenzyl chloride (II) in the presence of NaH in DMF yielded the 2-benzyl derivative (III), which was further alkylated with chloroacetonitrile (IV) at the N-4 to provide the title compound.

1 Arranz, E.; Díaz, J.A.; Ingate, S.T.; Witvrouw, M.; Pannecouque, C.; Balzarini, J.; De Clercq, E.; Vega, S.; Novel 1,1,3-trioxo-2H,4H-thieno[3,4-e][1,2,4]thiadiazine derivatives as non-nucleoside reverse transcriptase inhibitors that inhibit human immunodeficiency virus type 1 replication. J Med Chem 1998, 41, 21, 4109.
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) 27304 1lambda(6)-thieno[3,4-e][1,2,4]thiadiazine-1,1,3(2H,4H)-trione C5H4N2O3S2 详情 详情
(II) 20642 1-chloro-3-(chloromethyl)benzene; 3-Chlorobenzyl chloride 620-20-2 C7H6Cl2 详情 详情
(III) 27306 2-(3-chlorobenzyl)-2H-thieno[3,4-e][1,2,4]thiadiazine-1,1,3(2H,4H)-trione C12H9ClN2O3S2 详情 详情
(IV) 14443 2-chloroacetonitrile; chloroacetonitrile 107-14-2 C2H2ClN 详情 详情
Extended Information