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【结 构 式】

【药物名称】

【化学名称】2,3-Dichloro-5,8-dimethoxy-1,4-naphthalenedione

【CA登记号】

【 分 子 式 】C12H8Cl2O4

【 分 子 量 】287.10116

【开发单位】China Medical College (Originator), National Taiwan University (Originator), University of North Carolina (Originator)

【药理作用】Antiallergy/Antiasthmatic Drugs, Antiplatelet Therapy, Asthma Therapy, Coagulation Disorders Therapy, HEMATOLOGIC DRUGS, RESPIRATORY DRUGS, Antiinflammatory Drugs

合成路线1

Friedel Crafts condensation of p-dimethoxybenzene (I) with dichloromaleic anhydride (II) in a molten mixture of AlCl3 and NaCl yielded a dihydroxynaphthoquinone, assumed to exist as an equilibrium mixture between posicional isomers (III) and (IV). Subsequent methylation with CH3I in the presence of Ag2O yielded a mixture of dimethoxy quinones (V) and (VI) from which the target compound (V) was isolated by column chromatography.

1 Huang, L.-J.; Chang, F.C.; Lee, K.H.; Wang, J.P; Teng, C.M.; Kuo, S.C.; Synthesis and antiplatelet, antiinflammatory, and antiallergic activities of substituted 3-chloro-5,8-dimethoxy-1,4-naphthoquinone and related compounds. Bioorg Med Chem 1998, 6, 12, 2261.
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) 21946 1,4-dimethoxybenzene; 4-methoxyphenyl methyl ether 150-78-7 C8H10O2 详情 详情
(II) 21947 3,4-dichloro-2,5-furandione 1122-17-4 C4Cl2O3 详情 详情
(III) 21948 2,3-dichloro-5,8-dihydroxynaphthoquinone 14918-69-5 C10H4Cl2O4 详情 详情
(IV) 21949 6,7-dichloro-5,8-dihydroxynaphthoquinone C10H4Cl2O4 详情 详情
(VI) 21950 6,7-dichloro-5,8-dimethoxynaphthoquinone C12H8Cl2O4 详情 详情
Extended Information