ORGANIC DISULFIDES AND RELATED SUBSTANCES .33. SODIUM 4-(2-ACETAMIDOETHYLDITHIO)BUTANESULFINATE AND RELATED COMPOUNDS AS ANTIRADIATION DRUGS
ORGANIC DISULFIDES AND RELATED SUBSTANCES .33. SODIUM 4-(2-ACETAMIDOETHYLDITHIO)BUTANESULFINATE AND RELATED COMPOUNDS AS ANTIRADIATION DRUGS
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DOI：
10.1021/jm00273a024
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发表时间：
1972-01-01
影响因子：
7.3
通讯作者：
KHIM, YH
中科院分区：
文献类型：
--
作者：
FIELD, L;KHIM, YH
化合物AcNH（CH 2）2SS（CH 2）4SO 2Na（1）是一种有前途的抗辐射药物，其在溶液中比从不具有SO2 Na部分的类似化合物的行为所预期的更快地分解为对称二硫化物2（酰胺）和3（硫酸盐）;固体1是稳定的。这种歧化作用是可逆的。1的改进制备通过使用较低的温度、沉淀代替浓缩以及与极性溶剂的最小接触来最小化结晶。改进1的放射保护活性证实了早期的结果; 3也有活性，但2无活性。使用Na 2S从1，2-二噻烷1，1-二氧化物（6）以80%产率制备三硫化物[NaO 2S（CH 2）4S] 2S（9）。到目前为止，9已显示ALDSq> 900 mg/kg（ip或po），并且在小鼠中在38（ip）-300（po）mg/kg的剂量下对小鼠的保护率为73-100%。3和（尤其是）9的有希望的活性是值得注意的，因为它们都不含氮官能团。
The compound AcNH (CH2) 2SS (CH2> 4S02Na (1), a promising antiradiation drug, disproportionates far more rapidly in solution to the symmetrical disulfides 2 (the amide) and 3 (the sulfúrate) than would be expected from behavior of analogous compounds having no S02Na moiety; solid 1 is stable. The dis-proportionation is reversible. An improved preparation of 1 minimizes disproportionation by use of lower temperatures, precipitation instead of concentration, and minimum contact with polar solvents. Radioprotective activity of improved 1 confirms earlier results; 3 is active as well, but 2 is inactive. The trisulfide [Na02S (CH2) 4S] 2S (9) was prepared in 80% yield from 1, 2-dithiane 1, 1-dioxide (6) using Na2S. Thus far, 9 has shown ALDSq> 900 mg/kg (ip or po) and 73-100% protection of mice atdoses of 38 (ip)-300 (po) mg/kg in mice. The promising activityof 3 and (especially) 9 is noteworthy since neither contains a nitrogen function.