Misumi J, Nagano M
Br J Ind Med. 1984 Nov;41(4):526-32. doi: 10.1136/oem.41.4.526.
In order to determine the specific structural properties responsible for neurotoxic activity, the comparative neurotoxicity of n-hexane, methyl n-butyl ketone, 2,5-hexanedione, and their relatives was investigated in the peripheral nerves of rats. The maximum conduction velocity of motor and sensory fibres and the motor distal latency of the tail nerves of rats were periodically examined in animals receiving repeated subcutaneous injections of 11 aliphatic monoketone or diketone compounds and their relatives for prolonged periods. A study of the comparative neurotoxicity of n-hexane, methyl n-butyl ketone, and their metabolites showed that 2,5-hexanedione was the most actively neurotoxic. Furthermore, a study of other symmetrical diketones with different carbon numbers showed that 2,4-pentanedione, which is structurally similar to 2,5-hexanedione, possessed a different type of neurotoxic activity than 2,5-hexanedione. Regarding aliphatic monoketone compounds, acetone, 2-pentanone, 2-heptanone, and 2-octanone were confirmed non-neurotoxic for the peripheral nervous system. Evidence from some previous reports, however, suggested that 3-heptanone, 4-octanone, and 5-nonanone might produce neuropathies by being converted to 2,5-diketones under specific conditions.
为了确定导致神经毒性活性的具体结构特性，研究了正己烷、甲基正丁基酮、2,5 -己二酮及其相关化合物在大鼠外周神经中的比较神经毒性。在长期反复皮下注射11种脂肪族单酮或二酮化合物及其相关化合物的动物中，定期检查大鼠运动和感觉纤维的最大传导速度以及尾神经的运动远端潜伏期。对正己烷、甲基正丁基酮及其代谢产物的比较神经毒性研究表明，2,5 -己二酮具有最强的神经毒性。此外，对其他不同碳原子数的对称二酮的研究表明，结构与2,5 -己二酮相似的2,4 -戊二酮具有与2,5 -己二酮不同类型的神经毒性活性。对于脂肪族单酮化合物，丙酮、2 -戊酮、2 -庚酮和2 -辛酮被证实对周围神经系统无神经毒性。然而，一些先前报告的证据表明，3 -庚酮、4 -辛酮和5 -壬酮在特定条件下可能通过转化为2,5 -二酮而产生神经病变。
