DISPOSITION OF HEXABROMONAPHTHALENE

溴代萘没有已知的工业用途或应用，但已被广泛应用于工业领域。 被确定为Firemaster BP-6的污染物， 多溴联苯用作阻燃剂， 密歇根州的环境中毒事件 结构相关 其他卤代芳香族异生物质，它们的毒性和处置似乎 随着溴化位置的变化而变化。 这项工作研究了 化学处理2种六溴萘混合物， 以前被鉴定为单一异构体，1，2，3，4，6，7-HBN。 述化合物是 口服后不完全吸收。 静脉注射治疗后， 该剂量在3天内作为代谢物排出。 然而，其余的 的剂量似乎是非常持久的，超过25%的剩余在 35天后的肝脏。 这些处置结果证明了 通过高分辨率NMR测定存在两种异构体，以65：35的比例存在 其已被鉴定为1，2，3，4，6，7-和2，3，4，5，6，7-HBN。 的 两种异构体的命运差异已通过分离得到证明， 通过高分辨率NMR表征肝脏中残留的HBN 治疗后10天。 虽然所投加的HBN的异构体比例为 65：35（1，2，3，4，6，7-：2，3，4，5，6，7-），口服后10天肝脏中的HBN 处理比例为20：80。 这种HBN混合物的毒性是 在老鼠身上检查。 单次口服剂量高达1000 mg/kg， 方面的影响. 然而，在剂量低至5mg/kg时检测到重复给药毒性。 mg/kg，持续7天。 毒性反应是毒性类似于 TCDD及其相关化合物。 进行了完整的畸形学研究 致畸反应与TCDD相同， 主要终点是肾脏异常和腭裂， 为1 mg/kg。

Bromonapthalenes have no known industrial use or application, but have been identified as contaminants of Firemaster BP-6, the toxic mixture of polybrominated biphenyls used as a fire retardant and involved in a major episode of environmental poisoning in Michigan. Structurally related to other halogenated aromatic xenobiotics, their toxicity and disposition seem to vary with the position of bromination. This work has studied the chemical dispositin of a mixture of 2 hexabromonapthalenes (HBNs), previously identified as a single isomer, 1,2,3,4,6,7-HBN. The compound is incompletely absorbed after an oral dose. After iv treatment over 50% of the dose is excreted as metabolites within 3 days. However, the remainder of the dose seems to be extremely persistent, over 25% remaining in the liver after 35 days. These dispositions results led to proof of the presence of two isomers by high resolution NMR, present in a ratio of 65:35 which have been identified as 1,2,3,4,6,7- and 2,3,4,5,6,7 -HBN. The difference in the fate of the two isomeric has been proven by isolation and characterization by high resolution NMR of the HBN remaining in the liver 10 days afer treatment. While the HBN dosed was in an isomeric ratio of 65:35 (1,2,3,4,6,7-:2,3,4,5,6,7-), the HBN in the liver 10 days after oral treatment was in the ratio of 20:80. The toxicity of this HBN mixture was examined in mice. A sigle oral dose as high as 1000 mg/kg had no toxic effects. However, repeat dose toxicity was detected at doses as low as 5 mg/kg for 7 days. The toxic response was toxicity similar to that seen for TCDD and related compounds. A complete teratology study was carried out and the teratogenic response was identical to that observed with TCDD, with the main endpoints being kidney anomalies and cleft palate at doses as low as 1 mg/kg.