2,2′-Phthaloyl-, 2,2′-Isophthaloyl-, and 2,2′-Terephthaloylbis[1, 1, 1-trimethylhydrazinium] Dihydroxide, Bis(Inner Salts): Synthesis, Partition Coefficients, Toxicity and Effect on Ganglionic Transmission

Add time:07/29/2019    Source:sciencedirect.com

2,2′-Phthaloyl-, 2,2′-isophthaloyl, and 2,2′-terephthaloyl-bis[1, 1, 1-trimethylhydrazinium] dihydroxide, bis(inner salts) 7, 8, and 9 and their hydrazide and hydrazinium diiodide precursors were synthesized and tested for toxicity and their ability to block sympathetic ganglionic transmission. Only the 2,2′-phthaloyl and isophthaloylhydrazinium diiodides 4 and 5 produced weak inhibition of nerve transmission (35% at 2.15 × 10−3 M). The inner salts were appreciably less toxic than the hydrazinium diiodides in brine shrimp testing. The log P (log10, chloroform pH 7 buffer system) values of all compounds were determined and those of the inner salts and hydrazinium diiodides were in the range of −3.03 to −3.60.

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