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Nitrosation Products of Hexamethylenetetramine
Author(s) -
Herpel Martin,
Rehse Klaus
Publication year - 1999
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/(sici)1521-4184(19997)332:7<255::aid-ardp255>3.0.co;2-r
Subject(s) - hexamethylenetetramine , nitrosation , chemistry , nitric oxide , nonane , antidote , in vitro , sodium nitroprusside , nuclear chemistry , medicinal chemistry , organic chemistry , biochemistry , toxicity
Two nitrosation products of hexamethylenetetramine, namely 1,3,5‐trinitrosohexahydro‐1,3,5‐triazine ( 1 ) and 3,7‐dinitroso‐1,3,5,7‐tetrazabicyclo[3.3.1]nonane ( 2 ), were synthesized. It is shown that both compounds in vitro at 37 °C (1 h, pH 7.4) form nitric oxide at a rate of 3.1% ( 1 ) or 1.3% ( 2 ), respectively. In rats (60 mg/kg p.o.) both compound inhibit thrombus formation in arterioles ( 1 : 20%; 2 : 16%) and venules ( 1 : 18%; 2 : 9%). Compound 2 does not influence the blood pressure in spontaneously hypertensive rats.