50850-26-5Relevant academic research and scientific papers
Identifying urotropine derivatives as co-donors of formaldehyde and nitric oxide for improving antitumor therapy
Feng, Shujun,Luo, Jun,Meng, Xia,Ning, Xinghai,Xu, Yurui,Zhang, Yu
, p. 7581 - 7584 (2021/08/05)
A pharmacophore integration strategy was utilized to develop the first co-donor of formaldehyde and nitric oxide (FANO), composed of urotropine derived nitramine/nitrosamine. FANO simultaneously generated formaldehyde and nitric oxide on-demand, resulting in synergistic anticancer effects. Importantly, liposomal formulation of FANO effectively inhibited tumor growth with minimal side-effects, providing a potent combined nitric oxide therapy for malignancy.
15N STUDIES OF THE MECHANISMS OF NITRATOIN OF HEXAMETHYLENETETRAMINE AND 3,7-DIACETYL-1,2,5,7-TETRAAZABICYCLONONANE
Crampton, Michael R.,Jones, Michael,Scranage, John K.,Golding, Peter
, p. 1679 - 1684 (2007/10/02)
Mechanistic studies of the nitration of hexamethylenetetramine (1) and some derivatives are reported and are compared with acetylation reactions.Nitration reactions, with nitric acid, were carried out using mixtures of - and -compounds and the destination of the nitrogen-isotopes in the products was determined mass spectrometrically.The results show that in nitration of (1) to give 3,7-dinitro-1,3,5,7-tetraazabicyclononane (DPT) extensive ring cleavage occurs to give species containing single amino-nitrogen fragments.Howover the nitration of 3,7-diacetyl- 1,3,5,7-tetraazabicyclononane to 1,5-diacetyl-3,7-dinitro-1,3,5,7-tetraazacyclooctane (DADN) involves selective cleavage of the methylene bridge.A synthesis of DADN by acetolysis of DPT is reported.
Deuterium Isotope Effects in Condensed-Phase Thermochemical Decomposition Reactions of Octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine
Shackelford, S. A.,Coolidge, M. B.,Goshgarian, B. B.,Loving, B. A.,Rogers, R. N.,et al.
, p. 3118 - 3126 (2007/10/02)
The deuterium isotope effect was applied to condensed-phase thermodinamical reactions of HMX and HMX-d8 by using isothermal techniques.Dissimilar deuterium isotope effects revealed a mechanistic dependence of HMX upon different physical states which may singularly predominate in a specific type of thermal event.Solid-state HMX thermodinamical decomposition produces a primary deuterium isotope effect (DIE), indicating that covalent C-H bond rupture is the rate-controlling step in this phase.An apparent inverse DIE is displayed by the mixed melt phase and can be attributed to C-H bond contraction during a weakening of molecular lattice forces as the solid HMX liquefies.The liquid-state decomposition rate appears to be controlled by ring C-N bond cleavage as evidenced by a secondary DIE and higher molecular weight products.These results reveal a dependence of the HMX decomposition process on physical state and lead to a broader mechanistic interpretation which explains the seemingly contradictory data found in current literature reviews.
Process for the preparation of tetrazocine derivatives
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, (2008/06/13)
A process for the conversion of a pentamethylenetetramine derivative into the corresponding tetrazocine derivative by nitrating said pentamethylenetetramine derivative at room temperature. The tetrazocine derivative is an effective intermediate in the manufacture of the explosive, HMX.
