- Identifying urotropine derivatives as co-donors of formaldehyde and nitric oxide for improving antitumor therapy
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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.
- Feng, Shujun,Luo, Jun,Meng, Xia,Ning, Xinghai,Xu, Yurui,Zhang, Yu
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supporting information
p. 7581 - 7584
(2021/08/05)
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- Preparation method of HMX
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The invention discloses a preparation method of HMX. The preparation method comprises the steps of dissolving dinitrogen pentoxide into an organic solvent to form a nitrating agent; slowly adding ammonium salt into the nitrating agent, and adding DPT in batches to obtain reactants; controlling the temperature of the materials to be 0-10 DEG C in a feeding process, heating the reactants up to 20-35 DEG C, and carrying out a reaction at the constant temperature for 20-60min; after the reaction is finished, carrying out solid-liquid separation to obtain solid; washing the obtained solid, drying in the air, and purifying to obtain the HMX, wherein the organic solvent is selected from acetonitrile and dichloromethane, and the ammonium salt is selected from tetramethyl ammonium chloride, ammonium carbonate, ammonium acetate and ammonium oxalate. The preparation method provided by the invention is mild in reaction conditions and easy in separation of products, and needs a less amount of acid; the system does not produce waste acid, thus being low in treatment cost; furthermore, the preparation method greatly increases the yield of the HMX.
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Paragraph 0029; 0035; 0036; 0045
(2017/10/31)
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- Solubility of 3,7-Dinitro-1,3,5,7-tetraazabicyclo [3.3.1] Nonane in Ethanenitrile, Methanol, 1,1-Dichloroethane, Dimethyl Sulfoxide, Acetone, and Mixed Solvents
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The solubility of 3,7-dinitro-1,3,5,7-tetraazabicyclo [3.3.1] nonane (DPT) was measured in ethanenitrile, methanol, 1,1-dichloroethane, dimethyl sulfoxide (DMSO), acetone, ethyl acetate, ethyl acetate and methanol mixture, and acetonitrile and water mixture from 288.15 K to 308.15 K. In this paper, the determination method of DPT was first established by high-performance liquid chromatography (HPLC) with optimized chromatographic conditions. The solubility of DPT in all solvents was measured upon this chromatographic method. Experimental results show that the order of solubility can be represented as DMSO > acetonitrile > ethyl acetate > ethyl acetate/methanol (9:1, v/v) > ethyl acetate/methanol (7:3, v/v) > acetone > acetonitrile/water (9:1, v/v) > ethyl acetate/methanol (5:5, v/v) > acetonitrile/water (7:3, v/v) > 1,1 - dichloroethane > methanol. Moreover, its solubility increased with raising the temperature. The thermodynamic properties of DPT, such as solution enthalpy, have also been calculated.
- Xue, Min,Wu, Siyu,Liu, Wenjin,Zhu, Qiao,Meng, Zihui,Lin, Zhihui
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p. 1683 - 1687
(2015/06/25)
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- Synthesis of 3,7-dinitro-1,3,5,7-tetraazabicyclo-[3,3,1]nonane (dpt) using task-specific ionic liquids as recoverable catalysts
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A facile and efficient method for the synthesis of 3,7-dinitro-1,3,5,7- tetraazabicyclo[3,3,1]nonane (DPT) has been developed starting from urea. In the procedure some task-specific ionic liquids was synthesized as a cheap and recyclable catalyst for the synthesis of DPT. The catalysts could be recovered and reused several times without noticeably decrease in the catalytic activity.
- Xiao-Bing,Ming
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experimental part
p. 97 - 100
(2012/02/05)
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- The first controlled reduction of the high explosive RDX
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The first reduction chemistry of the high explosive RDX that allows subsequent functionalization into a SERRS active species.
- McHugh, Callum J.,Smith, W. Ewen,Lacey, Richard,Graham, Duncan
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p. 2514 - 2515
(2007/10/03)
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- Chemistry of urea nitro derivatives: IV. Reaction of N,N′ -dinitrourea with formaldehyde
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Reaction of N,N′-dinitrourea with formaldehyde, depending on the conditions, leads to formation of various hydroxymethyl derivatives of N-nitroamines and products of their further transformations.
- Il'yasov,Lobanova,Popov,Sataev
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p. 1739 - 1743
(2007/10/03)
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- Kinetic Studies of the pH Dependence of the Decomposition of 3,7-Dinitro-1,3,5,7-tetra-azabicyclononane (DPT) and Related Compounds
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Kinetic studies are reported of the pH-dependence of the decompostition of 3,7-dinitro-1,3,5,7-tetra-azabicyclononane (DPT) in aqueous media.For comparison, data were also obtained for reaction of methylenedinitroamine (MDNA) and nitramide (NH2NO2) which are potential intermediates on the reaction pathway of DPT.Our results, while not providing a complete description of the decomposition of DPT, show that at all acidities two stages are observed.The first stage, k1, involves catalysis by protons and hydroxide ions and it is suggested that reaction occours via a low-concentration, ring-opened structure which is in equilibrium with DPT.In acidic solution an intermediate, (A), is observed which is identified as nitramide while in basic solution a different intermediate (B) is formed.MDNA is shown not to be an intermediate in the DPT reaction since its rate of decomposition is too slow.
- Cooney, Aidan P.,Crampton, Michael R.,Scranage, John K.,Golding, Peter
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- 15N STUDIES OF THE MECHANISMS OF NITRATOIN OF HEXAMETHYLENETETRAMINE AND 3,7-DIACETYL-1,2,5,7-TETRAAZABICYCLONONANE
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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.
- Crampton, Michael R.,Jones, Michael,Scranage, John K.,Golding, Peter
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p. 1679 - 1684
(2007/10/02)
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