Recent Advances in the Synthesis and Biomedical Applications of Heterocyclic NO-Donors DOI Creative Commons
Леонид Л. Ферштат, Egor S. Zhilin

Molecules, Journal Year: 2021, Volume and Issue: 26(18), P. 5705 - 5705

Published: Sept. 21, 2021

Nitric oxide (NO) is a key signaling molecule that acts in various physiological processes such as cellular metabolism, vasodilation and transmission of nerve impulses. A wide number vascular diseases well immune neurodegenerative disorders were found to be directly associated with disruption NO production living organisms. These issues justify constant search novel NO-donors improved pharmacokinetic profiles prolonged action. In series known structural classes capable release, heterocyclic are special importance due their increased hydrolytic stability low toxicity. It no wonder synthetic biochemical investigations have emerged significantly recent years. this review, we summarized advances the synthesis, reactivity biomedical applications promising (furoxans, sydnone imines, pyridazine dioxides, azasydnones). The potential each system along mechanisms action emphasized.

Language: Английский

Novel 1,2,4-Oxadiazole Derivatives in Drug Discovery DOI Creative Commons
Karol Biernacki, Mateusz Daśko, Olga Ciupak

et al.

Pharmaceuticals, Journal Year: 2020, Volume and Issue: 13(6), P. 111 - 111

Published: May 29, 2020

Five-membered 1,2,4-oxadiazole heterocyclic ring has received considerable attentionbecause of its unique bioisosteric properties and an unusually wide spectrum biological activities.Thus, it is a perfect framework for the novel drug development. After century since the1,2,4-oxadiazole have been discovered, uncommon potential attracted medicinal chemists'attention, leading to discovery few presently accessible drugs containing 1,2,4-oxadiazoleunit. It worth noting that interest in 1,2,4-oxadiazoles' application doubledin last fifteen years. Herein, after concise historical introduction, we present comprehensiveoverview recent achievements synthesis 1,2,4-oxadiazole-based compounds themajor advances their applications period five years as well briefremarks on prospects further

Language: Английский

Citations

142
Recent synthetic efforts towards high energy density materials: How to design high-performance energetic structures? DOI Creative Commons
Jing Zhou, Jun-Lin Zhang, Bozhou Wang

et al.

FirePhysChem, Journal Year: 2021, Volume and Issue: 2(2), P. 83 - 139

Published: Oct. 1, 2021

Energetic material is a very essential company of compounds, widely used in various fields, primarily the military industry and space technologies. These compounds are unique that they capable instantly decomposing to release enormous energy. The chemical diversity energetic organic constantly increasing through combination high-nitrogen frameworks explosophoric groups, which follows overall trend interest their chemistry applications. scientific community looking for more powerful less sensitive external impulses both civilian use. Herein, detailed overview regarding classic novel groups frameworks, as well description selected synthesis target has been given time period since 2010. physical properties performances benchmark prospective also collected.

Language: Английский

Citations

123
The chemistry of heterocycles in the 21st century DOI
Valery N. Charushin, Egor V. Verbitskiy, О. Н. Чупахин

et al.

Russian Chemical Reviews, Journal Year: 2024, Volume and Issue: 93(7), P. RCR5125 - RCR5125

Published: July 1, 2024

The chemistry of heterocyclic compounds has traditionally been and remains a bright area chemical science in Russia. This is due to the fact that many heterocycles find widest application. These are key structural fragments most drugs, plant protection agents. Many natural also derivatives heterocycles. At present, more than half hundreds millions known collective review devoted achievements Russian chemists this field over last 15–20 years. presents leading heterocyclists representing both RAS institutes university science. It worth noting wide scope review, terms geography author teams, covering whole our large country, diversity research areas. Practically all major types represented review. special attention focused on practical applications design new drugs biologically active compounds, high-energy molecules, materials for organic electronics photovoltaics, ligands coordination chemistry, other rapidly developing advances would not be possible without development fundamental transformations chemistry.<br> Bibliography — 2237 references.

Language: Английский

Citations

37
Progress in the chemistry of nitrogen-, oxygen- and sulfur-containing heterocyclic systems DOI
Нина Н. Махова,

Л. И. Беленький,

Галина А. Газиева

et al.

Russian Chemical Reviews, Journal Year: 2019, Volume and Issue: 89(1), P. 55 - 124

Published: Sept. 27, 2019

The review is devoted to modern trends in the chemistry of nitrogen-, oxygen-and sulfur-containing monocyclic, polynuclear and benzo(hetero)annulated heterocyclic compounds. Methods for synthesis chemical reactivity furazan, furoxan, thiazole, thiadiazole, dithiazole, thiophene, glycoluril, imidazotriazine, diaziridine other heterocycles are discussed. Characteristic features reactions depending on structure starting compounds, intermediates reaction medium (organic solvents, ionic liquids) mechanistic aspects most interesting transformations considered. Data biological activities prospects practical applications indicated systems presented. bibliography includes 383 references.

Language: Английский

Citations

130
Synthesis and Biological Activity of 1,3,4-Oxadiazoles Used in Medicine and Agriculture DOI Creative Commons
Marcin Łuczyński, Agnieszka Kudelko

Applied Sciences, Journal Year: 2022, Volume and Issue: 12(8), P. 3756 - 3756

Published: April 8, 2022

Biologically active compounds play a key role in the fight against diseases affecting both human and animal living organisms, as well plants. Finding out about new molecules with potential biological effect, not yet described literature, is one of most important aspects development medicine agriculture. Compounds showing desirable activity include heterocyclic moieties such 1,3,4-oxadiazoles. The oxadiazole molecule composed two nitrogen atoms oxygen atom, forming five-membered ring. Structures this type have been successfully used treatment various humans animals, an modern It has proven that many derivatives exhibit antibacterial, antiviral, blood pressure lowering, antifungal, antineoplastic, anticancer, antioxidant, anti-inflammatory analgesic properties. In addition, based on 1,3,4-oxadiazole can act plant protection agents due to their herbicidal, insecticidal fungicidal activity. Due constantly growing interest systems nature, methods obtaining complex structures containing rings are sought. This article discusses synthesis exhibiting Based these techniques, could be future

Language: Английский

Citations

51
Linear furoxan assemblies incorporating nitrobifuroxan scaffold: En route to new high-performance energetic materials DOI
Alexander А. Larin,

Daniil D. Degtyarev,

Ivan V. Ananyev

et al.

Chemical Engineering Journal, Journal Year: 2023, Volume and Issue: 470, P. 144144 - 144144

Published: June 24, 2023

Language: Английский

Citations

31
Metal-Free Hexagonal Perovskite High-Energetic Materials with NH3OH+/NH2NH3+ as B-Site Cations DOI Creative Commons
Yu Shang, Zhihong Yu, Rui‐Kang Huang

et al.

Engineering, Journal Year: 2020, Volume and Issue: 6(9), P. 1013 - 1018

Published: July 16, 2020

Designing and synthesizing more advanced high-energetic materials for practical use via a simple synthetic route are two of the most important issues development energetic materials. Through an elaborate design rationally selected molecular components, new metal-free hexagonal perovskite compounds, which named as DAP-6 DAP-7 with general formula (H2dabco)B(ClO4)3 (H2dabco2+ = 1,4-diazabicyclo[2.2.2]octane-1,4-diium), were fabricated easily scaled-up using NH3OH+ NH2NH3+ B-site cations, respectively. Compared their NH4+ analog ((H2dabco)(NH4)(ClO4)3; DAP-4), has cubic structure, have higher crystal densities enthalpies formation, thus exhibiting calculated detonation performances. Specifically, ultrahigh thermal stability (decomposition temperatures (Td) 375.3 °C), high velocity (D 8.883 km·s−1), pressure (P 35.8 GPa); therefore, it exhibits potential heat-resistant explosive. Similarly, (Td 245.9 °C) excellent performance 9.123 km·s−1, P 38.1 GPa). Nevertheless, also possesses remarkably heat (Q 6.35 kJ·g−1) specific impulse (Isp 265.3 s), is superior to that hexanitrohexaazaisowurtzitane (CL-20; Q 6.23 kJ·g−1, Isp 264.8 s). Thus, can serve promising high-performance material use.

Language: Английский

Citations

69
High-energy hydroxytetrazoles: Design, synthesis and performance DOI Creative Commons
Alexander А. Larin, Леонид Л. Ферштат

Energetic Materials Frontiers, Journal Year: 2021, Volume and Issue: 2(1), P. 3 - 13

Published: Jan. 14, 2021

In recent years, the development of novel advanced high-energy density materials has significantly shifted toward nitrogen-containing heterocyclic derivatives, which demonstrate a great potential for multipurpose application patterns. Among known heterocycles hydroxytetrazole is special importance due to its high nitrogen-oxygen content and possibility serve as anion counterpart form diverse array organic inorganic energetic salts. this review, we summarized main achievements on synthesis performance hydroxytetrazole-based materials. Potential applications presented compounds their environmental compatibility are especially emphasized.

Language: Английский

Citations

55
Pushing the Energy-Sensitivity Balance with High-Performance Bifuroxans DOI
Alexander А. Larin, Alexander V. Shaferov,

Маргарита А. Епишина

et al.

ACS Applied Energy Materials, Journal Year: 2020, Volume and Issue: 3(8), P. 7764 - 7771

Published: July 6, 2020

Several energy-rich bifuroxans incorporating nitro and azido functionalities have been synthesized thoroughly characterized by IR multinuclear NMR spectroscopy, elemental analyses, single-crystal X-ray diffraction, differential scanning calorimetry. N-oxide regiochemistry was employed to design the tunable azido(nitro)bifuroxans with different physicochemical energetic properties. All compounds high enthalpies of formation (449–777 kJ mol–1) attractive performances, as evidenced detonation velocities (8.95–9.75 km s–1) Champan–Jouguet pressures (35–45 GPa). The most powerful material in this series is 4,4′-dinitro-3,3′-bifuroxan. This hydrogen-free molecule (C4N6O8) exhibits an outstanding heat explosion value 15.3 cm–1, far exceeding top hexanitrohexaazaisowurtzitane CL-20. At same time, impact friction sensitivities 4,4′-dinitro-3,3′-bifuroxan were deemed acceptable for practical use. Overall, breaks a general trend called "energy-sensitivity rule", which describes linear increase mechanical sensitivity growth content molecule, and, thus, offers great promise future applications.

Language: Английский

Citations

52
Furazans in Medicinal Chemistry DOI

Ross S. Mancini,

Christopher Barden, Donald F. Weaver

et al.

Journal of Medicinal Chemistry, Journal Year: 2021, Volume and Issue: 64(4), P. 1786 - 1815

Published: Feb. 11, 2021

Incorporation of heterocycles into drug molecules can enhance physical properties and biological activity. A variety heterocyclic groups is available to medicinal chemists, many which have been reviewed in detail elsewhere. Oxadiazoles are a class heterocycle containing one oxygen two nitrogen atoms, three isomeric forms. While the 1,2,4- 1,3,4-oxadiazoles seen widespread application chemistry, 1,2,5-oxadiazoles (furazans) less common. This Review provides summary furazan-containing chemistry development programs from analysis both patent academic literature. Emphasis placed on that reached clinical or preclinical stages development. The examples provided herein describe pharmacology activity furazan derivatives with comparative data where possible for other pharmacophores commonly used chemistry.

Language: Английский

Citations

44