Category: 5098-14-6

On November 30, 1979, Ferris, J. P.; Edelson, E. H.; Mount, N. M.; Sullivan, A. E. published an article.Synthetic Route of 5098-14-6 The title of the article was The effect of clays on the oligomerization of hydrocyanic acid. And the article contained the following:

The possible role of clays in prebiotic evolution was studied using the primitive Earth model in which aqueous solutions of HCN and diaminomaleonitrile (I) react with clay mineral sediments. The reaction of 0.1M HCN and dilute solutions of I at pH 8-9 and 25° in the presence of suspensions of montmorillonite (bentonite) clays were investigated. Montmorillonite clays inhibited the oligomerization of aqueous solutions of HCN. Yields of colored oligomers, urea, and I were all diminished by clays, but the rate of loss of cyanide was not significantly decreased. The inhibition of oligomer formation was due to the clay-catalyzed decomposition of I. The absence of strong binding of I to clays was suggested by the failure to detect I when a clay that was incubated with I was washed with spermidine (6 × 10-3 g/L). I did not simply bind to the clays as the bulk of radioactivity was recovered from the supernatant in the reaction of I-14C with montmorillonite. The clay-catalyzed decomposition of I was observed when montmorillonite from 2 different sources was used and with a variety of homoionic montmorillonites and bentonites. A modification of the established procedure for using the cyanide electrode for cyanide analyses was used to follow the release of HCN from I. This new method could be used in both the acidic and basic pH range and did not result in the destruction of I by the reagents used for the anal. Quant. anal. of the reaction solution from the clay-catalyzed decompositions of I revealed the formation of 1-2 equiv HCN/mol I. The possible significance of these clay-catalyzed reactions in prebiotic evolution is discussed. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).Synthetic Route of 5098-14-6

The Article related to hydrocyanic acid polymerization clay, montmorillonite hydrocyanic acid polymerization, prebiotic evolution hydrocyanic acid polymerization clay, diaminomaleonitrile decomposition clay prebiotic evolution and other aspects.Synthetic Route of 5098-14-6

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On April 21, 2003, Hirota, Kosaku; Kazaoka, Kazunori; Niimoto, Itaru; Sajiki, Hironao published an article.SDS of cas: 5098-14-6 The title of the article was Efficient synthesis of 2,9-disubstituted 8-hydroxyadenine derivatives. And the article contained the following:

An efficient and general method for the synthesis of 2,9-disubstituted 8-hydroxyadenines, e.g. I, which are expected to have various biol. activities, was realized. 5-Amino-4-cyano-2-hydroxyimidazoles, e.g. II, were prepared from aminomalononitrile and isocyanates as key intermediates. The condensation of II with amidines, imidates, guanidine, urea and thioureas afforded 8-hydroxyadenines, e.g. III, possessing various substituents at the 2-position. Furthermore, selective alkylation of 2-amino- and 2-hydroxyadenines (IV and V) successively proceeded to give the corresponding 2-alkylamino- and 2-alkoxyadenines, resp. 2-Alkylthioadenines, e.g. VI, were prepared by an analogous reaction of II with benzoyl isothiocyanate and subsequent S-alkylation. The imidazoles, e.g. II, are most useful intermediates for the synthesis of 8-hydroxyadenine derivatives The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).SDS of cas: 5098-14-6

The Article related to disubstituted hydroxyadenine adenine preparation condensation imidazole amidine imidate thiourea, alkoxyadenine alkylaminoadenine disubstituted adenine preparation alkylation hydroxyadenine aminoadenine and other aspects.SDS of cas: 5098-14-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On May 8, 2017, Menzies, Donna J.; Ang, Andrew; Thissen, Helmut; Evans, Richard A. published an article.Formula: C10H11N3O3S The title of the article was Adhesive Prebiotic Chemistry Inspired Coatings for Bone Contacting Applications. And the article contained the following:

New and improved bone-contacting medical devices are required to provide excellent bioactivity at the biointerface. Here, we have used coatings based on prebiotic chem. inspired polymerization of aminomalonitrile (AMN) in combination with comonomers 3,4-di- and 3,4,5-trihydroxybenzaldehyde (DHBA and THBA). The comonomers were incorporated into the AMN coatings to enhance polymerization kinetics, adhesive properties, metal binding efficacy, and human mesenchymal stem cell (hMSC) response. Incorporation of DHBA and THBA as sep. comonomers enhanced the polymerization kinetics compared to that of AMN polymerization alone, with 30 mol % THBA (30T) resulting in a 6-fold increase in thickness over 24 h. Furthermore, the adhesion of AMN coatings to silicon was enhanced when copolymerized with the HBA monomers, where the interfacial adhesion of the 30T coating was increased 20-fold. The ability of the coatings to incorporate zinc ions was investigated, and XPS anal. demonstrated that incorporating 30T increased the binding efficiency 4-fold compared to that of AMN alone. The attachment, proliferation, and morphol. of human mesenchymal stem cells (hMSC) on these coatings was investigated and reported. Finally, the utility of the coatings as osteogenic support matrixes via the induced osteogenic differentiation of hMSCs is reported. The AMN and 30T coatings resulted in the greatest efficiency of osteogenic differentiation, as measured by intracellular ALP activity and mineralization. Incorporation of zinc had a stimulatory effect on hMSC proliferation with 30T coatings, while enhanced mineralization was observed with the zinc functionalized AMN and 30T coatings. This study highlights the potential of prebiotic chem. inspired coatings in biomedical applications. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).Formula: C10H11N3O3S

The Article related to adhesive prebiotic chem coating bone contacting application surface polymerization, adhesive coating, bioactive coatings, osteogenic differentiation, prebiotic chemistry, stem cells, universal coatings and other aspects.Formula: C10H11N3O3S

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Nitrile – Wikipedia,
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On June 8, 2020, Liao, Tzu-Ying; Easton, Christopher D.; Thissen, Helmut; Tsai, Wei-Bor published an article.Product Details of 5098-14-6 The title of the article was Aminomalononitrile-Assisted Multifunctional Antibacterial Coatings. And the article contained the following:

Medical device associated infections remain a significant problem for all classes of devices at this point in time. Here, we have developed a surface modification technique to fabricate multifunctional coatings that combine antifouling and antimicrobial properties. Zwitterionic polymers providing antifouling properties and quaternary ammonium containing polymers providing antimicrobial properties were combined in these coatings. Throughout this study, aminomalononitrile (AMN) was used to achieve one-step coatings incorporating different polymers. The characterization of coatings was carried out using static water contact angle (WCA) measurements, XPS, profilometry, and SEM, whereas the biol. response in vitro was analyzed using Staphylococcus epidermidis and Escherichia coli as well as L929 fibroblast cells. Zwitterionic polymers synthesized from sulfobetaine methacrylate and 2-aminoethyl methacrylate were demonstrated to reduce bacterial attachment when incorporated in AMN assisted coatings. However, bacteria in suspension were not affected by this approach. On the other hand, alkylated polyethylenimine polymers, synthesized to provide quaternary ammonium groups, were demonstrated to have contact killing properties when incorporated in AMN assisted coatings. However, the high bacterial attachment observed on these surfaces may be detrimental in applications requiring longer-term bactericidal activity. Therefore, AMN-assisted coatings containing both quaternary and zwitterionic polymers were fabricated. These multifunctional coatings were demonstrated to significantly reduce the number of live bacteria not only on the modified surfaces, but also in suspension. This approach is expected to be of interest in a range of biomedical device applications. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).Product Details of 5098-14-6

The Article related to aminomalononitrile multifunctional antibacterial coating zwitterion biofouling quaternary ammonium, aminomalononitrile, biofouling, coating, contact-killing, quaternary ammonium compounds, zwitterionic polymer and other aspects.Product Details of 5098-14-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On November 30, 1979, Ferris, J. P.; Edelson, E. H.; Mount, N. M.; Sullivan, A. E. published an article.Synthetic Route of 5098-14-6 The title of the article was The effect of clays on the oligomerization of hydrocyanic acid. And the article contained the following:

The possible role of clays in prebiotic evolution was studied using the primitive Earth model in which aqueous solutions of HCN and diaminomaleonitrile (I) react with clay mineral sediments. The reaction of 0.1M HCN and dilute solutions of I at pH 8-9 and 25° in the presence of suspensions of montmorillonite (bentonite) clays were investigated. Montmorillonite clays inhibited the oligomerization of aqueous solutions of HCN. Yields of colored oligomers, urea, and I were all diminished by clays, but the rate of loss of cyanide was not significantly decreased. The inhibition of oligomer formation was due to the clay-catalyzed decomposition of I. The absence of strong binding of I to clays was suggested by the failure to detect I when a clay that was incubated with I was washed with spermidine (6 × 10-3 g/L). I did not simply bind to the clays as the bulk of radioactivity was recovered from the supernatant in the reaction of I-14C with montmorillonite. The clay-catalyzed decomposition of I was observed when montmorillonite from 2 different sources was used and with a variety of homoionic montmorillonites and bentonites. A modification of the established procedure for using the cyanide electrode for cyanide analyses was used to follow the release of HCN from I. This new method could be used in both the acidic and basic pH range and did not result in the destruction of I by the reagents used for the anal. Quant. anal. of the reaction solution from the clay-catalyzed decompositions of I revealed the formation of 1-2 equiv HCN/mol I. The possible significance of these clay-catalyzed reactions in prebiotic evolution is discussed. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).Synthetic Route of 5098-14-6

The Article related to hydrocyanic acid polymerization clay, montmorillonite hydrocyanic acid polymerization, prebiotic evolution hydrocyanic acid polymerization clay, diaminomaleonitrile decomposition clay prebiotic evolution and other aspects.Synthetic Route of 5098-14-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On April 21, 2003, Hirota, Kosaku; Kazaoka, Kazunori; Niimoto, Itaru; Sajiki, Hironao published an article.SDS of cas: 5098-14-6 The title of the article was Efficient synthesis of 2,9-disubstituted 8-hydroxyadenine derivatives. And the article contained the following:

An efficient and general method for the synthesis of 2,9-disubstituted 8-hydroxyadenines, e.g. I, which are expected to have various biol. activities, was realized. 5-Amino-4-cyano-2-hydroxyimidazoles, e.g. II, were prepared from aminomalononitrile and isocyanates as key intermediates. The condensation of II with amidines, imidates, guanidine, urea and thioureas afforded 8-hydroxyadenines, e.g. III, possessing various substituents at the 2-position. Furthermore, selective alkylation of 2-amino- and 2-hydroxyadenines (IV and V) successively proceeded to give the corresponding 2-alkylamino- and 2-alkoxyadenines, resp. 2-Alkylthioadenines, e.g. VI, were prepared by an analogous reaction of II with benzoyl isothiocyanate and subsequent S-alkylation. The imidazoles, e.g. II, are most useful intermediates for the synthesis of 8-hydroxyadenine derivatives The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).SDS of cas: 5098-14-6

The Article related to disubstituted hydroxyadenine adenine preparation condensation imidazole amidine imidate thiourea, alkoxyadenine alkylaminoadenine disubstituted adenine preparation alkylation hydroxyadenine aminoadenine and other aspects.SDS of cas: 5098-14-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On May 8, 2017, Menzies, Donna J.; Ang, Andrew; Thissen, Helmut; Evans, Richard A. published an article.Formula: C10H11N3O3S The title of the article was Adhesive Prebiotic Chemistry Inspired Coatings for Bone Contacting Applications. And the article contained the following:

New and improved bone-contacting medical devices are required to provide excellent bioactivity at the biointerface. Here, we have used coatings based on prebiotic chem. inspired polymerization of aminomalonitrile (AMN) in combination with comonomers 3,4-di- and 3,4,5-trihydroxybenzaldehyde (DHBA and THBA). The comonomers were incorporated into the AMN coatings to enhance polymerization kinetics, adhesive properties, metal binding efficacy, and human mesenchymal stem cell (hMSC) response. Incorporation of DHBA and THBA as sep. comonomers enhanced the polymerization kinetics compared to that of AMN polymerization alone, with 30 mol % THBA (30T) resulting in a 6-fold increase in thickness over 24 h. Furthermore, the adhesion of AMN coatings to silicon was enhanced when copolymerized with the HBA monomers, where the interfacial adhesion of the 30T coating was increased 20-fold. The ability of the coatings to incorporate zinc ions was investigated, and XPS anal. demonstrated that incorporating 30T increased the binding efficiency 4-fold compared to that of AMN alone. The attachment, proliferation, and morphol. of human mesenchymal stem cells (hMSC) on these coatings was investigated and reported. Finally, the utility of the coatings as osteogenic support matrixes via the induced osteogenic differentiation of hMSCs is reported. The AMN and 30T coatings resulted in the greatest efficiency of osteogenic differentiation, as measured by intracellular ALP activity and mineralization. Incorporation of zinc had a stimulatory effect on hMSC proliferation with 30T coatings, while enhanced mineralization was observed with the zinc functionalized AMN and 30T coatings. This study highlights the potential of prebiotic chem. inspired coatings in biomedical applications. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).Formula: C10H11N3O3S

The Article related to adhesive prebiotic chem coating bone contacting application surface polymerization, adhesive coating, bioactive coatings, osteogenic differentiation, prebiotic chemistry, stem cells, universal coatings and other aspects.Formula: C10H11N3O3S

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On May 1, 2004, Marco, Jose L.; de los Rios, Cristobal; Garcia, Antonio G.; Villarroya, Mercedes; Carreiras, M. Carmo; Martins, Carla; Eleuterio, Ana; Morreale, Antonio; Orozco, M.; Luque, F. Javier published an article.Safety of 2-Aminomalononitrile 4-methylbenzenesulfonate The title of the article was Synthesis, biological evaluation and molecular modelling of diversely functionalized heterocyclic derivatives as inhibitors of acetylcholinesterase/butyrylcholinesterase and modulators of Ca2+ channels and nicotinic receptors. And the article contained the following:

The synthesis and the biol. activity of heterocyclic derivatives as inhibitors of acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE), as well as modulators of voltage-dependent Ca2+ channels and nicotinic receptors, are described. These mols. are tacrine analogs, which have been prepared from polyfunctionalized 6-amino-5-cyano-4H-pyrans, 6-amino-5-cyano-pyridines and 5-amino-2-aryl-3-cyano-1,3-oxazoles via Friedlander reaction with selected cycloalkanones. These compounds are moderate acetylcholinesterase and butyrylcholinesterase inhibitors, the BuChE/AChE selectivity of the most active mols. ranges from 10.0 to 76.9. Interestingly, the oxazolo-tacrine’ derivatives are devoid of any activity. All compounds showed an important inhibitory effect on the nicotinic acetylcholine receptor. Most of them also blocked L-type Ca2+ channels, and three of them blocked the non-L type of Ca2+ channels. Mol. modeling studies suggest that these compounds might bind at the peripheral binding site of AChE, which opens the possibility to design inhibitors able to bind at both, the catalytic and peripheral binding sites of the enzyme. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).Safety of 2-Aminomalononitrile 4-methylbenzenesulfonate

The Article related to heterocyclic derivative preparation acetylcholinesterase butyrylcholinesterase inhibitor, calcium channel modulator heterocyclic derivative, nicotinic receptor inhibitor heterocyclic derivative, tacrine analog preparation acetylcholinesterase butyrylcholinesterase inhibitor and other aspects.Safety of 2-Aminomalononitrile 4-methylbenzenesulfonate

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On January 15, 2019, Frasson, Ilaria; Spano, Virginia; Di Martino, Simona; Nadai, Matteo; Doria, Filippo; Parrino, Barbara; Carbone, Anna; Cascioferro, Stella Maria; Diana, Patrizia; Cirrincione, Girolamo; Freccero, Mauro; Barraja, Paola; Richter, Sara N.; Montalbano, Alessandra published an article.Name: 2-Aminomalononitrile 4-methylbenzenesulfonate The title of the article was Synthesis and photocytotoxic activity of [1,2,3]triazolo[4,5-h][1,6]naphthyridines and [1,3]oxazolo[5,4-h][1,6]naphthyridines. And the article contained the following:

[1,2,3]Triazolo[4,5-h][1,6]naphthyridines and [1,3]oxazolo[5,4-h][1,6]naphthyridines were synthesized with the aim to investigate their photocytotoxic activity. Upon irradiation, oxazolo-naphtapyridines induced light-dependent cell death at nanomolar/low micromolar concentrations (EC50 0.01-6.59 μM). The most photocytotoxic derivative showed very high selectivity and photocytotoxicity indexes (SI = 72-86, PTI>5000), along with a triplet excited state with exceptionally long lifetime (18.0 μs) and high molar absorptivity (29781 ± 180 M-1cm-1 at λmax 315 nm). The light-induced production of ROS promptly induced an unquenchable apoptotic process selectively in tumor cells, with mitochondrial and lysosomal involvement. Altogether, these results demonstrate that the most active compound acts as a promising singlet oxygen sensitizer for biol. applications. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).Name: 2-Aminomalononitrile 4-methylbenzenesulfonate

The Article related to triazolo naphthyridine preparation photocytotoxic activity, oxazolo naphthyridine preparation photocytotoxic activity, photochemiotherapy, photosensitizing agents, reactive oxygen species, [1,2,3]triazolo[4,5-h][1,6]naphthyridines, [1,3]oxazolo[5,4-h][1,6]naphthyridines and other aspects.Name: 2-Aminomalononitrile 4-methylbenzenesulfonate

Referemce:
Nitrile – Wikipedia,
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Sochacka-Cwikla, Aleksandra; Regiec, Andrzej; Zimecki, Michal; Artym, Jolanta; Zaczynska, Ewa; Kocieba, Maja; Kochanowska, Iwona; Bryndal, Iwona; Pyra, Anna; Maczynski, Marcin published an article in 2020, the title of the article was Synthesis and biological activity of new 7-amino-oxazolo[5,4-d]pyrimidine derivatives.Synthetic Route of 5098-14-6 And the article contains the following content:

The synthesis of a series of novel 7-aminooxazolo[5,4-d]pyrimidines I (R = Me, Et, cyclohexyl, etc.), transformations during their synthesis and their physicochem. characteristics have been described. Complete detailed spectral anal. of the intermediates, the N’-cyanooxazolylacetamidine byproducts and final compounds I was carried out using MS, IR, 1D and 2D NMR spectroscopy. Theor. research was carried out to explain the privileged formation of 7-aminooxazolo[5,4-d]pyrimidines in relation to the possibility of their isomer formation and the related thermodn. aspects. Addnl., the single-crystal X-ray diffraction anal. for compound I [R = 2-(morpholin-4-yl)ethyl] was reported. Ten 7-aminooxazolo[5,4-d]pyrimidines I were biol. tested in vitro to preliminarily evaluate their immunol., antiviral and anticancer activity. Compounds I [R = n-pentyl, 3-(N,N-dimethylamino)propyl] showed the best immunoregulatory profile. These compounds displayed low-toxicity and strongly inhibited phytohemagglutinin A-induced proliferation of human peripheral blood lymphocytes and lipopolysaccharide-induced proliferation of mouse splenocytes. Compound I [R = 3-(N,N-dimethylamino)propyl] caused also a moderate suppression of tumor necrosis factor α (TNF-α) production in a human whole blood culture. Of note, the compounds also inhibited the growth of selected tumor cell lines and inhibited replication of human herpes virus type-1 (HHV-1) virus in A-549 cell line. Mol. investigations showed that the compounds exerted differential changes in expression of signaling proteins in Jurkat and WEHI-231 cell lines. The activity of the compound I (R = n-pentyl) is likely associated with elicitation of cell signaling pathways leading to cell apoptosis. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).Synthetic Route of 5098-14-6

The Article related to amino oxazolopyrimidine isoxazolyl preparation antitumor antiviral apoptosis, x-ray crystallography, acetamidines, antiviral activity, apoptosis, imidates, immunosuppression, oxazolo[5,4-d]pyrimidines, proliferation, spectral analysis, synthesis and other aspects.Synthetic Route of 5098-14-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts