Category: 5098-14-6

Taylor, Edward C. published the artcilePteridines. XXXVIII. Synthesis of some 2,4-diamino-6-substituted methylpteridines. New route to pteroic acid, Safety of 2-Aminomalononitrile 4-methylbenzenesulfonate, the publication is Journal of Organic Chemistry (1975), 40(16), 2347-51, database is CAplus.

6-Substituted 2,4-diaminopteridines I and 6-substituted pterins II (R = Cl, OH, H, p-ClC6H4, p-EtO2CC6H4NH, PhCH2, etc.) were prepared by reaction of 2-amino-3-cyano-5-chloromethylpyrazine with nucleophiles, followed by ring closure with guanidine to give I, and final acid hydrolysis to II. The pyrazine oxides III (R = PhCH2S, p-O2NC6H4NMe, p-O2NC6H4NH) were prepared by treating XCH2COCH:NOH (X = Cl, Br) with H2NCH(CN)2.p-MeC6H4SO3H and nucleophiles.

Journal of Organic Chemistry published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C5H6N2O2, Safety of 2-Aminomalononitrile 4-methylbenzenesulfonate.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Pastor, Stephen D. published the artcileSubstituted 5-(D,L-erythro-1′,2′-dihydroxypropyl)pyrazines. Potential precursors for the synthesis of biopterin derivatives, Application In Synthesis of 5098-14-6, the publication is Journal of Heterocyclic Chemistry (1984), 21(3), 657-60, database is CAplus.

Substituted 5-(D,L–erythro-1′,2′-dihydroxypropyl)pyrazines I (R = cyano, CO₂CH₂Ph) were prepared from crotonic acid. Functionalized 2-oximino-3-oxoesters II (R¹ = Me, CMe₃) showed anomalous behavior during decarboxylation. The structures of prepared compounds were determined by spectroscopic methods.

Journal of Heterocyclic Chemistry published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C10H11N3O3S, Application In Synthesis of 5098-14-6.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Stairs, Shaun published the artcileDivergent prebiotic synthesis of pyrimidine and 8-oxo-purine ribonucleotides, Name: 2-Aminomalononitrile 4-methylbenzenesulfonate, the publication is Nature Communications (2017), 15270, database is CAplus and MEDLINE.

Understanding prebiotic nucleotide synthesis is a long standing challenge thought to be essential to elucidating the origins of life on Earth. Recently, remarkable progress has been made, but to date all proposed syntheses account sep. for the pyrimidine and purine ribonucleotides; no divergent synthesis from common precursors has been proposed. Moreover, the prebiotic syntheses of pyrimidine and purine nucleotides that have been demonstrated operate under mutually incompatible conditions. Here, we tackle this mutual incompatibility by recognizing that the 8-oxo-purines share an underlying generational parity with the pyrimidine nucleotides. We present a divergent synthesis of pyrimidine and 8-oxo-purine nucleotides starting from a common prebiotic precursor that yields the β-ribo-stereochem. found in the sugar phosphate backbone of biol. nucleic acids. The generational relationship between pyrimidine and 8-oxo-purine nucleotides suggests that 8-oxo-purine ribonucleotides may have played a key role in primordial nucleic acids prior to the emergence of the canonical nucleotides of biol.

Nature Communications published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C8H6ClF3, Name: 2-Aminomalononitrile 4-methylbenzenesulfonate.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Ferris, James P. published the artcileAminomalononitrile and 4-amino-5-cyanoimidazole in hydrogen cyanide polymerization and adenine synthesis, Product Details of C10H11N3O3S, the publication is Journal of the American Chemical Society (1965), 87(21), 4976-7, database is CAplus and MEDLINE.

Aminomalononitrile (I) was prepared by the treatment of oximinomalononitrile with Al-Hg; p-toluenesulfonate derivative m. 180-1°. Treatment of I with acid anhydride gave the corresponding oxazoles (II). I is converted to III by reaction with formamidine acetate (IV). Further treatment of III with IV gave adenine. KCN and I react at pH 9-10 to give a brown polymer and diaminomaleonitrile (V). V is the most prominent low-mol.-weight product formed during the polymerization of HCN. The results indicate that I is a key intermediate in HCN polymerizations and possibly prebiol. organic synthesis.

Journal of the American Chemical Society published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C10H11N3O3S, Product Details of C10H11N3O3S.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Silva, Daniel published the artcileSynthesis, biological evaluation, and molecular modeling of nitrile-containing compounds: Exploring multiple activities as anti-Alzheimer agents, Recommanded Product: 2-Aminomalononitrile 4-methylbenzenesulfonate, the publication is Drug Development Research (2020), 81(2), 215-231, database is CAplus and MEDLINE.

Based on the monoamine oxidase (MAO) inhibition properties of aminoheterocycles with a carbonitrile group we have carried out a systematic exploration to discover new classes of carbonitriles endowed with dual MAO and AChE inhibitory activities, and Aβ anti-aggregating properties. Eighty-three nitrile-containing compounds, 13 of which are new, were synthesized and evaluated. In vitro screening revealed that 31, a new compound, presented the best lead for trifunctional inhibition against MAO A (0.34μM), MAO B (0.26μM), and AChE (52μM), while 32 exhibited a lead for selective MAO A (0.12μM) inhibition coupled to AChE (48μM) inhibition. Computational anal. revealed that the malononitrile group can find an advantageous position with the aromatic cleft and FAD of MAO A or MAO B. However, the total binding energy can be handicapped by an internal penalty caused by twisting of the ligand mol. and subsequent disruption of the conjugation (32 in MAO B compared to the conjugated 31). Conjugation is also important for AChE as well as the hydrophilic character of malononitrile that allows this group to be in close contact with the aqueous environment as seen for 83. Although the effect of 31 and 32 against Aβ_1-42, was very weak, the effect of 63 and 65, and of the new compound 75, indicated that these compounds were able to disaggregate Aβ_1-42 fibrils. The most effective was 63, a (phenylhydrazinylidene)propanedinitrile derivative that also inhibited MAO A (1.65μM), making it a potential lead for Alzheimer’s disease application.

Drug Development Research published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C12H16BN3O2, Recommanded Product: 2-Aminomalononitrile 4-methylbenzenesulfonate.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Jung, J. published the artcileNew prebiotic chemistry inspired filter media for stormwater/greywater disinfection, Product Details of C10H11N3O3S, the publication is Journal of Hazardous Materials (2019), 120749, database is CAplus and MEDLINE.

Greywater and stormwater have received significant attention due to increasing water scarcity. Passive filtration such as biofiltration has been a popular treatment method with its low energy input and environmental friendliness. However, pathogen removal capacity needs improvement to achieve safe water quality. In this study, a prebiotic chem. inspired copolymer based on aminomalononitrile and 3,4,5-trihydroxybenzaldehyde (AMNT30) was introduced to develop antimicrobial media for passive filtration. The AMNT30 polymer provided an adhesive coating on zeolite substrates following a spontaneous polymerization process at room temperature AMNT30 coated media were investigated for metal loading capacity, surface morphol., E. coli removal and metal leaching after filtration of different water sources (i.e. stormwater, greywater, and deionized water) at low/high conductivity The coating enhanced metal ion loading on the surface and demonstrated that >8 log reduction of E. coli can be achieved for silver loaded materials compared to a 1 log reduction for copper loaded materials. The coating also increased the stability of the metals on the media irresp. of inflow characteristics. This study provided the first example using AMNT30 to create antimicrobial water purification media. It is expected that this technol. will find applications in the water treatment industry.

Journal of Hazardous Materials published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C10H11N3O3S, Product Details of C10H11N3O3S.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Junek, Hans published the artcileSyntheses with nitriles, LIV. Reduction of oximinomalonitrile to aminomalonitrile using Raney catalysts, HPLC of Formula: 5098-14-6, the publication is Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie (1979), 34B(2), 280-2, database is CAplus.

An improved synthesis of aminomalononitrile H₂NCH(CN)₂ (I) by using Raney-catalyst for the reduction of HON:C(CN)₂ (II) at H₂-pressure of 4 atm and 20° was given. Due to the reactivity of II some new derivatives of oximinocyanoacetamide are obtained by O– and N-acylation. Condensation of III with benzilmonoxime gave 2-amino-5,6-diphenylpyrazinecarbonitrile; with N-phenylformamidate 2-amino-2,2-dicyano-1-(N-phenylimino)-acetaldehyde was obtained.

Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C10H11N3O3S, HPLC of Formula: 5098-14-6.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Evans, Richard A. published the artcileHCN dimers: iminoacetonitrile and N-cyanomethanimine, Computed Properties of 5098-14-6, the publication is Journal of the American Chemical Society (1991), 113(19), 7261-76, database is CAplus.

Iminoacetonitrile H(NC)C:NH (I) has been prepared by two methods: (i) thermal decomposition of the tosylhydrazone salts H₂N(NC)C:NN^–TosM⁺ (Tos = tosyl, M = Na, Li) at 200° and (ii) Ar matrix photolysis of azidoacetonitrile. Ab initio calculations indicate that Z–I is of slightly lower energy than E–I, and this is confirmed by the IR spectra with use of the thermal methods. E–I/Z–I undergo photochem. interconversion, giving a ca. 3:1 photostationary E:Z ratio. E–I and Z–I are fully characterized by their gas-phase, matrix, and thin-film IR spectra, which are in excellent agreement with ab initio calculations, by ¹H and ¹³C NMR spectroscopy in solution, and by mass spectrometry. I polymerizes in solution above -40°; pyrolysis produces HCN, and matrix photolysis produces HNC and van der Waals complexes containing HNC. N–tert-Butyliminoacetonitrile thermally fragments to tert-Bu isocyanide and HCN. N-Cyanomethanimine H₂C:NCN (II) has also been prepared by two methods: (i) pyrolysis of trimethylenetetrazole (III) at 500-800° and (ii) pyrolysis of ditetrazolopyrazine (IV) at 600-850°. Both methods are extremely clean. II is fully characterized by its IR spectrum in agreement with ab initio calculations and, in conjunction with other work, by its mass and millimeter-wave spectra. II is thermodynamically stable in the gas phase up to ca. 800° at low pressure and short contact times but polymerizes in the solid state above -100°.

Journal of the American Chemical Society published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C10H11N3O3S, Computed Properties of 5098-14-6.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Motiyenko, Roman A. published the artcileHigh-Resolution Millimeter Wave Spectroscopy and Ab Initio Calculations of Aminomalononitrile, Application In Synthesis of 5098-14-6, the publication is Journal of Physical Chemistry A (2015), 119(6), 1048-1054, database is CAplus and MEDLINE.

The HCN trimer aminomalononitrile (H₂NCH(CN)₂, AMN) is considered as a key compound in prebiotic chem. and a potential candidate for detection in the interstellar medium. In this view, we studied the rotational spectrum of AMN in the 120-245 GHz frequency range. The spectroscopic work was augmented by high-level ab initio calculations The calculations showed that between two existing rotamers, sym. and asym., the most stable is the asym. conformation, and it is the only conformation observed in the recorded spectra. The sym. conformation is 6.7 kJ/mol higher in energy and thus has a very low Boltzmann factor. The anal. of the rotational spectra of the A conformation has shown that the observed lines exhibit a doublet or quartet structure owing to two large-amplitude motions, C-N torsion and amino group inversion. To study the large-amplitude motions in detail, we calculated a two-dimensional potential energy surface and determined the barrier heights for the torsion and inversion, V_t = 12.5 kJ/mol and V_i = 19.1 kJ/mol. About 2500 assigned rotational transitions in the ground vibrational state were fitted within exptl. accuracy using the reduced axes system Hamiltonian. The set of obtained spectroscopic parameters allows accurate calculation of transition frequencies and intensities for an astrophys. search of AMN.

Journal of Physical Chemistry A published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C10H11N3O3S, Application In Synthesis of 5098-14-6.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Chen, Wen-Hsuan published the artcileOne-Step Aminomalononitrile-Based Coatings Containing Zwitterionic Copolymers for the Reduction of Biofouling and the Foreign Body Response, Category: nitriles-buliding-blocks, the publication is ACS Biomaterials Science & Engineering (2019), 5(12), 6454-6462, database is CAplus and MEDLINE.

Many biomedical devices benefit from antibiofouling coatings, which can reduce biointerfacial interactions such as protein adsorption and cell attachment. In this study, we synthesized zwitterionic copolymers consisting of sulfobetaine methacrylate (SB) and 2-aminoethyl methacrylate (AE) via free radical polymerization and combined these copolymers in solution with aminomalononitrile to form zwitterionic coatings in an autopolymn. process. The successful deposition of coatings containing different SB/AE ratios was demonstrated by XPS. The one-step surface modification process was carried out on polydimethylsiloxane (PDMS), tissue culture polystyrene, and gold substrates, demonstrating that this method can be transferred to different substrate materials. The ability of optimized coatings to reduce serum protein adsorption was demonstrated by quartz crystal microbalance measurements while the ability to resist cell attachment for 24 h was demonstrated using L929 mouse fibroblasts. The stability of the coatings under physiol. conditions was investigated, and resistance to cell attachment was maintained over a period of 45 days. Furthermore, the resistance of the copolymer coating to cell attachment was maintained after both ethylene oxide sterilization and autoclaving. Finally, copolymer-modified PDMS samples were investigated with regard to their ability to reduce the foreign body response in vivo. Here, a significant reduction in the capsule thickness (approx. 50%) was observed in nude mice after 2 and 4 wk. It is expected that the one-step, facile, and versatile surface modification strategy discussed here will find applications in biomedical devices.

ACS Biomaterials Science & Engineering published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C10H11N3O3S, Category: nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts