Tag: M.W=250-300

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

Taylor, Edward C. published the artcilePteridines. XXIX. Unequivocal route to 2,4-diamino-6-substituted pteridines, Application In Synthesis of 5098-14-6, the publication is Journal of the American Chemical Society (1973), 95(19), 6413-18, database is CAplus.

2,4-Diamino-6-substituted pteridines (I) are prepared Reaction of an α-keto-aldoxime with aminomalononitrile gives 2-amino-3-cyano-5-substituted pyrazine 1-oxides which yield 2,4-diamino-6-substituted pteridine 8-oxides upon cyclization with guanidine. 2,4-Diaminopteridines are then obtained by deoxygenation of the corresponding 8-oxides, or alternately by prior deoxygenation of these pyrazine 1-oxides, followed by cyclization with guanidine. The conversion of 2-amino-3-cyano-5-methylpyrazine 1-oxide to the corresponding 1,4-dioxide, and a number of chem. transformations of this latter intermediate, are also described.

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 C3H8N2S, Application In Synthesis of 5098-14-6.

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

Baraldi, Pier Giovanni published the artcileAntimicrobial and antitumor activity of N-heteroimmine-1,2,3-dithiazoles and their transformation in triazolo-, imidazo-, and pyrazolopyrimidines, Related Products of nitriles-buliding-blocks, the publication is Bioorganic & Medicinal Chemistry (2001), 10(2), 449-456, database is CAplus and MEDLINE.

The reaction of Appel’s salt with o-aminonitrile heterocyclics gave the corresponding 4-chloro-5-heteroimmine-1,2,3-dithiazoles which were evaluated for their antibacterial, antifungal and antitumor activity. Although all these N-heteroimines were devoid of significant antibacterial activity, they showed significant antifungal activity. Moreover, the same derivatives represent highly versatile intermediates in heterocyclic synthesis, in fact the pyrazoleiminodithiazoles can be converted in one step into 2-cyano derivatives of the corresponding 4-methoxy-pyrazolo[3,4-d]pyrimidines by sodium methoxide in refluxing methanol. This provides a general and attractive route to 4-methoxy-6-cyanopyrazolo[3,4-d]pyrimidines from 1-substituted 5-amino pyrazoles in two simple steps. Finally, the isosteric replacement of the pyrazole ring atoms to give the imidazole[3,4-d]pyrimidine and triazole [4,5-d]pyrimidine ring systems was examined

Bioorganic & Medicinal 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, Related Products of nitriles-buliding-blocks.

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

Spencer, John published the artcileMicrowave-mediated synthesis and manipulation of a 2-substituted-5-aminooxazole-4-carbonitrile library, Application of 2-Aminomalononitrile 4-methylbenzenesulfonate, the publication is Tetrahedron Letters (2012), 53(13), 1656-1659, database is CAplus.

A 2-substituted 5-aminooxazole-4-carbonitrile library has been synthesized and modified via microwave-mediated and flow chemistries. One synthesized compound, 5-(1H-pyrrol-1-yl)-4-(1H-tetrazol-5-yl)-2-(thien-2-yl)oxazole, contains three distinct heterocycles attached to the central oxazole core, highlighting the structural diversity of this approach. Three oxazoles had micromolar k_i values against cannabinoid (CB1/CB2) receptors.

Tetrahedron Letters 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 C12H13BrN2O2, Application of 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

Ishiyama, Tatsuo published the artcileRoom temperature borylation of arenes and heteroarenes using stoichiometric amounts of pinacolborane catalyzed by iridium complexes in an inert solvent, Application of 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)benzonitrile, the publication is Chemical Communications (Cambridge, United Kingdom) (2003), 2924-2925, database is CAplus and MEDLINE.

Aromatic C-H borylation of arenes and heteroarenes using stoichiometric amounts of pinacolborane was catalyzed by an Ir complex generated from 1/2[Ir(OMe)(COD)]₂ and 4,4′-di-tert-butyl-2,2′-bipyridine at room temperature in hexane and afforded the corresponding aryl- and heteroarylboronates in high yields with excellent regioselectivities.

Chemical Communications (Cambridge, United Kingdom) published new progress about 479411-95-5. 479411-95-5 belongs to nitriles-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Nitrile,Boronic acid and ester,Benzene,Boronate Esters,Boronic Acids,Boronic acid and ester, name is 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)benzonitrile, and the molecular formula is C14H15BF3NO2, Application of 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)benzonitrile.

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

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

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

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