Category: 5098-14-6

Seck, Pierre published the artcileSynthesis of new selenophene and thiazole analogues of the tacrine series, Application of 2-Aminomalononitrile 4-methylbenzenesulfonate, the publication is ARKIVOC (Gainesville, FL, United States) (2012), 431-441, database is CAplus.

New 2-aminoselenophene-3-carbonitriles and 5-amino-1,3-thiazole-4-carbonitriles were prepared and reacted with cycloalkanones to give tetrahydroselenolo[2,3-b]quinolines, cycloalkene-fused selenolo[3,2-e]pyridines, [1,3]thiazolo[5,4-b]quinolines, thiazolo[4,5-e]pyridines, and tetrahydro-[1,3]thiazolo[5,4-b]quinolines.

ARKIVOC (Gainesville, FL, United States) 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 C27H39ClN2, Application of 2-Aminomalononitrile 4-methylbenzenesulfonate.

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

Schiaffo, Charles E. published the artcileStructure-Activity Relationship Analysis of Imidazoquinolines with Toll-like Receptors 7 and 8 Selectivity and Enhanced Cytokine Induction, Category: nitriles-buliding-blocks, the publication is Journal of Medicinal Chemistry (2014), 57(2), 339-347, database is CAplus and MEDLINE.

Toll-like receptors 7 and 8 (TLRs) have emerged as key targets in the design of small mol. adjuvants and stimulants for use in immunotherapies. This study examines the structure-activity relationship of a series of C2- and N1-substituted C7-methoxy-carbonyl-imidazo-quinolines to gain insight to the structural basis to TLR-7 and -8 selective activity. The anal. is further applied to evaluate the induction of multiple cytokines, including IL-10, IL-12, IL-1β, TNF-α, IFN-α, and IFN-γ, using murine BMDCs and human PBMCs. The results show TLR-7/8 activity is correlated to the C2-alkyl chain length, with peak activity occurring for the Bu (TLR-7) and pentyl (TLR-8) derivatives A similar SAR is identified in the production of IL-1β, IL-12, and IFN-γ, which are shown to depend on both the C2-alkyl chain length and substitution to the N1-position. The compounds were also potent stimulators of IFN-α and IL-10 production but with less pronounced structure-based correlations.

Journal of 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, Category: nitriles-buliding-blocks.

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

Ronco, Cyril published the artcileSynthesis and structure-activity relationship of Huprine derivatives as human acetylcholinesterase inhibitors, Formula: C10H11N3O3S, the publication is Bioorganic & Medicinal Chemistry (2009), 17(13), 4523-4536, database is CAplus and MEDLINE.

A new series of huprines (12-amino-6,7,10,11-tetrahydro-7,11-methanocycloocta[b]quinolines, prepared as huperzine-tacrine hybrids) are prepared and their inhibition of recombinant human acetylcholinesterase (rh-AChE) is reported. We have synthesized two series of huprine analogs; in the first one, the benzene ring of the quinoline moiety has been replaced either by different heterocycles or by Ph groups with electron-withdrawing or electron-donating substituents. In the second series, different short linkers are introduced at the 12-positions of the huprine X and Y skeletons to evaluate the influence of modifications at the 12-position. The compounds are prepared from ethyl- or methyl-substituted bicyclo[3.3.1]non-6-en-3-one by Friedlaender reactions with o-aminocyano aromatic compounds The synthesis of two heterodimers with structures based on huprines has been also reported. Activities ranging from moderate to similar to those of huprines X and Y are obtained, with the most potent analog having a third of the activity of the parent huprines X and Y. Topol. data have been inferred from mol. docking; variation in activity with variation in the linking moieties suggest future structural modifications for activity improvement.

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, Formula: C10H11N3O3S.

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

Yu, Euy Kyung published the artcileStudies on the synthesis of the 2-desamino and 2-desamino-2-methyl analogs of aminopterin intermediate at pteridine-C₇ side chain, SDS of cas: 5098-14-6, the publication is Journal of the Korean Chemical Society (1993), 37(1), 131-5, database is CAplus.

Title aminopterin intermediates I (R = H, Me, NH₂) were prepared from pyrazine II. Thus, dithiobisbenzoate III was reduced by NaBH₄ and then treated with II to give pyrazine IV. The cyclization of IV with RC(:NH)NH₂.HCl (R = H, Me, NH₂) in the presence of NaOEt followed by basic hydrolysis gave I (R = H, Me, NH₂).

Journal of the Korean 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 C9H9NO, SDS of cas: 5098-14-6.

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

Sato, Nobuhiro published the artcileStudies on pyrazines. 17. An efficient synthesis of pteridine-6-carboxylic acids, Application of 2-Aminomalononitrile 4-methylbenzenesulfonate, the publication is Journal of Heterocyclic Chemistry (1988), 25(6), 1737-40, database is CAplus.

2,4-Diaminopteridine-6-carboxylic acid (I) and pterin-6-carboxylic acid (II) were prepared by permanganate oxidation of the corresponding 6-(2-furyl)-substituted pteridines under mild conditions. Several attempts to cleave the furan ring with other oxidizing agents are also described.

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 of 2-Aminomalononitrile 4-methylbenzenesulfonate.

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

Kadir, Kamaliah published the artcilePurines, pyrimidines, and imidazoles. Part 56. Some aminoimidazolecarboxamidines and derived adenines, Formula: C10H11N3O3S, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1980), 2728-31, database is CAplus.

Cyclohexylimidazole I, prepared (37%) from H₂NCH(CN)₂, CH(OEt)₃, and cyclohexylamine, gave 66% carboximidate II (R = OMe) on treatment with MeOH/HCl, which with NH₃ gave 64% carboxamidine II (R = NH₂) (III). Formylation of III gave N⁶-formyladenine IV (R = cyclohexyl), which was also prepared by formylation of 9-cyclohexyladenine. IV [R = CH₂CH(OH)CH₂OH] was similarly prepared The reaction of II (R = H) with HCO₂H/Ac₂O gave N⁶-formyladenine (IV; R = H), which was also prepared by formylation of adenine, whereas adenosine was not N-formylated under the same conditions.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) 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, Formula: C10H11N3O3S.

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

Sochacka-Cwikla, Aleksandra published the artcileSynthesis and biological activity of new 7-amino-oxazolo[5,4-d]pyrimidine derivatives, Recommanded Product: 2-Aminomalononitrile 4-methylbenzenesulfonate, the publication is Molecules (2020), 25(15), 3558, database is CAplus and MEDLINE.

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.

Molecules 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 C5H8N2O, Recommanded Product: 2-Aminomalononitrile 4-methylbenzenesulfonate.

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

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

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