Category: 5098-14-6

Watson, Angus A. published the artcilePurine N-oxides. 66. Synthesis of 9-hydroxyadenine, Product Details of C10H11N3O3S, the publication is Journal of Organic Chemistry (1977), 42(9), 1610-12, database is CAplus and MEDLINE.

The synthesis of 9-hydroxyadenine (I, R = H), by a variation of the Shaw purine synthesis, involved the condensation of Et N-(dicyanomethyl)formimidate tosylate with benzyloxyamine to a cyanoimidazole derivative II (R = H), which was then ring-closed to III (R = H) and hydrolyzed to the desired purine derivative This is the 3rd adenine N-oxide isomer available for carcinogenicity testing. Analogously prepared was I (R = Me).

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 C7H16Cl2Si, Product Details of C10H11N3O3S.

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

Vitkovska, Viktorija published the artcileAliphatic chain-containing macrocycles as diazonamide A analogs, Name: 2-Aminomalononitrile 4-methylbenzenesulfonate, the publication is Chemistry of Heterocyclic Compounds (New York, NY, United States) (2020), 56(5), 586-602, database is CAplus.

Aliphatic alkyl chain-containing 12-14-membered macrocycles were designed as structural analogs of antimitotic natural product diazonamide A. Macrocycles were synthesized from 5-bromooxazole in 7 to 9 linear steps using Ru-catalyzed ring-closing metathesis as the key transformation. Heat effect of binding to α,β-tubulin tetramer (T4-RB3 complex) has been measured for the synthesized macrocycles by isothermal titration calorimetry method.

Chemistry of Heterocyclic Compounds (New York, NY, 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 C8H7NO4, Name: 2-Aminomalononitrile 4-methylbenzenesulfonate.

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

Armarego, Wilfred L. F. published the artcilePterins. Part 2. Stereochemistry of catalytic reduction of 6-methyl- and 6,7-dimethyl-pterin and of 2,4-diamino-6-methylpteridine, Computed Properties of 5098-14-6, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1977), 2529-36, database is CAplus.

Catalytic addition of 2 mols. of H to 7-deuterio-6-trideuteriomethylpterin gave a 0.8:1 mixture of cis– and trans-7-deuterio-6-trideuteriomethyl-5,6,7,8-tetrahydropterin. Similar reduction of 2,4-diamino-7-deuterio-6-(partial)trideuteriomethylpteridine gave a 1:1 mixture of cis– and trans-2,4-diamino-7-deuterio-6-(partial)trideuteriomethyl-5,6,7,8-tetrahydropteridine. However, catalytic reduction of 6,7-dimethyl- and 6,7-bis(trideuteriomethyl)pterin is stereospecific and gave only the cis 5,6,7,8-tetrahydro derivatives Reduction of 6,7-dimethylpterin with Na in EtOH gave a 1:1 mixture of cis– and trans-6,7-dimethyl-5,6,7,8-tetrahydropterin. The stereochem. of the products was deduced from ¹H NMR spectroscopy.

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, Computed Properties of 5098-14-6.

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

Ferris, James P. published the artcileStudies in prebiotic synthesis. I. Aminomalononitrile and 4-amino-5-cyanoimidazole, Name: 2-Aminomalononitrile 4-methylbenzenesulfonate, the publication is Journal of the American Chemical Society (1966), 88(16), 3829-31, database is CAplus and MEDLINE.

The syntheses of aminomalononitrile and 4-amino-5-cyanoimidazole are described. Acid anhydrides react with aminomalononitrile to yield oxazoles. Aminomalononitrile is converted to diaminomaleonitrile by cyanide and to 4-amino-5-cyanoimidazole by formamidine. Adenine results from the reaction of 4-amino-5-cyanoimidazole with formamidine. 4-Cyano-5-aminooxazole is converted to 7-aminooxazolo[5,4-d]pyrimidine on treatment with formamidine. 16 references.

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, Name: 2-Aminomalononitrile 4-methylbenzenesulfonate.

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

Steiner, Thomas published the artcileThe C-H…O hydrogen bond in (dicyanomethyl)ammonium p-toluenesulfonate, Computed Properties of 5098-14-6, the publication is Acta Crystallographica, Section C: Crystal Structure Communications (2001), C57(6), 775-776, database is CAplus and MEDLINE.

In the title compound, C₃H₄N₃⁺·C₇H₇O₃S^–, the activated C-H group of the cation forms a short but bent C-H…O H bond with a sulfonate O atom of the anion; C…O = 3.075(5) Å and C-H…O = 130°. Crystallog. data are given.

Acta Crystallographica, Section C: Crystal Structure 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 C11H10ClNO, Computed Properties of 5098-14-6.

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

Thanassi, John W. published the artcileReactions of aminomalononitrile with electrophiles, Category: nitriles-buliding-blocks, the publication is Journal of Molecular Evolution (1975), 7(1), 65-73, database is CAplus and MEDLINE.

Aminomalononitrile reacted with electrophiles, aldehydes and CH2:CHCN, under very mild conditions of temperature and pH to produce intermediates which, after acid hydrolysis, yielded amino acids, glycine, DL-erythro- and DL-threo-β-hydroxyaspartic acids, DL-glutamic acid, DL-threonine and allothreonine. The mechanism of their formation and the possible significance of these reactions in prebiotic syntheses are discussed.

Journal of Molecular Evolution 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 C6H3FN2, Category: nitriles-buliding-blocks.

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

Frank, I. published the artcile5-Amino-4-cyano-1-(hetero)arylimidazoles, Synthetic Route of 5098-14-6, the publication is Synthetic Communications (1990), 20(16), 2519-26, database is CAplus.

Title compounds I (R = 2-pyridyl, 3-pyridyl, 2-pyrimidinyl, 2-ClC₆H₄, 4-ClC₆H₄, 2,4-Cl₂C₆H₃, 2,4-Me₂C₆H₃, 5-chloro-2-pyridyl, 3,5-dichloro-2-pyridyl, 2-chloro-3-pyridyl) were prepared by the cyclocondensation of RN:CHOEt with NCCH(NH₂)CN.p-MeC₆H₄SO₃H.

Synthetic 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 C10H11N3O3S, Synthetic Route of 5098-14-6.

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

Shi, Ce published the artcileDiscovery of Imidazoquinolines with Toll-Like Receptor 7/8 Independent Cytokine Induction, HPLC of Formula: 5098-14-6, the publication is ACS Medicinal Chemistry Letters (2012), 3(6), 501-504, database is CAplus and MEDLINE.

Toll-like receptors (TLRs) are key targets in the design of immunomodulating agents for use as vaccine adjuvants and anticancer treatments. The imidazoquinolines, imiquimod and resiquimod, have been shown to activate TLR-7 and -8, which in turn induce cytokine production as part of the innate immune response. Herein, we report the synthesis and discovery of a C7-methoxycarbonyl derivative of imiquimod (5, I) that stimulates cytokine production but is devoid of TLR-7/8 activity. Data are presented that shows that this analog not only induces IL-12p40 and TNF production, similar to that of imiquimod and resiquimod, but greatly enhances the production of IL-1β, a key cytokine involved in the activation of CD4 T cells. It is further demonstrated that TLR-7/8 activation can be recovered by the addition of a C2-alkyl substituent to this newly discovered analog. The results support the existence of an alternative mechanism of action by which imidazoquinolines can stimulate cytokine production

ACS Medicinal Chemistry 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 C17H16O2, HPLC of Formula: 5098-14-6.

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

Frasson, Ilaria published the artcileSynthesis and photocytotoxic activity of [1,2,3]triazolo[4,5-h][1,6]naphthyridines and [1,3]oxazolo[5,4-h][1,6]naphthyridines, Safety of 2-Aminomalononitrile 4-methylbenzenesulfonate, the publication is European Journal of Medicinal Chemistry (2019), 176-193, database is CAplus and MEDLINE.

[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 λ_max 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.

European 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, Safety of 2-Aminomalononitrile 4-methylbenzenesulfonate.

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

Taylor, Edward C. published the artcileA new synthesis of aminomalononitrile tosylate, Synthetic Route of 5098-14-6, the publication is Synthesis (1980), 801-2, database is CAplus.

The title salt (I) was prepared from NaCH(CN)₂. Thus, 2,4,6-Me₃C₆H₂SO₂ONH₂ was added to NaCH(CN)₂ in THF, the mixture stirred under N₂ 2.5 h at 0°, the 2,4,6-Me₃C₆H₂SO₃Na formed was separated, 4-MeC₆H₄SO₃H added, and the mixture refrigerated overnight to give I.

Synthesis 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 C4H4OS, Synthetic Route of 5098-14-6.

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