Category: 5098-14-6

On December 31, 1994, Jeng, Huey-Jiuan; Fang, Jim-Min published an article.HPLC of Formula: 5098-14-6 The title of the article was Formation of pyrrole derivatives from heteroatom-substituted acetonitriles. And the article contained the following:

Aminomalononitrile reacted with conjugated carbonyl compounds to give 3H-pyrrolines. Treatment of 2-chloro-2-phenylthioacetonitrile with alkenes in the presence of potassium t-butoxide afforded 1-phenylthiocyclopropanecarbonitriles, which reacted with nucleophiles in 1,2-, 1,4- or 1,6-addition modes. The 1,2-adducts (cyclopropylimines) rearranged in situ to give substituted pyrroles. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).HPLC of Formula: 5098-14-6

The Article related to pyrrole derivative, heteroatom substituted acetonitrile reaction, aminomalononitrile reaction carbonyl compound, phenylthiocyclopropanecarbonitrile reaction nucleophile, Heterocyclic Compounds (One Hetero Atom): Pyrroles and Pyrrolizines and other aspects.HPLC of Formula: 5098-14-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On November 27, 1998, Jeong, Susan; Chen, Xin; Harran, Patrick G. published an article.COA of Formula: C10H11N3O3S The title of the article was Macrocyclic Triarylethylenes via Heck Endocyclization: A System Relevant to Diazonamide Synthesis. And the article contained the following:

The author’s approach the preparation of diazonamide A (I) synthesis is described. Initial results show that Heck endocyclization can form highly functionalized lactam rings containing an imbedded 1,2-diaryl-1-(5-oxazolyl)ethylene. Thus, cross-coupling of vinylstannane II (PMB = p-methoxybenzyl) with functionalized oxazole III (prepared in 2 steps from Boc-Val-OH and aminomalononitrile tosylate) gave phenol IV in 89% yield after deprotection. Peptide coupling of IV with a protected O-benzyl-3-iodotyrosine derivative, followed by Pd-catalyzed macrocyclization gave macrocycle V, which contains the diazonamide AEF ring system. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).COA of Formula: C10H11N3O3S

The Article related to heck cyclization diazonamide ring system preparation, Amino Acids, Peptides, and Proteins: Poly(Amino Acids) and Peptides and other aspects.COA of Formula: C10H11N3O3S

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On January 3, 2017, Stairs, Shaun; Nikmal, Arif; Bucar, Dejan-Kresimir; Zheng, Shao-Liang; Szostak, Jack W.; Powner, Matthew W. published an article.Quality Control of 2-Aminomalononitrile 4-methylbenzenesulfonate The title of the article was Divergent prebiotic synthesis of pyrimidine and 8-oxo-purine ribonucleotides. And the article contained the following:

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. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).Quality Control of 2-Aminomalononitrile 4-methylbenzenesulfonate

The Article related to oxazoline pyrimidine 8 oxo purine ribonucleotide, Carbohydrates: Nucleosides and Nucleotides, Cobalamins, Riboflavin and other aspects.Quality Control of 2-Aminomalononitrile 4-methylbenzenesulfonate

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Nitrile – Wikipedia,
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On August 31, 1990, Frank, I.; Zeller, M. published an article.Formula: C10H11N3O3S The title of the article was 5-Amino-4-cyano-1-(hetero)arylimidazoles. And the article contained the following:

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. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).Formula: C10H11N3O3S

The Article related to aminocyanoheteroarylimidazole, imidazole aminocyanoheteroaryl, formimidate aminomalodinitrile cyclocondensation, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Formula: C10H11N3O3S

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On November 9, 2017, Larson, Peter; Kucaba, Tamara A.; Xiong, Zhengming; Olin, Michael; Griffith, Thomas S.; Ferguson, David M. published an article.Application of 5098-14-6 The title of the article was Design and Synthesis of N1-Modified Imidazoquinoline Agonists for Selective Activation of Toll-like Receptors 7 and 8. And the article contained the following:

A series of N1-modified imidazoquinolines were synthesized and screened for Toll-like receptors (TLR) 7 and 8 activities to identify recognition elements that confer high affinity binding and selectivity. These receptors are key targets in the development of immunomodulatory agents that signal the NF-κB mediated transcription of pro-inflammatory chemokines and cytokines. Results are presented showing both TLR7/8 activations are highly correlated to N1-substitution, with TLR8 selectivity achieved through inclusion of an ethyl-, propyl-, or butylamino group at this position. While the structure-activity relationship anal. indicates TLR7 activity is less sensitive to N1-modification, extension of the aminoalkyl chain length to pentyl and p-methylbenzyl elicited high affinity TLR7 binding. Cytokine profiles are also reported that show the pure TLR8 agonist [4-amino-2-butyl-1-(2-aminoethyl)-7-methoxycarbonyl-1H-imidazo[4,5-c]quinoline] (I) induces higher levels of IL-1β, IL-12, and IFNγ when compared with TLR7 selective or mixed TLR7/8 agonists. The results are consistent with previous work suggesting TLR8 agonists are Th1 polarizing and may help promote cell-mediated immunity. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).Application of 5098-14-6

The Article related to imidazoquinoline preparation tlr7 tlr8 agonist structure activity relationship, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Application of 5098-14-6

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Nitrile – Wikipedia,
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Taylor, Edward C.; Kobayashi, T. published an article in 1973, the title of the article was Pteridines. XXXII. 2-Amino-3-cyano-5-chloromethylpyrazine 1-oxide and its conversion to 6-alkenyl-substituted pteridines.Application of 5098-14-6 And the article contains the following content:

2-Amino-3-cyano-5-chloromethylpyrazine 1-oxide (I), prepared by the condensation of β-chloropyruvaldoxime with aminomalononitrile tosylate, was deoxygenated with PCl3 to 2-amino-3-cyano-5-chloromethylpyrazine (II). Both I and II were converted by conventional procedures to triphenylphosphonium ylides (Wittig reagents) and, hence, by condensation with aldehydes, to parallel series of 5-alkenylpyrazines (III and IV). Cyclization of IV with guanidine gave 2,4-diamino-6-alkenylpteridines, of interest as intermediates for the synthesis of biopterin and biopterin analogs. Some addnl. reactions of the above pyrazine intermediates are also described. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).Application of 5098-14-6

The Article related to aminocyanopyrazine conversion pteridine, pyrazine aminocyano conversion pteridine, cyanopyrazine amino conversion pteridine, alkenylpteridine, Heterocyclic Compounds (More Than One Hetero Atom): Purines and Pteridines and other aspects.Application of 5098-14-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Taylor, Edward C.; Kobayashi, T. published an article in 1976, the title of the article was Pteridines. XXXIX. Synthesis of 2,4-diamino-7-alkenylpteridines and their 8-oxides.Application of 5098-14-6 And the article contains the following content:

A versatile and flexible route to a variety of 2,4-diamino-7-alkenylpteridines was described. Condensation of aminomalononitrile with α-oximino-β-chloroaldehydes R1COC(:NOH)CClR2R3 [R1-R3 = H; R1 = R2 = H, R3 = Me, Pr; R1R2 = (CH2)3, R3 = H] (prepared by the addition of nitrosyl chloride to α,β-unsaturated aldehydes) gave 2-amino-3-cyano-6-(1-chloroalkyl)pyrazine 1-oxides I. The 6-chloromethyl compound I (R1-R3 = H) was converted to a stable phosphorane which was condensed with aldehydes to give a series of 2-amino-3-cyano-6-alkenylpyrazine 1-oxides II (R = Me, CH2OH, CO2H, Ph, 3,4-Cl2C6H3, 3,4-(OCH2O)C6H3, 2-thienyl, 3-pyridyl) which were cyclized with guanidine to 2,4-diamino-7-alkenylpteridine 8-oxides III (n = 1). Deoxygenation of I (R1-R3 = H) with PCl3 in THF gave 2-amino-3-cyano-6-chloromethylpyrazine, which analogously gave a series of 2,4-diamino-7-alkenylpteridines III (n = 0). The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).Application of 5098-14-6

The Article related to malononitrile condensation oximinoaldehyde, aminocyanopyrazine oxide cyclization guanidine, pteridine oxide, alkenylpteridine oxide, Heterocyclic Compounds (More Than One Hetero Atom): Purines and Pteridines and other aspects.Application of 5098-14-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Watson, Angus A. published an article in 1977, the title of the article was Purine N-oxides. 66. Synthesis of 9-hydroxyadenine.Quality Control of 2-Aminomalononitrile 4-methylbenzenesulfonate And the article contains the following content:

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). The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).Quality Control of 2-Aminomalononitrile 4-methylbenzenesulfonate

The Article related to hydroxyadenine carcinogen, adenine hydroxy, cyanoimidazole cyclization, imidazole cyano cyclization, Heterocyclic Compounds (More Than One Hetero Atom): Purines and Pteridines and other aspects.Quality Control of 2-Aminomalononitrile 4-methylbenzenesulfonate

Referemce:
Nitrile – Wikipedia,
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Taylor, Edward C.; Jacobi, Peter A. published an article in 1975, the title of the article was Pteridines. XXXIV. Synthesis of 8-hydroxy-7(8H)-pteridinones (pteridine hydroxamic acids).Reference of 2-Aminomalononitrile 4-methylbenzenesulfonate And the article contains the following content:

A series of 2,4-diamino-6-alkyl-substituted 8-hydroxy-7(8H)-pteridinones (pteridinehydroxamic acids) (I) was prepared from 2,4-diamino-6-substituted pteridine 8-oxides by chlorination in glacial AcOH, followed by cleavage of the resulting pteridinehydroxamic acid anhydrides II with ethanolic HCl. An alternative but less satisfactory route to 2,4-diamino-6-methyl-8-hydroxy-7(8H)-pteridinone involved condensation of pyruvohydroxamoyl chloride with aminomalononitrile tosylate to give 2-amino-3-cyano-5-methyl-6-chloropyrazine 1-oxide, hydrolysis to the pyrazinehydroxamic acid III, and cyclization with guanidine. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).Reference of 2-Aminomalononitrile 4-methylbenzenesulfonate

The Article related to aminopteridinone, pteridinehydroxamic acid, pteridinone amino, hydroxamic acid pteridine, Heterocyclic Compounds (More Than One Hetero Atom): Purines and Pteridines and other aspects.Reference of 2-Aminomalononitrile 4-methylbenzenesulfonate

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Nitrile – Wikipedia,
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Taylor, Edward C.; Abdulla, Riaz F. published an article in 1973, the title of the article was Pteridines. XXXI. New and unequivocal synthesis of isoxanthopterin-6-carboxylic acid (Cyprino-Pourpre B).COA of Formula: C10H11N3O3S And the article contains the following content:

Condensation of HC(CN)2NH2 with HON:CHCOCH:NOH gave 2-amino-3-cyano-5-oximinomethylpyrazine 1-oxide which cyclized with guanidine to the pteridine oxide (I). Heating I in POCl3-DMF gave the chloronitrile (II) which under reflux in aqueous NaOH gave isoxanthopterin-6-carboxylic acid (III). The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).COA of Formula: C10H11N3O3S

The Article related to pteridine, isoxanthopterincarboxylic acid, cyprino pourpre b, Heterocyclic Compounds (More Than One Hetero Atom): Purines and Pteridines and other aspects.COA of Formula: C10H11N3O3S

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts