Tag: M.W=250-300

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

Ishiyama, Tatsuo published the artcileA stoichiometric aromatic C-H borylation catalyzed by iridium(i)/2,2′-bipyridine complexes at room temperature, SDS of cas: 479411-95-5, the publication is Angewandte Chemie, International Edition (2002), 41(16), 3056-3058, database is CAplus and MEDLINE.

Room-temperature C-H borylation using a stoichiometric amount of arenes and bis(pinacolato)diboron (pin₂B₂) is efficiently catalyzed by iridium(I) complexes generated from [{Ir(OMe)(cod)}₂] (cod = 1,5-cyclooctadiene) and 4,4′-di-tert-butyl-2,2′-bipyridine (dtbpy) in hexane, and provides the corresponding arylboronates in excellent yields. Thus, [{Ir(OMe)(cod)}₂]/dtbpy catalyzed C-H borylation of 1,2-dichlorobenzene with pin₂B₂ in hexane at 25° for 8h gave 82% 3,4-Cl₂C₆H₃Bpin.

Angewandte Chemie, International Edition 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, SDS of cas: 479411-95-5.

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

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

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

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

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

Ali, Shaukat published the artcileDesign and synthesis of arylthiophene-2-carbaldehydes via Suzuki-Miyaura reactions and their biological evaluation, Name: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)benzonitrile, the publication is Molecules (2013), 18(12), 14711-14725, database is CAplus and MEDLINE.

A series of 4-arylthiophene-2-carbaldehydes I [R = Ph, 5-Me-2-thienyl, 3,5-(F₃C)₂C₆H₃, etc.] were synthesized in moderate to excellent yields via Suzuki-Miyaura cross-coupling with different arylboronic pinacol esters/acids. The synthesized products were screened for their antibacterial, hemolytic, antiurease, nitric oxide (NO) scavenging capabilities and almost all products exhibited good activities. Compound I [R = 3-CN-5-F₃C-C₆H₃] revealed excellent antibacterial activity and was also found to be the best NO scavenger with an IC₅₀ value of 45.6 μg/mL. Moreover, compound I [R = 4-F-3-Cl-C₆H₃] exhibited a superior hemolytic action and an outstanding urease inhibition with an IC₅₀ value of 27.1 μg/mL.

Molecules 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, Name: 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

Gull, Yasmeen published the artcileSynthesis of N-(6-arylbenzo[d]thiazole-2-acetamide) derivatives and their biological activities: an experimental and computational approach, Related Products of nitriles-buliding-blocks, the publication is Molecules (2016), 21(3), 66/1-66/17, database is CAplus and MEDLINE.

Synthesis of N-(6-arylbenzo[d]thiazol-2-yl)acetamides I [Ar = Ph, 4-MeC₆H₄, 3-Cl-4-FC₆H₃, etc.] by C-C coupling methodol. in the presence of Pd(0) using various aryl boronic pinacol ester/acids was reported. The newly synthesized compounds I were evaluated for various biol. activities like antioxidant, hemolytic, antibacterial and urease inhibition. In bioassays these I compounds were found to have moderate to good activities. Among the tested biol. activities screened these I compounds displayed the most significant activity for urease inhibition. In urease inhibition, all compounds were found more active than the standard used. The compound I [Ar = Ph, 4-MeC₆H₄] was found to be the most active. To understand this urease inhibition, mol. docking studies were performed. The in silico studies showed that these acetamide derivatives bind to the non-metallic active site of the urease enzyme. Structure-activity studies revealed that H-bonding of compounds with the enzyme was important for its inhibition.

Molecules 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, Related Products of nitriles-buliding-blocks.

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