Month: December 2022

Taylor, Edward C. published the artcilePteridines. 41. Synthesis and dihydrofolate reductase inhibitory activity of some cycloalka[g]pteridines, Computed Properties of 5098-14-6, the publication is Journal of Medicinal Chemistry (1977), 20(9), 1215-18, database is CAplus and MEDLINE.

Eleven homologous 2,4-diaminocycloalka[g]pteridines and derivatives with cycloalkane ring size varying from 5 to 15 were prepared by cyclic condensation of aminomalonitrile tosylate [5098-14-6] with α-oximinocycloalkanones to give aminocyanocycloalka[b]pyrazine oxides followed by deoxygenation and guanidine cyclization, or guanidine cyclization of the pyrazine oxides followed by deoxygenation, or by condensation of 2,4,5,6-tetraaminopyrimidine-HCl [39944-62-2] with a cycloalka-1,2-dione. Inhibition of dihydrofolate reductase [9002-03-3] from Lactobacillus casei, rat liver, L1210, and Trypanosoma cruzi depended on cycloalkane ring size, with 2,4-diaminocyclododeca[g]pteridine (I) [53274-34-3] being most active.

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 C10H16O2, Computed Properties of 5098-14-6.

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

Rekiba, Nawel published the artcileSynthesis and Characterization of Novel Thiazolidinones and Thioxothiazolidinones Derived from Substituted Indole, Recommanded Product: 2-(Chloromethyl)benzonitrile, the publication is Molbank (2021), M1284, database is CAplus.

Based on recent discoveries concerning the numerous biol. properties of thiazolidinones and thiosemicarbazones, new N-substituted heterocyclic derivatives I [R = F, H, 3-Cl, 3-CF₃, 2-C≡N], II and III had been designed by combining the indole ring with thioxothiazolidinone, thiazolidinone or thiosemicarbazone. Thus, a series of new thioxothiazolidinone, thiazolidinone, or thiosemicarbazone derivatives I, II and III bearing indole-based moiety have been designed, synthesized, and developed in good yields.

Molbank published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C8H6ClN, Recommanded Product: 2-(Chloromethyl)benzonitrile.

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

Mohr, Lisa-Marie published the artcileVisible light-mediated intermolecular [2 + 2] photocycloaddition of 1-aryl-2-nitroethenes and olefins, Name: (E)-4-(2-Nitrovinyl)benzonitrile, the publication is Organic & Biomolecular Chemistry (2019), 17(30), 7192-7203, database is CAplus and MEDLINE.

Despite the importance of cyclobutanes there are not many direct [2 + 2] photocycloaddition reactions which can be performed with visible light in the absence of a catalyst. A notable exception is the reaction of 1-aryl-2-nitroethenes and olefins which can be performed at a wavelength of λ = 419 nm or λ = 424 nm in CH₂Cl₂ as the solvent. In the present study, a total of 15 1-aryl-2-nitroethenes were found to undergo a [2 + 2] photocycloaddition with 2,3-dimethyl-2-butene (28-86% yield) and a set of 12 olefins was studied in their photocycloaddition to 1-phenyl-2-nitroethene (37-88% yield). All mechanistic results are in agreement with a triplet reaction pathway and with the intermediacy of a 1,4-diradical.

Organic & Biomolecular Chemistry published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C9H6N2O2, Name: (E)-4-(2-Nitrovinyl)benzonitrile.

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

Allen, Joanne V. published the artcileThe discovery of benzanilides as c-Met receptor tyrosine kinase inhibitors by a directed screening approach, Synthetic Route of 612-13-5, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(18), 5224-5229, database is CAplus and MEDLINE.

A directed screen of a relatively small number of compounds, selected for kinase ATP pocket binding potential, yielded a novel series of hit compounds (1). Hit explosion on two binding residues identified compounds 27 and 43 as the best leads for an optimization program having reduced secondary metabolism, as measured by in vitro rat hepatocytes incubation, leading to oral bio-availability. Structure-activity relationships and mol. modeling have suggested a binding mode for the most potent inhibitor 12.

Bioorganic & Medicinal Chemistry Letters published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C8H6ClN, Synthetic Route of 612-13-5.

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

Davison, K. L. published the artcileIntermediary metabolism of 2,6-dichlorobenzonitrile (dichlobenil) in chickens and growth of chickens fed dichlobenil, Product Details of C7H3Cl2NO, the publication is Xenobiotica (1988), 18(8), 941-8, database is CAplus and MEDLINE.

Ten ¹⁴C-labeled metabolites were isolated from either bile (6 metabolites) or urine (7 metabolites) from chickens given single oral doses of 2,6-dichlorobenzo[¹⁴C]nitrile ([¹⁴C]dichlobenil). 2-(S-Glutathionyl)-3-hydroxy-6-chlorobenzo[¹⁴C]nitrile perfused through chicken kidneys in situ was excreted in urine from the perfused kidney (44% dose) as 2-mercapto-3-hydroxy-6-chlorobenzonitrile. Dichlobenil was fed at 0, 75, 150, or 225 ppm in the diet to broiler and laying strains of cockerels to determine biol. activity. Feed consumption and growth were not affected, but liver and kidney weights were higher in chicks fed the dichlobenil. The percentage of lipid or nitrogen in the livers and kidneys from chicks fed dichlobenil did not differ from controls and histol. or ultrastructural changes were not observed in these tissues.

Xenobiotica published new progress about 3336-34-3. 3336-34-3 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Phenol, name is 2,6-Dichloro-3-hydroxybenzonitrile, and the molecular formula is C7H3Cl2NO, Product Details of C7H3Cl2NO.

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

Haight, Anthony R. published the artcileA Scaleable Synthesis of Fiduxosin, Name: 2-Aminomalononitrile 4-methylbenzenesulfonate, the publication is Organic Process Research & Development (2004), 8(6), 897-902, database is CAplus.

Fiduxosin (I) is under development for the treatment of benign prostatic hyperplasia. A convergent strategy required methodologies for preparation of an enantiomerically pure 3,4-cis-disubstituted pyrrolidine and a 2,3,5-trisubstituted thienopyrazine in a regiospecific manner. A [3+2] cycloaddition of an enantiopure azomethine ylide followed by a diastereoselective crystallization was employed to prepare the benzopyranopyrrolidine in high diastereomeric and enantiomeric purity. Conditions for reduction of an O-aryl lactone susceptible to epimerization were developed, and cyclization of the alc./phenol to the ether was accomplished in high yield. The thienopyrazine was prepared by condensation of Me thioglycolate and a regiospecifically prepared 2-bromo-3-cyano-5-phenylpyrazine. Conditions for effective halogen substitutive deamination to prepare regiospecific trisubstituted pyrazines is described.

Organic Process Research & Development 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

Pagga, Udo published the artcileInhibition of nitrification in laboratory tests and model wastewater treatment plants, Computed Properties of 13312-84-0, the publication is Chemosphere (2006), 65(1), 1-8, database is CAplus and MEDLINE.

Nitrification in wastewater treatment plants is a sensitive microbiol. process, which can be disturbed by toxic substances. Two laboratory methods for nitrification inhibition (ISO standard 9509 and a modification of the respiration inhibition test ISO 8192) were studied with selected substances and compared with results from sewage model plants. For the prediction and prevention of interferences, the simple but reliable laboratory test methods proved to be very suitable. The tests in laboratory plants allowed a much more comprehensive evaluation of nitrification processes and showed their dependence on biodegradation and adaptation processes. The inhibition of nitrification depended on the mode of application and the biodegradability of the potential inhibitory compound and was much less severe with biodegradable substances than with poorly degradable ones.

Chemosphere published new progress about 13312-84-0. 13312-84-0 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Alcohol,Benzene Compounds, name is 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, and the molecular formula is C8H6ClNO, Computed Properties of 13312-84-0.

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

Mohr, Lisa-Marie published the artcileIntermolecular [2+2] Photocycloaddition of β-Nitrostyrenes to Olefins upon Irradiation with Visible Light, Recommanded Product: (E)-4-(2-Nitrovinyl)benzonitrile, the publication is Synlett (2017), 28(20), 2946-2950, database is CAplus.

The title compounds were found to undergo a [2+2] photocycloaddition with olefins at λ = 419 nm in CH ₂Cl ₂as the solvent. The resulting cyclobutanes were isolated in yields of 32-87% (11 examples) and showed a defined relative configuration at C1/C4 in the major diastereoisomer (nitro and aryl trans). The anal. of side products and triplet sensitization experiments support a mechanistic scenario in which a 1,4-diradical is formed as a key intermediate.

Synlett published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C9H6N2O2, Recommanded Product: (E)-4-(2-Nitrovinyl)benzonitrile.

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

Mandal, Tanumoy published the artcileOrganophotoredox Catalyzed Stereoselective Nitration of Olefins with tert-Butyl Nitrite under Air, Product Details of C9H6N2O2, the publication is Asian Journal of Organic Chemistry (2022), 11(1), e202100601, database is CAplus.

An efficient method for the E-selective synthesis of nitroolefins was developed by employing DDQ as the organophotoredox catalyst in combination with tert-BuONO (TBN) as a nitrating agent under visible-light irradiation This green transition metal-free approach utilizes aerial oxygen as the terminal oxidant and occurs at room temperature Following the established protocol, 41 different olefines containing broad diversity of substituents were nitrated in good to excellent yields. Mechanistic experiments and photophys. studies revealed the probable mechanism.

Asian Journal of Organic Chemistry published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C9H6N2O2, Product Details of C9H6N2O2.

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

Sato, Takahiro published the artcileDiscovery of 3-(2-cyano-4-pyridyl)-5-(4-pyridyl)-1,2,4-triazole, FYX-051 – a xanthine oxidoreductase inhibitor for the treatment of hyperuricemia. [Erratum to document cited in CA152:037497], Application In Synthesis of 135048-32-7, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(7), 2390, database is CAplus.

The title should read: “Discovery of 3-(2-cyano-4-pyridyl)-5-(4-pyridyl)-1,2,4-triazole, FYX-051 – a xanthine oxidoreductase inhibitor for the treatment of hyperuricemia”. The compound name needs to be corrected throughout the article. On page 6225, the chem. name for Compound 2 is incorrect and should read: ‘2-[2-(2-methoxyethoxy)ethoxy]-5-[5-(2-methyl-4-pyridyl)-1H-[1,2,4]triazol-3-yl]benzonitrile. On page 6225, the chem. name for compound 39 should read: ‘3-(2-cyano-4-pyridyl)-5-(4-pyridyl)-1,2,4-triazole. On page 6228, the compound in line 25 should read: “2-methyl-4-pyridyltriazole”.

Bioorganic & Medicinal Chemistry Letters published new progress about 135048-32-7. 135048-32-7 belongs to nitriles-buliding-blocks, auxiliary class Pyridine,Nitrile,Hydrazine,Amine,Hydrazide,Amide, name is 2-Cyanoisonicotinohydrazide, and the molecular formula is C7H6N4O, Application In Synthesis of 135048-32-7.

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