Month: December 2022

Melekhova, Anna A. published the artcileCopper(I)-Catalyzed 1,3-Dipolar Cycloaddition of Ketonitrones to Dialkylcyanamides: A Step toward Sustainable Generation of 2,3-Dihydro-1,2,4-oxadiazoles, HPLC of Formula: 2451-91-4, the publication is ACS Omega (2017), 2(4), 1380-1391, database is CAplus and MEDLINE.

Cu^I -catalyzed cycloaddition of the ketonitrones Ph₂C=N⁺ (R’)O^– (R’ = Me, CH₂Ph) to the disubstituted cyanamides NCNR₂ (R = Me₂ , Et₂ , (CH₂)₄ , (CH₂)₅ , (CH₂)₄O, C₉H₁₀, (CH₂Ph)₂ , Ph(Me)) gives corresponding 5-aminosubstituted 2,3-dihydro- 1,2,4-oxadiazoles (16 examples) in good to moderate yields. The reaction proceeds under mild conditions (CH₂Cl₂ , RT or 45 °C) and requires 10 mol% of [Cu(NCMe)₄](BF₄) as the catalyst. Somehow reduced yields are due to the individual properties of 2,3- dihydro-1,2,4-oxadiazoles, which easily undergo ring-opening via the N-O bond splitting. Results of the DFT calculations reveal that the cycloaddition of ketonitrones to Cu^I -bound cyanamides is a concerted process and the copper-catalyzed reaction is controlled by the predominant contribution of HOMO_dipole-LUMO_{dipolarophile} interaction (group I by the Sustmann’s classification). Metal-involving process is much more asynchronous and profitable from both kinetic and thermodn. viewpoints than the hypothetical metal-free reaction.

ACS Omega published new progress about 2451-91-4. 2451-91-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Benzene, name is N,N-Dibenzylcyanamide, and the molecular formula is C15H14N2, HPLC of Formula: 2451-91-4.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Getlik, Matthaus published the artcileStructure-Based Optimization of a Small Molecule Antagonist of the Interaction Between WD Repeat-Containing Protein 5 (WDR5) and Mixed-Lineage Leukemia 1 (MLL1), SDS of cas: 947533-21-3, the publication is Journal of Medicinal Chemistry (2016), 59(6), 2478-2496, database is CAplus and MEDLINE.

WD repeat-containing protein 5 (WDR5) is an important component of the multiprotein complex essential for activating mixed-lineage leukemia 1 (MLL1). Rearrangement of the MLL1 gene is associated with onset and progression of acute myeloid and lymphoblastic leukemias, and targeting the WDR5-MLL1 interaction may result in new cancer therapeutics. Our previous work showed that binding of small mol. ligands to WDR5 can modulate its interaction with MLL1, suppressing MLL1 methyltransferase activity. Initial structure-activity relationship studies identified N-(2-(4-methylpiperazin-1-yl)-5-substituted-phenyl) benzamides as potent and selective antagonists of this protein-protein interaction. Guided by crystal structure data and supported by in silico library design, we optimized the scaffold by varying the C-1 benzamide and C-5 substituents. This allowed us to develop the first highly potent (K_disp < 100 nM) small mol. antagonists of the WDR5-MLL1 interaction and demonstrate that N-(4-(4-methylpiperazin-1-yl)-3′-(morpholinomethyl)-[1,1′-biphenyl]-3-yl)-6-oxo-4-(trifluoromethyl)-1,6-dihydropyridine-3-carboxamide 16d (OICR-9429) is a potent and selective chem. probe suitable to help dissect the biol. role of WDR5.

Journal of Medicinal Chemistry published new progress about 947533-21-3. 947533-21-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Boronic acid and ester,Amine,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (6-Acetamidopyridin-3-yl)boronic acid, and the molecular formula is C7H9BN2O3, SDS of cas: 947533-21-3.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Rydfjord, Jonas published the artcileRoute to 3-Amidino Indoles via Pd(II)-Catalyzed C-H Bond Activation, Quality Control of 2451-91-4, the publication is Organic Letters (2017), 19(15), 4066-4069, database is CAplus and MEDLINE.

We report a facile synthesis of 3-amidino indoles from indoles and cyanamides. The reaction is Pd(II)-catalyzed and proceeds via C-H bond activation of the indole in its 3-position followed by a 1,2-addition of the resulting indole-palladium σ-complex to a cyanamide, which provides the corresponding amidine. The preference for 4,5-diazafluoren-9-one (DAF) as the ligand is investigated using DFT calculations, and a plausible reaction pathway is presented.

Organic Letters published new progress about 2451-91-4. 2451-91-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Benzene, name is N,N-Dibenzylcyanamide, and the molecular formula is C15H14N2, Quality Control of 2451-91-4.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Kavina, M. A. published the artcile1-Carbamoylhydantoins. New Aspects of Reactivity, Name: 2-Chloroacetamide, the publication is Russian Journal of Organic Chemistry (2020), 56(12), 2119-2131, database is CAplus.

Some derivatives of 1-carbamoylhydantoins e.g., I undergo cleavage at the N¹-C(O) bond on heating in solution The 1-carbamoylhydantoins e.g., I in aqueous and alc. ammonia rearrange via opening of the imidazole ring, followed by recyclization. Prolonged treatment of 1-carbamoylhydantoins e.g., I with aqueous ammonia can lead to elimination of the C²=O carbonyl group.

Russian Journal of Organic Chemistry published new progress about 79-07-2. 79-07-2 belongs to amides-buliding-blocks, auxiliary class Chloride,Amine,Aliphatic hydrocarbon chain,Amide,Inhibitor, name is 2-Chloroacetamide, and the molecular formula is C2H4ClNO, Name: 2-Chloroacetamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Ramesh, Pattipati published the artcileDesign, synthesis and biological evaluation of some novel 3-substituted acrylamide quinoline derivatives, Safety of 2-Cyano-N-ethylacetamide, the publication is International Journal of ChemTech Research (2017), 10(3), 259-270, database is CAplus.

A new series of (2,8-dichloroquinolin-3-yl)acrylamide derivatives I (R¹ = Me, c-Pr, Ph, etc.; R² = H; -R¹R²– = -(CH₂)₄-, -(CH₂)O(CH₂)-) were designed by incorporating simple chem. methods. Here different N-substituted cyanoacetamide derivatives were used as the pharmacophore entities to link with the parent quinoline moiety. Antimicrobial activity of synthesized compounds was screened, which has revealed that the few of the compounds were more potent than the corresponding standard drugs.

International Journal of ChemTech Research published new progress about 15029-36-4. 15029-36-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Aliphatic hydrocarbon chain,Amide, name is 2-Cyano-N-ethylacetamide, and the molecular formula is C5H8N2O, Safety of 2-Cyano-N-ethylacetamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Singh, Harjit published the artcileSynthesis of heterocyclics via enamines. II. Reactions of cyclohex-1-enyl -aniline, -morpholine, and -piperidine with 1,1-dimethyl-3-oxobutyl isothiocyanate, Synthetic Route of 14294-10-1, the publication is Australian Journal of Chemistry (1975), 28(1), 143-9, database is CAplus.

The condensation of cyclohex-1-enylaniline with 1,1-dimethyl-3-oxobutyl isothiocyanate (I) gave mainly 1,5-benzodiazocine-6(1H)-thione II with some pyrimidine-2-thione III as the minor product. Similar condensations of I with cyclohex-1-enylmorpholine and cyclohex-1-enylpiperidine formed the 1-thiocarbamoyl derivatives through β-elimination of the intermediate IV (X = O, CH2).

Australian Journal of Chemistry published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C10H16Br3N, Synthetic Route of 14294-10-1.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Singh, Harjit published the artcileSynthesis of heterocyclic compounds via enamines. Part 8. Acid-catalyzed transformations in 4,4,6-trimethyl-1,4-dihydropyrimidine-2(3H)-thione derivatives and related compounds, Formula: C5H10N2OS, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1980), 1013-18, database is CAplus.

The N-substituted trimethylpyrimidinethiones I (R = alkyl, alkenyl, Ph) were converted into the corresponding N-substituted 1,3-thiazines II and/or thioureas by heating in 11M HCl at 100-10°. However at 95-100°, Dimroth rearrangement products, e.g. the N-substituted thiazines III (R = alkyl, alkenyl, Ph), were formed. Thus, I (R = Me) (IV) in 11M HCl at 100-10° for 4 h gave 90% methylthiourea. IV in 11M HCl at 95-100° for 2.5 h gave 98% III (R = Me).

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C18H34N4O5S, Formula: C5H10N2OS.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Laha, Joydev K. published the artcileSynthesis of unsymmetrical urea from aryl- or pyridyl carboxamides and aminopyridines using PhI(OAc)₂via in situ formation of aryl- or pyridyl isocyanates, Recommanded Product: Isonicotinamide, the publication is New Journal of Chemistry (2021), 45(40), 18815-18823, database is CAplus.

A tandem synthesis of unsym. ureas (N-aryl-N’-pyridylurea and N,N’-bipyridylurea) from aryl- or pyridyl carboxamides and aminopyridines via Hofmann rearrangement has been reported. In particular, benzamides, picolinamide, nicotinamide, and isonicotinamide generate reactive intermediate isocyanates, in situ, in the presence of PhI(OAc)₂, which upon further reaction with aminopyridines form urea derivatives As the formation of pyridylisocyanates from their corresponding carboxamides via Hofmann rearrangement remained unexplored previously, attempts have been made to trap the isocyanates. While the three pyridylisocyanates were trapped as their corresponding carbamates, 3-pyridylisocyanate was isolated and characterized. Unlike closely related previous methods reported for urea synthesis, the current method avoids direct use of isocyanates or eliminates the use of toxic phosgene for the in situ generation of isocyanates.

New Journal of Chemistry published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, Recommanded Product: Isonicotinamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Allam, Bharat Kumar published the artcileHighly efficient one-pot synthesis of primary amides catalyzed by scandium(III) triflate under controlled MW, Product Details of C7H5Cl2NO, the publication is Tetrahedron Letters (2011), 52(44), 5851-5854, database is CAplus.

Primary aryl amides were prepared by amidation of aromatic aldehydes with NH₂OH.HCl by using scandium(III) triflate as a catalyst in water under controlled microwave. This methodol. offers excellent yields in shorter reaction times with enhanced selectivity.

Tetrahedron Letters published new progress about 2447-79-2. 2447-79-2 belongs to amides-buliding-blocks, auxiliary class Chloride,Amine,Benzene,Amide, name is 2,4-Dichlorobenzamide, and the molecular formula is C7H5Cl2NO, Product Details of C7H5Cl2NO.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Wilking, Melissa J. published the artcileSirtuin deacetylases: a new target for melanoma management, Formula: C20H23N3O2S, the publication is Cell Cycle (2014), 13(18), 2821-2826, database is CAplus and MEDLINE.

A review. Melanoma continues to cause more deaths than any other skin cancer, necessitating the development of new avenues of treatment. One promising new opportunity comes in the form of mechanism-based therapeutic targets. We recently reported the overexpression and delocalization of the class III histone deacetylase SIRT1 in melanoma, and demonstrated that its small mol. inhibition via Tenovin-1 decreased cell growth and viability of melanoma cells, possibly by a p53 mediated induction of p21. Here, we support our data using addnl. SIRT inhibitors, viz. Sirtinol and Ex-527, which suggests possible benefits of concomitantly inhibiting more than one Sirtuin for an effective cancer management strategy. This “Extra View” paper also includes a discussion of our results in the context of similar recent and concurrent studies. Furthermore, we expand upon our findings in an anal. of new research that may link the cellular localization and growth effects of SIRT1 with the PI3K signaling pathway.

Cell Cycle published new progress about 380315-80-0. 380315-80-0 belongs to amides-buliding-blocks, auxiliary class Apoptosis,p53, name is N-((4-Acetamidophenyl)carbamothioyl)-4-(tert-butyl)benzamide, and the molecular formula is C8H21N3, Formula: C20H23N3O2S.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics