Month: December 2022

Melekhova, Anna A. published the artcileTris(3,5-dimethylpyrazolyl)methane copper(I) complexes featuring one disubstituted cyanamide ligand, Name: N,N-Dibenzylcyanamide, the publication is Inorganica Chimica Acta (2019), 69-74, database is CAplus.

The complexes [Cu{HC(3,5-Me₂pz)₃}(NCNR₂)][BF₄] (1-8; R₂ = Me₂ 1, Et₂ 2, C₅H₁₀ 3, C₄H₈O 4, C₄H₈ 5, C₃H₆C₆H₄ [NC₃H₆C₆H₄ is 1,2,3,4-dihydroisoquinoline-2-yl] 6, (CH₂Ph)₂ 7, (Me)Ph 8) were prepared by the reaction of [Cu(NCMe)₄][BF₄] with HC(3,5-Me₂pz)₃ and NCNR₂ (CH₂Cl₂, 20-25°) and these species were characterized by C, H, N analyses, high resolution mass-spectrometry with electrospray ionization, ¹H, ¹³C{¹H} NMR and FTIR spectroscopic techniques, molar conductivity measurements, TG/DTA, and also by single-crystal x-ray diffraction for 3. The theor. topol. anal. of the electron d. distribution (QTAIM method) together with the NBO anal. were applied to study the nature of Cu-N and Cu-C coordination bonds in [Cu{HC(3,5-Me₂pz)₃}(NCNMe₂)]⁺, [Cu{HC(3,5-Me₂pz)₃}(NCMe)]⁺, and [Cu{HC(3,5-Me₂pz)₃}(CNMe)]⁺ model species. The nature of Cu-N coordination bonds in [Cu{HC(3,5-Me₂pz)₃}(NCNMe₂)]⁺ and [Cu{HC(3,5-Me₂pz)₃}(NCMe)]⁺ is very similar, whereas Cu-C contact in [Cu({HC(3,5-Me₂pz)₃})(CNMe)]⁺ is relatively more covalent. The calculated vertical total energies for the Cu-N and Cu-C coordination bonds cleavage increase in the following row: [Cu{HC(3,5-Me₂pz)₃}(NCMe)]⁺ (36 kcal/mol) < [Cu{HC(3,5-Me₂pz)₃}(NCNMe₂)]⁺ (41 kcal/mol) < [Cu{HC(3,5-Me₂pz)₃}(CNMe)]⁺ (47 kcal/mol), and these theor. data are coherent with the exptl. observations.

Inorganica Chimica Acta 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, Name: N,N-Dibenzylcyanamide.

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

Melekhova, Anna A. published the artcileA novel family of homoleptic copper(I) complexes featuring disubstituted cyanamides: a combined synthetic, structural, and theoretical study, Category: amides-buliding-blocks, the publication is New Journal of Chemistry (2017), 41(23), 14557-14566, database is CAplus.

The homoleptic Cu(I) complexes [Cu(NCNRR’)₄](BF₄) (R/R’ = Me/Me 1, Et/Et 2, C₅H₁₀ 3, C₄H₈O 4, C₄H₈ 5, C₃H₆C₆H₄ 6, CH₂Ph/CH₂Ph 7, Me/Ph 8) featuring disubstituted cyanamides were obtained in excellent (92-97%) yields by the reaction of [Cu(NCMe)₄](BF₄) and 4 equiv of NCNRR’. 1–8 Were characterized by at. absorption spectrometry (Cu%), high resolution ESI⁺-MS, molar conductivities, TG/DTA, and ¹H, ¹³C{¹H} NMR, FTIR spectroscopic techniques, and (1,3,4) by single-crystal x-ray diffraction. Results of DFT calculations and x-ray structure determinations reveal that equilibrium geometries of [Cu(NCMe)₄]⁺ and [Cu(NCNMe₂)₄]⁺ in the gas phase are normal tetrahedral (T_d) and significantly distorted, resp. Effects of crystal packing influence the values of the Cu-N-C angles in [Cu(NCNRR’)₄]⁺, which points out to the noticeable contribution of the heterocumulene mesomeric form for the dialkylcyanamide Cu(I) complexes. The QTAIM and NBO analyses indicate that relatively weak Cu-N contacts (15-31 kcal mol^-1) in both cases exhibit single bond character and clearly polarized toward the N atom (by 91-95%). The CDA shows that the {M} ← L σ-donation substantially prevails over the {M} → L π-back-donation in both [Cu(NCMe)₄]⁺ and [Cu(NCNMe₂)₄]⁺. The orbital, charge, and vibrational frequency arguments as well as inspection of the FTIR data suggest that the electrophilic activation of the N=C group in homoleptic nitrile and dialkylcyanamide Cu(I) complexes is similar, and the different behavior of nitriles and cyanamides in the 1,3-dipolar cycloaddition of ketonitrones is mainly due to the difference in the at. charges.

New Journal of Chemistry 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, Category: amides-buliding-blocks.

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

Patil, Vijay published the artcileRMAC study: A randomized study for evaluation of metronomic adjuvant chemotherapy in recurrent head and neck cancers post salvage surgical resection in those who are ineligible for re-irradiation, Name: 4-(5-(p-Tolyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide, the publication is Oral Oncology (2022), 105816, database is CAplus and MEDLINE.

Adjuvant re-chemoradiation after salvage surgery improves disease-free survival in recurrent head and neck cancer. However, most patients are ineligible for re-irradiation and are kept on observation. We investigated the efficacy of metronomic adjuvant chemotherapy (MAC) in this group of patients compared to observation. This was a randomized integrated phase II/III clin. trial. Adults with recurrent head and neck cancer, who had undergone salvage surgery, but were ineligible for adjuvant re-irradiation were randomized in a 1:1 ratio to either MAC arm or observation. MAC consisted of weekly oral methotrexate (at a dose of 15 mg per square meter of body surface area) and celecoxib (at a dose of 200 mg orally twice daily) for 6 mo. The primary endpoint of phase 2 was disease-free survival (DFS) while that of phase 3 was overall survival (OS). For phase 2, to detect an improvement in the hazard ratio (HR) 0.67 with MAC, with a type 1 error of 10% (1-sided), type 2 error of 30%, 105 patients were required. While for phase 3, with a target HR of 0.77, with a type 1 error of 5%, type 2 error of 20%, 318 patients were required. Here we report the results of phase 2 part of the study.At a median follow up of 30.2 mo (95% confidence interval (CI), 25.3 to 35.1) the 1 yr and 2-yr DFS were 57.4% (95% CI, 42.8-69.5) and 37.6% (95% CI, 24.1-51) in MAC arm whereas the corresponding numbers were 62.3% (95% CI, 47.8 to 73.8) and 54.2%(95% CI, 39.8 to 66.5) in observation arm, resp. (hazard ratio for progression, 1.45; 95% CI, 0.87 to 2.47; P = 0.15). In the MAC arm, the 1 and 2 yr OS was 78.7% (95% CI, 64.9 to 87.6) and 48% (95% CI, 34.1 to 62). The corresponding figures in the observation arm were 79.2% (95% CI, 65.7 to 87.9) and 65.5% (95% CI, 50.9 to 76.7) (hazard ratio for death, 1.7, 95% CI, 0.94 to 3.08; P = 0.08). The adjuvant 6-mo metronomic schedule was ineffective in improving outcomes in recurrent head and neck cancers post salvage surgery who are ineligible for re-radiation.Trial registration.

Oral Oncology published new progress about 169590-42-5. 169590-42-5 belongs to amides-buliding-blocks, auxiliary class Sulfamide,Immunology/Inflammation,COX, name is 4-(5-(p-Tolyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide, and the molecular formula is C17H14F3N3O2S, Name: 4-(5-(p-Tolyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide.

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

Duarte-Restrepo, Edisson published the artcileSpatial distribution of pesticides, organochlorine compounds, PBDEs, and metals in surface marine sediments from Cartagena Bay, Colombia, Safety of 2-Chloroacetamide, the publication is Environmental Science and Pollution Research (2021), 28(12), 14632-14653, database is CAplus and MEDLINE.

Cartagena Bay is an estuarine system located in the Caribbean Sea (Colombia, South America), that receives fresh water from Canal del Dique, which is connected to the Magdalena River, the most important river of Colombia, with some of the most prominent Colombian cities located in its watershed, which has a high sediment yield. An anal. of persistent organic pollutants and heavy metals was carried out on marine sediments from Cartagena Bay. Cartagena Bay sediments deployed the occurrence of total levels of pesticides (thiocarbamates, bromacil, triazines, organochlorines, and organophosphorus), polybrominated di-Ph ethers (PBDEs), and polychlorinated biphenyls (PCBs), in sediments ranging from 0.83-33.67 ng/g dry-weight, 0.05-0.34 ng/g dry-weight, and 0.06-19.58 ng/g dry-weight, resp. Their concentrations were lower than those reported in NOAA Screening Quick Reference Tables. DDTs and PCBs are banned organochlorine compounds, since, even at low levels, their presence in sediments represents a threat to aquatic organisms and, therefore, to human health through the trophic chain. Sediments showed high concentrations of strontium (50-959.6 mg/kg). All metals evaluated in the marine sediments were found in the S6 sampling point; this was near tannery and hydrocarbon industries (Pb 37.1 mg/kg, Cr 137.2 mg/kg, Cd 1.7 mg/kg, Cu 64.4 mg/kg, As 13.1 mg/kg, Sr 318.9 mg/kg); these results exceeded the accepted values of threshold effect levels (TEL) used as an indicator of their potential risk on marine life.

Environmental Science and Pollution Research 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, Safety of 2-Chloroacetamide.

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

Hartmann, Horst published the artcileAlkylene-bridged N,N,N’,N’-tetrasubstituted bis(2-amino-5-thiazolyl)methinium salts – a new class of strongly fluorescent dyes, Synthetic Route of 14294-10-1, the publication is Angewandte Chemie, International Edition (2001), 40(3), 552-554, database is CAplus and MEDLINE.

N,N-Disubstituted thioureas were cyclocondensed with 1,5-dibromo-3,3-dimethyl-2,4-pentanedione or 4,6-dibromo-2,2-dimethyl-1,3-cyclohexanedione and the products were converted into the title benzobisthiazole methinium dyes.

Angewandte Chemie, International Edition 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 C5H10N2OS, Synthetic Route of 14294-10-1.

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

Guillier, F. published the artcileSynthesis of 4,5-disubstituted benzo[c][2,7]naphthyridines by combined metalation-palladium-catalyzed cross-coupling strategies. Preparation of 8H-pyrido[4,3,2-mn]acridone as a model of cystodytin alkaloids, Related Products of amides-buliding-blocks, the publication is Synthetic Communications (1996), 26(23), 4421-4436, database is CAplus.

A short and efficient synthesis of 8H-pyrido[4,3,2-mn]acridone (I) was achieved. The strategy involves the preparation of 4-chloro-5-methylbenzo[c][2,7]naphtyridine (II), as key intermediate, by metalation and palladium catalyzed cross-coupling reaction. A second cross-coupling reaction and subsequent oxidation by SeO₂ led to I.

Synthetic Communications published new progress about 146140-95-6. 146140-95-6 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (2-Pivalamidophenyl)boronic acid, and the molecular formula is C11H16BNO3, Related Products of amides-buliding-blocks.

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

Guillier, F. published the artcileAn original one-pot synthesis of 5-(4-pyridyl)-benzo[c]-2,7-naphthyridine as key intermediate in the synthesis of amphimedine by metalation connected with cross-coupling reaction, Computed Properties of 146140-95-6, the publication is Tetrahedron Letters (1994), 35(35), 6489-92, database is CAplus.

A short new route to 4,5-disubstituted-benzo[c]-2,7-naphthyridines has been developed. The strategy involves directed ortho metalation of pyridines following by an halogen dance reaction and biaryl cross-coupling as key steps. A concise and efficient one-pot synthesis of 4-chloro-5-(4-pyridyl)-benzo[c]-2,7-naphthyridine (I), as a key intermediate in the synthesis of amphimedine is described.

Tetrahedron Letters published new progress about 146140-95-6. 146140-95-6 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (2-Pivalamidophenyl)boronic acid, and the molecular formula is C11H16BNO3, Computed Properties of 146140-95-6.

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

Guillier, F. published the artcileCombined Metalation-Palladium-Catalyzed Cross Coupling Strategies. A Formal Synthesis of the Marine Alkaloid Amphimedine, Name: (2-Pivalamidophenyl)boronic acid, the publication is Journal of Organic Chemistry (1995), 60(2), 292-6, database is CAplus.

The synthesis of 5-(4-pyridyl)benzo[c][2,7]naphthyridin-4-one (I), an intermediate previously employed in a total synthesis of the marine alkaloid, amphimedine (II), is reported. The route comprises the Pd-catalyzed Suzuki cross coupling of a pyridylborane with 2-iodoaniline to give the azabiaryl III, which upon LDA-mediated cyclization and triflation leads to benzonaphthyridine IV. Stille cross coupling of IV with a pyridylstannane affords the pyridylbenzonaphthyridine, which upon BBr₃ treatment leads to I.

Journal of Organic Chemistry published new progress about 146140-95-6. 146140-95-6 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (2-Pivalamidophenyl)boronic acid, and the molecular formula is C11H16BNO3, Name: (2-Pivalamidophenyl)boronic acid.

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

Duvey, G. published the artcileReactivity of 4-chlorobenzo[c][2,7]naphthyridines towards Pd(0) catalyzed coupling reactions and nucleophilic substitutions. Aroylation by nucleophilic substitution with analogues of acyl anions, Computed Properties of 146140-95-6, the publication is Journal of Heterocyclic Chemistry (2001), 38(5), 1039-1044, database is CAplus.

Various 4-substituted benzo[c][2,7]naphthyridines were prepared from the corresponding 4-chloro derivative by Pd(0) coupling reaction or nucleophilic substitution. More particularly, 4-aroylbenzo[c][2,7]naphthyridines were synthesized by aroylation with arenecarboxaldehydes in the presence of 1,3-dimethylimidazolium iodide.

Journal of Heterocyclic Chemistry published new progress about 146140-95-6. 146140-95-6 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (2-Pivalamidophenyl)boronic acid, and the molecular formula is C11H16BNO3, Computed Properties of 146140-95-6.

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

Hickey, Shane M. published the artcileCross-Coupling of Amide and Amide Derivatives to Umbelliferone Nonaflates: Synthesis of Coumarin Derivatives and Fluorescent Materials, Recommanded Product: Isonicotinamide, the publication is Journal of Organic Chemistry (2020), 85(12), 7986-7999, database is CAplus and MEDLINE.

The Buchwald-Hartwig cross-coupling reaction between 4-methylumbelliferone-derived nonaflates with amides, carbamates, and sulfonamides is described. A wide variety of N-substituted 7-amino coumarin analogs was prepared in good to excellent yields. The photophys. properties of aqueous-soluble derivatives were determined, and they displayed auxochrome-based variations. Gram-scale synthesis provided an acrylamide analog, which was used to fabricate a fluorescent poly(2-hydroxylethyl methacrylate) (pHEMA) hydrogel that was resistant to leaching in ultrapure H₂O. We envisage that our reported protocol to access 7-amino-4-methylcoumarin derivatives will find use toward the development of new fluorescent coumarin-based probes by researchers in the field.

Journal of Organic 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