Tag: M.W=200-250

Spahn, Nathan A. published the artcileRegioselective Iron-Catalyzed [2 + 2 + 2] Cycloaddition Reaction Forming 4,6-Disubstituted 2-Aminopyridines from Terminal Alkynes and Cyanamides, Recommanded Product: N,N-Dibenzylcyanamide, the publication is Journal of Organic Chemistry (2017), 82(1), 234-242, database is CAplus and MEDLINE.

Fe complexes bound by redox-active pyridine dialdimine (PDAI) ligands catalyze the cycloaddition of two terminal alkynes and one cyanamide. The reaction is both chemo- and regioselective as only 4,6-disubstituted-2-aminopyridine products are formed in moderate to high yields. Isolation of a Fe-azametallacycle (4) suggests catalyst deactivation occurs with large excess of cyanamide over longer reaction times. Fe-catalyzed cycloaddition allowed for a straightforward synthesis of a variety of amino-pyridines, including known estrogen receptor ligands.

Journal of Organic 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 C9H8BNO2, Recommanded Product: N,N-Dibenzylcyanamide.

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

Cao, Yucheng published the artcileSynthesis, antifungal activity and potential mechanism of fusidic acid derivatives possessing amino-terminal groups, Safety of H-Lys(Boc)-OH, the publication is Future Medicinal Chemistry (2020), 12(9), 763-774, database is CAplus and MEDLINE.

Aim: Fusidic acid (FA) is a narrow-spectrum bacteriostatic antibiotic. We inadvertently discovered that a FA derivative modified by an amino-terminal group at the 3-OH position, namely 2, inhibited the growth of Cryptococcus neoformans. Methods & results: Multiscale mol. modeling approaches were used to analyze the binding modes of 2 with eEF2. FA derivatives modified at the 3-OH position were designed based on in silico models; seven derivatives possessing different amino-terminal groups were synthesized and tested in vitro for antifungal activity against C. neoformans. Conclusion: Compound 7 had the strongest min. inhibitory concentration Two protonated nitrogen atoms of 7 interacted with a neg. electrostatic pocket of eEF2 likely explain the superiority of 7-2.

Future Medicinal Chemistry published new progress about 2418-95-3. 2418-95-3 belongs to amides-buliding-blocks, auxiliary class Chiral,Carboxylic acid,Amine,Aliphatic hydrocarbon chain,Ester,Amino acide derivatives, name is H-Lys(Boc)-OH, and the molecular formula is C11H22N2O4, Safety of H-Lys(Boc)-OH.

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

Vangala, Venugopal published the artcileCombating Glioblastoma by Codelivering the Small-Molecule Inhibitor of STAT3 and STAT3siRNA with α5β1 Integrin Receptor-Selective Liposomes, Related Products of amides-buliding-blocks, the publication is Molecular Pharmaceutics (2020), 17(6), 1859-1874, database is CAplus and MEDLINE.

Glioblastoma multiforme (GBM) is one of the most aggressive tumors with a median survival of only 15 mo. Effective therapeutics need to overcome the formidable challenge of crossing the blood-brain barrier (BBB). Receptors and transporters overexpressed on BCECs are being used for designing liposomes, polymers, polymeric micelles, peptides, and dendrimer-based drug carriers for combating brain tumors. Herein, using the orthotopic mouse glioblastoma model, we show that codelivering a small-mol. inhibitor of the JAK/STAT pathway (WP1066) and STAT3siRNA with nanometric (100-150 nm) α5β1 integrin receptor-selective liposomes of RGDK-lipopeptide holds therapeutic promise in combating glioblastoma. Rh-PE (red)-labeled liposomes of RGDK-lipopeptide were found to be internalized in GL261 cells via integrin α5β1 receptors. I.v. administered near-IR (NIR)-dye-labeled α5β1 integrin receptor-selective liposomes of RGDK-lipopeptide were found to be accumulated preferentially in the mouse brain tumor tissue. Importantly, we show that iv injection of WP1066 (a com. sold small-mol. inhibitor of the JAK/STAT pathway) and STAT3siRNA cosolubilized within the liposomes of RGDK-lipopeptide leads to significant inhibition (>350% compared to the untreated mice group) of orthotopically growing mouse glioblastoma. The present strategy may find future use in combating GBM.

Molecular Pharmaceutics published new progress about 2418-95-3. 2418-95-3 belongs to amides-buliding-blocks, auxiliary class Chiral,Carboxylic acid,Amine,Aliphatic hydrocarbon chain,Ester,Amino acide derivatives, name is H-Lys(Boc)-OH, and the molecular formula is C12H16N2O2, Related Products of amides-buliding-blocks.

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

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

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 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

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

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

Muzika, Michael published the artcileChemically-defined lactose-based autoinduction medium for site-specific incorporation of non-canonical amino acids into proteins, HPLC of Formula: 2418-95-3, the publication is RSC Advances (2018), 8(45), 25558-25567, database is CAplus and MEDLINE.

Genetic code expansion technol. enables the site-specific incorporation of dozens of non-canonical amino acids (NCAAs) into proteins expressed in live cells. The NCAAs can introduce various chem. functionalities into proteins, ranging from natural post-translational modifications, to spectroscopic probes and chem. handles for bioorthogonal reactions. These chem. groups provide powerful tools for structural, biochem., and biophys. studies, which may require significant quantities of recombinantly expressed proteins. NCAAs are usually encoded by an in-frame stop codon, such as the TAG (amber) stop codon, which leads to the expression of C-terminally truncated proteins. In addition, the incubation medium should be supplemented with the NCAA at a final concentration of 1-10 mM, which may be challenging when the availability of the NCAA is limited. Hence, bacterial expression of proteins carrying NCAAs can benefit from improvement in protein yield per given amount of added NCAA. Here, we demonstrate the applicability of an optimized chem.-defined lactose-based autoinduction (AI) medium to the expression of proteins carrying a NCAA, using the archaeal pyrrolysyl-tRNA synthetase/tRNA pair from the Methanosarcina genus. Per given amount of added NCAA, the use of AI medium improved protein expression levels by up to 3-fold, compared to IPTG induction, without an increase in misincorporation of canonical amino acids in response to the in-frame stop codon. The suggested medium composition can be used with various Escherichia coli variants transformed with different expression vectors and incubated at different temperatures

RSC Advances published new progress about 2418-95-3. 2418-95-3 belongs to amides-buliding-blocks, auxiliary class Chiral,Carboxylic acid,Amine,Aliphatic hydrocarbon chain,Ester,Amino acide derivatives, name is H-Lys(Boc)-OH, and the molecular formula is C11H22N2O4, HPLC of Formula: 2418-95-3.

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