Month: December 2022

Dunkel, Petra published the artcileSynthesis of novel fused azecine ring systems through application of the tert-amino effect, Application of (2-Pivalamidophenyl)boronic acid, the publication is Tetrahedron (2010), 66(13), 2331-2339, database is CAplus.

Novel fused azecine ring systems were synthesized via the microwave-assisted thermal isomerization of terphenyl or biphenyl-pyridazine compounds possessing a vinyl and a tert-amino group, through application of a new extension of the tert-amino effect. Substrates for the ring closure, e.g., I, were prepared from ortho-dihalobenzene or pyridazinone by consecutive Suzuki couplings with ortho-sec-amino- and formylphenylboronic acids, followed by Knoevenagel condensation of the aldehydes obtained.

Tetrahedron 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, Application of (2-Pivalamidophenyl)boronic acid.

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

Rago, Brian published the artcileQuantitative Conjugated Payload Measurement Using Enzymatic Release of Antibody-Drug Conjugate with Cleavable Linker, Related Products of amides-buliding-blocks, the publication is Bioconjugate Chemistry (2017), 28(2), 620-626, database is CAplus and MEDLINE.

As antibody-drug conjugate (ADC) design is evolving with novel payload, linker, and conjugation chem., the need for sensitive and precise quant. measurement of conjugated payload to support pharmacokinetics (PK) is in high demand. Compared to ADCs containing noncleavable linkers, a strategy specific to linkers which are liable to pH, chem. reduction, or enzymic cleavage has gained popularity in recent years. One bioanal. approach to take advantage of this type of linker design is the development of a PK assay measuring released conjugated payload. For the ADC utilizing a dipeptide ValCit linker studied in this report, the release of payload PF-06380101 was achieved with high efficiency using a purified cathepsin B enzyme. The subsequent liquid chromatog. mass spectrometry (LC/MS) quantitation leads to the PK profile of the conjugated payload. For this particular linker using a maleimide-based conjugation chem., one potential route of payload loss would result in an albumin adduct of the linker-payload. While this adduct’s formation has been previously reported, here, for the first time, we have shown that payload from a source other than ADC contributes only up to 4% of total conjugated payload while it accounts for approx. 35% of payload lost from the ADC at 48 h after dosing to rats.

Bioconjugate Chemistry published new progress about 916746-27-5. 916746-27-5 belongs to amides-buliding-blocks, auxiliary class ADC Linker,Enzymatic Cleavage Linker, name is (S)-2-((S)-2-(6-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanamido)-3-methylbutanamido)-5-ureidopentanoic acid, and the molecular formula is C21H33N5O7, Related Products of amides-buliding-blocks.

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

Rowbottom, Martin W. published the artcileSynthesis and structure-activity relationships of uracil derived human GnRH receptor antagonists: (R)-3-[2-(2-amino)phenethyl]-1-(2,6-difluorobenzyl)-6-methyluracils containing a substituted thiophene or thiazole at C-5, Formula: C5H10N2OS, the publication is Bioorganic & Medicinal Chemistry Letters (2004), 14(19), 4967-4973, database is CAplus and MEDLINE.

The synthesis of a series of (R)-3-[2-(2-amino)phenethyl]-1-(2,6-difluorobenzyl)-6-methyluracils, e.g., I, containing a substituted thiophene or thiazole at C-5 is described. SAR around C-5 of the uracil led to the discovery that a 2-thienyl or (2-phenyl)thiazol-4-yl group is required for optimal receptor binding. The best compound from the series had a binding affinity of 2 nM (K_i) for the human GnRH receptor. A convenient preparation of N-1-(2,6-difluorobenzyl)-6-methyluracil is also described.

Bioorganic & Medicinal Chemistry Letters 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, Formula: C5H10N2OS.

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

Anabuki, Tomoaki published the artcileNovel biotin linker with alkyne and amino groups for chemical labelling of a target protein of a bioactive small molecule, SDS of cas: 2418-95-3, the publication is Bioorganic & Medicinal Chemistry Letters (2018), 28(4), 783-786, database is CAplus and MEDLINE.

We synthesized a novel linker (I) with biotin, alkyne and amino groups for the identification of target proteins using a small mol. that contains an azide group (azide probe). The alkyne in the linker bound the azide probe via an azide-alkyne Huisgen cycloaddition A protein cross-linker effectively bound the conjugate of the linker and an azide probe with a target protein. The covalently bound complex was detected by western blotting. Linker I was applied to a model system using an abscisic acid receptor, RCAR/PYR/PYL (PYL). Cross-linked complexes of linker I, the azide probes and the target proteins were successfully visualized by western blotting. This method of target protein identification was more effective than a previously developed method that uses a second linker with biotin, alkyne, and benzophenone (linker II) that acts to photo-crosslink target proteins. The system developed in this study is a method for identifying the target proteins of small bioactive mols. and is different from photo-affinity labeling.

Bioorganic & Medicinal Chemistry Letters 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, SDS of cas: 2418-95-3.

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

Huber, Vincent J. published the artcileIdentification of Aquaporin 4 inhibitors using in vitro and in silico methods, Formula: C8H6N4OS, the publication is Bioorganic & Medicinal Chemistry (2009), 17(1), 411-417, database is CAplus and MEDLINE.

The in vitro inhibitory effects and in silico docking energies of 18 compounds with respect to Aquaporin 4 (AQP4) were investigated. More than half of the compounds tested showed inhibitory activity in the in vitro functional assay and included the 5-HT_1B/1D agonists sumatriptan, and rizatriptan. Moreover, the observed inhibitory activity of the compounds used in this study at 20 μM showed a strong correlation with their in silico docking energies, r ² = 0.64, which was consistent with that found in previous studies. The AQP4 inhibitory IC₅₀ values of three compounds, 2-(nicotinamido)-1,3,4-thiadiazole, sumatriptan and rizatriptan, were subsequently found to be 3, 11, and 2 μM, resp.

Bioorganic & Medicinal Chemistry published new progress about 51987-99-6. 51987-99-6 belongs to amides-buliding-blocks, auxiliary class Pyridine,Thiadiazole,Amine,Amide,Inhibitor, name is N-(1,3,4-Thiadiazol-2-yl)nicotinamide, and the molecular formula is C8H6N4OS, Formula: C8H6N4OS.

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

Fischer, Helmut published the artcileCoupling of cyanamides with a carbyne ligand – formation of η²-(C,N)-imidazolium complexes and ansa-carbene complexes, Application In Synthesis of 2451-91-4, the publication is Chemische Berichte (1993), 126(11), 2373-8, database is CAplus.

Dicarbonyl(cyclopentadienyl)(phenylcarbyne)manganese complexes [Cp(CO)₂MnCPh]⁺X^– (1–X) (X = BF₄, BCl₄) react with dimethyl-(2a), diethyl-(2b), and diisopropylcyanamide (2c) in five-fold excess by a head-to-tail cyclization of two cyanamides with the carbyne ligand to give η²-(C,N)-imidazolium complexes I. As byproducts ansa-amino(alkylideneamino)carbene complexes II are formed in which a N:C(Ph) group bridges the carbene carbon and the Cp ring. With increasing excess of the cyanamide the product ratio I:II increases. Among the products of the reaction of 1–X with the cyanamides NCNR₂ [NR₂ = N(isobutyl)₂, N(Bzl)₂, N(Me)Ph] no imidazolium complexes I are detected, only ansa-carbene complexes II are isolated. PMe₃/H₂O or pyridine/H₂O displaces the heterocyclic ligand from I (R = Me, X = BF₄). The structure of I (R = Me, X = BF₄) is established by an x-ray anal.

Chemische Berichte 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, Application In Synthesis of 2451-91-4.

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

Horley, D. published the artcileThe infrared spectra of some titanium(IV) complexes with primary diamines, Recommanded Product: 2,4-Dichlorobenzamide, the publication is Canadian Journal of Chemistry (1965), 43(12), 3201-5, database is CAplus.

A series of Ti(IV) halide-diamine complexes was prepared and their ir spectra measured in the solid state, 300-4000 cm.^-1 The configuration of the ligand and extent of aminolysis of the Ti-halide bond are discussed in relation to the spectra. Some assignments are proposed in the 300-600-cm.^-1 region for the ethylenediamine complexes.

Canadian Journal of Chemistry 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, Recommanded Product: 2,4-Dichlorobenzamide.

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

Hang, Zhaojun published the artcileA practical method for N-cyanation of secondary amines and sulfonamides, Application In Synthesis of 2451-91-4, the publication is Tetrahedron Letters (2022), 153564, database is CAplus.

Cyanamides are an important class of mols. This work describes a facile synthesis of disubstituted cyanamides. Here, readily accessible 1-cyano-1,2-benziodoxol-3-(1H)-one (CBX) was applied as a stable electrophilic cyanation reagent. Diverse secondary amines were effectively cyanated. Moreover, secondary sulfonamides proved to be suitable substrates and were readily converted to N-alkyl(aryl)-N-arylsulfonyl-cyanamides, as the significant building blocks of the organic transformation.

Tetrahedron 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, Application In Synthesis of 2451-91-4.

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

Wang, Duo-Zhi published the artcileBis[μ-N-(1,3,4-thiadiazol-2-yl)pyridine-3-carboxamide-κ²N¹,N³]disilver(I) bis(perchlorate), Quality Control of 51987-99-6, the publication is Acta Crystallographica, Section E: Structure Reports Online (2007), 63(5), m1294-m1296, database is CAplus.

In the title compound, [Ag₂(C₈H₆N₄OS)₂](ClO₄)₂, each Ag^I center in the centrosym. dinuclear complex cation is coordinated by one pyridine N and a thiadiazole N atom of two inversion-related N-(1,3,4-thiadiazol-2-yl)pyridine-3-carboxamide ligands in an almost linear geometry [Ag-N = 2.187(3) and 2.172(3) Å, and N-Ag-N = 171.8(1)°]. Weak Ag···Ag and Ag-perchlorate interactions, together with π-π stacking interactions, link the complex cations along the a axis to form a ribbon. Crystallog. data are given.

Acta Crystallographica, Section E: Structure Reports Online published new progress about 51987-99-6. 51987-99-6 belongs to amides-buliding-blocks, auxiliary class Pyridine,Thiadiazole,Amine,Amide,Inhibitor, name is N-(1,3,4-Thiadiazol-2-yl)nicotinamide, and the molecular formula is C10H14N2O, Quality Control of 51987-99-6.

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

Bianchini, Gianluca published the artcileDiscovery of Novel TRPM8 Blockers Suitable for the Treatment of Somatic and Ocular Painful Conditions: A Journey through pK_a and LogD Modulation, Name: 3-Methoxybenzothioamide, the publication is Journal of Medicinal Chemistry (2021), 64(22), 16820-16837, database is CAplus and MEDLINE.

Transient receptor potential melastatin 8 (TRPM8) is crucially involved in pain modulation and perception, and TRPM8 antagonists have been proposed as potential therapeutic approaches for pain treatment. Previously, we developed two TRPM8 antagonists and proposed them as drug candidates for topical and systemic pain treatment. Here, we describe the design and synthesis of these two TRPM8 antagonists (27 (I) and 45 (II)) and the rational approach of modulation/replacement of bioisosteric chem. groups, which allowed us to identify a combination of narrow ranges of pK_a and LogD values that were crucial to ultimately optimize their potency and metabolic stability. Following the same approach, we then pursued the development of new TRPM8 antagonists suitable for the topical treatment of ocular painful conditions and identified two new compounds (51 (III) and 59 (IV)), N-alkoxy amide derivatives, that can permeate across ocular tissue and reduce the behavioral responses induced by the topical ocular menthol challenge in vivo.

Journal of Medicinal Chemistry published new progress about 64559-06-4. 64559-06-4 belongs to amides-buliding-blocks, auxiliary class Amine,Benzene,Amide,Ether, name is 3-Methoxybenzothioamide, and the molecular formula is C8H9NOS, Name: 3-Methoxybenzothioamide.

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