Category: amides-buliding-blocks

Bhukya, Bhadru published the artcileSynthesis and anticancer activity of novel oxadiazole functionalized pyrazolo[3,4-b]pyridine derivatives, Recommanded Product: 2-Chloroacetamide, the publication is Asian Journal of Chemistry (2021), 33(6), 1331-1335, database is CAplus.

A series of novel oxadiazole functionalized pyrazolo[3,4-b]pyridine derivatives I (R = Ph, thien-2-yl; R¹ = C₆H₅, 3-CH₃C₆H₄, 3-FC₆H₄, etc.) was synthesized using 6-thiophenyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-3-amine through reaction with 2-bromoethyl acetate, followed by hydrazine hydrate to afford hydrazide derivatives II (R = Ph, thien-2-yl). These compounds were further treated with aromatic acids in the presence of phosphoryl chloride and obtained oxadiazole functionalized pyrazolo[3,4-b]pyridine derivatives I. All the synthesized compounds I were screened for anticancer activity against four cancer cell lines such as HeLa – cervical cancer (CCL-2); COLO 205-colon cancer (CCL-222); HepG2-liver cancer (HB-8065); MCF7-breast cancer (HTB-22). Compounds I (R = thien-2-yl; R¹ = 3-FC₆H₄), I (R = thien-2-yl; R¹ = 3-MeOC₆H₄) and I (R = thien-2-yl; R¹ = 3-F₃CC₆H₄) were found to have more prominent anticancer activity at micromolar concentration

Asian Journal of 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, Recommanded Product: 2-Chloroacetamide.

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

Xu, Xiaolei published the artcileReactivity of chloroacetamides toward sulfide + black carbon: Insights from structural analogues and dynamic NMR spectroscopy, Recommanded Product: 2-Chloroacetamide, the publication is Science of the Total Environment (2022), 150064, database is CAplus and MEDLINE.

Chloroacetamides are commonly used in herbicide formulations, and their occurrence has been reported in soils and groundwater. However, how their chem. structures affect transformation kinetics and pathways in the presence of environmental reagents such as hydrogen sulfide species and black carbon has not been investigated. In this work, we assessed the impact of increasing Cl substituents on reaction kinetics and pathways of six chloroacetamides. The contribution of individual pathways (reductive dechlorination vs. nucleophilic substitution) to the overall decay of selected chloroacetamides was differentiated using various exptl. setups; both the transformation rates and product distributions were characterized. Our results suggest that the number of Cl substituents affected reaction pathways and kinetics: trichloroacetamides predominantly underwent reductive dechlorination whereas mono- and dichloroacetamides transformed via nucleophilic substitution. Furthermore, we synthesized eight dichloroacetamide analogs (Cl2CHC(=O)NRR′) with differing R groups and characterized their transformation kinetics. Dynamic NMR spectroscopy was employed to quantify the rotational energy barriers of dichloroacetamides. Our results suggest that adsorption of dichloroacetamides on black carbon constrained R groups from approaching the dichloromethyl carbon and subsequently favored nucleophilic attack. This study provides new insights to better predict the fate of chloroacetamides in subsurface environments by linking their structural characteristics to transformation kinetics and pathways.

Science of the Total Environment 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 C19H17N2NaO4S, Recommanded Product: 2-Chloroacetamide.

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

Putta, V. P. Rama Kishore published the artcileThe facile and efficient organocatalytic platform for accessing 1,2,4-selenadiazoles and thiadiazoles under aerobic conditions, SDS of cas: 64559-06-4, the publication is Tetrahedron Letters (2018), 59(10), 904-908, database is CAplus.

The organocatalytic approach towards synthesis of rarely explored 1,2,4-selenadiazole and thiadiazole scaffolds have been devised using corresponding carboxamides as substrates. The transformations were realized using two distinct conditions in the presence of catalytic vitamin B₃ or thiourea under aerobic conditions. Developed methods overcome the associated limitations of previous reported approaches and the desired products were obtained in high yields and selectivity without the formation of toxic side-products.

Tetrahedron Letters 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, SDS of cas: 64559-06-4.

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

Pryyma, Alla published the artcileRapid, high-yielding solid-phase synthesis of cathepsin-B cleavable linkers for targeted cancer therapeutics, COA of Formula: C21H33N5O7, the publication is Bioconjugate Chemistry (2020), 31(12), 2685-2690, database is CAplus and MEDLINE.

Antibody-drug conjugates (ADCs) constitute an emerging class of anticancer agents that deliver potent payloads selectively to tumors while avoiding systemic toxicity associated with conventional chemotherapeutics. Critical to ADC development is a serum-stable linker designed to decompose inside targeted cells thereby releasing the toxic payload. A protease-cleavable linker comprising a valine-citrulline (Val-Cit) motif has been successfully incorporated into three FDA-approved ADCs and is found in numerous preclin. candidates. Herein, we present a high-yielding and facile synthetic strategy for a Val-Cit linker that avoids extensive protecting group manipulation and laborious chromatog. associated with previous syntheses and provides yields that are up to 10-fold higher than by standard methods. This method is easily scalable and takes advantage of cost-effective coupling reagents and high loading 2-chlorotrityl chloride (2-CTC) resin. Modularity allows for introduction of various conjugation handles in final stages of the synthesis. Facile access to such analogs serves to expand the repertoire of available enzymically cleavable linkers for ADC generation. This methodol. empowers a robust and facile library generation and future exploration into linker analogs containing unnatural amino acids as a selectivity tuning tool.

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, COA of Formula: C21H33N5O7.

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

Kabes, Connor Q. published the artcileSyntheses of enantiopure 1,2-ethylenediamines with tethered secondary amines of the formula H₂NCH₂CH[(CH₂)_nNHMe]NH₂ (n = 1 – 4) from α-amino acids: New agents for asymmetric catalysis, Category: amides-buliding-blocks, the publication is Synthesis (2020), 52(21), 3277-3285, database is CAplus.

Tris(hydrochloride) adducts of the title compounds are prepared from the inexpensive α-amino acids H₂N(C:O)CH₂CH(NH₂)CO₂H, HO(C:O)(CH₂)_nCH(NH ₂)CO ₂H (n = 1, 2), and H₂N(CH₂)₄CH(NH₂)CO₂H, resp. (steps/overall yield = 5/32%, 7/30%, 7/33%, 5/38%). The NH₂ group that is remote from the secondary amine is installed via BH₃ reduction of an amide [(C=O)NR₂] derived from an α-amino carboxylic acid. The MeNHCH₂ units are introduced by BH₃ reductions of alkyl carbamate [RO(C:O)NHCH₂; R = Et, t-Bu] or amide [MeHN(C:O)] moieties.

Synthesis 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, Category: amides-buliding-blocks.

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

Wei, BinQing published the artcileDiscovery of Peptidomimetic Antibody-Drug Conjugate Linkers with Enhanced Protease Specificity, Quality Control of 2418-95-3, the publication is Journal of Medicinal Chemistry (2018), 61(3), 989-1000, database is CAplus and MEDLINE.

Antibody-drug conjugates (ADCs) have become an important therapeutic modality for oncol., with three approved by the FDA and over 60 others in clin. trials. Despite the progress, improvements in ADC therapeutic index are desired. Peptide-based ADC linkers that are cleaved by lysosomal proteases have shown sufficient stability in serum and effective payload-release in targeted cells. If the linker can be preferentially hydrolyzed by tumor-specific proteases, safety margin may improve. However, the use of peptide-based linkers limits our ability to modulate protease specificity. Here we report the structure-guided discovery of novel, nonpeptidic ADC linkers. We show that a cyclobutane-1,1-dicarboxamide-containing linker is hydrolyzed predominantly by cathepsin B while the valine-citrulline dipeptide linker is not. ADCs bearing the nonpeptidic linker are as efficacious and stable in vivo as those with the dipeptide linker. Our results strongly support the application of the peptidomimetic linker and present new opportunities for improving the selectivity of ADCs.

Journal of 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 C7H8BNO4, Quality Control of 2418-95-3.

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

Louvel, Julien published the artcileAgonists for the Adenosine A₁ Receptor with Tunable Residence Time. A Case for Nonribose 4-Amino-6-aryl-5-cyano-2-thiopyrimidines, Formula: C5H10N2OS, the publication is Journal of Medicinal Chemistry (2014), 57(8), 3213-3222, database is CAplus and MEDLINE.

The synthesis and evaluation of previously unreported 4-amino-6-aryl-5-cyano-2-thiopyrimidines as selective human adenosine A₁ receptor (hA₁AR) agonists with tunable binding kinetics, this without affecting their nanomolar affinity for the target receptor were described. They show a very diverse range of kinetic profiles (from 1 min (compound I) to 1 h (compound II)), and their structure-affinity relationships (SAR) and structure-kinetics relationships (SKR) were established. When put in perspective with the increasing importance of binding kinetics in drug discovery, these results bring new evidence of the consequences of affinity-only driven selection of drug candidates, i.e., the potential elimination of slightly less active compounds that may display preferable binding kinetics.

Journal of Medicinal 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 C5H10N2OS, Formula: C5H10N2OS.

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

Huang, Zhuo-Bin published the artcileSelectively Oxidative Thiolysis of Nitriles into Primary Thioamides and Insecticidal Application, Category: amides-buliding-blocks, the publication is Asian Journal of Organic Chemistry (2020), 9(8), 1243-1248, database is CAplus.

Primary thioamides were useful building blocks for drug and insecticide development, therefore an environmentally benign synthesis of primary thioamides was desired. An oxidative thiolysis for the selective transformation of nitriles into primary thioamides using elemental sulfur or thiuram in the presence of K₂S₂O₈ in DMF/H₂O was discussed. This practical method enables access to a wide range of synthetically and pharmaceutically useful primary thioamides. Advantages of this reaction include transition-metal-free and base-free reaction conditions, use of an environmentally benign solvent (DMF/H₂O) system, the use of non-toxic elemental sulfur or thiuram as the sulfur sources, and good functional groups tolerances with excellent selectivity. Furthermore, the insecticide Fipronil was also converted to the corresponding thioamide and maintains excellent bioactivity against P. xylostella. The LC₅₀ value of Fipronil thioamide was 1.25 mg/L.

Asian 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, Category: amides-buliding-blocks.

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

Kumar, Saroj published the artcileNovel Aceclofenac Cocrystals with l-Cystine: Virtual Coformer Screening, Mechanochemical Synthesis, and Physicochemical Investigations, Related Products of amides-buliding-blocks, the publication is Current Drug Delivery (2021), 18(1), 88-100, database is CAplus and MEDLINE.

Current work focuses on the improvement of the solubility and dissolution of ACF by the cocrystal approach. Aceclofenac (ACF) is one of the commonly used Nonsteroidal Anti-Inflammatory Drug (NSAID) representing a variety of therapeutic applications including management of pain, inflammation, rheumatoid arthritis, and osteoarthritis, etc. But very low solubility and dissolution rate of ACF compromise its therapeutic utility. Now a day’s cocrystn. technique has emerged as a novel technique for modulation of the said problems. The Specific objectives of this research work were mechanochem. synthesis, characterization, and performance evaluation of aceclofenac cocrystal. ACF was screened with various pharmaceutically acceptable coformers (Selected from GRAS and EAFUS list) using MOPAC software and phys. screening method to find out novel cocrystals of ACF with enhanced solubility and dissolution rate. Novel cocrystals (multi-component crystalline solid) of ACF with l-cystine were prepared by a neat grinding method and by liquid assisted grinding method. The synthesized cocrystals (ACF-l-CYS NG and ACF-l-CYS LAG) were characterized carefully by Differential Scanning Calorimetry (DSC), IR Spectroscopy (IR), and Powder XRay Diffraction (PXRD) to verify the formation of the cocrystals. Pharmaceutically significant properties such as powder dissolution rate, solubility, and stability of the prepared cocrystals were evaluated. Compared to pure ACF, the prepared cocrystals showed superior solubility and dissolution rate. The prepared cocrystals were found to be stable and non-hygroscopic under study conditions. The cocrystn. technique was successfully utilized to increase the solubility and dissolution rate of aceclofenac.

Current Drug Delivery 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, Related Products of amides-buliding-blocks.

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

Rouleau, Cecile published the artcileAnti-Endosialin Antibody-Drug Conjugate: Potential in Sarcoma and Other Malignancies, HPLC of Formula: 916746-27-5, the publication is Molecular Cancer Therapeutics (2015), 14(9), 2081-2089, database is CAplus and MEDLINE.

Endosialin/TEM1/CD248 is a cell surface protein expressed at high levels by the malignant cells of about 50% of sarcomas and neuroblastomas. The antibody-drug conjugate (ADC) anti-endosialin-MC-VC-PABC-MMAE was selectively cytotoxic to endosialin-pos. cells in vitro and achieved profound and durable antitumor efficacy in preclin. human tumor xenograft models of endosialin-pos. disease. MC-VC-PABC-MMAE was conjugated with anti-endosialin with 3-4 MMAE mols. per ADC. The anti-endosialin-MC-VC-PABC-MMAE conjugate was tested for activity in four human cell lines with varied endosialin levels. The HT-1080 fibrosarcoma cells do not express endosialin, A-673 Ewing sarcoma cells and SK-N-AS neuroblastoma cells are moderate expressers of endosialin, and SJSA-1 osteosarcoma cells express very high levels of endosialin. To determine whether endosialin expression was maintained in vivo, A-673 Ewing sarcoma, SK-N-AS neuroblastoma, and SJSA-1 osteosarcoma cells were grown as xenograft tumors in nude mice. The SK-N-AS neuroblastoma and the A-673 Ewing sarcoma lines were selected for in vivo efficacy testing of the anti-endosialin-MC-VC-PABC-MMAE conjugate. The treatment groups included a vehicle control, unconjugated anti-endosialin, an admix control consisting of anti-endosialin and a dose of free MMAE equivalent to the dose administered as the ADC, and the anti-endosialin-MC-VC-PABC-MMAE conjugate. The unconjugated anti-endosialin had no antitumor activity and resulted in similar tumor growth as the vehicle control. The admix control produced a modest tumor growth delay. Administration of the anti-endosialin-MC-VC-PABC-MMAE conjugate resulted in a marked prolonged tumor response of both xenograts. These proof-of-concept results break new ground and open a promising drug discovery approach to these rare and neglected tumors. Mol Cancer Ther; 14(9); 2081-9. ©2015 AACR.

Molecular Cancer Therapeutics 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, HPLC of Formula: 916746-27-5.

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