Month: December 2022

Tng, Jiahui published the artcileAchiral Derivatives of Hydroxamate AR-42 Potently Inhibit Class I HDAC Enzymes and Cancer Cell Proliferation, Recommanded Product: 3-Methoxybenzothioamide, the publication is Journal of Medicinal Chemistry (2020), 63(11), 5956-5971, database is CAplus and MEDLINE.

AR-42 is an orally active inhibitor of histone deacetylases (HDACs) in clin. trials for multiple myeloma, leukemia, and lymphoma. It has few hydrogen bond donors and acceptors but is a chiral 2-arylbutyrate and potentially prone to racemization. We report achiral AR-42 analogs incorporating a cycloalkyl group linked via a quaternary carbon atom, with up to 40-fold increased potency against human class I HDACs (e.g., JT86, IC₅₀ 0.7 nM, HDAC1), 25-fold increased cytotoxicity against five human cancer cell lines, and up to 70-fold less toxicity in normal human cells. JT86(I) was ninefold more potent than racAR-42 in promoting accumulation of acetylated histone H4 in MM96L melanoma cells. Mol. modeling and structure-activity relationships support binding to HDAC1 with tetrahydropyran acting as a hydrophobic shield from water at the enzyme surface. Such potent inhibitors of class I HDACs may show benefits in diseases (cancers, parasitic infections, inflammatory conditions) where AR-42 is active.

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 C13H18N2, Recommanded Product: 3-Methoxybenzothioamide.

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

Malik, Shipra published the artcileNext generation miRNA inhibition using short anti-seed PNAs encapsulated in PLGA nanoparticles, SDS of cas: 186046-83-3, the publication is Journal of Controlled Release (2020), 406-419, database is CAplus and MEDLINE.

Selective inhibition of microRNAs (miRNAs) offers a new avenue for cancer therapeutics. While most of the current anti-miRNA (antimiR) reagents target full length miRNAs, here we investigate novel nanoparticle-delivered short PNA probes containing cationic domains targeting the seed region of the miRNA for effective antimiR therapy. For proof of concept, we tested PNAs targeting miRNA-155 and employed poly(lactic-co-glycolic acid) (PLGA)-based nanoparticle formulation for delivery. A comprehensive evaluation of PLGA nanoparticles (NPs) containing short PNA probes showed significantly superior loading, release profile, and uniform size distribution, compared to conventional non-cationic PNA probes. Confocal microscopy and flow cytometry analyses showed efficient transfection efficiency and uniform distribution of PLGA NPs containing short PNA probes in the cytoplasm. Functional anal. also confirmed efficient miRNA-155 inhibition including an effect on its downstream target proteins. Further, reduced tumor growth was observed after systemic delivery of PLGA nanoparticles containing short PNA probes in vivo in a xenograft mouse model following inhibition of miR-155. There was no evidence of acute or chronic toxicity associated with systemic delivery of PLGA NPs containing short PNA probes in the mice. Overall, in this paper we present a novel antimiR strategy based on PLGA nanoparticle delivered short PNA probes for potential cancer therapy.

Journal of Controlled Release published new progress about 186046-83-3. 186046-83-3 belongs to amides-buliding-blocks, auxiliary class Purine,Carboxylic acid,Amine,Benzene,Amide,Others,PNA,, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(2-(((benzhydryloxy)carbonyl)amino)-6-oxo-5H-purin-9(6H)-yl)acetamido)acetic acid, and the molecular formula is C40H35N7O8, SDS of cas: 186046-83-3.

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

Kwon, Hongmok published the artcileStructure-activity relationship studies of prostate-specific membrane antigen (PSMA) inhibitors derived from α-amino acid with (S)- or (R)-configuration at P1′ region, HPLC of Formula: 2418-95-3, the publication is Bioorganic Chemistry (2020), 104304, database is CAplus and MEDLINE.

Prostate-specific membrane antigen (PSMA), a type II membrane glycoprotein, is considered an excellent target for the diagnosis or treatment of prostate cancer. We previously investigated the effect of β- and γ-amino acids with (S)- or (R)-configuration in the S1 pocket on the binding affinity for PSMA. However, comprehensive studies on the effect of α-amino acid with (R)-configuration in the S1′ pocket has not been reported yet. We selected ZJ-43 (1) and DCIBzL (5) as templates and synthesized their analogs with (S)- or (R)-configuration in the P1 and P1′ regions. The PSMA-inhibitory activities of compounds with altered chirality in the P1′ region were dropped dramatically, with their IC₅₀ values changing from nM to μM ranges. The compounds with (S)-configuration at both P1 and P1′ regions were more potent than the others. The findings of this study may provide insights regarding the structural modification of PSMA inhibitor in the S1′ binding pocket.

Bioorganic 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, HPLC of Formula: 2418-95-3.

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

Mitzner, Elke published the artcileFormylation products of thioamides. V. Synthesis of aminomethylene thioureas from substituted thioureas and formamide chlorides, Related Products of amides-buliding-blocks, the publication is Zeitschrift fuer Chemie (1983), 23(1), 19-20, database is CAplus.

Iminoformylation of R¹R²NC(S)NH₂ [R¹R² = CH₂CH₂OCH₂CH₂, (CH₂)₄, R¹ = Ph, R² = H] with a mixture of HCONR₂³ [R₂³ = (CH₂)₅, Me₂, CH₂CH₂OCH₂CH₂, (CH₂)₄] gave 32-71% (aminomethylene)thioureas R¹R²NC(S)NCHNR₂³. Attempts to prepare PhNMeC(S)N:CHNR₂³ [R₂³ = (CH₂)₄] gave 21% of the hydrolysis product PhNMeN(S)NHCHO. Thiazoles I [R¹R² = CH₂CH₂OCH₂CH₂, R = Br, H; R¹R² = (CH₂)₄, R = Cl] were prepared by cyclizing R¹R²NC(S)N:CHNR₂³ with BrCH₂COC₆H₄R-4.

Zeitschrift fuer Chemie 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, Related Products of amides-buliding-blocks.

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

Hagelloch, G. published the artcileThe bacteria-inhibiting effectiveness of some compounds with the :NC(:S) group, Application In Synthesis of 14294-10-1, the publication is Zeitschrift fuer Naturforschung (1951), 147-55, database is CAplus.

The predicated ability of :NC(:S) to act as a chelating agent for heavy metals prompted the testing of homologous compounds against staphylococci, coli bacteria, pleuropneumonia-like organisms, and tubercle bacteria. The following related groups were tested on nutrient and serum agar: dithiocarbamates and derivatives, thioamides, thioöxamide and derivatives, NCS in heterocyclic compounds, thioureas, and thiobiurets and derivatives The majority of the substances investigated were completely effective in concentrations of less than 10 mg.%.

Zeitschrift fuer Naturforschung 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, Application In Synthesis of 14294-10-1.

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

Wang, Zheng published the artcileEffect of ammonia on acute toxicity and disinfection byproducts formation during chlorination of secondary wastewater effluents, Safety of 2-Chloroacetamide, the publication is Science of the Total Environment (2022), 153916, database is CAplus and MEDLINE.

Ammonia nitrogen (NH3-N) significantly affects the occurrence of disinfection byproducts (DBPs) and residual chlorine in chlorinated wastewater, thereby affecting the acute toxicity to aquatic organisms. In this paper, the formation of thirty-five halogenated DBPs and the changes in acute toxicity of luminescent bacteria and zebrafish embryos were evaluated after chlorination of seven secondary wastewater effluents with different NH3-N concentrations Results showed that NH₃-N significantly reduced the formation of most DBPs by 82-100%. The acute toxicity was enhanced after chlorination and increased linearly with increasing NH₃-N concentration for luminescent bacteria (r = 0.986, p < 0.05) and zebrafish embryos (r = 0.972, p < 0.05) due to the coexistence of DBPs and monochloramine. According to the toxicity classification system of wastewater, the fitting results indicated that the toxicity level was acceptable for chlorinated wastewater with NH₃-N concentration below 1.00 mg-N/L. DBPs might be the main toxicant to luminescent bacteria in the wastewater with low NH₃-N concentrations (0.06-0.31 mg-N/L), which accounted for 68-97% of the toxicity contribution. By contrast, monochloramine contributed over 80% to the toxicity of luminescent bacteria and zebrafish embryos in the wastewater with high NH₃-N concentrations (2.66-7.17 mg-N/L). Compared to chlorination, chlorine dioxide and UV disinfection unaffected by NH3-N could reduce acute toxicity by nearly 100%, primarily due to the lack of residual disinfectant. In view of the high toxicity caused by chlorination, chlorination-dechlorination or chlorine dioxide and UV disinfection are highly recommended for the treatment of wastewater with high NH₃-N concentration

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 C15H21BO2, Safety of 2-Chloroacetamide.

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

Tang, A-ping published the artcileSynthesis of N-methyl-N-isopropyl sulfonamide, Application of N-Methyl-N-isopropylsulfamoyl amide, the publication is Nongyao (2013), 52(10), 721-722, 725, database is CAplus.

This article aims to explore and optimize a reasonable synthesis route of N-methyl-N-iso-Pr sulfonamide on industrial scale. Amino sulfonyl chloride was synthesized from chlorosulfonyl isocyanate and aqueous formic acid, then reacted with N-methy-N-iso-Pr amine to get the target product. The total yield was 62.7%. The products and intermediates were determined by ¹H NMR and MS and so on. The yield is improved and the process is simplified, which can be used in industry.

Nongyao published new progress about 372136-76-0. 372136-76-0 belongs to amides-buliding-blocks, auxiliary class Sulfamide,Amine,Aliphatic hydrocarbon chain, name is N-Methyl-N-isopropylsulfamoyl amide, and the molecular formula is C9H8BNO2, Application of N-Methyl-N-isopropylsulfamoyl amide.

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

Liu, Li-Han published the artcileSelf-Assembly of Hybridized Peptide Nucleic Acid Amphiphiles, Product Details of C40H35N7O8, the publication is ACS Macro Letters (2014), 3(5), 467-471, database is CAplus and MEDLINE.

In this report, a series of peptide nucleic acid amphiphiles (PNAAs) with hybridization properties were designed and synthesized. Driven by hydrophobic interaction, the hybridized PNAAs can form uniform micelles, the base stacking interaction from PNA segments further stabilized the micelles. The effects of hydrophobic alkyl chain length, structure of hydrophilic peptides, concentration, and pH on the self-assembly behavior of partly complementing PNAA duplexes were explored.

ACS Macro Letters published new progress about 186046-83-3. 186046-83-3 belongs to amides-buliding-blocks, auxiliary class Purine,Carboxylic acid,Amine,Benzene,Amide,Others,PNA,, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(2-(((benzhydryloxy)carbonyl)amino)-6-oxo-5H-purin-9(6H)-yl)acetamido)acetic acid, and the molecular formula is C40H35N7O8, Product Details of C40H35N7O8.

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

Shi, Zhaojiang published the artcileElectrochemical Migratory Cyclization of N-Acylsulfonamides, HPLC of Formula: 169590-42-5, the publication is Angewandte Chemie, International Edition (2022), 61(30), e202206058, database is CAplus and MEDLINE.

Herein a facile electrochem. migratory cyclization of N-acylsulfonamides was reported to access a diverse array of benzoxathiazine dioxides I [R = H, 2-OMe, 4-F, etc.; R¹ = H, Ph, 2-pyridyl, etc.]. The inclusion of electrochem. was crucial for realizing such a novel transformation, which is substantiated both by the experiments and d.-functional-theory calculations

Angewandte Chemie, International Edition 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 C7H16ClNO2, HPLC of Formula: 169590-42-5.

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

Zheng, Hao published the artcileDownregulation of COX-2 and CYP 4A signaling by isoliquiritigenin inhibits human breast cancer metastasis through preventing anoikis resistance, migration and invasion, Quality Control of 321673-30-7, the publication is Toxicology and Applied Pharmacology (2014), 280(1), 10-20, database is CAplus and MEDLINE.

Flavonoids exert extensive in vitro anti-invasive and in vivo anti-metastatic activities. Anoikis resistance occurs at multiple key stages of the metastatic cascade. Here, we demonstrate that isoliquiritigenin (ISL), a flavonoid from Glycyrrhiza glabra, inhibits human breast cancer metastasis by preventing anoikis resistance, migration and invasion through downregulating cyclooxygenase (COX)-2 and cytochrome P 450 (CYP) 4A signaling. ISL induced anoikis in MDA-MB-231 and BT-549 human breast cancer cells as evidenced by flow cytometry and the detection of caspase cleavage. Moreover, ISL inhibited the mRNA expression of phospholipase A2, COX-2 and CYP 4A and decreased the secretion of prostaglandin E₂ (PGE₂) and 20-hydroxyeicosatetraenoic acid (20-HETE) in detached MDA-MB-231 cells. In addition, it decreased the levels of phospho-PI3K (Tyr⁴⁵⁸), phospho-PDK (Ser²⁴¹) and phospho-Akt (Thr³⁰⁸). Conversely, the exogenous addition of PGE₂, WIT003 (a 20-HETE analog) and an EP4 agonist (CAY10580) or overexpression of constitutively active Akt reversed ISL-induced anoikis. ISL exerted the in vitro anti-migratory and anti-invasive activities, whereas the addition of PGE₂, WIT003 and CAY10580 or overexpression of constitutively active Akt reversed the in vitro anti-migratory and anti-invasive activities of ISL in MDA-MB-231 cells. Notably, ISL inhibited the in vivo lung metastasis of MDA-MB-231 cells, together with decreased intratumoral levels of PGE₂, 20-HETE and phospho-Akt (Thr³⁰⁸). In conclusion, ISL inhibits breast cancer metastasis by preventing anoikis resistance, migration and invasion via downregulating COX-2 and CYP 4A signaling. It suggests that ISL could be a promising multi-target agent for preventing breast cancer metastasis, and anoikis could represent a novel mechanism through which flavonoids may exert the anti-metastatic activities.

Toxicology and Applied Pharmacology published new progress about 321673-30-7. 321673-30-7 belongs to amides-buliding-blocks, auxiliary class Immunology/Inflammation,Scavenger receptor, name is [(2-Hexylcyclopentylidene)amino]thiourea, and the molecular formula is C7H8BClO2, Quality Control of 321673-30-7.

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