Category: amides-buliding-blocks

Yashaswini, Puttaraju Srikantamurthy published the artcileIn vivo modulation of LPS induced leukotrienes generation and oxidative stress by sesame lignans, Name: [(2-Hexylcyclopentylidene)amino]thiourea, the publication is Journal of Nutritional Biochemistry (2017), 151-157, database is CAplus and MEDLINE.

The role of inflammation and oxidative stress is critical during onset of metabolic disorders and this has been sufficiently established in literature. In the present study, we evaluated the effects of sesamol and sesamin, two important bioactive mols. present in sesame oil, on the generation of inflammatory and oxidative stress factors in LPS injected rats. Sesamol and sesamin lowered LPS induced expression of cPLA₂ (61 and 56%), 5-LOX (44 and 51%), BLT-1(32 and 35%) and LTC₄ synthase (49 and 50%), resp., in liver homogenate. The diminished serum LTB₄ (53 and 64%) and LTC₄ (67 and 44%) levels in sesamol and sesamin administered groups, resp., were found to be concurrent with the observed decrease in the expression of cPLA₂ and 5-LOX. The serum levels of TNF-α (29 and 19%), MCP-1 (44 and 57%) and IL-1β (43 and 42%) were found to be reduced in sesamol and sesamin group, resp., as given in parentheses, compared to LPS group. Sesamol and sesamin offered protection against LPS induced lipid peroxidation in both serum and liver. Sesamol, but not sesamin, significantly restored the loss of catalase and glutathione reductase activity due to LPS (P<.05). However, both sesamol and sesamin reverted SOD activities by 92 and 98%, resp. Thus, oral supplementation of sesamol and sesamin beneficially modulated the inflammatory and oxidative stress markers, as observed in the present study, in LPS injected rats. Our report further advocates the potential use of sesamol and sesamin as an adjunct therapy wherein, inflammatory and oxidative stress is of major concern.

Journal of Nutritional Biochemistry 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 C14H28O5S, Name: [(2-Hexylcyclopentylidene)amino]thiourea.

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

Brownlee, R. T. C. published the artcileNatural abundance nitrogen-15 chemical shifts in substituted benzamides and thiobenzamides, Formula: C8H9NOS, the publication is Magnetic Resonance in Chemistry (1986), 24(9), 821-6, database is CAplus.

¹⁵N substituent chem. shifts (measured at natural abundance at 0.4 M concentration) and calculated (ab initio, STO-3G) electron densities at the N and O (or S) are reported for series of para- and meta-substituted benzamides and thiobenzamides with NMe₂, NH₂, OMe, NHCOMe, F, Cl, Br, I, Me, H, COMe, CO₂Me, CF₃, CN, NO₂, CONH₂ and CSNH₂ substituents. The ¹⁵N shifts are very sensitive to the substituent effects. The dual substituent parameter method shows excellent correlations of ¹⁵N shifts against substituent field and resonance effects, with the sensitivity in the thiobenzamides being double that in the benzamides. In contrast, calculated π-electron densities at the N show the same sensitivity to substituents in both series. The ¹⁵N shifts correlate well with the calculated π-electron densities at the N; however, estimates of the shielding based on local electron densities (described in Pople’s independent electron model) cannot account for the increased sensitivity to the substituent effects observed for ¹⁵N chem. shifts of thiobenzamides. It is suggested that nonlocal shielding from S and O are responsible for the chem. shift trends.

Magnetic Resonance in 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, Formula: C8H9NOS.

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

Eto, Shotaro published the artcileAnti-tumor effects of the histone deacetylase inhibitor vorinostat on canine urothelial carcinoma cells, HPLC of Formula: 1011557-82-6, the publication is PLoS One (2019), 14(6), e0218382, database is CAplus and MEDLINE.

Canine urothelial carcinoma (cUC) is the most common tumor of the lower urinary tract in dogs. Although chemotherapy and radical surgery have improved the overall survival, most dogs with cUC succumb to metastasis or recurrence. Therefore, the development of an effective systematic therapy is warranted. In this study, a comprehensive drug screening test using a cUC cell line was performed and the anti-tumor effect of a histone deacetylase (HDAC) inhibitor was evaluated. Comprehensive drug screening was performed on cUC cells. Based on this screening, the anti-proliferation effect of vorinostat, an HDAC inhibitor clin. applied in humans, was evaluated using several cUC cell lines in sulforhodamine B and flow cytometry assays. Western blot anal. was also performed to evaluate the degree of acetylation of histone H3 as well as the expression and phosphorylation of cell cycle-related mols. The anti-tumor effect of vorinostat in vivo was evaluated using a xenograft model. Finally, immunohistochem. was performed on acetyl-histone H3 in cUC and the relationship between the degree of acetylation and prognosis was examined using Kaplan-Meier survival anal. Drug screening revealed that HDAC inhibitors consistently inhibited the growth of cUC cells. Vorinostat inhibited the growth of 6 cUC cell lines in a dose-dependent manner and induced G0/G1 cell cycle arrest. Western blot anal. showed that vorinostat mediated the acetylation of histone H3, the dephosphorylation of p-Rb, and the upregulation of p21 upon exposure to vorinostat. Furthermore, inhibition of tumor growth was observed in the xenograft model. In clin. cUC cases, neoplastic urothelium showed significant deacetylation of histones compared to the normal control, where lower histone acetylation levels were associated with a poor prognosis. In conclusion, the therapeutic potential of vorinostat was demonstrated in cUC. Histone deacetylation may be related to cUC tumor progression.

PLoS One published new progress about 1011557-82-6. 1011557-82-6 belongs to amides-buliding-blocks, auxiliary class Epigenetics,Sirtuin, name is 4-(tert-Butyl)-N-((4-(5-(dimethylamino)pentanamido)phenyl)carbamothioyl)benzamide, and the molecular formula is C25H34N4O2S, HPLC of Formula: 1011557-82-6.

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

Mondal, Akash published the artcileManganese(I)-Catalyzed Sustainable Synthesis of Quinoxaline and Quinazoline Derivatives with the Liberation of Dihydrogen, Quality Control of 1453-82-3, the publication is Journal of Organic Chemistry (2020), 85(11), 7181-7191, database is CAplus and MEDLINE.

Direct synthesis of N-heterocycles via the acceptorless dehydrogenative coupling is very challenging and scarcely reported under 3d transition-metal catalysis. Here, we have developed an efficient Mn(I)-catalyzed sustainable synthesis of various quinoxalines from 1,2-diaminobenzenes and 1,2-diols via the acceptorless dehydrogenative coupling reaction. Further, this strategy was successfully applied for the unprecedented synthesis of quinazolines by the reaction of 2-aminobenzyl alc. with primary amides. The present protocol provides an atom-economical and sustainable route for the synthesis of various quinoxaline and quinazoline derivatives by employing an earth-abundant manganese salt and simple phosphine-free NNN-tridentate ligand.

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, Quality Control of 1453-82-3.

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

Oda, Kazuaki published the artcilePhotochemistry of the nitrogen-thiocarbonyl systems. 30. Intermolecular photoaddition reaction of arenecarbothioamides to 2-methoxy- and 2-(trimethylsiloxy)furans. Facile synthesis of arene-fused aminobenzoates by novel photoinduced benzannulation, Safety of 3-Methoxybenzothioamide, the publication is Chemical & Pharmaceutical Bulletin (1997), 45(4), 584-589, database is CAplus.

Irradiation of arenecarbothioamides, e.g., 3-RC₆H₄C(S)NH₂ (R = H, Me, OMe, cyano, NO₂), with 2-methoxyfuran in benzene solution gave arene-fused aminobenzoates, e.g., I, in moderate yields accompanied by small amounts of arylpyrroles or arylthiophenes. In the case of 2-(trimethylsiloxy)furan, arenecarbothioamides gave arene-fused aminobenzoates in good yields as sole products. It was demonstrated that certain furan derivatives are potentially useful as building blocks in photoinduced benzannulation.

Chemical & Pharmaceutical Bulletin 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, Safety of 3-Methoxybenzothioamide.

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

El-Helby, Abdel-Ghany A. published the artcileDesign, synthesis, molecular modeling, in vivo studies and anticancer activity evaluation of new phthalazine derivatives as potential DNA intercalators and topoisomerase II inhibitors, HPLC of Formula: 79-07-2, the publication is Bioorganic Chemistry (2020), 104233, database is CAplus and MEDLINE.

The design and synthesis of a new series of phthalazine derivatives I [R = -COOH, -NO₂, -SO₂NH₂],II, III [R’ = -COOH, -NO₂, -SO₂NH₂, -COCH₃], and IV as Topo II inhibitors and DNA intercalators was designed. The synthesized compounds were in-vitro evaluated for their cytotoxic activities against HepG-2, MCF-7 and HCT-116 cell lines. Addnl., Topo II inhibitory activity and DNA intercalating affinity were investigated for the most active compounds as a potential mechanism for the anticancer activity. Compounds 3-[(3-ethyl-[1,2,4]triazolo[3,4-a]phthalazin-6-yl)amino]propan-1-ol, I [R =-SO₂NH₂], III [R’ = -COOH], III [R’= -NO₂], and IV exhibited the highest activities against Topo II with IC₅₀ ranging from 5.44 to 8.90μM, while compounds II and III [R’ = -COOH] were found to be the most potent DNA binders at IC₅₀ values of 36.02 and 48.30μM, resp. Moreover, compound III [R’ = -COOH] induced apoptosis in HepG-2 cells and arrested the cell cycle at the G2/M phase. Besides, compound III [R’ = -COOH] showed Topo II poisoning effect at concentrations of 2.5 and 5μM, and Topo II catalytic inhibitory effect at a concentration of10μM. In addition, compound III [R’= -NO₂] showed in-vivo a significant tumor growth inhibition effect. Furthermore, mol. docking studies were carried out against DNA-Topo II complex and DNA was investigated with the binding patterns of the designed compounds

Bioorganic 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, HPLC of Formula: 79-07-2.

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

Oae, Shigeru published the artcileNucleophilic substitution and elimination reactions on the nitrogen atom. Reaction of N,N-dibenzyl-O-p-nitrobenzoylhydroxylamine with various nucleophiles in dipolar aprotic solvents, Computed Properties of 2451-91-4, the publication is Chemistry Letters (1974), 621-4, database is CAplus.

The reactions of p-O2NC6H4CO2N(CH2Ph)2 (I) with NaN3, LiCl, NaBr, NaI, or NaOH in DMF or Me2SO gave Ph-CHO, PhCH2NH2, and p-O2NC6H4CO2- via an E2 mechanism. This was substantiated by kinetic isotope effects of 7.6 and 8.1for the reactions with N3- and Cl-, resp. The reaction of I with NaCN in Me2SO gave 8% PhCHO, 8% PhCH2NH2, 46% (PhCH2)2NCN, and ∼100% p-O2NC6H4CO2- in an SN2 reaction at the N atom.

Chemistry 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, Computed Properties of 2451-91-4.

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

Bahgat, Eman A. published the artcileDevelopment and validation of eco-friendly micellar organic solvent-free HPLC method for the simultaneous determination of some antihypertensive combinations, Computed Properties of 137862-53-4, the publication is Microchemical Journal (2022), 107740, database is CAplus.

To minimize the environmental impacts of using organic solvent without affecting the chromatog. performance, alternatives had to be utilized to decrease such pollution. Combination of sodium dodecyl sulfate (SDS) with polyoxyethylene-23-lauryl ether (Brij-35) could be incorporated as a green alternative for using organic solvents as mobile phases in HPLC separation systems. In this research, a micellar organic solvent-free HPLC method have be established for determination of five antihypertensive drugs, namely, captopril (CPT), hydrochlorothiazide (HCT), indapamide (IND), valsartan (VAL) and carvedilol (CAR). The most favorable conditions were validated using mobile phase consists of 0.1 mol/L SDS, 0.03 mol/L Brij-35, adjusted at pH 2.8 using ortho-phosphoric acid on symmetry C18 column and detection at 210 nm. The flow rate was sudden increased from 1.2 to 1.5 mL/min after two minutes and the total separation run time was nine minutes. The method was successfully applied to determine four different combinations of the analytes in bulk and their pharmaceutical dosage forms. Method validation was done according to International Conference of Harmonization guidelines. At linearity range of 5-100μg/mL for CPT, HCT and CAR, 8 – 160μg/mL for VAL, and 2 – 40μg/mL for IND, high accuracy results were found. Moreover, the coefficient of the variation of the points of the calibration curve being below 2% indicating precise method. The LLOQ was (4.88μg/mL) for CPT, (4.89μg/mL) for HCT and CAR, (7.91μg/mL) for VAL, and (1.81μg/mL) for IND. The method’s greenness was determined with the help of an eco-scale scoring method, Green Anal. Procedure Index, and Anal. Greenness Calculator and the proposed method was found to be an excellent green methodol.

Microchemical Journal published new progress about 137862-53-4. 137862-53-4 belongs to amides-buliding-blocks, auxiliary class GPCR/G Protein,Angiotensin Receptor, name is (S)-2-(N-((2′-(1H-Tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)pentanamido)-3-methylbutanoic acid, and the molecular formula is C24H29N5O3, Computed Properties of 137862-53-4.

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

Arruda-Junior, Daniel F. published the artcileUnraveling the interplay between dipeptidyl peptidase 4 and the renin-angiotensin system in heart failure, Application of (S)-2-(N-((2′-(1H-Tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)pentanamido)-3-methylbutanoic acid, the publication is Life Sciences (2022), 120757, database is CAplus and MEDLINE.

Emerging evidence suggests the existence of a crosstalk between dipeptidyl peptidase 4 (DPP4) and the renin-angiotensin system (RAS). Therefore, combined inhibition of DPP4 and RAS may produce similar pharmacol. effects rather than being additive. This study tested the hypothesis that combining an inhibitor of DPP4 with an angiotensin II (Ang II) receptor blocker does not provide addnl. cardioprotection compared to monotherapy in heart failure (HF) rats. Male Wistar rats were subjected to left ventricle (LV) radiofrequency ablation or sham operation. Six weeks after surgery, radiofrequency-ablated rats who developed HF were assigned into four groups and received vehicle (water), vildagliptin, valsartan, or both drugs, for four weeks by oral gavage. Vildagliptin and valsartan in monotherapy reduced LV hypertrophy, alleviated cardiac interstitial fibrosis, and improved systolic and diastolic function in HF rats, with no addnl. effect of combination treatment. HF rats displayed higher cardiac and serum DPP4 activity and abundance than sham. Surprisingly, not only vildagliptin but also valsartan in monotherapy downregulated the catalytic function and expression levels of systemic and cardiac DPP4. Moreover, vildagliptin and valsartan alone or in combination comparably upregulate the components of the cardiac ACE2/Ang-(1-7)/MasR while downregulating the ACE/Ang II/AT1R axis. Vildagliptin or valsartan alone is as effective as combined to treat cardiac dysfunction and remodeling in exptl. HF. DPP4 inhibition downregulates classic RAS components, and pharmacol. RAS blockade downregulates DPP4 in the heart and serum of HF rats. This interplay between DPP4 and RAS may affect HF progression and pharmacotherapy.

Life Sciences published new progress about 137862-53-4. 137862-53-4 belongs to amides-buliding-blocks, auxiliary class GPCR/G Protein,Angiotensin Receptor, name is (S)-2-(N-((2′-(1H-Tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)pentanamido)-3-methylbutanoic acid, and the molecular formula is C24H29N5O3, Application of (S)-2-(N-((2′-(1H-Tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)pentanamido)-3-methylbutanoic acid.

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

Elduque, Xavier published the artcileProtected Maleimide Building Blocks for the Decoration of Peptides, Peptoids, and Peptide Nucleic Acids, SDS of cas: 186046-83-3, the publication is Bioconjugate Chemistry (2013), 24(5), 832-839, database is CAplus and MEDLINE.

Monomers allowing for the introduction of [2,5-dimethylfuran]-protected maleimides into polyamides such as peptides, peptide nucleic acids, and peptoids were prepared, as well as the corresponding oligomers. Suitable maleimide deprotection conditions were established in each case. The stability of the adducts generated by Michael-type maleimide-thiol reaction and Diels-Alder cycloaddition to maleimide deprotection conditions was exploited to prepare a variety of conjugates from peptide and PNA scaffolds incorporating one free and one protected maleimide. The target mols. were synthesized by using two subsequent maleimide-involving click reactions separated by a maleimide deprotection step. Carrying out maleimide deprotection and conjugation simultaneously gave better results than performing the two reactions subsequently.

Bioconjugate Chemistry 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