Category: amides-buliding-blocks

Aydogdu, Ozgu published the artcileTreatment with the soluble guanylate cyclase activator BAY 60-2770 normalizes bladder function in an in vivo rat model of chronic prostatitis, HPLC of Formula: 169590-42-5, the publication is European Journal of Pharmacology (2022), 175052, database is CAplus and MEDLINE.

Chronic pelvic pain syndrome (CPPS) is a common and bothersome condition for which no pharmacol. treatment options with acceptable efficacy exist. The aim of this study was to investigate the effects of the soluble guanylate cyclase (sGC) activator BAY 60-2770 and the COX-2 inhibitor celecoxib on bladder function in a rat model of CPPS. Forty-eight male Sprague-Dawley rats were intraprostatically injected with either saline, serving as control, or zymosan, to induce prostatitis. On days 8-20, the rats were treated with either dimethylsulfoxide (DMSO; vehicle), celecoxib, BAY 60-2770 or a combination of celecoxib and BAY 60-2770. Thereafter, micturition parameters were assessed in a metabolic cage and urine samples were collected. The following day, cystometry was performed. Subsequently, the urinary bladder and prostate were removed and examined histopathol. Induction of prostatitis led to a significant increase of micturition frequency and corresponding decrease of volume per micturition. These alterations were ameliorated by celecoxib, and completely normalized by BAY 60-2770. Induction of prostatitis led to a significantly increased number of non-voiding contractions, decreased bladder compliance and increased voiding time. These parameters were normalized by treatment with BAY 60-2770, either alone or in combination with celecoxib. The immunohistochem. anal. showed signs of prostate inflammation, but not bladder inflammation. Induction of prostatitis led to significant impairment in bladder function. These alterations could be prevented by BAY 60-2770, alone or in combination with celecoxib. This is the first study to show that sGC activators could be a promising option for the treatment of CPPS.

European Journal of Pharmacology 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 C17H14F3N3O2S, HPLC of Formula: 169590-42-5.

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

Rihova, Martina published the artcilePhysical and physico-chemical properties of thiobenzamides. Part 11. High-performance liquid chromatography of thiobenzamide derivatives with ultraviolet photometric and electrochemical detection, Product Details of C8H9NOS, the publication is Journal of Chromatography (1986), 347-54, database is CAplus.

Twenty-five thiobenzamide derivatives were separated on a reversed-phase system on various stationary phases, with UV photometric and voltammetric detection. The best results were obtained by using a Partisil ODS column (10 μm, 250 mm × 4.6 mm inner diameter) with a mobile phase consisting of 0.05M NaH₂PO₄ with 30% (volume/volume) MeOH, containing 1.2 × 10^-4M EDTA, at a flow-rate of 1.0 mL/min. Voltammetric detection on a carbon-fiber electrode at +1.4 V (Ag-AgCl) is more sensitive than UV photometric detection at 254 nm, typical detection limits being ∼0.1 and 1.0 ng. Voltammetric calibration curves exhibit good linearity and the measurements are reproducible (relative standard deviation of ca. 2%).

Journal of Chromatography 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, Product Details of C8H9NOS.

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

Bokulic, Ana published the artcileIsolation of MDCK cells with low expression of mdr1 gene and their use in membrane permeability screening, Quality Control of 137862-53-4, the publication is Acta Pharmaceutica (Warsaw, Poland) (2022), 72(2), 275-288, database is CAplus.

The Madin-Darby canine kidney (MDCK) cell line is frequently used for permeability screening in drug discovery. It contains endogenous transporters, most prominently canine multidrug resistance P-glycoprotein (Mdr1), which can interfere with studies of P-glycoprotein substrate assessment and permeability measurements. Because MDCK wild type (WT) is genetically heterogeneous, an isolation procedure was investigated in this study to obtain the subclonal line with low P-glycoprotein expression. The best clone obtained had up to 3-fold lower amprenavir efflux and P-glycoprotein expression in comparison to WT. Of 12 standard compounds tested that exhibited active efflux in WT cells, 11 showed a decrease in efflux in the isolated clone. However, the decrease was not below the cut-off value of 2, indicating residual P–glycoprotein activity. Clone isolation via the limiting dilution method, combined with bidirectional amprenavir permeability for clone selection, successfully identified MDCK clones with substantially lower P-glycoprotein efflux and has been demonstrated as a useful tool for assessing passive permeability in early drug discovery.

Acta Pharmaceutica (Warsaw, Poland) 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, Quality Control of 137862-53-4.

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

Zhang, Juntian published the artcileAtypical Mode of [3 + 2]-Cycloaddition: Pseudo-1,3-dipole Behavior in Reactions of Electron-Deficient Thioamides with Benzynes, Quality Control of 360-92-9, the publication is Organic Letters (2018), 20(18), 5550-5553, database is CAplus and MEDLINE.

Thioamides bearing electron-withdrawing groups on the thiocarbonyl carbon atom react with benzynes [generated by the hexadehydro-Diels-Alder cycloisomerization] in an unprecedented fashion. Namely, the dihydrobenzothiazole products are consistent with a pathway involving initial formation of a stabilized ammonium ylide by a rare type of [3 + 2]-cycloaddition reaction. The fate of this species depends upon the nature of the substituents attached to the ylide nitrogen atom. The demonstration of new modes of reactivity represents the major advance arising from this study.

Organic Letters published new progress about 360-92-9. 360-92-9 belongs to amides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Amine,Aliphatic hydrocarbon chain,Amide, name is N,N-Diethyl-2,2,2-trifluoroacetamide, and the molecular formula is C8H7NO4, Quality Control of 360-92-9.

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

Guo, Chuangxing published the artcileDesign of oxobenzimidazoles and oxindoles as novel androgen receptor antagonists, Formula: C8H9BFNO3, the publication is Bioorganic & Medicinal Chemistry Letters (2012), 22(7), 2572-2578, database is CAplus and MEDLINE.

Oxobenzimidazoles (e.g., 1), a novel series of androgen receptor (AR) antagonists, were discovered through de novo design guided by structure-based drug design. The compounds in this series were reasonably permeable and metabolically stable, but suffered from poor solubility The incorporation of three dimensional structural features led to improved solubility In addition, the observation of a ‘flipped’ binding mode of an oxobenzimidazole analog in an AR ligand binding domain (LBD) model, led to the design and discovery of the novel oxindole series (e.g., 2, I) that is a potent full antagonist of AR.

Bioorganic & Medicinal Chemistry Letters published new progress about 849833-86-9. 849833-86-9 belongs to amides-buliding-blocks, auxiliary class Fluoride,Boronic acid and ester,Amine,Benzene,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester, name is (3-Fluoro-4-(methylcarbamoyl)phenyl)boronic acid, and the molecular formula is C8H9BFNO3, Formula: C8H9BFNO3.

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

Grbesa, Ivana published the artcileExpression of sirtuin 1 and 2 is associated with poor prognosis in non-small cell lung cancer patients, Computed Properties of 380315-80-0, the publication is PLoS One (2015), 10(4), e0124670/1-e0124670/17, database is CAplus and MEDLINE.

Background: Sirtuin 1 (SIRT1) and sirtuin 2 (SIRT2) are NAD+-dependent protein deacetylases involved in the regulation of key cancer-associated genes. In this study we evaluated the relevance of these deacetylases in lung cancer biol. Material and Methods: Protein levels of SIRT1 and SIRT2 were determined in non-small cell lung cancer (NSCLC) cell lines and primary tumors from 105 patients. Changes in proliferation were assessed after SIRT1 and SIRT2 downregulation in lung cancer cell lines using siRNA-mediated technol. or tenovin-1, a SIRT1 and SIRT2 inhibitor. Results: High SIRT1 and SIRT2 protein levels were found in NSCLC cell lines compared with non-tumor lung epithelial cells. The expression of SIRT1 and SIRT2 proteins was also significantly higher in lung primary tumors than in normal tissue (P<0.001 for both sirtuins). Stronger nuclear SIRT1 staining was observed in adenocarcinomas than in squamous cell carcinomas (P = 0.033). Interestingly, in NSCLC patients, high SIRT1 and SIRT2 expression levels were associated with shorter recurrence-free survival (P = 0.04 and P = 0.007, resp.). Moreover, the combination of high SIRT1 and SIRT2 expression was an independent prognostic factor for shorter recurrence-free survival (P = 0.002) and overall survival (P = 0.022). In vitro studies showed that SIRT1 and/or SIRT2 downregulation significantly decreased proliferation of NSCLC. Conclusions: Our results support the hypothesis that SIRT1 and SIRT2 have a protumorigenic role in lung cancer, promoting cell proliferation. Moreover, the expression of these proteins is associated with poor prognosis in NSCLC patients and may help to identify those NSCLC patients with high risk of recurrence that could benefit from adjuvant therapy after resection.

PLoS One published new progress about 380315-80-0. 380315-80-0 belongs to amides-buliding-blocks, auxiliary class Apoptosis,p53, name is N-((4-Acetamidophenyl)carbamothioyl)-4-(tert-butyl)benzamide, and the molecular formula is C20H23N3O2S, Computed Properties of 380315-80-0.

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

Shaik, Jeelan Basha published the artcileSynthesis, pharmacological assessment, molecular modeling and in silico studies of fused tricyclic coumarin derivatives as a new family of multifunctional anti-Alzheimer agents, Quality Control of 15029-36-4, the publication is European Journal of Medicinal Chemistry (2016), 219-232, database is CAplus and MEDLINE.

A series of fused tricyclic coumarin derivatives bearing iminopyran ring connected to various amido moieties was developed as potential multifunctional anti-Alzheimer agents for their cholinesterase inhibitory and radical scavenging activities. In vitro studies revealed that most of these compounds exhibited high inhibitory activity on acetylcholinesterase (AChE), with IC₅₀ values ranging from 0.003 to 0.357 μM which is 2-220 folds more potent than the pos. control, galantamine. Their inhibition selectivity against AChE over butyrylcholinesterase (BuChE) has increased about 194 fold compared with galantamine. The developed compounds also showed potent ABTS radical scavenging activity (IC₅₀ 7.98-15.99 μM). Specifically, the most potent AChE inhibitor, I (NR¹R² = NHCH₂C₆H₄Br-3) (II), (IC₅₀ 0.003 ± 0.0007 μM) has an excellent antioxidant profile as determined by the ABTS method (IC₅₀ 7.98 ± 0.77 μM). Moreover, cell viability studies in SK N SH cells showed that the compounds I (NR¹R² = NHCH₂C₆H₄Br-2, NHCH₂C₆H₄Br-3, NHCH₂C₆H₄Cl-2, NHCH₂C₆H₄Cl-3, NHCH₂C₆H₄CMe₃-4) (III) have significant neuroprotective effects against H₂O₂-induced cell death, and are not neurotoxic at all concentrations except I (NR¹R² = NHCH₂C₆H₄CMe₃-4) and II. The kinetic anal. of compound II proved that it is a mixed-type inhibitor for EeAChE (K_i1 0.0103 μM and K_i2 0.0193 μM). Accordingly, the mol. modeling study demonstrated that III with a substituted benzyl amido moiety possessed an optimal docking pose with interactions at catalytic active site (CAS) and peripheral anionic site (PAS) of AChE simultaneously and thereby they might prevent aggregation of Aβ induced by AChE. Furthermore, in silico ADMET prediction studies indicated that these compounds satisfied all the characteristics of CNS acting drugs. Most active inhibitor II is permeable to BBB as determined in the in vivo brain AChE activity. To sum up, the multipotent therapeutic profile of these novel tricyclic coumarins makes them promising leads for developing anti-Alzheimer agents.

European Journal of Medicinal Chemistry published new progress about 15029-36-4. 15029-36-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Aliphatic hydrocarbon chain,Amide, name is 2-Cyano-N-ethylacetamide, and the molecular formula is C4H6O3, Quality Control of 15029-36-4.

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

Shaik, Jeelan Basha published the artcileSynthesis, Biological Evaluation, and Molecular Docking of 8-imino-2-oxo-2H,8H-pyrano[2,3-f]chromene Analogs: New Dual AChE Inhibitors as Potential Drugs for the Treatment of Alzheimer’s Disease, Name: 2-Cyano-N-ethylacetamide, the publication is Chemical Biology & Drug Design (2016), 88(1), 43-53, database is CAplus and MEDLINE.

Alzheimer’s disease onset and progression are associated with the dysregulation of multiple and complex physiol. processes, and a successful therapeutic approach should therefore address more than one target. In line with this modern paradigm, a series of 8-imino-2-oxo-2H,8H-pyrano[2,3-f]chromene analogs (4a-q) were synthesized and evaluated for their multitarget-directed activity on acetylcholinesterase, butyrylcholinesterase (BuChE), 2,2′-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid) (ABTS) radical, and amyloid-β peptide (Aβ) specific targets for Alzheimer’s disease therapy. Most of the synthesized compounds showed remarkable acetylcholinesterase inhibitory activities in low nM concentrations and good ABTS radical scavenging activity, however, no evidence of BuChE inhibitory activity. Among them, 3-bromobenzylamide derivative N-(3-bromobenzyl)-8-imino-2-oxo-2H,8H-pyrano [2,3-f]chromene-9-carboxamide (4m) exhibited the best acetylcholinesterase inhibitory activity with IC₅₀ value of 13±1.4 nM which is 51-fold superior to galantamine, a reference drug. Kinetic and mol. docking studies indicated (4m) as mixed-type inhibitor, binding simultaneously to catalytic active and peripheral anionic sites of acetylcholinesterase. Five compounds N-cyclohexyl-8-imino-2-oxo-2H,8H-pyrano[2,3-f] chromene-9-carboxamide (4e), 8-imino-9-(morpholine-4-carbonyl)-2H,8H-pyrano [2,3-f]chromen-2-one (4f), N-benzyl-8-imino-2-oxo-2H,8H-pyrano[2,3-f] chromene-9-carboxamide (4g), 8-imino-N-(1-(4-methoxyphenyl)ethyl)-2-oxo-2H,8H- pyrano[2,3-f]chromene-9-carboxamide (4j), and N-(2,4-dimethoxybenzyl)-8-imino-2-oxo-2H,8H- pyrano[2,3-f]chromene-9-carboxamide (4k) have shown 1.4- to 2.5-fold of higher antioxidant activities than trolox. Interestingly, the most active compound (4m) demonstrated dosage-dependent acceleration of Aβ_1-42 aggregation, which may reduce toxicity of oligomers. Overall, these results lead to discovery of fused tricyclic coumarins as promising dual binding site inhibitors of acetylcholinesterase and afford multifunctional compounds with potential impact for further pharmacol. development in Alzheimer’s therapy.

Chemical Biology & Drug Design published new progress about 15029-36-4. 15029-36-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Aliphatic hydrocarbon chain,Amide, name is 2-Cyano-N-ethylacetamide, and the molecular formula is C12H10O4S, Name: 2-Cyano-N-ethylacetamide.

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

Rao, Ashwin U. published the artcileSynthesis and structure-activity relationships of 2-(1,4′-bipiperidin-1′-yl)thiazolopyridines as H₃ receptor antagonists, HPLC of Formula: 947533-21-3, the publication is Bioorganic & Medicinal Chemistry Letters (2009), 19(21), 6176-6180, database is CAplus and MEDLINE.

A series of 2-(1,4′-bipiperidin-1′-yl)thiazolopyridines I (X = N, Y = CH; X = CH, Y = N; R = H, H₂N, CN, Cl, MeCONH, 4-NCC₆H₄, 2-fluoro-3-pyridyl, 5-pyrimidyl, etc.) was synthesized and evaluated as a new lead of non-imidazole histamine H₃ receptor antagonists. Introduction of diversity at the 6-position of the pyridine ring was designed to enhance in vitro potency and decrease hERG activity. The structure-activity relationships for these new thiazolopyridine antagonists are discussed.

Bioorganic & Medicinal Chemistry Letters published new progress about 947533-21-3. 947533-21-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Boronic acid and ester,Amine,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (6-Acetamidopyridin-3-yl)boronic acid, and the molecular formula is C7H9BN2O3, HPLC of Formula: 947533-21-3.

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

Simonov, A. Yu. published the artcileOptimization of the Synthesis of New Antibacterial Compounds with Tris(1-Alkylindol-3-yl)Methylium Fragments, Synthetic Route of 79-07-2, the publication is Pharmaceutical Chemistry Journal (2021), 54(12), 1263-1268, database is CAplus.

A new optimal synthetic scheme for new antibacterial compounds I (R = H, Me) combining tris-(1-alkyindol-3-yl)methylium and 3-(indol-1-yl)maleimide in their structures was developed. The proposed method provided a significant increase in the product yield, reduced the labor intensiveness and number of steps, and used readily accessible starting reagents. A good yield was achieved for 3-(formylindol-1-yl)-4-chloromaleimide, a universal precursor enabling two-step syntheses of target tri(indolyl)methanes II (R¹ = H, NH₂, NMe₂) and production of an extensive library of analogous potentially active compounds from other 1-alkylindoles and various amines and thiols.

Pharmaceutical Chemistry Journal 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 C13H21BN2O2, Synthetic Route of 79-07-2.

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