Month: December 2022

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

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

Coe, Paul L. published the artcileReactions of tetrafluoroethene oligomers. Part 15. Reactions of perfluoro-3,4-dimethylhex-3-en-2-one; a highly reactive α,β-unsaturated ketone, Computed Properties of 360-92-9, the publication is Perkin 1 (2000), 1529-1535, database is CAplus.

Perfluoro-3,4-dimethylhexenone I has been shown to react with nucleophiles both at the double bond and at the carbonyl group depending on the type of nucleophilic center and also on the steric requirements of the attacking reagent. In many cases the first formed product undergoes further reactions either with the original nucleophile or by intramol. processes. Thus, reaction of I with primary amines afforded azetines II (R = Et, c-C₆H₁₁, Me₃C); with Me₃CNH₂, a mixture of an azetine II (R = Me₃C) and a ketenimine III was formed. III either on standing at room temperature or more quickly on heating cyclized quant. to II (R = Me₃C). Reaction of the enone with secondary amines took a different course; the products from reaction with diethylamine were an unsaturated amide and N,N-diethyltrifluoroethanamide, and piperidine afforded not only an unsaturated amide and the corresponding ethanamide but also a piperidyl ketone IV. IV is postulated to be the archetype of the first formed product for all the reactions reported. Reaction with dimethylamine yielded a different product, a disubstituted unsaturated ketone, but none of the corresponding amides as seen with other secondary amines. The reaction with hydrazine afforded a substituted pyrazolidine V. When the enone was treated either with triethylamine or with fluoride ion cyclization to yield a perfluorotetramethyldihydrofuran VI occurred. Reaction with sodium methoxide or sodium phenoxide yielded bis-ether derivatives, while reaction with sodium hypochlorite gave a hydrogen containing epoxide, postulated to arise from a haloform type reaction from the first formed epoxide. Finally, reaction with methylmagnesium iodide gave a fluoroethylidene trifluoromethylhexanone derivative A mechanistic rationale based on a series of addition-elimination reactions with or without subsequent cyclization is proposed to explain these reactions.

Perkin 1 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 C6H10F3NO, Computed Properties of 360-92-9.

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

Heard, Nina E. published the artcileThe synthesis of several novel triazine ring hydrolysis products of N-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]-2-(3,3,3-trifluoropropyl)benzenesulfonamide, Computed Properties of 94125-42-5, the publication is Journal of Heterocyclic Chemistry (1995), 32(5), 1621-4, database is CAplus.

The syntheses of four hydrolysis products, 2-F₃C(CH₂)₂C₆H₄SO₂NHCOR (R = NHCONHCONHAc, NHCONHCONH₂, NHCONH₂, NH₂), isolated from environmental studies on the title compound (CGA-152005) are reported. Spectral comparison of these synthetic standards with study isolates provided proof for sulfonyl urea intact triazine ring hydrolysis.

Journal of Heterocyclic Chemistry published new progress about 94125-42-5. 94125-42-5 belongs to amides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Sulfamide,Amine,Benzene, name is 2-(3,3,3-Trifluoropropyl)benzenesulfonamide, and the molecular formula is C9H10F3NO2S, Computed Properties of 94125-42-5.

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

Kirin, Srecko I. published the artcileCellular uptake quantification of metalated peptide and peptide nucleic acid bioconjugates by atomic absorption spectroscopy, Quality Control of 186046-83-3, the publication is Angewandte Chemie, International Edition (2008), 47(5), 955-959, database is CAplus and MEDLINE.

At. absorption spectroscopy (AAS) of cobalt atoms is used as an accurate method to determine the cellular uptake and nuclear localization of metal bioconjugates. Surprisingly, the PNA conjugates show highest uptake efficiency, and an accumulation 150% higher than in the culture medium is achieved.

Angewandte Chemie, International Edition 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, Quality Control of 186046-83-3.

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

Hamoud, Mohamed M. S. published the artcileDesign and Synthesis of Novel 1,3,4-Oxadiazole and 1,2,4-Triazole Derivatives as Cyclooxygenase-2 Inhibitors with Anti-inflammatory and Antioxidant activity in LPS-stimulated RAW264.7 Macrophages, SDS of cas: 169590-42-5, the publication is Bioorganic Chemistry (2022), 105808, database is CAplus and MEDLINE.

In an attempt to obtain new candidates with potential anti-inflammatory activity, two series of 1,3,4-oxadiazole based derivatives (8a-g) and 1,2,4-triazole based derivatives (10a,b and 11a-g) were synthesized and evaluated for their COX-1/COX-2 inhibitory activity. In vitro assays showed potent COX-2 inhibitory activity and selectivity of the novel designed compounds (IC₅₀ = 0.04 – 0.16 μM, SI = 60.71 – 337.5) compared to celecoxib (IC₅₀ = 0.045 μM, SI = 326.67). The anti-inflammatory and antioxidant activity of the synthesized compounds was investigated via testing their ability to inhibit pro-inflammatory [tumor necrosis factor (TNF-α) and interleukin-6 (IL-6)] and oxidative stress [nitric oxide (NO) and reactive oxygen species (ROS)] markers production in lipopolysaccharide (LPS)-activated RAW 264.7 macrophages. Most of the novel compounds exhibited potent anti-inflammatory and antioxidant activity. In particular, the novel compounds showed excellent IL-6 inhibitory activity (IC₅₀ = 0.96 – 11.14 μM) when compared to celecoxib (IC₅₀ = 13.04 μM) and diclofenac sodium (IC₅₀ = 22.97 μM). Moreover, the most potent and selective COX-2 inhibitor 11c (IC₅₀ = 0.04 μM, SI = 337.5) displayed significantly higher activity against NO and ROS production compared to celecoxib (IC₅₀ = 2.60 and 3.01 μM vs. 16.47 and 14.30 μM, resp.). Mol. modeling studies of the novel designed mols. into COX-2 active sites analyzed their binding affinity. In-silico simulation studies indicated their acceptable physicochem. properties and pharmacokinetic profiles. This study suggests that the novel synthesized COX-2 inhibitors exert potent anti-inflammatory and antioxidant activity, highlighting their potential as promising therapeutic agents for the treatment of inflammation and oxidative stress-related diseases.

Bioorganic Chemistry 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, SDS of cas: 169590-42-5.

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

Gholivand, Khodayar published the artcileNew N-nicotinyl and N-2,4-dichlorobenzoyl phosphorictriamides: syntheses, spectroscopic study, and crystal structures, Recommanded Product: 2,4-Dichlorobenzamide, the publication is Main Group Chemistry (2008), 7(4), 251-269, database is CAplus.

New phosphoric triamides, ArC(O)NHP(O)(NR₂)₂ [R = iBu, Ar = 3-pyridyl (1), Ph (6); Ar = 2,4-Cl₂C₆H₄, R = Et (2), n-Pr (3), n-Bu (4), iBu (5)] were synthesized and characterized by ¹H, ¹³C, ³¹P NMR, IR spectroscopy and elemental anal. It is noteworthy that as far as is known there were not any efforts for the synthesis of phosphoric triamides with nicotinamide substituent up to now and compound 1 is the 1st example of this series. Compounds 1, 5, 6 indicate the coupling of diastereotopic CH₂ protons with each other, CH proton and the corresponding P atom in ¹H NMR spectra as well as two separated signals for the two CH₃ moieties in ¹³C NMR spectra. The ¹H NMR spectrum of compound 5 demonstrates long-range ⁶J_P,H coupling constant Also, long-range ⁴J_H,H coupling constant appeared for the aromatic protons of mols. 1–4. Also, the structures were determined for 2–4 by x-ray crystallog.

Main Group 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

Gholivand, Khodayar published the artcileNew phosphoric triamides: chlorine substituents effects and polymorphism, Safety of 2,4-Dichlorobenzamide, the publication is Heteroatom Chemistry (2010), 21(3), 168-180, database is CAplus.

New phosphoric triamides 1–10 were synthesized by the reaction of N-2,4-dichlorobenzoyl phosphoramidic dichloride with various cyclic aliphatic amines, and the products were characterized by ¹H, ¹³C, ³¹P NMR, and IR spectroscopy and elemental anal. Surprisingly, the ¹H NMR spectra of compounds 1–7 demonstrate long-range ⁴J(H,H) coupling constant from 1.5 to 1.9 Hz. Comparison of the NMR and IR spectra of N-benzoyl, N-4-chlorobenzoyl, and N-2,4-dichlorobenzoyl phosphoric triamide analogs indicates that N-2,4-dichlorobenzoyl derivatives have the most upfield δ(³¹P) and the highest ν(C=O) values. The crystal structures of 3, 4, 6, 6a, and 10 have been determined by x-ray crystallog. Interestingly, the structures of 6 and 6a are polymorphic. All structures form dimers through strong, intermol. -P=O···H-N- hydrogen bonds. The dimers connect to each other via weak C-H···Cl and C-H···OH- bonds to produce two-dimensional polymeric chains for 4 and three-dimensional networks for others. Among new synthesized N-2,4-dichlorobenzoyl phosphoric triamides, one indicated polymorphism. All structures were characterized by ¹H, ¹³C, ³¹P NMR, and IR spectroscopy and elemental anal. © 2010 Wiley Periodicals, Inc. Heteroatom Chem 21:168-180, 2010; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20592.

Heteroatom 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, Safety of 2,4-Dichlorobenzamide.

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

Gholivand, Khodayar published the artcileN-2,4-dichlorobenzoyl phosphoric triamides: Synthesis, spectroscopic and x-ray crystallography studies, Synthetic Route of 2447-79-2, the publication is Journal of Chemical Sciences (Bangalore, India) (2010), 122(4), 549-559, database is CAplus.

New phosphoric triamides (R¹P(O)Cl₂, 1; R¹P(O)(OH)₂, 2; R¹P(O)(NHCH₂CH=CH₂)₂, 3; R¹P(O)[NHCH(CH₃)₂]₂, 4; R¹P(O)[NH-C(CH₃)₃]₂, 5; R¹P(O)(NHCH₂-C₄H₃O)₂, 6; R¹P(O)(NHCH₂C₆H₅)₂, 7; R¹P(O)[N(CH₃)(CH₂C₆H₅)]₂, 8; R¹P(O)[NHCH(CH₃)(C₆H₅)]₂, 9; R¹ = 2,4-Cl₂-C₆H₃C(O)NH) were synthesized by the reaction of N-2,4-dichlorobenzoyl phosphoramidic dichloride with various cyclic aliphatic amines and the products were characterized by ¹H, ¹³C, ³¹P NMR, IR spectroscopy and elemental anal. Surprisingly, the ¹H NMR spectrum of 2 indicated long range ⁶J (P, H) coupling constant = 1.3, 1.4 Hz and those of mols. 3, 4, 6–8 display long-range ⁴J (H, H) coupling constants (1.8-1.9 Hz) for the coupling of aromatic protons in 2,4-dichlorophenyl rings. ¹H NMR spectra indicated ³J (PNCH) for enantiotopic and diastereotopic benzylic CH₂ protons in compounds 7 and 8. The spectroscopic data of newly synthesized compounds were compared with those related N-benzoyl derivatives The structures of compounds 5, 8 and 10 (2,4-Cl₂-C₆H₃C(O)NHP(O)[N(CH₂CH(CH₃)₂)₂]₂) have been determined by x-ray crystallog. The structures form centrosym. dimers through intermol. strong -P=O…H-N-hydrogen bonds. The dimers connect to each other via rather strong and weak C-H…O plus weak C-H…Cl H-bonds to produce a 1-D network for 5 while 3-D polymeric chains for 8 and 10.

Journal of Chemical Sciences (Bangalore, India) 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, Synthetic Route of 2447-79-2.

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

Delledonne, Andrea published the artcileBis-isonicotinoyl linkers containing polyaromatic scaffolds: synthesis, structure and spectroscopic properties, Safety of Isonicotinamide, the publication is Physical Chemistry Chemical Physics (2022), 24(2), 1191-1201, database is CAplus and MEDLINE.

New synthesis of extended linkers containing different polyaromatic chromophores functionalized with isonicotinoyl moieties I (R = 3,7-naphthalene-diyl, biphenyl-4,4′-diyl, fluorene-2,7-diyl, etc.) have been synthesized by Pd-catalyzed cross-coupling reactions involving isonicotinamide and the appropriate aromatic dibromides such as 2,6-dibromonaphthalene, 2,7-dibromofluorene, 9,10-dibromoanthracene, etc. The optimized protocol led to the isolation of the target mols. in good yield and with high purity. Electronic absorption and emission spectra were collected both in solution (DMF) and in the solid state. TDDFT calculations were carried out to investigate the effect of the isonicotinoyl moieties on the spectral features of the central chromophores.

Physical Chemistry Chemical Physics 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, Safety of Isonicotinamide.

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