Month: November 2022

Lindenschmidt, Cathrin published the artcile8-Halo-substituted naphtho[2,3-b]thiophene-4,9-diones as redox-active inhibitors of keratinocyte hyperproliferation with reduced membrane-damaging properties, Recommanded Product: N,N-Diethyl-2,2,2-trifluoroacetamide, the publication is European Journal of Medicinal Chemistry (2016), 280-290, database is CAplus and MEDLINE.

A series of 8-chloronaphtho[2,3-b]thiophene-4,9-diones and also some 8-bromo analogs were prepared The compounds were evaluated for their potencies to suppress keratinocyte hyperproliferation using the human keratinocyte line HaCaT as the primary test system. Structure-activity relationship studies revealed that replacement of the phenolic group of an earlier series with an 8-halogen atom retained the inhibitory potency against keratinocyte hyperproliferation with IC₅₀ values in the submicromolar range. 8-Chloro-substitution led to inhibitors that were more potent than their bromo analogs. Concomitantly, halo-substitution eliminated membrane-damaging properties as assessed by LDH release from the cytoplasm of the keratinocytes which, in contrast, were induced by the corresponding phenolic analogs. Finally, selective compounds were characterized for their ability to participate in redox cycling to generate superoxide in enzymic and keratinocyte-based studies.

European Journal of Medicinal Chemistry 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, Recommanded Product: N,N-Diethyl-2,2,2-trifluoroacetamide.

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

Bannwitz, Sven published the artcileSynthesis and Structure-Activity Relationships of Lapacho Analogues. 2. Modification of the Basic Naphtho[2,3-b]furan-4,9-dione, Redox Activation, and Suppression of Human Keratinocyte Hyperproliferation by 8-Hydroxynaphtho[2,3-b]thiophene-4,9-diones, Recommanded Product: N,N-Diethyl-2,2,2-trifluoroacetamide, the publication is Journal of Medicinal Chemistry (2014), 57(14), 6226-6239, database is CAplus and MEDLINE.

The basic structure of linearly anellated lapacho quinones, naphtho[2,3-b]furan-4,9-dione, was modified in the search for novel agents against keratinocyte hyperproliferation. The synthesis and structure-activity relationships of several heterocycle-fused naphthoquinones as well as a full range of 2- and 7-substituted derivatives of one of these, 8-hydroxynaphtho[2,3-b]thiophene-4,9-dione, are described. Out of a total of 71 analogs, particularly 2-thenoyl-substituted (I; R = 2-thienyl), 2-nicotinoyl-substituted (I; R = 3-pyridine), and 2-oxadiazole-substituted (I; R = Et) compared favorably with the antipsoriatic agent anthralin. Their potency for suppression of keratinocyte hyperproliferation, which was evaluated using HaCaT cells as a model, was combined with comparably low membrane-damaging effects toward keratinocytes, as established by the release of lactate dehydrogenase activity from the cytoplasm of the cells. With respect to the mechanism of action, redox activation of lapacho quinones by one- and two-electron reduction in isolated enzymic assays was studied, and their potential to generate superoxide was confirmed in the keratinocyte-based hyperproliferation assay.

Journal of Medicinal Chemistry 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, Recommanded Product: N,N-Diethyl-2,2,2-trifluoroacetamide.

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

Tapolcsanyi, Pal published the artcileSynthesis of some diazino-fused tricyclic systems via Suzuki cross-coupling and regioselective nitrene insertion reactions, Quality Control of 146140-95-6, the publication is Tetrahedron (2002), 58(51), 10137-10143, database is CAplus.

Suzuki coupling of 5-chloro-2-methyl-6-phenylpyridazin-3(2H)-one, 6-chloro-1,3-dimethyluracil and 2-chloropyrazine with protected aminoaryl boronic acids resulted in the corresponding (pivaloylamino)phenyl diazines which were transformed to diazino-fused indole and cinnoline derivatives Suzuki coupling of 5-amino-6-chloro-1,3-dimethyluracil with 2-formylphenyl boronic acid afforded a novel pyrimidoisoquinoline ring system in a one-pot reaction. For example, Suzuki coupling of 5-chloro-2-methyl-6-phenyl-3(2H)-pyridazinone with [2-[(2,2-dimethyl-1-oxopropyl)amino]phenyl]boronic acid gave 2-methyl-6-phenyl-5-[2-(pivaloyl)amino]-3(2H)-pyridazinone which was deprotected to give 5-(2-aminophenyl)-2-methyl-6-phenyl-3(2H)-Pyridazinone (I). Diazotization and sequential azidization of I gave 5-(2-azidophenyl)-2-methyl-6-phenyl-3(2H)-pyridazinone which was cyclized to give 3,5-dihydro-3-methyl-1-phenyl-4H-pyridazino[4,5-b]indol-4-one (II).

Tetrahedron published new progress about 146140-95-6. 146140-95-6 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (2-Pivalamidophenyl)boronic acid, and the molecular formula is C7H7ClN2S, Quality Control of 146140-95-6.

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

Lucas, Dominic published the artcileDesigning highly porous amorphous celecoxib particles by spray freeze drying leads to accelerated drug absorption in-vivo, Application In Synthesis of 169590-42-5, the publication is European Journal of Pharmaceutics and Biopharmaceutics (2022), 20-28, database is CAplus and MEDLINE.

Poorly water-soluble drugs are still a major challenge to overcome in order to achieve sufficiently high oral bioavailability. Spray freeze drying (SFD) is proposed here as an alternative for the preparation of amorphous, free-flowing porous celecoxib spheres for enhanced drug dissolution Tert-Bu alc. solutions of celecoxib + excipient (povidone, hydroxypropyl methylcellulose acetate succinate (HPMC-AS) and Soluplus) at variable ratios were sprayed into a cooled spray tower, followed by vacuum freeze drying. Final porous particles were free-flowing, highly spherical (circularity ≥ 0.96) and mean diameters ranging from 210 to 800μm, depending on excipient and drug content. XRPD measurements showed that Celecoxib was amorphous in all formulations and remained stable during 6 mo storage. Kollidon 25 and HPMC-AS combinations resulted in the highest dissolution rates as well as dissolved drug amounts (30.4 ± 1.5μg/mL and 41.8 ± 1.7μg/mL) which in turn was 2-fold and 1.3-fold increase compared to film casted amorphous reference formulations, resp. This phenomenon also translated into a faster onset of the drug absorption in-vivo, with significantly lower tmax values, while AUC values were non-significantly lowered compared to amorphous references The high porosity of SFDs led to the advantageous accelerated dissolution which also translated into faster onset of absorption in-vivo.

European Journal of Pharmaceutics and Biopharmaceutics 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, Application In Synthesis of 169590-42-5.

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

Trush, Maria M. published the artcileIn silico and in vitro studies of a number PILs as new antibacterials against MDR clinical isolate Acinetobacter baumannii, Related Products of amides-buliding-blocks, the publication is Chemical Biology & Drug Design (2020), 95(6), 624-630, database is CAplus and MEDLINE.

QSAR anal. of a set of previously synthesized phosphonium ionic liquids (PILs) tested against Gram-neg. multidrug-resistant clin. isolate Acinetobacter baumannii was done using the Online Chem. Modeling Environment (OCHEM). To overcome the problem of overfitting due to descriptor selection, fivefold cross-validation with variable selection in each step of the model development was applied. The predictive ability of the classification models was tested by cross-validation, giving balanced accuracies (BA) of 76%-82%. The validation of the models using an external test set proved that the models can be used to predict the activity of newly designed compounds with a reasonable accuracy within the applicability domain (BA = 83%-89%). The models were applied to screen a virtual chem. library with expected activity of compounds against MDR Acinetobacter baumannii. The eighteen most promising compounds were identified, synthesized, and tested. Biol. testing of compounds was performed using the disk diffusion method in Mueller-Hinton agar. All tested mols. demonstrated high anti-A. baumannii activity and different toxicity levels. The developed classification SAR models are freely available online at and could be used by scientists for design of new more effective antibiotics.

Chemical Biology & Drug Design 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 C4H12ClNO, Related Products of amides-buliding-blocks.

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

Chikineva, T. Yu. published the artcileYtterbium and Europium Complexes with Naphtho[1,2]thiazole-2-carboxylic and Naphtho[2,1]thiazole-2-carboxylic Acid Anions for Organic Light-Emitting Diodes (OLED), Recommanded Product: 2-Chloroacetamide, the publication is Russian Journal of Inorganic Chemistry (2021), 66(2), 170-178, database is CAplus.

An approach to the directed synthesis of aromatic lanthanide carboxylates as promising candidates for various luminescent applications, first of all, as emitting layers in light-emitting diodes, by varying the conjugation length with the introduction of a heteroatom and a neutral ligand was proposed. This approach enabled the synthesis of new europium and ytterbium complexes with naphtho[1,2]thiazole-2-carboxylic and naphtho[2,1]thiazole-2-carboxylic acid anions, which were successfully used in light-emitting diodes.

Russian Journal of Inorganic 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

Meguellati, Kamel published the artcileDNA-Templated Synthesis of Trimethine Cyanine Dyes: A Versatile Fluorogenic Reaction for Sensing G-Quadruplex Formation, Application In Synthesis of 186046-83-3, the publication is Angewandte Chemie, International Edition (2010), 49(15), 2738-2742, S2738/1-S2738/17, database is CAplus and MEDLINE.

The fluorogenic synthesis of a sym. or unsym. trimethine cyanine dye by an aldolization-elimination reaction between two nonfluorescent precursors was applied for sensing G-quadruplex formation in vitro. Two peptide nucleic acids PNAs were designed that can each hybridize in a sequence-specific manner with five nucleobases upstream and five nucleobases downstream of the parallel-stranded ckit21T quadruplex chosen as a model system. They were functionalized at their C-terminal or N-terminal end with either an N-alkyl-2-methyleneindoline (Ind1-3) or an N-alkyl-2-(3,3-dimethylindolin-2-ylidene)acetaldehyde (Aid). Two ε-N,N-dimethyllysine residues per PNA strand were also added to ensure solubility of both PNAs in water at near-physiol. pH.

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, Application In Synthesis of 186046-83-3.

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

Dvorak, Zdenek published the artcileTargeting the pregnane X receptor using microbial metabolite mimicry, Application of N-Methoxy-N-methylisonicotinamide, the publication is EMBO Molecular Medicine (2020), 12(4), e11621, database is CAplus and MEDLINE.

The human PXR (pregnane X receptor), a master regulator of drug metabolism, has essential roles in intestinal homeostasis and abrogating inflammation. Existing PXR ligands have substantial off-target toxicity. Based on prior work that established microbial (indole) metabolites as PXR ligands, we proposed microbial metabolite mimicry as a novel strategy for drug discovery that allows exploiting previously unexplored parts of chem. space. Here, we report functionalized indole derivatives as first-in-class non-cytotoxic PXR agonists as a proof of concept for microbial metabolite mimicry. The lead compound, FKK6 (Felix Kopp Kortagere 6), binds directly to PXR protein in solution, induces PXR-specific target gene expression in cells, human organoids, and mice. FKK6 significantly represses pro-inflammatory cytokine production cells and abrogates inflammation in mice expressing the human PXR gene. The development of FKK6 demonstrates for the first time that microbial metabolite mimicry is a viable strategy for drug discovery and opens the door to underexploited regions of chem. space.

EMBO Molecular Medicine published new progress about 100377-32-0. 100377-32-0 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N-Methoxy-N-methylisonicotinamide, and the molecular formula is C8H10N2O2, Application of N-Methoxy-N-methylisonicotinamide.

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

Ukhov, S. V. published the artcileSynthesis and antimicrobial activity of 2-iminocoumarin-3-carboxylic acid amides, HPLC of Formula: 15029-36-4, the publication is Pharmaceutical Chemistry Journal (Translation of Khimiko-Farmatsevticheskii Zhurnal) (2001), 35(7), 364-365, database is CAplus.

A series of 2-iminocoumarin-3-carboxylic acid amides, e.g. I, were prepared and evaluated for antimicrobial activity. It was established that all the synthesized compounds possess antimicrobial properties with respect to both St. aureus and E. coli. The most active substances significantly exceed ethacridine in the bacteriostatic effect.

Pharmaceutical Chemistry Journal (Translation of Khimiko-Farmatsevticheskii Zhurnal) 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 C10H9ClN2O, HPLC of Formula: 15029-36-4.

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

Mironov, V. F. published the artcileSynthesis and reactivity of halophosphoranes containing hexafluoroisopropyl substituents, Application of N,N-Diethyl-2,2,2-trifluoroacetamide, the publication is Zhurnal Organicheskoi Khimii (1994), 30(8), 1200-3, database is CAplus.

A symposium lecture with 21 references on preparation and reactions of [(CF₃)₂CHO]₄PCl. E.g., reaction of [(CF₃)₂CHO]₄PCl with (CF₃CO)₂O gave [(CF₃)₂CHO]₄PO₂CCF₃, which when treated with chloral gave [(CF₃)₂]₄POCH(CCl₃)O₂CCF₃. Treating [(CF₃)₂CHO]₄PCl with benzaldehyde, chloral, or acrolein gave, resp., [(CF₃)₂CHO]₄POCH(Cl)Ph, [(CF₃)₂CHO]₄POCH(Cl)CCl₃, or a mixture of [(CF₃)₂CHO]₄POCH(Cl)CH:CH₂ and E- and Z-[(CF₃)₂CHO]₄POCH:CHCH₂Cl.

Zhurnal Organicheskoi Khimii 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, Application of N,N-Diethyl-2,2,2-trifluoroacetamide.

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