Tag: M.W=150-200

Suarez, Cristina published the artcileProton NMR studies of symmetrically-substituted N,N-dialkyltrifluoroacetamides: medium effects, Quality Control of 360-92-9, the publication is Journal of Physical Chemistry (1990), 94(17), 6679-83, database is CAplus.

Activation parameters characterizing the internal rotation about the C-N partial double bond in CF₃CONR₂ (R = Et, CHMe₂, CH₂CHMe₂) were determined from exchange-broadened ¹H NMR spectra. Gibbs energies of activation, ΔG₂₉₈ (kcal mol^-1), for the gaseous amides and their 1% CCl₄ solutions as follows: di-Et, 16.1/17.8; diisopropyl, 15.8/16.3; diisobutyl, 16.4/17.3. In both the gas and liquid phases the rotational barriers decrease with increasing N-alkyl substituent bulk. The phase dependence of these parameters is compatible with expected solvent internal pressure effects. Lower gas-phase activation energies are consistent with a process proceeding via a transition state with greater steric requirements than the ground-state configuration.

Journal of Physical 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 C6H4ClNO2, Quality Control of 360-92-9.

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

Leonov, O. N. published the artcileSynthesis and properties of N²-acylated polyfluoroalkanamidines, Formula: C6H10F3NO, the publication is Zhurnal Obshchei Khimii (1992), 62(7), 1592-7, database is CAplus.

Acylating HN:C(CF₃)NR₂ (I; R = Me, Et) with R¹COCl (R¹ = CF₃, CHF₂, C₂F₅) in Et₂O containing Et₃N gave 5 corresponding R¹CON:C(CF₃)NR₂ in 64.1-89.1% yield. Analogous reaction of CF₃COCl with HN:C(CF₃)NHMe (II) gave CF₃CON:C(CF₃)NHMe and CF₃CONHC(CF₃):NMe in 45.2% combined yield, and (CF₃)₂C:CO (III) and II gave 86.4% (CF₃)₂CHCON:C(CF₃)NHMe. I (same R) and HN:C(C₂F₅)NEt₂ added to III to give 64.1-93.4% (CF₃)₂CHCON:CR²NR₂ [R = Me, Et (IV), R² = CF₃; R = Et, R² = C₂F₅], and IV was hydrolyzed to (CF₃)₂CHCONH₂ and CF₃CONEt₂. IR and ¹H and ¹⁹F NMR data were given for all title products.

Zhurnal Obshchei 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, Formula: C6H10F3NO.

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

Mikhailova, T. A. published the artcilePolarographic study of some nitrogen-containing heterocycles, COA of Formula: C10H14N2O, the publication is Zhurnal Obshchei Khimii (1969), 39(1), 26-30, database is CAplus.

Polarographic halfwave potentials were reported in the pH range of 1.85-11.6 for pyridine, quinoline, acridine, their 4-carboxylic acids, and the amides of these acids with N-CHMeCH2Ph grouping. Also included were data on N-(1-methyl-2-phenylethyl)amides of isonicotinic acid with the following 2,6-ring substituents: H, H; Cl, Cl; MeO, MeO; Et2N, Et2N; Cl, MeO; Cl, Et2N. N,N-diethylisonicotinamide with the following 2,6-substituents were also reported: H, H; Cl, Cl; Cl, MeO; MeO, MeO; Cl, Et2N; Et2N, Et2N. The main center of reaction in these compounds is the C:N link which gives the 1st polarographic wave at any pH value. Introduction of 4-substituents with electron-acceptor properties serves to lower the halfwave potential; introduction of electron donor groups in 2,6-positions raises the halfwave potential. The CO2H and CONHR groups cause a 2nd polarographic wave in neutral medium only. Treating the acyl chloride with Et2NH in C6H6 gave the diethylamides of: isonicotinic acid, b3 133°, n20D 1.5238; 2,6-dichloroiso-nicotinic acid (I), m. 82-4°; 2-chloro-6-methoxy analog, b3 153°; and the 2,6-dimethoxy analog, m. 87-8°. Heating the diethylamide of I with Et2NH at 100° 1 day gave the diethylamide of 2-chloro-6-diethylaminoisonicotinic acid, b4 182-4°; similarly, by heating 26 hrs. at 200°, the 2,6-bis(diethylamino)analog, m. 54-6°, b3 185-7°, was prepared

Zhurnal Obshchei Khimii published new progress about 530-40-5. 530-40-5 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N,N-Diethylisonicotinamide, and the molecular formula is C10H14N2O, COA of Formula: C10H14N2O.

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

Jaiswal, Yogesh published the artcileAcid-promoted palladium(II)-catalyzed ortho-halogenation of primary benzamides: En route to halo-arenes, Related Products of amides-buliding-blocks, the publication is Catalysis Communications (2019), 105784pp., database is CAplus.

Bronsted acid-promoted palladium(II)-catalyzed regioselective installation of halogens (Br, Cl, and I) to the aromatic ring of benzamide derivatives to afford the halogenated arenes I [R = H, 4-Me, 5-Cl, etc.; X = Cl, Br, I] was achieved using primary amides. Mild reaction conditions, use of primary amide as a directing group, external additive-free conditions and gram-scale reaction were some appealing features of this protocol.

Catalysis Communications 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, Related Products of amides-buliding-blocks.

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

Bose, D. Subhas published the artcileTrocCl mediated efficient synthesis of nitriles from primary amides, SDS of cas: 2447-79-2, the publication is Synthetic Communications (2000), 30(16), 3047-3052, database is CAplus.

To establish a rapid conversion method of primary amides to nitriles, various types of carboxamides were treated with 2,2,2-trichloroethyl chloroformate and Et₃N, as a dehydrating agent to obtain the desired nitriles in 82-95% yields.

Synthetic Communications 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, SDS of cas: 2447-79-2.

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

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

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

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

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