Tag: M.W=100-150

Ilic, Natasa published the artcileEI/MS/MS spectra of N-monosubstituted cyanoacetamides, SDS of cas: 15029-36-4, the publication is Chemical Industry & Chemical Engineering Quarterly (2010), 16(4), 387-397, database is CAplus.

The electron-ionization induced mass spectra of twenty six N-monosubstituted cyanoacetamides were recorded and their fragmentation patterns were studied. The effect of N-alkyl and N-aryl substituents to the fragmentation of the investigated compounds was discussed. Mechanistic generalization lead to a conclusion that fission of the carbon-carbon bonds next to carbonyl function or nitrogen were processes common for N-alkyl and N-(4-substituted phenyl) cyanoacetamides. In some amides, the elimination of the acyl group by a ketene fragment gave rise to the more stable ion. Cycloalkyl amides could not fragment by single carbon-carbon bond fission, but subsequent rearrangement resulted in formation of stable even electron ion. N-(4-substituted phenyl) cyanoacetamides were more stable showing also characteristic fragmentation depending on substituent present at Ph ring.

Chemical Industry & Chemical Engineering Quarterly 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 C5H8N2O, SDS of cas: 15029-36-4.

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

Mijin, Dusan published the artcileSynthesis of N-substituted 4,6-dimethyl-3-cyano-2-pyridones under microwave irradiation, Name: 2-Cyano-N-ethylacetamide, the publication is Synthetic Communications (2006), 36(2), 193-198, database is CAplus.

N-substituted 4,6-dimethyl-3-cyano-2-pyridones were prepared from acetylacetone, N-substituted cyanoacetamide, and piperidine as catalyst under microwave irradiation without solvent. The rapid and simple method produced pure products in high yields.

Synthetic Communications 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 C5H8N2O, Name: 2-Cyano-N-ethylacetamide.

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

Xiao, Jingbo published the artcileDiscovery, Synthesis, and Biological Evaluation of Novel SMN Protein Modulators, Recommanded Product: Morpholine-4-carbothioamide, the publication is Journal of Medicinal Chemistry (2011), 54(18), 6215-6233, database is CAplus and MEDLINE.

Spinal muscular atrophy (SMA) is an autosomal recessive disorder affecting the expression or function of survival motor neuron protein (SMN) due to the homozygous deletion or rare point mutations in the survival motor neuron gene 1 (SMN1). The human genome includes a second nearly identical gene called SMN2 that is retained in SMA. SMN2 transcripts undergo alternative splicing with reduced levels of SMN. Up-regulation of SMN2 expression, modification of its splicing, or inhibition of proteolysis of the truncated protein derived from SMN2 have been discussed as potential therapeutic strategies for SMA. In this manuscript, the discovery of a series of arylpiperidines as novel modulators of SMN protein is described. Systematic hit-to-lead efforts significantly improved potency and efficacy of the series in the primary and orthogonal assays. Structure-property relationships including microsomal stability, cell permeability, and in vivo pharmacokinetics were also investigated. In consideration to all the aspects including ADME properties, the analogs I (X = NH₂, R = 3-i-PrOC₆H₄; X = OH, R = 3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-yl) possessed the best combination of potency, efficacy, mouse liver microsomal stability and cell permeability as well as good oral absorption and CNS penetration upon oral gavage administration. These compounds also showed no sign of toxicity or behavioral disturbance in animals.

Journal of Medicinal Chemistry published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C12H10N2O5, Recommanded Product: Morpholine-4-carbothioamide.

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

Choudhury, Shubhranshu Shekhar published the artcileHydrogen bond mediated conversion of benzenenitriles and arylacetonitriles to amides: an “on/in-water” reaction strategy, Application In Synthesis of 1453-82-3, the publication is Green Chemistry (2022), 24(12), 4981-4990, database is CAplus.

Owing to the myriad of applications that amides have, hydration of nitriles has emerged as one of the most preferred atom-efficient synthesis methods. Being kinetically slow, this strategy requires some efficient catalysts. Herein, authors discovered choline hydroxide as an environmentally benign, metal-free and inexpensive catalyst for the hydration of aromatic and heteroaromatic nitriles on/in water with excellent yields. All the reactions proceeded under mild/moderate conditions, facilitated by the hydrogen bonds between the catalyst and the reactant or intermediate. D. functional theory (DFT) studies were used to propose the plausible reaction mechanism, which was further corroborated with kinetics measurements using quant. ¹⁹F NMR spectroscopy, thereby revealing the presence of H-bond mediated catalysis which brought down the activation energy barrier even lower than those in previous reports on using H₂SO₄ or Ru(OH)_x/Al₂O₃ as catalysts. This work offers an “on/in-water” reaction strategy for the efficient hydration of nitriles and will pave the path towards novel routes for the com. synthesis of amides.

Green 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, Application In Synthesis of 1453-82-3.

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

Paul, Bhaskar published the artcileCobalt Catalyzed N-Methylation of Amides using Methanol, HPLC of Formula: 1453-82-3, the publication is Asian Journal of Organic Chemistry (2022), 11(1), e202100678, database is CAplus.

N-Methylation of amides with methanol is reported in the presence of an in-situ generated cobalt catalyst. With this simple protocol, various amides were methylated in up to 99% yield. Notably, the involvement of active cobalt (I) hydride in this methylation process was revealed by control experiments Deuterium labeling studies were carried out using methanol-d₄, taking benzamide and the possible intermediate N-(hydroxymethyl)benzamide to understand this transformation. Addnl., DFT calculations for the amide-formaldehyde coupling were performed to elucidate the influence of catalyst in this step.

Asian 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, HPLC of Formula: 1453-82-3.

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

Kappauf, Katrin published the artcileModulation of Transaminase Activity by Encapsulation in Temperature-Sensitive Poly(N-acryloyl glycinamide) Hydrogels, Category: amides-buliding-blocks, the publication is ChemBioChem (2021), 22(24), 3452-3461, database is CAplus and MEDLINE.

Smart hydrogels hold much potential for biocatalysis, not only for the immobilization of enzymes, but also for the control of enzyme activity. We investigated upper critical solution temperature-type poly N-acryloyl glycinamide (pNAGA) hydrogels as a smart matrix for the amine transaminase from Bacillus megaterium (BmTA). Phys. entrapment of BmTA in pNAGA hydrogels results in high immobilization efficiency (>89%) and high activity (97%). The temperature-sensitiveness of pNAGA is preserved upon immobilization of BmTA and shows a gradual deswelling upon temperature reduction While enzyme activity is mainly controlled by temperature, deactivation tended to be higher for immobilized BmTA (=62-68%) than for free BmTA (=44%), suggesting a deactivating effect due to deswelling of the pNAGA gel. Although the deactivation in response to hydrogel deswelling is not yet suitable for controlling enzyme activity sufficiently, it is nevertheless a good starting point for further optimization.

ChemBioChem published new progress about 2479-62-1. 2479-62-1 belongs to amides-buliding-blocks, auxiliary class Monomers,Acrylamide Monomers, name is N-(2-Amino-2-oxoethyl)acrylamide, and the molecular formula is C5H8N2O2, Category: amides-buliding-blocks.

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

Sugimoto, Hirohiko published the artcileActivation of dithiocarbamate by 2-halothiazolium salts, Synthetic Route of 14294-10-1, the publication is Journal of Organic Chemistry (1988), 53(10), 2263-7, database is CAplus.

Activation of dithiocarbamate salts with 2-halo-3-alkyl-4-phenylthiazolium salts and subsequent 1-pot nucleophilic reactions with N, S, and O nucleophiles gave substituted thioureas, dithiocarbamates, and thiocarbamates or amides, resp., under very mild conditions. A useful thiocarbonyl-transfer reaction that consists of activation of imidazolodithiocarbamate and a subsequent 1-pot nucleophilic reaction is also described. (Thiocarbonyl)diimidazole is generated in situ.

Journal of Organic Chemistry published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C10H11NO4, Synthetic Route of 14294-10-1.

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

Mohbiya, Dhanraj R. published the artcileInfluence of acceptors in NLOphoric aacenaphthene and morpholine-thiourea hybrid dyes: Photophysical, viscosity, DFT and Z-Scan study, COA of Formula: C5H10N2OS, the publication is Optical Materials (Amsterdam, Netherlands) (2019), 178-190, database is CAplus.

Three novel fluorescent NLOphoric push-pull fluorophores (2a-c) constituted by different cyano containing acceptors linked to morpholine-thiourea (donor) and acenaphthene (rotor) hybrid were synthesized and characterized. They exhibit pos. absorption and emission solvatochromism. The solvent polarity function based Lippert-Mataga plot provides the validation of charge transfer (CT) characteristics whereas, Rettig plot furnishes an alternative relaxation channel due to twisting around the σ-bonds between donor and acceptor on photoexcitation leading to the twisted intramol. charge transfer (TICT) state in dyes 2a-c. Viscosity induced emission studies show 4.18, 17.61, and 5.30 fold increase in the emission intensity for dyes 2a, 2b, and 2c resp. which recommends these dyes as fluorescent mol. rotors (FMR). D. Functional Theory (DFT) calculations [B3LYP/6-311++G(d,p)] give complete information of structural as well as electronic properties of dyes 2a-c. The difference in dipole moment (ca. 4.86-8.23 D) results in a strong non-linear optical (NLO) properties which increases in the order 2a< 2b < 2c. Z-scan studies reveal that the dyes possesses reverse-saturable i.e. pos. type of absorption non-linearity resulting in a pos. values of β (2c > 2b > 2a). The lower optical limiting threshold values for dyes 2a-c, made them suitable for the use in the application of NLO materials.

Optical Materials (Amsterdam, Netherlands) published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C5H10N2OS, COA of Formula: C5H10N2OS.

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

Wang, Nan published the artcileTransition metal-free NaOH-catalyzed hydration of nitriles to primary amides in NH₃·H₂O-DMSO mixture, Computed Properties of 1453-82-3, the publication is Molecular Diversity (2021), 25(2), 1131-1136, database is CAplus and MEDLINE.

An efficient protocol for hydration of aryl(hetero)/alkyl nitriles RCN (R = Bu, cyclohexyl, thiophen-2-yl, 4-chlorophenyl, etc.) toward primary amides RC(O)NH₂ with 0.1 equivalent was reported. NaOH in NH₃·H₂O-DMSO under mild conditions is used. Various substituted nitriles are smoothly converted to the corresponding amides with good to excellent isolated yields. Gram-scale reactions were also performed to produce the desired products in high yields. In addition, the excessive hydrolysis of the benzonitrile to form benzoic acid was also achieved with increasing the amount of NaOH and prolonging the reaction time.

Molecular Diversity 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 C16H20N2, Computed Properties of 1453-82-3.

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

Budziak-Wieczorek, Iwona published the artcileSynthesis and Characterization of a (-)-Epicatechin and Barbituric Acid Cocrystal: Single-Crystal X-ray Diffraction and Vibrational Spectroscopic Studies, COA of Formula: C6H6N2O, the publication is ACS Omega (2021), 6(12), 8199-8209, database is CAplus and MEDLINE.

The paper presents the contribution of the cocrystn. method in the physicochem. modification of catechins that exhibit low oral bioavailability. This was done to obtain cocrystals for two naturally occurring polyphenolic diastereoisomers (+)-catechin and (-)-epicatechin with commonly used coformers. Due to distinct crystallization behavior, only the (-)-epicatechin cocrystal with barbituric acid in a 1:1 stoichiometry was obtained. The cocrystal of (-)-epicatechin (EC) with barbituric acid (BTA) was prepared by the slow solvent-evaporation technique. The structure and intermol. interactions were determined by X-ray crystallog. techniques. The anal. of packing and interactions in the crystal lattice revealed that mols. in the target cocrystal were packed into tapes, formed by the O-H···O type contacts between the (-)-epicatechin and coformer mols. The EC mols. interact with the carboxyl group in the BTA coformer mainly by -OH groups from the benzene ring A. The cocryst. phase constituents were also investigated in terms of Hirshfeld surfaces. The application of Raman spectroscopy confirmed the involvement of the C=O group in the formation of hydrogen bonds between the (-)-epicatechin and barbituric acid mols. Addnl., the solubility studies of pure EC and the EC-BTA cocrystal exhibited minor enhancement of EC solubility in the buffer solution, and pH measurements confirmed a stable level of solubility for EC and its cocrystal.

ACS Omega 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, COA of Formula: C6H6N2O.

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