Category: 15029-36-4

Aleksandar, D. published the artcileCorrelation analysis of IR, ¹H-and ¹³C-NMR spectral data of N-alkyl and N-cycloalkyl cyanoacetamides, Formula: C5H8N2O, the publication is Chemical Industry & Chemical Engineering Quarterly (2011), 17(3), 307-314, database is CAplus.

Linear free energy relations (LFER) were applied to the IR, ¹H- and ¹³C-NMR spectral data in N-alkyl and N-cycloalkyl cyanoacetamides. N-alkyl and N-cycloalkyl cyanoacetamides were synthesized from corresponding amine and Et cyanoacetate. A number of substituents were employed for alkyl substitution, and fairly good correlations were obtained, using simple Hammett equation. In N-alkyl and N-cycloalkyl cyanoacetamides substituent cause SCS of N-H hydrogen primarily by steric interaction, polar substituent effect influences SCS shift of C=O carbon, while steric effect of N-alkyl substituent causes IR stretching frequencies of N-H, C=O and CN group. The conformations of studied compounds were studied using semiempirical PM6 method, and together with LFER anal., give a better insight into the influence of such a structure on the transmission of electronic substituent effects. Neg. ρ values for several correlations (reverse substituent effect) were found.

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, Formula: C5H8N2O.

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

Saravanan, Janardhanan published the artcileSynthesis of some 3-substituted amino-4,5-tetramethylene thieno[2,3-d][ 1,2,3]-triazin-4(3H)-ones as potential antimicrobial agents, Formula: C5H8N2O, the publication is European Journal of Medicinal Chemistry (2010), 45(9), 4365-4369, database is CAplus and MEDLINE.

3-Substituted 4,5-tetramethylene thieno[2,3-d][1,2,3]-triazin-4(3H)-ones I have been synthesized from cyclohexanone and N-substituted 2-cyanoacetamides via the Gewald reaction followed by diazotization. Compounds I were evaluated for their antimicrobial activity by the agar diffusion method against four bacteria and three fungi, with Ampicillin and Miconazole nitrate as standards I (R = 4-FC₆H₄ and 2-, 3-, and 4-ClC₆H₄) showed an antimicrobial efficacy considerably greater than the compounds with hydrogen, Ph, and electron donating (activating) R groups like Me, Et, and tolyl. This suggests that lipophillic groups like chloro and fluoro substituted on the Ph ring play an important role in enhancing the antimicrobial properties of this class of compounds From the screening results it is shown that the compounds having lipophillic R groups like chlorophenyl and fluorophenyl exhibit appreciable antimicrobial activities.

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 C5H8N2O, Formula: C5H8N2O.

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

Basha, Shaik Jeelan published the artcileNew Flavone-Cyanoacetamide Hybrids with a Combination of Cholinergic, Antioxidant, Modulation of β-Amyloid Aggregation, and Neuroprotection Properties as Innovative Multifunctional Therapeutic Candidates for Alzheimer’s Disease and Unraveling Their Mechanism of Action with Acetylcholinesterase, Synthetic Route of 15029-36-4, the publication is Molecular Pharmaceutics (2018), 15(6), 2206-2223, database is CAplus and MEDLINE.

In line with the modern multi target-directed ligand paradigm of Alzheimer’s disease (AD), a series of nineteen compounds composed of flavone and cyanoacetamide groups have been synthesized and evaluated as multifunctional agents against AD. Biol. evaluation demonstrated that compounds 7j, 7n, 7o, 7r and 7s exhibited excellent inhibitory potency (AChE, IC50 0.271 ± 0.012 to ± 0.075 M) and good selectivity toward acetylcholinesterase, significant antioxidant activity, good modulation effects on self-induced Aβ aggregation, low cytotoxicity and neuroprotection in human neuroblastoma SK-N-SH cells. Further, an inclusive study on the interaction of 7j, 7n, 7o, 7r and 7s with AChE at physiol. pH 7.2 using fluorescence, CD and mol. docking methods suggesting that these derivatives bind strongly to peripheral anionic site of AChE mostly through hydrophobic interactions. Overall, the multifunctional profiles and strong AChE binding affinity highlight these compounds as promising prototypes for further pursuit of innovative multifunctional drugs for AD.

Molecular Pharmaceutics 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, Synthetic Route of 15029-36-4.

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

Mijin, Dusan Z. published the artcileSynthesis of substituted 3-cyano-2-pyridones. Part IV. Influence of 3-alkyl-2,4-pentanedione and N-alkylcyanoacetamide structure on the enzyme-catalyzed synthesis of substituted 3-cyano-2-pyridones, SDS of cas: 15029-36-4, the publication is Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry (2006), 45B(4), 993-1003, database is CAplus.

Lipase from Candida rugosa was used to study the influence of 3-alkyl-2,4-pentanedione and N-alkylcyanoacetamide structure on the enzyme-catalyzed reaction of pyridone ring formation in water at 40°. Starting with 1,3-diketones and cyanoacetamides and for comparison, the expected corresponding 3-cyano-2-pyridones were synthesized by chem. methods. Bulkier substituents lower the initial reaction rate of the enzyme-catalyzed reactions and consequently the yield of the corresponding pyridones. N-alkylcyanoacetamides are more reactive in comparison to the corresponding 3-alkyl-2,4-pentanediones with respect to the obtained yields of 3-cyano-2-pyridones.

Indian Journal of Chemistry, Section B: Organic Chemistry Including 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 C5H8N2O, SDS of cas: 15029-36-4.

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

Surikova, O. V. published the artcileSynthesis, Antihelminthic and Insecticidal Activity of 2-[3-Methyl-6-Methoxy-7-(n-Propoxy)-3,4-Dihydroisoquinolin-1]Ethanoic Acid Amides, HPLC of Formula: 15029-36-4, the publication is Pharmaceutical Chemistry Journal (2017), 51(1), 22-25, database is CAplus.

Cyclocondensation of O-n-propylated eugenol with cyanoacetamides was used to synthesize 2-[3-methyl-6-methoxy-7-(n-propoxy)-3,4-dihydroisoquinolin-1]ethanoic acid amides. The hydrochlorides of these compounds were tested for antihelminthic and insecticidal activity. The most active compounds were amides containing a cyclic amine fragment (pyrrolidine, piperidine, morpholine), which had greater activity than Pyrantel. Compounds without substituents at the amide nitrogen and the N-ethylamide had insecticidal activity at the levels of diazinon and pirimiphos.

Pharmaceutical Chemistry Journal 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 C20H18BrN3, HPLC of Formula: 15029-36-4.

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

Surikova, O. V. published the artcileSynthesis, anthelmintic, and insecticidal activity of 2-(3-methyl-6-methoxy-7-ethoxy-3,4-dihydroisoquinol-1-yl)acetamides, Product Details of C5H8N2O, the publication is Pharmaceutical Chemistry Journal (2015), 48(10), 665-668, database is CAplus.

A series of 2-(3-methyl-6-methoxy-7-ethoxy-3,4-dihydroisoquinol-1-yl)acetamides of formula I •HCl [R¹ = NH₂, NHEt, 1-morpholino, etc.] were synthesized via cyclocondensation of O-ethylated eugenol with cyanoacetamides. Hydrochlorides of the synthesized compounds exhibited anthelmintic activity. The unsubstituted amide was the most active and exhibited activity equal to that of levamisole and significantly greater than that of pyrantel. The insecticidal activity of the synthesized compounds was inferior to that of imidacloprid.

Pharmaceutical Chemistry Journal 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 C15H14O, Product Details of C5H8N2O.

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

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

Robichaud, Brian A. published the artcileTitanium isopropoxide/pyridine mediated Knoevenagel reactions, SDS of cas: 15029-36-4, the publication is Tetrahedron Letters (2011), 52(51), 6935-6938, database is CAplus.

A Ti(OiPr)₄-pyridine-mediated Knoevenagel reaction between aromatic ketones and cyanoacetamides to provide Knoevenagel olefin products in good to excellent yields was reported. Almost in all cases studied, a single geometrical isomer was formed and isolated under the Ti(OiPr)₄-pyridine condensation conditions. This methodol. was also demonstrated as highly effective process between some other Knoevenagel active methylene compounds and aromatic ketones.

Tetrahedron Letters 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

Ma, Yuying published the artcileApplication of Dually Activated Michael Acceptor to the Rational Design of Reversible Covalent Inhibitor for Enterovirus 71 3C Protease, Safety of 2-Cyano-N-ethylacetamide, the publication is Journal of Medicinal Chemistry (2019), 62(13), 6146-6162, database is CAplus and MEDLINE.

Targeted covalent inhibitors (TCIs) have attracted growing attention from the pharmaceutical industry in recent decades because they have potential advantages in terms of efficacy, selectivity, and safety. TCIs have recently evolved into a new version with reversibility that can be systematically modulated. This feature may diminish the risk of haptenization and help optimize the drug-target residence time as needed. The enteroviral 3C protease (3C^pro) is a valuable therapeutic target, but the development of 3C^pro inhibitors is far from satisfactory. Therefore, we aimed to apply a reversible TCI approach to the design of novel 3C^pro inhibitors. The introduction of various substituents onto the α-carbon of classical Michael acceptors yielded inhibitors bearing several classes of warheads. Using steady-state kinetics and biomol. mass spectrometry, we confirmed the mode of reversible covalent inhibition and elucidated the mechanism by which the potency and reversibility were affected by electronic and steric factors. This research produced several potent inhibitors with good selectivity and suitable reversibility; moreover, it validated the reversible TCI approach in the field of viral infection, suggesting broader applications in the design of reversible covalent inhibitors for other proteases.

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 C5H8N2O, Safety of 2-Cyano-N-ethylacetamide.

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