Month: December 2022

Hirai, Kentaro published the artcileStudies on heterocyclic cation systems. XI. Syntheses of 2-disubstituted-amino-4-arylthiazol-5-ylalkanoic acids, COA of Formula: C5H10N2OS, the publication is Chemical & Pharmaceutical Bulletin (1977), 25(9), 2292-9, database is CAplus.

2-Disubstituted-amino-4-arylthiazol-5-ylalkanoic acids I (R = piperidino, morpholino, MeNH, BzNH, p-ClC₆H₄CONH, R¹ = H, Me; R² = Ph, 2-thienyl, p-ClC₆H₄, p-BrC₆H₄) were prepared Thus, dehydration of S-(α-benzoyl-β-ethoxycarbonyl)ethyl 1-piperidinethiocarbonate in the presence of aqueous HClO₄-Ac₂O yielded 4-ethoxycarbonylmethyl-5-phenyl-2-piperidino-1,3-oxathiolium perchlorate, which underwent nucleophilic reaction with NH₃ and the 5-ethoxycarbonylmethyl-4-phenyl-2-piperidinothiazole hydrolyzed to give I (R = piperidino, R¹ = H, R² = Ph). I were also synthesized by the classical Hantzsch method. I were evaluated as antiinflammatory agents on carrageenin induced abscess in rats.

Chemical & Pharmaceutical Bulletin 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

Matsuda, Takehisa published the artcileSynthesis of Multifunctional, Nonionic Vinyl Polymers and Their ¹³C Spin-Lattice Relaxation Times in Deuterium Oxide Solutions, Synthetic Route of 2479-62-1, the publication is Macromolecules (1996), 29(16), 5375-5383, database is CAplus.

A study was conducted to design very hydrophilic vinyl polymers. Various nonionic, water-soluble polymers with hydroxyl or primary amide groups in their side chains were prepared by radical polymerization of corresponding monomers or by polymer reactions to modify side chains derivatized in poly(vinyl ethers). The functional groups interconnecting a hydrophobic main chain and a side chain included ether, secondary and tertiary amide, and ester groups. The number of hydroxyl groups incorporated in the side chains per monomer unit ranged from one to nine, and that of primary amide groups ranged from one to three. The spin-lattice relaxation times (T₁) of individual carbon atoms were measured in deuterium oxide (D₂O) by an inversion-recovery Fourier transform method as an indicator of chain or group mobility. As for the effect of interconnecting groups on the mobilities of main and side chains, these increased in the following order: ether > ester and tertiary amide > secondary amide. Considerably reduced T₁ values were found with increasing number of hydroxyl groups in the side chains. The addition of lithium bromide to D₂O solutions substantially increased T₁ values for hydroxyl group-derivatized polymers, indicating that intramol. hydrogen bonds responsible for reduced T₁ values are broken to enhance chain or group mobility. On the other hand, minimal effect of lithium bromide addition was found for ether- or primary amide-derivatized polymers. These results suggest that, when an ether group is incorporated as an interconnecting group into a vinyl polymer and primary amide groups are well distributed at the terminal ends of the side chains, such a polymer could have high chain and group mobility, which may impart high hydrophilicity. The mol. structure-mobility relationship was discussed in terms of T₁ values. It is suggested that a combination of factors, such as the structure of interconnecting group, the structure of hydrophilic group, intra- and interpendant-group interactions, hydrogen bonding, and steric factors, all contribute to T₁ values.

Macromolecules 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, Synthetic Route of 2479-62-1.

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

Rajappa, S. published the artcileA general synthesis of thiazoles. Part 5. Synthesis of 5-acyl-2-dialkylaminothiazoles, Product Details of C5H10N2OS, the publication is Proceedings – Indian Academy of Sciences, Chemical Sciences (1982), 91(5), 445-50, database is CAplus.

The title compounds I [R = morpholino, R¹ = H, R² = Ph, EtO, Me, 4,3-Cl(O₂N)C₆H₄; R = 4-methylpiperazine, R¹ = H, R² = 4-O₂NC₆H₄, 3-O₂NC₆H₄, 4,3-Cl(O₂N)C₆H₄; R = 4-methylpiperazino, R¹ = Me, R² = 3-O₂NC₆H₄] were prepared by cyclization of RCSN:CR¹NMe₂ with R²COCH₂X (X = Cl, Br).

Proceedings – Indian Academy of Sciences, Chemical Sciences 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, Product Details of C5H10N2OS.

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

Li, AnRong published the artcileA convenient trifluoroacetylation of amines with trifluoroacetic acid and titanium tetrachloride, Recommanded Product: N,N-Diethyl-2,2,2-trifluoroacetamide, the publication is Chinese Journal of Chemistry (1993), 11(2), 190-2, database is CAplus.

Treating R¹R²NH (R¹ = H, R² = Ph, cyclohexyl, allyl, Me₂CHCH₂, 2-NH₂C₆H₄, 2-HOC₆H₄; R¹ = R² = Et; R¹ = Ph, R² = Me) with CF₃CO₂H, 2 equiv Et₃N, and 2 equiv TiCl₄ in Et₂O, MeCN, or CH₂Cl₂ gave 40-75% R¹R²NCOCF₃ (same R¹, R²); in the case of o-phenylenediamine, the product is 2-(trifluoroacetyl)benzimidazole.

Chinese Journal of 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

Patel, Niti M. published the artcileA Pharmacovigilance Study of Adverse Drug Reactions Reported for Cardiovascular Disease Medications Approved Between 2012 and 2017 in the United States Food and Drug Administration Adverse Event Reporting System (FAERS) Database, Application of (S)-2-(N-((2′-(1H-Tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)pentanamido)-3-methylbutanoic acid, the publication is Cardiovascular Drugs and Therapy (2022), 36(2), 309-322, database is CAplus and MEDLINE.

Between 2012 and 2017, the FDA approved 29 therapies for a cardiovascular disease (CVD) indication. Due to the limited literature on patient safety outcomes for recently approved CVD medications, this study investigated adverse drug reports (ADRs) reported in the FDA Adverse Event Reporting System (FAERS). A disproportionality anal. of spontaneously reported ADR was conducted. Reports in FAERS from Quarter 1, 2012, through Quarter 1, 2019, were compiled, allowing a 2-yr buffer following drug approval in 2017. Top 10 reported ADRs and reporting odds ratios (ROR; confidence interval (CI)), a measure of disproportionality, were analyzed and compared to drugs available prior to 2012 as appropriate. Of 7,952,147 ADR reports, 95,016 (1.19%) consisted of reports for newly approved CVD medications. For oral anticoagulants, apixaban had significantly lower reports for anemia and renal failure compared to dabigatran and rivaroxaban but greater reports for neurol. signs/symptoms, and arrhythmias. Evaluating heart failure drugs, sacubitril/valsartan had greater reports for acute kidney injury, coughing, potassium imbalances, and renal impairment but notably, lower for angioedema compared to lisinopril. Assessing familial hypercholesterolemia drugs, alirocumab had greater reports for joint-related-signs/symptoms compared to other agents in this category. A newer pulmonary arterial hypertension treatment, selexipag, had greater reports of reporting for bone/joint-related-signs/symptoms but riociguat had greater reports for hemorrhages and vascular hypotension. Pharmacovigilance studies allow an essential opportunity to evaluate the safety profile of CVD medications in clin. practice. Addnl. research is needed to evaluate these reported safety concerns for recently approved CVD medications.

Cardiovascular Drugs and Therapy 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, Application of (S)-2-(N-((2′-(1H-Tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)pentanamido)-3-methylbutanoic acid.

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

Alaeddin, Nersi published the artcileValidation of self-reported medication use applying untargeted mass spectrometry-based metabolomics techniques in the Rhineland study, Product Details of C24H29N5O3, the publication is British Journal of Clinical Pharmacology (2022), 88(5), 2380-2395, database is CAplus and MEDLINE.

To assess the validity of self-reported continuous medication use with drug metabolites measured in plasma by using untargeted mass spectrometric techniques. In a population-based cohort in Bonn, Germany, we compared interview-based, self-reported medication intake with drug-specific metabolites measured in plasma (based on participants who completed their study visits between March 2016 and Feb. 2020). Analyses were done stratified by sex and age (<65 years vs ≥65 years). Cohen’s kappa (κ) statistics with 95% confidence intervals (CI) were calculated A total of 13 drugs used to treat hypertension, gout, diabetes, epilepsy and depression were analyzed in a sample of 4386 individuals (mean age 55 years, 56.1% women). Eleven drugs showed almost perfect agreement (κ > 0.8), whereas sitagliptin and hydrochlorothiazide showed substantial (κ = 0.8, 95% CI 0.71-0.90) and moderate agreement (κ = 0.61, 95% CI 0.56-0.66), resp. Frequency of use allowed sex- and age-stratified analyses for eight and nine drugs, resp. For five drugs, concordance tended to be higher for women than for men. For most drugs, concordance was higher among individuals aged ≥65 years than among individuals aged <65 years, but these age-related differences were not statistically significant. High concordance rates between self-reported drug use and metabolites measured in plasma suggest that self-reported drug use is reliable and accurate for assessing drug use.

British Journal of Clinical Pharmacology 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, Product Details of C24H29N5O3.

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

Zhou, Linna published the artcileA Class of 5-Nitro-2-furancarboxylamides with Potent Trypanocidal Activity against Trypanosoma brucei in Vitro, Recommanded Product: 2-Cyano-N-ethylacetamide, the publication is Journal of Medicinal Chemistry (2013), 56(3), 796-806, database is CAplus and MEDLINE.

Recently, the World Health Organization approved the nifurtimox-eflornithine combination therapy for the treatment of human African trypanosomiasis, renewing interest in nitroheterocycle therapies for this and associated diseases. In this study, we have synthesized a series of novel 5-nitro-2-furancarboxylamides that show potent trypanocidal activity, ∼1000-fold more potent than nifurtimox against in vitro Trypanosoma brucei with very low cytotoxicity against human HeLa cells. More importantly, the most potent analog showed very limited cross-resistance to nifurtimox-resistant cells and vice versa. This implies that our novel, relatively easy to synthesize and therefore cheap, 5-nitro-2-furancarboxylamides are targeting a different, but still essential, biochem. process to those targeted by nifurtimox or its metabolites in the parasites. The significant increase in potency (smaller dose probably required) has the potential for greatly reducing unwanted side effects and also reducing the likelihood of drug resistance. Collectively, these findings have important implications for the future therapeutic treatment of African sleeping sickness.

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 C15H24S, Recommanded Product: 2-Cyano-N-ethylacetamide.

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

Husain, S. Shaukat published the artcilep-Trifluoromethyldiazirinyl-etomidate: A Potent Photoreactive General Anesthetic Derivative of Etomidate That Is Selective for Ligand-Gated Cationic Ion Channels, Synthetic Route of 360-92-9, the publication is Journal of Medicinal Chemistry (2010), 53(17), 6432-6444, database is CAplus and MEDLINE.

We synthesized the R- and S-enantiomers of Et 1-(1-(4-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenyl)ethyl)-1H-imidazole-5-carboxylate (trifluoromethyldiazirinyl-etomidate) (I), or TFD-etomidate, a novel photoactivable derivative of the stereoselective general anesthetic etomidate [R-(2-Et 1-(phenylethyl)-1H-imidazole-5-carboxylate)]. Anesthetic potency was similar to etomidate’s, but stereoselectivity was reversed and attenuated. Relative to etomidate, TFD-etomidate was a more potent inhibitor of the excitatory receptors, nAChR (nicotinic acetylcholine receptor) ((α1)₂β1δ1γ1) and 5-HT_3AR (serotonin type 3A receptor), causing significant inhibition at anesthetic concentrations S- but not R-TFD-etomidate enhanced currents elicited from inhibitory α1β2γ2L GABA_ARs by low concentrations of GABA, but with a lower efficacy than R-etomidate, and site-directed mutagenesis suggests they act at different sites. [³H]TFD-etomidate photolabeled the α-subunit of the nAChR in a manner allosterically regulated by agonists and noncompetitive inhibitors. TFD-etomidate’s novel pharmacol. is unlike that of etomidate derivatives with photoactivable groups in the ester position, which behave like etomidate, suggesting that it will further enhance our understanding of anesthetic mechanisms.

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, Synthetic Route of 360-92-9.

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

Heald, Robert A. published the artcileAntitumor polycyclic acridines. Palladium(0)-mediated syntheses of quino[4,3,2-kl]acridines bearing peripheral substituents as potential telomere maintenance inhibitors, Application of (2-Pivalamidophenyl)boronic acid, the publication is Organic & Biomolecular Chemistry (2003), 1(19), 3377-3389, database is CAplus and MEDLINE.

Pd(0)-mediated Suzuki coupling between substituted 2-(pivaloylamino)benzeneboronic acids and 10-methylacridones I (R¹ = H, HO, MeO; R² = H, Cl; R³ = Br, F₃CSO₂O) yielded intermediate 1-arylacridones which were further cyclized to 8-methylquino[4,3,2-kl]acridines II (R¹ = H, HO, MeO; R² = H, Cl; R⁴ = H, Cl) with phosphorus oxychloride or 6M HCl in EtOH. Subsequent Heck reactions between chloro- or triflate-substituted substrates II and acrylic acid derivatives afforded quinoacridines with unsaturated side-chains. Alkylboranes, prepared by interaction of 9-borabicyclo[3,3,1]nonane and allyl acetate or N-allyltrifluoroacetamide, participated in Suzuki-Miyaura reactions with chloro-substituted 8-methylquinoacridines II (R² = H, R⁴ = Cl; R² = Cl, R⁴ = H; R¹ = F₃CSO₂O) to form derivatives bearing functionalized Pr groups in the 6- and 10-positions. Representative 8-methylquinoacridines were methylated with Me iodide to yield telomerase-inhibiting 8,13-dimethylquinoacridinium iodides.

Organic & Biomolecular Chemistry 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 C11H16BNO3, Application of (2-Pivalamidophenyl)boronic acid.

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

Galindo Casas, Meritxell published the artcileDecoupling Protein Production from Cell Growth Enhances the Site-Specific Incorporation of Noncanonical Amino Acids in E. coli, Computed Properties of 2418-95-3, the publication is ACS Synthetic Biology (2020), 9(11), 3052-3066, database is CAplus and MEDLINE.

The site-specific incorporation of noncanonical amino acids (ncAAs) into proteins by amber stop codon suppression has become a routine method in academic laboratories This approach requires an amber suppressor tRNA_CUA to read the amber codon and an aminoacyl-tRNA synthetase to charge the tRNA_CUA with the ncAA. However, a major drawback is the low yield of the mutant protein in comparison to the wild type. This effect primarily results from the competition of release factor 1 with the charged suppressor tRNA_CUA for the amber codon at the A-site of the ribosome. A number of laboratories have attempted to improve the incorporation efficiency of ncAAs with moderate results. The authors aimed at increasing the efficiency to produce high yields of ncAA-functionalized proteins in a scalable setting for industrial application. To do this, the authors inserted an ncAA into the enhanced green fluorescent protein and an antibody mimetic mol. using an industrial E. coli strain, which produces recombinant proteins independent of cell growth. The controlled decoupling of recombinant protein production from cell growth considerably increased the incorporation of the ncAA, producing substantially higher protein yields vs. the reference E. coli strain BL21(DE3). The target proteins were expressed at high levels, and the ncAA was efficiently incorporated with excellent fidelity while the protein function was preserved.

ACS Synthetic Biology published new progress about 2418-95-3. 2418-95-3 belongs to amides-buliding-blocks, auxiliary class Chiral,Carboxylic acid,Amine,Aliphatic hydrocarbon chain,Ester,Amino acide derivatives, name is H-Lys(Boc)-OH, and the molecular formula is C11H22N2O4, Computed Properties of 2418-95-3.

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