Category: amides-buliding-blocks

Bianchi, Maria C. published the artcileSome Aliphatic Cyanoacetylamines, SDS of cas: 15029-36-4, the publication is Atti accad. sci. Torino (1913), 654-9, database is CAplus.

5 cc. CNCH₂CO₂Et in 35 cc. Et₂O + 20 cc. absolute alc. after a passage of an excess of NH₃ gave 3 g. NCCH₂CONH₂, crystals from MeOH, m. 124-5°. 7 g. CNCH₂CO₂Et in 25 cc. Et₂O + 17 cc. absolute alc. and 25 cc. of 20% MeNH₂ gave 5 g. of cyanoacetmethylamide, CNCH₂CONHMe, m. 104-5°, decompose with KOH, neutralized with HCl its solution becomes yellow. Similarly, the ethylamide, colorless prisms from EtOH, m. 74-50. CNCH₂CO₂Et (2 mol.) + propylenediamine (1 mol.) gives dicyanoacetopropylenediamide, (CNCH₂CONH)₂C₂H₆, m. 161-2°, with KMnO₄ gives HCN and the corresponding propyleneoxamic acid. Similarly the trimethylenediamide, CH₂(CH₂NHCOCH₂CN)₂, m. 163-5°, decompose 200-10°, giving NH₃, gives a neutral H₂O solution, gives HCN and the corresponding oxamic acid with KMnO₄.

Atti accad. sci. Torino 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, Xinyan published the artcileGenotoxicity of chloroacetamide herbicides and their metabolites in vitro and in vivo, Recommanded Product: 2-Chloroacetamide, the publication is International Journal of Molecular Medicine (2021), 47(6), 103, database is CAplus and MEDLINE.

The toxicity of chloroacetamide herbicide in embryo development remains unclear. Acetochlor (AC) is a chloroacetamide that metabolizes into 2-ethyl-6-methyl-2-chloroacetanilide (CMEPA) and 6-ethyl-o-toluidine (MEA). The present study determined the potential effect of AC and its metabolites on embryo development. Both HepG2 cells and zebrafish embryos were exposed to AC, CMEPA and MEA in the presence or absence of co treatment with anti reactive oxygen species (ROS) reagent N acetylcysteine. The generation of ROS, levels of superoxide dismutase (SOD) and glutathione (GSH) in HepG2 cells and lactate dehydrogenase (LDH) leakage from HepG2 cells were investigated. The effects of AC, CMEPA and MEA on DNA breakage, MAPK/ERK pathway activity, viability and apoptosis of HepG2 cells were examined by comet assay, western blotting, MTT assay and flow cytometry, resp. Levels of LDH, SOD and GSH in zebrafish embryos exposed to AC, CMEPA and MEA were measured. The hatching and survival rates of zebrafish embryos exposed to AC, CMEPA and MEA, were determined, and apoptosis of hatched fish was investigated using acridine orange staining. The present data showed AC, CMEPA and MEA induced generation of ROS and decreased levels of SOD and GSH in HepG2 cells, which in turn promoted DNA breakage and LDH leakage from cells, ultimately inhibiting cell viability and inducing apoptosis, as well as phosphorylation of JNK and P38. However, co treatment with N-acetylcysteine alleviated the pro apoptosis effect of AC and its metabolites. Moreover, exposure to AC, CMEPA and MEA lead to toxicity of zebrafish embryos with decreased SOD and GSH and increased LDH levels and cell apoptosis, ultimately decreasing the hatching and survival rates of zebrafish, all of which was attenuated by treatment with N-acetylcysteine. Therefore, AC and its metabolites (CMEPA and MEA) showed cytotoxicity and embryo development toxicity.

International Journal of Molecular Medicine 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

Hayat, Waseem published the artcileInsight into the degradation of methomyl in water by peroxymonosulfate, Application In Synthesis of 14294-10-1, the publication is Journal of Environmental Chemical Engineering (2021), 9(4), 105358, database is CAplus.

Methomyl (MET) is a carbamate pesticide frequently used in agriculture, globally. Its high solubility makes it a potential water pollutant. MET can be removed by peroxymonosulfate (PMS)-based advanced oxidation processes. This study explains MET degradation by PMS-Only, pyrite (PyR)-PMS and zero-valent iron (ZVI)-PMS systems. The degradation by PMS-Only, PyR-PMS and ZVI-PMS systems was 85.4%, 94.9% and 87.0%, resp. The generation of reactive oxygen species (ROS) and their role in degradation was elucidated by ESR (EPR) and free-radical quenching analyses, resp. EPR anal. indicated the presence of sulfate (SO•^–₄) and hydroxyl (•OH) radicals. The degradation in PMS-Only and ZVI-PMS systems was not significantly inhibited by tert-Bu alc. (TBA) and methanol (MeOH), which suggests that the degradation in both systems was not majorly carried out by SO•^–₄ and •OH. However, furfuryl acid (FFA) resulted in reduced degradation by applied systems, which showed that singlet oxygen (¹O₂) was mainly responsible for degradation in all systems. These results showed that MET was majorly degraded by non-radical PMS oxidation PMS-Only system resulted in an almost equal degradation, compared with PyR-PMS and ZVI-PMS systems. So, detailed anal. was carried out for PMS-Only system. Hence, experiments were conducted to investigate the effect of PMS concentration, MET concentration, pH and temperature on the degradation by PMS-Only system, which showed that PMS-Only system was efficient from pH 5.0 to pH 9.0, and from 10.0 °C to 40.0 °C. Further, PMS-Only system has a potential for effective degradation in real waters because it resulted in 66.5%, 63.7% and 60.4% degradation in tap water, lake water and sewage water, resp.

Journal of Environmental Chemical Engineering 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, Application In Synthesis of 14294-10-1.

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

Geng, Zhiyue published the artcilePd-catalyzed C-P coupling of heteroaryl boronic acid with H-phosphonate diester, Synthetic Route of 947533-21-3, the publication is Tetrahedron Letters (2016), 57(29), 3063-3066, database is CAplus.

We report herein a novel protocol to construct C-P bond from heteroaryl boronic acid with H-phosphonate diester under Pd-Ag catalyzed system without addition of base. This method, directly using com. available heteroaryl boronic acid as the starting material, provides a new way to synthesize a variety of useful heteroaryl phosphonates.

Tetrahedron Letters published new progress about 947533-21-3. 947533-21-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Boronic acid and ester,Amine,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (6-Acetamidopyridin-3-yl)boronic acid, and the molecular formula is C7H9BN2O3, Synthetic Route of 947533-21-3.

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

Li, Miaomiao published the artcileUse of levosimendan combined with Shenfu injection to treat acute heart failure patients with hypotension: a prospective randomized controlled single-blind study, Recommanded Product: (S)-2-(N-((2′-(1H-Tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)pentanamido)-3-methylbutanoic acid, the publication is BMC Cardiovascular Disorders (2022), 22(1), 130, database is CAplus and MEDLINE.

Levosimendan can improve clin. symptoms and the cardiorenal rescue success rate, and stabilize hemodynamic parameters in individuals suffering from acute decompensated heart failure. In addition, Shenfu injection (SFI) has been shown to protect the ischemic heart and enhance myocardial contractility. For this randomized control single-blind study, 101 patients with acute decompensated heart failure (ADHF) were enrolled and randomly assigned to control levosimendan (n = 51) and levosimendan + SFI injection (n = 50) groups. Attending physicians were not blinded for which arm the patients were allocated. Blood pressure, heart rate, the ECG, respiratory rate, fluid intake and urine output were all recorded 2 h and 24 h after drug infusions had commenced, and the cardiac index (CI) was monitored by ultrasonic cardiac output monitors. Median blood pressure was markedly increased in the levosimendan + SFI group after 2 h and 24 h from the initiation of infusions compared to levosimendan administration alone. Brain natriuretic peptide (BNP) concentrations were reduced after administrations of levosimendan + SFI or solely levosimendan (both P < 0.001). Alterations in BNP concentrations were not different in the combination and control groups. No differences were found between the 2 groups in heart rate or severe hypotension, but blood pressure (systolic blood pressure, diastolic blood pressure) and hemodynamic parameters including CI, cardiac output and stroke volume index responded better in the levosimendan + SFI group compared to the monotherapy levosimendan group. Levosimendan + SFI was superior to treat ADHF patients compared to levosimendan monotherapy and produced significant improvements in hemodynamic parameters especially for ADHF patients with hypotension.

BMC Cardiovascular Disorders 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, Recommanded Product: (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

Tian, Zi-You published the artcileA moisture-tolerant route to unprotected α/β-amino acid N-carboxyanhydrides and facile synthesis of hyperbranched polypeptides, SDS of cas: 2418-95-3, the publication is Nature Communications (2021), 12(1), 5810, database is CAplus and MEDLINE.

A great hurdle in the production of synthetic polypeptides lies in the access of N-carboxyanhydrides (NCA) monomers, which requires dry solvents, Schlenk line/gloveboxe, and protection of side-chain functional groups. Here we report a robust method for preparing unprotected NCA monomers in air and under moisture. The method employs epoxy compounds as ultra-fast scavengers of hydrogen chloride to allow assisted ring-closure and prevent NCA from acid-catalyzed decomposition under moist conditions. The broad scope and functional group tolerance of the method are demonstrated by the facile synthesis of over 30 different α/β-amino acid NCAs, including many otherwise inaccessible compounds with reactive functional groups, at high yield, high purity, and up to decagram scales. The utility of the method and the unprotected NCAs is demonstrated by the facile synthesis of two water-soluble polypeptides that are promising candidates for drug delivery and protein modification. Overall, our strategy holds great potential for facilitating the synthesis of NCA and expanding the industrial application of synthetic polypeptides.

Nature Communications 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 C3H6BrNaO3S, SDS of cas: 2418-95-3.

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

Zheng, Nan published the artcilePoly(photosensitizer) Nanoparticles for Enhanced in Vivo Photodynamic Therapy by Interrupting the π-π Stacking and Extending Circulation Time, Quality Control of 1869-45-0, the publication is ACS Applied Materials & Interfaces (2019), 11(20), 18224-18232, database is CAplus and MEDLINE.

The natural planar and rigid structures of most of the hydrophobic photosensitizers (PSs) [such as tetra-Ph porphyrin (TPP)] significantly reduce their loading efficiencies in polymeric nanoparticles (NPs) because of the strong π-π interaction-induced aggregation. This aggregation-caused quenching will further reduce the quantum yield of singlet oxygen (¹O₂) generation and weaken the efficiency of photodynamic therapy (PDT). In addition, the small mol. PSs exhibit short tumor retention time and tend to be easily cleared once released. Herein, poly(TPP) NPs, prepared by crosslinking of reactive oxygen species degradable, thioketal linkers and TPP derivatives, followed by coprecipitation, were first developed with quant. loading efficiency (>99%), uniform NP sizes (without aggregation), increased singlet oxygen quantum yield (Φ_Δ = 0.79 in DMSO compared with 0.52 for original TPP), increased in vitro phototoxicity, extended tumor retention time, light-triggered on-demand release, and enhanced in vivo antitumor efficacy, which comprehensively address the multiple issues for most of the PSs in the PDT area.

ACS Applied Materials & Interfaces published new progress about 1869-45-0. 1869-45-0 belongs to amides-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide, and the molecular formula is C6H8BNO3, Quality Control of 1869-45-0.

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

Wang, Shi-Meng published the artcileClickable coupling of carboxylic acids and amines at room temperature mediated by SO₂F₂: A significant breakthrough for the construction of amides and peptide linkages, Category: amides-buliding-blocks, the publication is Organic & Biomolecular Chemistry (2019), 17(16), 4087-4101, database is CAplus and MEDLINE.

A mild, simple, efficient and robust protocol was developed for the synthesis of amides RC(O)NR¹R² [R = Et, Ph, 2-furyl, 4-pyridyl, etc., R¹ = H, Et, Bn, etc., R² = Et, Ph, 3-pyridyl, etc.] via SO₂F₂-mediated clickable coupling of carboxylic acids with amines. Peptide linkages were also prepared using this methodol. The direct click reactions of acids and amines on gram scale were also demonstrated using an extremely easy work-up and purification process of washing with 1 M aqueous HCl to provide the desired amides in greater than 99% purity and excellent yields.

Organic & Biomolecular Chemistry 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 C2H4ClNO, Category: amides-buliding-blocks.

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

Wang, Pengfei published the artcileThe fingerprints of nifedipine/isonicotinamide cocrystal polymorph studied by terahertz time-domain spectroscopy, Product Details of C6H6N2O, the publication is International Journal of Pharmaceutics (Amsterdam, Netherlands) (2022), 121759, database is CAplus and MEDLINE.

Cocrystal is constructed to improve physicochem. properties of active pharmaceutical ingredient and prevent polymorphism via intermol. interactions. However, recent examples on cocrystal polymorphs display significantly different properties. Even though some anal. techniques have been used to characterize the cocrystal polymorphic system, it remains unclear how intermol. interactions drive and stabilize the structure. In this work, we study the cocrystal polymorphs of nifedipine (NFD) and isonicotinamide (INA) using terahertz (THz) spectroscopy. Form I and form II of NFD-INA cocrystals show spectral fingerprints in THz region. Temperature-dependent THz spectra display distinguished frequency shifts of each fingerprint. Combined with solid-state d. functional theory (DFT) calculations, the exptl. fingerprints and their distinct responses to temperature are elucidated by specific collective vibrational modes. The vibrations of hydrogen bonding between dihydropyridine ring of NFD and INA are generally distributed below 1.5 THz, which play important roles in stabilizing cocrystal and preventing the oxidation of NFD. The rotations of Me group in NFD are widely distributed in the range of 1.5-4.0 THz, which helps the steric recognition. The results demonstrate that THz spectroscopy is a sensitive tool to discriminate cocrystal polymorphs. It has the potential to be used as a non-invasive technique for pharmaceutical screening.

International Journal of Pharmaceutics (Amsterdam, Netherlands) 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 C15H20N2O2, Product Details of C6H6N2O.

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

Pan, Li-Qiang published the artcileHetero-modification of TRAIL trimer for improved drug delivery and in vivo antitumor activities, HPLC of Formula: 916746-27-5, the publication is Scientific Reports (2015), 14872, database is CAplus and MEDLINE.

Poor pharmacokinetics and resistance within some tumor cell lines have been the major obstacles during the preclin. or clin. application of TRAIL (tumor-necrosis-factor (TNF)-related apoptosis-inducing ligand). The half-life of TRAIL_114-281 (114 to 281 amino acids) was revealed to be no more than 30 min across species. Therefore maleimido activated PEG (polyethylene glycol) and MMAE (Monomethyl Auristatin E) were applied to site-specifically conjugate with the mutated cysteines from different monomers of TRAIL successively, taking advantage of steric effects involved within TRAIL mutant conjugations. As a result, TRAIL trimer was hetero-modified for different purposes. And the resulting PEG-TRAIL-vcMMAE conjugate exhibited dramatically improved half-life (11.54 h), favorable in vivo targeting capability and antitumor activities while no sign of toxicity in xenograft models, suggesting it’s a viable therapeutic and drug delivery strategy.

Scientific Reports published new progress about 916746-27-5. 916746-27-5 belongs to amides-buliding-blocks, auxiliary class ADC Linker,Enzymatic Cleavage Linker, name is (S)-2-((S)-2-(6-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanamido)-3-methylbutanamido)-5-ureidopentanoic acid, and the molecular formula is C21H33N5O7, HPLC of Formula: 916746-27-5.

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