Month: November 2022

Yang, Hongxing published the artcilePigmentiphaga sp. strain D-2 uses a novel amidase to initiate the catabolism of the neonicotinoid insecticide acetamiprid, Formula: C6H6N2O, the publication is Applied and Environmental Microbiology (2020), 86(6), e02425-19, database is CAplus and MEDLINE.

Acetamiprid, a chloronicotinyl neonicotinoid insecticide, is among the most commonly used insecticides worldwide, and its environmental fate has caused considerable concern. The compound 1-(6-chloropyridin-3-yl)-N-methylmethanamine (IM 1-4) has been reported to be the main intermediate during acetamiprid catabolism in microorganisms, honeybees, and spinach. However, the mol. mechanism underlying the hydrolysis of acetamiprid to IM 1-4 has not yet been elucidated. In this study, a novel amidase (AceAB) that initially hydrolyzes the C-N bond of acetamiprid to generate IM 1-4 was purified and characterized from the acetamiprid-degrading strain Pigmentiphaga sp. strain D-2. Based on peptide profiling of the purified AceAB and the draft genome sequence of strain D-2, aceA (372 bp) and aceB (2,295 bp), encoding the α and β subunits of AceAB, resp., were cloned and found to be necessary for acetamiprid hydrolysis in strain D-2. The characteristics of AceAB were also systematically investigated. Though AceA and AceB showed 35% to 56% identity to the α and β subunits of the N,N-dimethylformamidase from Paracoccus aminophilus, AceAB was specific for the hydrolysis of acetamiprid and showed no activities to N,N-dimethylformamide or its structural analogs.

Applied and Environmental Microbiology 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 C22H32O2, Formula: C6H6N2O.

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

Herron, Alastair N. published the artcileδ-C-H Halogenation Reactions Enabled by a Nitrogen-Centered Radical Precursor, COA of Formula: C17H14F3N3O2S, the publication is Organic Letters (2022), 24(20), 3652-3656, database is CAplus and MEDLINE.

Herein, new hydrazonyl carboxylic acids RN(S(O)₂R¹)N=C(Me)C(O)OH (R = octyl, 2-(adamantan-1-yl)ethyl, 4-methylpentyl, etc.; R¹ = 4-methylphenyl, 4-methoxyphenyl, 4-bromophenyl, 4-(trifluoromethyl)phenyl) precursor to nitrogen-centered radicals and its application toward remote C-H fluorination and chlorination reactions of sulfonyl-protected alkyl amines R¹S(O)₂NHR² (R² = 4-fluorooctyl, 2-(2-fluorocyclobutyl)ethyl, 4-fluoro-4-methylpentyl, etc.) via 1,5-HAT were disclosed.

Organic Letters published new progress about 169590-42-5. 169590-42-5 belongs to amides-buliding-blocks, auxiliary class Sulfamide,Immunology/Inflammation,COX, name is 4-(5-(p-Tolyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide, and the molecular formula is C17H14F3N3O2S, COA of Formula: C17H14F3N3O2S.

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

Kasak, Peter published the artcileNicotinamide-based supergelator self-assembling via asymmetric hydrogen bonding NH···OC and H···Br^– pattern for reusable, moldable and self-healable nontoxic fuel gels, Formula: C6H6N2O, the publication is Journal of Colloid and Interface Science (2021), 182-190, database is CAplus and MEDLINE.

Development of highly efficient low-mol. weight gelators (LMWGs) for safe energy storage materials is of great demand. Energy storage materials as fuel gels are often achieved by construction of hybrid organic frameworks capable of multiple noncovalent interactions in self-assembly, which allow tuning required properties at the mol. level by altering individual building blocks of the LMWG. However, LMWGs have limited rechargeable capability due to their chem. instability. We designed, synthesized and characterized a novel, bio-inspired chiral gemini amphiphile derivative 1 containing N-hexadecyl aliphatic tails from quaternized nicotinamide-based segment and bromide anion showing supergelation ability in water, alcs., aprotic polar and aromatic solvents, with critical gel concentrations as low as 0.1 and 0.035 wt% in isopropanol and water, resp. Nanostructural architecture of the network depended on the solvent used and showed variations in size and shape of 1D nanofibers. Supergelation is attributed to a unique asym. NH···OC, H···Br- hydrogen bonding pattern between H-2 hydrogens from nicotinamide-based segment, amide functional groups from chiral trans-cyclohexane-1,2-diamide-based segment and bromide ions, supporting the intermol. amide-amide interactions appearing across one strand of the self-assembly. Gels formed from 1 exhibit high stiffness, self-healing, moldable and colorable properties. In addition, isopropanol gels of 1 are attractive as reusable, shape-persistent non-toxic fuels maintaining the chem. structure with gelation efficiency for at least five consecutive burning cycles.

Journal of Colloid and Interface Science 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, Formula: C6H6N2O.

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

Martin, John r. published the artcileOxidation-Responsive, Tunable Growth Factor Delivery from Polyelectrolyte-Coated Implants, Recommanded Product: 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide, the publication is Advanced Healthcare Materials (2021), 10(9), 2001941, database is CAplus and MEDLINE.

Polyelectrolyte multilayer (PEM) coatings, constructed on the surfaces of tissue engineering scaffolds using layer-by-layer assembly (LbL), promote sustained release of therapeutic mols. and have enabled regeneration of large-scale, pre-clin. bone defects. However, these systems primarily rely on non-specific hydrolysis of PEM components to foster drug release, and their pre-determined drug delivery schedules potentially limit future translation into innately heterogeneous patient populations. To trigger therapeutic delivery directly in response to local environmental stimuli, an LbL-compatible polycation solely degraded by cell-generated reactive oxygen species (ROS) was synthesized. These thioketal-based polymers were selectively cleaved by physiol. doses of ROS, stably incorporated into PEM films alongside growth factors, and facilitated tunable release of therapeutic bone morphogenetic protein-2 (BMP-2) upon oxidation These coatings′ sensitivity to oxidation was also dependent on the polyanions used in film construction, providing a simple method for enhancing ROS-mediated protein delivery in vitro. Correspondingly, when implanted in critically-sized rat calvarial defects, the most sensitive ROS-responsive coatings generated a 50% increase in bone regeneration compared with less sensitive formulations and demonstrated a nearly threefold extension in BMP-2 delivery half-life over conventional hydrolytically-sensitive coatings. These combined results highlight the potential of environmentally-responsive PEM coatings as tunable drug delivery systems for regenerative medicine.

Advanced Healthcare Materials 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 C4H6F3NOS, Recommanded Product: 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide.

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

Fu, Zhangyu published the artcileDesign, synthesis and biological evaluation of anti-pancreatic cancer activity of plinabulin derivatives based on the co-crystal structure, Recommanded Product: N-Methoxy-N-methylisonicotinamide, the publication is Bioorganic & Medicinal Chemistry (2018), 26(8), 2061-2072, database is CAplus and MEDLINE.

Based on the co-crystal structures of tubulin with plinabulin and Compound 1 ((3Z,6Z)-3-((5-(tert-butyl)-1H-imidazol-4-yl)methylene)-6-(3-benzoylbenzylidene)piperazine-2,5-dione, a derivative of plinabulin), a total of 18 novel plinabulin derivatives were designed and synthesized. Their biol. activities were evaluated against human pancreatic cancer BxPC-3 cell lines. Two novel Compounds 13d ((3Z,6Z)-3-((5-(tert-butyl)-1H-imidazol-4-yl)methylene)-6-(3-(thiophene-3-carbonyl)benzylidene)piperazine-2,5-dione) and 13e ((3Z,6Z)-3-((5-(tert-butyl)-1H-imidazol-4-yl)methylene)-6-(3-(thiophene-2-carbonyl)benzylidene)piperazine-2,5-dione) exhibited potent activities with IC₅₀ at 1.56 and 1.72 nM, resp. The tubulin polymerization assay indicated that these derivatives could inhibit microtubule polymerization Furthermore, the interaction between tubulin and these compounds were elucidated by mol. docking. The binding modes of Compounds 13d and 13e were similar to the co-crystal structure of Compound 1. H-π interaction was observed between the aromatic hydrogen of thiophene moiety with Phe 20, which could enhance their binding affinities.

Bioorganic & Medicinal Chemistry 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, Recommanded Product: N-Methoxy-N-methylisonicotinamide.

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

Zink, Matthias published the artcileAmino Acid-Substituted Dextran-Based Non-Viral Vectors for Gene Delivery, Related Products of amides-buliding-blocks, the publication is Macromolecular Bioscience (2019), 19(8), n/a, database is CAplus and MEDLINE.

To form bio-inspired non-viral vectors for DNA delivery, the polysaccharide dextran is allowed to react with Boc-amino protected amino acids glycine, β-alanine, and L-lysine activated with 1,1′-carbonyldiimidazole and subsequent dextran ester deprotection. A library of such dextran esters is made available to investigate the relationship between polymer structure, complex formation, stability, toxicity, and transfection. Only dextran esters of β-alanine and L-lysine are able to efficiently interact with DNA as shown by dye exclusion assays, to form nanosized complexes (70-110 nm) with pos. zeta potential. With increasing substitution degree and complex charge ratios, the L-lysine esters accomplish more effective binding and protection of DNA against enzymic degradation than β-alanine esters. However, luciferase reporter gene assays reveal higher transfection for β-alanine than for L-lysine esters due to a more effective DNA release and better suited buffing area of the amino groups triggering the endosomal release. Conclusively, β-alanine-substituted dextran derivatives may serve as promising non-viral vectors.

Macromolecular Bioscience 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 C5H5NO3S, Related Products of amides-buliding-blocks.

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

Watanabe, Takayoshi published the artcileSynthesis of nucleobase-caged peptide nucleic acids having improved photochemical properties, SDS of cas: 186046-83-3, the publication is Organic & Biomolecular Chemistry (2014), 12(28), 5089-5093, database is CAplus and MEDLINE.

A nucleobase-caged peptide nucleic acid (PNA) having a (6-bromo-7-methoxycoumarin)-4-ylmethoxycarbonyl (Bmcmoc) caging group was newly synthesized. The Bmcmoc-caged PNAs were photolyzed to produce parent PNAs with a high photochem. efficiency. Introduction of a single Bmcmoc group was sufficient to suppress polymerase chain reaction (PCR) clamping activity and triplex invasion complex formation. Photo-mediated restoration of the PCR clamping activity was also demonstrated.

Organic & Biomolecular Chemistry published new progress about 186046-83-3. 186046-83-3 belongs to amides-buliding-blocks, auxiliary class Purine,Carboxylic acid,Amine,Benzene,Amide,Others,PNA,, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(2-(((benzhydryloxy)carbonyl)amino)-6-oxo-5H-purin-9(6H)-yl)acetamido)acetic acid, and the molecular formula is C6H10O7, SDS of cas: 186046-83-3.

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

Suzuki, K. published the artcileBenzylation of guanidine by phase transfer reaction, Recommanded Product: N,N-Dibenzylcyanamide, the publication is Research Reports of the Faculty of Engineering, Tokyo Denki University (1996), 39-49, database is CAplus.

Phase transfer reaction was studied to apply to the synthesis of substituted guanidines, especially highly alkyl-substituted guanidines. The reaction produced 27 weight% N, N, N’, N’, N”-pentabenzylguanidine using tetra-butylammonium hydrogen sulfate as catalyst. The reaction and byproduct formation mechanism are proposed.

Research Reports of the Faculty of Engineering, Tokyo Denki University published new progress about 2451-91-4. 2451-91-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Benzene, name is N,N-Dibenzylcyanamide, and the molecular formula is C5H10O2S, Recommanded Product: N,N-Dibenzylcyanamide.

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

Bisht, Ranjana published the artcileAmide Effects in C-H Activation: Noncovalent Interactions with L-Shaped Ligand for meta Borylation of Aromatic Amides, COA of Formula: C14H20BNO3, the publication is Angewandte Chemie, International Edition (2018), 57(48), 15762-15766, database is CAplus and MEDLINE.

Borylated aromatic amides 3-pinBC₆H_4-nX_nCONR₂ (6a–t; X = halo, CN, Ph, benzo, MeO) were prepared by meta C-H activation/borylation of amides X_nC₆H_5-nCONR₂ with B₂pin₂, catalyzed by [Ir₂(cod)₂(μ-OMe)₂]/L¹ with up to 99% regioselectivity. A new concept for the meta-selective iridium-catalyzed borylation of aromatic amides is described. It has been demonstrated that while esters gave para-borylated products, amides lead to meta borylations. For achieving high meta selectivity, an L-shaped bifunctional ligand I (L¹) has been employed and engages in an O…K noncovalent interaction with the oxygen atom of the moderately distorted amide carbonyl group. This interaction provides exceptional control for providing up to 99% selective formation of meta-borylated products.

Angewandte Chemie, International Edition published new progress about 1197171-76-8. 1197171-76-8 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronate Esters,Boronic Acids,Boronic acid and ester,, name is N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide, and the molecular formula is C14H20BNO3, COA of Formula: C14H20BNO3.

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

Collins, Scott published the artcileAdditions of alkyllathanum triflates to carbonyl compounds: reactive organometallic nucleophiles, Name: N,N-Diethylisonicotinamide, the publication is Journal of Organic Chemistry (1990), 55(11), 3565-8, database is CAplus.

Addition of alkyl- or aryllithium compounds to lanthanum(III) triflate in ethereal solvents produces the title reagents RLa(O₃SCF₃)₂ (R = Me, Bu, Ph) that undergo nucleophilic addition to carbonyl compounds under mild conditions. These reagents resemble alkylcerium halides in their reactions with enolizable carbonyl compounds but are more reactive. In particular, they are useful for the conversion of hindered, tertiary amides to ketones. ¹H NMR spectroscopy was employed to clarify mechanistic aspects of this addition process. The title reagents actually appear to be a mixture of several species; formulation of their structure has proven elusive. However, in the presence of a tertiary amide, these species react to give a single, tetrahedral intermediate, which is quite stable in solution

Journal of Organic 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 C10H14N2O, Name: N,N-Diethylisonicotinamide.

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