Category: amides-buliding-blocks

Wang, Xinbo published the artcileAerobic oxidation of secondary benzylic alcohols and direct oxidative amidation of aryl aldehydes promoted by sodium hydride, Category: amides-buliding-blocks, the publication is Tetrahedron (2011), 67(19), 3406-3411, database is CAplus.

We reported herein new reactivities and possible mechanistic implications of a simplest oxidant (NaH/air) uncovered on a broad range of useful transformations, including aerobic alc. oxidations, allylic alc. isomerizations and oxidations, cyclopropyl alc. fragmentations, and direct aryl aldehyde oxidative amidations. These readily implementable transition-metal-free processes feature exceptional material accessibility, operational simplicity, and environmental compatibility, and add new dimensions to its synthetic utilities that are fairly robust yet had not previously been fully realized and systematically explored.

Tetrahedron 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 C7H7ClN2S, Category: amides-buliding-blocks.

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

Rago, Brian published the artcileQuantitative Conjugated Payload Measurement Using Enzymatic Release of Antibody-Drug Conjugate with Cleavable Linker, Related Products of amides-buliding-blocks, the publication is Bioconjugate Chemistry (2017), 28(2), 620-626, database is CAplus and MEDLINE.

As antibody-drug conjugate (ADC) design is evolving with novel payload, linker, and conjugation chem., the need for sensitive and precise quant. measurement of conjugated payload to support pharmacokinetics (PK) is in high demand. Compared to ADCs containing noncleavable linkers, a strategy specific to linkers which are liable to pH, chem. reduction, or enzymic cleavage has gained popularity in recent years. One bioanal. approach to take advantage of this type of linker design is the development of a PK assay measuring released conjugated payload. For the ADC utilizing a dipeptide ValCit linker studied in this report, the release of payload PF-06380101 was achieved with high efficiency using a purified cathepsin B enzyme. The subsequent liquid chromatog. mass spectrometry (LC/MS) quantitation leads to the PK profile of the conjugated payload. For this particular linker using a maleimide-based conjugation chem., one potential route of payload loss would result in an albumin adduct of the linker-payload. While this adduct’s formation has been previously reported, here, for the first time, we have shown that payload from a source other than ADC contributes only up to 4% of total conjugated payload while it accounts for approx. 35% of payload lost from the ADC at 48 h after dosing to rats.

Bioconjugate Chemistry 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, Related Products of amides-buliding-blocks.

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

Dunkel, Petra published the artcileSynthesis of novel fused azecine ring systems through application of the tert-amino effect, Application of (2-Pivalamidophenyl)boronic acid, the publication is Tetrahedron (2010), 66(13), 2331-2339, database is CAplus.

Novel fused azecine ring systems were synthesized via the microwave-assisted thermal isomerization of terphenyl or biphenyl-pyridazine compounds possessing a vinyl and a tert-amino group, through application of a new extension of the tert-amino effect. Substrates for the ring closure, e.g., I, were prepared from ortho-dihalobenzene or pyridazinone by consecutive Suzuki couplings with ortho-sec-amino- and formylphenylboronic acids, followed by Knoevenagel condensation of the aldehydes obtained.

Tetrahedron 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

Beall, Edward published the artcileEffects of the backbone and chemical linker on the molecular conductance of nucleic acid duplexes, Safety of 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, the publication is Journal of the American Chemical Society (2017), 139(19), 6726-6735, database is CAplus and MEDLINE.

Scanning tunneling microscope break junction measurements were used to examine how the mol. conductance of nucleic acids depends on the composition of their backbone and the linker group to the electrodes. Mol. conductances of 10 base-pair-long homoduplexes of DNA, aeg-PNA, γ-PNA, and a heteroduplex of DNA/aeg-PNA with identical nucleobase sequence were measured. The mol. conductance was found to vary by 12-13-fold with the change in backbone. Computational studies showed that the mol. conductance differences between nucleic acids of different backbones correlated with differences in backbone structural flexibility. The mol. conductance was also measured for duplexes connected to the electrode through 2 different linkers, one directly to the backbone and one directly to the nucleobase stack. While the linker caused an order-of-magnitude increase in the overall conductance for a particular duplex, the differences in the elec. conductance with backbone composition were preserved. The highest mol. conductance value(0.06G₀) was measured for aeg-PNA duplexes with a base stack linker. These findings revealed an important new strategy for creating longer and more complex electroactive, nucleic acid assemblies.

Journal of the American Chemical Society 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 C40H35N7O8, Safety of 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.

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

Brandt, Florian published the artcile“Clickable” albumin binders for modulating the tumor uptake of targeted radiopharmaceuticals, Recommanded Product: H-Lys(Boc)-OH, the publication is Journal of Medicinal Chemistry (2022), 65(1), 710-733, database is CAplus and MEDLINE.

The intentional binding of radioligands to albumin gains increasing attention in the context of radiopharmaceutical cancer therapy as it can lead to an enhanced radioactivity uptake into the tumor lesions and, thus, to a potentially improved therapeutic outcome. However, the influence of the radioligand’s albumin-binding affinity on the time profile of tumor uptake has been only partly addressed so far. Based on the previously identified N^ε-4-(4-iodophenyl)butanoyl-lysine scaffold, we designed “clickable” lysine-derived albumin binders (cLABs) and determined their dissociation constants toward albumin by novel assay methods. Structure-activity relationships were derived, and selected cLABs were applied for the modification of the somatostatin receptor subtype 2 ligand (Tyr³)octreotate. These novel conjugates were radiolabeled with copper-64 and subjected to a detailed in vitro and in vivo radiopharmacol. characterization. Overall, the results of this study provide an incentive for further investigations of albumin binders for applications in endoradionuclide therapies.

Journal of Medicinal Chemistry 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, Recommanded Product: H-Lys(Boc)-OH.

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

Sekar, Nagaiyan published the artcileSynthesis of novel styryl derivatives from 4-chloro-2-(morpholin-4-yl)-1,3-thiazole-5-carbaldehyde, study of their photophysical properties and TD-DFT computations, Synthetic Route of 14294-10-1, the publication is Journal of Luminescence (2014), 8-18, database is CAplus.

Novel fluorescent styryl push-pull compounds having electron donating thiazole unit were synthesized by condensing 4-chloro-2-(morpholin-4-yl)-1,3-thiazole-5-carbaldehyde with active methylene compounds via classical Knoevenagel condensation. The synthesized styryl mols. were characterized by spectral anal. Photophys. properties of these styryl derivatives were analyzed and the effect of change in solvent polarity and viscosity on their absorptive and emissive properties has been investigated. D. functional theory (DFT) and time dependent-d. functional theory (TD-DFT) computations have been used to understand the structural, mol., electronic and photophys. parameters of push-pull dyes. Bakhshiev and Kawski-Chamma-Viallet correlations were used to calculate the ratio of ground to excited state dipole moment of the synthesized novel styryl compounds

Journal of Luminescence 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 C4H6O3, Synthetic Route of 14294-10-1.

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

Kaneguchi, Akinori published the artcileBilateral muscle atrophy after anterior cruciate ligament reconstruction in rats: Protective effects of anti-inflammatory drug celecoxib., Recommanded Product: 4-(5-(p-Tolyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide, the publication is The Knee (2022), 201-212, database is MEDLINE.

BACKGROUND: Muscle atrophy after anterior cruciate ligament (ACL) reconstruction occurs bilaterally and contributes to a decrease in muscle strength. However, effective treatment strategies for ACL reconstruction-induced muscle atrophy have not been established. We examined the effects of anti-inflammatory drug on muscle atrophy after ACL reconstruction. MATERIALS AND METHODS: Rats were divided into groups according to treatment received: untreated control (n = 4), arthrotomy (n = 6), ACL transection (n = 7), ACL reconstruction (n = 8), and ACL reconstruction plus anti-inflammatory drug celecoxib (CBX; 50 mg/kg/day) administration (n = 8). At one-week post-surgery, the muscle fiber cross-sectional area (CSA) in the rectus femoris (RF) and semitendinosus (ST) was measured to assess muscle atrophy. In addition, we examined joint swelling and serum C‑reactive protein (CRP) levels to assess local and systemic inflammation, respectively. RESULTS: Each additional procedure (i.e., arthrotomy, ACL transection, and ACL reconstruction) gradually decreased the muscle fiber CSAs in the RF and ST on both operated and contralateral sides. The degree of muscle fiber atrophy on the operated side was larger than that detected on the contralateral side. Moreover, ACL reconstruction induced joint swelling on the operated side and tended to increase serum CRP levels. CBX lessened the RF atrophy on both sides and was associated with less joint swelling and a smaller increase CRP level; however, it did not affect ST atrophy on either side. CONCLUSIONS: Anti-inflammatory treatments after ACL reconstruction may be effective in lessening muscle atrophy in the quadriceps, but not in the hamstrings.

The Knee 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, Recommanded Product: 4-(5-(p-Tolyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide.

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

Djerassi, Carl published the artcileOptical rotatory dispersion studies. XLIII. Absolute configurational assignment of α-substituted carboxylic acids by anomalous rotatory dispersion of their acylthiourea derivatives, Recommanded Product: Morpholine-4-carbothioamide, the publication is Journal of the American Chemical Society (1960), 5755-6, database is CAplus.

cf. CA 54, 7574h; 55, 7476f. In order to show anomalous rotatory dispersion, carboxylic acids must be converted to derivatives containing a chromophore. The acyl thioureas, RCONHCSNR’₂, were suitable, especially when NR’₂ = morpholino; they showed pos. Cotton effects when R belonged to the L series, neg. when R was D. In a typical preparation, the acid chloride from 120 mg. dehydroabietic acid and excess SOCl₂ was refluxed 1 hr. with 44 mg. KSCN in 4 cc. Me₂CO. Morpholine (0.6 cc.) was added, heating continued 10 min., and the mixture kept overnight. Removal of solvent, addition of H₂O and dilute acid, and extraction with Et₂O yielded 86% dehydroabietyl morpholinothiocarbamide, m. 102-4° (hexane), λ (MeOH) 282 and 340 mμ, log ε 4.16 and 2.41. This derivative showed a pos. Cotton effect, while that of acetoxypodocarpic acid showed a neg. one; the 2 substances differed stereochem. only in configuration at the center adjacent to the CO₂H.

Journal of the American Chemical Society 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, Recommanded Product: Morpholine-4-carbothioamide.

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

Sathyanarayana, Pochampalli published the artcileIodine-catalyzed oxidative C-C bond cleavage for benzoic acids and benzamides from alkyl aryl ketones, Recommanded Product: 2,4-Dichlorobenzamide, the publication is RSC Advances (2016), 6(27), 22749-22753, database is CAplus.

Iodine-catalyzed oxidative C-C bond cleavage has been performed for the facile synthesis of both benzoic acids and benzamides from readily available alkyl aryl ketones. Addnl. benzylidene acetones and phenylacetylenes were also converted to the corresponding aromatic acids under the same conditions. This approach features the use of inexpensive iodine as a catalyst, broad substrate scope and open air conditions.

RSC Advances published new progress about 2447-79-2. 2447-79-2 belongs to amides-buliding-blocks, auxiliary class Chloride,Amine,Benzene,Amide, name is 2,4-Dichlorobenzamide, and the molecular formula is C7H5Cl2NO, Recommanded Product: 2,4-Dichlorobenzamide.

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

Herder, Martin published the artcileSwitching with orthogonal stimuli: electrochemical ring-closure and photochemical ring-opening of bis(thiazolyl)maleimides, Application of Morpholine-4-carbothioamide, the publication is Chemical Science (2013), 4(3), 1028-1040, database is CAplus.

The photochem. as well as electrochem. of novel donor-acceptor bis(morpholinothiazolyl)-maleimides has been investigated. Proper substitution of these diarylethene-type mol. switches leads to the unique situation in which their ring-closure can only be accomplished electrochem., while ring-opening can only be achieved photochem. Hence, these switches operate with orthogonal stimuli, i.e. redox potential and light, resp. The switch system could be optimized by introducing trifluoromethyl groups at the reactive carbon atoms in order to avoid byproduct formation during oxidative ring closure. Both photochem. and electrochem. pathways were investigated for methylated, trifluoromethylated, and nonsym. bis(morpholinothiazolyl)maleimides as well as the bis(morpholinothiazolyl)cyclopentene reference compound With the aid of the nonsym. “mixed” derivative, the mechanism of electrochem. driven ring closure could be elucidated and seems to proceed via a dicationic intermediate generated by two-fold oxidation All exptl. work has been complemented by d. functional theory that provides detailed insights into the thermodn. of the ring-open and closed forms, the nature of their excited states, and the reactivity of their neutral as well as ionized species in different electronic configurations. The particular diarylethene systems described herein could serve in multifunctional (logic) devices operated by different stimuli (inputs) and may pave the way to converting light into elec. energy via photoinduced “pumping” of redox-active meta-stable states.

Chemical Science 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 of Morpholine-4-carbothioamide.

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