Month: December 2022

Nokihara, Kiyoshi published the artcileImproved coupling methods for the difficult amide-bond formation in solid-phase assembly, Formula: C40H35N7O8, the publication is Peptide Science (2013), 167-170, database is CAplus.

A symposium report. In the solid-phase peptide synthesis certain peptides are difficult to assemble because of steric hindrance and aggregation of mols., more over in such case removal of Nα-Fmoc group (Fmoc = 9-fluorenylmethoxycarbonyl) is also hindered. Yield and purity of desired peptides after cleavage are important for economical aspects, especially amide bond formation with costly unnatural amino acids as building blocks. The present report describes amide bond formation by elevated temperature to overcome poor coupling efficiency and to realize shorter coupling times. Addnl. racemization during Fmoc-removal at elevated temperature is also investigated.

Peptide Science 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, Formula: C40H35N7O8.

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

Gasser, Gilles published the artcileSynthesis, characterisation and bioimaging of a fluorescent rhenium-containing PNA bioconjugate, COA of Formula: C40H35N7O8, the publication is Dalton Transactions (2012), 41(8), 2304-2313, database is CAplus and MEDLINE.

A new rhenium tricarbonyl complex of a bis(quinoline)-derived ligand (2-azido-N,N-bis((quinolin-2-yl)methyl)ethanamine, L-N₃), namely [Re(CO)₃(L-N₃)]Br was synthesized and characterized in-depth, including by x-ray crystallog. [Re(CO)₃(L-N₃)]Br exhibits a strong UV absorbance in the range 300-400 nm with a maximum at 322 nm, and upon photoexcitation, shows two distinct emission bands at about 430 and 560 nm in various solvents (water, ethylene glycol). [Re(CO)₃(L-N₃)]Br could be conjugated, on a solid phase, to a peptide nucleic acid (PNA) oligomer using the copper(I)-catalyzed azide-alkyne cycloaddition reaction (Cu-AAC, “click” chem.) and an alkyne-containing PNA building block to give Re-PNA. It was demonstrated that upon hybridization with a complementary DNA strand (DNA), the position of the maxima and emission intensity for the hybrid Re-PNA·DNA remained mainly unchanged compared to those of the single strand Re-PNA. The rhenium-containing PNA oligomer Re-PNA could be then mediated in living cells where they have been shown to be nontoxic contrary to the general notion that organometallic compounds are usually unstable under physiol. conditions and/or cytotoxic. Furthermore, Re-PNA could be detected in living cells using fluorescent microscopy.

Dalton Transactions 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, COA of Formula: C40H35N7O8.

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

Han, Zhenfu published the artcileLead Optimization Studies on FimH Antagonists: Discovery of Potent and Orally Bioavailable Ortho-Substituted Biphenyl Mannosides, Computed Properties of 1197171-76-8, the publication is Journal of Medicinal Chemistry (2012), 55(8), 3945-3959, database is CAplus and MEDLINE.

Herein, we describe the X-ray structure-based design and optimization of biaryl mannoside FimH inhibitors. Diverse modifications to the biaryl ring to improve druglike phys. and pharmacokinetic properties of mannosides were assessed for FimH binding affinity based on their effects on hemagglutination and biofilm formation along with direct FimH binding assays. Substitution on the mannoside Ph ring ortho to the glycosidic bond results in large potency enhancements several-fold higher than those of corresponding unsubstituted matched pairs and can be rationalized from increased hydrophobic interactions with the FimH hydrophobic ridge (Ile13) or “tyrosine gate” (Tyr137 and Tyr48) also lined by Ile52. The lead mannosides have increased metabolic stability and oral bioavailability as determined from in vitro PAMPA predictive model of cellular permeability and in vivo pharmacokinetic studies in mice, thereby representing advanced preclin. candidates with promising potential as novel therapeutics for the clin. treatment and prevention of recurring urinary tract infections.

Journal of Medicinal Chemistry 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, Computed Properties of 1197171-76-8.

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

Cusumano, Corinne K. published the artcileTreatment and prevention of urinary tract infection with orally active FimH inhibitors, Recommanded Product: N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide, the publication is Science Translational Medicine (2011), 3(109), ra115, 10 pp., database is CAplus and MEDLINE.

Chronic and recurrent urinary tract infections pose a serious medical problem because there are few effective treatment options. Patients with chronic urinary tract infections are commonly treated with long-term prophylactic antibiotics that promote the development of antibiotic-resistant forms of uropathogenic Escherichia coli (UPEC), further complicating treatment. We developed small-mol. weight compounds termed mannosides that specifically inhibit the FimH type 1 pilus lectin of UPEC, which mediates bacterial colonization, invasion, and formation of recalcitrant intracellular bacterial communities in the bladder epithelium. Here, we optimized these compounds for oral bioavailability and demonstrated their fast-acting efficacy in treating chronic urinary tract infections in a preclin. murine model. These compounds also prevented infection in vivo when given prophylactically and strongly potentiated the activity of the current standard of care therapy, trimethoprim-sulfamethoxazole, against clin. resistant PBC-1 UPEC bacteria. These compounds have therapeutic efficacy after oral administration for the treatment of established urinary tract infections in vivo. Their unique mechanism of action-targeting the pilus tip adhesin FimH-circumvents the conventional requirement for drug penetration of the outer membrane, minimizing the potential for the development of resistance. The small-mol. weight compounds described herein promise to provide substantial benefit to women suffering from chronic and recurrent urinary tract infections.

Science Translational Medicine 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, Recommanded Product: N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide.

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

Bravo-Zhivotovskii, D. A. published the artcileReactions of triethylgermyllithium with N,N-dialkylamides of carboxylic acids, Product Details of C6H10F3NO, the publication is Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya (1982), 949-51, database is CAplus.

Reaction of Et₃Geli with RCONR¹₂ (R = Ph, R¹ = Et; R = Me, Me₃C, R¹ = Me) gave RCOGeEt₃ (I) and products from the reaction of I with the formed Li derivatives

Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya 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, Product Details of C6H10F3NO.

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

Bravo-Zhivotovskii, D. A. published the artcileReaction of triethylgermyllithium with N,N-dialkylamides of carboxylic acids, Application In Synthesis of 360-92-9, the publication is Zhurnal Obshchei Khimii (1983), 53(8), 1838-43, database is CAplus.

The title reaction gives the corresponding acylgermanes. The regioselectivity of the reaction depends on the nature of the acyl fragment, the solvent and temperature Thus, reaction of Et₃GeLi with BzNEt₂ in hexane at 20° gave 88% BzGeEt₃.

Zhurnal Obshchei Khimii 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, Application In Synthesis of 360-92-9.

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

Bravo-Zhivotovskii, D. A. published the artcileReactions of triethylgermyllithium with N,N-dialkylated carboxamides, Related Products of amides-buliding-blocks, the publication is Journal of Organometallic Chemistry (1983), 248(1), 51-60, database is CAplus.

AcNMe₂, Me₃CCONMe₂, F₃CCONEt₂ and BzNEt₂ reacted with Et₃GeLi, which is made from (Et₃Ge)₂Hg and Li in hexane, to give the corresponding acyltriethylgermanes as the principal product. The regioselectivity depends markedly on the reaction conditions and the nature of the acyl fragment of amides. Thus, Et₃GeLi reacted with AcNMe₂ as metalating agent to give LiCH₂CONMe₂ in THF. Mechanistic interpretations of these results are discussed.

Journal of Organometallic 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, Related Products of amides-buliding-blocks.

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

Huang, Sheng-Yin published the artcileA turn-on luminescent europium probe for cyanide detection in water, Category: amides-buliding-blocks, the publication is Chemical Communications (Cambridge, United Kingdom) (2018), 54(66), 9210-9213, database is CAplus and MEDLINE.

A luminescent europium probe that responds to cyanide directly in water with a large nine-fold turn-on of the Eu^III centered time-gated luminescence is presented. Unlike other CN^– probes reported, the mechanism of action of Eu^III-Lys-HOPO does not rely on reaction of CN^– with the probe, but on direct coordination of CN^– to the Eu^III ion concomitant with displacement of three inner-sphere water mols. This unusual coordination of CN^– with a lanthanide ion in aqueous solution was confirmed by luminescence lifetime measurements.

Chemical Communications (Cambridge, United Kingdom) 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, Category: amides-buliding-blocks.

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

Yang, Jianzhong published the artcile3H-1,2,4-Dithiazol-3-one compounds as novel potential affordable antitubercular agents, Product Details of C8H9NOS, the publication is Bioorganic & Medicinal Chemistry Letters (2013), 23(5), 1424-1427, database is CAplus and MEDLINE.

Small mols. with oxathiazol-2-one moiety were recently reported as potent inhibitors of Mycobacterium bovis var. bacilli Calmette-Guerin (BCG), among which HT1171 (I) was the most potent and selective proteasome inhibitor. Herein we synthesized a series of novel compounds by bioisosteric replacement of the oxathiazol-2-one ring with 3H-1,2,4-dithiazol-3-one, and also fifteen 1,3,4-oxathiazol-2-one mols. in order for potency comparison and structure-activity relationship elucidation since their antibacterial effects on the virulent strains were not evaluated before. All the compounds were assessed for antitubercular activities on the virulent H37Rv strain by a serial dilution method. Among the tested compounds, 3H-1,2,4-dithiazol-3-one derivative II was found to be the most active with a lowest MIC₉₀ value of 1 μg/mL. Furthermore, the cytotoxicities of all the compounds against normal human liver cell line L02 were determined by an MTT method. Compound II displayed a lower inhibitory ratio than HT1171 at the concentration of 100 μM, indicating its better safety profile.

Bioorganic & Medicinal Chemistry Letters published new progress about 64559-06-4. 64559-06-4 belongs to amides-buliding-blocks, auxiliary class Amine,Benzene,Amide,Ether, name is 3-Methoxybenzothioamide, and the molecular formula is C27H39ClN2, Product Details of C8H9NOS.

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

Fang, Danxuan published the artcileStable, Bioresponsive, and Macrophage-Evading Polyurethane Micelles Containing an Anionic Tripeptide Chain Extender, HPLC of Formula: 2418-95-3, the publication is ACS Omega (2019), 4(15), 16551-16563, database is CAplus and MEDLINE.

Polymeric nanocarriers have been extensively used in medicinal applications for drug delivery. However, i.v. nanocarriers circulating in the blood will be rapidly cleared from the mononuclear macrophage system. The surface physicochem. characterizations of nanocarriers are the primary factors to determine their fate in vivo, such as evading the reticuloendothelial system, exhibiting long blood circulation times, and accumulating in the targeted site. In this work, we develop a series of polyurethane micelles containing segments of an anionic tripeptide, hydrophilic mPEG, and disulfide bonds. It is found that the long hydrophilic mPEG can shield the micellar surface and have a synergistic effect with the neg. charged tripeptide to minimize macrophage phagocytosis. Meanwhile, the disulfide bond can rapidly respond to the intracellular reduction environment, leading to the acceleration of drug release and improvement of the therapeutic effect. Our results verify that these anionic polyurethane micelles hold great potential in the development of the stealth immune system and controllable intracellular drug transporters.

ACS Omega 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, HPLC of Formula: 2418-95-3.

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