Month: November 2022

Mao, Shuhua published the artcile(RuBpy₃)²⁺-bisterpyridinyl triangle promoted singlet oxygen (¹O₂) photosensitization for fast oxidation of sulfur mustard simulant, Quality Control of 826-36-8, the publication is Inorganic Chemistry Communications (2022), 109090, database is CAplus.

(RuBpy₃)²⁺-bisterpyridine-based metallacycle T photosensitizer was prepared by a facile single-step self-assembly process. Supramol. self-assembly strategy greatly improved metallacycle T’s photosensitized ability due to its enhanced light-harvesting capability, smaller energy gap (ΔE_ST) between lowest excited singlet state (S1) and lowest excited triplet state (T1) along with excellent solubility which exhibiting higher efficiency for singlet oxygen (¹O₂) production than the ligand L and its pendant [(RuBpy₃)²⁺·2PF₆^–]. In the practical photo-driven degradation of sulfur mustard simulant (2-chloroethyl Et sulfide, CEES), full conversion of toxic CEES to nontoxic CEESO was achieved by metallacycle T with an extremely fast lifetime of 90 s (half lifetime t_1/2 = 25 s) and 100% selectivity (without formation of highly toxic CEESO₂), while ligand L and [(RuBpy₃)²⁺·2PF₆^–] needed 130 s and 330 s, resp. This study demonstrated terpyridine-based novel supermols. can serve as efficient scaffolds for effective enhancement of photosensitization.

Inorganic Chemistry Communications published new progress about 826-36-8. 826-36-8 belongs to piperidines, auxiliary class Natural product, name is 2,2,6,6-Tetramethylpiperidin-4-one, and the molecular formula is C9H17NO, Quality Control of 826-36-8.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Jiang, Baishan published the artcileStructure-activity relationship study of THZ531 derivatives enables the discovery of BSJ-01-175 as a dual CDK12/13 covalent inhibitor with efficacy in Ewing sarcoma, Recommanded Product: (R,E)-N-(4-(3-((5-Chloro-4-(1H-indol-3-yl)pyrimidin-2-yl)amino)piperidine-1-carbonyl)phenyl)-4-(dimethylamino)but-2-enamide, the publication is European Journal of Medicinal Chemistry (2021), 113481, database is CAplus and MEDLINE.

Development of inhibitors targeting CDK12/13 is of increasing interest as a potential therapy for cancers as these compounds inhibit transcription of DNA damage response (DDR) genes. We previously described THZ531, a covalent inhibitor with selectivity for CDK12/13. In order to elucidate structure-activity relationship (SAR), we have undertaken a medicinal chem. campaign and established a focused library of THZ531 analogs. Among these analogs, BSJ-01-175 demonstrates exquisite selectivity, potent inhibition of RNA polymerase II phosphorylation, and downregulation of CDK12-targeted genes in cancer cells. A 3.0 Å co-crystal structure with CDK12/CycK provides a structural rational for selective targeting of Cys1039 located in a C-terminal extension from the kinase domain. With moderate pharmacokinetic properties, BSJ-01-175 exhibits efficacy against an Ewing sarcoma tumor growth in a patient-derived xenograft (PDX) mouse model following 10 mg/kg once a day, i.p. administration. Taken together, BSJ-01-175 represents the first selective CDK12/13 covalent inhibitor with in vivo efficacy reported to date.

European Journal of Medicinal Chemistry published new progress about 1702809-17-3. 1702809-17-3 belongs to piperidines, auxiliary class Cell Cycle,CDK, name is (R,E)-N-(4-(3-((5-Chloro-4-(1H-indol-3-yl)pyrimidin-2-yl)amino)piperidine-1-carbonyl)phenyl)-4-(dimethylamino)but-2-enamide, and the molecular formula is C30H32ClN7O2, Recommanded Product: (R,E)-N-(4-(3-((5-Chloro-4-(1H-indol-3-yl)pyrimidin-2-yl)amino)piperidine-1-carbonyl)phenyl)-4-(dimethylamino)but-2-enamide.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Browne, Christopher M. published the artcileA chemoproteomic strategy for direct and proteome-wide covalent inhibitor target-site identification, HPLC of Formula: 1702809-17-3, the publication is Journal of the American Chemical Society (2019), 141(1), 191-203, database is CAplus and MEDLINE.

Despite recent clin. successes for irreversible drugs, potential toxicities mediated by unpredictable modification of off-target cysteines represents a major hurdle for expansion of covalent drug programs. Understanding the proteome-wide binding profile of covalent inhibitors can significantly accelerate their development; however, current mass spectrometry strategies typically do not provide a direct, amino acid level readout of covalent activity for complex, selective inhibitors. Here we report the development of CITe-Id, a novel chemoproteomic approach that employs covalent pharmacol. inhibitors as enrichment reagents in combination with an optimized proteomic platform to directly quantify dose-dependent binding at cysteine-thiols across the proteome. CITe-Id anal. of our irreversible CDK inhibitor THZ1 identified dose-dependent covalent modification of several unexpected kinases, including a previously unannotated cysteine (C840) on the understudied kinase PKN3. These data streamlined our development of JZ128 as a new selective covalent inhibitor of PKN3. Using JZ128 as a probe compound, we identified novel potential PKN3 substrates, thus offering an initial mol. view of PKN3 cellular activity. CITe-Id provides a powerful complement to current chemoproteomic platforms to characterize the selectivity of covalent inhibitors, identify new, pharmacol. addressable cysteine-thiols, and inform structure-based drug design programs.

Journal of the American Chemical Society published new progress about 1702809-17-3. 1702809-17-3 belongs to piperidines, auxiliary class Cell Cycle,CDK, name is (R,E)-N-(4-(3-((5-Chloro-4-(1H-indol-3-yl)pyrimidin-2-yl)amino)piperidine-1-carbonyl)phenyl)-4-(dimethylamino)but-2-enamide, and the molecular formula is C30H32ClN7O2, HPLC of Formula: 1702809-17-3.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Wang, Yi published the artcileActivation of peroxydisulfate using N-doped carbon-encapsulated Ni species for efficient degradation of tetracycline, Computed Properties of 826-36-8, the publication is Separation and Purification Technology (2021), 119369, database is CAplus.

In this study, N-doped porous carbon materials embedded with NiNx species (Ni@NC) were fabricated via the pyrolysis of Ni-doped zeolitic imidazolate frameworks-8 (ZIF-8) at the temperature of 900°C. The obtained Ni@NC-1 catalyst exhibited excellent activity in activating the peroxydisulfate (PDS) that was used for removing tetracycline (TC). The catalytic system exhibited good stability, wide pH adaptation, and high resistance to the operational environment. It was supposed that NiNx species could attach to PDS and act as electron acceptors to receive the electrons for activating the PDS, thus generating highly reactive superoxide radicals (·O-2) and singlet oxygen (1O2) species for rapid degradation of TC. The electron transfer and dissolved oxygen-derived ·O-2 were also responsible for the degradation of TC. In addition, the Ni@NC-1/PDS system exhibited high efficiency for removing oxytetracycline, ciprofloxacin, or levofloxacin. The results of this study would promote the design of other MOFs-derived carbon-encapsulated metal species for efficiently activating persulfate to remove antibiotics from the wastewater.

Separation and Purification Technology published new progress about 826-36-8. 826-36-8 belongs to piperidines, auxiliary class Natural product, name is 2,2,6,6-Tetramethylpiperidin-4-one, and the molecular formula is C7H7IN2O, Computed Properties of 826-36-8.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Heuckendorff, Mads published the artcileOn the Gluco/Manno Paradox: Practical α-Glucosylation by NIS/TfOH Activation of 4,6-O-Tethered Thioglucoside Donors, COA of Formula: C11H15NOS, the publication is European Journal of Organic Chemistry (2016), 2016(30), 5136-5145, database is CAplus.

A practical protocol for obtaining α-glucosides was established. It was found that 4,6-O-benzylidene or 4,6-O-(di-tert-butylsilylene) tethering of glucosyl donors of the thioglycoside type enables highly α-selective glucosylation under conditions of N-iodosuccinimide (NIS)/triflic acid (TfOH) activation. The α-glucosylation were further found to be largely independent of promoter system, temperature, leaving group and anomeric configuration. The results are discussed in the context of the Glucose/Mannose paradox in glycosylation chem.

European Journal of Organic Chemistry published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C11H15NOS, COA of Formula: C11H15NOS.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Crich, David published the artcileStereocontrolled Formation of β-Glucosides and Related Linkages in the Absence of Neighboring Group Participation: Influence of a trans-Fused 2,3-O-Carbonate Group, Related Products of piperidines, the publication is Journal of Organic Chemistry (2005), 70(18), 7252-7259, database is CAplus and MEDLINE.

Ph 4,6-di-O-benzyl-2,3-O-carbonyl-β-D-glucothiopyranoside and the regio-isomeric Ph 2,6-di-O-benzyl-3,4-O-carbonyl-β-D-glucothiopyranoside were prepared and studied as glucosyl donors at -60 °C in dichloromethane with pre-activation by 1-benzenesulfinyl piperidine before addition of the acceptor alc. The 2,3-O-carbonate protected donor showed moderate to excellent β-selectivity under these conditions depending on the acceptor employed, thereby providing a means for 1,2-trans-equatorial glycosidic bonds without recourse to neighboring group participation and its associated problem of ortho ester formation. In contrast, the 3,4-O-carbonate protected donor showed moderate to no β-selectivity under the conditions employed. The results obtained in this study with carbonate protected glucopyranosyl donors are contrasted with those obtained previously in the manno- and rhamnopyranosyl series when the 2,3-O-carbonate protected is α-selective and the 3,4-O-carbonate is β-selective.

Journal of Organic Chemistry published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C11H15NOS, Related Products of piperidines.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Vastyl, Michal published the artcileA case study on microwave pyrolysis of waste tyres and cocoa pod husk; effect on quantity and quality of utilizable products, HPLC of Formula: 826-36-8, the publication is Journal of Environmental Chemical Engineering (2022), 10(1), 106917, database is CAplus.

Disposal of huge amounts of diverse wastes for reduced costs accompanied with gaining of energy and valuable chems. is an eager topic in waste-to-energy and fuel business. Microwave pyrolysis is a thermochem. route providing such benefits. Waste scrap tyres (ST) and cocoa pod husk (CPH) as polymer and biomass representatives were pyrolyzed in microwave reactor at 440 W power for 30 min. Quantity and quality of pyrolysis products (gas, oil, and carbon black) were investigated. It was revealed, while set microwave pyrolysis conditions are sufficient for maximum decomposition of ST to pyrolysis products, it is necessary to optimize them for CPH. The gas produced by microwave pyrolysis of ST contains more H2 and CH4 than from conventional pyrolysis, thus, microwave pyrolysis is an effective tool for production of a fuel gas. The oil obtained by ST microwave pyrolysis is a complex mixture of mostly nonpolar aromatic compounds (toluene, benzene, limonene, styrene, o-xylene), while the oil obtained by CPH microwave pyrolysis contains mainly p-cresol, phenol and its derivatives The ST-derived carbon black shows a well-established large-volume mesoporous-macroporous structure. The CPH-derived carbon black is a low-volume macroporous material with very well-developed microporosity. A higher gross calorific value of microwave ST-derived carbon black in comparison to conventionally prepared one is caused by its higher graphitization rate. Since the surface of ST-derived carbon black is more polar than CPH-derived one and with respect to chem. purity, it could be more suitable adsorbent for polar volatile organic compounds from gaseous emissions. It is necessary to develop a microporosity in ST-derived carbon black.

Journal of Environmental Chemical Engineering published new progress about 826-36-8. 826-36-8 belongs to piperidines, auxiliary class Natural product, name is 2,2,6,6-Tetramethylpiperidin-4-one, and the molecular formula is C11H9ClN2O, HPLC of Formula: 826-36-8.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Ma, Winson M. J. published the artcileSynthesis of Amines with Pendant Boronic Esters by Borrowing Hydrogen Catalysis, Application of 1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperidine, the publication is Organic Letters (2013), 15(18), 4850-4853, database is CAplus and MEDLINE.

Amine alkylation reactions of alcs. were performed in the presence of boronic ester groups to provide products which are known for their use as mol. sensors. E.g., reaction of (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol with morpholine in the presence of 2.5 mol% [Ru(p-cymene)Cl₂]₂ and 5 mol% DPEphos ligand in xylene/Na₂CO₃ at 155° to give (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)morpholine in 84% yield. The boronic ester moiety could be present in either the alc. or amine starting material and was not compromised in the presence of a Ru catalyst.

Organic Letters published new progress about 859833-21-9. 859833-21-9 belongs to piperidines, auxiliary class Piperidine,Boronic acid and ester,Benzene,Boronic Acids,Boronate Esters, name is 1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperidine, and the molecular formula is C18H28BNO2, Application of 1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperidine.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Robles, Omar published the artcileNovel Piperidinyl-Azetidines as Potent and Selective CCR4 Antagonists Elicit Antitumor Response as a Single Agent and in Combination with Checkpoint Inhibitors, HPLC of Formula: 1251006-73-1, the publication is Journal of Medicinal Chemistry (2020), 63(15), 8584-8607, database is CAplus and MEDLINE.

The C-C chemokine receptor 4 (CCR4) is broadly expressed on regulatory T cells (T_reg) as well as other circulating and tissue-resident T cells. T_reg can be recruited to the tumor microenvironment (TME) through the C-C chemokines CCL17 and CCL22. T_reg accumulation in the TME has been shown to dampen the antitumor immune response and is thought to be an important driver in tumor immune evasion. Preclin. and clin. data suggest that reducing the T_reg population in the TME can potentiate the antitumor immune response of checkpoint inhibitors. We have developed small-mol. antagonists of CCR4, featuring a novel piperidinyl-azetidine motif, that inhibit the recruitment of T_reg into the TME and elicit antitumor responses as a single agent or in combination with an immune checkpoint blockade. The discovery of these potent, selective, and orally bioavailable CCR4 antagonists(I), and their activity in in vitro and in vivo models, is described herein.

Journal of Medicinal Chemistry published new progress about 1251006-73-1. 1251006-73-1 belongs to piperidines, auxiliary class Azetidine,Piperidine,Amide, name is tert-Butyl 3-(piperidin-3-yl)azetidine-1-carboxylate, and the molecular formula is C13H24N2O2, HPLC of Formula: 1251006-73-1.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Ohira, Kazuki published the artcileDevelopment of phenazine-2,3-diol-based photosensitizers: effect of formyl groups on singlet oxygen generation, Quality Control of 826-36-8, the publication is Materials Chemistry Frontiers (2021), 5(14), 5298-5304, database is CAplus.

Phenazine-2,3-diol derivatives KO-0-3, which have zero to three formyl groups, resp., have been developed as photosensitizers (PSs) possessing the ability to generate singlet oxygen (1O2). The photoabsorption bands of KO-0-3 are significantly red-shifted compared to those of phenazine-2,3-MOM (methoxymethyl) derivatives 5-8, whose hydroxy and formyl groups are protected, and have onsets at around 600-650 nm. Furthermore, the fluorescence quantum yields (Φfl) of KO-0-3 (Φfl = 0.024-0.097) are lower than those of 5-8 (Φfl = 0.34-0.46) in solution To gain insight into the 1O2 generation properties of KO-0-3, we evaluated the 1O2 quantum yields (ΦΔ) and rate constants (kobs), and demonstrated that KO-1-3 possess a higher ability to generate 1O2 under visible light irradiation than those of 5-8. Moreover, it was found that the ΦΔ values of KO-0-3 increase in the order of KO-0 (0.036) < KO-1 (0.22) < KO-2 (0.33) < KO-3 (0.41) with increasing number of formyl groups. This result indicates that formyl groups facilitate the intersystem crossing (ISC) from the lowest singlet excited states of the PSs (S1) to the triplet excited states (Tn) according to El-Sayed′s rule. Consequently, this work provides useful knowledge in mol. design of efficient phenazine-2,3-diol-based PSs for photodynamic therapy (PDT).

Materials Chemistry Frontiers published new progress about 826-36-8. 826-36-8 belongs to piperidines, auxiliary class Natural product, name is 2,2,6,6-Tetramethylpiperidin-4-one, and the molecular formula is C9H17NO, Quality Control of 826-36-8.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem