Month: November 2022

Kice, John L. published the artcileReactivity of nucleophiles toward and the site of nucleophilic attack on phenyl benzenethiolsulfinate, Formula: C11H15NOS, the publication is Journal of Organic Chemistry (1979), 44(12), 1918-23, database is CAplus.

The reactivity of 12 common nucleophiles toward PhS(O)SPh (I) was measured and compared with their reactivity toward PhSO₂SPh (II) under the same conditions. Whether nucleophilic attack on I occurs preferentially on the di- or tetravalent S was determined for those nucleophiles where the nature and stability of the substitution make this possible. Most nucleophiles attack the sulfenyl rather than the sulfinyl S. Besides being the 1 type of nucleophile that prefers to attack the sulfinyl S I, oxyanions (e.g., MeO^–, OH) are also the 1 type of nucleophile that reacts with I at a rate closely comparable to that with II. All other types of nucleophiles are much less reactive toward I than toward II, the magnitude of the effect ranging from a factor of 20-40 for CN^–, SO₃^2- and PhS^– to a factor of 400-700 for common amines. The very low reactivity of amines and N^–₃ ion toward I may result from attack of the nucleophile not being the rate-determining step in these particular substitutions.

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, Formula: C11H15NOS.

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

Pei, Dan-Ni published the artcileIn situ organic Fenton-like catalysis triggered by anodic polymeric intermediates for electrochemical water purification, COA of Formula: C9H17NO, the publication is Proceedings of the National Academy of Sciences of the United States of America (2020), 117(49), 30966-30972, database is CAplus and MEDLINE.

Organic Fenton-like catalysis was recently developed for water purification, but redox-active compounds have to be ex situ added as oxidant activators, causing secondary pollution problem. Electrochem. oxidation is widely used for pollutant degradation, but suffers from severe electrode fouling caused by high-resistance polymeric intermediates. Herein, the authors develop an in situ organic Fenton-like catalysis by using the redox-active polymeric intermediates, e.g., benzoquinone, hydroquinone, and quinhydrone, generated in electrochem. pollutant oxidation as H2O2 activators. By taking phenol as a target pollutant, the in situ organic Fenton-like catalysis not only improves pollutant degradation, but also refreshes working electrode with a better catalytic stability. Both 1O2 nonradical and A·OH radical are generated in the anodic phenol conversion in the in situ organic Fenton-like catalysis. The authors’ findings might provide a new opportunity to develop a simple, efficient, and cost-effective strategy for electrochem. water purification

Proceedings of the National Academy of Sciences of the United States of America 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, COA of Formula: C9H17NO.

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

Sun, Qianqian published the artcileH₂O₂/O₂ self-supplementing and GSH-depleting Ca²⁺ nanogenerator with hyperthermia-triggered, TME-responsive capacities for combination cancer therapy, Name: 2,2,6,6-Tetramethylpiperidin-4-one, the publication is Chemical Engineering Journal (Amsterdam, Netherlands) (2021), 131485, database is CAplus.

The tumor microenvironment (TME) is complex in composition and unique in nature, and is closely related to the growth, invasion and metastasis of tumor cells. Improving and remodeling the TME to return it to a normalized state can fundamentally disrupt the environment and/or nutrient supply on which tumor cells depend. To achieve this goal, based on the unique physicochem. properties and biol. effects of CaO₂, we designed and constructed a Ca²⁺ nanogenerator (named as CaO₂-Cu/ICG@PCM) that enables H₂O₂/O₂ self-supplementation and GSH depletion. The 808 nm laser induces the heat generation of photosensitizer indocyanine green (ICG) to initiate a series of reactions, followed by the production of copper ions, H₂O₂, O₂ and large amounts of Ca²⁺, which can eventually lead to the combined treatment of photodynamic therapy (PDT), chemodynamic therapy (CDT) and calcium overload. Addnl., the reaction process is accompanied by the generation of Ca(OH)₂, which greatly improves the acidic environment of TME and effectively promotes the oxidation process of GSH by H₂O₂, achieving the purpose of remodeling TME. It is worth mentioning that a large amount of free Ca²⁺ accumulating in tumor cells can rapidly initiate the process of calcium overload and calcification, which can not only play a role in tumor suppression, but also assist CT imaging to detect the effect of treatment. Thus, CaO₂-Cu/ICG@PCM could be a promising candidate for bioimaging and tumor therapy.

Chemical Engineering Journal (Amsterdam, Netherlands) 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 C8H6F3NO, Name: 2,2,6,6-Tetramethylpiperidin-4-one.

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

Li, Wei published the artcileEfficient activation of peroxydisulfate (PDS) by rice straw biochar modified by copper oxide (RSBC-CuO) for the degradation of phenacetin (PNT), Recommanded Product: 2,2,6,6-Tetramethylpiperidin-4-one, the publication is Chemical Engineering Journal (Amsterdam, Netherlands) (2020), 125094, database is CAplus.

Rice straw biochar modified by copper oxide (RSBC-CuO), successfully prepared using a hydrothermal method, was used as a catalyst for organic pollutant degradation by peroxydisulfate (PDS). RSBC-CuO activated PDS exhibited outstanding performance for phenacetin (PNT) decomposition ESR confirmed that reactive oxygen species included SO₄^–, OH^–, O₂^– radicals and singlet oxygen (¹O₂), which facilitated PNT degradation Scavenger experiments further confirmed ¹O₂ and O₂^– played the crucial role in PNT degradation RSBC-CuO also displayed excellent stability and reusability. The rate of PNT removal after four consecutive cycles declined slightly. The RSBC-CuO/PDS combination had universal degradation potential for various organic pollutants ( paracetamol, aniline, p-chlorobenzoic acid, sulfamethazine, 2,4,6-trichlorophenol) whose degradation efficiencies were 86-100% within 10-30 min. It was concluded that RSBC-CuO activated PDS is a novel. feasible approach to remove organic pollutants from aqueous solution

Chemical Engineering Journal (Amsterdam, Netherlands) 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, Recommanded Product: 2,2,6,6-Tetramethylpiperidin-4-one.

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

Codee, Jeroen D. C. published the artcilePh₂SO/Tf₂O: a Powerful Promotor System in Chemoselective Glycosylations Using Thio Glycosides, Synthetic Route of 4972-31-0, the publication is Organic Letters (2003), 5(9), 1519-1522, database is CAplus and MEDLINE.

Diphenylsulfoxide in combination with triflic anhydride provides a very potent thiophilic glycosylation promotor system, capable of activating disarmed thioglycosides. The usefulness of this novel thiophilic activator is illustrated in a successful chemoselective glycosylation sequence in which the donor thioglycoside in the first condensation step may be either armed or disarmed.

Organic Letters 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, Synthetic Route of 4972-31-0.

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

Bai, Yu published the artcileSynthesis of n-octyl 2,6-dideoxy-α-L-lyxo-hexopyranosyl-(1â†?)-3-amino-3-deoxy-β-D-galactopyranoside, an analog of the H-disaccharide antigen, Quality Control of 4972-31-0, the publication is Carbohydrate Research (2006), 341(10), 1702-1707, database is CAplus and MEDLINE.

The synthesis of an analog of the H-disaccharide antigen I, in which the galactopyranosyl moiety bears an amino group at C-3 and the fucopyranosyl residue is deoxygenated at C-2, is reported. The key reaction in the preparation of I was the glycosylation of an appropriately protected n-octyl 3-azido-3-deoxy-galactopyranoside derivative with a 2,6-dideoxy thioglycoside promoted by 1-(phenylsulfinyl)piperidine and triflic anhydride. Disaccharide I is of interest in studies directed towards understanding the mol. basis of substrate recognition by the blood group A and B glycosyltransferases.

Carbohydrate Research 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, Quality Control of 4972-31-0.

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

Tarumoto, Yusuke published the artcileSalt-inducible kinase inhibition suppresses acute myeloid leukemia progression in vivo, Formula: C32H34ClN7O3, the publication is Blood (2020), 135(1), 56-70, database is CAplus and MEDLINE.

Lineage-defining transcription factors (TFs) are compelling targets for leukemia therapy, yet they are among the most challenging proteins to modulate directly with small mols. We previously used CRISPR screening to identify a salt-inducible kinase 3 (SIK3) requirement for the growth of acute myeloid leukemia (AML) cell lines that overexpress the lineage TF myocyte enhancer factor (MEF2C). In this context, SIK3 maintains MEF2C function by directly phosphorylating histone deacetylase 4 (HDAC4), a repressive cofactor of MEF2C. In this study, we evaluated whether inhibition of SIK3 with the tool compound YKL-05-099 can suppress MEF2C function and attenuate disease progression in animal models of AML. Genetic targeting of SIK3 or MEF2C selectively suppressed the growth of transformed hematopoietic cells under in vitro and in vivo conditions. Similar phenotypes were obtained when cells were exposed to YKL-05-099, which caused cell-cycle arrest and apoptosis in MEF2C-expressing AML cell lines. An epigenomic anal. revealed that YKL-05-099 rapidly suppressed MEF2C function by altering the phosphorylation state and nuclear localization of HDAC4. Using a gatekeeper allele of SIK3, we found that the antiproliferative effects of YKL-05-099 occurred through on-target inhibition of SIK3 kinase activity. Based on these findings, we treated 2 different mouse models of MLL-AF9 AML with YKL-05-099, which attenuated disease progression in vivo and extended animal survival at well-tolerated doses. These findings validate SIK3 as a therapeutic target in MEF2C-addicted AML and provide a rationale for developing druglike inhibitors of SIK3 for definitive preclin. investigation and for studies in human patients.

Blood published new progress about 1936529-65-5. 1936529-65-5 belongs to piperidines, auxiliary class Immunology/Inflammation,SIK, name is 3-(2-Chloro-6-methylphenyl)-7-((2-methoxy-4-(1-methylpiperidin-4-yl)phenyl)amino)-1-(5-methoxypyridin-2-yl)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one, and the molecular formula is C2H2N3NaS, Formula: C32H34ClN7O3.

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

Wein, Marc N. published the artcileCorrigendum: SIKs control osteocyte responses to parathyroid hormone [Erratum to document cited in CA168:468243], Safety of 3-(2-Chloro-6-methylphenyl)-7-((2-methoxy-4-(1-methylpiperidin-4-yl)phenyl)amino)-1-(5-methoxypyridin-2-yl)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one, the publication is Nature Communications (2017), 14745, database is CAplus and MEDLINE.

In this article, there are errors in the labeling of the y axis in Fig. 1b, in which the labels â€?0â€? â€?00â€?′and â€?50â€?should have been â€?00â€? â€?,000â€?and â€?,500â€? resp. The corrected version of Figure 1 is provided.

Nature Communications published new progress about 1936529-65-5. 1936529-65-5 belongs to piperidines, auxiliary class Immunology/Inflammation,SIK, name is 3-(2-Chloro-6-methylphenyl)-7-((2-methoxy-4-(1-methylpiperidin-4-yl)phenyl)amino)-1-(5-methoxypyridin-2-yl)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one, and the molecular formula is C17H16O2, Safety of 3-(2-Chloro-6-methylphenyl)-7-((2-methoxy-4-(1-methylpiperidin-4-yl)phenyl)amino)-1-(5-methoxypyridin-2-yl)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one.

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

Wein, Marc N. published the artcileSIKs control osteocyte responses to parathyroid hormone, Name: 3-(2-Chloro-6-methylphenyl)-7-((2-methoxy-4-(1-methylpiperidin-4-yl)phenyl)amino)-1-(5-methoxypyridin-2-yl)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one, the publication is Nature Communications (2016), 13176, database is CAplus and MEDLINE.

Parathyroid hormone (PTH) activates receptors on osteocytes to orchestrate bone formation and resorption. Here we show that PTH inhibition of SOST (sclerostin), a WNT antagonist, requires HDAC4 and HDAC5, whereas PTH stimulation of RANKL, a stimulator of bone resorption, requires CRTC2. Salt inducible kinases (SIKs) control subcellular localization of HDAC4/5 and CRTC2. PTH regulates both HDAC4/5 and CRTC2 localization via phosphorylation and inhibition of SIK2. Like PTH, new small mol. SIK inhibitors cause decreased phosphorylation and increased nuclear translocation of HDAC4/5 and CRTC2. SIK inhibition mimics many of the effects of PTH in osteocytes as assessed by RNA-seq in cultured osteocytes and following in vivo administration. Once daily treatment with the small mol. SIK inhibitor YKL-05-099 increases bone formation and bone mass. Therefore, a major arm of PTH signalling in osteocytes involves SIK inhibition, and small mol. SIK inhibitors may be applied therapeutically to mimic skeletal effects of PTH.

Nature Communications published new progress about 1936529-65-5. 1936529-65-5 belongs to piperidines, auxiliary class Immunology/Inflammation,SIK, name is 3-(2-Chloro-6-methylphenyl)-7-((2-methoxy-4-(1-methylpiperidin-4-yl)phenyl)amino)-1-(5-methoxypyridin-2-yl)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one, and the molecular formula is C8H15NO, Name: 3-(2-Chloro-6-methylphenyl)-7-((2-methoxy-4-(1-methylpiperidin-4-yl)phenyl)amino)-1-(5-methoxypyridin-2-yl)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one.

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

Sundberg, Thomas B. published the artcileDevelopment of Chemical Probes for Investigation of Salt-Inducible Kinase Function in Vivo, Category: piperidines, the publication is ACS Chemical Biology (2016), 11(8), 2105-2111, database is CAplus and MEDLINE.

Salt-inducible kinases (SIKs) are promising therapeutic targets for modulating cytokine responses during innate immune activation. The study of SIK inhibition in animal models of disease has been limited by the lack of selective small-mol. probes suitable for modulating SIK function in vivo. We used the pan-SIK inhibitor HG-9-91-01 as a starting point to develop improved analogs, yielding a novel probe 5 (YKL-05-099) that displays increased selectivity for SIKs vs. other kinases and enhanced pharmacokinetic properties. Well-tolerated doses of YKL-05-099 achieve free serum concentrations above its IC₅₀ for SIK2 inhibition for >16 h and reduce phosphorylation of a known SIK substrate in vivo. While in vivo active doses of YKL-05-099 recapitulate the effects of SIK inhibition on inflammatory cytokine responses, they did not induce metabolic abnormalities observed in Sik2 knockout mice. These results identify YKL-05-099 as a useful probe to investigate SIK function in vivo and further support the development of SIK inhibitors for treatment of inflammatory disorders.

ACS Chemical Biology published new progress about 1936529-65-5. 1936529-65-5 belongs to piperidines, auxiliary class Immunology/Inflammation,SIK, name is 3-(2-Chloro-6-methylphenyl)-7-((2-methoxy-4-(1-methylpiperidin-4-yl)phenyl)amino)-1-(5-methoxypyridin-2-yl)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one, and the molecular formula is C6H9N3, Category: piperidines.

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