Heterocyclic Building Blocks-piperidine

Cheng, Hou-Ping published the artcileChemical Deprenylation of N⁶-Isopentenyladenosine (i⁶A) RNA, Product Details of C11H21BF4N2O2, the publication is Angewandte Chemie, International Edition (2020), 59(26), 10645-10650, database is CAplus and MEDLINE.

N6-isopentenyladenosine (i6A) is an RNA modification found in cytokinins, which regulate plant growth/differentiation, and a subset of tRNAs, where it improves the efficiency and accuracy of translation. The installation and removal of this modification is mediated by prenyltransferases and cytokinin oxidases, and a chem. approach to selective deprenylation of i6A has not been developed. We show that a selected group of oxoammonium cations function as artificial deprenylases to promote highly selective deprenylation of i6A in nucleosides, oligonucleotides, and live cells. Importantly, other epigenetic modifications, amino acid residues, and natural products were not affected. Moreover, a significant phenotype difference in the Arabidopsis thaliana shoot and root development was observed with incubation of the cation. These results establish these small organic mols. as direct chem. regulators/artificial deprenylases of i6A.

Angewandte Chemie, International Edition published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Product Details of C11H21BF4N2O2.

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

Ge, Jia published the artcileA colorimetric smartphone-based platform for pesticides detection using Fe-N/C single-atom nanozyme as oxidase mimetics, Computed Properties of 826-36-8, the publication is Journal of Hazardous Materials (2022), 129199, database is CAplus and MEDLINE.

In this study, a novel highly sensitive colorimetric platform has been designed for malathion assay based on Fe-N/C SAzyme. The as-synthesized SAzyme can directly oxidize 3,3�5,5�tetramethylbenzidine (TMB) to generate blue colored oxidized TMB. L-ascorbic acid-2-phosphate (AA2P), a substrate of acid phosphatase (ACP), could be hydrolyzed to AA, thereafter inhibit the oxidization reaction of TMB, leading to a conspicuous blue color fading. With the addition of malathion hindered the ACP activity and limited the AA production, resulting in the recovery of the catalytic activity of single-atom nanozyme. Under optimized operational conditions, a novel colorimetric assay has been designed for malathion detection with LOD of 0.42 nM. Besides, quantification of malathion in environmental and food samples was achieved based on the proposed strategy. In addition, the successfully integrated paper/smartphone sensor provided sensitive, and rapid, reliable detection of malathion with a LOD of 1 nM.

Journal of Hazardous Materials 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, Computed Properties of 826-36-8.

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

Guo, Yan published the artcileDesign, synthesis, and evaluation of acetylcholinesterase and butyrylcholinesterase dual-target inhibitors against Alzheimer’s disease, Quality Control of 39546-32-2, the publication is Molecules (2020), 25(3), 489, database is CAplus and MEDLINE.

A series of novel derivatives based on G801-0274 were synthesized and evaluated, together with the known analogs, for their inhibitory activities towards acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). The inhibitory activities of AChE and BChE were evaluated in vitro by Ellman method. The results show that some compounds have good inhibitory activity against AChE and BChE. Among them, compound -N-((1-Benzylpiperidin-4-yl)methyl)-2-Oxoindoline-5-carboxamide showed the strongest inhibitory effect on both AChE (AChE IC₅₀ = 0.39μM) and BChE (BChE IC₅₀ = 0.28μM). Enzyme inhibition kinetics and mol. modeling studies have shown that the above compound bind simultaneously to the peripheral anionic site (PAS) and the catalytic sites (CAS) of AChE and BChE and in addition, the cytotoxicity of this compound is lower than that of Tacrine, indicating its suitability as anti-Alzheimer’s disease (anti-AD) agents. In summary, these data suggest that compound N-((1-Benzylpiperidin-4-yl)methyl)-2-Oxoindoline-5-carboxamide is a promising multipotent agent for the treatment of AD.

Molecules published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C6H12N2O, Quality Control of 39546-32-2.

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

Dai, Shuang published the artcileSCD1 confers temozolomide resistance to human glioma cells via the Akt/GSK3β/β-catenin signaling axis, Quality Control of 1032229-33-6, the publication is Frontiers in Pharmacology (2017), 960/1-960/12, database is CAplus and MEDLINE.

Resistance to temozolomide (TMZ), the standard chemotherapy agent for glioblastoma (GBM), poses a major clin. challenge to GBM prognosis. Understanding the mechanisms of TMZ resistance can help to identify novel drug targets and more effective therapies. Recent studies suggest that bioenergetic alterations of cancer cells play important roles in drug resistance. In our study, the altered metabolism of cancer cells was observed using a metabolic PCR array. We found that stearoyl-CoA desaturase 1 (SCD1), a key rate-limiting enzyme for synthesis of monounsaturated fatty acids, was significantly upregulated in TMZ-resistant GBM cells compared to their parental counterparts. Overexpression of SCD1 promoted resistance to TMZ in parental GBM cells, whereas SCD1 downregulation by siRNA could re-sensitize TMZ-resistant cells in vitro. Combinational treatment of TMZ and an SCD1-specific inhibitor showed a combined inhibitory effect on TMZ-resistant glioma cells. We also observed that overexpression of SCD1 promoted Akt/GSK3β/β-catenin signaling, while silencing of SCD1 inhibited the signaling. The combination of an Akt activator with exogenous SCD1 or the combined inhibition of Akt and enforced expression of SCD1 resulted in the most significant changes of Akt signaling. Functionally, significantly lower viability and mobility rates were observed in TMZ-resistant cells when treated with Akt inhibitors and an SCD1 inhibitor simultaneously compared to when treated individually. In conclusion, our study identified SCD1 along with its functional pathway as a novel target in the development of TMZ resistance. SCD1 inhibition used alone or in combination with Akt inhibition could effectively overcome TMZ resistance in gliomas.

Frontiers in Pharmacology published new progress about 1032229-33-6. 1032229-33-6 belongs to piperidines, auxiliary class Metabolic Enzyme,SCD, name is 4-(2-Chlorophenoxy)-N-(3-(methylcarbamoyl)phenyl)piperidine-1-carboxamide, and the molecular formula is C20H22ClN3O3, Quality Control of 1032229-33-6.

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

Song, Mingxia published the artcileDesign, synthesis, and anticonvulsant effects evaluation of nonimidazole histamine H₃ receptor antagonists/inverse agonists containing triazole moiety, Quality Control of 39546-32-2, the publication is Journal of Enzyme Inhibition and Medicinal Chemistry (2020), 35(1), 1310-1321, database is CAplus and MEDLINE.

Histamine H₃ receptors (H₃R) antagonists/inverse agonists are becoming a promising therapeutic approach for epilepsy. In this article, novel nonimidazole H₃R antagonists/inverse agonists have been designed and synthesized via hybriding the H₃R pharmacophore (aliphatic amine with propyloxy chain) with the 1,2,4-triazole moiety as anticonvulsant drugs. The majority of antagonists/inverse agonists prepared here exerted moderate to robust activities in cAMP-response element (CRE) luciferase screening assay. 1-(3-(4-(3-Phenyl-4H-1,2,4-triazol-4-yl)phenoxy)propyl)piperidine () and 1-(3-(4-(3-(4-chlorophenyl)-4H-1,2,4-triazol-4-yl)phenoxy)propyl)piperidine displayed the highest H₃R antagonistic activities, with IC₅₀ values of 7.81 and 5.92 nM, resp. Meanwhile, the compounds with higher H₃R antagonistic activities exhibited protection for mice in maximal electroshock seizure (MES)-induced convulsant model. Moreover, the protection of against the MES induced seizures was fully abrogated when mice were co-treated with RAMH, a CNS-penetrant H₃R agonist, which suggested that the potential therapeutic effect of was through H₃R. These results indicate that the attempt to find new anticonvulsant among H₃R antagonists/inverse agonists is practicable.

Journal of Enzyme Inhibition and Medicinal Chemistry published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C12H17NS2, Quality Control of 39546-32-2.

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

Teramoto, Hiroyoshi published the artcileDesign and synthesis of a piperidinone scaffold as an analgesic through kappa-opioid receptor: Structure-activity relationship study of matrine alkaloids, Recommanded Product: Piperidine-4-carboxamide, the publication is Chemical & Pharmaceutical Bulletin (2016), 64(5), 410-419, database is CAplus and MEDLINE.

The matrine-type alkaloid 4-dimethylamino-1-pentanoylpiperidine (I) has an antinociceptive effect through its impact on the κ-opioid receptor (KOR). Derivatives of I were synthesized by altering its amide and tertiary amine groups; and they were evaluated for their antinociceptive effects. The results indicated that the distance between these groups on I was optimal for the antinociceptive effect. The effects obtained with racemic compounds II [R = β-CH₂Ph, α-CH₂Ph, R¹ = α-H, R² = R³ = H; R = β-CH₂Ph, α-CH₂Ph, R¹ = α-H, R² = (CH₂)₄Me, R³ = H; R = H, R¹ = α-H, β-H, R² = H, R³ = β-CH₂Ph; R = H, R¹ = α-H, β-H, R² = (CH₂)₄Me, R³ = β-CH₂Ph] and (-)-II [R = β-CH₂Ph, R¹ = β-H, R² = H, (CH₂)₄Me, R³ = H] indicated that the relative configuration of the 3- and 4-substituents influenced the effect mediated through the KOR.

Chemical & Pharmaceutical Bulletin published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C18H28B2O4, Recommanded Product: Piperidine-4-carboxamide.

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

Kimura, Yasuaki published the artcileDesign and synthesis of immobilized Tamiflu analog on resin for affinity chromatography, SDS of cas: 35661-58-6, the publication is Tetrahedron Letters (2009), 50(26), 3205-3208, database is CAplus.

A resin linked with the Tamiflu core was synthesized by modifying the original synthetic route of oseltamivir phosphate (Tamiflu). The prepared resin bound to the influenza virus enzyme neuraminidase, the main target of Tamiflu. The immobilized Tamiflu analog will be useful for isolating and identifying presumed endogenous vertebrate proteins that interact with Tamiflu, which might relate to the abnormal behavior exhibited by some influenza patients treated with Tamiflu.

Tetrahedron Letters published new progress about 35661-58-6. 35661-58-6 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-((9H-Fluoren-9-yl)methyl)piperidine, and the molecular formula is C19H21N, SDS of cas: 35661-58-6.

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

Sawai, Yasuhiro published the artcileProcess for the Preparation of an Amorphous, Peptide-like Diabetes Drug: Approach to a Chromatography-Free Process, Category: piperidines, the publication is Organic Process Research & Development (2010), 14(5), 1110-1117, database is CAplus.

A manufacturing process suitable for large-scale production of the peptide-like amorphous compound N-((2R)-1-{(3R)-6-chloro-3-[(dimethylamino)methyl]-3,4-dihydroquinolin-1(2H)-yl}-3-(1H-indol-3-yl)-1-oxopropan-2-yl)-1-[(1-methyl-1H-indol-2-yl)carbonyl]piperidine-4-carboxamide (I) as a drug for treating diabetes has been developed. The first kilogram quantities of I were prepared via a single-chromatog. process that employed recyclable cation-exchange resin chromatog. for an amorphous intermediate (2R)-2-amino-1-[(3R)-6-chloro-3-[(dimethylamino)methyl]-3,4-dihydroquinolin-1(2H)-yl]-3-(1H-indol-3-yl)-propan-1-one (II). We have also developed a chromatog.-free process that involves a combination purification of extraction of II with crystallization of II·0.25H₃PO₄·0.5H₂O. The latter process afforded amorphous compound I with >98% purity by HPLC area anal., the same quality as that provided by the former process.

Organic Process Research & Development published new progress about 35661-58-6. 35661-58-6 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-((9H-Fluoren-9-yl)methyl)piperidine, and the molecular formula is C19H21N, Category: piperidines.

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

Yamago, Shigeru published the artcileIterative glycosylation of 2-deoxy-2-aminothioglycosides and its application to the combinatorial synthesis of linear oligo-glucosamines, Application of 1-(Phenylsulfinyl)piperidine, the publication is Angewandte Chemie, International Edition (2004), 43(16), 2145-2148, database is CAplus and MEDLINE.

Highly efficient coupling is observed with thioglycosides, which act both as glycosyl donors and acceptors. The iteration of the glycoside-coupling reaction under the same conditions allows the rapid assembly of a library of linear oligo-glucosamines (Phth = phthaloyl).

Angewandte Chemie, International Edition 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 C3H5BN2O2, Application of 1-(Phenylsulfinyl)piperidine.

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

Chowdhury, Firoz Alam published the artcileCO₂ Capture by Tertiary Amine Absorbents: A Performance Comparison Study, Safety of 1-Ethylpiperidin-3-ol, the publication is Industrial & Engineering Chemistry Research (2013), 52(24), 8323-8331, database is CAplus.

This work assessed CO₂ capture with 24 tertiary amine absorbents (including 3 synthetic amines) with systematic modification of their chem. structures. Aqueous amine solutions (30 % mass fraction) were used to evaluate CO₂ capture performance. Laboratory gas scrubbing, vapor-liquid equilibrium, and reaction calorimetry experiments were conducted to obtain the absorption rate, amount of CO₂ absorbed, cyclic CO₂ capacity, and heat of reaction for each absorbent. Results for were compared with the conventional tertiary absorbent, N-methyldiethanolamine (MDEA). Seven of the studied absorbents performed well with high absorption rates and cyclic capacities. Among these absorbents, some displayed lower heats of reaction than MDEA. Results provided basic guidelines to discover potential tertiary amine-based absorbents which may lead to development of new absorbent systems for CO₂ capture.

Industrial & Engineering Chemistry Research published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, Safety of 1-Ethylpiperidin-3-ol.

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