Category: 39546-32-2

Dileep, K. V. published the artcilePiperidine-4-carboxamide as a new scaffold for designing secretory glutaminyl cyclase inhibitors, Application In Synthesis of 39546-32-2, the publication is International Journal of Biological Macromolecules (2021), 415-423, database is CAplus and MEDLINE.

Alzheimer’s disease (AD), a common chronic neurodegenerative disease, has become a major public health concern. Despite years of research, therapeutics for AD are limited. Overexpression of secretory glutaminyl cyclase (sQC) in AD brain leads to the formation of a highly neurotoxic pyroglutamate variant of amyloid beta, pGlu-Aβ, which acts as a potential seed for the aggregation of full length Aβ. Preventing the formation of pGlu-Aβ through inhibition of sQC has become an attractive disease-modifying therapy in AD. In this current study, through a pharmacophore assisted high throughput virtual screening, we report a novel sQC inhibitor (Cpd-41) with a piperidine-4-carboxamide moiety (IC₅₀ = 34μM). Systematic mol. docking, MD simulations and X-ray crystallog. anal. provided atomistic details of the binding of Cpd-41 in the active site of sQC. The unique mode of binding and moderate toxicity of Cpd-41 make this mol. an attractive candidate for designing high affinity sQC inhibitors.

International Journal of Biological Macromolecules 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, Application In Synthesis of 39546-32-2.

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

Gaonkar, Supreet published the artcileExploring the potential of newly synthesized 4-methyl-6-morpholino-pyrimidine derivatives as antiproliferative agents, Recommanded Product: Piperidine-4-carboxamide, the publication is New Journal of Chemistry (2018), 42(4), 2790-2803, database is CAplus.

In view of exploring the potential of pyrimidine derivatives as anticancer agents, a series of 4-methyl-6-morpholinopyrimidine derivatives was synthesized and characterised by NMR (¹H & ¹³C), SC-XRD and mass spectral anal. The in vitro anticancer activity of these compounds was investigated using different human cancer cell lines, namely HeLa (cervix), NCI-H460 (lung), MCF-7 (breast), HepG2 (liver) and IMR-32 (brain). Compounds 4c and 5h exhibited potent anticancer activity in a dose-dependent manner as compared to other derivatives, with IC₅₀ values of 5.88 ± 1.22 and 6.11 ± 2.12 μM on HeLa and NCI-H460, cells resp. The inhibitory effect of 4c and 5h on cancer cell proliferation was shown to be a consequence of reactive oxygen species (ROS) generation and subsequent induction of cellular apoptosis, as evidenced by an increase in hypodiploid (subG1) population, early apoptotic cell population, caspase-3/7 activity, loss of mitochondrial membrane potential and degradation of nuclear DNA. Furthermore, mol. docking studies revealed that 4c and 5h compounds bind to the ATP binding pocket of the mammalian target of rapamycin (mTOR). Based on our results, we conclude that 4-methyl-6-morpholinopyrimidine derivatives prevent cancer cell proliferation by inducing apoptosis and thus have potential to be further explored for anticancer properties.

New Journal of 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 C6H12N2O, Recommanded Product: Piperidine-4-carboxamide.

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

Galvez, Alberto Osuna published the artcileChemoselective Acylation of Primary Amines and Amides with Potassium Acyltrifluoroborates under Acidic Conditions, SDS of cas: 39546-32-2, the publication is Journal of the American Chemical Society (2017), 139(5), 1826-1829, database is CAplus and MEDLINE.

Amides, imides, acylguanidines, an acylcarbamate, an acylsulfonamide, and acylureas were prepared chemoselectively by reaction of aroyltrifluoroborates with primary amines using dichlorodimethylhydantoin or with primary amides, tert-Bu carbamate, guanidines, ureas, or methanesulfonamide using trichlorocyanuric acid (TCA) in buffered aqueous THF at pH 3; chemoselective acylation of primary amines and amides occurred in the presence of alcs., carboxylic acids, and even secondary amines. Streptomycin, gentamicin C₁, and polymyxin B were chemoselectively acylated using the method, showing its potential utility in later-stage functionalization reactions.

Journal of the American Chemical Society 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, SDS of cas: 39546-32-2.

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

Kennedy, Nicole M. published the artcileOptimization of a Series of Mu Opioid Receptor (MOR) Agonists with High G Protein Signaling Bias, Category: piperidines, the publication is Journal of Medicinal Chemistry (2018), 61(19), 8895-8907, database is CAplus and MEDLINE.

While mu opioid receptor (MOR) agonists are especially effective as broad-spectrum pain relievers, it has been exceptionally difficult to achieve a clear separation of analgesia from many problematic side effects. Recently, MOR agonists that induce minimal βarrestin-mediated signaling were extensively investigated because MOR agonist-treated βarrestin2 knockout mice were found to display enhanced antinociceptive effects with significantly less respiratory depression and tachyphylaxis. Substantial data now exists to support the premise that G protein signaling biased MOR agonists can be effective analgesic agents. It was recently shown that, within a chem. series, the degree of bias correlates linearly with the magnitude of the respiratory safety index. Herein, the synthesis and optimization of (piperidinyl)benzimidazolone MOR agonists I (R¹ = H, 4-Cl, 5-Me, 5-CN, 5,6-Cl₂, etc.; R² = H, Me; R³ = Ph, 2-ClC₆H₄, 2-F-4-BrC₆H₃, etc.) and analogs that display a wide range of bias (G/βarr2) is described. The structural features affecting potency and maximizing bias were identified and many compounds were shown to have desirable properties, such as long half-lives and high brain penetration.

Journal of 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 C6H12N2O, Category: piperidines.

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

Karicherla, Venumanikanta published the artcileA Simple and Commercially Viable Process for Improved Yields of Metopimazine, a Dopamine D₂-Receptor Antagonist, Category: piperidines, the publication is Organic Process Research & Development (2017), 21(5), 720-731, database is CAplus.

An efficient, practical, and com. viable manufacturing process was developed with ≥99.7% purity and 31% overall yield (including four chem. reactions and one recrystallization) for an active pharmaceutical ingredient, called Metopimazine I, an antiemetic drug used to prevent emesis during chemotherapy. The development of two in situ, one-pot methods in the present synthetic route helped to improve the overall yield of I (31%) compared with earlier reports (<15%). For the first time, characterization data of API I, intermediates, and also possible impurities are presented. The key process issues and challenges were addressed effectively and achieved successfully.

Organic Process Research & Development 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, Category: piperidines.

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

Pasqualetto, Gaia published the artcileLigand-based rational design, synthesis and evaluation of novel potential chemical chaperones for opsin, COA of Formula: C6H12N2O, the publication is European Journal of Medicinal Chemistry (2021), 113841, database is CAplus and MEDLINE.

Inherited blinding diseases retinitis pigmentosa (RP) and a subset of Leber’s congenital amaurosis (LCA) are caused by the misfolding and mistrafficking of rhodopsin mols., which aggregate and accumulate in the endoplasmic reticulum (ER), leading to photoreceptor cell death. One potential therapeutic strategy to prevent the loss of photoreceptors in these conditions is to identify opsin-binding compounds that act as chem. chaperones for opsin, aiding its proper folding and trafficking to the outer cell membrane. Aiming to identify novel compounds with such effect, a rational ligand-based approach was applied to the structure of the visual pigment chromophore, 11-cis-retinal, and its locked analog 11-cis-6mr-retinal. Following mol. docking studies on the main chromophore binding site of rhodopsin, 49 novel compounds, e.g., I, were synthesized according to optimized one-to seven-step synthetic routes. These agents were evaluated for their ability to compete for the chromophore binding site of opsin, and their capacity to increase the trafficking of the P23H opsin mutant from the ER to the cell membrane. Different new mols. displayed an effect in at least one assay, acting either as chem. chaperones or as stabilizers of the 9-cis-retinal-rhodopsin complex. These compounds could provide the basis to develop novel therapeutics for RP and LCA.

European Journal of 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 C6H12N2O, COA of Formula: C6H12N2O.

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

Li, Jingjing published the artcileFe/HZSM-5 catalyzed liquefaction of cellulose assisted by glycerol, Safety of Piperidine-4-carboxamide, the publication is Catalysis Communications (2021), 106268, database is CAplus.

Fe/HZSM-5 catalyst was prepared by the impregnation method and employed for the liquefaction of cellulose at 350°C for 30 min. Iron changed the surface acidity of HZSM-5 and provided stronger acid sites. Fe/HZSM-5 improved the yield of bio-oil, and the coke formation was inhibited compared to HZSM-5 alone. The presence of glycerol and Fe/HZSM-5 promoted both the hydrodeoxygenation (HDO) and aromatization reactions. Ketones yields decreased from 29% to 7%, and the content of aromatics and furans increased significantly. The possible hydrogen supply mechanism of glycerol and the route of cellulose liquefaction were proposed.

Catalysis Communications 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, Safety of Piperidine-4-carboxamide.

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

Poehner, Ina published the artcileMultitarget, Selective Compound Design Yields Potent Inhibitors of a Kinetoplastid Pteridine Reductase 1, Recommanded Product: Piperidine-4-carboxamide, the publication is Journal of Medicinal Chemistry (2022), 65(13), 9011-9033, database is CAplus and MEDLINE.

The optimization of compounds with multiple targets is a difficult multidimensional problem in the drug discovery cycle. Here, we present a systematic, multidisciplinary approach to the development of selective antiparasitic compounds Computational fragment-based design of novel pteridine derivatives along with iterations of crystallog. structure determination allowed for the derivation of a structure-activity relationship for multitarget inhibition. The approach yielded compounds showing apparent picomolar inhibition of T. brucei pteridine reductase 1 (PTR1), nanomolar inhibition of L. major PTR1, and selective submicromolar inhibition of parasite dihydrofolate reductase (DHFR) vs. human DHFR. Moreover, by combining design for polypharmacol. with a property-based on-parasite optimization, we found three compounds that exhibited micromolar EC₅₀ values against T. brucei brucei while retaining their target inhibition. Our results provide a basis for the further development of pteridine-based compounds, and we expect our multitarget approach to be generally applicable to the design and optimization of anti-infective agents.

Journal of 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 C6H12N2O, Recommanded Product: Piperidine-4-carboxamide.

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

Salome, Christophe published the artcileBenzofuran derivatives as a novel class of inhibitors of mTOR signaling, Recommanded Product: Piperidine-4-carboxamide, the publication is European Journal of Medicinal Chemistry (2014), 41-49, database is CAplus and MEDLINE.

High-throughput screening (HTS) hit (I) was previously identified as an inhibitor of the Akt/mTOR (Akt/mammalian target of rapamycin) signaling, which is a major target in oncol. The cytotoxicity of I was determined on a panel of human cancer cells lines with an IC₅₀ comprised between 30 and 140 μM. Subsequent structure-activity relation (SAR) studies led us to the identification of compounds that displayed an enhanced cytotoxicity. We demonstrated also that these mols. directly bind to mTOR complex 1 (mTORC1) and inhibit its kinase activity.

European Journal of 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 C6H12N2O, Recommanded Product: Piperidine-4-carboxamide.

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

Wu, Qiong published the artcileCo-culture of Bacillus amyloliquefaciens ACCC11060 and Trichoderma asperellum GDFS1009 enhanced pathogen-inhibition and amino acid yield, Application In Synthesis of 39546-32-2, the publication is Microbial Cell Factories (2018), 155, database is CAplus and MEDLINE.

Bacillus spp. are a genus of biocontrol bacteria widely used for antibiosis, while Trichoderma spp. are biocontrol fungi that are abundantly explored. In this study, a liquid co-cultivation of these two organisms was tried firstly. Through liquid chromatog.-mass spectrometry/mass spectrometry (LC-MS/MS), it was discovered that with an inoculation in the ratio of 1.9:1, the antimicrobial effect of the co-cultured fermentation liquor of Bacillus amyloliquefaciens ACCC11060 and Trichoderma asperellum GDFS1009 was found to be significantly higher than that of pure-cultivation. A raise in the synthesis of antimicrobial substances contributed to this significant increase. Addnl., a co-culture with the inoculation of the two organisms in the ratio of 1:1 was found to enhance the production of specific amino acids. This technique could be further explored for either a large scale production of amino acids or could serve as a theor. base for the generation of certain rare amino acids. This work clearly demonstrated that co-cultivation of B. amyloliquefaciens ACCC11060 and T. asperellum GDFS1009 could produce more specific biocontrol substances and amino acids.

Microbial Cell Factories 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 C17H18N2O6, Application In Synthesis of 39546-32-2.

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