Tag: M.W=100-150

Wu, Qi-Fan published the artcileDesign, synthesis and fungicidal activity of isothiazole-thiazole derivatives, Related Products of piperidines, the publication is RSC Advances (2018), 8(69), 39593-39601, database is CAplus and MEDLINE.

3,4-Dichloroisothiazoles can induce systemic acquired resistance (SAR) to enhance plant resistance against a subsequent pathogen attack, and oxathiapiprolin exhibits excellent anti-fungal activity against oomycetes targeting at the oxysterol-binding protein. To discover novel chems. with systemic acquired resistance and fungicidal activity, 21 novel isothiazole-thiazole derivatives were designed, synthesized and characterized according to the active compound derivatization method. Compound 6u, with EC₅₀ values of 0.046 mg L^-1 and 0.20 mg L^-1 against Pseudoperonospora cubensis (Berk. et Curt.) Rostov and Phytophthora infestans in vivo, might act at the same target as oxysterol binding protein (PcORP1) of oxathiapiprolin; this result was validated by cross-resistance and mol. docking studies. The expression of the systemic acquired resistance gene pr1 was significantly up-regulated after treating with compound 6u for 24 h (43-fold) and 48 h (122-fold). These results can help the development of isothiazole-thiazole-based novel fungicides.

RSC Advances 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 C19H22BNO5, Related Products of piperidines.

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

Tang, Kai published the artcileStructure-based design, synthesis and biological evaluation of aminopyrazines as highly potent, selective, and cellularly active allosteric SHP2 inhibitors, Computed Properties of 39546-32-2, the publication is European Journal of Medicinal Chemistry (2022), 114106, database is CAplus and MEDLINE.

Src homol.-2-containing protein tyrosine phosphatase 2 (SHP2) encoded by the proto-oncogene PTPN11 is the first identified non-receptor protein tyrosine phosphatase. SHP2 dysregulation contributes to the pathogenesis of different cancers, making SHP2 a promising therapeutic target for cancer therapy. In this article, authors report the structure-guided design based on the well-characterized SHP2 inhibitor SHP099, extensive structure-activity relationship studies (SARs) of aminopyrazines, biochem. characterization and cellular potency. These medicinal chem. efforts lead to the discovery of the lead compound TK-453 I, which potently inhibits SHP2 (SHP2WT IC₅₀ = 0.023μM, ΔTm = 7.01°C) in a reversible and noncompetitive manner. Compound I exhibits high selectivity over SHP2PTP, SHP1 and PTP1B, and may bind at the “tunnel” allosteric site of SHP2 as SHP099. As the key pharmacophore, the aminopyrazine scaffold not only reorganizes the cationic-π stacking interaction with R111 via the novel hydrogen bond interaction between the S atom of thioether linker and T219, but also mediates a hydrogen bond with E250. In vitro studies indicate that I inhibits proliferation of HeLa, KYSE-70 and THP-1 cells moderately and induces apoptosis of Hela cells. Further mechanistic studies suggest that I can decrease the phosphorylation levels of AKT and Erk1/2 in HeLa and KYSE-70 cells.

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 C7H13BN2O2, Computed Properties of 39546-32-2.

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

Bian, Qiang published the artcileDesign, Synthesis, and Fungicidal Activities of Novel Piperidyl Thiazole Derivatives Containing Oxime Ether or Oxime Ester Moieties, Synthetic Route of 39546-32-2, the publication is Journal of Agricultural and Food Chemistry (2021), 69(13), 3848-3858, database is CAplus and MEDLINE.

To explore the influence of the positions of the two nitrogen atoms on the thiazole ring and the isoxazoline ring on the activity, a series of novel piperidyl thiazole derivatives containing oxime ether and oxime ester moieties with two nitrogen atoms on the same or opposite sides have been designed, synthesized, and first evaluated for their fungicidal activities against Phytophthora capsiciin vitro. The bioassay results showed that the target compounds possessed moderate to good fungicidal activities against P. capsici, among which oxime ether compound I shows the highest fungicidal activity in vitro (EC₅₀ = 0.0104μg/mL) which is higher than dimethomorph (EC₅₀ = 0.1148μg/mL) and diacetylenyl amide (EC₅₀ = 0.040μg/mL). Compared with oxime ether compounds (the two nitrogen atoms are on the opposite sides), the activities of oxime ester compounds were significantly reduced. It is different from the com. fungicide fluoxapiprolin, and the activities of the compounds with the two nitrogen atoms on the same side were significantly reduced compared to the compounds with the two nitrogen atoms on the opposite sides. Moreover, some compounds showed moderate to good antifungal activities in vivo against Phytophthora capsici, Pseudoperonospora cubensis, and Phytophthora infestans. SEM of compound I on the hyphae morphol. showed that compound I might cause mycelial abnormalities of P. capsici.

Journal of Agricultural and Food 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, Synthetic Route of 39546-32-2.

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

Wang, Guo-Ming published the artcileThe inorganic-organic hybrid zinc phosphite poly[(μ₃-hydrogen phosphito-κ³O:O’:O”)(piperidin-1-ium-4-carboxylate-κO)zinc(II)], Application of Piperidine-4-carboxamide, the publication is Acta Crystallographica, Section C: Structural Chemistry (2014), 70(3), 289-291, database is CAplus and MEDLINE.

A new inorganic-organic hybrid zinc phosphite, [Zn(HPO₃)(C₆H₁₁NO₂)]_n, has been synthesized hydrothermally. Protonated piperidin-1-ium-4-carboxylate (PDCA) was generated in situ by hydrolysis of the piperidine-4-carboxamide precursor. The P atom possesses a typical PO₃H pseudo-pyramidal geometry. The crystal structure features an unusual (3,4)-connected two-dimensional inorganic zinc-phosphite layer, with organic PDCA ligands appended to the sheets and protruding into the interlayer region. Helical chains of opposite chirality are involved in the construction of a puckered sheet structure.

Acta Crystallographica, Section C: Structural 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 C11H16BNO3, Application of Piperidine-4-carboxamide.

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

Kitamura, Seiya published the artcileSulfur(VI) Fluoride Exchange (SuFEx)-Enabled High-Throughput Medicinal Chemistry, Formula: C6H12N2O, the publication is Journal of the American Chemical Society (2020), 142(25), 10899-10904, database is CAplus and MEDLINE.

Optimization of small-mol. probes or drugs is a synthetically lengthy, challenging, and resource-intensive process. Lack of automation and reliance on skilled medicinal chemists is cumbersome in both academic and industrial settings. Here, we demonstrate a high-throughput hit-to-lead process based on the biocompatible sulfur(VI) fluoride exchange (SuFEx) click chem. A high-throughput screening hit benzyl (cyanomethyl)carbamate (K_i = 8μM) against a bacterial cysteine protease SpeB was modified with a SuFExable iminosulfur oxydifluoride [RN=S(O)F₂] motif, rapidly diversified into 460 analogs in overnight reactions, and the products were directly screened to yield drug-like inhibitors with 480-fold higher potency (K_i = 18 nM). We showed that the improved mol. is active in a bacteria-host coculture. Since this SuFEx linkage reaction succeeds on picomole scale for direct screening, we anticipate our methodol. can accelerate the development of robust biol. probes and drug candidates.

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, Formula: C6H12N2O.

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

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

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

Voller, Jiri published the artcile6-Substituted purines as ROCK inhibitors with anti-metastatic activity, Safety of Piperidine-4-carboxamide, the publication is Bioorganic Chemistry (2019), 103005, database is CAplus and MEDLINE.

Rho-associated serine/threonine kinases (ROCKs) are principal regulators of the actin cytoskeleton that regulate the contractility, shape, motility, and invasion of cells. We explored the relationships between structure and anti-ROCK2 activity in a group of purine derivatives substituted at the C6 atom by piperidin-1-yl or azepan-1-yl groups. Structure-activity relationship (SAR) analyses suggested that anti-ROCK activity is retained, and may be further increased, by substitution of the parent compounds at the C2 atom or by expansion of the C6 side chain. These inhibitors of ROCK can reach effective concentrations within cells, as demonstrated by a decrease in phosphorylation of the ROCK target MLC, and by inhibition of the ROCK-dependent invasion of melanoma cells in the collagen matrix. Our study may be useful for further optimization of C6-substituted purine inhibitors of ROCKs and of other sensitive kinases identified by the screening of a broad panel of protein kinases.

Bioorganic 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 C15H14Cl2S2, Safety of Piperidine-4-carboxamide.

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

Mahssin, Zakariya Y. published the artcileHydrothermal liquefaction bioproduct of food waste conversion as an alternative composite of asphalt binder, Related Products of piperidines, the publication is Journal of Cleaner Production (2021), 125422, database is CAplus.

Considerable environmental concern regarding increased food wastage caused by population and economic growth has been raised worldwide. The verification of food waste recycling product for engineering purposes is also vague. This work evaluates a liquefied bio-product recovered from the hydrothermal liquefaction of food waste as a potential non-petroleum-based binder in asphalt pavement. Various parameters were evaluated to optimize the liquefaction reaction for the enhancement of the liquefied food waste (LFW) product recovered from the process. The LFW was characterized for chem. compound and used to substitute different portions of conventional asphalt binders 60/70 pen (i.e., 10%, 20%, and 30%) from the total binder weight The conventional and modified asphalt binders were evaluated for storage stability, phys. and chem. properties, thermal decomposition, and functional groups. Thermal degradation affirms the presence of LFW in the modified asphalt, and the low mol. weight concerning high-b.p. compounds were identified. The use of LFW in the asphalt binder produces a modified binder with phys. properties and storage stability that are comparable with those of petroleum-based asphalt, thereby suggesting that the liquefied product obtained from food waste can be used as bio-binder in asphalt pavement.

Journal of Cleaner Production 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, Related Products of piperidines.

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