4672-17-7

Usage

Uses

Used in Pharmaceutical Applications:
4-OXO-4-PIPERIDIN-1-YL-BUTYRIC ACID is used as a therapeutic agent for the treatment of various medical conditions, including neurological disorders, addiction, and pain management. Its unique chemical structure allows it to interact with specific biological targets, offering potential benefits in these areas.
Used in Industrial Applications:
In the industrial sector, 4-OXO-4-PIPERIDIN-1-YL-BUTYRIC ACID is utilized in the production of certain polymers and resins. Its chemical properties contribute to the development of materials with specific characteristics required for various applications.
Due to its diverse applications, 4-OXO-4-PIPERIDIN-1-YL-BUTYRIC ACID continues to be a focus of ongoing research to further explore and optimize its potential uses in both the medical and industrial fields.

InChI:InChI=1/C9H15NO3/c11-8(4-5-9(12)13)10-6-2-1-3-7-10/h1-7H2,(H,12,13)

Upstream product

• 110-89-4 piperidine 
• 108-30-5 succinic acid anhydride 
• 108-55-4 glutaric anhydride, 

Downstream Products

• 86452-60-0 4-hydroxy-1-(piperidin-1-yl)butan-1-one 
• 1383806-76-5 1-(7-phenoxyheptyl)-4-[4-[(piperidin-1-yl)-1,4-dioxo]butyl]piperazine 
• 1383806-51-6 1-(7-phenoxyheptyl)-4-[4-(piperidn-1-yl)butyl]piperazine 
• 24244-96-0 4-oxo-N-phenyl-4-piperidin-1-yl-butyramide 
• 1414873-69-0 4-oxo-4-piperidin-1-yl-N-p-tolyl-butyramide 
• 1414873-66-7 N-(4-nitrophenyl)-4-oxo-4-piperidin-1-yl-butyramide 

Relevant academic research and scientific papers

Polycyclic aromatic compounds as anticancer agents: Synthesis and biological evaluation of some chrysene derivatives

Synthesis and biological evaluation of new chrysene derivatives aimed at the development of anticancer agents were carried out.

Polycyclic aromatic compounds as anticancer agents: Synthesis and biological evaluation of dibenzofluorene derivatives

Highly regioselective electrophilic substitution of dibenzofluorene was achieved and the nitro derivative was transformed to a variety of new anticancer agents. Copyright (C) 2000 Elsevier Science Ltd.

Synthesis, characterization, interaction with anionic dye, biodegradability, and antimicrobial activity of cationic surfactants: quaternary hydrazinium derivatives

A novel cationic surfactant type of N'alkyl N,'N'dimethyl-4-morpholino-4-oxobutanoylhydrazinium iodide (10a–12a) and N'alkyl N', N'dimethyl-4-piperidino-4-oxobutanoylhydrazinium iodide (10b–12b) of quaternary hydrazinium moieties in hydrophilic parts was synthesized. These quaternary hydrazinium surfactants were obtained using a two-step reaction scheme, starting from ring opening of succinic anhydride with a base (morpholine, piperidine), followed by ammonolysis with hydrazine hydrate, then alkylation of the amino group with alkyl bromides (RBr) that have different hydrophobic chain lengths (R, C12H25, C14H29, and C16H37), and ending with the quaternarization of the secondary amino group by two moles of methyl iodide. The chemical composition of the surfactants was analyzed by FTIR, 1HNMR, mass spectroscopy, and elemental analysis. A variety of surface-active characteristics were achieved by surface calculations, including CMC, γcmc, CMC/C20, Γmax, pC20, Amin, and Πcmc. These surface characteristics and foam stability rely on the nature of the hydrophobic chain. Preliminary results showed that an upgrade throughout the CH2 group in the fatty chain and the morpholine or piperidine ring lowers the CMC and increases the foaming capacity and stability of the quaternary hydrazinium surfactants. Anionic dye (Acid BG) interactions with 12b surfactant (as an example) were studied using the spectrophotometric technique and the binding constant (170.64?dm3.mol?1) was determined. The results indicate solubilization and binding took place at a large scale. Furthermore, considerable biodegradation of cationic surfactants was observed (68–87%). The antimicrobial activity of these surfactants has also been observed with the minimum inhibitory concentration (MIC) and the size of inhibited growth zone. The smallest MICs were found in 12a (64?μg/mL) and 12b (32?μg/mL) surfactants, indicating the highest antimicrobial activity.

Discovery of memantyl urea derivatives as potent soluble epoxide hydrolase inhibitors against lipopolysaccharide-induced sepsis

Sepsis, a systemic inflammatory response, caused by pathogenic factors including microorganisms, has high mortality and limited therapeutic approaches. Herein, a new soluble epoxide hydrolase (sEH) inhibitor series comprising a phenyl ring connected to a

sEH inhibitor and preparation method and application thereof

The invention provides an sEH inhibitor and a preparation method and application thereof, and relates to the technical field of endogenous active substance regulation and control. The sEH inhibitor provided by the invention has a structure as shown in a f

Design, synthesis and anticancer activity of naphthoquinone derivatives

Basis on molecular docking and pharmacophore analysis of naphthoquinone moiety, a total of 23 compounds were designed and synthesised. With the help of reverse targets searching, anti-cancer activity was preliminarily evaluated, most of them are effective against some tumour cells, especially compound 12: 1-(5,8-dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl-4-oxo-4-((4-phenoxyphenyl)amino) butanoate whose IC50 against SGC-7901 was 4.1 ± 2.6 μM. Meanwhile the anticancer mechanism of compound 12 had been investigated by AnnexinV/PI staining, immunofluorescence, Western blot assay and molecular docking. The results indicated that this compound might induce cell apoptosis and cell autophagy through regulating the PI3K signal pathway.

AGONISTS OF THE CHEMOKINE RECEPTOR CXCR3

The present invention relates to agonists of the chemokine receptor CXCR3, methods of their synthesis and uses thereof.

Discovery and Characterization of Biased Allosteric Agonists of the Chemokine Receptor CXCR3

In this work we report a design, synthesis, and detailed functional characterization of unique strongly biased allosteric agonists of CXCR3 that contain tetrahydroisoquinoline carboxamide cores. Compound 11 (FAUC1036) is the first strongly biased allosteric agonist of CXCR3 that selectively induces weak chemotaxis and leads to receptor internalization and the β-arrestin 2 recruitment with potency comparable to that of the chemokine CXCL11 without any activation of G proteins. A subtle structural change (addition of a methoxy group, 14 (FAUC1104)) led to a contrasting biased allosteric partial agonist that activated solely G proteins, induced chemotaxis, but failed to induce receptor internalization or β-arrestin 2 recruitment. Concomitant structure-activity relationship studies indicated very steep structure-activity relationships, which steer the ligand bias between the β-arrestin 2 and G protein pathway. Overall, the information presented provides a powerful platform for further development and rational design of strongly biased allosteric agonists of CXCR3.

Design, synthesis and biological evaluation of novel pyrenyl derivatives as anticancer agents

Polycyclic aromatic hydrocarbons are widespread in nature with a toxicity range from non-toxic to extremely toxic. A series of pyrenyl derivatives has been synthesized following a four-step strategy where the pyrene nucleus is attached with a basic heterocyclic moiety through a carbon linker. Virtual screening of the physicochemical properties and druggability has been carried out. The cytotoxicity of the compounds (1-8) have been evaluated in vitro against a small panel of human cancer cell lines which includes two liver cancer (HepG2 and Hepa 1-6), two colon cancer (HT-29 and Caco-2) and one each for cervical (HeLa) and breast (MCF-7) cancer cell lines. The IC50 data indicate that compound 6 and 8 are the most effective cytotoxic agents in the present set of pyrenyl derivatives, suggesting that having a 4-carbon linker is more effective than a 5-carbon linker and the presence of amide carbonyl groups in the linker severely reduces the efficacy of the compound. The compounds showed selectivity toward cancer cells at lower doses (51/4M) when compared with the normal hepatocytes. The mechanism of action supports the cell death through apoptosis in a caspase-independent manner without cleavage of poly (ADP-ribose) polymerase (PARP), even though the compounds cause plasma membrane morphological changes. The compounds, whether highly cytotoxic or mildly cytotoxic, localize to the membrane of cells. The compounds with either a piperidine ring (6) or an N-methyl piperazine (8) in the side chain were both capable of circumventing the drug resistance in SKOV3-MDR1-M6/6 ovarian cancer cells overexpressing P-glycoprotein. Qualitative structure-activity relationship has also been studied.

1-Phenoxyalkyl-4-[(N,N-disubstitutedamino)alkyl]piperazine derivatives as non-imidazole histamine H3-antagonists

In this study, a series of 1-phenoxyalkyl-4-[(N,N-disubstitutedamino)alkyl] piperazine derivatives has been prepared and in vitro tested as H 3-receptor antagonists (electrically evoked contraction of the guinea pig jejunum). All compounds inve