67900-19-0

Usage

Uses

Used in Pharmaceutical Applications:
4-Morpholin-4-yl-4-oxo-butyric acid is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Applications:
In the agrochemical industry, 4-Morpholin-4-yl-4-oxo-butyric acid is used as a building block for the creation of novel agrochemicals. Its properties may contribute to the development of more effective and environmentally friendly pesticides or herbicides.
Used in Materials Science Applications:
4-Morpholin-4-yl-4-oxo-butyric acid is utilized in materials science as a component in the development of new materials with specific properties. Its incorporation into materials may lead to advancements in areas such as polymer science, coatings, or adhesives.

InChI:InChI=1/C8H13NO4/c10-7(1-2-8(11)12)9-3-5-13-6-4-9/h1-6H2,(H,11,12)

Upstream product

• 110-91-8 morpholine 
• 108-30-5 succinic acid anhydride 
• 108-55-4 glutaric anhydride, 

Downstream Products

• 1383806-52-7 1-(7-phenoxyheptyl)-4-[4-(morpholin-4-yl)butyl]piperazine 
• 1383806-77-6 1-(7-phenoxyheptyl)-4-[4-[(morpholin-4-yl)-1,4-dioxo]butyl]piperazine 

Relevant academic research and scientific papers

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.

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.

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

Activated alumina ball catalyzed expeditious synthesis of 2-alkylbenzimidazoles with special emphasis on susceptible side chains possessing amide functionality

A solvent- and chromatography-free, non-hazardous green protocol for the synthesis of 2-alkylbenzimidazoles has been developed under neutral conditions with water as the only by-product. Activated alumina balls, which have been shown previously to assist in amidation reaction, also catalyze very successfully the condensation of benzene-1,2-diamines with carboxylic acids to produce the corresponding benzimidazoles. This methodology is also applicable to susceptible side chains possessing an amide functionality.

Direct amide bond formation from carboxylic acids and amines using activated alumina balls as a new, convenient, clean, reusable and low cost heterogeneous catalyst

For the first time, we have used activated alumina balls (3-5 mm diameter) for amide synthesis from carboxylic acids (unactivated) and amines (unactivated) under neat reaction conditions that produce no toxic by-products and has the advantages of being low-cost, easily available, heterogeneous, reusable and environmentally benign with no troublesome/hazardous disposal of the catalyst.

Compound comprising a fluorine-substituted alkyl group and a liposome contrast medium comprising the compound

A steroid ester compound of a terminally-fluorinated alkyl fatty acid, a steroid compound having bis(trifluoromethyl)phenyl group, a phosphatidylserine compound having a terminally-fluorinated alkyl group, a glyceride compound having bis(trifluoromethyl phenyl group, or a glyceride compound having a terminally-fluorinated alkyl group. A vascular lesion can be selectively imaged by using a contrast medium comprising a liposome containing said compound or a salt thereof.

Polycyclic aromatic compounds as anticancer agents: Structure-activity relationships of chrysene and pyrene derivatives

A large number of diamides and diamines were synthesized using 6-amino chrysene and 1-amino pyrene as starting materials. A structure-activity study with cis-platinum as internal control against animal and human tumor lines was carried out in vitro. This study indicated that the in vitro cytotoxicity toward these lines depends on the functionality present in the molecules. The diamino compounds were found to be more potent than the diamides, and these were equally active irrespective of the end heterocyclic group whereas the activity of the diamides was strongly dependent on the terminal unit. In general, the diamides containing chrysene as the chromophore were more active than those with a pyrene ring. The size of the end heterocyclic ring, along with the nature of the spacer connecting the polycyclic ring to the heterocyclic ring, seemed to affect the biological activity in certain stabilizing agens. This agent also demonstrated the stabilizing agents. This agent also demonstrated the capacity to produce differentiation in leukemia cells lines.