446831-27-2

Usage

Uses

Used in Pharmaceutical Research:
1-(2-Carboxyphenyl)-Piperazine is used as a research compound for understanding the mechanisms of neurological and psychiatric disorders. Its application is crucial in studying conditions such as Alzheimer's disease, depression, and schizophrenia, where the NMDA receptor plays a significant role.
Used in Drug Development:
In the pharmaceutical industry, 1-(2-Carboxyphenyl)-Piperazine serves as a key component in the development of antidepressant and antipsychotic drugs. Its antagonistic properties against the NMDA receptor make it a valuable asset in creating medications that can potentially alleviate symptoms of various mental health conditions.
Used in Chemical Research:
1-(2-Carboxyphenyl)-Piperazine is used as a reagent in chemical research, where its unique structure and properties are harnessed to facilitate various chemical reactions and syntheses.
Safety Considerations:

InChI:InChI=1/C11H14N2O2/c14-11(15)9-3-1-2-4-10(9)13-7-5-12-6-8-13/h1-4,12H,5-8H2,(H,14,15)

Upstream product

• 111373-03-6 2-(piperazin-1-yl)benzonitrile 
• 159974-63-7 2-piperazin-1-yl-benzoic acid methyl ester 

Downstream Products

• 444582-90-5 2-{4-[(tert-butoxy)carbonyl]piperazin-1-yl}benzoic acid 
• 1253936-85-4 1-{4-[2-(1H-benzoimidazol-2-yl)phenyl]piperazin-1-yl}-2-(3,5-dimethyl-pyrazol-1-yl)ethanone 
• 1253382-59-0 N-(2-amino-phenyl)-2-{4-[2-(3,5-dimethyl-pyrazol-1-yl)-acetyl]-piperazin-1-yl}-benzamide 
• 1253936-87-6 2-(3,5-dimethyl-pyrazol-1-yl)-1-{4-[2-(5-trifluoromethyl-1H-benzoimidazol-2-yl)phenyl]piperazin-1-yl}ethanone 
• 1253936-72-9 N-(2-amino-4-trifluoromethyl-phenyl)-2-{4-[2-(3,5-dimethyl-pyrazol-1-yl)acetyl]piperazin-1-yl}benzamide 
• 1253382-55-6 2-{4-[2-(3,5-dimethyl-pyrazol-1-yl)-acetyl]-piperazin-1-yl}-N-pyridin-4-yl-benzamide 
• 1253382-56-7 2-{4-[2-(3,5-dimethyl-pyrazol-1-yl)-acetyl]-piperazin-1-yl}-benzoic acid methyl ester 
• 1253382-57-8 2-{4-[2-(3,5-dimethyl-pyrazol-1-yl)-acetyl]-piperazin-1-yl}-benzoic acid 
• 321909-01-7 [2-(piperazin-1-yl)phenyl]methanol 
• 159974-63-7 2-piperazin-1-yl-benzoic acid methyl ester 

Relevant academic research and scientific papers

PHENYLSULFOXIDE AND PHENYLSULFONE DERIVATIVES

The invention relates to phenylsulfoxide and phenylsulfone derivatives and to a method for producing them. The invention also relates to their use in the production of medicaments for the treatment and/or prophylaxis of diseases, especially of Alzheimer disease.

Synthesis and Structure-Activity Relationships of Novel Arylpiperazines as Potent and Selective Agonists of the Melanocortin Subtype-4 Receptor

The melanocortin receptors have been implicated as potential targets for a number of important therapeutic indications, including inflammation, sexual dysfunction, and obesity. We identified compound 1, an arylpiperazine attached to the dipeptide H-D-Tic-D-p-Cl-Phe-OH, as a novel melanocortin subtype-4 receptor (MC4R) agonist through iterative directed screening of nonpeptidyl G-protein-coupled receptor biased libraries. Structure-activity relationship (SAR) studies demonstrated that substitutions at the ortho position of the aryl ring improved binding and functional potency. For example, the o-isopropyl-substituted compound 29 (Ki = 720 nM) possessed 9-fold better binding affinity compared to the unsubstituted aryl ring (Ki = 6600 nM). Sulfonamide 39 (Ki = 220 nM) fills this space with a polar substituent, resulting in a further 2-fold improvement in binding affinity. The most potent compounds such as the diethylamine 44 (Ki = 60 nM) contain a basic group at this position. Basic heterocycles such as the imidazole 50 (Ki = 110 nM) were similarly effective. We also demonstrated good oral bioavailability for sulfonamide 39.