20529-26-4

Usage

Uses

Used in Recreational Drug Market:
4-MeOPP is used as a psychoactive substance in the recreational drug market for its stimulant and entactogenic effects. It is sought after by individuals for its ability to induce heightened energy, euphoria, and a sense of emotional closeness with others.
Used in Research and Development:
In the scientific community, 4-MeOPP is utilized as a research chemical to study the effects of piperazine derivatives on the central nervous system. This helps in understanding the mechanisms of action and potential therapeutic applications of similar compounds.
Used in Forensic Toxicology:
4-MeOPP is also used in forensic toxicology as a reference substance for the identification and analysis of designer drugs in biological samples. This aids in the detection and monitoring of drug abuse and intoxication cases.

Upstream product

• 117046-73-8 2-(2-(4-(4-methoxyphenyl)piperazin-1-yl)ethyl)isoindoline-1,3-dione 
• 38212-30-5 4-(4-methoxyphenyl)piperazine 

Downstream Products

• 236734-19-3 1-(2-[2-quinolyl]amino)-ethyl-4-(4-methoxyphenyl) piperazine.hydrochloride 
• 1608157-05-6 2-(furan-2-yl)-N⁵-(2-(4-(4-methoxyphenyl)piperazin-1-yl)ethyl)-[1,2,4]triazolo[1,5-a][1,3,5]triazine-5,7-diamine 
• 1240266-58-3 C₂₆H₃₄N₄O₂*ClH 
• 1209316-16-4 N-{2-[4-(4-methoxyphenyl)piperazin-1-yl]ethyl}-2-quinoxaline carboxamide 
• 1221290-98-7 N-{2-[4-(4-methoxylphenyl)piperazin-1-yl]ethyl}-3-quinoline carboxamide 
• 1221290-85-2 N-{2-[4-(4-methoxyphenyl)piperazin-1-yl]ethyl}-2-quinoline carboxamide 
• 112822-35-2 3-[2-[4-(4-methoxyphenyl)piperazin-1-yl]ethyl]furo[3,4-d]pyrimidine-2,4-dione 

Relevant academic research and scientific papers

Binding kinetics of ZM241385 derivatives at the human adenosine A 2A receptor

Classical drug design and development rely mostly on affinity- or potency-driven structure-activity relationships (SAR). Thus far, a given compound's binding kinetics have been largely ignored, the importance of which is now being increasingly recognized. In the present study, we performed an extensive structure-kinetics relationship (SKR) study in addition to a traditional SAR analysis at the adenosine A2A receptor (A 2AR). The ensemble of 24 A2AR compounds, all triazolotriazine derivatives resembling the prototypic antagonist ZM241385 (4-(2-((7-amino-2-(furan-2-yl)-[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-yl)amino) ethyl)phenol), displayed only minor differences in affinity, although they varied substantially in their dissociation rates from the receptor. We believe that such a combination of SKR and SAR analyses, as we have done with the A 2AR, will have general importance for the superfamily of G protein-coupled receptors, as it can serve as a new strategy to tailor the interaction between ligand and receptor. Above and beyond: Insight into the binding kinetics of ZM241385 derivatives at the human adenosine A2A receptor has provided additional information beyond a traditional structure-activity relationship (SAR) analysis. The strategy, combining a structure-kinetics relationship investigation and SAR, can serve as an important tool for more directed medicinal chemistry efforts in the future.

Chemical modifications on 4-arylpiperazine-ethyl carboxamide derivatives differentially modulate affinity for 5-HT1A, D4.2, and α2A receptors: Synthesis and in vitro radioligand binding studies

A series of substituted 4-aryl-piperazine-ethyl heteroarylcarboxamides were prepared and tested in in vitro radioligand binding studies. The presence of a quinoxaline has a favourable impact in terms of serotonin 5-HT1A versus dopamine D4.2 receptor selectivity. Compounds with a 3-CF3 group at the distal phenyl ring are the most effective in terms of affinity and selectivity for 5-HT1A versus D4.2 receptors. A 4-phenyl-1,2,3,6- tetrahydropyridine in place of the corresponding 4-phenyl-piperazine side chain is also favourable not only for the affinity for 5-HT1A and D4.2 receptors but also in some cases for α2A-adrenoceptors.

Synthesis and biological evaluation of oxazole derivatives as T-type calcium channel blockers

T-type calcium channel is one of therapeutic targets for the treatment of cardiovascular diseases and neuropathic pain. In this study, as a part of our ongoing efforts to develop potent T-type calcium channel blockers, we designed oxazole derivatives subs

Pharmacophore-based design, synthesis, biological evaluation, and 3D-QSAR studies of aryl-piperazines as α1-adrenoceptor antagonists

Phenyl-piperazines were designed and synthesized based on pharmacophore for uro-selective α1-adrenoceptor antagonists and 3D chemical database searching. Within this series, three compounds, 2, 3, and 13, showed similar or better α1-

Synthesis and biological evaluation of novel T-type Ca2+ channel blockers

A small molecule library of piperazinylalkylisoxazole derivatives containing about 600 compounds was designed, synthesized and evaluated for blocking effects on T-type Ca2+ channel. Several ligands were identified to possess high inhibitory activity against the T-type Ca 2+ channel. The compound 21 with trifluoromethyl substituents at C3-position of phenyl group (R1) and C2- position of phenyl group (R2) showed the highest inhibitory activity with IC50 value of 1.02μM, which is comparable to that of mibefradil.

2-aminoquinoline derivatives having d4-agonistic activity

The present invention relates to a group of novel 2-aminoquinoline derivatives which are potent and selective agonists of the dopamine D4-receptor. The compounds have general formula (I) wherein (R1)nrepresents 1 or 2 substituents, w

Quantitative structure-activity analyses of novel hydroxyphenylurea derivatives as antioxidants

A series of substituted hydroxyphenylureas was synthesized, the chemical structure of which was designed based on structures of natural antioxidants, vitamin E (α-tocopherol) and uric acid. They exhibited high inhibitory activity against lipid peroxidation. In order to gain an insight into the mechanism of the inhibition reaction, we analyzed their structure-activity relationships quantitatively. Electronic and steric effects of substituents on the phenolic hydroxyl group were shown to be of importance in governing the inhibitory potency. An increase in the electron donating property of substituents toward the phenolic hydroxyl group enhanced the antioxidative activity by the stabilization of an electron-deficient radical-type transition state. The steric shielding by ortho-substituents stabilized the phenoxy radicals formed following the transition state. Derivatives having the carboxyl group were only weakly active presumably because of an intermolecular ion-dipole interaction of the phenolic hydroxyl group with the carboxylate anion which could retard the formation of the transition state. Copyright (C) 1998 Elsevier Science Ltd.