16015-75-1

Usage

Uses

Used in Pharmaceutical Industry:
1-(2,4-DIMETHOXYPHENYL)PIPERAZINE is used as a key intermediate in the synthesis of pharmaceutical agents for its ability to form diverse chemical structures with potential therapeutic effects. Its unique 2,4-dimethoxyphenyl substitution on the piperazine ring allows for the development of new drugs with improved pharmacological properties, such as enhanced bioavailability, selectivity, and potency.
Used in Medicinal Chemistry Research:
1-(2,4-DIMETHOXYPHENYL)PIPERAZINE serves as a valuable research tool in medicinal chemistry, enabling scientists to explore its potential as a precursor for the development of novel bioactive molecules. Its unique structural features and chemical reactivity make it an attractive candidate for the design and synthesis of new compounds with potential applications in various therapeutic areas, including central nervous system disorders, cardiovascular diseases, and oncology.
Used in Agrochemical Industry:
In the agrochemical industry, 1-(2,4-DIMETHOXYPHENYL)PIPERAZINE is utilized as a building block for the synthesis of agrochemical agents, such as insecticides, herbicides, and fungicides. Its unique chemical properties and reactivity allow for the development of new agrochemicals with improved efficacy, selectivity, and environmental compatibility.
Used in Chemical and Biological Studies:
1-(2,4-DIMETHOXYPHENYL)PIPERAZINE also finds application as a research tool in chemical and biological studies, where it can be employed to investigate the structure-activity relationships of various bioactive molecules. Its unique 2,4-dimethoxyphenyl substitution on the piperazine ring provides a versatile platform for the exploration of novel chemical modifications and their impact on biological activity, paving the way for the discovery of new lead compounds and potential drug candidates.

InChI:InChI=1/C12H18N2O2/c1-15-10-3-4-11(12(9-10)16-2)14-7-5-13-6-8-14/h3-4,9,13H,5-8H2,1-2H3

Upstream product

• 821-48-7 bis-(2-chloroethyl)amine hydrochloride 
• 2735-04-8 2,4-Dimethoxyaniline 
• 110-85-0 piperazine 
• 7051-13-0 1-chloro-2,4-dimethoxybenzene 

Downstream Products

• 178672-08-7 1-(4-benzyloxy-2-methoxyphenyl)piperazine 
• 1448676-45-6 2-cyclobutyl-4-(4-(2,4-dimethoxyphenyl)piperazin-1-yl)-6,7-dimethoxyquinazoline 
• 1369891-45-1 C₂₁H₂₈N₂O₃ 
• 1083075-57-3 carbamic acid 3-[4-(2,4-dimethoxy-phenyl)-piperazin-1-yl]-1-phenyl-propyl ester 
• 1369891-99-5 C₂₁H₂₆N₂O₃ 
• 1243545-39-2 1-(2,4-dimethoxyphenyl)-4-(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)piperazine 
• 1253796-54-1 C₂₅H₄₂N₂O₄ 

Relevant academic research and scientific papers

Chrysin-piperazine conjugates as antioxidant and anticancer agents

Synthesis of 7-(4-bromobutoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one intermediate treating chrysin with 1,4-dibromobutane facilitated combination of chrysin with a wide range of piperazine moieties which were equipped via reacting the corresponding amines with bis(2-chloroethyl)amine hydrochloride in diethylene glycol monomethyl ether solvent. Free radical scavenging potential of prepared products was analyzed in vitro adopting DPPH and ABTS bioassay in addition to the evaluation of in vitro anticancer efficacies against cervical cancer cell lines (HeLa and CaSki) and an ovarian cancer cell line SK-OV-3 using SRB assay. Bearable toxicity of 7a-w was examined employing Madin-Darby canine kidney (MDCK) cell line. In addition, cytotoxic nature of the presented compounds was inspected utilizing Human bone marrow derived mesenchymal stem cells (hBM-MSCs). Overall, 7a-w indicated remarkable antioxidant power in scavenging DPPH+ and ABTS++, particularly analogs 7f, 7j, 7k, 7l, 7n, 7q, 7v, 7w have shown promising free radical scavenging activity. Analogs 7j and 7o are identified to be highly active candidates against HeLa and CaSki cell lines, whereas 7h and 7l along with 7j proved to be very sensitive towards ovarian cancer cell line SKOV-3. None of the newly prepared scaffolds showed cytotoxic nature toward hBM-MSCs cells. From the structure-activity point of view, nature and position of the electron withdrawing and electron donating functional groups on the piperazine core may contribute to the anticipated antioxidant and anticancer action. Different spectroscopic techniques (FT-IR, 1H NMR, 13C NMR, Mass) and elemental analysis (CHN) were utilized to confirm the desired structure of final compounds.

Pd-Catalyzed Synthesis of Piperazine Scaffolds under Aerobic and Solvent-Free Conditions

A facile Pd-catalyzed methodology providing an efficient synthetic route to biologically relevant arylpiperazines under aerobic conditions is reported. Electron donating and sterically hindered aryl chlorides were aminated to afford yields up to 97%, with examples using piperazine as solvent, illustrating an ecofriendly, cost-effective synthesis of these privileged structures.

Synthesis and evaluation of arylpiperazines derivatives of 3,5-dioxo-(2H,4H)-1,2,4-triazine as 5-HT1AR ligands

5-HT1AR agonist or partial agonists are established drug candidates for psychiatric and neurological disorders. We have reported the synthesis and evaluation of a series of high affinity 5-HT1AR partial agonist PET imaging agents with greater selectivity over α-1AR. The characteristic of these molecules are 3,5-dioxo-(2H,4H)-1,2,4-triazine skeleton tethered to an arylpiperazine unit through an alkyl side chain. The most potent 5-HT1AR agonistic properties were found to be associated with the molecules bearing C-4 alkyl group as the linker. Therefore development of 3,5-dioxo-(2H,4H)-1,2,4-triazine bearing arylpiperazine derivatives may provide high affinity selective 5-HT1AR ligands. Herein we describe the synthesis and evaluation of the binding properties of a series of arylpiperazine analogues of 3,5-dioxo-(2H,4H)-1,2,4-triazine.

CYANOCYCLOPROPYLCARBOXAMIDES AS CATHEPSIN INHIBITORS

The present invention relates to compounds of formula (I) for treating diseases associated with cysteine protease activity. The compounds are reversible inhibitors of cysteine proteases, including cathepsins B, K, C, F, H, L, O, S, W and X. Of particular interest are diseases associated with Cathepsin K.