148547-51-7

Basic information

• Product Name: Piperazine, 1-(2-methoxyphenyl)-4-methyl-
• CAS NO: 148547-51-7
• Molecular Formula: C12H18N2O
• Molecular Weight: 206.288
• Mol File: 148547-51-7.mol

Chemical Properties

• CAS DataBase Reference: Piperazine, 1-(2-methoxyphenyl)-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Piperazine, 1-(2-methoxyphenyl)-4-methyl-(148547-51-7)
• EPA Substance Registry System: Piperazine, 1-(2-methoxyphenyl)-4-methyl-(148547-51-7)

Safety Data

• Hazardous Substances Data: 148547-51-7(Hazardous Substances Data)

Upstream product

• 110-85-0 piperazine 
• 91-16-7 1,2-dimethoxybenzene 
• 380639-26-9 1-{[4-(2-methoxyphenyl)piperazin-1-yl]methyl}-1H-1,2,3-benzotriazole 
• 109-01-3 1-methyl-piperazine 
• 766-51-8 2-Chloroanisole 
• 768289-44-7 1-formyl-4-(2-methoxyphenyl)piperazine 
• 50-00-0 formaldehyd 
• 35386-24-4 1-(2-Methoxyphenyl)piperazine 

Downstream Products

• 148547-50-6 1-(2-Methoxy-5-nitro-phenyl)-4-methyl-piperazine 
• 960402-38-4 1-(4-bromo-2-methoxyphenyl)-4-methylpiperazine 
• 1620294-68-9 tert-butyl ((5-((2-(4-methylpiperazin-1-yl)phenoxy)methyl)-4,5-dihydroisoxazol-3-yl)methyl)carbamate 
• 1620294-66-7 1-(2-(allyloxy)phenyl)-4-methylpiperazine 
• 189762-98-9 2-(4-methylpiperazin-1-yl)phenol 
• 1325188-73-5 1-(4-methoxy-3-(4-methylpiperazin-1-yl)phenyl)pyrrolidine-2,5-dione 
• 1325190-12-2 C₁₆H₂₃N₃O₄ 
• 148546-79-6 4-Bromo-N-[4-methoxy-3-(4-methyl-piperazin-1-yl)-phenyl]-benzamide 
• 148546-78-5 4-methoxy-3-(4-methyl-1-piperazinyl)benzeneamine 

Relevant articles and documents

Aryl-Diadamantyl Phosphine Ligands in Palladium-Catalyzed Cross-Coupling Reactions: Synthesis, Structural Analysis, and Application

Synthesis, temperature-dependent NMR structure investigation and utilization of a new, stable and easily accessible aryl-diadamantylphosphine ligand family is reported. The bulky and electron-rich phosphorus center of the ligand enhances the catalytic activity of palladium in cross-coupling reactions of sterically demanding ortho-substituted aryl halides. In our study, we demonstrated the synthetic applicability of the new phosphine ligands in Buchwald-Hartwig and tosyl hydrazone coupling reactions.

Flexible Steric Bulky Bis(Imino)acenaphthene (BIAN)-Supported N-Heterocyclic Carbene Palladium Precatalysts: Catalytic Application in Buchwald-Hartwig Amination in Air

To achieve efficient palladium-catalyzed cross-coupling reaction under mild reaction conditions with the flexible steric bulk strategy, a series of Pd-PEPPSI (PEPPSI: pyridine-enhanced precatalyst preparation, stabilization, and initiation) complexes C1-C6 were synthesized and characterized, in which unsymmetric flexible steric bulk was introduced on the N-aryl of ancenaphthyl skeleton. These well-defined palladium complexes were found to be excellent precatalysts for Buchwald-Hartwig amination of aryl chlorides with amines in air. The electronic effect of the Pd-PEPPSI complexes and the effect of ancillary pyridine ligands were evaluated, among which complex C3 exhibited the most efficiency. It was demonstrated that the cross-coupling products were obtained in excellent yields in the presence of 0.5-0.1 mol % palladium loading. A wide range of aryl- and heteroaryl chlorides as well as various amines were compatible. The oxidative addition of aryl chlorides is revealed to be the rate-determining step in the catalytic cycle. The catalytic activity can be enhanced by introducing electron-donating groups to the Pd-PEPPSI complexes. This type of Pd-PEPPSI precatalyst showed the most efficiency reported to date for the challenging C-N cross-coupling reactions requiring no anhydrous and inert atmosphere protections, suggesting flexible steric bulk as a promising catalyst design strategy.

Chelating Bis(1,2,3-triazol-5-ylidene) Rhodium Complexes: Versatile Catalysts for Hydrosilylation Reactions

NHC-rhodium complexes (NHC=N-heterocyclic carbenes) have been widely used as efficient catalysts for hydrosilylation reactions. However, the substrates were mostly limited to reactive carbonyl compounds (aldehydes and ketones) or carbon-carbon multiple bonds. Here, we describe the application of newly-developed chelating bis(tzNHC)-rhodium complexes (tz=1,2,3-triazol-5-ylidene) for several reductive transformations. With these catalysts, the formal reductive methylation of amines using carbon dioxide, the hydrosilylation of amides and carboxylic acids, and the reductive alkylation of amines using carboxylic acids have been achieved under mild reaction conditions.

5-HT RECEPTOR MODULATORS

The invention relates to compounds of formula (I), useful for treating disorders mediated by the 5-hydroxytryptamine (serotonin) receptor IB (5-HT1B), e.g. vascular disorders, cancer and CNS disorders. The invention also provides methods of treating such disorders, and compounds and compositions etc. for their treatment.

Molecular determinants of selectivity and efficacy at the dopamine D3 receptor

The dopamine D3 receptor (D3R) has been implicated in substance abuse and other neuropsychiatric disorders. The high sequence homology between the D3R and D2R, especially within the orthosteric binding site (OBS) that binds dopamine, has made the developm

5-HT RECEPTOR MODULATORS

The invention relates to compounds of formula (I), useful for treating disorders mediated by the 5-hydroxytryptamine (serotonin) receptor 1B (5-HT1B), e.g. vascular disorders, cancer and CNS disorders. The invention also provides methods of treating such disorders, and componnds and compositions etc. for their treatment

QUINOXALINE DERIVATIVES AS INHIBITORS OF THE TYROSINE KINASE ACTIVITY OF JANUS KINASES

The present invention relates to quinoxaline compound of the formula (I): wherein R1 is carbocyclyl or heterocyclyl, either of which is optionally substituted with 1, 2, 3, 4 or 5 R7; R2 is carbocyclyl or heterocyclyl, either of which is optionally substituted with 1, 2, 3, 4 or 5 R8; R3, R4, R5 and R6 are each independently hydrogen or R9; and R7, R8 and R9 are each independently selected from organic and inorganic substituents, their use in therapy of diseases, in particular diseases mediated by the tyrosine kinase activity of Janus kinases, including JAK-2 and JAK-3 kinases

Synthesis and antimicrobial activity of N-alkyl and N-aryl piperazine derivatives

A series of substituted piperazine derivatives have been synthesized and tested for antimicrobial activity. The antibacterial activity was tested against Staphylococcus aureus (MTCCB 737), Pseudomonas aeruginosa (MTCCB 741), Streptomyces epidermidis (MTCCB 1824) and Escherichia coli (MTCCB 1652), and antifungal activity against Aspergillus fumigatus, Aspergillus flavus and Aspergillus niger. All synthesized compounds showed significant activity against bacterial strains but were found to be less active against tested fungi. In vitro toxicity tests demonstrated that compounds 4d and 6a showed very less toxicity against human erythrocytes.

Method of preparing aryl(homo)piperazines

The present invention is concerned with a method for the preparation of a compound of the general formula 2 STR1 by reaction of a compound of the formula 3 with a compound of the general formula 4 STR2 wherein Ar means a (hetero)aryl group, preferably selected from phenyl, naphtyl, furyl, thienyl, pyridyl, bicylic heteroaryl and tricyclic heteroaryl, which (hetero)aryl group is optionally sustituted with one to five non-strongly-electron-withdrawing substituents; M is a metal from the groups I or II of the periodic table; R12 is an electronegative group; and is 0 or 1. The invention also relates to compounds prepared according to this method and to new substituted aryl(homo)piperazines.

Direct Substitution of Aromatic Ethers by Lithium Amides. A New Aromatic Amination Reaction

Reaction of lithiated dialkylamines with methoxy aromatics in refluxing THF leads to products resulting from a direct ipso-substitution.Especially with lithiated secondary amines high conversions and selectivities are achieved.Sulfonyl-substituted aromatics react equally well, but halogenated aromatics give rise to side-products arising from a competing pathway via aryne intermediates.The scope and mechanistic implications of this novel nucleophilic amination reaction are described.