16015-71-7

Basic information

• Product Name: 1-(3-Methoxyphenyl)piperazine
• Synonyms: RARECHEM AH CK 0127;TIMTEC-BB SBB003619;AKOS BBS-00003611;1-(3-METHOXYPHENYL)PIPERAZINE;N-(3-methoxyphenyl)piperazine;1-(3-m-Methoxyphenyl)piperazine;1-(3-Methyoxyphenyl)-piperazine;1-(3-Methoxyphenyl)piperazine 97%
• CAS NO: 16015-71-7
• Molecular Formula: C₁₁H₁₆N₂O
• Molecular Weight: 192.26
• EINECS: 240-154-8
• Product Categories: Piperaizine;Building Blocks;Heterocyclic Building Blocks;Piperazines
• Mol File: 16015-71-7.mol
• Article Data: 16

Chemical Properties

• Melting Point: 201-204°C
• Boiling Point: 150 °C0.5 mm Hg(lit.)
• Flash Point: 195 °F
• Appearance: white to grey or pinkish crystalline powder
• Density: 1.114 g/mL at 25 °C(lit.)
• Vapor Pressure: 6.8E-05mmHg at 25°C
• Refractive Index: n20/D 1.5815(lit.)
• PKA: 8.98±0.10(Predicted)
• CAS DataBase Reference: 1-(3-Methoxyphenyl)piperazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-Methoxyphenyl)piperazine(16015-71-7)
• EPA Substance Registry System: 1-(3-Methoxyphenyl)piperazine(16015-71-7)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 26-27-36/37/39-45
• RIDADR: UN 3267 8/PG 3
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: III
• Hazardous Substances Data: 16015-71-7(Hazardous Substances Data)

Usage

Description

1-(3-Methoxyphenyl)piperazine (Item No. 19273) is an analytical reference standard categorized as a piperazine. This product is intended for research and forensic applications.

Chemical Properties

white to grey or pinkish crystalline powder

Synthesis Reference(s)

Tetrahedron Letters, 37, p. 4463, 1996 DOI: 10.1016/0040-4039(96)00877-5

General Description

1-(3-Methoxyphenyl)piperazine is a piperazine derivative.

InChI:InChI=1/C11H16N2O/c1-14-11-4-2-3-10(9-11)13-7-5-12-6-8-13/h2-4,9,12H,5-8H2,1H3

Upstream product

• 821-48-7 bis-(2-chloroethyl)amine hydrochloride 
• 536-90-3 m-Anisidine 
• 110-85-0 piperazine 
• 2398-37-0 3-methoxyphenyl bromide 
• 766-85-8 3-methoxy-1-iodobenzene 
• 2845-89-8 1-chloro-3-methoxy-benzene 
• 16015-70-6 4-(3-methoxyphenyl) piperazine hydrochloride 
• 507263-18-5 tert-butyl 4-(3-methoxylphenyl)piperazine-1-carboxylate 
• 334-22-5 N,N-bis(chloro-2-ethyl)amine 
• 6163-58-2 tris-(o-tolyl)phosphine 

Downstream Products

• 90125-97-6 1-(3-Methoxy-phenyl)-4-(2-pyridin-2-yl-ethyl)-piperazine; compound with (E)-but-2-enedioic acid 
• 63633-94-3 1-(3-methoxy-phenyl)-4-phenylsulfanyl-piperazine 
• 25253-05-8 3-(4-(3-methoxyphenyl)-1-piperazinyl)propionitrile 
• 208537-55-7 4-[4-(3-Methoxy-phenyl)-piperazin-1-yl]-benzonitrile 
• 325808-48-8 1-(4-fluorobenzoyl)-4-(3-methoxyphenyl)piperazine 
• 59817-32-2 3-(piperazin-1-yl)phenol 
• 475596-06-6 1-[(1,2-diphenyl-1H-imidazol-4-yl)carbonyl]-4-(3-methoxyphenyl)piperazine 
• 204122-39-4 1-benzyl-4-(3-methoxyphenyl)piperazine 
• 440117-88-4 2-(2-(4-(3-methoxyphenyl)-piperazin-1-yl)-ethyl)-isoindoline-1,3-dione 
• 856400-19-6 2-nitro-4-{2-[4-(3-methoxyphenyl)piperazin-1-yl]ethoxy}aniline 

Relevant articles and documents

Synthesis of arylpiperazines via palladium-catalyzed aromatic amination reaction with unprotected piperazines

A series of arylpiperazines were synthesized in moderate to good yields by palladium-catalyzed coupling reaction of aryl halides with unprotected piperazines. Very high regioselectivities were observed when using 2-methyl or 2,6-dimethylpiperazine.

Synthesis of arylpiperazines via nucleophilic aromatic substitution of (η6-fluoroarene)tricarbonylchromium complexes

A one-pot, high yield preparation procedure for the synthesis of arylpiperazines using a nucleophilic aromatic substitution of (η6-fluoroarene)tricarbonylchromium complexes (including those bearing electron donating groups) is described. A new, easy and fast decomplexation procedure, in DMSO as solvent, is also presented.

Design, synthesis, and biological evaluation of structurally constrained hybrid analogues containing ropinirole moiety as a novel class of potent and selective dopamine D3 receptor ligands

Two series of hybrid analogues were designed, synthesized, and evaluated as a novel class of selective ligands for the dopamine D3 receptor. Binding affinities of target compounds were determined (using the method of radioligand binding assay). Compared to comparator agent BP897, compounds 2a and 2c were found to demonstrate a considerable binding affinity and selectivity for D3 receptor, and especially compound 2h was similarly potent and more selective D3R ligand than BP897, a positive reference. Thus, they may provide valuable information for the discovery and development of highly potent dopamine D3 receptor ligands with outstanding selectivity.

Multifunctional D2/D3 agonist D-520 with high in vivo efficacy: Modulator of toxicity of alpha-synuclein aggregates

We have developed a series of dihydroxy compounds and related analogues based on our hybrid D2/D3 agonist molecular template to develop multifunctional drugs for symptomatic and neuroprotective treatment for Parkinson"s disease (PD). The lead compound (-)-24b (D-520) exhibited high agonist potency at D2/D3 receptors and produced efficacious activity in the animal models for PD. The data from thioflavin T (ThT) assay and from transmission electron microscopy (TEM) analysis demonstrate that D-520 is able to modulate aggregation of alpha-synuclein (αSN). Additionally, coincubation of D-520 with αSN is able to reduce toxicity of preformed aggregates of αSN compared to control αSN alone. Finally, in a neuroprotection study with dopaminergic MN9D cells, D-520 clearly demonstrated the effect of neuroprotection from toxicity of 6-hydroxydopamine. Thus, compound D-520 possesses properties characteristic of multifunctionality conducive to symptomatic and neuroprotective treatment of PD.