35386-24-4

Basic information

• Product Name: 1-(2-Methoxyphenyl)piperazine
• Synonyms: RARECHEM AH CK 0126;TIMTEC-BB SBB003620;LABOTEST-BB LT00233095;AKOS BBS-00003584;1-(2-METHOXYLPHENYL)-PIPERAZINE;2-(PIPERAZIN-1-YL)METHOXYBENZENE;2-(1-PIPERAZINYL)ANISOLE;1-(O-METHOXYPHENYL)PIPERAZINE
• CAS NO: 35386-24-4
• Molecular Formula: C₁₁H₁₆N₂O
• Molecular Weight: 192.26
• EINECS: 252-537-7
• Product Categories: Piperidines, Piperidones, Piperazines;BUILDING BLOCKS;Piperaizine;API intermediates;(intermediate of urapidil);Building Blocks;Heterocyclic Building Blocks;Piperazines;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Bioactive Small Molecules;C11;Cell Biology;Chemical Synthesis;Heterocyclic Building Blocks;M
• Mol File: 35386-24-4.mol
• Article Data: 36

Chemical Properties

• Melting Point: 35-40 °C(lit.)
• Boiling Point: 130-133 °C0.1 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless to yellow/Liquid After Melting
• Density: 1.095 g/mL at 25 °C(lit.)
• Vapor Pressure: 5.68E-06mmHg at 25°C
• Refractive Index: n20/D 1.575(lit.)
• Storage Temp.: Refrigerator
• PKA: 8.98±0.10(Predicted)
• Water Solubility: Soluble in chloroform, ethyl acetate, and methanol. Insoluble in water
• Sensitive: Air Sensitive
• BRN: 167888
• CAS DataBase Reference: 1-(2-Methoxyphenyl)piperazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-Methoxyphenyl)piperazine(35386-24-4)
• EPA Substance Registry System: 1-(2-Methoxyphenyl)piperazine(35386-24-4)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34-36/37/38
• Safety Statements: 26-36/37/39-45-28A-36
• RIDADR: UN 3263 8/PG 3
• WGK Germany: 3
• F: 3-10
• HazardClass: IRRITANT
• PackingGroup: Ⅲ
• Hazardous Substances Data: 35386-24-4(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to yellow liquid after melting

Uses

Different sources of media describe the Uses of 35386-24-4 differently. You can refer to the following data:
1. A piperazine derivative and a selective antagonist at D3 receptors that influences the expression of cocaine-induced conditioned place preference (CPP).
2. It is used as pharmaceutical intermediate. N-alkylated 1-(2-methyoxyphenyl)piperazines markedly improved affinity and selectivity of the dopamine D3 receptor which is recognized as a potential therapeutic target for the treatment of various neurological and psychiatric disorders.
3. 1-(2-Methoxyphenyl)piperazine can be used:To functionalize pyrazolylvinyl ketones via Aza-Michael addition reaction.To prepare cyclic amine substituted Tr?ger′s base derivatives.To prepare functionalized bis(mercaptoimidazolyl)borates by reacting with the activated ester, [(1-methyl-2-mercaptoimidazol-5-yl)carbonyl]succinimide.

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

Upstream product

• 110-85-0 piperazine 
• 91-16-7 1,2-dimethoxybenzene 
• 115755-26-5 1-(2-methoxyphenyl)piperazine-2,6-dione 
• 578-57-4 2-bromoanisole 
• 766-51-8 2-Chloroanisole 
• 7542-23-6 piperazine hydrochloride 
• 6163-58-2 tris-(o-tolyl)phosphine 
• 100-66-3 methoxybenzene 
• 140681-55-6 Selectfluor 
• 126480-23-7 N-(2-methoxy-phenyl)piperazinone 
• 821-48-7 bis-(2-chloroethyl)amine hydrochloride 
• 90-04-0 2-methoxy-phenylamine 
• 43204-63-3 bis(2-bromoethyl)amine hydrobromide 
• 529-28-2 4-iodoanisol 

Downstream Products

• 90126-10-6 1-(2-methoxyphenyl)-4-<2-<2-(5-ethyl)pyridyl>ethyl>piperazine fumarate 
• 115464-87-4 bis(5-phenyl-2-pyrryl)methane 
• 114518-03-5 2-<<4-(2-methoxyphenyl)-1-piperazinyl>methyl>-5-phenylpyrrole 
• 89937-27-9 6-chloro-3-<4-(2-methoxyphenyl)-1-piperazinyl>pyridazine 
• 153473-49-5 1-(indolyl-2-carbonyl)-4-(2-methoxyphenyl)piperazine 
• 111373-05-8 2,4-Dichlor-6-<4-(2-methoxyphenyl)-1-piperazinyl>-1,3,5-triazin 
• 146529-56-8 3-<<4-(2-methoxyphenyl)-1-piperazinyl>methyl>oxazolo<4,5-b>pyridin-2(3H)-one 
• 115464-76-1 2-<<4-(2-methoxyphenyl)-1-piperazinyl>methyl>-1,5-diphenylpyrrole 
• 93151-61-2 4-n-butyl-1-(2-methoxyphenyl)piperazine 
• 92493-10-2 1-(2-methoxyphenyl)4-n-propylpiperazine 

Relevant articles and documents

Kinetics of the decomposition of a Mannich base.

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Mild deprotection of the: N-tert -butyloxycarbonyl (N -Boc) group using oxalyl chloride

We report a mild method for the selective deprotection of the N-Boc group from a structurally diverse set of compounds, encompassing aliphatic, aromatic, and heterocyclic substrates by using oxalyl chloride in methanol. The reactions take place under room temperature conditions for 1-4 h with yields up to 90percent. This mild procedure was applied to a hybrid, medicinally active compound FC1, which is a novel dual inhibitor of IDO1 and DNA Pol gamma. A broader mechanism involving the electrophilic character of oxalyl chloride is postulated for this deprotection strategy. This journal is

Leveraging a Low-Affinity Diazaspiro Orthosteric Fragment to Reduce Dopamine D3 Receptor (D3R) Ligand Promiscuity across Highly Conserved Aminergic G-Protein-Coupled Receptors (GPCRs)

Previously, we reported a 3-(2-methoxyphenyl)-9-(3-((4-methyl-5-phenyl-4H-1,2,4-triazol-3-yl)thio)propyl)-3,9-diazaspiro[5.5]undecane (1) compound with excellent dopamine D3 receptor (D3R) affinity (D3R Ki = 12.0 nM) and selectivity (D2R/D3R ratio = 905). Herein, we present derivatives of 1 with comparable D3R affinity (32, D3R Ki = 3.2 nM, D2R/D3R ratio = 60) and selectivity (30, D3R Ki = 21.0 nM, D2R/D3R ratio = 934). Fragmentation of 1 revealed orthosteric fragment 5a to express an unusually low D3R affinity (Ki = 2.7 μM). Compared to piperazine congener 31, which retains a high-affinity orthosteric fragment (5d, D3R Ki = 23.9 nM), 1 was found to be more selective for the D3R among D1- and D2-like receptors and exhibited negligible off-target interactions at serotoninergic and adrenergic G-protein-coupled receptors (GPCRs), common off-target sites for piperazine-containing D3R scaffolds. This study provides a unique rationale for implementing weakly potent orthosteric fragments into D3R ligand systems to minimize drug promiscuity at other aminergic GPCR sites.