5321-48-2

Basic information

• Product Name: 1-(3-METHYLBENZYL)PIPERAZINE
• Synonyms: ART-CHEM-BB B004005;CHEMBRDG-BB 4103044;AKOS B004005;1-(3-METHYLBENZYL)PIPERAZINE;TIMTEC-BB SBB003651;1-(m-methylbenzyl)-piperazin;1-m-methylbenzylpiperazine;1-(3-Methyl-benzyl)peiperazin
• CAS NO: 5321-48-2
• Molecular Formula: C₁₂H₁₈N₂
• Molecular Weight: 190.28
• EINECS: 226-184-4
• Product Categories: API intermediates;Aromatics;Heterocycles;Building Blocks;Heterocyclic Building Blocks;Piperazines;Building Blocks;C12;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 5321-48-2.mol
• Article Data: 11

Chemical Properties

• Melting Point: 110℃
• Boiling Point: 256-257 °C(lit.)
• Flash Point: >230 °F
• Appearance: Pale Yellow Oil
• Density: 1.001 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00199mmHg at 25°C
• Refractive Index: n20/D 1.5400(lit.)
• Storage Temp.: Refrigerator
• PKA: 9.18±0.10(Predicted)
• CAS DataBase Reference: 1-(3-METHYLBENZYL)PIPERAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-METHYLBENZYL)PIPERAZINE(5321-48-2)
• EPA Substance Registry System: 1-(3-METHYLBENZYL)PIPERAZINE(5321-48-2)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 2
• RTECS: TM1400000
• Hazardous Substances Data: 5321-48-2(Hazardous Substances Data)

Usage

Chemical Properties

1-(3-METHYLBENZYL)PIPERAZINE is Pale Yellow Oil

Uses

1-(3-METHYLBENZYL)PIPERAZINE is used as reference materials for forensic laboratories. They affect the central and the autonomic nervous systems, the blood pressure, and smooth muscle.

InChI:InChI=1/C12H18N2/c1-11-3-2-4-12(9-11)10-14-7-5-13-6-8-14/h2-4,9,13H,5-8,10H2,1H3/p+2

Upstream product

• 110-85-0 piperazine 
• 620-19-9 1-chloromethyl-3-methyl-benzene 
• 203047-32-9 C₁₇H₂₆N₂O₂ 
• 120-43-4 4-ethoxycarbonylpiperazine 
• 620-13-3 1-bromomethyl-3-methyl-benzene 

Downstream Products

• 1061285-06-0 methyl 2-(4-bromophenyl)-2-isopropyl-5-(4-(3-methylbenzyl)piperazine-1-yl)pentanoate 
• 1218949-55-3 1-[3,4-dihydro-6,7-dimethoxyisoquinolin-2(1H)-yl]-2-[4-(3-methylbenzyl)piperazin-1-yl]-ethanone 
• 1428245-48-0 C₁₉H₂₃ClN₂O₃ 
• 116029-09-5 1-[3-(2-chloro-benzhydryloxy)-propyl]-4-(3-methyl-benzyl)-piperazine 
• 110250-62-9 2-[4-(3-methyl-benzyl)-piperazino]-ethanol 
• 569-65-3 meclizine 

Relevant articles and documents

Design, synthesis and SAR of antitubercular benzylpiperazine ureas

Abstract: N-furfuryl piperazine ureas disclosed by scientists at GSK Tres Cantos were chosen as antimycobacterial hits from a phenotypic whole-cell screen. Bioisosteric replacement of the furan ring in the GSK Tres Cantos molecules with a phenyl ring led to molecule (I) with an MIC of 1?μM against Mtb H37Rv, low cellular toxicity (HepG2 IC50 ~ 80?μM), good DMPK properties and specificity for Mtb. With the aim of delineating the SAR associated with (I), fifty-five analogs were synthesized and screened against Mtb. The SAR suggests that the piperazine ring, benzyl urea and piperonyl moieties are essential signatures of this series. Active compounds in this series are metabolically stable, have low cellular toxicity and are valuable leads for optimization. Molecular docking suggests these molecules occupy the Q0 site of QcrB like Q203. Graphic Abstract: Bioisosteric replacement of N-furfuryl piperazine-1-carboxamides yielded molecule (I) a novel lead with satisfactory PD, metabolism, and toxicity profiles.[Figure not available: see fulltext.]

Synthesis and muscarinic acetylcholine receptor (mAChR) antagonist activity of substituted piperazine-triazoles

This study describes synthesis of a series of piperazine-triazole derivatives and their ex vivo evaluation for preliminary muscarinic acetylcholine receptor (mAChR) blocking activity on rat ileum model. A molecule based on benzonitrile piperazine triazole scaffold showed good tissue relaxation and blocking of neurotransmitter ACh in the ex vivo experiment. Graphic abstract: [Figure not available: see fulltext.]

Design, synthesis, and evaluation of genipin derivatives for the treatment of Alzheimer's Disease

Twenty-two novel genipin derivatives have been designed, synthesized, and evaluated for their inhibitory activity against acetylcholinesterase (AChE). As a result, compound 13a bearing ligustrazine moiety displayed the most potent AChE inhibitory activity in this series with IC50 value of 218?nm. Besides, MTT assay was performed to investigate the neuroprotection of these compounds against PC12 cells injured by Amyloid β-protein 1–42 (Aβ1–42). Among them, 8a showed higher inhibition rate (%Inhibition?=?22.29) than the positive reference Donepezil (%Inhibition?=?17.65).