23173-57-1

Basic information

• Product Name: 1-(4-METHYLBENZYL)PIPERAZINE
• Synonyms: TIMTEC-BB SBB003648;1-(4-METHYLBENZYL)PIPERAZINE;AKOS B004004;AKOS BBS-00003645;BUTTPARK 36\08-62;ART-CHEM-BB B004004;Methylbenzylpiperazine;1-(4-Methylbenzyl)piperazine 98%
• CAS NO: 23173-57-1
• Molecular Formula: C₁₂H₁₈N₂
• Molecular Weight: 190.28
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Piperazines
• Mol File: 23173-57-1.mol
• Article Data: 19

Chemical Properties

• Melting Point: 37-41 °C(lit.)
• Boiling Point: 115-117°C 1mm
• Flash Point: 205 °F
• Appearance: /
• Density: 1.011 g/cm³
• Vapor Pressure: 0.00192mmHg at 25°C
• Refractive Index: 1.543
• PKA: 9.16±0.10(Predicted)
• CAS DataBase Reference: 1-(4-METHYLBENZYL)PIPERAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-METHYLBENZYL)PIPERAZINE(23173-57-1)
• EPA Substance Registry System: 1-(4-METHYLBENZYL)PIPERAZINE(23173-57-1)

Safety Data

• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39
• WGK Germany: 2
• HazardClass: IRRITANT
• Hazardous Substances Data: 23173-57-1(Hazardous Substances Data)

Usage

Uses

is a useful synthetic intermediate in the synthesis of 3-Desmethyl 4-Methyl Meclizine Dihydrochloride ; a metabolite of Meclizine (, 2HCl monohydrate) which is an antiemetic. 1-(4-Methylbenzyl)piperazine is also used in the synthesis of inhibitors of acetylcholinesterase (AChE) and butyrylcholinesterase

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

Upstream product

• 104-82-5 4-Methylbenzyl chloride 
• 110-85-0 piperazine 
• 104-81-4 4-Methylbenzyl bromide 
• 104-87-0 4-methyl-benzaldehyde 
• 779989-61-6 1,1-dimethylethyl 4-[(4-methylphenyl)methyl]-1-piperazine carboxylate 
• 111752-26-2 piperazin-1-yl(p-tolyl)methanone 

Downstream Products

• 946522-98-1 benzyl ester of {2-[4-(4-methylbenzyl)piperazin-1-yl]-2-oxoethyl}carbamic acid 
• 342653-00-3 lithium 2-methoxyphenylacetylide 
• 1164101-50-1 2-(4-(4-methylbenzyl)piperazin-1-yl)-N-(3,4-dihydro-3-oxo-2H-benzo[b][1,4]oxazin-7-yl)acetamide 
• 1237542-47-0 2-[4-(4-methylbenzyl)piperazin-1-yl]-N-[4-(1-methyl-4,5-diphenyl-1H-imidazol-2-yl)phenyl]acetamide 
• 1393571-59-9 6-(4-((E)-3-(4-(4-methylbenzyl)piperazin-1-yl)-3-oxoprop-1-enyl)-1-phenyl-1H-pyrazole-3-yl)-3-methyl-2-oxo-3H-benzoxazolone 

Relevant articles and documents

Discovery of Novel Apigenin-Piperazine Hybrids as Potent and Selective Poly (ADP-Ribose) Polymerase-1 (PARP-1) Inhibitors for the Treatment of Cancer

Poly (ADP-ribose) polymerase-1 (PARP-1) is a potential target for the discovery of chemosensitizers and anticancer drugs. Amentoflavone (AMF) is reported to be a selective PARP-1 inhibitor. Here, structural modifications and trimming of AMF have led to a series of AMF derivatives (9a-h) and apigenin-piperazine/piperidine hybrids (14a-p, 15a-p, 17a-h, and 19a-f), respectively. Among these compounds, 15l exhibited a potent PARP-1 inhibitory effect (IC50 = 14.7 nM) and possessed high selectivity to PARP-1 over PARP-2 (61.2-fold). Molecular dynamics simulation and the cellular thermal shift assay revealed that 15l directly bound to the PARP-1 structure. In in vitro and in vivo studies, 15l showed a potent chemotherapy sensitizing effect against A549 cells and a selective cytotoxic effect toward SK-OV-3 cells through PARP-1 inhibition. 15l·2HCl also displayed good ADME characteristics, pharmacokinetic parameters, and a desirable safety margin. These findings demonstrated that 15l·2HCl may serve as a lead compound for chemosensitizers and the (BRCA-1)-deficient cancer therapy.

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.]

Genipin analogue, preparation method and application thereof

The invention relates to the field of pharmaceutical chemistry, and in particular relates to genipin analogues (I) and medicinal salts containing the genipin analogues, a preparation method and pharmaceutical compositions containing the genipin analogues or the medicinal salts. Pharmacodynamic tests prove that the compounds provided by the invention can be used for preventing and treating neurodegenerative diseases such as Alzheimer.