70931-28-1

Basic information

• Product Name: 1-(4-FLUOROBENZYL)PIPERAZINE
• Synonyms: TIMTEC-BB SBB003604;ART-CHEM-BB B004011;BUTTPARK 36\08-54;AKOS BBS-00003644;AKOS B004011;1-(4-FLUOROBENZYL)PIPERAZINE;1-(4-FLUORO-BENZYL)-PIPERAZINE DIHYDROCHLORIDE;1-(4-Fluorobenzyl)piperazine 97%
• CAS NO: 70931-28-1
• Molecular Formula: C₁₁H₁₅FN₂
• Molecular Weight: 194.25
• Product Categories: API intermediates;Building Blocks;Heterocyclic Building Blocks;Piperazines;Building Blocks;C11;Chemical Synthesis;Fluorinated Building Blocks;Heterocyclic Building Blocks;Heterocyclic Fluorinated Building Blocks;Other Fluorinated Heterocycles
• Mol File: 70931-28-1.mol
• Article Data: 29

Chemical Properties

• Melting Point: 64 °C
• Boiling Point: 112-114°C 2mm
• Flash Point: 122℃
• Appearance: clear yellow liquid after melting
• Density: 1.103
• Vapor Pressure: 0.00449mmHg at 25°C
• Refractive Index: 1.5255-1.5275
• PKA: 9.13±0.10(Predicted)
• CAS DataBase Reference: 1-(4-FLUOROBENZYL)PIPERAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-FLUOROBENZYL)PIPERAZINE(70931-28-1)
• EPA Substance Registry System: 1-(4-FLUOROBENZYL)PIPERAZINE(70931-28-1)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39
• RIDADR: 3263
• WGK Germany: 2
• HazardClass: IRRITANT
• Hazardous Substances Data: 70931-28-1(Hazardous Substances Data)

Usage

Description

1-(4-Fluorobenzyl)piperazine is a chemical compound with the molecular formula C11H14FN3. It is a clear yellow liquid after melting and serves as a precursor in the synthesis of various biologically active molecules.

Uses

1. Used in Pharmaceutical Industry:
1-(4-Fluorobenzyl)piperazine is used as a precursor for the synthesis of chemokine antagonists, which are important in the development of drugs targeting inflammatory and autoimmune diseases.
2. Used in Anticancer Applications:
1-(4-Fluorobenzyl)piperazine is used as a precursor for the synthesis of Pyrido[1,2-a]benzimidazoles, which exhibit cytotoxic and antiplasmodial activity, making them potential candidates for the development of anticancer and antimalarial drugs.
3. Used in Neurological Applications:
1-(4-Fluorobenzyl)piperazine is used as a precursor for the synthesis of Pyrimidine derivatives, which act as cholinesterase and Aβ-aggregation inhibitors. These compounds are relevant in the treatment of neurodegenerative diseases such as Alzheimer's.
4. Used in Antibacterial and Antiviral Applications:
1-(4-Fluorobenzyl)piperazine is used as a precursor for the synthesis of Chlorokojic acid derivatives, which possess antibacterial and antiviral activities, making them useful in the development of new antimicrobial agents.
5. Used in Cancer Therapy:
1-(4-Fluorobenzyl)piperazine is used as a precursor for the synthesis of EGFR and Aurora A kinase inhibitors. These compounds are involved in the regulation of cell growth and are potential targets for cancer therapy.
6. Used in Neurokinin-2 Receptor Antagonism:
1-(4-Fluorobenzyl)piperazine is used as a precursor for the synthesis of Neurokinin-2 receptor antagonists, which have potential applications in the treatment of pain, anxiety, and depression.

InChI:InChI=1/C11H15FN2/c12-11-3-1-10(2-4-11)9-14-7-5-13-6-8-14/h1-4,13H,5-9H2/p+2

Upstream product

• 110-85-0 piperazine 
• 459-57-4 4-fluorobenzaldehyde 
• 459-46-1 4-Fluorobenzyl bromide 
• 142-64-3 piperazine dihydrochloride 
• 352-11-4 1-chloromethyl-4-fluorobenzene 
• 459-56-3 4-fluorobenzylic alcohol 
• 77278-77-4 4-(4-fluorobenzyl)piperazine-1-tert-butoxycarbonyl ester 
• 70931-32-7 1-ethoxycarbonyl-4-(4-fluorobenzyl)piperazine 
• 75-09-2 dichloromethane 

Downstream Products

• 131028-10-9 1-(4-fluorobenzyl)-4-(2-(3-trifluoromethylphenyl)ethyl)piperazine 
• 1146971-36-9 C₂₆H₃₆FN₃O₃ 
• 1164101-47-6 2-(4-(4-fluorobenzyl)piperazin-1-yl)-N-(3,4-dihydro-3-oxo-2H-benzo[b][1,4]oxazin-7-yl)acetamide 
• 1190966-93-8 (E)-1-[4-(4-fluorobenzyl)piperazin-1-yl]-3-(3-chlorophenyl)propenone 
• 1190966-88-1 2-{(E)-3-[4-(4-fluorobenzyl)piperazin-1-yl]-3-oxopropenyl}-benzonitrile 
• 1190966-95-0 1-[4-(4-fluorobenzyl)piperazin-1-yl]-3-(2-nitrophenyl)propan-1-one 
• 1393571-54-4 6-(4-((E)-3-(4-(4-fluorobenzyl)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.

Development of 2-amino-4-phenylthiazole analogues to disrupt myeloid differentiation factor 88 and prevent inflammatory responses in acute lung injury

Myeloid differentiation primary response protein 88 (MyD88), an essential adapter protein used by toll-like receptors (TLR), is a promising target molecule for the treatment of respiratory inflammatory diseases. Previous studies explored the activities of novel 2-amino-4-phenylthiazole analogue (6) in inflammation-induced cancer, and identified the analogue as an inhibitor of MyD88 toll/interleukin-1 receptor (TIR) homology domain dimerization. Here, we describe the synthesis of 47 new analogues by modifying different sites on this lead compound and assessed their anti-inflammatory activities in lipopolysaccharide-induced mouse primary peritoneal macrophages (MPMs). The most promising compound, 15d, was found to effectively interact with MyD88 protein and prevented formation of the MyD88 homodimeric complex. Furthermore, 15d showed in vivo anti-inflammatory activity in LPS-caused model of acute lung injury. This work provides new candidates as MyD88 inhibitors to combat inflammation diseases.

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).