21279-77-6

Basic information

• Product Name: 1-(2-METHOXYPHENYL)-4-(3-CHLOROPROPYL)PIPERAZINE DIHYDROCHLORIDE
• Synonyms: 1-(2-METHOXYPHENYL)-4-(3-CHLOROPROPYL)PIPERAZINE DIHYDROCHLORIDE;1-(3-CHLORO-PROPYL)-4-(2-METHOXY-PHENYL)-PIPERAZINE;1-(3-CHLOROPROPYL)-4-(2-METHOXYPHENYL)-PIPERAZINE 2 HCL;1-(3-CHLOROPROPYL)-4-(2-METHOXYPHENYL)PIPERAZINE DIHYDROCHLORIDE;1-(3-CHLOROPROPYL)-4-(2-METHOXYPHENYL) PIPERAZINE HYDROCHLORIDE;RARECHEM AH CK 0073;1-(2-Methoxyphenyl)-4-(3-chloropropyl)-piperazine dihydrocholride;1-(3-Chloropropyl)-4-(2-methoxyphenyl)piperazineHCl
• CAS NO: 21279-77-6
• Molecular Formula: C₁₄H₂₁ClN₂O
• Molecular Weight: 341.7
• Mol File: 21279-77-6.mol
• Article Data: 28

Chemical Properties

• Melting Point: 225°C (dec.)
• Boiling Point: 392.9°Cat760mmHg
• Flash Point: 191.4°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 2.21E-06mmHg at 25°C
• PKA: 7.28±0.10(Predicted)
• CAS DataBase Reference: 1-(2-METHOXYPHENYL)-4-(3-CHLOROPROPYL)PIPERAZINE DIHYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-METHOXYPHENYL)-4-(3-CHLOROPROPYL)PIPERAZINE DIHYDROCHLORIDE(21279-77-6)
• EPA Substance Registry System: 1-(2-METHOXYPHENYL)-4-(3-CHLOROPROPYL)PIPERAZINE DIHYDROCHLORIDE(21279-77-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 21279-77-6(Hazardous Substances Data)

Usage

General Description

1-(2-methoxyphenyl)-4-(3-chloropropyl)piperazine dihydrochloride is a chemical compound that belongs to the piperazine class of organic compounds. It is a dihydrochloride salt, which means it is formed by the reaction of piperazine with hydrochloric acid. 1-(2-METHOXYPHENYL)-4-(3-CHLOROPROPYL)PIPERAZINE DIHYDROCHLORIDE is commonly used as an intermediate in the synthesis of various pharmaceuticals and is also known for its potential psychoactive and anxiolytic effects. It has been investigated for its potential therapeutic applications in the treatment of various neurological and psychiatric disorders. Additionally, it has been studied for its potential use as a radiotracer in positron emission tomography (PET) imaging for the diagnosis and monitoring of certain diseases.

InChI:InChI=1/C14H21ClN2O.ClH/c1-18-14-6-3-2-5-13(14)17-11-9-16(10-12-17)8-4-7-15;/h2-3,5-6H,4,7-12H2,1H3;1H

Upstream product

• 35386-24-4 1-(2-Methoxyphenyl)piperazine 
• 109-70-6 1.3-chlorobromopropane 
• 5464-78-8 1-(2-methoxyphenyl)piperazine hydrochloride 
• 90-04-0 2-methoxy-phenylamine 
• 95520-98-2 tert-butyl 4-(2-methoxyphenyl)piperazine-1-carboxylate 
• 41103-43-9 3-[4-(2-methoxyphenyl)piperazin-1-yl]-1-propanol 
• 6940-76-7 1-iodo-3-chloro-propane 

Downstream Products

• 91532-13-7 3-{3-[4-(2-Methoxy-phenyl)-piperazin-1-yl]-propyl}-3H-benzo[d][1,2,3]triazin-4-one 
• 84344-55-8 1-(4-nitrophenoxy)-3-1-(N⁴-(2-methoxyphenyl)piperazinyl)>propane 
• 119321-77-6 1-(6-{3-[4-(2-Methoxy-phenyl)-piperazin-1-yl]-propoxy}-3,4-dihydro-2H-quinolin-1-yl)-ethanone 
• 84344-53-6 1-[3-(4-Bromo-phenoxy)-propyl]-4-(2-methoxy-phenyl)-piperazine 
• 134858-56-3 1-[3-(2-Chloro-4-nitro-phenoxy)-propyl]-4-(2-methoxy-phenyl)-piperazine 
• 104655-19-8 1-<4-(N-Acetyl-N-phenyl)aminophenoxy>-3-1-4-(2-methoxyphenyl)piperazinyl>>propane 
• 81514-02-5 3-{3-[4-(2-Methoxy-phenyl)-piperazin-1-yl]-propyl}-3H-benzooxazol-2-one 

Relevant articles and documents

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.

5-HT1A targeting PARCEST agent DO3AM-MPP with potential for receptor imaging: Synthesis, physico-chemical and MR studies

Contrast enhancement in MRI using magnetization or saturation transfer techniques promises better sensitivity, and faster acquisition compared to T1 or T2 contrast. This work reports the synthesis and evaluation of 5-HT1A

Discovery of aryl-piperidine derivatives as potential antipsychotic agents using molecular hybridization strategy

Schizophrenia is a chronic, disabling mental disorder that affects about one percent of world's population. Drugs acting on multiple targets have been demonstrated to provide superior efficacy in schizophrenia than agents acting on single target. In this study, based on FW01, a selective potent 5-HT1A receptor agonist discovered via dynamic pharmacophore-based virtual screening, molecular hybridization strategy was employed to optimize its in vitro activity over D2 and 5-HT2A receptors. The optimized compound 9f was found to show dual potent D2 and 5-HT2A receptors antagonistic activity. In addition, compound 9f showed good in vivo metabolic stability with t1/2 of 2 h in ICR mice and good capability to penetrate the blood-brain barrier with Kp value of 4.03. These results demonstrated that the dual D2 and 5-HT1A receptor antagonist 9f could serve as a promising lead compound to discover potent antipsychotic agents.