57536-86-4

Basic information

• Product Name: 1-(1-NAPHTHYL)PIPERAZINE HYDROCHLORIDE
• Synonyms: NPPI;TIMTEC-BB SBB003161;1-(1-NAPHTHYL)PIPERAZINE HYDROCHLORIDE;1-(1-NAPHTHYL)PIPERAZINE HCL;1-(1-NAPHTHYL)PIPERAZINE;1-NAPHTHALEN-1-YL-PIPERAZINE HYDROCHLORIDE;1-(1-NAPHTHYL)PIPERAZINE HYDROCHLORIDE H IGH AFFINITY SEROTON;1-NAPHTHALENE-1-YL-PIPERAZINE HCL
• CAS NO: 57536-86-4
• Molecular Formula: C₁₄H₁₆N₂
• Molecular Weight: 248.75
• Product Categories: Piperidines, Piperidones, Piperazines
• Mol File: 57536-86-4.mol
• Article Data: 16

Chemical Properties

• Melting Point: 280°C (dec.)
• Boiling Point: 391.9 °C at 760 mmHg
• Flash Point: 188.9 °C
• Appearance: white/needles
• Density: 1.106
• Vapor Pressure: 2.38E-06mmHg at 25°C
• Refractive Index: 1.622
• Solubility: H2O: soluble
• PKA: 8.90±0.10(Predicted)
• CAS DataBase Reference: 1-(1-NAPHTHYL)PIPERAZINE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1-NAPHTHYL)PIPERAZINE HYDROCHLORIDE(57536-86-4)
• EPA Substance Registry System: 1-(1-NAPHTHYL)PIPERAZINE HYDROCHLORIDE(57536-86-4)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 57536-86-4(Hazardous Substances Data)

Usage

General Description

1-(1-Naphthyl)piperazine hydrochloride is a chemical compound that belongs to the class of piperazine derivatives. It is commonly used in scientific research and pharmaceutical applications. As a piperazine derivative, it may have potential as a central nervous system (CNS) stimulant and could be used in the development of new drugs for various neurological and psychological disorders. The hydrochloride salt form of 1-(1-Naphthyl)piperazine makes it more stable and suitable for pharmaceutical use. It may also be used as a building block in organic synthesis and in the creation of other chemical compounds. Overall, 1-(1-Naphthyl)piperazine hydrochloride has several potential uses and applications in scientific and medical research.

InChI:InChI=1/C14H16N2/c1-2-6-13-12(4-1)5-3-7-14(13)16-10-8-15-9-11-16/h1-7,15H,8-11H2

Upstream product

• 110-85-0 piperazine 
• 90-11-9 1-Bromonaphthalene 
• 6163-58-2 tris-(o-tolyl)phosphine 
• 511231-16-6 1-benzyl-4-(1-naphthyl)piperazine 
• 90-13-1 1-Chloronaphthalene 
• 821-48-7 bis-(2-chloroethyl)amine hydrochloride 
• 552-46-5 1-naphthylamine hydrochloride 
• 43204-63-3 bis(2-bromoethyl)amine hydrobromide 
• 134-32-7 1-amino-naphthalene 

Downstream Products

• 511231-16-6 1-benzyl-4-(1-naphthyl)piperazine 
• 177488-37-8 N-[4-Methoxy-3-(4-methylpiperazin-1-yl)phenyl]-4-(1-naphthyl)piperazin-1-ylamide fumarate 
• 1610998-63-4 N-(3-methoxyphenyl)-N-methyl-3-[4-(naphthalen-1-yl)piperazin-1-yl]propanamide 
• 1610998-70-3 N-[3-(benzyloxy)phenyl]-N-methyl-6-[4-(naphthalen-1-yl)piperazin-1-yl]hexanamide 
• 1418733-37-5 C₂₉H₃₇N₃O₃ 
• 1027492-70-1 [2-amino-4-((4-(naphthalen-1-yl)piperazin-1-yl)methyl)thiophen-3-yl](4-chlorophenyl)methanone 
• 1355155-93-9 2-[3-(4-chlorobenzoyl)-4-((4-(naphthalen-1-yl)piperazin-1-yl)methyl)thiophen-2-yl]-isoindole-1,3-dione 
• 1061517-11-0 C₃₂H₃₀N₄O₂ 
• 958264-64-7 C₂₃H₂₆N₄O₃ 
• 117922-99-3 4-(4-(2-(4-(Naphth-1-yl)piperazinyl)ethyl)phenyl)-1,2,3-thiadiazole 
• 126652-73-1 1-Methyl-6-(3-methylphenyl)-3-{2-[4-(1-naphthyl)-1piperazinyl]ethyl}-2,4(1H,3H)-pyrimidinedione 
• 126652-60-6 1-Methyl-3-{2-[4-(1-naphthyl)-1-piperazinyl]ethyl}-6-phenyl-2,4(1H,3H)-pyrimidinedione 

Relevant articles and documents

5-HT1 and 5-HT2 Binding Characteristics of Some Quipazine Analogues

Arylpiperazines, such as 1-(3-trifluoromethylphenyl)piperazine (TFMPP) and its chloro analogue mCPP, are 5-HT1 agonists, whereas quipazine, i.e., 2-(1-piperazino)quinoline, appears to be a 5-HT2 agonist.Radioligand binding studies using rat cortical membrane homogenates and drug discrimination studies using rats trained to discriminate a 5-HT1 agonist (i.e., TFMPP) or a 5-HT2 agonist (i.e., 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane (DOM) from saline reveal that quipazine and its 1-deaza analogue 2-naphthylpiperazine (2-NP) bind at 5-HT1 and 5-HT2 sites but produce stimulus effects similar to those of DOM.A structurally related compound, 1-naphthylpiperazine (1-NP), possesses a high affinity for 5-HT1 (Ki = 5 nM) and 5-HT2 (Ki = 18 nM) sites. 1-NP produces stimulus effects similar to those of TFMPP and is able to antagonize the stimulus effects produced by DOM.The present results suggest that the unsubstituted benzene ring of quipazine, and of its 1-deaza analogue 2-naphthylpiperazine, makes a significant contribution to the binding of these agents to 5-HT2 sites and, more importantly, may account for their 5-HT2 agonist properties.

Small Molecule Antagonists of the Nuclear Androgen Receptor for the Treatment of Castration-Resistant Prostate Cancer

After a high-throughput screening campaign identified thioether 1 as an antagonist of the nuclear androgen receptor, a zone model was developed for structure-activity relationship (SAR) purposes and analogues were synthesized and evaluated in a cell-based luciferase assay. A novel thioether isostere, cyclopropane (1S,2R)-27, showed the desired increased potency and structural properties (stereospecific SAR response, absence of a readily oxidized sulfur atom, low molecular weight, reduced number of flexible bonds and polar surface area, and drug-likeness score) in the prostate-specific antigen luciferase assay in C4-2-PSA-rl cells to qualify as a new lead structure for prostate cancer drug development.

Development of (S)-N6-(2-(4-(isoquinolin-1-yl)piperazin-1-yl) ethyl)-N6-propyl-4,5,6,7-tetrahydrobenzo[d]-thiazole-2,6-diamine and its analogue as a D3 receptor preferring agonist: Potent in vivo activity in Parkinson's disease anima

Here we report structure - activity relationship study of a novel hybrid series of compounds where structural alteration of aromatic hydrophobic moieties connected to the piperazine ring and bioisosteric replacement of the aromatic tetralin moieties were