1-(1-Naphthyl)piperazine hydrochloride

Base Information

• Chemical Name: 1-(1-Naphthyl)piperazine hydrochloride
• CAS No.: 104113-71-5
• Molecular Formula: C14H16 N2 . Cl H
• Molecular Weight: 248.755
• Hs Code.: 2933599090
• European Community (EC) Number: 673-494-4
• DSSTox Substance ID: DTXSID30908803
• ChEMBL ID: CHEMBL1256192
• Mol file: 104113-71-5.mol

Synonyms:1-(1-Naphthyl)piperazine hydrochloride;104113-71-5;1-(Naphthalen-1-yl)piperazine hydrochloride;1-naphthalen-1-ylpiperazine;hydrochloride;1-(Naphth-1-yl)piperazine diHCl;1-(1-Naphthyl)piperazine (hydrochloride);1-Naphthalen-1-yl-piperazine hydrochloride;naphthylpiperazine hydrochloride;1-naphthalen-1-ylpiperazine hydrochloride;EU-0101181;MLS000859936;SCHEMBL466870;CHEMBL1256192;Piperazine,1-(1-naphthalenyl)-;AMY5214;DTXSID30908803;ZYVYPNZFOCZLEM-UHFFFAOYSA-N;Tox21_501181;MFCD00055161;1-(1-Naphthyl)piperazine middot HCl;AKOS005256796;1-naphthalen-1-yl-piperazine HCl salt;CCG-222485;LF-0546;LP01181;N-(1-naphthyl)piperazine hydrochloride;1-(1-Naphthyl) piperazine hydrochloride;NCGC00094435-01;NCGC00261866-01;PD014982;SMR000326797;1-(1-naphthalenyl)piperazine hydrochloride;1-(Naphthalen-1-yl)piperazinehydrochloride;FT-0640467;S-003;1-naphthalen-1-yl-piperazine monohydrochloride;1-(1-Naphthyl)piperazine hydrochloride, needles;A831482;SR-01000075572;SR-01000075572-1;1-(Naphthalen-1-yl)piperazine--hydrogen chloride (1/2)

Chemical Property of 1-(1-Naphthyl)piperazine hydrochloride

Chemical Property:

• Vapor Pressure: 2.38E-06mmHg at 25°C
• Boiling Point: 391.9°Cat760mmHg
• Flash Point: 188.9°C
• PSA: 15.27000
• Density: g/cm³
• LogP: 3.44520
• Solubility.: H2O: soluble
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 248.1080262
• Heavy Atom Count: 17
• Complexity: 223

Purity/Quality:

98%min ^*data from raw suppliers

1-(1-Naphthyl)piperazinemiddotHCl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN1)C2=CC=CC3=CC=CC=C32.Cl
• Description: 1-(1-Naphthyl)piperazine (1-NP) is a ligand for serotonin (5-hydroxytryptamine, 5-HT) receptors. It acts as an antagonist for 5-HT at 5-HT1 and 5-HT2 in rat cortical membranes with IC50 values of 6 and 1 nM, respectively. 1-NP also blocks contraction in the rat fundus induced by either 5-HT or tryptamine (IC50 = 1 nM for both agonists). 1-NP mimics the 5-HT1 agonist 1-(m-trifluoromethylphenyl)piperazine (TFMPP, ) in decreasing 5-HT receptor turnover and increasing serum corticosterone, suggesting that, in the absence of 5-HT, 1-NP may act as an agonist of the 5-HT1 receptor. However, in squirrel monkeys, 1-NP acts as a non-selective 5-HT receptor antagonist in altering operant behavior. 1-NP also binds to the human 5-HT6 receptor with an affinity comparable to that of 5-HT (Kis = 120 and 100 nM, respectively).
• Uses: 1-(1-Naphthyl)piperazinemiddotHCl is a mixed agonist/antagonist of the serotonin receptors.

Technology Process of 1-(1-Naphthyl)piperazine hydrochloride

There total 1 articles about 1-(1-Naphthyl)piperazine hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

1-amino-naphthalene (134-32-7) + N,N-bis(chloro-2-ethyl)amine (334-22-5) → 1-(1-naphthyl)piperazine hydrochloride (104113-71-5)

Guidance literature:

With potassium carbonate; In chlorobenzene; Heating;

DOI:10.1021/jm001059j

Reference yield: 60.0%

1-(2-chloroethyl)-7-nitro-5-phenyl-1H-benzo[e][1,4]diazepin-2(3H)-one + 1-(1-naphthyl)piperazine hydrochloride (104113-71-5) → 1-{2-[4-(naphthalen-1-yl)piperazin-1-yl]ethyl}-7-nitro-5-phenyl-1H-benzo[e][1,4]diazepin-2(3H)-one

Guidance literature:

1-(2-chloroethyl)-7-nitro-5-phenyl-1H-benzo[e][1,4]diazepin-2(3H)-one; With sodium iodide; In acetonitrile; at 70 ℃; for 1h;

1-(1-naphthyl)piperazine hydrochloride; With potassium carbonate; In acetonitrile; at 20 ℃;

DOI:10.1021/acs.jmedchem.1c01212

Reference yield: 59.0%

1-(1-naphthyl)piperazine hydrochloride (104113-71-5) + 2-(7-nitro-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]-diazepin-1-yl)acetic acid → 1-{2-[4-(naphthalen-1-yl)piperazin-1-yl]-2-oxoethyl}-7-nitro-5-phenyl-1H-benzo[e][1,4]-diazepin-2(3H)-one

Guidance literature:

With benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/acs.jmedchem.1c01212

upstream raw materials:

1-amino-naphthalene

N,N-bis(chloro-2-ethyl)amine

Downstream raw materials:

4-(1-(2-fluorobenzyl)-2-oxo-5-(2,4,6-trifluorobenzyl)-1,2-dihydropyridin-3-yl)-4-hydroxy-1-(4-(naphthalen-1-yl)piperazin-1-yl)but-3-ene-1,2-dione

Refernces