104113-71-5 Usage
Uses
Used in Pharmaceutical Research:
1-(1-Naphthyl)piperazine hydrochloride is used as a research compound for studying the function and role of serotonin receptors in the central nervous system. Its mixed agonist/antagonist properties make it a valuable tool for investigating the complex interactions between serotonin and its receptors, which can lead to a better understanding of various neurological and psychiatric disorders.
Used in Drug Development:
1-(1-Naphthyl)piperazine hydrochloride is used as a lead compound in the development of new drugs targeting serotonin receptors. Its ability to act as both an agonist and antagonist allows for the exploration of different therapeutic approaches, such as the treatment of depression, anxiety, and other mood disorders. Additionally, its interaction with the 5-HT6 receptor may provide insights into the development of drugs for cognitive disorders, such as Alzheimer's disease.
Used in Preclinical Studies:
1-(1-Naphthyl)piperazine hydrochloride is used as a pharmacological tool in preclinical studies to evaluate the efficacy and safety of potential drug candidates targeting serotonin receptors. Its ability to modulate receptor activity can help researchers assess the potential therapeutic benefits and side effects of new drugs before they proceed to clinical trials.
in vitro
1-np binds to human 5- ht6 (h5-ht6) serotonin receptors with a ki of 120 nm [1]. in rat cortical membranes, 1-np inhibited the activity of 5-ht1 and 5-ht2 with ic50 values of 6 and 1 nm, respectively. 1-np also blocked contraction in the rat fundus induced by either 5-ht or tryptamine with an ic50 of 1 nm [3].
in vivo
in squirrel monkeys, 1-np (0.3–1.0 mg/kg) blocked the decrease of responding under fixed-interval (fi) schedules of presentation of food caused by dob (0.01–0.3 mg/kg), an agonist of 5-ht2. 1-np also antagonized the decreases in responding produced by quipazine (0.1–5.6 mg/kg), another agonist with predominant 5-ht2 actions [4].
references
[1] lee m, rangisetty j b, pullagurla m r, et al. 1-(1-naphthyl) piperazine as a novel template for 5-ht 6 serotonin receptor ligands[j]. bioorganic & medicinal chemistry letters, 2005, 15(6): 1707-1711.[2] nichols d e, nichols c d. serotonin receptors[j]. chemical reviews, 2008, 108(5): 1614-1641.[3] cohen m l, wittenauer l a. relationship between serotonin and tryptamine receptors in the rat stomach fundus[j]. journal of pharmacology and experimental therapeutics, 1985, 233(1): 75-79.[4] mckearney j w. serotonin-antagonist effects of 1-(1-naphthyl) piperazine on operant behavior of squirrel monkeys[j]. neuropharmacology, 1989, 28(8): 817-821.
Check Digit Verification of cas no
The CAS Registry Mumber 104113-71-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,4,1,1 and 3 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 104113-71:
(8*1)+(7*0)+(6*4)+(5*1)+(4*1)+(3*3)+(2*7)+(1*1)=65
65 % 10 = 5
So 104113-71-5 is a valid CAS Registry Number.
InChI:InChI=1/C14H16N2.ClH/c1-2-6-13-12(4-1)5-3-7-14(13)16-10-8-15-9-11-16;/h1-7,15H,8-11H2;1H
104113-71-5Relevant academic research and scientific papers
New 1-aryl-3-(4-arylpiperazin-1-yl)propane derivatives, with dual action at 5-HT1A serotonin receptors and serotonin transporter, as a new class of antidepressants
Martínez-Esparza,Oficialdegui,Pérez-Silanes,Heras,Orús,Palop,Lasheras,Roca,Mourelle,Bosch,Del Castillo,Tordera,Del Río,Monge
, p. 418 - 428 (2007/10/03)
In a search toward new and efficient antidepressants, 1-aryl-3-(4-arylpiperazin-1-yl)propane derivatives were designed, synthesized, and evaluated for 5-HT reuptake inhibition and 5-HT1A receptor antagonism. This dual pharmacological profile should lead, in principle, to a rapid and pronounced enhancement in serotoninergic neurotransmission and consequently to a more efficacious treatment of depression. The design was based on coupling structural moieties related to inhibition of serotonin reuptake, such as γ-phenoxypropylamines, to arylpiperazines, typical 5-HT1A ligands. In binding studies, several compounds showed affinity at the 5-HT transporter and 5-HT1A receptors. Antidepressant-like activity was initially assayed in the forced swimming test with those compounds with Ki 1A receptor. Furthermore, the antidepressant-like properties of 12f, 28a, and 28b, which exhibited 5-HT1A receptor antagonistic property in the latter study, were also evaluated in the learned helplessness test in rats. Among these three compounds, 28b (1-benzo[b]thiophene-3-yl)-3-[4-(2-methoxyphenyl)-1-ylpropan-1-ol) showed the higher affinity at both the 5-HT transporter and 5-HT1A receptors (Ki = 20 nM in both cases) and was also active in the other pharmacological tests. Such a pharmacological profile could lead to a new class of antidepressants with a dual mechanism of action and a faster onset of action.
