1-(2-PYRIMIDINYL)PIPERAZINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H12N4
Molecular Weight	164.2077
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of 1-(2-PYRIMIDINYL)PIPERAZINE

Structure Search

SMILES

C1CN(CCN1)C2=NC=CC=N2

InChI

InChIKey=MRBFGEHILMYPTF-UHFFFAOYSA-N

InChI=1S/C8H12N4/c1-2-10-8(11-3-1)12-6-4-9-5-7-12/h1-3,9H,4-7H2

HIDE SMILES / InChI

Molecular Formula	C8H12N4
Molecular Weight	164.2077
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Moving towards supraspinal TRPV1 receptors for chronic pain relief.	2010-10-11	20937102
Synthesis and biological activity of some novel trifluoromethyl-substituted 1,2,4-triazole and bis(1,2,4-triazole) Mannich bases containing piperazine rings.	2010-05-12	20384340
Piperazinyl pyrimidine derivatives as potent gamma-secretase modulators.	2010-02-01	20022243
A new strategy for antidepressant prescription.	2010	21151361
Two-injection workflow for a liquid chromatography/LTQ-Orbitrap system to complete in vivo biotransformation characterization: demonstration with buspirone metabolite identification.	2009-09	19681099
Carboxy group derivatization for enhanced electron-transfer dissociation mass spectrometric analysis of phosphopeptides.	2009-08	19658101
Group 11 metal chemistry of a tetradentate ligand, phenylene-1,4-diaminotetra(phosphonite), p-C6H4[N{P(OC6H4OMe-o)2}2]2.	2009-04-20	19317408
Cyndi: a multi-objective evolution algorithm based method for bioactive molecular conformational generation.	2009-03-31	19335906
Mass spectrometry analysis of phosphopeptides after peptide carboxy group derivatization.	2008-11-01	18821779
Pharmacokinetic interaction between tandospirone and fluvoxamine in the rat contextual conditioned fear stress model and its functional consequence: Involvement of cytochrome P450 3A4.	2008-10	18950380
TRPV1: a target for next generation analgesics.	2008-06	19305794
Pharmacokinetics of 6-hydroxybuspirone and its enantiomers administered individually or following buspirone administration in humans.	2007-10	17668416
A novel p38 alpha MAPK inhibitor suppresses brain proinflammatory cytokine up-regulation and attenuates synaptic dysfunction and behavioral deficits in an Alzheimer's disease mouse model.	2007-09-04	17784957
6-Hydroxybuspirone is a major active metabolite of buspirone: assessment of pharmacokinetics and 5-hydroxytryptamine1A receptor occupancy in rats.	2007-08	17494642
Novel vanilloid receptor-1 antagonists: 3. The identification of a second-generation clinical candidate with improved physicochemical and pharmacokinetic properties.	2007-07-26	17585751
Pharmacokinetics of buspirone in autistic children.	2006-05	16638734
Oral buspirone causes a shift in the dose-response curve between the elevated-plus maze and Vogel conflict tests in Long-Evans rats: relation of brain levels of buspirone and 1-PP to anxiolytic action.	2005-05	16082425
Inhibitory effects of the 5-HT(1A) receptor agonist buspirone on stress-induced hyperglycemia in mice: involvement of insulin and a buspirone metabolite, 1-(2-pyrimidinyl)piperazine (1-PP).	2005-04	15802819
Cytochrome P450 3A-mediated metabolism of buspirone in human liver microsomes.	2005-04	15640381
Cyp2D6 catalyzes 5-hydroxylation of 1-(2-pyrimidinyl)-piperazine, an active metabolite of several psychoactive drugs, in human liver microsomes.	2005-02	15507542
Combination benefit of a pyrimidylpiperazine derivative (Y-40138) and methotrexate in arthritic rats.	2004-08-30	15336954
The photocatalytic process as a tool to identify metabolitic products formed from dopant substances: the case of buspirone.	2004-04-01	15030875
1-(2-pyrimidinyl)-piperazine, a buspirone metabolite, modulates bladder function in the anesthetized rat.	2004	15382198
Effects of the serotonergic anxiolytic buspirone on plasma glucose and glucose-induced hyperglycemia in mice.	2003-12	14737015
Effect of the novel anxiolytic drug deramciclane on the pharmacokinetics and pharmacodynamics of the CYP3A4 probe drug buspirone.	2003-12	14566442
Pharmacokinetic evaluation of gepirone immediate-release capsules and gepirone extended-release tablets in healthy volunteers.	2003-09	12949996
Human cytochromes mediating gepirone biotransformation at low substrate concentrations.	2003-03	12619053
Science review: redox and oxygen-sensitive transcription factors in the regulation of oxidant-mediated lung injury: role for hypoxia-inducible factor-1alpha.	2003-02	12617740
In vivo comparison of two 5-HT1A receptors agonists alnespirone (S-20499) and buspirone on locus coeruleus neuronal activity.	2003-01-10	12505530
Pharmacokinetic-pharmacodynamic modeling of buspirone and its metabolite 1-(2-pyrimidinyl)-piperazine in rats.	2002-12	12438536
Pharmacological properties and SAR of new 1,4-disubstituted piperazine derivatives with hypnotic-sedative activity.	2002-05	12005364
Factors explaining variance in perceived pain in women with fibromyalgia.	2002-04-25	12019032
Oxygen-sensing mechanisms and the regulation of redox-responsive transcription factors in development and pathophysiology.	2002	12537605
Pharmacokinetics and tolerability of buspirone during oral administration to children and adolescents with anxiety disorder and normal healthy adults.	2001-12	11762563
Conformational analysis and pharmacophore design for selected 1-(2-pyrimidinyl)piperazine derivatives with sedative-hypnotic activity.	2001-08-15	11501794
A comparative multidose pharmacokinetic study of buspirone extended-release tablets with a reference immediate-release product.	2001-08	11504277
Pharmacokinetics of buspirone extended-release tablets: a single-dose study.	2001-07	11452712
The biphasic immunoregulation of pyrimidylpiperazine (Y-40138) is IL-10 sensitive and requires NF-kappa B targeting in the alveolar epithelium.	2001-05	11325794

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:00:26 GMT 2025` Edited by `admin` on `Mon Mar 31 18:00:26 GMT 2025`
Record UNII	H3B5B38F56
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

1-PYRIMIDINYLPIPERAZINE

Preferred Name

English

1-(2-PYRIMIDINYL)PIPERAZINE

Systematic Name

English

PYRIMIDINE, 2-(1-PIPERAZINYL)-

Systematic Name

English

2-PIPERAZINYLPYRIMIDINE

Common Name

English

BUSPIRONE RELATED COMPOUND A [USP-RS]

Common Name

English

2-(PIPERAZIN-1-YL)PYRIMIDINE

Systematic Name

English

BUSPIRONE HYDROCHLORIDE IMPURITY A [EP IMPURITY]

Common Name

English

BUSPIRONE RELATED COMPOUND A [USP IMPURITY]

Common Name

English

1-PP

Common Name

English

1-(2-PYRIMIDINYL)-PIPERAZINE

Systematic Name

English

Code System Code Type Description

ECHA (EC/EINECS)

244-135-5