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421235

Sigma-Aldrich

1-(2-Pyrimidyl)piperazine

98%

Synonym(s):

2-(1-Piperazinyl)pyrimidine

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About This Item

Empirical Formula (Hill Notation):
C8H12N4
Molecular Weight:
164.21
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

98%

refractive index

n20/D 1.587 (lit.)

bp

277 °C (lit.)

density

1.158 g/mL at 25 °C (lit.)

SMILES string

C1CN(CCN1)c2ncccn2

InChI

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

InChI key

MRBFGEHILMYPTF-UHFFFAOYSA-N

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General description

1-(2-Pyrimidyl)piperazine is a piperazine-based derivative.[1] It is a metabolite of buspirone.[2]

Application

1-(2-Pyrimidyl)piperazine may be used for the following studies:
  • As derivatization reagent for the carboxyl groups on peptides.[1]
  • Carboxy group derivatization during the spectrophotometric analysis of phosphopeptides.[3]
  • Starting reagent for the synthesis of 3-{(4-(pyrimidin-2-yl)piperazin-1-yl)methyl}-1H-pyrrolo[2,3-b]pyridine.[4]
  • Synthesis of 3-phenyl-6-(4-(pyrimidin-2-yl)piperazin-1-yl)pyridazin-4-ol.[5]

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

>230.0 °F

Flash Point(C)

> 110 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A Gobert et al.
Neuroscience, 93(4), 1251-1262 (1999-09-29)
The serotonin1A receptor partial agonist, buspirone, also displays antagonist properties at D2 receptors and is metabolized to the alpha2-adrenergic receptor antagonist, 1-(2-pyrimidinyl-piperazine). Herein, we examined mechanisms underlying the influence of buspirone alone, and in association with the serotonin reuptake inhibitor
B J Cao et al.
Neuropharmacology, 36(8), 1089-1097 (1997-08-01)
It has been suggested that in vivo formation of the metabolite 1-(2-pyrimidinyl)-piperazine (1-PP) may be a major drawback in the use of buspirone as an anti-anxiety agent. To test this hypothesis, the effects of buspirone, alone or with proadifen (an
I Mahmood et al.
Clinical pharmacokinetics, 36(4), 277-287 (1999-05-13)
Buspirone is an anxiolytic drug given at a dosage of 15 mg/day. The mechanism of action of the drug is not well characterised, but it may exert its effect by acting on the dopaminergic system in the central nervous system
K T Kivistö et al.
Therapeutic drug monitoring, 21(3), 317-321 (1999-06-12)
Two separate gas chromatographic methods for the determination of buspirone and its active metabolite, 1-(2-pyrimidinyl)-piperazine (1-PP) in human plasma are described. Both procedures involve solid-phase extraction (the packing material of the cartridges used was C8 for buspirone and a mixed-mode
A H Vaidya et al.
Methods and findings in experimental and clinical pharmacology, 27(4), 245-255 (2005-08-06)
Most studies concerning the effects of oral buspirone in the rat elevated plus-maze (EPM) test, spontaneous motor activity (SMA) test, and Vogel conflict (VC) test have used Sprague-Dawley or Wistar rats. Although it has been documented that the behavior of

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