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Sigma-Aldrich

1-(2-Pyrimidyl)piperazine

98%

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Synonym(s):
2-(1-Piperazinyl)pyrimidine
Empirical Formula (Hill Notation):
C8H12N4
Molecular Weight:
164.21
EC Number:
244-135-5
MDL number:
MFCD00040742
PubChem Substance ID:
24866373
NACRES:
NA.22

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. It is a metabolite of buspirone.

Application

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

12 - Non 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
Lijuan Zhang et al.
Proteomics, 9(16), 4093-4097 (2009-08-07)
A novel strategy based on carboxy group derivatization is presented for specific characterization of phosphopeptides. By tagging the carboxy group with 1-(2-pyrimidyl) piperazine (PP), the ion charge states of phosphopeptides can be largely enhanced, showing great advantages for sequencing phosphorylated
M Hascoët et al.
Pharmacology, biochemistry, and behavior, 67(1), 45-53 (2000-12-13)
Although numerous animal procedures have been employed in the study of antidepressants (ADs) in anxiety, the results following acute administration remain highly variable. The present study investigated the effect of the SSRI paroxetine (4, 8, and 16 mg/kg, IP) in
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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