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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

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

>230.0 °F

flash_point_c

> 110 °C

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

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Xiaoqiang Qiao et al.
Rapid communications in mass spectrometry : RCM, 25(5), 639-646 (2011-02-04)
Piperazine-based derivatives, including 1-(2-pyridyl)piperazine (2-PP), 1-(2-pyrimidyl)piperazine (2-PMP), 1-(4-pyridyl)piperazine (4-PP), and 1-(1-methyl-4-piperidinyl)piperazine (M-PP), were used for the derivatization of carboxyl groups on peptides with 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC) and 1-hydroxy-7-azabenzotriazole (HOAt) as coupling reagents, and trifluoroacetic acid (TFA) as activator. Taking synthetic
A J Gower et al.
European journal of pharmacology, 155(1-2), 129-137 (1988-10-11)
The anxiolytic effects of buspirone, its metabolite, 1-(2-pyrimidyl)piperazine (1-PP) and several alpha 2-adrenoceptor antagonists have been compared in an anticonflict (shock-induced suppression of drinking) paradigm in rats. Idazoxan, WY 26392 and yohimbine had anticonflict effects comparable to those of buspirone
J Odontiadis et al.
Journal of pharmaceutical and biomedical analysis, 14(3), 347-351 (1996-01-01)
Buspirone is a member of the azapirone group of anxiolytic drugs and has one major metabolite, 1-(2-pyrimidinyl)piperazine (1-PP). The analyte, its metabolite and the internal standard were extracted from plasma utilizing solid-phase extraction columns. Chromatography was performed using isocratic reversed-phase
K T Kivistö et al.
Pharmacology & toxicology, 84(2), 94-97 (1999-03-06)
The effects of inhibition and induction of the metabolism of buspirone on the plasma concentrations of 1-(2-pyrimidinyl)-piperazine (a piperazine metabolite), the principal active metabolite of buspirone, were investigated. Two separate randomized, placebo-controlled cross-over studies with two phases were carried out

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