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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:
244-135-5
MDL number:
MFCD00040742
UNSPSC Code:
12352100
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

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

Certificates of Analysis (COA)

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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
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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