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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:
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.[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
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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

421235-5G:
421235-VAR:
421235-BULK:
421235-25G:

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Certificates of Analysis (COA)

Lot/Batch Number
STBK8121
STBK2340
STBJ6727
STBJ2665
STBG6336

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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
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
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