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Sigma-Aldrich

2-Oxopiperazine

97%

Synonym(s):

2-Ketopiperazine, 3,4,5,6-Tetrahydropyrazin-2-ol, 3-Oxopiperazine, Piperazin-2-one, Piperazine-2-one

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About This Item

Empirical Formula (Hill Notation):
C4H8N2O
CAS Number:
5625-67-2
Molecular Weight:
100.12
MDL number:
MFCD01318687
UNSPSC Code:
12352100
PubChem Substance ID:
24883105
NACRES:
NA.22

assay

97%

form

solid

mp

136-140 °C (lit.)

SMILES string

O=C1CNCCN1

InChI

1S/C4H8N2O/c7-4-3-5-1-2-6-4/h5H,1-3H2,(H,6,7)

InChI key

IWELDVXSEVIIGI-UHFFFAOYSA-N

Related Categories

Application

2-oxopiperazine is an important building block in medicinal chemistry, since it forms the structural moiety of many natural products and biologically active compounds.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

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"Skeletal diversity by sequential one-pot and stepwise routes using morpholine ester scaffolds"
Ciofi L, et al.
Tetrahedron Letters, 51(48), 6282-6285 (2010)
"Oligooxopiperazines as nonpeptidic a-helix mimetics"
Tosovska P and Arora.SP
Organic Letters, 12(07), 1588-1591 (2010)
Kuhan Chandru et al.
Scientific reports, 10(1), 17560-17560 (2020-10-18)
Prebiotic chemists often study how modern biopolymers, e.g., peptides and nucleic acids, could have originated in the primitive environment, though most contemporary biomonomers don't spontaneously oligomerize under mild conditions without activation or catalysis. However, life may not have originated using

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