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76763

Sigma-Aldrich

1-(4-Pyridyl)piperazine

≥97.0% (GC)

Synonym(s):

4-Piperazinopyridine

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About This Item

Empirical Formula (Hill Notation):
C9H13N3
CAS Number:
Molecular Weight:
163.22
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

≥97.0% (GC)

form

powder

impurities

≤1% water

mp

137-141 °C

SMILES string

C1CN(CCN1)c2ccncc2

InChI

1S/C9H13N3/c1-3-10-4-2-9(1)12-7-5-11-6-8-12/h1-4,11H,5-8H2

InChI key

OQZBAQXTXNIPRA-UHFFFAOYSA-N

Gene Information

General description

1-(4-Pyridyl) piperazine (or 4-Piperazinopyridine) is an active structural component that is used as a building block to prepare various medicinally important active molecules.

Application

1-(4-Pyridyl) piperazine can be used as a building block for the synthesis of:
  • Nocathiacin I analogs for antibacterial studies.
  • 4-amino-pyridyl derivatives, benzimido isoquinoline based derivatives and tert-pentylphenoxyalkyl piperazine derivatives for various biological applications.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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N ε-Acryloyllysine Piperazides as Irreversible Inhibitors of Transglutaminase 2: Synthesis, Structure?Activity Relationships, and Pharmacokinetic Profiling.
Wodtke R, et al.
Journal of Medicinal Chemistry, 61(10), 4528-4560 (2018)
Identification and biological evaluation of 4-(3-trifluoromethylpyridin-2-yl) piperazine-1-carboxylic acid (5-trifluoromethylpyridin-2-yl) amide, a high affinity TRPV1 (VR1) vanilloid receptor antagonist.
Swanson D M, et al.
Journal of Medicinal Chemistry, 48(6), 1857-1872 (2005)
Selenium dioxide-mediated synthesis of ?-ketoamides from arylglyoxals and secondary amines
Shaw AY, et al.
Tetrahedron Letters, 53(32), 4151-4153 (2012)
Nocathiacin I analogues: synthesis, in vitro and in vivo biological activity of novel semi-synthetic thiazolyl peptide antibiotics
Naidu BN, et al.
Bioorganic & Medicinal Chemistry, 14(22), 5573-5577 (2004)
Identification of ML204: a novel potent antagonist that selectively modulates native TRPC4/C5 channels.
Miller M, et al.
The Journal of Biological Chemistry, jbc-M111 (2011)

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