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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

Quality Level

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Polymethacrylates containing a 4-amino-pyridyl derivative covalently attached as effective catalysts in acylation chemistry: self-activation by neighboring group effects
Mennenga T, et al.
Polymer International, 64(12), 1685-1689 (2015)
Benzimidazo [2, 1-a] benz [de] isoquinoline-7-one-12-carboxylic acid based fluorescent sensors for pH and Fe3+
Zhao Y, et al.
Journal of Photochemistry and Photobiology A: Chemistry, 314(12), 52-59 (2016)
Synthesis, characterization, and bioactivity of new bisamidrazone derivatives as possible anticancer agents.
Al-Qtaitat M A, et al.
Medicinal Chemistry Research, 27(5), 1419-1431 (2018)
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 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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