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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:
1008-91-9
Molecular Weight:
163.22
EC Number:
213-764-7
MDL number:
MFCD00040745
UNSPSC Code:
12352100
PubChem Substance ID:
57652657
NACRES:
NA.22
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Quality Level

100

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

rat ... Chrnb2(54239)

Related Categories

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.[1][2]

Application

1-(4-Pyridyl) piperazine can be used as a building block for the synthesis of:
  • Nocathiacin I analogs for antibacterial studies.[3]
  • 4-amino-pyridyl derivatives, benzimido isoquinoline based derivatives and tert-pentylphenoxyalkyl piperazine derivatives for various biological applications.[4][5][6]

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ6799
BCCF2501
BCBW5372
BCBV9862
BCBT8561

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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)
Synthesis and biological activity of novel tert-butyl and tert-pentylphenoxyalkyl piperazine derivatives as histamine H3R ligands.
Szczepanska K, et al.
European Journal of Medicinal Chemistry, 152, 223-234 (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)
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)
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)
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