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A75900

Sigma-Aldrich

1-Aminopiperidine

97%

Synonym(s):

Pentamethylenehydrazine, Piperidin-1-ylamine

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About This Item

Empirical Formula (Hill Notation):
C5H12N2
CAS Number:
2213-43-6
Molecular Weight:
100.16
EC Number:
218-666-8
MDL number:
MFCD00006489
UNSPSC Code:
12352100
PubChem Substance ID:
24891255
NACRES:
NA.22

assay

97%

form

liquid

refractive index

n20/D 1.475 (lit.)

bp

146 °C/730 mmHg (lit.)

density

0.928 g/mL at 25 °C (lit.)

SMILES string

NN1CCCCC1

InChI

1S/C5H12N2/c6-7-4-2-1-3-5-7/h1-6H2

InChI key

LWMPFIOTEAXAGV-UHFFFAOYSA-N

Application

1-Aminopiperidine can be used as a reactant to prepare N-1-piperidinylformamide by reacting with ethyl formate. It is also reacted with aluminum hydride and gallium hydride to form corresponding hydrazides. In the pharmaceutical industry, aminopiperidine is utilized as a building block to synthesize various bioactive molecules.
Reactant for synthesis of:
  • CB1 cannabinoid receptor ligands†
  • Hydrazones†
  • Tetrahydronaphthalene derivatives affecting proliferation and nitric oxide production in LPS activated RAW 264.7 macrophages
  • Phosphorus(V) hydrazines

Other Notes

remainder piperidine

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

96.8 °F - closed cup

flash_point_c

36 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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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Aluminum and gallium hydrazides derived from N-aminopyrrole and N-aminopiperidine
Uhl Werner, et al.
Zeitschrift fur Naturforschung B, 61(7), 854-861 (2006)
Fernando C Baltanás et al.
Biochimica et biophysica acta. Reviews on cancer, 1874(2), 188445-188445 (2020-10-10)
SOS1 and SOS2 are the most universal and widely expressed family of guanine exchange factors (GEFs) capable or activating RAS or RAC1 proteins in metazoan cells. SOS proteins contain a sequence of modular domains that are responsible for different intramolecular
Thomas Lübbers et al.
Bioorganic & medicinal chemistry letters, 17(11), 2966-2970 (2007-04-10)
In a search for novel DPP-IV inhibitors, 2-aminobenzo[a]quinolizines were identified as submicromolar HTS hits. Due to the difficult synthetic access to this compound class, 1,3-disubstituted 4-aminopiperidines were used as model compounds for optimization. The developed synthetic methodology and the SAR
Synthesis, structure- activity relationship, and evaluation of SR141716 analogues: Development of central cannabinoid receptor ligands with lower lipophilicity
Katoch-Rouse R, et al.
Journal of Medicinal Chemistry, 46(4), 642-645 (2003)
Inhibition of metabolism--mediated cytotoxicity by 1,1-disubstituted hydrazines in mouse mastocytoma cells (line P815).
P Wiebkin et al.
Advances in experimental medicine and biology, 136 Pt B, 1067-1075 (1981-01-01)
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