Skip to Content
Merck
All Photos(1)

Documents

A75900

Sigma-Aldrich

1-Aminopiperidine

97%

Synonym(s):

Pentamethylenehydrazine, Piperidin-1-ylamine

Sign Into View Organizational & Contract Pricing
All Photos(1)

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

Signal Word

Warning

Hazard Statements

H226,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

96.8 °F - closed cup

Flash Point(C)

36 °C - closed cup

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Aluminum and gallium hydrazides derived from N-aminopyrrole and N-aminopiperidine
Uhl Werner, et al.
Zeitschrift fur Naturforschung B, 61(7), 854-861 (2006)
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
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
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)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service