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Key Documents

Safety Information

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:
Molecular Weight:
100.16
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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.[1][2] In the pharmaceutical industry, aminopiperidine is utilized as a building block to synthesize various bioactive molecules.[3][4]
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

Signal Word

Warning

Hazard Statements

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

A75900-25G:
A75900-BULK:
A75900-100G:
A75900-1KG:
A75900-VAR:
A75900-10G:


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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)
G Lunn et al.
Environmental and molecular mutagenesis, 17(1), 59-62 (1991-01-01)
When 1,1-dimethylhydrazine and N-aminopiperidine were deliberately exposed to air substantial amounts of the corresponding carcinogenic nitrosamines were formed. Unoxidized samples of 1,1-dimethylhydrazine were not mutagenic while oxidized samples (which contained much higher levels of nitrosamines) were mutagenic. Both unoxidized and
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
N-Isocyanodialkylamines generated in situ for the Joullie-Ugi reaction with indolenines
Golubev P and Krasavin M
Tetrahedron Letters, 59(39), 3532-3536 (2018)
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)

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