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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:
Molecular Weight:
100.16
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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

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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)
N-Isocyanodialkylamines generated in situ for the Joullie-Ugi reaction with indolenines
Golubev P and Krasavin M
Tetrahedron Letters, 59(39), 3532-3536 (2018)
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
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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