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Merck

A75900

Sigma-Aldrich

1-Aminopiperidin

97%

Synonym(e):

Pentamethylenehydrazine, Piperidin-1-ylamine

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About This Item

Empirische Formel (Hill-System):
C5H12N2
CAS-Nummer:
Molekulargewicht:
100.16
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Assay

97%

Form

liquid

Brechungsindex

n20/D 1.475 (lit.)

bp

146 °C/730 mmHg (lit.)

Dichte

0.928 g/mL at 25 °C (lit.)

SMILES String

NN1CCCCC1

InChI

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

InChIKey

LWMPFIOTEAXAGV-UHFFFAOYSA-N

Anwendung

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

Sonstige Hinweise

remainder piperidine

Piktogramme

FlameExclamation mark

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 3

Flammpunkt (°F)

96.8 °F - closed cup

Flammpunkt (°C)

36 °C - closed cup

Persönliche Schutzausrüstung

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


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Fernando C Baltanás et al.
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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)
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
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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