A75900
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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
218-666-8
MDL number:
Product Name
1-Aminopiperidine, 97%
InChI key
LWMPFIOTEAXAGV-UHFFFAOYSA-N
InChI
1S/C5H12N2/c6-7-4-2-1-3-5-7/h1-6H2
SMILES string
NN1CCCCC1
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.)
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
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
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
Regulatory Information
危险化学品
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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)
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
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
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