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
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
Signal Word
Warning
Hazard Statements
Precautionary 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)
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
N-Isocyanodialkylamines generated in situ for the Joullie-Ugi reaction with indolenines
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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)
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
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