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Names | |||
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Preferred IUPAC name
3-Aminopropanenitrile
[1] | |||
Other names
2-Cyanoethylamine[
citation needed]
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Identifiers | |||
3D model (
JSmol)
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3DMet | |||
1698848 | |||
ChEBI | |||
ChemSpider | |||
ECHA InfoCard | 100.005.261 | ||
EC Number |
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600476 | |||
KEGG | |||
MeSH | Aminopropionitrile | ||
PubChem
CID
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RTECS number |
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UNII | |||
CompTox Dashboard (
EPA)
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Properties | |||
C3H6N2 | |||
Molar mass | 70.095 g·mol−1 | ||
Appearance | Colourless liquid | ||
Boiling point | 79 to 81 °C; 174 to 178 °F; 352 to 354 K at 2.1 kPa | ||
Acidity (pKa) | 7.80 (conjugate acid; 20 °C, H2O) [2] | ||
Pharmacology | |||
QM01AX91 ( WHO) | |||
Related compounds | |||
Related alkanenitriles
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Related compounds
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DBNPA | ||
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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Aminopropionitrile, also known as β-aminopropionitrile (BAPN), is an organic compound with both amine and nitrile functional groups. It is a colourless liquid. The compound occurs naturally and is of interest in the biomedical community.
BAPN is the toxic constituent of peas from Lathyrus plants, e.g., lathyrus odoratus. [3] Lathyrism, a disease known for centuries, encompasses 2 distinct entities: a disorder of the nervous system (neurolathyrism) leading to limb paralysis, and a disorder of connective tissue, causing either bone deformity (osteolathyrism) or aortic aneurisms (angiolathyrim). BAPN causes osteolathyrism and angiolathyrism when ingested in large quantities." [4] It can cause osteolathyrism, neurolathyrism, and/or angiolathyrism.
It is an antirheumatic agent in veterinary medicine.
It has attracted interest as an anticancer agent. [5]
Aminopropionitrile is prepared by the reaction of ammonia with acrylonitrile. [6]
Beta-amino-propionitrile (BAPN) found in lathyrus odoratus (common garden sweet pea) is thought to be responsible for osteolathyrism, which in humans is poorly documented.