Aminopropionitrile

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Aminopropionitrile
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Names
IUPAC name
3-Aminopropanenitrile[1]
Other names
2-Cyanoethylamine[citation needed]
Identifiers
3D model (JSmol)
3DMet {{{value}}}
Beilstein Reference 1698848
ChEBI
ChemSpider
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Gmelin Reference 600476
KEGG
MeSH Aminopropionitrile
RTECS number UG0350000
UNII
Properties
C3H6N2
Molar mass 70.10 g·mol−1
Appearance Colourless liquid
Boiling point
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]


Overview

Aminopropionitrile, also known as β-aminopropionitrile (BAPN), is an organic compound with both amine and nitrile functional groups. It is an antirheumatic agent in veterinary medicine. It can cause osteolathyrism, neurolathyrism, and/or angiolathyrism.[2]

Aminopropionitrile is prepared by the reaction of ammonia with acrylonitrile.[3]

BAPN is a component of lathyrus odoratus.[4]

See also

References

  1. "Aminopropionitrile - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 25 March 2005. Retrieved 7 June 2012.
  2. Nikolaos Papadantonakis, Shinobu Matsuura, and Katya Ravid. "Megakaryocyte pathology and bone marrow fibrosis: the lysyl oxidase connection". Blood. 120 (9): 1774–1781. doi:10.1182/blood-2012-02-402594. BAPN is a lathyrogen, the toxic constituent of peas from Lathyrus plants. 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.
  3. Karsten Eller, Erhard Henkes, Roland Rossbacher, Hartmut Höke "Amines, Aliphatic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005. doi:10.1002/14356007.a02_001
  4. "Lathyrus". Washington, DC: American Association for Clinical Chemistry. 2014. Retrieved 15 October 2014. Beta-amino-propionitrile (BAPN) found in lathyrus odoratus (our more common garden sweet pea plant) is thought to be responsible for osteolathyrism, which in humans is quite poorly documented.

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