Aminopropionitrile

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Aminopropionitrile
Skeletal formula of aminopropionitrile
Identifiers
CAS number 151-18-8 YesY
PubChem 1647
ChemSpider 21241485 YesY
UNII 38D5LJ4KH2 YesY
EC number 205-786-0
KEGG C05670 YesY
MeSH Aminopropionitrile
ChEBI CHEBI:27413 YesY
RTECS number UG0350000
ATCvet code QM01AX91
Beilstein Reference 1698848
Gmelin Reference 600476
3DMet B00834
Jmol-3D images Image 1
Properties
Molecular formula C3H6N2
Molar mass 70.09 g mol−1
Appearance Colourless liquid
Boiling point 79 to 81 °C; 174 to 178 °F; 352 to 354 K at 2.1 kPa
Related compounds
Related alkanenitriles
Related compounds DBNPA
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

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[edit]

References[edit]

  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. 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.