Aminopropionitrile

Aminopropionitrile
	Template:Chembox image sbs cell
Names
	IUPAC name 3-Aminopropanenitrile
	Other names 2-Cyanoethylamine[citation needed]
Identifiers
CAS Number	151-18-8 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:27413 ;
ChemSpider	21241485 ;
ECHA InfoCard	Lua error in Module:Wikidata at line 879: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 879: attempt to index field 'wikibase' (a nil value).
KEGG	C05670 ;
MeSH	Aminopropionitrile
PubChem CID	1647;
UNII	38D5LJ4KH2 ;
	InChI InChI=1S/C3H6N2/c4-2-1-3-5/h1-2,4H2 Key: AGSPXMVUFBBBMO-UHFFFAOYSA-N ;
	SMILES NCCC#N;
Properties
Chemical formula	C3H6N2
Molar mass	70.10 g·mol−1
Related compounds
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

Template:Chembox 3DMet Template:Chembox Beilstein Template:Chembox ECNumber Template:Chembox E number Template:Chembox Gmelin Template:Chembox RTECS Template:Chembox Appearance Template:Chembox BoilingPt

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]

References

↑ "Aminopropionitrile - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 25 March 2005. Retrieved 7 June 2012.
↑ 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.
↑ 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
↑ "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.

Template:Amine-stub Template:Musculoskeletal-drug-stub

[PubChem_Compound-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.

[Ullmann-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.

[1]

[2]

[3]

[4]

v t e Nonsteroidal anti-inflammatory drugs (NSAIDs) (primarily M01A and M02A, also N02BA)
Pyrazolones / Pyrazolidines	Aminophenazone Ampyrone Azapropazone Clofezone Difenamizole Famprofazone Feprazone Kebuzone Metamizole Mofebutazone Morazone Nifenazone Oxyphenbutazone Phenazone Phenylbutazone Propyphenazone Sulfinpyrazone Suxibuzone^‡
Salicylates	Aspirin (acetylsalicylic acid)^# Aloxiprin Benorylate Carbasalate calcium Diflunisal Dipyrocetyl Ethenzamide Guacetisal Magnesium salicylate Methyl salicylate Salsalate Salicin Salicylamide Salicylic acid (salicylate) Sodium salicylate
Acetic acid derivatives and related substances	Aceclofenac Acemetacin Alclofenac Amfenac Bendazac Bromfenac Bumadizone Bufexamac Diclofenac Difenpiramide Etodolac Felbinac Fenclozic acid Fentiazac Indometacin Indometacin farnesil Isoxepac Ketorolac Lonazolac Oxametacin Prodolic acid Proglumetacin Sulindac Tiopinac Tolmetin Zomepirac^†
Oxicams	Ampiroxicam Droxicam Isoxicam Lornoxicam Meloxicam Piroxicam Tenoxicam
Propionic acid derivatives (profens)	Alminoprofen Benoxaprofen^† Carprofen^‡ Dexibuprofen Dexketoprofen Fenbufen Fenoprofen Flunoxaprofen Flurbiprofen Ibuprofen^# Ibuproxam Indoprofen^† Ketoprofen Loxoprofen Miroprofen Naproxen Oxaprozin Pirprofen Suprofen Tarenflurbil Tepoxalin^‡ Tiaprofenic acid Vedaprofen^‡ Zaltoprofen COX-inhibiting nitric oxide donator: Naproxcinod
N-Arylanthranilic acids (fenamates)	Azapropazone Clonixin Etofenamate Flufenamic acid Flunixin Meclofenamic acid Mefenamic acid Morniflumate Niflumic acid Tolfenamic acid Flutiazin
Coxibs	Apricoxib Celecoxib Cimicoxib^‡ Deracoxib^‡ Etoricoxib Firocoxib^‡ Lumiracoxib^† Mavacoxib^‡ Parecoxib Robenacoxib^‡ Rofecoxib^† Valdecoxib^†
Other	Aminopropionitrile Benzydamine Chondroitin sulfate Diacerein Fluproquazone Glucosamine Glycosaminoglycan Hyperforin Nabumetone Nimesulide Oxaceprol Proquazone Superoxide dismutase/Orgotein Tenidap
Items listed in bold indicate initially developed compounds of specific groups. ^#WHO-EM ^†Withdrawn drugs. ^‡Veterinary use medications.

Aminopropionitrile

See also

References

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Names
Template:Chembox image sbs cell
IUPAC name 3-Aminopropanenitrile^[1]
Other names 2-Cyanoethylamine^{[citation needed]}
Identifiers
CAS Number	151-18-8^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:27413^Y
ChemSpider	21241485^Y
ECHA InfoCard	Lua error in Module:Wikidata at line 879: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 879: attempt to index field 'wikibase' (a nil value).
KEGG	C05670^Y
MeSH	Aminopropionitrile
PubChem CID	1647
UNII	38D5LJ4KH2^Y
InChI InChI=1S/C3H6N2/c4-2-1-3-5/h1-2,4H2^Y Key: AGSPXMVUFBBBMO-UHFFFAOYSA-N^Y
SMILES NCCC#N
Properties
Chemical formula	C₃H₆N₂
Molar mass	70.10 g·mol⁻¹
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references