| Identification | More | [Name]
3-Aminopropionitrile | [CAS]
151-18-8 | [Synonyms]
2-CYANOETHYLAMINE
3-AMINOPROPANENITRILE
3-AMINOPROPIONITRILE
3-AMINOPROPIONONITRILE
AMINOPROPIONITRILE
β-Aminopropionitrite
B-AMINOPROPIONITRILE
BETA-AMINOETHYL CYANIDE
BETA-AMINOPROPIONONITRILE
N-(2-CYANOETHYL)AMINE
BAPN
beta-Alaminenitrile
beta-Alaninenitrile
beta-Aminopropionitrile
beta-Cyanoethylamine
Propanenitrile, 3-amino-
Propionitrile, 3-amino-
3-Aminopropionitrile, stabilized, 98%
3-AMINOPROPIONITRILE , STABILIZED WITH POTASSIUM CARBONATE
3-AMINOPROPIONITRILE (BETA-) 98+% | [EINECS(EC#)]
205-786-0 | [Molecular Formula]
C3H6N2 | [MDL Number]
MFCD00014820 | [Molecular Weight]
70.09 | [MOL File]
151-18-8.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colourless to yellow liquid | [Melting point ]
<25 °C | [Boiling point ]
185 °C
| [density ]
0.9584
| [refractive index ]
1.4365-1.4395
| [Fp ]
79-81°C/16mm | [storage temp. ]
Refrigerator | [solubility ]
Chloroform, Methanol | [form ]
Liquid | [pka]
7.80(at 20℃) | [color ]
Clear colorless to yellow | [Water Solubility ]
Soluble in water. | [Sensitive ]
Air & Moisture Sensitive | [Merck ]
14,469 | [BRN ]
1698848 | [InChI]
1S/C3H6N2/c4-2-1-3-5/h1-2,4H2 | [InChIKey]
AGSPXMVUFBBBMO-UHFFFAOYSA-N | [SMILES]
NCCC#N | [CAS DataBase Reference]
151-18-8(CAS DataBase Reference) | [EPA Substance Registry System]
Propanenitrile, 3-amino- (151-18-8) |
| Hazard Information | Back Directory | [Chemical Properties]
clear colourless to yellow liquid | [Uses]
Production of β-alanine and pantothenic acid. | [Definition]
ChEBI: An aminopropionitrile carrying an amino group at the beta-position. | [Metabolism]
3-Aminopropionitrile is the compound present in some Lathyms species (Leguminosae), especially sweet-pea seeds (L. odoratus), causing osteolathyrism in man and animals. Although 3-aminopropionitrile is generally present in the fresh plant as the gama-glutamyl derivative, only the free amine is an effective lathyrogen.
Osteolathyrogens cause skeletal deformations due to interference with the cross-linking between polypeptide chains in the connective tissue components, elastin and collagen. This interference is partly due to inhibition of the synthesis of desmosine and isodesmosine, amino acids which effect the cross-linking in elastin. Cross-linking interference of collagen can be prevented in chicks by feed- ing excess calcium.
It is possible that 3-aminopropionitrile is adegradation product of 3-cyano-alanine, although in many plants the latter compound is converted to asparagine and it has not been detected in Lathyms species. | [References]
[1] CHAO HAN . Nitrilase-catalyzed hydrolysis of 3-aminopropionitrile at high concentration with a tandem reaction strategy for shifting the reaction to β-alanine formation[J]. Journal of Molecular Catalysis B-enzymatic, 2015, 115: Pages 113-118. DOI:10.1016/j.molcatb.2015.02.007.
[2] C. RICHARD . Rotational spectrum of 3-aminopropionitrile and searches for it in Sagittarius B2(N)[J]. Journal of Molecular Spectroscopy, 2018, 345: Pages 51-59. DOI:10.1016/j.jms.2017.12.003.
[3] MSIEDEEN A A. Conformational Stability of 3-aminopropionitrile: DFT and Ab initio Calculations.[J]. Acta Chimica Slovenica, 2024, 71 2: 244-255. DOI:10.17344/acsi.2023.8486.
[4] A.L.G. ALVES PHD1. Effects of beta-aminopropionitrile fumarate and exercise on equine tendon healing: Gross and histological aspects[J]. Journal of Equine Veterinary Science, 2001, 21 7: Pages 335-340. DOI:10.1016/S0737-0806(01)70076-7. |
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