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3-Aminopropionitrile

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3-Aminopropionitrile manufacturers

3-Aminopropionitrile Basic information
Product Name:3-Aminopropionitrile
Synonyms:3-AMINOPROPIONITRILE , STABILIZED WITH POTASSIUM CARBONATE;3-AMINOPROPIONITRILE (BETA-) 98+%;3-AMINOPROPIONITRILE, 98%, STAB. WITH POTASSIUM CARBONATE;3-Aminopropionitrile, 98%, stabilized;β-Aminopropanenitrile;B-AMINOPROPIONITRILE;BETA-AMINOPROPIONONITRILE;BETA-AMINOETHYL CYANIDE
CAS:151-18-8
MF:C3H6N2
MW:70.09
EINECS:205-786-0
Product Categories:
Mol File:151-18-8.mol
3-Aminopropionitrile Structure
3-Aminopropionitrile Chemical Properties
Melting point <25 °C
Boiling point 185 °C
density 0.9584
refractive index 1.4365-1.4395
Fp 79-81°C/16mm
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility Chloroform, Methanol
form Liquid
pka7.80(at 20℃)
color Clear colorless to yellow
Water Solubility Soluble in water.
Sensitive Air & Moisture Sensitive
Merck 14,469
BRN 1698848
InChI1S/C3H6N2/c4-2-1-3-5/h1-2,4H2
InChIKeyAGSPXMVUFBBBMO-UHFFFAOYSA-N
SMILESNCCC#N
CAS DataBase Reference151-18-8(CAS DataBase Reference)
EPA Substance Registry SystemPropanenitrile, 3-amino- (151-18-8)
Safety Information
Hazard Codes Xn,C
Risk Statements 20/21/22-34-22-63
Safety Statements 36/37-45-36/37/39-26
RIDADR 3276
WGK Germany WGK 3
RTECS UG0350000
TSCA TSCA listed
HazardClass 8
PackingGroup III
HS Code 29269090
Storage Class8A - Combustible corrosive hazardous materials
Hazard ClassificationsAcute Tox. 4 Oral
Eye Dam. 1
Repr. 2
Skin Corr. 1C
Hazardous Substances Data151-18-8(Hazardous Substances Data)
MSDS Information
ProviderLanguage
ACROS English
ALFA English
3-Aminopropionitrile Usage And Synthesis
Chemical Propertiesclear colourless to yellow liquid. 3-Aminopropionitrile, [151-18-8], 3-aminopropanenitrile, b-aminopropionitrile, H2N – CH2 – CH2CN, Mr 70.09, bp 185℃ (101.3 kPa), n20D 1.4396, is a colorless liquid which tends to slowly polymerize if stored in the presence of air. 3-Aminopropionitrile is prepared by the reaction of acrylonitrile with ammonia and is mainly used as an intermediate in the manufacture of b-alanine and pantothenic acid [48].
UsesProduction of β-alanine and pantothenic acid.
Uses3-Aminopropionitrile is used for organic synthesis and as pharmaceutical intermediates. As an intermediate used in the manufacture of beta-alanine and pantothenic acid.
DefinitionChEBI: 3-Aminopropionitrile is an aminopropionitrile carrying an amino group at the beta-position. It has a role as a plant metabolite, an antineoplastic agent, an antirheumatic drug and a collagen cross-linking inhibitor. It is a conjugate base of a beta-ammoniopropionitrile.
Safety ProfileModerately toxic by intraperitoneal route. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. Nitriles usually have cyanide-like effects. See also CYANIDE. Easily oxidized and unstable. A storage hazard; it polymerizes to an explosive yellow solid. When heated to decomposition it emits toxic fumes of CNand NO,. For fire and explosion hazards see CYANIDE.
Metabolism3-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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