3-aminopropanenitrile; but-2-enedioic acid

• ChemBase ID: 102962
• Molecular Formular: C7H10N2O4
• Molecular Mass: 186.1653
• Monoisotopic Mass: 186.06405681
• SMILES: NCCC#N.OC(=O)/C=C/C(=O)O
• Canonical SMILES: OC(=O)/C=C/C(=O)O.NCCC#N
• InChI: InChI=1S/C4H4O4.C3H6N2/c5-3(6)1-2-4(7)8;4-2-1-3-5/h1-2H,(H,5,6)(H,7,8);1-2,4H2
• InChIKey: NYPGBHKJFKQTIY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-aminopropanenitrile; but-2-enedioic acid
• IUPAC Traditional name: butenedioic acid; β aminopropionitrile
• Synonyms: beta-Aminopropionitrile fumarate; beta-APN; BAPN fumarate; Di-beta-aminopropionitrile fumarate; Di-BAPN fumarate; 3-AMINOPROPIONITRILE FUMARATE

Database IDs

• CAS Number: 2079-89-2
• EC Number: 218-208-7
• PubChem SID: 162090217
• PubChem CID: 6433176

CALCULATED PROPERTIES

• Acid pKa: 3.5457325
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.1057482
• LogD (pH = 7.4): -6.3127127
• Log P: -0.04091433
• Molar Refractivity: 24.607 cm^3
• Polarizability: 9.126 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 174-175°C (dec.)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: UG0700000
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: R:36/37/38
• Safety Statements: S:20-25-26-37/39

DETAILS

MP Biomedicals - 02150105

Crystalline
Reportedly used in the study of lathyrism and collagen disease in laboratory animals.

REFERENCES

• Surgery , 66 : 215 (1969).
• J. Biol. Chem. , 244 : 5785 (1969).