1-(1H-imidazol-1-yl)-3-phenylprop-2-en-1-one

• ChemBase ID: 102188
• Molecular Formular: C12H10N2O
• Molecular Mass: 198.2206
• Monoisotopic Mass: 198.07931295
• SMILES: O=C(/C=C/c1ccccc1)n1ccnc1
• Canonical SMILES: O=C(n1cncc1)/C=C/c1ccccc1
• InChI: InChI=1S/C12H10N2O/c15-12(14-9-8-13-10-14)7-6-11-4-2-1-3-5-11/h1-10H
• InChIKey: XVGXMXZUJNAGFZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(1H-imidazol-1-yl)-3-phenylprop-2-en-1-one; (2E)-1-(1H-imidazol-1-yl)-3-phenylprop-2-en-1-one
• IUPAC Traditional name: 1-(imidazol-1-yl)-3-phenylprop-2-en-1-one; (2E)-1-(imidazol-1-yl)-3-phenylprop-2-en-1-one
• Synonyms: N-trans-CINNAMOYLIMIDAZOLE; N-trans-CINNAMOYL IMIDAZOLE; N-trans-Cinnamoylimidazole; 1-(trans-Cinnamoyl)imidazole; N-反式-肉桂酰咪唑; N-反式-肉桂酰基咪唑

Database IDs

• CAS Number: 1138-15-4; 2979-51-3
• EC Number: 214-510-8; 221-036-5
• MDL Number: MFCD00005288
• Beilstein Number: 608846
• PubChem SID: 162088055
• PubChem CID: 5357650

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.533311
• LogD (pH = 7.4): 1.534008
• Log P: 1.5340168
• Molar Refractivity: 58.6993 cm^3
• Polarizability: 22.14333 Å^3
• Polar Surface Area: 34.89 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 128-132°C; 133-135 °C(lit.)

Safety Information

• Storage Condition: 0°C, Desiccate, Protect from light
• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: ~97%; 97%; 98%
• Empirical Formula (Hill Notation): C12H10N2O

DETAILS

MP Biomedicals - 05210886

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02100514

Purity: ~97%
Off-white to yellow crystals
Reagent for chemical cleavage of proteins and the titration of chymotroypsin^1 . Also a nonspecific substrate for subtilisin^2 .

REFERENCES

• Science , 162 : 318 (1968).
• Biochemistry , 18 : 3769 (1979).
• Mild acylating agent; reactivity can be enhanced by quaternization with, e.g. benzyl bromide: Chem. Pharm. Bull., 30, 4242 (1982).