4-[(3-butoxy-4-methoxyphenyl)methyl]imidazolidin-2-one

• ChemBase ID: 105124
• Molecular Formular: C15H22N2O3
• Molecular Mass: 278.34678
• Monoisotopic Mass: 278.16304257
• SMILES: CCCCOc1c(OC)ccc(CC2CNC(=O)N2)c1
• Canonical SMILES: CCCCOc1cc(ccc1OC)CC1CNC(=O)N1
• InChI: InChI=1S/C15H22N2O3/c1-3-4-7-20-14-9-11(5-6-13(14)19-2)8-12-10-16-15(18)17-12/h5-6,9,12H,3-4,7-8,10H2,1-2H3,(H2,16,17,18)
• InChIKey: PDMUULPVBYQBBK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(3-butoxy-4-methoxyphenyl)methyl]imidazolidin-2-one
• IUPAC Traditional name: 4-[(3-butoxy-4-methoxyphenyl)methyl]imidazolidin-2-one
• Synonyms: Ro 20-1724; 4-(3-Butoxy-4-methoxybenzyl)imidazolidin-2-one; Ro 201724; 4-(3-BUTOXY-4-METHOXYBENZYL)-2-IMIDAZOLIDINONE

Database IDs

• CAS Number: 29925-17-5
• MDL Number: MFCD00077397
• PubChem SID: 162093644; 24278195
• PubChem CID: 5087

CALCULATED PROPERTIES

• Acid pKa: 13.346526
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.9934512
• LogD (pH = 7.4): 1.9934508
• Log P: 1.9934512
• Molar Refractivity: 76.8048 cm^3
• Polarizability: 29.877747 Å^3
• Polar Surface Area: 59.59 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: ethanol: soluble7 mg/mL; H2O: insoluble
• Apperance: solid
• Melting Point: 126-127°C

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... LITAF(9516), PDE4B(5142), PRKAR1A(5573), PRKAR1AP(5574), PRKAR1B(5575), PRKAR2A(5576), PRKAR2B(5577)rat ... Pde4a(25638)

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C15H22N2O3

DETAILS

MP Biomedicals - 02158881

Purity: 99%
Strong inhibitor of cAMP specific phosphodiesterase. Use in cell culture has been demonstrated with a blood brain barrier model.

Sigma Aldrich - B8279

Biochem/physiol Actions
Inhibitor of cAMP phosphodiesterase. IC50 33 μM in vascular smooth muscle of the aorta.

REFERENCES

• Sheppard, H., et al., Adv. Cyclic Nucleotide Res. , 1 : 103 (1972).
• Reeves, M.L., et al., Biochem. J. , 241 : 535 (1987).
• Katano, Y. and Endoh, M., Biochem. Biophys. Res. Commun. , 167 : 123 (1990).
• Rubin, L.L., et al., J. Cell Biol. , 115 : 1725 (1991).