Skip to Content
Merck
All Photos(3)

Key Documents

View All Documentation

B8279

Sigma-Aldrich

Ro-20-1724

≥98% (HPLC), solid, cAMP phosphodiesterase inhibitor

Synonym(s):

Ro 20-1724

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C15H22N2O3
CAS Number:
29925-17-5
Molecular Weight:
278.35
MDL number:
MFCD00077397
UNSPSC Code:
41106305
PubChem Substance ID:
24278195
NACRES:
NA.77

product name

4-(3-Butoxy-4-methoxybenzyl)imidazolidin-2-one, solid

biological source

synthetic (organic)

Quality Level

200

Assay

≥98% (HPLC)

form

solid

solubility

ethanol: 7 mg/mL
H2O: insoluble

storage temp.

room temp

SMILES string

CCCCOc1cc(CC2CNC(=O)N2)ccc1OC

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)

InChI key

PDMUULPVBYQBBK-UHFFFAOYSA-N

Gene Information

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

Application

4-(3-Butoxy-4-methoxybenzyl)imidazolidin-2-one has been used:
  • as a cyclic adenosine monophosphate (cAMP) phosphodiesterase inhibitor to treat cells for the determination of intracellular cAMP levels
  • as a component of serum-free medium
  • as phosphodiesterase inhibitor in order to study the effects of protease-activated receptor-1 (PAR-1) activation on cAMP levels

Biochem/physiol Actions

Inhibitor of cAMP phosphodiesterase. IC50 33 μM in vascular smooth muscle of the aorta.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Phosphodiesterases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Regulation of sleep by the short neuropeptide F (sNPF) in Drosophila melanogaster
Chen W, et al.
Insect Biochemistry and Molecular Biology, 43(9), 809-819 (2013)
Abscisic acid activates the murine microglial cell line N9 through the second messenger cyclic ADP-ribose
Bodrato N, et al.
The Journal of biological chemistry, 284(22), 14777-14787 (2009)
Protease-activated receptor-1 stimulates Ca2+-dependent Cl- secretion in human intestinal epithelial cells
Buresi MC, et al.
American Journal of Physiology: Gastrointestinal and Liver Physiology, 281(2), G323-G332 (2001)
Nicoletta Bodrato et al.
The Journal of biological chemistry, 284(22), 14777-14787 (2009-03-31)
Abscisic acid (ABA) is a phytohormone regulating important functions in higher plants, notably responses to abiotic stress. Recently, chemical or physical stimulation of human granulocytes was shown to induce production and release of endogenous ABA, which activates specific cell functions.
Paulina Brzezinska et al.
Cells, 8(12) (2019-11-24)
Pharmacological activation of protein kinase A (PKA) reduces migration of arterial smooth muscle cells (ASMCs), including those isolated from human arteries (HASMCs). However, when individual migration-associated cellular events, including the polarization of cells in the direction of movement or rearrangements
View All Related Papers

Articles

Discover Bioactive Molecules for Nucleotides

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

Discover Bioactive Molecules for Nucleotides

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

Discover Bioactive Molecules for Nucleotides

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

Discover Bioactive Molecules for Nucleotides

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service