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B8279

Sigma-Aldrich

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

solid

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Synonym(s):
Ro 20-1724
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

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.

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’.

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Regulation of sleep by the short neuropeptide F (sNPF) in Drosophila melanogaster
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Insect Biochemistry and Molecular Biology, 43(9), 809-819 (2013)
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The Journal of pharmacology and experimental therapeutics, 350(1), 153-163 (2014-05-03)
Small molecule phosphodiesterase (PDE) 4 inhibitors have long been known to show therapeutic benefit in various preclinical models of psychiatric and neurologic diseases because of their ability to elevate cAMP in various cell types of the central nervous system. Despite
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