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Merck

B8279

Sigma-Aldrich

Ro-20-1724

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

Synonym(s):

Ro 20-1724

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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

Key Documents

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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)

Related Categories

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

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Certificates of Analysis (COA)

Lot/Batch Number
SLCL2404
SLCH3208
SLCD4881
SLCB4454
SLBZ0900

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B Huang et al.
Circulation research, 85(9), 848-855 (1999-10-26)
Three weeks after myocardial infarction (MI) in the rat, remodeled hypertrophy of noninfarcted myocardium is at its maximum and the heart is in a compensated stage with no evidence of heart failure. Our hemodynamic measurements at this stage showed a
Farhan A Khawaja et al.
Hippocampus, 17(12), 1143-1148 (2007-09-21)
The entorhinal cortex (EC), located in the medial temporal lobe (MTL) of the brain, plays an important functional role in the MTL memory circuit. Medial EC (MEC) Layer II stellate cells (SCs) serve as one of the most prominent target
Chien-Chung Chen et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 35(7), 1605-1617 (2010-03-20)
The mossy fiber synapses onto hippocampal CA3 neurons show unique molecular features and a wide dynamic range of plasticity. Although acute stress has been well recognized to alter bidirectional long-term synaptic plasticity in the hippocampal CA1 region and dentate gyrus
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)
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)
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Articles

Discover Bioactive Molecules for Nucleotides

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

고리형 뉴클레오타이드를 위한 생체 활성 저분자

고리형 AMP(cAMP), 고리형 GMP(cGMP), 고리형 ADP-리보스를 포함하여 고리형 뉴클레오타이드는 GPCR 활성화에 의해 개시된 세포내 이벤트의 2차 전달자로서 광범위하게 연구되었습니다. cAMP는 주로 cAMP 의존성 단백질 인산화효소(PKA)의 활성화를 통해 모든 진핵생물 세포에서 세포 기능을 변형시키지만 cAMP 개폐 이온 채널 및 cAMP에 의해 직접 활성화되는 구아닌 뉴클레오타이드 교환 인자를 통해서도 변형시킵니다.

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