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Merck

B8279

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
UNSPSC Code:
41106305
PubChem Substance ID:
24278195
NACRES:
NA.77
MDL number:
MFCD00077397
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
200

Key Documents

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Product Name

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

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

biological source

synthetic (organic)

assay

≥98% (HPLC)

form

solid

solubility

ethanol: 7 mg/mL, H2O: insoluble

storage temp.

room temp

Quality Level

200

Gene Information

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

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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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000305259
0000305259
0000289467
0000281384
0000261272

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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)
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.
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)
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)
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
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Articles

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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