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Rolipram

Name: Rolipram
Brand: MM

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

Synonym(s):

Rolipram, 4-[3-(Cyclopentyloxy)-4-methoxyphenyl]-2-pyrrolidinone

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About This Item

Empirical Formula (Hill Notation):

C₁₆H₂₁NO₃

CAS Number:

61413-54-5

Molecular Weight:

275.34

UNSPSC Code:

12352200

NACRES:

NA.77

MDL number:

MFCD00270906

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

Storage condition:

OK to freeze

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Properties

Product Name

Rolipram, A cell-permeable, selective inhibitor of cAMP-specific phosphodiesterase (PDE IV; IC₅₀ = 800 nM).

Quality Level

100

description

Merck USA index - 14, 8251

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze

color

white

solubility

DMSO: soluble

shipped in

ambient

storage temp.

2-8°C

SMILES string

N1CC(CC1=O)c2cc(c(cc2)OC)OC3CCCC3

InChI

1S/C16H21NO3/c1-19-14-7-6-11(12-9-16(18)17-10-12)8-15(14)20-13-4-2-3-5-13/h6-8,12-13H,2-5,9-10H2,1H3,(H,17,18)

InChI key

HJORMJIFDVBMOB-UHFFFAOYSA-N

Description

General description

A cell-permeable, selective inhibitor of cAMP-specific phosphodiesterase (PDE IV; IC₅₀ = 800 nM). A rolipram-insensitive PDE IV subtype is also known to exist. Also inhibits NF-κB and NFAT activation in Jurkat and primary T cells.

Cell permeable, selective competitive inhibitor of cAMP-specific phosphodiesterase IV (IC₅₀ = 800 nM). Rolipram does not inhibit PDE I or PDE II, even at concentrations as high as 100 µM. It is only a weak inhibitor of PDE III (IC₅₀ = 100 µM). A rolipram-insensitive phosphodiesterase IV subtype is also known to exist.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
PDE IV

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 800 nM against cAMP-specific phosphodiesterase (PDE IV)

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). DMSO stock solutions are stable for up to 6 months at -20°C.

Other Notes

Navarro, J., et al. 1998. J. Virol. 72, 4712.
Truong, V.H. and Muller, T. 1994. FEBS Lett.353, 113.
Underwood, D.C., et al. 1994. J. Pharmacol. Exp. Ther. 270, 250.
Moore, J.B., Jr., et al. 1991. Biochem. Pharmacol.42, 679.
Reeves, M.L., et al. 1987. Biochem. J. 241, 535.
Schneider, H.H., et al. 1986. Eur. J. Pharmacol.127, 105.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Irritant (B)

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c