557330

Rolipram

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

• Synonym(s): Rolipram, 4-[3-(Cyclopentyloxy)-4-methoxyphenyl]-2-pyrrolidinone
• 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
• Storage condition: OK to freeze

Properties

• Product Name: Rolipram, A cell-permeable, selective inhibitor of cAMP-specific phosphodiesterase (PDE IV; IC₅₀ = 800 nM).
• Quality Segment: 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)

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable