8251. Rolipram

Nomenclature

CAS number: 61413-54-5
4-[3-(Cyclopentyloxy)-4-methoxyphenyl]-2-pyrrolidinone; ZK-62711.
C16H21NO3; mol wt 275.34.
C 69.79%, H 7.69%, N 5.09%, O 17.43%.

Description and references

Prototypical selective phosphodiesterase 4 (PDE4) inhibitor. Prepn: BE 826923; R. Schmiechen et al., US 4193926 (1975, 1980 both to Schering AG). Selective enzyme inhibition and enhancement of cAMP accumulation in rat brain tissue: U. Schwabe et al., Mol. Pharmacol. 12, 900 (1976). Antidepressant mechanism of action study: H. Wachtel, Neuropharmacology 22, 267 (1983). Receptor binding study: H. H. Schneider et al., Eur. J. Pharmacol. 127, 105 (1986). Pharmacokinetics: W. Krause, G. Kühne, Xenobiotica 18, 561 (1988). Clinical evaluation in severe depression: F. Eckmann et al., Curr. Ther. Res. 43, 291 (1988). Pharmacology and efficacy in exptl autoimmune encephalomyelitis: N. Sommer et al., Nat. Med. 1, 244 (1995).

Chemical structure

Properties

Crystals from ethyl acetate, mp 132°.

Use

Pharmacological tool for characterization of phosphodiesterase isoenzymes.

Therapeutic Category

Antidepressant.