S-(+)-Rolipram

Modify Date: 2025-08-21 18:05:21

S-(+)-Rolipram Structure
S-(+)-Rolipram structure
 Common Name S-(+)-Rolipram
CAS Number 85416-73-5 Molecular Weight 275.343
Density 1.2±0.1 g/cm3 Boiling Point 472.7±45.0 °C at 760 mmHg
Molecular Formula C16H21NO3 Melting Point 133-136ºC
MSDS N/A Flash Point 239.7±28.7 °C

 Use of S-(+)-Rolipram


(S)-(+)-Rolipram is a PDE4-inhibitor and an anti-inflammatory agent, less potent than its R enantiomer.Target: PDE4B; PDE4DRolipram, a selective inhibitor of the cyclic AMP-specific phosphodiesterase (PDE IV). Rolipram did not inhibit 5-lipoxygenase activity but did inhibit human monocyte production of leukotriene B4 (LTB4, IC50 3.5 microM). Rolipram inhibited arachidonic acid-induced inflammation in the mouse, while the low Km-cyclic-GMP PDE inhibitor. Rolipram had a modest effect on LTB4 production in the mouse, but markedly reduced LTB4-induced PMN infiltration [1]. In humans and animals rolipram produces thereby a variety of biological effects. These effects include attenuation of endogenous depression and inflammation in the central nervous system (CNS), both effects are of potential clinical relevance [2].

 Names

Name (+)-rolipram
Synonym More Synonyms

 S-(+)-Rolipram Biological Activity

Description (S)-(+)-Rolipram is a PDE4-inhibitor and an anti-inflammatory agent, less potent than its R enantiomer.Target: PDE4B; PDE4DRolipram, a selective inhibitor of the cyclic AMP-specific phosphodiesterase (PDE IV). Rolipram did not inhibit 5-lipoxygenase activity but did inhibit human monocyte production of leukotriene B4 (LTB4, IC50 3.5 microM). Rolipram inhibited arachidonic acid-induced inflammation in the mouse, while the low Km-cyclic-GMP PDE inhibitor. Rolipram had a modest effect on LTB4 production in the mouse, but markedly reduced LTB4-induced PMN infiltration [1]. In humans and animals rolipram produces thereby a variety of biological effects. These effects include attenuation of endogenous depression and inflammation in the central nervous system (CNS), both effects are of potential clinical relevance [2].
Related Catalog
References

[1]. Griswold, D.E., et al., Effect of selective phosphodiesterase type IV inhibitor, rolipram, on fluid and cellular phases of inflammatory response. Inflammation, 1993. 17(3): p. 333-44.

[2]. Zhu, J., E. Mix, and B. Winblad, The antidepressant and antiinflammatory effects of rolipram in the central nervous system. CNS Drug Rev, 2001. 7(4): p. 387-98.

[3]. MacKenzie SJ, et al. Action of rolipram on specific PDE4 cAMP phosphodiesterase isoforms and on the phosphorylation of cAMP-response-element-binding protein (CREB) and p38 mitogen-activated protein (MAP) kinase in U937 monocyticcells. Biochem J. 2000 Apr

[4]. Korhonen R, et al. Attenuation of TNF production and experimentally induced inflammation by PDE4 inhibitor rolipram is mediated by MAPK phosphatase-1. Br J Pharmacol. 2013 Aug;169(7):1525-36.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 472.7±45.0 °C at 760 mmHg
Melting Point 133-136ºC
Molecular Formula C16H21NO3
Molecular Weight 275.343
Flash Point 239.7±28.7 °C
Exact Mass 275.152130
PSA 47.56000
LogP 1.43
Vapour Pressure 0.0±1.2 mmHg at 25°C
Index of Refraction 1.552
Storage condition Store at RT

 Safety Information

HS Code 2933790090

 Synthetic Route

 Customs

HS Code 2933790090
Summary 2933790090. other lactams. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:9.0%. General tariff:20.0%

 Synonyms

(4R)-4-[3-(Cyclopentyloxy)-4-methoxyphenyl]-2-pyrrolidinone
S2127_Selleck
(4S)-4-(3-cyclopentyloxy-4-methoxyphenyl)pyrrolidin-2-one
1oyn
S- (+)-Rolipram
2-Pyrrolidinone, 4-(3-(cyclopentyloxy)-4-methoxyphenyl)-, (R)-
S-(+)-Rolipram
(4R)-4-[3-(Cyclopentyloxy)-4-methoxyphenyl]pyrrolidin-2-one
S-(+)-4-(3-cyclopentyloxy-4-methoxyphenyl)-2-pyrrolidinone
(S)-4-(3-(cyclopentyloxy)-4-methoxyphenyl)pyrrolidin-2-one
(-)-rolipram
1xn0
(4S)-4-[3-(Cyclopentyloxy)-4-methoxyphenyl]-2-pyrrolidinone
(+)-rolipram
(4S)-4-[3-(Cyclopentyloxy)-4-methoxyphenyl]pyrrolidin-2-one
2-Pyrrolidinone, 4-[3-(cyclopentyloxy)-4-methoxyphenyl]-, (4R)-
2-Pyrrolidinone, 4-[3-(cyclopentyloxy)-4-methoxyphenyl]-, (4S)-
(S)-(+)-Rolipram
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