CAS 85416-73-5|S-(+)-Rolipram

Introduction：Basic information about CAS 85416-73-5|S-(+)-Rolipram, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. S-(+)-Rolipram BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Customs
6. Synonyms

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	/	Flash Point	239.7±28.7 °C

Names

Name	(+)-rolipram
Synonym	More Synonyms

S-(+)-Rolipram BiologicalActivity

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	Signaling Pathways >>Metabolic Enzyme/Protease >>Phosphodiesterase (PDE)Research Areas >>Inflammation/Immunology
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.

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

Signaling Pathways >>Metabolic Enzyme/Protease >>Phosphodiesterase (PDE)Research Areas >>Inflammation/Immunology

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
InChIKey	HJORMJIFDVBMOB-GFCCVEGCSA-N
SMILES	COc1ccc(C2CNC(=O)C2)cc1OC1CCCC1
Storage condition	Store at RT

Safety Information

HS Code	2933790090

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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