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Rolipram

CAT: 0804-HY-16900-04Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-16900-04Size:50 mg
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Description
Rolipram is a selective phosphodiesterases PDE4 inhibitor with IC50s of 3 nM, 130 nM and 240 nM for PDE4A, PDE4B, and PDE4D, respectively.
CAS Number
61413-54-5
Product Name Alternative
(R, S) -Rolipram; (±) -Rolipram; ZK 62711
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Bacterial; HIV; Phosphodiesterase (PDE)
Type
Reference compound
Related Pathways
Anti-infection; Metabolic Enzyme/Protease
Applications
Cancer-Kinase/protease
Field of Research
Neurological Disease; Cancer
Assay Protocol
https://www.medchemexpress.com/Rolipram.html
Purity
99.45
Solubility
DMSO : ≥ 41 mg/mL|H2O : < 0.1 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
O=C1NCC(C2=CC=C(OC)C(OC3CCCC3)=C2)C1
Molecular Formula
C16H21NO3
Molecular Weight
275.35
Precautions
H302, H315, H319, H335
References & Citations
[1]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|[2]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.|[3]Shalaby AM, et al. Effect of rolipram, a phosphodiesterase enzyme type-4 inhibitor, on γ-amino butyric acid content of the frontal cortex in mice exposed to chronic mild stress. J Pharmacol Pharmacother. 2012 Apr;3 (2) :132-7.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Phase 2
Isoform
PDE4

Chemical Information

Rolipram

Rolipram is a member of the lclass of pyrrolidin-2-ones that is pyrrolidin-2-one bearing a 3-(cyclopentyloxy)-4-methoxyphenyl substituent at the 4-position. It is a type IV-specific phosphodiesterase (PDE4) inhibitor. It has a role as an antidepressant and an EC 3.1.4.* (phosphoric diester hydrolase) inhibitor.

CAS Number61413-54-5
PubChem CID5092
IUPAC Name4-(3-cyclopentyloxy-4-methoxyphenyl)pyrrolidin-2-one
Molecular FormulaC16H21NO3
Molecular Weight275.34
XLogP2.2
Topological Polar Surface Area47.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Heavy Atom Count20
Formal Charge0
Complexity341
SMILES
COC1=C(C=C(C=C1)C2CC(=O)NC2)OC3CCCC3
InChI
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)
InChIKey
HJORMJIFDVBMOB-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Rolipram
CAS: 61413-54-5
CID: 5092
Formula: C16H21NO3
MW: 275.34
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight275.34
XLogP32.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Exact Mass275.15214353
Monoisotopic Mass275.15214353
Topological Polar Surface Area47.6 Ų
Heavy Atom Count20
Formal Charge0
Complexity341
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
A4328-50Rolipram
TRC-R640040-10MG(±)-Rolipram

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