R6520

Rolipram

≥98% (HPLC), solid, cAMP-specific phosphodiesterase (PDE4) inhibitor

• Synonym(s): 4-[3-(Cyclopentyloxy)-4-methoxyphenyl]-2-pyrrolidinone, ZK 62711
• Empirical Formula (Hill Notation): C₁₆H₂₁NO₃
• CAS Number: 61413-54-5
• Molecular Weight: 275.34
• NACRES: NA.77
• PubChem Substance ID: 24278196
• UNSPSC Code: 41106305
• EC Number: 262-771-1
• MDL number: MFCD00270906
• Assay: ≥98% (HPLC)
• Form: solid

Properties

• Product Name: Rolipram, solid, ≥98% (HPLC)
• biological source: synthetic (organic)
• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: solid
• color: white to off-white
• solubility: H₂O: 0.2 mg/mL, ethanol: 7 mg/mL, DMSO: 7.3 mg/mL
• SMILES string: COc1ccc(cc1OC2CCCC2)C3CNC(=O)C3
• 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
• Gene Information: human ... LITAF(9516), PDE3A(5139), PDE4A(5141), PDE4B(5142), PDE4C(5143), PDE4D(5144), PDE5A(8654), PDE7A(5150) ; mouse ... Pde4a(18577) ; rat ... Adora1(29290), Pde1b(29691), Pde2a(81743), Pde3a(50678), Pde4a(25638), Pde4b(24626), Pde4c(290646), Pde5a(171115)

Description

General description

Rolipram enhances tissue protection, anatomical repair and functional recovery. It is used to treat asthma, arthritis, Huntington′s disease and multiple sclerosis. Rolipram inhibits injury-induced reductions in cyclic AMP, which is associated with acute central nervous system injury.[1] It functions as an antidepressant, stimulates neurite outgrowth and axonal regeneration in the presence of myelin inhibitors.

Application

Rolipram has been used:

• to investigate its effects on testicular torsion–detorsion injury(36)
• to block the effects of phosphodiesterase-4 (PDE4)(37)
• as a component in chemically induced long-term potentiation (cLTP) induction media(38)

Biochem/physiol Actions

Selective cAMP-specific phosphodiesterase (PDE4) inhibitor.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Phosphodiesterases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves