ROLIPRAM Property

Melting point:

127-133 °C

Boiling point:

418.29°C (rough estimate)

Density 

1.0677 (rough estimate)

refractive index 

1.5500 (estimate)

storage temp. 

Sealed in dry,Store in freezer, under -20°C

solubility 

H₂O: 0.2 mg/mL

form 

solid

pka

16.02±0.40(Predicted)

color 

white to off-white

Merck 

14,8251

Stability:

Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38-11

Safety Statements 

26-36

RIDADR 

3249

WGK Germany 

3

RTECS 

UY5749237

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

29337900

Toxicity

LD50 oral in mouse: > 300mg/kg

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

ROLIPRAM Chemical Properties,Usage,Production

Description

Rolipram (61413-54-5) is a selective inhibitor of cAMP-specific phosphodiesterase (PDE4), IC50 = 1 μM. Displays beneficial effects in neurodegenerative diseases. Rolipram also displays anti-inflammatory activity and synergizes with forskolin (cat.# 10-2073). Cell permeable.

Chemical Properties

Yellowish solid

Uses

antipsychotic

Uses

A selective, cell permeable inhibitor of cAMP-specific phosphodiesterase (PDE4).

Uses

Pharmacological tool for characterization of phosphodiesterase isoenzymes.

Uses

(±)-Rolipram is a cAMP-specific phosphodiesterase 4 (PDE4) inhibitor.

Definition

ChEBI: 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.

General Description

A cell-permeable, selective inhibitor of cAMP-specific phosphodiesterase (PDE IV; IC₅₀ = 800 nM). A rolipram-insensitive PDE IV subtype is also known to exist. Also inhibits NF-κB and NFAT activation in Jurkat and primary T cells.

Biological Activity

Selective inhibitor of cAMP phosphodiesterase (PDE4) (IC 50 = 2.0 μ M). Discriminates between two conformational states of PDE4 isoenzymes. See separate isomers ((R)-(-)-Rolipram and (S)-(+)-Rolipram).

Biochem/physiol Actions

Cell permeable: yes

storage

Room temperature

References

1) Reeves et al. (1987), The identification of a new cyclic nucleotide phosphodiesterase activity in human and guinea-pig cardiac ventricle. Implications for the mechanism of action of selective phosphodiesterase; Biochem. J., 241 535 2) Nishi et al. (2008), Distinct Roles of PDE4 and PDE10A in the Regulation of cAMP/PKA Signaling in the Striatum; J. Neurosci., 28 10460 3) Christiansen et al. (2011), Combined anti-inflammatory effects of β2-adrenergic agonists and PDE4 inhibitors on astrocytes by upregulation of intracellular cAMP; Neurochem. Int., 59 837