Structure of Rolipram
CAS No.: 61413-54-5
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Rolipram is a selective inhibitor of phosphodiesterases PDE 4, especially the PDE 4B with IC50 of 130 nM while IC50 for PDE4D is 240 nM, it's an anti-inflammatory agent.
Synonyms: (R,S)-Rolipram; ZK 62711; ME-3167
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CAS No. : | 61413-54-5 |
Formula : | C16H21NO3 |
M.W : | 275.34 |
SMILES Code : | O=C1NCC(C2=CC=C(OC)C(OC3CCCC3)=C2)C1 |
Synonyms : |
(R,S)-Rolipram; ZK 62711; ME-3167
|
MDL No. : | MFCD00270906 |
InChI Key : | HJORMJIFDVBMOB-UHFFFAOYSA-N |
Pubchem ID : | 5092 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Target |
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In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
J774 mouse macrophage cell line | 2 μM | 1 hour | Rolipram enhanced LPS-induced MKP-1 mRNA and protein expression and inhibited p38 MAPK phosphorylation. | PMC3724109 |
Primary mouse peritoneal macrophages | 2 μM | 1 hour | Rolipram enhanced LPS-induced MKP-1 mRNA expression. | PMC3724109 |
Human eosinophils | 0.03-0.2 µM | 15 minutes | To investigate the effect of Rolipram on PAF- and C5a-stimulated LTC4 synthesis in human eosinophils, results showed that Rolipram significantly inhibited LTC4 synthesis. | PMC1909817 |
DRG neurons | 0.1, 0.25, 0.5, 1.0, and 2.0 µM | 18 hours | Rolipram overcame inhibition by both MAG and myelin in a dose-dependent manner, completely blocking inhibition by MAG at 0.5 μM. | PMC423273 |
CHO cells | 0.1, 0.25, 0.5, 1.0, and 2.0 µM | 18 hours | Rolipram overcame inhibition by both MAG and myelin in a dose-dependent manner, completely blocking inhibition by MAG at 0.5 μM. | PMC423273 |
LX2 human hepatic stellate cells | 10 μM | 24 hours | Rolipram significantly attenuated TGF β1-mediated cell migration/wound closure | PMC10653049 |
U251 cells | 100 μM | 48 hours | To evaluate the cytotoxic effect of NEO214 on U251 cells, results showed that NEO214 was cytotoxic to both TMZ-sensitive and TMZ-resistant glioma cells. | PMC10621246 |
U251TR cells | 100 μM | 48 hours | To evaluate the cytotoxic effect of NEO214 on U251TR cells, results showed that NEO214 was cytotoxic to both TMZ-sensitive and TMZ-resistant glioma cells. | PMC10621246 |
T98G cells | 100 μM | 48 hours | To evaluate the cytotoxic effect of NEO214 on T98G cells, results showed that NEO214 was cytotoxic to both TMZ-sensitive and TMZ-resistant glioma cells. | PMC10621246 |
Rat mixed neural cell myelinating cultures | 10 nM–10 μM | 7 days | Rolipram enhanced neurite density in areas closely surrounding the lesion and induced significant neurite outgrowth across the lesion over a broad concentration range of 10 nM–10 μM. Rolipram enhanced myelination surrounding the lesion at a concentration range of 10–50 nM, but inhibited myelination at higher concentrations. | PMC3997278 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
Athymic rats | C5 hemisection model | Local delivery | Low dose: 25 µg/ml, High dose: 500 µg/ml | Single administration, lasted for 8 weeks | To evaluate the functional and anatomical recovery effects of Rolipram on spinal cord injury repair. Low-dose Rolipram significantly improved functional and anatomical recovery, while high-dose Rolipram was similar to the untreated group and resulted in reduced animal survival rates. | PMC3698241 |
Sprague- Dawley rats | Acute inflammation model | Intraperitoneal injection | 8 mg/kg | Single dose, 30 minutes before the experiment | Rolipram significantly inhibited PAF and LPS-induced leukocyte rolling, adhesion, and emigration by 100%, 95%, and 95%, respectively. Additionally, Rolipram reversed the decrease in leukocyte rolling velocity induced by PAF. | PMC1573309 |
Sprague- Dawley rats | Conscious and anesthetized rats | Intravenous infusion | 0–1 mg/kg | 60 minutes | To measure the binding site density (B max) and radioligand affinity (1/K D) of 11C-(R)-rolipram in the rat brain, and to study the differences in binding between conscious and anesthetized states. Results showed that B max and K D were significantly higher in conscious rats compared to anesthetized rats, and the in vitro K D was 3–7 times greater than the in vivo K D. | PMC2791885 |
Long Evan Hooded rats | spinal cord hemisection model | subcutaneous injection | 0.4 or 0.8 µmol/kg per hour | continuous for 10 days | Rolipram significantly promoted axon regeneration, attenuated the formation of the glial scar, and significantly enhanced functional recovery. | PMC423273 |
Nude mice | Intracranial glioma model | Subcutaneous injection | 50 mg/kg | 30 days, 5 days on, 2 days off | To evaluate the anti-tumor effect of NEO214 in an intracranial glioma model, results showed that NEO214 significantly delayed tumor growth and prolonged the survival of mice. | PMC10621246 |
BALB/c mice | LPS-induced lung inflammation model | Intraperitoneal injection | 20 mg/kg | Single injection, lasting 45 minutes | To investigate the effect of Rolipram on LPS-induced lung inflammation, the results showed that Rolipram significantly reduced TNF-α levels in the BALF and almost completely inhibited LPS-induced neutrophil infiltration. | PMC1565207 |
C57BL/6 mice | Carrageenan-induced paw inflammation model | Intraperitoneal injection | 100 mg/kg | Single dose, 3 hours duration | Rolipram significantly attenuated carrageenan-induced paw inflammation in WT mice but had no significant effect in MKP-1(–/–) mice. | PMC3724109 |
Balb/C mice | Klebsiella pneumoniae infection model | Oral | 3–30 mg/kg | Administered 24 and 2 hours prior to infection and daily thereafter | To assess the effects of rolipram on the antibacterial host response in mice infected with Klebsiella pneumoniae. Results showed that rolipram treatment was associated with earlier lethality and significant inhibition of TNF-α production, along with enhanced IL-10 production in lung tissue. Rolipram treatment did not affect KC expression and neutrophil recruitment in lung tissue but inhibited neutrophil phagocytosis of K. pneumoniae. | PMC1574107 |
ICR mice | Antidepressant- and anxiolytic-like behavior model | Intraperitoneal injection | 0.31, 0.62, 1.25 mg/kg | Once daily for 17-23 days | Rolipram produced antidepressant- and anxiolytic-like effects on behavior by increasing cAMP and pCREB levels in the hippocampus and prefrontal cortex, and increasing Sox2 expression in the hippocampus. | PMC2743762 |
Sprague- Dawley rats | Bone cancer pain model | Intrathecal injection | 12.5, 25, 50, 100 µg/kg | Daily injection for 7 days | Rolipram significantly alleviated mechanical allodynia and thermal hyperalgesia in rats with bone cancer pain by inhibiting the spinal JNK/CCL2 signaling pathway and astrocytic activation | PMC5065302 |
C57BL/6J mice | CCl4-induced liver fibrosis model | Targeted hepatic delivery | 3.3 mg/kg body weight | 24 hours after each CCl4 administration, for 4 weeks | Rolipram attenuated SMAD3 signaling and stellate cell activation marker αSMA, reduced collagen deposition | PMC10653049 |
Clinical Trial:
NCT Number | Conditions | Phases | Recruitment | Completion Date | Locations |
NCT01805518 | Adverse Mental/Physical Effect... More >>s of Low Dose S. Tortuosum. Less << | Phase 1 | Completed | - | Puerto Rico ... More >> Michel A. Woodbury, MD San Juan, Puerto Rico, 00918 Less << |
NCT02743377 | Nervous System Disease | Phase 1 Phase 2 | Recruiting | March 25, 2020 | United States, Maryland ... More >> National Institutes of Health Clinical Center Recruiting Bethesda, Maryland, United States, 20892 Contact: For more information at the NIH Clinical Center contact Office of Patient Recruitment (OPR) 800-411-1222 ext TTY8664111010 prpl@cc.nih.gov Less << |
NCT01602900 | Huntington Disease | Phase 1 | Completed | - | United Kingdom ... More >> GSK Investigational Site London, United Kingdom, NW10 7EW GSK Investigational Site London, United Kingdom, W12 ONN Less << |
NCT00250172 | Dosimetry Hea... More >>lthy Less << | Phase 1 | Completed | - | United States, Maryland ... More >> National Institutes of Health Clinical Center, 9000 Rockville Pike Bethesda, Maryland, United States, 20892 Less << |
NCT01215552 | Healthy Elderly Volunteers | Phase 1 | Terminated(The experimental de... More >>sign was not sufficient to answer the proposed questions. A new study design is now being considered.) Less << | - | United States, New York ... More >> Brookhaven National Laboratory Upton, New York, United States, 11973 Less << |
NCT00011375 | Multiple Sclerosis | PHASE2 | COMPLETED | 2025-04-04 | National Institute of Neurolog... More >>ical Disorders and Stroke (NINDS), Bethesda, Maryland, 20892, United States Less << |
NCT00369798 | Major Depressive Disorder ... More >> Healthy Less << | Phase 1 | Completed | - | United States, Maryland ... More >> National Institutes of Health Clinical Center, 9000 Rockville Pike Bethesda, Maryland, United States, 20892 Less << |
Tags: Rolipram | (R |S)-Rolipram | (±)-Rolipram | ZK 62711 | ZK62711 | ZK 62711 | ZK-62711 | Phosphodiesterase | Human immunodeficiency virus | PDE4 Inhibitor | PDE4A Inhibitor | PDE4B Inhibitor | PDE4D Inhibitor | 61413-54-5
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