(R,S)-Rolipram

For research use only. Not for therapeutic Use.

  • CAT Number: A000755
  • CAS Number: 61413-54-5
  • Molecular Formula: C₁₆H₂₁NO₃
  • Molecular Weight: 275.35
  • Purity: ≥95%
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(R,S)-Rolipram(Cat No.:A000755)is a phosphodiesterase-4 (PDE4) inhibitor that raises intracellular cyclic AMP (cAMP) levels, thereby exerting anti-inflammatory and neuroprotective effects. Initially explored as an antidepressant, Rolipram demonstrated potential in modulating immune responses, reducing pro-inflammatory cytokine release, and improving cognitive functions. Due to its effects on cAMP, (R,S)-Rolipram is also studied in neurodegenerative and autoimmune disorders, as it may help protect neural tissue and regulate immune responses. Its role in research extends to understanding cAMP-mediated pathways, making it valuable for studies in inflammation, neurology, and immunology.


Catalog Number A000755
CAS Number 61413-54-5
Synonyms

61413-54-5; ZK 62711; Rolipramum; Rolipramum [Latin]; Adeo

Molecular Formula C₁₆H₂₁NO₃
Purity ≥95%
Target Anti-infection
Solubility >13mg/mL in DMSO
Storage -20°C
IUPAC Name 4-(3-cyclopentyloxy-4-methoxyphenyl)pyrrolidin-2-one
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
SMILES COC1=C(C=C(C=C1)C2CC(=O)NC2)OC3CCCC3
Reference

1: Ramezani S, Hadjighassem M, Vousooghi N, Parvaresh M, Arbabi F, Amini N,
Joghataei MT. The Role of Protein Kinase B Signaling Pathway in Anti-Cancer
Effect of Rolipram on Glioblastoma Multiforme: An In Vitro Study. Basic Clin
Neurosci. 2017 Jul-Aug;8(4):325-336. doi: 10.18869/nirp.bcn.8.4.325. PubMed PMID:
29158883; PubMed Central PMCID: PMC5683690.

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2: Macks C, Gwak SJ, Lynn M, Lee JS. Rolipram-loaded polymeric micelle
nanoparticle reduces secondary injury after rat compression spinal cord injury. J
Neurotrauma. 2017 Oct 25. doi: 10.1089/neu.2017.5092. [Epub ahead of print]
PubMed PMID: 29065765.
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3: Pan Y, Xu C, Pan ZK. MKP-1 negative regulates Staphylococcus aureus induced
inflammatory responses in Raw264.7 cells: roles of PKA-MKP-1 pathway and enhanced
by rolipram. Sci Rep. 2017 Sep 28;7(1):12366. doi: 10.1038/s41598-017-10187-3.
PubMed PMID: 28959039; PubMed Central PMCID: PMC5620070.
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4: Türker-Kaya S, Komsuo&#287;lu Celikyurt &#304;, Celikyurt U, K&#305;na A. Inhibition of PDE4
by low doses of rolipram induces changes in lipid and protein components of mice
heart. Gen Physiol Biophys. 2017 Aug 24. doi: 10.4149/gpb_2017009. [Epub ahead of
print] PubMed PMID: 28836502.
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5: Gong MF, Wen RT, Xu Y, Pan JC, Fei N, Zhou YM, Xu JP, Liang JH, Zhang HT.
Attenuation of ethanol abstinence-induced anxiety- and depressive-like behavior
by the phosphodiesterase-4 inhibitor rolipram in rodents. Psychopharmacology
(Berl). 2017 Oct;234(20):3143-3151. doi: 10.1007/s00213-017-4697-3. Epub 2017 Jul
27. PubMed PMID: 28748375.
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6: van der Aart J, Salinas C, Dimber R, Pampols-Maso S, Weekes AA, Tonkyn J, Gray
FA, Passchier J, Gunn RN, Rabiner EA. Quantification of human brain PDE4
occupancy by GSK356278: A [(11)C](R)-rolipram PET study. J Cereb Blood Flow
Metab. 2017 Jan 1:271678X17720868. doi: 10.1177/0271678X17720868. [Epub ahead of
print] PubMed PMID: 28737056.
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7: Sims CR, Singh SP, Mu S, Gokden N, Zakaria D, Nguyen TC, Mayeux PR. Rolipram
Improves Outcome in a Rat Model of Infant Sepsis-Induced Cardiorenal Syndrome.
Front Pharmacol. 2017 May 3;8:237. doi: 10.3389/fphar.2017.00237. eCollection
2017. PubMed PMID: 28515693; PubMed Central PMCID: PMC5413568.
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8: Kinoshita KI, Muroi Y, Unno T, Ishii T. Rolipram improves facilitation of
contextual fear extinction in the
1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced mouse model of Parkinson/’s
disease. J Pharmacol Sci. 2017 May;134(1):55-58. doi: 10.1016/j.jphs.2017.04.002.
Epub 2017 Apr 17. PubMed PMID: 28456375.

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9: Ramezani S, Vousooghi N, Kapourchali FR, Hadjighasem M, Hayat P, Amini N,
Joghataei MT. Rolipram potentiates bevacizumab-induced cell death in human
glioblastoma stem-like cells. Life Sci. 2017 Mar 15;173:11-19. doi:
10.1016/j.lfs.2017.02.005. Epub 2017 Feb 12. PubMed PMID: 28202289.
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10: Guo CH, Bai L, Wu HH, Yang J, Cai GH, Wang X, Wu SX, Ma W. The analgesic
effect of rolipram is associated with the inhibition of the activation of the
spinal astrocytic JNK/CCL2 pathway in bone cancer pain. Int J Mol Med. 2016
Nov;38(5):1433-1442. doi: 10.3892/ijmm.2016.2763. Epub 2016 Sep 30. PubMed PMID:
28025994; PubMed Central PMCID: PMC5065302.

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