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CAS 85416-75-7

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(-)-Rolipram

Description:
(-)-Rolipram is a selective phosphodiesterase-4 (PDE4) inhibitor, primarily known for its potential therapeutic effects in treating conditions such as depression and inflammatory diseases. It is characterized by its chiral nature, with the "(-)" indicating its specific enantiomeric form. The compound has a molecular formula that includes carbon, hydrogen, nitrogen, and oxygen atoms, contributing to its biological activity. (-)-Rolipram is typically a white to off-white crystalline solid, exhibiting moderate solubility in organic solvents and limited solubility in water. Its mechanism of action involves the inhibition of PDE4, leading to increased levels of cyclic adenosine monophosphate (cAMP) within cells, which can enhance neuronal signaling and reduce inflammation. The compound has been studied for its neuroprotective properties and its potential role in cognitive enhancement. However, its clinical use has been limited due to side effects and the development of more selective PDE inhibitors. Overall, (-)-Rolipram remains a significant compound in pharmacological research, particularly in the context of neuropsychiatric and inflammatory disorders.
Formula:C16H21NO3
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)/t12-/m0/s1
InChI key:InChIKey=HJORMJIFDVBMOB-LBPRGKRZSA-N
SMILES:O(C1=C(OC)C=CC(=C1)[C@@H]2CNC(=O)C2)C3CCCC3
Synonyms:
  • 2-Pyrrolidinone, 4-[3-(cyclopentyloxy)-4-methoxyphenyl]-, (4R)-
  • 2-Pyrrolidinone, 4-[3-(cyclopentyloxy)-4-methoxyphenyl]-, (R)-
  • (-)-Rolipram
  • (R)-Rolipram
  • (4R)-4-[3-(Cyclopentyloxy)-4-methoxyphenyl]-2-pyrrolidinone
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