CHEBI:104872 - rolipram

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ChEBI Name rolipram
ChEBI ID CHEBI:104872
Definition 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:32104
Supplier Information No supplier information found for this compound.
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Formula C16H21NO3
Net Charge 0
Average Mass 275.34280
Monoisotopic Mass 275.15214
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 COc1ccc(cc1OC1CCCC1)C1CNC(=O)C1
Roles Classification
Biological Role(s): EC 3.1.4.* (phosphoric diester hydrolase) inhibitor
An EC 3.1.* (ester hydrolase) inhibitor that interferes with the action of a phosphoric diester hydrolase (EC 3.1.4.*).
Application(s): antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing rolipram (CHEBI:104872) has role antidepressant (CHEBI:35469)
rolipram (CHEBI:104872) has role EC 3.1.4.* (phosphoric diester hydrolase) inhibitor (CHEBI:50218)
rolipram (CHEBI:104872) is a pyrrolidin-2-ones (CHEBI:74223)
Incoming (−)-rolipram (CHEBI:40133) is a rolipram (CHEBI:104872)
(+)-rolipram (CHEBI:59540) is a rolipram (CHEBI:104872)
IUPAC Name
4-[3-(cyclopentyloxy)-4-methoxyphenyl]pyrrolidin-2-one
INNs Sources
rolipram ChemIDplus
rolipramum ChemIDplus
Synonyms Sources
4-(3-(Cyclopentyloxy)-4-methoxyphenyl)-2-pyrrolidinone ChemIDplus
ZK 62711 ChemIDplus
Manual Xrefs Databases
D01783 KEGG DRUG
DB01954 DrugBank
LSM-1471 LINCS
Rolipram Wikipedia
US4193926 Patent
US6337325 Patent
WO2011143607 Patent
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Registry Numbers Types Sources
1588548 Beilstein Registry Number Beilstein
1588548 Reaxys Registry Number Reaxys
61413-54-5 CAS Registry Number ChemIDplus
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Last Modified
24 February 2016