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CHEBI:104872 - rolipram

ChEBI IDCHEBI:104872
ChEBI Namerolipram
Stars
DefinitionA 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.
Secondary ChEBI IDCHEBI:32104
Last Modified24 February 2016
DownloadsMolfile
FormulaC16H21NO3
Net Charge0
Average Mass275.348
Monoisotopic Mass275.15214
SMILESCOc1ccc(C2CNC(=O)C2)cc1OC1CCCC1
InChIInChI=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)
InChIKeyHJORMJIFDVBMOB-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Role:
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:
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
(+)-rolipram (CHEBI:59540) is a rolipram (CHEBI:104872)
(−)-rolipram (CHEBI:40133) is a rolipram (CHEBI:104872)
IUPAC Name 
4-[3-(cyclopentyloxy)-4-methoxyphenyl]pyrrolidin-2-one
INNs  Source
rolipramChemIDplus
rolipramumChemIDplus
Synonyms  Source
4-(3-(Cyclopentyloxy)-4-methoxyphenyl)-2-pyrrolidinoneChemIDplus
ZK 62711ChemIDplus
Manual XrefsDatabases
D01783KEGG DRUG
RolipramWikipedia
US6337325Patent
US4193926Patent
WO2011143607Patent
DB01954DrugBank
LSM-1471LINCS
Registry NumbersSources
Beilstein:1588548Beilstein
Reaxys:1588548Reaxys
CAS:61413-54-5ChemIDplus
Citations