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61413-54-5 molecular structure
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4-[3-(cyclopentyloxy)-4-methoxyphenyl]pyrrolidin-2-one

ChemBase ID: 60157
Molecular Formular: C16H21NO3
Molecular Mass: 275.34284
Monoisotopic Mass: 275.15214354
SMILES and InChIs

SMILES:
c1cc(c(cc1C1CNC(=O)C1)OC1CCCC1)OC
Canonical SMILES:
COc1ccc(cc1OC1CCCC1)C1CNC(=O)C1
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

Cite this record

CBID:60157 http://www.chembase.cn/molecule-60157.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
4-[3-(cyclopentyloxy)-4-methoxyphenyl]pyrrolidin-2-one
IUPAC Traditional name
rolipram
(S)-rolipram
Synonyms
(4S)-4-[3-(Cyclopentyloxy)-4-methoxyphenyl]-pyrrolidin-2-one
ZK 62711
SB 95952
ME-3167
Adeo
Rolipram
4-[3-(Cyclopentyloxy)-4-methoxyphenyl]-2-pyrrolidinone
Rolipram
CAS Number
61413-54-5
EC Number
262-771-1
MDL Number
MFCD00270906
MFCD03093861
PubChem SID
24278196
162025898
PubChem CID
5092

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 14.28277  H Acceptors
H Donor LogD (pH = 5.5) 1.9585267 
LogD (pH = 7.4) 1.9585267  Log P 1.9585268 
Molar Refractivity 76.1641 cm3 Polarizability 29.84816 Å3
Polar Surface Area 47.56 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
DMSO: soluble7.3 mg/mL expand Show data source
ethanol: soluble7 mg/mL expand Show data source
H2O: soluble0.2 mg/mL expand Show data source
Apperance
white to off-white solid expand Show data source
Melting Point
128-132°C expand Show data source
Storage Condition
-20°C expand Show data source
2-8°C expand Show data source
Storage Warning
IRRITANT expand Show data source
RTECS
UY5749237 expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26-36 expand Show data source
TSCA Listed
false expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Target
PDE expand Show data source
Gene Information
human ... LITAF(9516), PDE3A(5139), PDE4A(5141), PDE4B(5142), PDE4C(5143), PDE4D(5144), PDE5A(8654), PDE7A(5150)mouse ... Pde4a(18577)rat ... Adora1(29290), Pde1b(29691), Pde2a(81743), Pde3a(50678), Pde4a(25638), Pde4b(24626), Pde4c(290646), Pde5a(171115) expand Show data source
Purity
≥98% expand Show data source
≥98% (HPLC) expand Show data source
Salt Data
Free Base expand Show data source
Certificate of Analysis
Download expand Show data source
Empirical Formula (Hill Notation)
C16H21NO3 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich Selleck Chemicals Selleck Chemicals MP Biomedicals MP Biomedicals
Sigma Aldrich - R6520 external link
Biochem/physiol Actions
Selective cAMP-specific phosphodiesterase (PDE4) inhibitor.
Selleck Chemicals - S1430 external link
Research Area: Metabolic Disease
Biological Activity:
Rolipram is a PDE4-inhibitor. Like most PDE4-inhibitors, it is an anti-inflammatory drug. Rolipram is being studied as a possible alternative to current antidepressants. Recent studies show that rolipram may have antipsychotic effects. [1]
MP Biomedicals - 02159810 external link
Purity: >98%
cAMP-specific phosphodiesterase inhibitor, selective for phosphodiesterase IV.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Imanishi, T., et al., Eur. Jour. of Pharmacol. , 321(3) : 273-278, (1997).
  • • http://en.wikipedia.org/wiki/Rolipram
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PATENTS

PATENTS

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INTERNET

INTERNET

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