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Details

Stereochemistry ACHIRAL
Molecular Formula C5H6O
Molecular Weight 82.1005
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-CYCLOPENTENONE

SMILES

O=C1CCC=C1

InChI

InChIKey=BZKFMUIJRXWWQK-UHFFFAOYSA-N
InChI=1S/C5H6O/c6-5-3-1-2-4-5/h1,3H,2,4H2

HIDE SMILES / InChI

Molecular Formula C5H6O
Molecular Weight 82.1005
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Differential effects of 15-deoxy-delta(12,14)-prostaglandin J2 and a peroxisome proliferator-activated receptor gamma agonist on macrophage activation.
2001 Apr
Change of the reaction pattern by methodological variations in a multicomponent assembly promoted by Ni complexes.
2001 Apr 1
Discovery of a new efficient chiral ligand for copper-catalyzed enantioselective Michael additions by high-throughput screening of a parallel library.
2001 Jun 18
Systematic studies on structure and physiological activity of cyclic alpha-keto enamines, a novel class of "cooling" compounds.
2001 Nov
Highly regio- and stereoselective 1,1-cycloaddition of carbon monoxide with 1,4-dilithio-1,3-dienes. Novel synthetic methods for 3-cyclopenten-1-one derivatives.
2001 Oct 24
Synthesis of a muscarinic receptor antagonist via a diastereoselective Michael reaction, selective deoxyfluorination and aromatic metal-halogen exchange reaction.
2001 Oct 5
Photodimerisation of enones in a clay microenvironment.
2002 Dec
Acyl-lithiation of olefins: formation of cyclopentenones from 1-lithio-butadienes and CO.
2002 Dec 26
Anti-inflammatory activity of 15-deoxy-delta12,14-PGJ2 and 2-cyclopenten-1-one: role of the heat shock response.
2003 Jul
The stereochemistry of the thermal cheletropic decarbonylation of 3-cyclopentenone as determined by multiphoton infrared photolysis/thermolysis.
2003 Jul 16
Practical synthesis of D-cyclopent-2-enone, the key intermediate of carbocyclic nucleosides.
2003 May-Aug
Practical synthesis of D- and l-2-cyclopentenone and their utility for the synthesis of carbocyclic antiviral nucleosides against orthopox viruses (smallpox, monkeypox, and cowpox virus).
2003 Nov 14
Urease inhibitory activity of simple alpha,beta-unsaturated ketones.
2003 Oct 24
2-Cyclopenten-1-one and prostaglandin J2 reduce restenosis after balloon angioplasty in rats: role of NF-kappaB.
2003 Oct 9
15d-PGJ2 inhibits oxidized LDL-induced macrophage proliferation by inhibition of GM-CSF production via inactivation of NF-kappaB.
2004 Feb 13
Straightforward asymmetric entry to highly functionalized 3-substituted 3-hydroxy-beta-lactams via Baylis-Hillman or bromoallylation reactions.
2004 Feb 6
New Fischer carbene complexes of rhodium(i): preparation and 2-cyclopentenone ring synthesis by annelation to alkynes.
2004 Jan 21
Theoretical study of the vinyl allene oxide to cyclopent-2-en-1-one rearrangement: mechanism, torquoselectivity and solvent effects.
2004 May 28
Phenols, quinolines, indoles, benzene, and 2-cyclopenten-1-ones are oviductal toxicants in cigarette smoke.
2005 Jul
3,3a-Dihydrocyclopenta[b]chromen-1(2H)-ones from the reaction of salicylaldehyde and 2-cyclopenten-1-one.
2005 May
Jet-cooled phosphorescence excitation spectrum of the T1(n,pi*) <-- S0 transition of 2-cyclopenten-1-one.
2007 Aug 30
N-heterocyclic carbene catalyzed aza-Morita-Baylis-Hillman reaction of cyclic enones with N-tosylarylimines.
2007 Sep 14
Pro-apoptotic activity of cyclopentenone in cancer cells.
2008 Jan-Feb
Asymmetric Morita-Baylis-Hillman reaction of arylaldehydes with 2-cyclohexen-1-one catalyzed by chiral bis(thio)urea and DABCO.
2008 Mar 20
Effects of 15-deoxy-delta 12, 14-prostaglandin J2 on the expression of p53 in MCF-7 cells.
2009 Aug
Marine pyrrolocarbazoles and analogues: synthesis and kinase inhibition.
2009 Dec 1
Highly endo-selective and enantioselective 1,3-dipolar cycloaddition of azomethine ylide with alpha-enones catalyzed by a silver(I)/ThioClickFerrophos complex.
2010 Apr 16
Stereochemical and skeletal diversity arising from amino propargylic alcohols.
2010 Jun 18
Chemical and biochemical study of industrially produced San Simón da Costa smoked semi-hard cow's milk cheeses: Effects of storage under vacuum and different modified atmospheres.
2010 May
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:45:16 GMT 2023
Edited
by admin
on Fri Dec 15 18:45:16 GMT 2023
Record UNII
Q0U2IGF9CK
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2-CYCLOPENTENONE
Systematic Name English
2-CYCLOPENTEN-1-ONE
Systematic Name English
CYCLOPENT-2-EN-1-ONE
Systematic Name English
CYCLOPENTEN-3-ONE
Systematic Name English
1-CYCLOPENTEN-3-ONE
Systematic Name English
1-CYCLOPENTEN-5-ONE
Systematic Name English
NSC-73117
Code English
Code System Code Type Description
EPA CompTox
DTXSID60870802
Created by admin on Fri Dec 15 18:45:16 GMT 2023 , Edited by admin on Fri Dec 15 18:45:16 GMT 2023
PRIMARY
CAS
930-30-3
Created by admin on Fri Dec 15 18:45:16 GMT 2023 , Edited by admin on Fri Dec 15 18:45:16 GMT 2023
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NSC
73117
Created by admin on Fri Dec 15 18:45:16 GMT 2023 , Edited by admin on Fri Dec 15 18:45:16 GMT 2023
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WIKIPEDIA
Cyclopentenone
Created by admin on Fri Dec 15 18:45:16 GMT 2023 , Edited by admin on Fri Dec 15 18:45:16 GMT 2023
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FDA UNII
Q0U2IGF9CK
Created by admin on Fri Dec 15 18:45:16 GMT 2023 , Edited by admin on Fri Dec 15 18:45:16 GMT 2023
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ECHA (EC/EINECS)
213-213-0
Created by admin on Fri Dec 15 18:45:16 GMT 2023 , Edited by admin on Fri Dec 15 18:45:16 GMT 2023
PRIMARY
CHEBI
141550
Created by admin on Fri Dec 15 18:45:16 GMT 2023 , Edited by admin on Fri Dec 15 18:45:16 GMT 2023
PRIMARY
PUBCHEM
13588
Created by admin on Fri Dec 15 18:45:16 GMT 2023 , Edited by admin on Fri Dec 15 18:45:16 GMT 2023
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