DIMEDONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H12O2
Molecular Weight	140.1797
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1(C)CC(=O)CC(=O)C1

InChI

InChIKey=BADXJIPKFRBFOT-UHFFFAOYSA-N

InChI=1S/C8H12O2/c1-8(2)4-6(9)3-7(10)5-8/h3-5H2,1-2H3

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Fluorimetric flow injection analysis of trace amount of formaldehyde in environmental atmosphere with 5,5-dimethylcyclohexane-1,3-dione.	2002 Dec 6	18968865
Redox regulation and trapping sulfenic acid in the peroxide-sensitive human mitochondrial branched chain aminotransferase.	2008	19157014
10-(4-Chloro-phen-yl)-9-(4-fluoro-phen-yl)-3,3,6,6-tetra-methyl-3,4,6,7,9,10-hexa-hydro-acridine-1,8(2H,5H)-dione.	2008 Aug 16	21201754
9-(4-Fluoro-phen-yl)-3,3,6,6-tetra-methyl-10-p-tolyl-1,2,3,4,5,6,7,8,9,10-deca-hydroacridine-1,8-dione.	2008 Aug 30	21201815
A three component one-pot procedure for the synthesis of [1,2,4]triazolo/benzimidazolo-quinazolinone derivatives in the presence of H6P2W18O(62).18H2O as a green and reusable catalyst.	2008 Aug-Nov	18780153
8,8-Dimethyl-5-(4-methyl-phen-yl)-8,9-dihydro-pyrimido[4,5-b]quinoline-2,4,6(1H,3H,7H)-trione N,N-dimethyl-formamide solvate.	2008 Feb 20	21201942
Important bioactive molecules of erythrocytes in colorectal cancer patients after colectomy.	2008 Feb 27	19662138
Chronic experimental diabetes accelerates urinary elimination of deprenyl and its metabolites.	2008 Jan 10	19662137
9-(2,3-Dichloro-phen-yl)-4a-hydr-oxy-3,3,6,6-tetra-methyl-4,4a,5,6,9,9a-hexa-hydro-3H-xanthene-1,8(2H,7H)-dione.	2008 Jan 25	21201538
2-Anilino-3-benzoyl-4-(2,5-dichloro-phen-yl)-7,7-dimethyl-5-oxo-5,6,7,8-tetra-hydro-4H-benzo[b]pyran.	2008 Jan 9	21201435
3,3-Dimethyl-9-phenyl-3,4-dihydro-acridin-1(2H)-one.	2008 Jul 19	21203257
3,3-Dimethyl-1,2,3,4,6,11-hexa-hydro-benzo[d]naphtho[2,3-b]furan-1,6,11-trione.	2008 Jul 19	21203239
Measurement of protein sulfenic acid content.	2008 Nov	20963754
Toward a prostate specific antigen-based prostate cancer diagnostic assay: preparation of keyhole limpet hemocyanin-conjugated normal and transformed prostate specific antigen fragments.	2008 Oct 15	18798614
A Clean synthesis of spiro[indoline-3,9'-xanthene]trione derivatives.	2008 Sep	18758112
One-pot synthesis and antibacterial activities of novel 1H-pyridazino[1,2-a]indazole-1,6,9(2H,11H)-triones.	2008 Sep	18758103
Potential role of formaldehyde in the mechanism of action of ascorbigens on the basis of BioArena studies.	2009 Apr	19039806
An efficient one-pot three-component synthesis of fused 1,4-dihydropyridines using HY-zeolite.	2009 Apr 8	19384278
9,9-Dimethyl-12-(3-nitro-phen-yl)-7,8,9,10,11,12-hexa-hydro-benz[a]acridin-11-one.	2009 Aug 29	21577677
Metabolic oxidative cleavage of thioesters: evidence for the formation of sulfenic acid intermediates in the bioactivation of the antithrombotic prodrugs ticlopidine and clopidogrel.	2009 Feb	19170597
Chemical dissection of an essential redox switch in yeast.	2009 Feb 27	19230722
Synthesis of symmetrical and non-symmetrical diimines from dimedone.	2009 Jun 24	19553899
Selective formation of spiro dihydrofurans and cyclopropanes through unexpected reaction of aldehydes with 1,3-dicarbonyl compounds.	2009 Jun 4	19388701
Microwave-induced synthesis and anti-microbial activities of 7,10,11,12-tetrahydrobenzo[c]acridin-8(9H)-one derivatives.	2009 Mar	18718695
Efficient synthesis of spiro[chromeno[2,3-d]pyrimidine-5,3'-indoline]-tetraones by a one-pot and three-component reaction.	2009 May-Jun	19239200
"Danger" conditions increase sulfamethoxazole-protein adduct formation in human antigen-presenting cells.	2009 Nov	19666748
Proximity-based protein thiol oxidation by H2O2-scavenging peroxidases.	2009 Nov 13	19755417
9,9-Dimethyl-12-(4-nitro-phen-yl)-9,10-dihydro-12H-benzo[a]xanthen-11(8H)-one.	2009 Nov 21	21578862
9,9-Dimethyl-12-phenyl-8,9-dihydro-12H-benzo[a]xanthen-11(10H)-one.	2009 Nov 7	21578757
Hemoglobin glutathionylation can occur through cysteine sulfenic acid intermediate: electrospray ionization LTQ-Orbitrap hybrid mass spectrometry studies.	2009 Oct 15	19493711
Diastereoselective synthesis of trans-2,3-dihydrofurans with pyridinium ylide assisted tandem reaction.	2009 Oct 2	19739607
Ethyl 4-(3-hydroxy-phen-yl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexa-hydro-quinoline-3-carboxyl-ate.	2009 Oct 7	21578275
Synthesis of new acridines and hydrazones derived from cyclic beta-diketone for cytotoxic and antiviral evaluation.	2009 Sep	19423201
7-Bromo-4-(7-bromo-3,3-dimethyl-1-oxo-2,3,4,9-tetra-hydro-1H-xanthen-9-yl)-3,3-dimethyl-2,3-dihydroxanthen-1(4H)-one ethanol solvate.	2009 Sep 12	21577903
Formation and reactions of sulfenic acid in human serum albumin.	2010	20513474
Use of dimedone-based chemical probes for sulfenic acid detection methods to visualize and identify labeled proteins.	2010	20513473
Use of dimedone-based chemical probes for sulfenic acid detection evaluation of conditions affecting probe incorporation into redox-sensitive proteins.	2010	20513472
Effects of dietary sodium on performance, flight and compensation strategies in the cotton bollworm, Helicoverpa armigera (Hübner) (Lepidoptera: Noctuidae).	2010 Apr 13	20385025
Reactivity of functionalized N,S-ketene acetal: regioselective construction of tetrahydrobenzo[b]pyran and chromeno[2,3-b]quinoline derivatives.	2010 Dec 17	21087000
Methaneseleninic acid is a substrate for truncated mammalian thioredoxin reductase: implications for the catalytic mechanism and redox signaling.	2010 Dec 7	21038895
Ionic liquid-promoted multi-component reaction: novel and efficient preparation of pyrazolo[3,4-b]pyridinone, pyrazolo[3,4-b]-quinolinone and their hybrids with pyrimidine nucleoside.	2010 Feb	19521790
Simple and convenient approach to the Kreohnke pyridine type synthesis of functionalized indol-3-yl pyridine derivatives using 3-cyanoacetyl indole.	2010 Jan-Feb	19905001
Syntheses of quaternary carbon-containing oxazatricycle and spiropyran libraries via multicomponent reactions and their molecular switching properties.	2010 Jan-Feb	19860449
Possibilities and pitfalls in quantifying the extent of cysteine sulfenic acid modification of specific proteins within complex biofluids.	2010 Jul 1	20594348
Formation of cysteine sulfenic acid by oxygen atom transfer from nitrite.	2010 Jul 14	20565124
Formation and fate of a sulfenic acid intermediate in the metabolic activation of the antithrombotic prodrug prasugrel.	2010 Jul 19	20557086
Ultrasound-assisted three-component synthesis of 3-(5-amino-1H-pyrazol-4-yl)-3-(2-hydroxy-4,4-dimethyl-6-oxocyclohex-1-enyl)indolin-2-ones in water.	2010 Mar	20022284
Sulfamic acid catalyzed solvent-free synthesis of 10-aryl-7,7-dimethyl-6,7,8,10-tetrahydro-9H-[1,3]-dioxolo [4,5- b]xanthen-9-ones and 12-aryl-9,9-dimethyl-8,9,10,12-tetrahydro-11H-benzo[a]xanthen-11-ones.	2010 Nov	19789988
Synthesis of new nonclassical acridines, quinolines, and quinazolines derived from dimedone for biological evaluation.	2010 Sep	20814944
Synthesis of quinolone substituted pyrazoles, isoxazoles and pyridines as a potential blue luminophors.	2010 Sep	20354785

Patents

Name

Type

Language

DIMEDONE

Common Name

English

5,5-DIMETHYL-1,3-CYCLOHEXANEDIONE

Systematic Name

English

DIMETHYLDIHYDRORESORCINOL

Systematic Name

English

1,1-DIMETHYL-3,5-CYCLOHEXANEDIONE

Systematic Name

English

METHONE

Common Name

English

5,5-DIMETHYL-1,3-CYCLOHEXANEDIONE [MI]

Common Name

English

NSC-14984

Code

English

1,1-DIMETHYL-3,5-DIKETOCYCLOHEXANE

Systematic Name

English

Code System Code Type Description

EVMPD

SUB194232