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

Molecular Formula	C8H12O2
Molecular Weight	140.1797
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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
[Examination related to revised test method for determination of formaldehyde, regulated by the law for the control of household products containing harmful substances].	2003	14740400
20 S proteasome from Saccharomyces cerevisiae is responsive to redox modifications and is S-glutathionylated.	2003 Jan 3	12409293
Solid-state radical reactions of 1,3-cyclohexanediones with in situ generated imines mediated by manganese(III) acetate under mechanical milling conditions.	2004 Aug 21	15306906
Dimedone esters as novel hydrolase substrates and their application in the colorimetric detection of lipase and esterase activity.	2004 Aug 6	15300842
Rationale for the acidity of Meldrum's acid. Consistent relation of C-H acidities to the properties of localized reactive orbital.	2004 Jun 25	15202884
Determination of acidity constants of enolisable compounds by capillary electrophoresis.	2004 Oct	15448970
Enantioselective enol lactone synthesis under double catalytic conditions.	2005 Mar 17	15760118
Synthesis of chemical probes to map sulfenic acid modifications on proteins.	2005 Nov-Dec	16287263
Serum level of semicarbazide-sensitive amine oxidase in children with ADHD.	2006 Jan 27	16441883
Redox activation of aldose reductase in the ischemic heart.	2006 Jun 2	16567803
Formaldehyde and some fully n-methylated substances in boar seminal fluids. Short communication.	2006 Mar	16646532
Unusual manganese(III)-mediated oxidative free radical additions of 1,3-dicarbonyl compounds to benzonorbornadiene and 7-heterobenzonorbornadienes: mechanistic studies.	2007 Apr 27	17385919
A genetically encoded probe for cysteine sulfenic acid protein modification in vivo.	2007 Dec 18	18020457
Organocatalytic sequential one-pot double cascade asymmetric synthesis of Wieland-Miescher ketone analogues from a Knoevenagel/hydrogenation/Robinson annulation sequence: scope and applications of organocatalytic biomimetic reductions.	2007 Jul 6	17552564
Scandium cation-exchanged montmorillonite catalyzed direct C-glycosylation of a 1,3-diketone, dimedone, with unprotected sugars in aqueous solution.	2007 May 21	17306239
The requirement of reversible cysteine sulfenic acid formation for T cell activation and function.	2007 Nov 15	17982034
Structure-based discovery of a family of synthetic cyclophilin inhibitors showing a cyclosporin-A phenotype in Caenorhabditis elegans.	2007 Nov 30	17927958
Putative denitrosylase activity of Cu,Zn-superoxide dismutase.	2007 Sep 1	17664146
Synthetic studies on formamidopyrimidines related to clofarabine.	2008 Aug	18696361
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
Important bioactive molecules of erythrocytes in colorectal cancer patients after colectomy.	2008 Feb 27	19662138
P-TSA catalyzed facile and efficient synthesis of polyhydroquinoline derivatives through hantzsch multi-component condensation.	2008 Jul	18591819
Tuning of chemo- and regioselectivities in multicomponent condensations of 5-aminopyrazoles, dimedone, and aldehydes.	2008 Jul 4	18512991
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
Unexpected solvent-free cycloadditions of 1,3-cyclohexanediones to 1-(pyridin-2-yl)-enones mediated by manganese(III) acetate in a ball mill.	2008 Sep 19	18710288
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
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
"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
Hemoglobin glutathionylation can occur through cysteine sulfenic acid intermediate: electrospray ionization LTQ-Orbitrap hybrid mass spectrometry studies.	2009 Oct 15	19493711
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
Reactivity of functionalized N,S-ketene acetal: regioselective construction of tetrahydrobenzo[b]pyran and chromeno[2,3-b]quinoline derivatives.	2010 Dec 17	21087000
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
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

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:51:27 GMT 2023` Edited by `admin` on `Fri Dec 15 19:51:27 GMT 2023`
Record UNII	B2B5DSX2FC
Record Status	`Validated (UNII)`
Record Version

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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