{{위키데이터 속성 추적}}
{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 456498687
| Name = 2,6-다이메톡시벤조퀴논
| ImageFile = 2,6-Dimethoxy-1,4-benzoquinone.svg
| ImageSize = 180
| ImageName = Chemical structure of 2,6-dimethoxybenzoquinone
| ImageAlt = Chemical structure of 2,6-dimethoxybenzoquinone
| PIN = 2,6-dimethoxycyclohexa-2,5-diene-1,4-dione
| OtherNames = 2,6-dimethoxy-1,4-benzoquinone,</br>2,6-DMBQ
|Section1={{Chembox Identifiers
| CASNo = 530-55-2
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNoOther = 
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 1Z701W789S
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 448515
| PubChem = 68262
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 61560
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = OLBNOBQOQZRLMP-UHFFFAOYSA-N
| SMILES = O=C1C(/OC)=C\C(=O)\C=C1\OC
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI=1S/C8H8O4/c1-11-6-3-5(9)4-7(12-2)8(6)10/h3-4H,1-2H3
| MeSHName = 
}}
|Section2={{Chembox Properties
| C=8 | H=8 | O=4
| Appearance = 
| Density = 
| MeltingPt =
| BoilingPt =
| Solubility = 
}}
}}

'''2,6-다이메톡시벤조퀴논'''({{llang|en|2,6-dimethoxybenzoquinone}}, '''2,6-DMBQ''')은 [[라우볼피아 보미토리아]](''Rauvolfia vomitoria'')<ref>{{저널 인용| doi = 10.1002/jps.3030490421| title = A Note on the Occurrence of 2,6-Dimethoxybenzoquinone in Rauwolfia vomitoria | year = 1960| last1 = Morris Kupchan| first1 = S.| last2 = Obasi| first2 = Mang E.| journal = Journal of the American Pharmaceutical Association (Scientific Ed.)| volume = 49| issue = 4| pages = 257–258| pmid = 13853494}}</ref> 및 [[티보우키나 풀크라]](''Tibouchina pulchra'')<ref>{{저널 인용| doi = 10.1021/np50016a019| title = Plant Anticancer Agents. XI. 2,6-Dimethoxybenzoquinone as a Cytotoxic Constituent of Tibouchina pulchra| year = 1981| last1 = Jones| first1 = Ellery| last2 = Ekundayo| first2 = Olusegun| last3 = Kingston| first3 = David G. I.| journal = Journal of Natural Products| volume = 44| issue = 4| pages = 493–494}}</ref>에서 발견되는 [[벤조퀴논]]으로 분류되는 [[화합물]]이다.

==독성==
생리학적 농도에서 2,6-다이메톡시벤조퀴논은 항균 물질이다.<ref>{{저널 인용| doi = 10.1021/jf00002a009 | title = 2,6-Dimethoxy-p-benzoquinone as an antibacterial substance in the bark of Phyllostachys heterocycla var. Pubescens, a species of thick-stemmed bamboo | year = 1991 | last1 = Nishina | first1 = Atsuyoshi | last2 = Hasegawa | first2 = Kinichi | last3 = Uchibori | first3 = Tsuyoshi | last4 = Seino | first4 = Hajime | last5 = Osawa | first5 = Toshihiko | journal = Journal of Agricultural and Food Chemistry | volume = 39 | issue = 2 | pages = 266–269 }}</ref> 더 높은 농도에서는 [[돌연변이]],<ref>Canonero R; Poggi C  Mutagenic activity of 2,6-dimethoxy-1,4-benzoquinone, produced during the nitrosation of dimethophrine, in V 79 cells.    Bollettino della Societa italiana di biologia sperimentale  (1988),  64(1),  61-8</ref><ref name=Brambilla>Brambilla G; Robbiano L; Cajelli E; Martelli A; Turmolini F; Mazzei M  Cytotoxic, DNA-damaging and mutagenic properties of 2,6-dimethoxy-1,4-benzoquinone, formed by dimethophrine-nitrite interaction. The Journal of Pharmacology and Experimental Therapeutics  (1988),  244(3),  1011-5</ref> [[세포독성]],<ref name=Brambilla/> [[유전독성]],<ref>Mazzei M; Roma G; Balbi A; Sottofattori E; Robbiano L  Formation of 2,6-dimethoxy-1,4-benzoquinone, a highly genotoxic compound, from the reaction of sodium nitrite with the sympathomimetic drug dimethophrine in acidic aqueous solution.    Il Farmaco; edizione scientifica  (1988),  43(6),  523-38</ref> [[간독성]]<ref>Moore, Gregory A.; Rossi, Luisa; Nicotera, Pierluigi; Orrenius, Sten; O'Brien, Peter J.  Quinone toxicity in hepatocytes:  studies on mitochondrial calcium release induced by benzoquinone derivatives.    Archives of Biochemistry and Biophysics  (1987),  259(2),  283-95.</ref><ref>Siraki, Arno G.; Chan, Tom S.; O'Brien, Peter J.  Application of Quantitative Structure-Toxicity Relationships for the Comparison of the Cytotoxicity of 14 p-Benzoquinone Congeners in Primary Cultured Rat Hepatocytes Versus PC12 Cells. Toxicological Sciences (2004),  81(1),  148-159</ref><ref>Chan, Katie; Jensen, Neil; O'Brien, Peter J.  Structure-activity relationships for thiol reactivity and rat or human hepatocyte toxicity induced by substituted p-benzoquinone compounds.    Journal of Applied Toxicology  (2008),  28(5),  608-620.</ref>이 있다는 증거가 있다. 일부 보고서는 2,6-다이메톡시벤조퀴논의 돌연변이 유발성에 이의를 제기했고,<ref>Non-mutagenicity of some wood-related compounds in the bacterial/microsome plate incorporation and microsuspension assays. Mohtashamipur, E., Norpoth, K. International archives of occupational and environmental health. (1984)</ref> 다른 보고서에서는 그러한 가능성을 배제했다.<ref>International Journal of Toxicology, 26:253–259, Safety Studies Regarding a Standardized Extract of Fermented Wheat Germ James T. Heimbach JHeimbach LLC, Port Royal, Virginia, USA Gyula Sebestyen Department of Public Health, Faculty of Medicine, Semmelweis University, Budapest, Hungary Gabor Semjen Department of Pharmacology and Toxicology, Faculty of Veterinary Science, Szent Istvan University, Budapest, Hungary Elke Kennepohl Write-Tox Consulting, Spruce Grove, Alberta, Canada</ref>

== 같이 보기 ==
* [[다이메톡시벤젠]]

== 각주 ==
{{각주}}

[[분류:1,4-벤조퀴논]]
[[분류:페놀 에터]]