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Revision as of 15:06, 6 August 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'ChEBI').← Previous edit Latest revision as of 01:51, 19 August 2023 edit undoOAbot (talk | contribs)Bots439,234 editsm Open access bot: doi updated in citation with #oabot. 
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{{Correct title|7,12-Dimethylbenzanthracene|reason=bracket|edit=substitution}}
{{DISPLAYTITLE:7,12-Dimethylbenz(''a'')anthracene}}
{{chembox {{chembox
| Watchedfields = changed
| verifiedrevid = 413285462
|Reference=<ref> at ]</ref> | Name=7,12-Dimethylbenzanthracene
| verifiedrevid = 477226290
| Reference=<ref> at ]</ref>
|ImageFile1=DMBA.png | ImageFile1=DMBA.png
| ImageFile2=7,12-Dimethylbenz(a)anthracene_ballstick.png
|ImageSize1=200px
| PIN = 7,12-Dimethyltetraphene
|ImageFile2=7,12-Dimethylbenz(a)anthracene_ballstick.png
| OtherNames = 7,12-Dimethylbenzophenanthrene<br />7,12-Dimethylbenzanthracene<br />7,12-Dimethyltetraphene<br />1,4-Dimethyl-2,3-benzophenanthrene
|ImageSize1=200px
|IUPACName=7,12-dimethylbenzophenanthrene
|OtherNames=
|Section1={{Chembox Identifiers |Section1={{Chembox Identifiers
| CASNo=57-97-6
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| CASNo_Ref = {{cascite|correct|CAS}}
| Beilstein = 1912135
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 254496
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 329673
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 5779 | ChemSpiderID = 5779
| Gmelin = 263937
| KEGG = C19488
| PubChem=6001
| RTECS = CW3850000
| UNNumber = 3077
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = F05B6S0395
| InChI = 1/C20H16/c1-13-16-8-5-6-9-17(16)14(2)20-18(13)12-11-15-7-3-4-10-19(15)20/h3-12H,1-2H3 | InChI = 1/C20H16/c1-13-16-8-5-6-9-17(16)14(2)20-18(13)12-11-15-7-3-4-10-19(15)20/h3-12H,1-2H3
| InChIKey = ARSRBNBHOADGJU-UHFFFAOYAX | InChIKey = ARSRBNBHOADGJU-UHFFFAOYAX
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 329673
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C20H16/c1-13-16-8-5-6-9-17(16)14(2)20-18(13)12-11-15-7-3-4-10-19(15)20/h3-12H,1-2H3 | StdInChI = 1S/C20H16/c1-13-16-8-5-6-9-17(16)14(2)20-18(13)12-11-15-7-3-4-10-19(15)20/h3-12H,1-2H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = ARSRBNBHOADGJU-UHFFFAOYSA-N | StdInChIKey = ARSRBNBHOADGJU-UHFFFAOYSA-N
| CASNo=57-97-6
| CASNo_Ref = {{cascite|correct|CAS}}
| PubChem=6001
| ChEBI = 254496
| SMILES = c32c(c1ccccc1c(c2ccc4c3cccc4)C)C | SMILES = c32c(c1ccccc1c(c2ccc4c3cccc4)C)C
}} }}
|Section2={{Chembox Properties |Section2={{Chembox Properties
| Formula=C<sub>20</sub>H<sub>16</sub> | C=20 | H=16
| Appearance=
| MolarMass=256.34104
| Appearance= | Density=
| MeltingPtC=122 to 123
| Density=
| BoilingPt=
| MeltingPt=122-123 °C
| BoilingPt= | Solubility=
| Solubility=
}} }}
|Section3={{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards=T (Toxic) | MainHazards=T (Toxic)
| FlashPt= | FlashPt=
| AutoignitionPt =
| Autoignition=
| RPhrases={{R45}} {{R22}} | GHSPictograms = {{GHS07}}{{GHS08}}
| GHSSignalWord = Danger
| SPhrases={{S53}} {{S36/37}} {{S45}}
| HPhrases = {{H-phrases|302|350}}
| PPhrases = {{P-phrases|201|202|264|270|281|301+312|308+313|330|405|501}}
| NFPA-H = 2
| NFPA-R = 0
| NFPA-F = 0
| NFPA-S =
}} }}
}} }}


'''7,12-Dimethylbenz(a)anthracene''' is an ] and a powerful organ-specific laboratory ].<ref>Miyata M, Furukawa M, Takahashi K, Gonzalez FJ, Yamazoe Y. (2001) Mechanism of 7, 12-Dimethylbenzanthracene-Induced Immunotoxicity: Role of Metabolic Activation at the Target Organ. Jpn J Pharmacol 86:302-309. </ref> Also known as 7,12-dimethylbenzanthracene or DMBA, this substance is widely used in many research laboratories studying cancer. DMBA serves as a ] by making necessary mutations. ] can be induced with treatments of TPA (]) in some models of two-stage carcinogenesis.<ref>Sung YM, He G, Fischer, SM. (2005) Lack of Expression of the EP2 but not EP3 Receptor for Prostaglandin E2 Results in Suppression of Skin Tumor Development. Cancer Res 65:9304-9311</ref> This allows for a greatly accelerated rate of tumor growth, making many cancer studies possible. '''7,12-Dimethylbenzanthracene''' ('''DMBA''') is an ] and a powerful organ-specific laboratory ].<ref>{{cite journal |author=Miyata M |author2=Furukawa M |author3=Takahashi K |author4=Gonzalez FJ |author5=Yamazoe Y |title=Mechanism of 7, 12-Dimethylbenzanthracene-Induced Immunotoxicity: Role of Metabolic Activation at the Target Organ |journal=Jpn J Pharmacol |date=2001 |volume=86 |issue=3 |pages=302–309 |doi=10.1254/jjp.86.302 |pmid=11488430 |doi-access=free }}</ref> DMBA is widely used in many research laboratories studying cancer. DMBA serves as a ]. ] can be induced with treatments of ] (TPA) in some models of two-stage carcinogenesis.<ref>{{cite journal | author = Sung YM | author2 = He G | author3 = Fischer, SM | date = 2005 | title = Lack of Expression of the EP2 but not EP3 Receptor for Prostaglandin E2 Results in Suppression of Skin Tumor Development | journal = Cancer Res | volume = 65 | issue = 20 | pages = 9304–9311 | doi=10.1158/0008-5472.can-05-1015| pmid = 16230392 | doi-access = }}</ref> This allows for a greatly accelerated rate of tumor growth, making many cancer studies possible.


==References== ==References==
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