7,12-Dimethylbenz(a)anthracene: Difference between revisions

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preferred IUPAC name (PIN) according to ''Nomenclature of Organic Chemistry – IUPAC Recommendations and Preferred Names 2013 (Blue Book)''
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'''7,12-Dimethylbenz[''a'']anthracene''' ('''DMBA''') is an [[immunosuppression|immunosuppressor]] and a powerful organ-specific laboratory [[carcinogen]].<ref>{{cite journal|author =Miyata M|author2 =Furukawa M|author3 =Takahashi K|author4 =Gonzalez FJ|author5 =Yamazoe Y|title=Mechanism of 7, 12-Dimethylbenz[a]anthracene-Induced Immunotoxicity: Role of Metabolic Activation at the Target Organ |journal=Jpn J Pharmacol |date=2001 |volume=86 |pages=302–309 |url=http://sciencelinks.jp/j-east/article/200201/000020020101A0826695.php |doi=10.1254/jjp.86.302}}</ref> DMBA is widely used in many research laboratories studying cancer. DMBA serves as a [[tumor initiation|tumor initiator]]. [[Tumor promotion]] can be induced with treatments of [[12-O-Tetradecanoylphorbol-13-acetate|12-''O''-tetradecanoylphorbol-13-acetate]] (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 | pages = 9304–9311 | doi=10.1158/0008-5472.can-05-1015}}</ref> This allows for a greatly accelerated rate of tumor growth, making many cancer studies possible.
'''7,12-Dimethylbenz[''a'']anthracene''' ('''DMBA''') is an [[immunosuppression|immunosuppressor]] and a powerful organ-specific laboratory [[carcinogen]].<ref>{{cite journal |author=Miyata M |author2=Furukawa M |author3=Takahashi K |author4=Gonzalez FJ |author5=Yamazoe Y |title=Mechanism of 7, 12-Dimethylbenz[a]anthracene-Induced Immunotoxicity: Role of Metabolic Activation at the Target Organ |journal=Jpn J Pharmacol |date=2001 |volume=86 |pages=302–309 |url=http://sciencelinks.jp/j-east/article/200201/000020020101A0826695.php |doi=10.1254/jjp.86.302 |deadurl=yes |archiveurl=https://web.archive.org/web/20100117042118/http://sciencelinks.jp/j-east/article/200201/000020020101A0826695.php |archivedate=2010-01-17 |df= }}</ref> DMBA is widely used in many research laboratories studying cancer. DMBA serves as a [[tumor initiation|tumor initiator]]. [[Tumor promotion]] can be induced with treatments of [[12-O-Tetradecanoylphorbol-13-acetate|12-''O''-tetradecanoylphorbol-13-acetate]] (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 | pages = 9304–9311 | doi=10.1158/0008-5472.can-05-1015}}</ref> This allows for a greatly accelerated rate of tumor growth, making many cancer studies possible.


==References==
==References==

Revision as of 19:24, 29 January 2018

7,12-Dimethylbenz[a]anthracene[1]
Names
Preferred IUPAC name
7,12-Dimethyltetraphene
Other names
7,12-Dimethylbenzo[a]phenanthrene
7,12-Dimethylbenzanthracene
7,12-Dimethyltetraphene
1,4-Dimethyl-2,3-benzophenanthrene
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.326 Edit this at Wikidata
  • InChI=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 checkY
    Key: ARSRBNBHOADGJU-UHFFFAOYSA-N checkY
  • 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
    Key: ARSRBNBHOADGJU-UHFFFAOYAX
  • c32c(c1ccccc1c(c2ccc4c3cccc4)C)C
Properties
C20H16
Molar mass 256.348 g·mol−1
Melting point 122 to 123 °C (252 to 253 °F; 395 to 396 K)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
T (Toxic)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

7,12-Dimethylbenz[a]anthracene (DMBA) is an immunosuppressor and a powerful organ-specific laboratory carcinogen.[2] DMBA is widely used in many research laboratories studying cancer. DMBA serves as a tumor initiator. Tumor promotion can be induced with treatments of 12-O-tetradecanoylphorbol-13-acetate (TPA) in some models of two-stage carcinogenesis.[3] This allows for a greatly accelerated rate of tumor growth, making many cancer studies possible.

References

  1. ^ 7,12-Dimethylbenz(a)anthracene at Sigma-Aldrich
  2. ^ Miyata M; Furukawa M; Takahashi K; Gonzalez FJ; Yamazoe Y (2001). "Mechanism of 7, 12-Dimethylbenz[a]anthracene-Induced Immunotoxicity: Role of Metabolic Activation at the Target Organ". Jpn J Pharmacol. 86: 302–309. doi:10.1254/jjp.86.302. Archived from the original on 2010-01-17. {{cite journal}}: Unknown parameter |deadurl= ignored (|url-status= suggested) (help)
  3. ^ 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. doi:10.1158/0008-5472.can-05-1015.