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

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			{{Correct title\|7,12-Dimethylbenzanthracene\|reason=bracket\|edit=substitution}}
			{{DISPLAYTITLE:7,12-Dimethylbenz(''a'')anthracene}}
	{{chembox		{{chembox
	\| Watchedfields = changed		\| Watchedfields = changed
			\| Name=7,12-Dimethylbenzanthracene
	\| verifiedrevid = ~~443356518~~		\| verifiedrevid = 477226290
	\|Reference=<ref> at ]</ref>		\| Reference=<ref> at ]</ref>
	\|ImageFile1=DMBA.png		\| ImageFile1=DMBA.png
	\|ImageSize1=200px
	\|ImageFile2=7,12-Dimethylbenz(a)anthracene_ballstick.png		\| ImageFile2=7,12-Dimethylbenz(a)anthracene_ballstick.png
			\| PIN = 7,12-Dimethyltetraphene
	\|ImageSize1=200px
			\| OtherNames = 7,12-Dimethylbenzophenanthrene<br />7,12-Dimethylbenzanthracene<br />7,12-Dimethyltetraphene<br />1,4-Dimethyl-2,3-benzophenanthrene
	\|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_Ref = {{ebicite\|correct\|EBI}}
⚫	\| 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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	]		]
			]
			]

Latest revision as of 01:51, 19 August 2023

The correct title of this article is 7,12-Dimethylbenzanthracene. The substitution of any brackets is due to technical restrictions.

7,12-Dimethylbenzanthracene
Names


Preferred IUPAC name 7,12-Dimethyltetraphene
Other names 7,12-Dimethylbenzophenanthrene 7,12-Dimethylbenzanthracene 7,12-Dimethyltetraphene 1,4-Dimethyl-2,3-benzophenanthrene
Identifiers
CAS Number	57-97-6
3D model (JSmol)	Interactive image
Beilstein Reference	1912135
ChEBI	CHEBI:254496
ChEMBL	ChEMBL329673
ChemSpider	5779
ECHA InfoCard	100.000.326
Gmelin Reference	263937
KEGG	C19488
PubChem CID	6001
RTECS number	CW3850000
UNII	F05B6S0395
UN number	3077
CompTox Dashboard (EPA)	DTXSID1020510
InChI 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,1-2H3Key: ARSRBNBHOADGJU-UHFFFAOYSA-N 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,1-2H3Key: ARSRBNBHOADGJU-UHFFFAOYAX
SMILES c32c(c1ccccc1c(c2ccc4c3cccc4)C)C
Properties
Chemical formula	C₂₀H₁₆
Molar mass	256.348 g·mol
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)
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H350
Precautionary statements	P201, P202, P264, P270, P281, P301+P312, P308+P313, P330, P405, P501
NFPA 704 (fire diamond)	2 0 0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Y verify (what is ?) Infobox references

Chemical compound

7,12-Dimethylbenzanthracene (DMBA) is an immunosuppressor and a powerful organ-specific laboratory carcinogen. 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. This allows for a greatly accelerated rate of tumor growth, making many cancer studies possible.

References

7,12-Dimethylbenz(a)anthracene at Sigma-Aldrich
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 (3): 302–309. doi:10.1254/jjp.86.302. PMID 11488430.
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 (20): 9304–9311. doi:10.1158/0008-5472.can-05-1015. PMID 16230392.

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