3067-12-7 Usage
Description
6,12-Benzo(a)pyrenedione, also known as Benzo[a]pyrene-6,12-quinone, is a polycyclic aromatic hydrocarbon (PAH) and a metabolite of Benzopyrene. It is a chemical compound with potential toxic effects on various biological systems.
Uses
Used in Environmental and Toxicological Studies:
6,12-Benzo(a)pyrenedione is used as a research compound for studying its toxic effects on fish bone metabolism and other aquatic organisms. Understanding its impact helps in assessing the environmental risks associated with PAHs and developing strategies for mitigating their harmful effects.
Used in Medical and Pharmaceutical Research:
6,12-Benzo(a)pyrenedione is used as a model compound in the study of in utero exposure and its potential to predispose offspring to cardiovascular dysfunction in later life. This application aids in understanding the long-term health implications of exposure to PAHs during critical developmental stages and contributes to the development of preventive measures and treatments for related health issues.
Synthesis Reference(s)
Journal of the American Chemical Society, 78, p. 446, 1956 DOI: 10.1021/ja01583a053The Journal of Organic Chemistry, 40, p. 3283, 1975 DOI: 10.1021/jo00910a028
Safety Profile
Questionable carcinogen withexperimental neoplastigenic data. Mutation data reported.When heated to decomposition it emits acrid smoke andirritating fumes.
Check Digit Verification of cas no
The CAS Registry Mumber 3067-12-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,0,6 and 7 respectively; the second part has 2 digits, 1 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 3067-12:
(6*3)+(5*0)+(4*6)+(3*7)+(2*1)+(1*2)=67
67 % 10 = 7
So 3067-12-7 is a valid CAS Registry Number.
InChI:InChI=1/C20H10O2/c21-17-10-16-12-5-1-2-6-13(12)20(22)15-9-8-11-4-3-7-14(17)18(11)19(15)16/h1-10H
3067-12-7Relevant articles and documents
Lorentzen et al.
, p. 3970,3971 (1975)
Gibson,Smith
, p. 1842,1843-1845 (1979)
Radical cations of benzo[a]pyrene and 6-substituted derivatives: Reaction with nucleophiles and DNA
Stack,Cremonesi,Hanson,Rogan,Cavalieri
, p. 755 - 760 (2007/10/03)
1. Oxidation of benzo[a]pyrene (BP) by I2 in the presence of AgClO4 in benzene generates the BP.+ ClO4- · AgI complex. This same method was used to produce radical cations from 6-FBP, 6-ClBP, 6-BrBP and 6-CH3BP. 2. Reaction of the BP,6-FBP,6-ClBP and 6-BrBP radical cation perchlorates with H2O produced BP 1,6-, 3,6- and 6,12- dione, whereas 6-CH3BP.+ClO4- · AgI yielded 6-CH2OHBP. 3. When BP.+ClO4- · AgI and 6-FBP.+ClO4- · AgI were reacted with NaOAc in H2O/CH3CN (9:1), 6-OAcBP was formed, in addition to the quinones. In the case of 6-CIBP.+ClO4- · AgI, a small amount of 1-OAc-6-ClBP and 3-OAc-6-ClBP was formed in, addition to the diones, whereas for 6-BrBP and 6-CH3BP the reaction products were BP diones and 6-CH2OHBP respectively. 4. These results confirm the localization of charge in the BP.+ at C-6, followed by C-1 and C-3. 5. The reaction of BP with NOBF4 in CH2Cl2 produced BP.+ BF4-, radical cation free of complexation with inorganic salts. 6. Reaction of BP.+BF4- with DNA produced the depurinating adducts BP-6-C8Gua, BP-6-C8dGua and BP-6-N7Gua.
Photooxygenation of polycyclic aromatic hydrocarbons by pyrimido[5,4-g]pteridine N-oxide
Sako,Ohara,Hirota,Maki
, p. 2676 - 2680 (2007/10/02)
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