191-30-0 Usage
Description
Dibenzo(a,i)pyrene, also known as Dibenzo[def,p]chrysene (DBC), is a potent carcinogenic compound that is an active metabolite resulting from inhalation and dermal exposure to polycyclic aromatic hydrocarbons in hot mix asphalt paving workers. It is a yellow solid and should be handled with appropriate caution due to its carcinogenic properties.
Uses
Used in Industrial Applications:
Dibenzo(a,i)pyrene is used as a component in the production of hot mix asphalt, which is a common material used in road construction and paving. However,
Air & Water Reactions
Dust/air mixtures may ignite and explode. Insoluble in water.
Safety Profile
Confirmed carcinogen
with experimental tumorigenic data. When
heated to decomposition it emits acrid
smoke and irritating fumes.
Carcinogenicity
Dibenzo[a,1]pyrene is a class
2B carcinogen according to the IARC, although recent
data suggest that it is a 2A carcinogen. In mouse studies,
it has been more potent than benzo[a]pyrene in skin, and in
rat studies, it has been more potent than 7,12-dimethylbenz
[a]anthracene in the mammary gland. Dibenzo[a,l]pyrene
was tested for carcinogenicity in studies of single and
repeated dermal application to mice, as well as several
initiation–promotion studies on mouse skin; all studies
gave positive results. Dibenzo[a,l]
pyrene also induced oral cavity tumors when applied dermally
to the tongue of hamsters and lung tumors in
mice following intraperitoneal injection. In addition
to lung tumors, dibenzo[a,l]pyrene induced hepatic
tumors and a variety of tumors at other sites when administered
intraperitoneally to newborn mice. Multiple
tumor sites were also observed following intragastric application
of dibenzo[a,l]pyrene in mice. Intramamillary
administration to rats also yielded positive results.
Furthermore, two studies on fish demonstrated that nonmammalian
species are also susceptible to dibenzo[a,l]pyreneinduced
tumorigenicity.The most active metabolite
is the potent 11,12-dihydrodiol of dibenzo[a,1]
pyrene.
Check Digit Verification of cas no
The CAS Registry Mumber 191-30-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,9 and 1 respectively; the second part has 2 digits, 3 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 191-30:
(5*1)+(4*9)+(3*1)+(2*3)+(1*0)=50
50 % 10 = 0
So 191-30-0 is a valid CAS Registry Number.
InChI:InChI=1/C24H16/c1-2-8-18-16(6-1)14-17-13-12-15-7-5-11-20-19-9-3-4-10-21(19)24(18)23(17)22(15)20/h1-16H
191-30-0Relevant articles and documents
Buu-Hoi et al.
, p. 718 (1968)
Vingiello et al.
, p. 375 (1966)
A highly abbreviated synthesis of dibenzo[def,p]chrysene and its 12-methoxy derivative, a key precursor for the synthesis of the proximate and ultimate carcinogens of dibenzo[def,p]chrysene
Sharma, Arun K.,Kumar, Subodh,Amin, Shantu
, p. 3979 - 3982 (2007/10/03)
Dibenzo[def,p]chrysene (DBC) (1), is by far the most mutagenic and toxic polycyclic aromatic hydrocarbon identified. Its metabolic activation leads to trans-11,12-dihydroxy-11,12-dihydro-DBC (2), which is further metabolized to the ultimate metabolite, anti-trans-11,12-dihydroxy-13,14-epoxy-11,12,13,14-tetrahydro-DBC (3), that binds to DNA causing mutations and ultimately tumor induction. We report a facile route for the syntheses of DBC (1) and its 12-methoxy derivative (12-methoxy-DBC) (13), a key intermediate for the synthesis of 2 and 3, using a Suzuki cross-coupling approach.