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6-브로모벤조(a)피렌

6-Bromobenzo(a)pyrene

HCID 30545
노트반응
기본 정보이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
21248-00-0
표준 SMILES
Brc1c2ccccc2c2ccc3cccc4ccc1c2c43
InChIKey
MJSYSGSEEADMTK-UHFFFAOYSA-N
분자식
C20H11Br
평균 분자량
331.2 g/mol
단동위원소 질량
330.00441

이름 및 식별자

우선 이름
6-Bromobenzo(a)pyrene
IUPAC
6-bromobenzo[a]pyrene
현지명
6-브로모벤조(a)피렌
영어명
6-bromobenzo(a)pyrene
분자식
C20H11Br
분자량
331.21

이름 및 동의어

6-BROMOBENZO(A)PYRENE6-bromobenzo[a]pyrene21248-00-06-Bromobenzo{a}pyreneBenzo(a)pyrene, 6-bromo-7I5Z76T77DDTXSID90175493RefChem:104326DTXCID20979846-Bromobenzo[pqr]tetrapheneHSDB 1983BRN 2464085
이름 더 보기
6-브로모벤조(a)피렌Benzo[a]pyrene, 6-broMo-
UNII-7I5Z76T77DSCHEMBL12014663WAA24800MSK1768866-BROMOBENZO(A)PYRENE [HSDB]Q27268332

데이터베이스 식별자

CAS
21248-00-0
PubChem CID
30545
DTXSID
DTXSID90175493
UNII
7I5Z76T77D
Nikkaji
J36.047C

물성

구조 계산 물성

XLogP
7
극성 표면적
0 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
0
회전 가능 결합 수
0
무거운 원자 수
21
형식 전하
0
복잡도
405

실험 및 물리화학적 성질

PolymersOther Classes -> Polycyclic Aromatic Hydrocarbons
DecompositionWhen heated to decomposition it emits toxic fumes of ... /hydrogen bromide/.

물리화학적 성질

녹는점
223.5 °C · 223.5°C
끓는 점
387.26 °C · 387.26°C (rough estimate)
밀도
1.3975 · 1.3975 (rough estimate)
굴절률
1.6 · 1.6000 (estimate)
용해도
클로로포름(약간 용해됨), 메탄올(약간 용해됨, 가열)
물리적 상태
고체
색상
노란색
Henry's Law Constant
1.2 · 1.2×102 mol/(m3Pa) at 25℃, HSDB (2015)

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

유해성 정보

Hazards SummarySee POLYCYCLIC AROMATIC HYDROCARBONS.

안전 및 보호

Disposal Methods · 1건

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 153,000(SRC), determined from an estimated log Kow of 7.0(2,SRC) and a recommended regression-derived equation(3), indicates that 6-bromobenzo(a)pyrene is expected to be immobile in soil(SRC). Volatilization of 6-bromobenzo(a)pyrene from moist soil surfaces is not expected to be important(SRC) given an estimated Henry's Law constant of 8.48X10-8 atm-cu m/mole(SRC), using a fragment constant estimation method(4). 6-Bromobenzo(a)pyrene is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 2.18X10-9 mm Hg(SRC), determined from a fragment constant method(5). Limited data are present in the scientific literature regarding the biodegradation of 6-bromobenzo(a)pyrene, but degradation is expected to be slow since 6-bromobenzo(a)pyrene contains more than three aromatic rings(6,SRC).

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 153,000(SRC), determined from an estimated log Kow of 7.0(2,SRC) and a recommended regression-derived equation(3), indicates that 6-bromobenzo(a)pyrene is expected to adsorb to suspended solids and sediment in water(SRC). 6-bromobenzo(a)pyrene is not expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 8.48X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 123,000(3,SRC), from an estimated log Kow(2,SRC), suggests that bioconcentration in aquatic organisms is very high(SRC). Limited data are present in the scientific literature regarding the biodegradation of 6-bromobenzo(a)pyrene, but degradation is expected to be slow since 6-bromobenzo(a)pyrene contains more than three aromatic rings(6,SRC).

화학 및 산업

약리 정보

Mechanism of Action · 1건

...NUMEROUS CARCINOGENS OF ELECTROPHILIC REACTANT TYPE...BIND TO DNA. ... WITH...B(A)P, THROUGH ITS ACTIVATED FORM, 7,8-DIHYDRODIOL-9,10-EPOXIDE, /ALKYLATION/ REACTION IS THRU 10 CARBON...TO THE 2-AMINO POSITION IN GUANYLIC ACID. IN ADDN, THERE ARE MINOR INTERACTIONS WITH OTHER PURINES & PYRIMIDINES... /BENZO(A)PYRENE/

Metabolism/Metabolites · 2건

HYDROXYLATION OF ... /POLYCYCLIC HYDROCARBONS/ TO GIVE PHENOLS & DIHYDRODIOLS IS CATALYZED BY MICROSOMAL ENZYMES & PROBABLY INVOLVES EPOXIDE FORMATION. PREMERCAPTURIC ACIDS & CORRESPONDING GLUTATHIONE, CYSTEINYLGLYCINE & CYSTEINE CONJUGATES ... ARE ... MAJOR METABOLITES OF ... /POLYCYCLIC HYDROCARBONS/

The mechanism of formation of the benzo(alpyrene (BP) quinones from the metabolism of benzo(a)pyrene by cytochrome-p450 was delineated. Wistar-rat liver microsomes were prepared from uninduced and 3-methylcholanthrene induced rats and incubated with benzo(a)pyrene, 6-fluorobenzo(a)pyrene (6FBP), 6-chlorobenzo(a)pyrene (6ClBP), or 6-bromobenzo(a)pyrene (6BrBP). The metabolites were analyzed by high performance liquid chromatography. NADPH and cumene-hydroperoxide (CHP) were used as cofactors. Similar metabolic profiles were seen in the presence of NADPH or cumene-hydroperoxide with induced microsomes for benzo(a)pyrene and 6-fluorobenzo(a)pyrene; dihydrodiols, phenols and quinones were produced by both compounds with NADPH, while only quinones were produced with cumene-hydroperoxide. With uninduced microsomes and cumene-hydroperoxide, metabolism of benzo(a)pyrene and 6-fluorobenzo(a)pyrene produced the same benzo(a)pyrene quinones. Uninduced microsomes in the presence of NADPH produced dihydrodiols, phenols and quinones from benzo(a)pyrene, while only quinones were produced from 6-fluorobenzo(a)pyrene. 6-chlorobenzo(a)pyrene and 6-bromobenzo(a)pyrene produced metabolites only with induced nicrosomes and NADPH. The manganic oxidation of benzo(a)pyrene and 6-fluorobenzo(a)pyrene, and the reaction of benzo(a)pyrene and 6-fluorobenzo(a)pyrene radical cation perchlorates with water were investigated. Results indicated that metabolic formation of benzo(a)pyrene quinones from benzo(a)pyrene and 6-fluorobenzo(a)pyrene can only derive from their intermediate radical cation. /It was/ concluded that the benzo(a)pyrene and 6-fluorobenzo(a)pyrene quinones arise from an initial one electron oxidation of benzo(a)pyrene to its radical cation.

용도 및 제조

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화합물 노트

불러오는 중…

이 페이지에서기본 정보이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 6-bromobenzo(a)pyrene, which has an estimated vapor pressure of 2.18X10-9 mm Hg at 25 °C(2,SRC), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase 6-bromobenzo(a)pyrene may be physically removed from the air by wet and dry deposition(SRC).

Effluent ConcentrationsBromobenzo(a)pyrene was identified in fly ash samples from a municipal waste incinerator, concentration unknown(1).
Soil Adsorption/Mobility · 1건

The Koc of 6-bromobenzo(a)pyrene is estimated as approximately 153,000(SRC), using an estimated log Kow of 7.0(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that 6-bromobenzo(a)pyrene is expected to be immobile in soil(SRC).

Human Toxicity Excerpts · 5건

...NUMEROUS CARCINOGENS OF ELECTROPHILIC REACTANT TYPE...BIND TO DNA. ... WITH...B(A)P, THROUGH ITS ACTIVATED FORM, 7,8-DIHYDRODIOL-9,10-EPOXIDE, /ALKYLATION/ REACTION IS THRU 10 CARBON...TO THE 2-AMINO POSITION IN GUANYLIC ACID. IN ADDN, THERE ARE MINOR INTERACTIONS WITH OTHER PURINES & PYRIMIDINES... /BENZO(A)PYRENE/

Mortality studies have demonstrated that exposure to coke oven emissions, which contain a variety of PAHs, caused increased incidences of lung and genitourinary cancer mortality in coke oven workers ... . /Polycyclic aromatic hydrocarbons/

Workers exposed to creosote containing numerous PAHs developed skin tumors ... . /Polycyclic aromatic hydrocarbons/

Exposures to other chemical mixtures that contain PAHs, such as cigarette smoke, coal tar, coal tar pitch, and bitumens, have been associated with increased incidences of lung cancer in humans. /Polycyclic aromatic hydrocarbons/

Dermal exposure to coal tar and shale oils containing PAHs have been associated with increased incidences of skin tumors in humans ... . /Polycyclic aromatic hydrocarbons/

Artificial Pollution Sources6-Bromobenzo(a)pyrene's occurrence in fly ash from waste incineration(1) may result in its release to the environment through various waste streams(SRC).
Environmental Bioconcentration · 1건

An estimated BCF of 123,000 was calculated for 6-bromobenzo(a)pyrene(SRC), using an estimated log Kow of 7.0(1,SRC) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF suggests that bioconcentration in aquatic organisms is very high(SRC).

Volatilization from Water/Soil · 1건

The Henry's Law constant for 6-bromobenzo(a)pyrene is estimated as 8.48X10-8 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that 6-bromobenzo(a)pyrene is expected to be essentially nonvolatile from water surfaces(2,SRC). 6-Bromobenzo(a)pyrene's Henry's Law constant(1,SRC) indicates that volatilization from moist soil surfaces should not occur(SRC). 6-Bromobenzo(a)pyrene is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 2.18X10-9 mm Hg (SRC), determined from a fragment constant method(3).

Non-Human Toxicity Excerpts · 4건

A GROUP OF B(A)P DERIVATIVES INCL 6-BROMOBENZO(A)PYRENE WAS TESTED IN FEMALE SWISS MICE 4 TIMES/WK FOR 20 WK. 6-BROMOBENZO(A)PYRENE WAS NOT AN ACTIVE CARCINOGEN.

MICE RECEIVING INJECTION OF 0.2 ML SOLN PROPYLENE GLYCOL CONTAINING 1 MG 6-BROMOBENZO[A]PYRENE SHOWED 5.5% TUMOR INCIDENCE OVER 2 YR. ALL WERE FIBROSARCOMAS AT OR AROUND INJECTION SITE. COMPD SHOWED WEAK OR NO ELECTRON DONOR PROPERTIES.

6-BROMOBENZO[A]PYRENE DECR LIVER GLYCOGEN LEVEL IN MICE FOR 2 DAYS AFTER INJECTION. NO EFFECT ON LIVER WT COULD BE SEEN OVER 9-DAY PERIOD.

Benz(a)anthracene (BA), dibenz(a,h)anthracene (DBA) and dibenzo[a,i]pyrene (DBP) are polycyclic aromatic hydrocarbons (PAHs) found in incomplete combustion products of fossil fuels, coal tar, and other organic materials. Workers in related industries may be exposed to these chemicals by inhalation. The information related to the potential health hazards of these chemicals to the exposed workers, however, is very limited. In the present study, micronucleus (MN) formation in rat bone marrow and spleen polychromatic erythrocytes (PCEs) was determined following three intratracheal instillations within a 24-hr period with either benz(a)anthracene, dibenz(a,h)anthracene or dibenzo[a,i]pyrene. Three doses with five rats per dose were used for each chemical. Bone marrow and spleen cells were harvested 24 hr after the first dosing. Results showed that the order of toxicity for the three polycyclic aromatic hydrocarbons was dibenzo[a,i]pyrene > dibenz(a,h)anthracene > benz(a)anthracene. Benz(a)anthracene induced micronucleus in a dose-related manner in both bone marrow and spleen polychromatic erythrocytes at doses above 25 mg/kg. Dibenz(a,h)anthracene caused significant increases in the frequencies of micronucleus in both spleen and bone marrow polychromatic erythrocytes at the dose of 8.5 mg/kg or higher. At 10 mg/kg, dibenzo[a,i]pyrene significantly increased micronucleus frequency in spleen polychromatic erythrocytes, but the increase in bone marrow polychromatic erythrocytes was not significantly different from the control. These results indicate that: (1) all three polycyclic aromatic hydrocarbons studied are absorbed through the respiratory tract and their genotoxic metabolites reach the bone marrow and/or spleen; (2) except for dibenzo[a,i]pyrene which does not induce micronucleus in the bone marrow, all three polycyclic aromatic hydrocarbons induced micronucleus in both bone marrow and spleen polychromatic erythrocytes; and (3) the sensitivity of the spleen to the three polycyclic aromatic hydrocarbons is comparable to or higher than that of the bone marrow.

Populations at Special RiskPersons with existing skin disorders may be more susceptible to the effects of /coal tar pitch volatiles/. /Coal tar pitch volatiles/
Environmental Abiotic Degradation · 1건

The rate constant for any vapor-phase reaction of 6-bromobenzo(a)pyrene with photochemically-produced hydroxyl radicals has been estimated as 3.15X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 12.2 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). 6-Bromobenzo(a)pyrene is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(3). Due to similar structure and characteristics to benzo(a)pyrene, which absorbs in the UV spectrum above 290 nm(3), 6-bromobenzo(a)pyrene will be expected to directly photolyze in the environmental UV spectrum as well(SRC).

Probable Routes of Human ExposureOccupational exposure to 6-bromobenzo(a)pyrene may occur through inhalation of dust particles with this compound at workplaces where 6-bromobenzo(a)pyrene is generated. (SRC)
Environmental Fate/Exposure Summary · 1건

6-Bromobenzo(a)pyrene occurrs in fly ash from waste incineration. If released into the atmosphere, 6-bromobenzo(a)pyrene is expected to exist solely in the particulate phase in the ambient atmosphere, based on an estimated vapor pressure of 2.18X10-9 mm Hg at 25 °C. An estimated Koc value of 153,000 suggests that 6-bromobenzo(a)pyrene will be immobile in soil. Volatilization from moist soil is not expected based upon an estimated Henry's Law constant of 8.48X10-8 atm-cu m/mole. Volatilization from dry soil surfaces should not be important given the vapor pressure of this compound. Limited data are present in the scientific literature regarding the biodegradation of 6-bromobenzo(a)pyrene, but degradation is expected to be slow since 6-bromobenzo(a)pyrene contains more than three aromatic rings. In water, 6-bromobenzo(a)pyrene is expected to adsorb to sediment or particulate matter based on its Koc value. This compound is not expected to volatilize from water surfaces given its estimated Henry's Law constant. Bioconcentration in aquatic organisms should be very high based upon an estimated BCF value of 123,000. Occupational exposure to 6-bromobenzo(a)pyrene may occur through inhalation of dust particles with this compound at workplaces where 6-bromobenzo(a)pyrene is generated. (SRC)

안전 데이터

유해 물질 데이터
21248-00-0(Hazardous Substances Data)
UsesA coal tar pitch volatile; Not commercially produced in the US; [HSDB]
U.S. Production · 2건

(1977) NOT PRODUCED COMMERCIALLY IN US

(1979) NOT PRODUCED COMMERCIALLY IN US

General Manufacturing InformationCoal tar pitch volatiles are products of the distillation of bituminous coal and contain polynuclear aromatic hydrocarbons. /Coal tar pitch volatiles/

공급사3 곳

Hangzhou Sage Chemical Co., Ltd.+86057186818502 13588463833 · [email protected]
艾吉析科技(上海)有限公司17717235263 17717235263 · [email protected]
BOC Sciences+1-631-485-4226 · [email protected]