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Merck
CN

B10102

Benzo[e]pyrene

98%

Synonym(s):

1,2-Benzpyrene, 4,5-Benzpyrene

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About This Item

Empirical Formula (Hill Notation):
C20H12
CAS Number:
192-97-2
Molecular Weight:
252.31
Beilstein:
1911334
EC Number:
205-892-7
MDL number:
MFCD00003605
UNSPSC Code:
12352103
PubChem Substance ID:
24891539
NACRES:
NA.23

Key Documents

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Quality Level

100

Assay

98%

form

crystals

mp

177-180 °C (lit.)

SMILES string

c1ccc2c(c1)c3cccc4ccc5cccc2c5c34

InChI

1S/C20H12/c1-2-8-16-15(7-1)17-9-3-5-13-11-12-14-6-4-10-18(16)20(14)19(13)17/h1-12H

InChI key

TXVHTIQJNYSSKO-UHFFFAOYSA-N

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General description

This polycyclic aromatic hydrocarbon is soluble in acetone. It is a non-carcinogenic benzopyrene isomer. Studies report its lack of immunosuppressive activity following in vivo and in vitro exposure.In nature, it is metabolized by strains of C. elegans to 3-benzo[e]Pyrene sulphate, 1-hydroxy-3-benzi[e]pyrenyl sulfate and bezo[e]Pyrene 3-O-ß-glucopyranoside.

Application

Used for studies of immune suppressive activity of bezo[e]Pyrene on antibody response to DNP-Ficoll and sheep erythrocytes and "dispersive liquid -liquid micro extraction” technique by extracting organic compounds from water samples.

Pictograms

Health hazardEnvironment
GHS08,GHS09

Signal Word

Danger

Hazard Statements

H350,H410

Precautionary Statements

P201 - P273 - P308 + P313

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR8964
MKCP5010
MKCF2578
MKBX6087V
MKBX2505V

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K L White et al.
Cancer research, 44(8), 3388-3393 (1984-08-01)
The role of metabolic activation of benzo(a)pyrene B(a)P in mediating its suppression of humoral immune responsiveness of the female C57BL/6 X C3H F1 (hereafter called B6C3F1) mouse was addressed in these studies. The model was the in vitro antibody response
Mohammad Rezaee et al.
Journal of chromatography. A, 1116(1-2), 1-9 (2006-04-01)
A new microextraction technique termed dispersive liquid-liquid microextraction (DLLME) was developed. DLLME is a very simple and rapid method for extraction and preconcentration of organic compounds from water samples. In this method, the appropriate mixture of extraction solvent (8.0 microL
J A Hardin et al.
Toxicology and applied pharmacology, 117(2), 155-164 (1992-12-01)
The capacity for polycyclic aromatic hydrocarbons (PAH) to suppress immune cell function has been well documented. Nevertheless, mechanisms responsible for PAH immunosuppression and potential effects of PAH on lymphocyte development (lymphopoeisis) remain poorly defined. Murine bone marrow cultures were used
D R Davila et al.
Journal of toxicology and environmental health. Part A, 56(4), 249-261 (2000-03-08)
It has been well established that certain polycyclic aromatic hydrocarbons (PAHs), such as 7,12-dimethylbenz[a]anthracene (DMBA), 3-methylcholanthrene (3MC), and benzo[a]pyrene (BaP), produce immunotoxicity and cancer in rodents and that these effects are also likely seen in humans. Our laboratory has found
S Faiderbe et al.
Cancer research, 52(10), 2862-2865 (1992-05-15)
High levels of anti-phosphatidylinositol (PtdIns) autoantibodies (autoAb) have been previously described in sera of cancer patients and in plasma of dimethylbenzanthracene-treated female Sprague-Dawley rats. The presence of anti-PtdIns autoAb was tested in a model of highly malignant sarcomas induced by
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