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389439

Sigma-Aldrich

1-Pyrenemethanol

98%

Sinónimos:

1-(1-Hydroxymethyl)pyrene, 1-Hydroxymethylpyrene

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About This Item

Fórmula empírica (notación de Hill):
C17H12O
Número de CAS:
24463-15-8
Peso molecular:
232.28
MDL number:
MFCD00029252
UNSPSC Code:
12352100
PubChem Substance ID:
24864285
NACRES:
NA.22

Quality Level

100

assay

98%

form

solid

mp

123-126 °C (lit.)

functional group

hydroxyl

SMILES string

OCc1ccc2ccc3cccc4ccc1c2c34

InChI

1S/C17H12O/c18-10-14-7-6-13-5-4-11-2-1-3-12-8-9-15(14)17(13)16(11)12/h1-9,18H,10H2

Inchi Key

NGDMLQSGYUCLDC-UHFFFAOYSA-N

Application

1-Pyrenemethanol can be used:
  • For the synthesis of pincer-like benzene-bridged fluorescent selective sensor for adenosine-5′-triphosphate (ATP) detection.
  • As a starting material for the synthesis of pyrene-end poly(glycidyl methacrylate) polymer.
  • As an initiator for the synthesis of pyrene core star polymers.
  • For the synthesis of 1-pyrenecarboxaldehyde, an important intermediate in pharmaceutical and agrochemical fields.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
SHBR0848
SHBL4554
SHBJ3992
SHBH0524V
SHBF4327V

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G Werle-Schneider et al.
Carcinogenesis, 14(11), 2267-2270 (1993-11-01)
Rat liver cytosolic hydroxysteroid sulfotransferases form highly reactive sulfuric acid esters from some benzylic alcohols, such as 1-hydroxymethylpyrene. In this study we examined the expression of hydroxysteroid sulfotransferase a (STa) in carcinogen-induced enzyme-altered, presumably preneoplastic, rat liver foci. Female Wistar
Ronny Kollock et al.
Biochemical pharmacology, 75(2), 527-537 (2007-10-09)
Alkylated polycyclic aromatic hydrocarbons can be metabolically activated via benzylic hydroxylation and sulphation to electrophilically reactive esters. However, we previously found that the predominant biotransformation route for the hepatocarcinogen 1-hydroxymethylpyrene (1-HMP) in the rat in vivo is the oxidation of
H Glatt et al.
Environmental health perspectives, 88, 43-48 (1990-08-01)
Methylated polycyclic aromatic hydrocarbons are common in the human environment. Many of them are stronger carcinogens than their purely aromatic congeners. They may be metabolized to benzylic alcohols. We report here on biochemical and toxicological characteristics of 1-hydroxymethylpyrene (HMP), a
Bernhard H Monien et al.
Toxicology, 262(1), 80-85 (2009-06-02)
1-Methylpyrene (1-MP), an abundant alkylated polycyclic aromatic hydrocarbon, is activated by side-chain hydroxylation to 1-hydroxymethylpyrene (1-HMP) and subsequent sulfo-conjugation to electrophilic 1-sulfooxymethylpyrene (1-SMP). In rats, this activation mainly occurs in liver. 1-SMP may react with hepatic DNA or be exported
C D Sherman et al.
Carcinogenesis, 16(10), 2499-2506 (1995-10-01)
The promotional effect of phenobarbital and 1-hydroxymethyl-pyren on enzyme altered lesions in the rat liver were quantified within the framework of two separate multipath/multistage models. The experiment analyzed followed an initiation-promotion protocol in which female Wistar rats were initiated with
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