389439
1-Pyrenemethanol
98%
Synonym(s):
1-(1-Hydroxymethyl)pyrene, 1-Hydroxymethylpyrene
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About This Item
Empirical Formula (Hill Notation):
C17H12O
CAS Number:
Molecular Weight:
232.28
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
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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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
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
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
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
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
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