112968
Methylhydroquinone
99%
Sinónimos:
Toluhydroquinone
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About This Item
Fórmula lineal:
CH3C6H3-1,4-(OH)2
Número de CAS:
Peso molecular:
124.14
Beilstein:
2041489
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
NACRES:
NA.22
Productos recomendados
Nivel de calidad
Ensayo
99%
Formulario
solid
temp. de autoignición
851 °F
mp
128-130 °C (lit.)
cadena SMILES
Cc1cc(O)ccc1O
InChI
1S/C7H8O2/c1-5-4-6(8)2-3-7(5)9/h2-4,8-9H,1H3
Clave InChI
CNHDIAIOKMXOLK-UHFFFAOYSA-N
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Descripción general
Methylhydroquinone is produced by the oxidation of o-cresol by the mutants G103S, G103S/A107G, and G103S/A107T.
Aplicación
Methylhydroquinone can be used as a reactant to prepare:
- A semiflexible thermotropic polyester via polycondensation reaction with 4,4′-sebacoyldioxydibenzoyl chloride.
- A sesquiterpene (±)-helibisabonol A.
- poly{hexakis[(methyl)(4-hydroxyphenoxy)]cyclotriphosphazene} by reacting with hexachlorocyclotriphosphazene.
- 6-Hydroxy-4,7-dimethyl-2H-1-benzopyran-2-one by treating with ethyl acetoacetate in the presence of H2SO4 as a catalyst.
Acciones bioquímicas o fisiológicas
Methylhydroquinone (Toluquinol) inhibits the growth of endothelial and tumor cells in culture in the micromolar range and is a promising drug candidate in the treatment of cancer and other angiogenesis-related pathologies.
Palabra de señalización
Danger
Frases de peligro
Consejos de prudencia
Clasificaciones de peligro
Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Corr. 1A - Skin Sens. 1 - STOT SE 3
Órganos de actuación
Respiratory system
Código de clase de almacenamiento
8A - Combustible corrosive hazardous materials
Clase de riesgo para el agua (WGK)
WGK 2
Punto de inflamabilidad (°F)
341.6 °F - closed cup
Punto de inflamabilidad (°C)
172 °C - closed cup
Equipo de protección personal
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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Ying Tao et al.
Journal of bacteriology, 186(14), 4705-4713 (2004-07-03)
Wild-type toluene 4-monooxygenase (T4MO) of Pseudomonas mendocina KR1 oxidizes toluene to p-cresol (96%) and oxidizes benzene sequentially to phenol, to catechol, and to 1,2,3-trihydroxybenzene. In this study T4MO was found to oxidize o-cresol to 3-methylcatechol (91%) and methylhydroquinone (9%), to
Stefanie Töwe et al.
Molecular microbiology, 66(1), 40-54 (2007-08-30)
Catechol and 2-methylhydroquinone (2-MHQ) cause the induction of the thiol-specific stress response and four dioxygenases/glyoxalases in Bacillus subtilis. Using transcription factor arrays, the MarR-type regulator YkvE was identified as a repressor of the dioxygenase/glyoxalase-encoding mhqE gene. Transcriptional and proteome analyses
C Schewe et al.
Biomedica biochimica acta, 50(3), 299-305 (1991-01-01)
Various polymeric oxidation products of polyphenols strongly inhibited the purified lipoxygenase of rabbit reticulocytes, whereas the prostaglandin H synthase of sheep vesicular gland was only weakly inhibited. The oxidized polymeric preparations of caffeic acid, 2,5-dihydroxytoluene and 3,4-dihydroxytoluene were the most
Van Duy Nguyen et al.
Proteomics, 7(9), 1391-1408 (2007-04-05)
Bacillus subtilis is exposed to a variety of antimicrobial compounds in the soil. In this paper, we report on the response of B. subtilis to the fungal-related antimicrobials 6-brom-2-vinyl-chroman-4-on (chromanon) and 2-methylhydroquinone (2-MHQ) using proteome and transcriptome analyses. Chromanon, a
C Furihata et al.
Japanese journal of cancer research : Gann, 84(3), 223-229 (1993-03-01)
The possible tumor-promoting and tumor-initiating activities of p-methylcatechol and methylhydroquinone in the pyloric mucosa of male F344 rats were studied. Ornithine decarboxylase (ODC) and replicative DNA synthesis (RDS) were used as markers of tumor promotion and DNA single strand scission
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