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Merck
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Documenti fondamentali

H5501

Sigma-Aldrich

Metile 4-idrossibenzoato

ReagentPlus®, ≥99.0%, crystalline

Sinonimo/i:

4-idrossibenzoato di metile, Metil estere dell’acido p-idrossibenzoico, Metilparaben

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About This Item

Formula condensata:
HOC6H4CO2CH3
Numero CAS:
Peso molecolare:
152.15
Beilstein:
509801
Numero CE:
Numero MDL:
Codice UNSPSC:
51452201
ID PubChem:
NACRES:
NA.25

Livello qualitativo

Nome Commerciale

ReagentPlus®

Saggio

≥99.0%

Forma fisica

crystalline

Punto di fusione

125-128 °C (lit.)

Stringa SMILE

COC(=O)c1ccc(O)cc1

InChI

1S/C8H8O3/c1-11-8(10)6-2-4-7(9)5-3-6/h2-5,9H,1H3
LXCFILQKKLGQFO-UHFFFAOYSA-N

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Applicazioni

Methyl 4-hydroxybenzoate has been used:
  • in sex-linked recessive lethal (SLRL) test in Drosophila melanogaster
  • as a constituent in cream formulation
  • as an antifungal agent in Drosophila melanogaster culture

Azioni biochim/fisiol

Methyl 4-hydroxybenzoate, also called methyl paraben or nipagin, comprises the ester of p-hydroxybenzoic acid. It is present naturally in cloudberry, white wine and bourbon vanilla. Methyl 4-hydroxybenzoate has antimicrobial and antifungal functionality and is commercially used as a preservative in the food, cosmetic and pharmaceutical industry. Methyl 4-hydroxybenzoate has cytotoxic effects on keratinocytes in the presence of sunlight. Methyl 4-hydroxybenzoate upon solar irradiation mediates DNA damage and modulates esterase metabolism resulting in skin damage and favors cancer progression. Methyl 4-hydroxybenzoate has estrogenic functionality and upregulates estrogen-related genes.

Note legali

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Esclusione di responsabilità

The product is not intended for use as a biocide under global biocide regulations, including but not limited to US EPA′s Federal Insecticide Fungicide and Rodenticide Act, European Biocidal Products Regulation, Canada’s Pest Management Regulatory Agency, Turkey’s Biocidal Products Regulation, Korea’s Consumer Chemical Products and Biocide Safety Management Act (K-BPR) and others.

Pittogrammi

Environment

Indicazioni di pericolo

Consigli di prudenza

Classi di pericolo

Aquatic Chronic 2

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

334.4 °F

Punto d’infiammabilità (°C)

168 °C

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


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Certificati d'analisi (COA)

Lot/Batch Number

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Simultaneous Determination of Fusidic Acid, m-and p-Hydroxybenzoates and Butylhydroxyanisole by TLC with Densitometric Detection in UV
Krzek J, et al.
Journal of Liquid Chromatography and Related Technologies, 29(14), 2129-2139 (2006)
The estrogenicity of methylparaben and ethylparaben at doses close to the acceptable daily intake in immature Sprague-Dawley rats
Sun L, et al.
Scientific Reports, 6, 25173-25173 (2016)
Fruit flies may face a nutrient-dependent life-history trade-off between secondary sexual trait quality, survival and developmental rate
Gray LJ, et al.
Journal of Insect Physiology, 104(8), 60-70 (2018)
Combined activation of methyl paraben by light irradiation and esterase metabolism toward oxidative DNA damage
Okamoto Y, et al.
Chemical Research in Toxicology, 21(8), 1594-1599 (2008)
Methylparaben potentiates UV-induced damage of skin keratinocytes
Handa O, et al.
Toxicology, 227(1-2), 62-72 (2006)

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