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H5501

Sigma-Aldrich

Metil 4-hidroxibenzoato

ReagentPlus®, ≥99.0%, crystalline

Sinónimos:

Éster metílico del ácido p-hidroxibenzoico, Metil parabeno, NIPAGIN

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About This Item

Fórmula lineal:
HOC6H4CO2CH3
Número de CAS:
99-76-3
Peso molecular:
152.15
Beilstein:
509801
Número CE:
202-785-7
Número MDL:
MFCD00002352
Código UNSPSC:
51452201
ID de la sustancia en PubChem:
329815219
NACRES:
NA.25
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Nivel de calidad

200

Línea del producto

ReagentPlus®

Ensayo

≥99.0%

Formulario

crystalline

mp

125-128 °C (lit.)

cadena SMILES

COC(=O)c1ccc(O)cc1

InChI

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

Clave InChI

LXCFILQKKLGQFO-UHFFFAOYSA-N

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Aplicación

Methyl 4-hydroxybenzoate has been used:
  • in sex-linked recessive lethal (SLRL) test in Drosophila melanogaster[1]
  • as a constituent in cream formulation[2]
  • as an antifungal agent in Drosophila melanogaster culture[3]

Acciones bioquímicas o fisiológicas

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.[4][5] Methyl 4-hydroxybenzoate has cytotoxic effects on keratinocytes in the presence of sunlight.[6] Methyl 4-hydroxybenzoate upon solar irradiation mediates DNA damage and modulates esterase metabolism resulting in skin damage and favors cancer progression.[7] Methyl 4-hydroxybenzoate has estrogenic functionality and upregulates estrogen-related genes.[8]

Información legal

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

Cláusula de descargo de responsabilidad

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.

Pictogramas

Environment
GHS09

Frases de peligro

H411

Consejos de prudencia

P273 - P391 - P501

Clasificaciones de peligro

Aquatic Chronic 2

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

334.4 °F

Punto de inflamabilidad (°C)

168 °C

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
0000423164
0000423164
0000409245
0000409245
0000409267

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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)
Determination of methylparaben from cosmetic products by ultra performance liquid chromatography.
Mincea M, et al.
J. Serb. Chem. Soc., 74(6), 1335-1373 (2009)
Methylparaben potentiates UV-induced damage of skin keratinocytes
Handa O, et al.
Toxicology, 227(1-2), 62-72 (2006)
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)
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)
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Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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