H5501

Methyl 4-hydroxybenzoate

ReagentPlus^®, ≥99.0%, crystalline

• Synonym(s): p-Hydroxybenzoic acid methyl ester, Methyl paraben, NIPAGIN
• Linear Formula: HOC₆H₄CO₂CH₃
• CAS Number: 99-76-3
• Molecular Weight: 152.15
• Beilstein: 509801
• EC Number: 202-785-7
• MDL number: MFCD00002352
• PubChem Substance ID: 329815219
• NACRES: NA.25

Properties

• Quality Level: 200
• product line: ReagentPlus^®
• assay: ≥99.0%
• form: crystalline
• mp: 125-128 °C (lit.)
• SMILES string: COC(=O)c1ccc(O)cc1
• InChI: 1S/C8H8O3/c1-11-8(10)6-2-4-7(9)5-3-6/h2-5,9H,1H3
• InChI key: LXCFILQKKLGQFO-UHFFFAOYSA-N

Description

Application

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

Packaging

100, 500 g in poly bottle

1 kg in poly bottle

5 kg in poly drum

Biochem/physiol Actions

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.

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Safety Information

• Pictograms: GHS09
• Hazard Statements: H411
• Precautionary Statements: P273 - P391 - P501
• Hazard Classifications: Aquatic Chronic 2
• Storage Class Code: 13 - Non Combustible Solids
• WGK: WGK 1
• Flash Point(F): 334.4 °F
• Flash Point(C): 168 °C
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves