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/REAXYS Number: 509801
• EC Number: 202-785-7
• MDL number: MFCD00002352
• UNSPSC Code: 51452201
• 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

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 Merck KGaA, Darmstadt, Germany

Disclaimer

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.

Safety Information

• pictograms: GHS09
• hcodes: H411
• pcodes: P273 - P391 - P501
• Hazard Classifications: Aquatic Chronic 2
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: 334.4 °F
• flash_point_c: 168 °C
• ppe: dust mask type N95 (US), Eyeshields, Gloves