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H5501

Sigma-Aldrich

Methyl 4-hydroxybenzoate

ReagentPlus®, ≥99.0%, crystalline

Synonym(s):
p-Hydroxybenzoic acid methyl ester, Methyl paraben, NIPAGIN
Linear Formula:
HOC6H4CO2CH3
CAS Number:
Molecular Weight:
152.15
Beilstein:
509801
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

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

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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

Pictograms

Environment

Hazard Statements

Precautionary Statements

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

Certificate of Analysis

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Certificate of Origin

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