Methyl 4-hydroxybenzoate
SIAL/H5501 - ReagentPlus®, ≥99.0%, crystalline
Synonym: p-Hydroxybenzoic acid methyl ester; Methyl paraben; NIPAGIN
CAS Number: 99-76-3
Empirical Formula (Hill Notation): C8H8O3
Molecular Weight: 152.15
EC Number: 202-785-7
MDL Number: MFCD00002352
Linear Formula: HOC6H4CO2CH3
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.
This image depicts SKU: H5501-100G
This image depicts SKU: H5501-100G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.
This image depicts SKU: H5501-500G
This image depicts SKU: H5501-500G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.
This image depicts SKU: H5501-1KG
This image depicts SKU: H5501-1KG
| assay | ≥99.0% |
| form | crystalline |
| InChI | 1S/C8H8O3/c1-11-8(10)6-2- |
| InChI key | LXCFILQKKLGQFO-UHFFFAOYSA |
| mp | 125-128 °C (lit.) |
| product line | ReagentPlus® |
| Quality Level | 200  |
| SMILES string | COC(=O)c1ccc(O)cc1 |
| 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. |
| 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. |
| Legal Information: | ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany |
| Packaging: | 1 kg in poly bottle |
| Packaging: | 100, 500 g in poly bottle |
| Packaging: | 5 kg in poly drum |
| Symbol |  GHS09 |
| Hazard statements | H411 |
| Precautionary statements | P273 - P391 - P501 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 1 |
| Flash Point(F) | 334.4 °F |
| Flash Point(C) | 168 °C |
| Purity | ≥99.0% |
| mp | 125-128 °C (lit.) |
| UNSPSC | 51452201 |