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H5501 Sigma-Aldrich

Methyl 4-hydroxybenzoate

ReagentPlus®, ≥99.0%, crystalline

Synonym: p-Hydroxybenzoic acid methyl ester, Methyl paraben, NIPAGIN

  • CAS Number 99-76-3

  • Linear Formula HOC6H4CO2CH3

  • Molecular Weight 152.15

  •  Beilstein/REAXYS Number 509801

  •  EC Number 202-785-7

  •  MDL number MFCD00002352

  •  PubChem Substance ID 329815219

  •  NACRES NA.25

Purchase

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

1 kg in poly bottle

100, 500 g 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 & Documentation

Safety Information

Symbol 
GHS09  GHS09
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 1
RTECS 
DH2450000
Flash Point(F) 
334.4 °F
Flash Point(C) 
168 °C

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

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Peer-Reviewed Papers
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References

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