117390

Sigma-Aldrich

4-Methoxybenzoic acid

ReagentPlus®, 99%

Synonym(s):
4-Methoxybenzoic acid, p-Anisic acid, Draconic acid, p-Methoxybenzoic acid
Linear Formula:
CH3OC6H4CO2H
CAS Number:
Molecular Weight:
152.15
Beilstein/REAXYS Number:
508910
EC Number:
MDL number:
eCl@ss:
39023905
PubChem Substance ID:
NACRES:
NA.22

Quality Level

product line

ReagentPlus®

assay

99%

mp

182-185 °C (lit.)

solubility

H2O: soluble 2500 parts
alcohol: freely soluble
boiling water: soluble
chloroform: freely soluble
diethyl ether: freely soluble
ethyl acetate: freely soluble

SMILES string

COc1ccc(cc1)C(O)=O

InChI

1S/C8H8O3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3,(H,9,10)

InChI key

ZEYHEAKUIGZSGI-UHFFFAOYSA-N

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General description

4-Methoxybenzoic acid is the sole source of carbon and energy for growth in the cultures of Nocardia sp. DSM 1069.

Application

4-Methoxybenzoic acid was used in oxidation and reduction of cytochrome c in solution through different self-assembled monolayers on gold electrodes using cyclic voltammetry.

Packaging

100 g in poly bottle
5 g in glass bottle

Biochem/physiol Actions

Metabolite of aniracetam that mimics its anxiolytic actions. It is also an inhibitor of tyrosinase.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 117390.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Legal Information

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 1

Flash Point(F)

365.0 °F - closed cup

Flash Point(C)

185 °C - closed cup

Control of the electron transfer rate between cytochrome c and gold electrodes by the manipulation of the electrode's hydrogen bonding character.
Liu H, et al.
Langmuir, 19(6), 2378-2387 (2003)
Degradation of coniferyl alcohol and other lignin-related aromatic compounds by Nocardia sp. DSM 1069.
Eggeling L and Sahm H.
Archives of Microbiology, 126(2), 141-148 (1980)
M Wessels et al.
Journal of natural products, 64(12), 1556-1558 (2002-01-05)
From the hydrophilic extract of the ascidian Polycarpa aurata three new compounds, N-(4-methoxybenzoyl)-N'-methylguanidine (1), butyl 2-(4-methoxyphenyl)-2-oxoacetate (2), and 2-(4-methoxyphenyl)-N-methyl-2-oxoacetamide (3), together with the known compounds methyl 2-(4-methoxyphenyl)-2-oxoacetate (4) and 4-methoxybenzoic acid were isolated. The structures of all isolates were determined...
A Hage et al.
Applied microbiology and biotechnology, 52(6), 834-838 (2000-01-05)
Ligninolytic basidiomycetes were screened for their ability to reduce aryl acids to the corresponding aldehydes and alcohols. Seven fungal strains converted p-anisic acid in high molar yields to the reduced products. The white-rot fungus Bjerkandera sp. strain BOS55 was one...
T Ogiso et al.
Journal of pharmaceutical sciences, 87(5), 594-598 (1998-05-20)
The pharmacokinetics of aniracetam (AP), a new cognitive performance enhancer, and its main metabolites was investigated after intravenous (iv) and oral administrations to rat. The plasma levels of AP, 4-p-anisamidobutyric acid (ABA), and p-anisic acid (AA) were determined simultaneously by...

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