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Key Documents

173479

Sigma-Aldrich

2-Hydroxy-4-methoxybenzoic acid

99%

Synonym(s):

4-Methoxysalicylic acid

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About This Item

Linear Formula:
CH3OC6H3(OH)CO2H
CAS Number:
Molecular Weight:
168.15
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

mp

158-159 °C (lit.)

SMILES string

COc1ccc(C(O)=O)c(O)c1

InChI

1S/C8H8O4/c1-12-5-2-3-6(8(10)11)7(9)4-5/h2-4,9H,1H3,(H,10,11)

InChI key

MRIXVKKOHPQOFK-UHFFFAOYSA-N

Application

2-Hydroxy-4-methoxybenzoic acid (4-methoxysalicylic acid) was used in the synthesis of 1,3,4-oxadiazole derivatives.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Zhi-Ming Zhang et al.
Bioorganic & medicinal chemistry, 20(10), 3359-3367 (2012-04-24)
A series of 1,3,4-oxadiazole derivatives derived from 4-methoxysalicylic acid or 4-methylsalicylic acid (6a-6z) have been first synthesized for their potential immunosuppressive activity. Among them, compound 6z displayed the most potent biological activity against lymph node cells (inhibition=38.76% for lymph node
Fei Zheng et al.
Xenobiotica; the fate of foreign compounds in biological systems, 49(9), 1025-1032 (2018-10-24)
1. Anthocyanins (ACNs) are a subclass of polyphenolic pigments belonging to the flavonoids and constitute an important group of human diets. There is accumulated evidence that consumption of ACN-rich diets such as Vitis amurensis Rupr of "Beibinghong" exerts protective activities
Francesca Bonvicini et al.
The new microbiologica, 41(3), 187-194 (2018-06-07)
Herpes simplex virus types 1 (HSV-1) and 2 (HSV-2) cause several clinically relevant syndromes in both adults and neonates. Despite the availability of efficient anti-HSV agents, the search for new therapeutic approaches is highly encouraged due to the increasing drug
Lenka Applová et al.
Molecular nutrition & food research, 63(20), e1900261-e1900261 (2019-07-26)
Intake of flavonoids from the diet can be substantial, and epidemiological studies suggest that these compounds can decrease the incidence of cardiovascular diseases by involvement with increased platelet aggregation. Although parent flavonoids possess antiplatelet effects, the clinical importance is disputable
Violetta Mohos et al.
Biomolecules, 10(3) (2020-03-12)
Flavonoids are abundant polyphenols in nature. They are extensively biotransformed in enterocytes and hepatocytes, where conjugated (methyl, sulfate, and glucuronide) metabolites are formed. However, bacterial microflora in the human intestines also metabolize flavonoids, resulting in the production of smaller phenolic

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