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159603

Sigma-Aldrich

Methyl 3,5-dihydroxybenzoate

97%

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About This Item

Linear Formula:
(HO)2C6H3CO2CH3
CAS Number:
Molecular Weight:
168.15
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

solid

mp

167-170 °C (lit.)

SMILES string

COC(=O)c1cc(O)cc(O)c1

InChI

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

InChI key

RNVFYQUEEMZKLR-UHFFFAOYSA-N

General description

Ribonucleotide reductase inhibiton and antiumor activity of methyl 3,5-dihydroxybenzoate has been studied.

Application

Methyl 3,5-dihydroxybenzoate was used in the synthesis of cored dendrimers. It was also used in the preparation of bis(5-carbomethoxy-1,3-phenylene)-32-crown-10, a semi-rigid 32-membered ring diester crown ether.

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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New ribonucleotide reductase inhibitors with antineoplastic activity.
H L Elford et al.
Cancer research, 39(3), 844-851 (1979-03-01)
Synthesis of cored dendrimers.
Wendland MS and Zimmerman SC.
Journal of the American Chemical Society, 121(6), 1389-1390 (1999)
Macrocyclic polymers. 1. Synthesis of a poly (ester crown) based on bis (5-carboxy-1, 3-phenylene)-32-crown-10 and 4, 4'-isopropylidenediphenol (bisphenol A).
Delaviz Y and Gibson HW.
Macromolecules, 25(1), 18-20 (1992)
Shota Machida et al.
Molecules (Basel, Switzerland), 24(23) (2019-12-01)
Twenty-one natural and unnatural phenolic compounds containing a carbohydrate moiety were synthesized and their structure-activity relationship (SAR) was evaluated for α-glucosidase inhibition and antioxidative activity. Varying the position of the galloyl unit on the 1,5-anhydro-d-glucitol (1,5-AG) core resulted in changes

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