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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

Related Categories

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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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)
New ribonucleotide reductase inhibitors with antineoplastic activity.
H L Elford et al.
Cancer research, 39(3), 844-851 (1979-03-01)
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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