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M13203

Sigma-Aldrich

3-Methoxycatechol

99%

Synonym(s):

1,2-Dihydroxy-3-methoxybenzene, 3-Methoxypyrocatechol, Pyrogallol monomethyl ether

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About This Item

Linear Formula:
CH3OC6H3(OH)2
CAS Number:
934-00-9
Molecular Weight:
140.14
Beilstein:
1909165
EC Number:
213-276-4
MDL number:
MFCD00002191
UNSPSC Code:
12352100
PubChem Substance ID:
24896634
NACRES:
NA.22

Quality Level

100

Assay

99%

bp

146-147 °C/15 mmHg (lit.)

mp

38-43 °C (lit.)

SMILES string

COc1cccc(O)c1O

InChI

1S/C7H8O3/c1-10-6-4-2-3-5(8)7(6)9/h2-4,8-9H,1H3

InChI key

LPYUENQFPVNPHY-UHFFFAOYSA-N

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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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M Hirose et al.
Japanese journal of cancer research : Gann, 81(9), 857-861 (1990-09-01)
The effects of sodium nitrite (NaNO2) and catechol or 3-methoxycatechol in combination were examined in male F344 rats. Animals were treated with 0.3% NaNO2 in the drinking water and 0.8% catechol or 2% 3-methoxycatechol in powdered diet for 24 weeks.
Huayun Deng et al.
Pharmaceuticals (Basel, Switzerland), 6(4), 500-509 (2013-11-28)
Nearly 1% of all clinically used drugs are catecholics, a family of catechol-containing compounds. Using label-free dynamic mass redistribution and Tango β-arrestin translocation assays, we show that several catecholics, including benserazide, catechol, 3-methoxycatechol, pyrogallol, (+)-taxifolin and fenoldopam, display agonistic activity
Keith M Anderson et al.
The Journal of organic chemistry, 72(26), 9875-9880 (2007-11-30)
A novel universal support for deoxyribo- and ribonucleic acid synthesis has been developed. The support, constructed from 1,4-dimethoxycatechol, represents an improvement over existing universal supports because of its ability to cleave and deprotect under mild conditions in standard reagents. Because
Sam J B Mallinson et al.
Nature communications, 9(1), 2487-2487 (2018-06-29)
Microbial aromatic catabolism offers a promising approach to convert lignin, a vast source of renewable carbon, into useful products. Aryl-O-demethylation is an essential biochemical reaction to ultimately catabolize coniferyl and sinapyl lignin-derived aromatic compounds, and is often a key bottleneck
Ying Tao et al.
Journal of bacteriology, 186(14), 4705-4713 (2004-07-03)
Wild-type toluene 4-monooxygenase (T4MO) of Pseudomonas mendocina KR1 oxidizes toluene to p-cresol (96%) and oxidizes benzene sequentially to phenol, to catechol, and to 1,2,3-trihydroxybenzene. In this study T4MO was found to oxidize o-cresol to 3-methylcatechol (91%) and methylhydroquinone (9%), to
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