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Cat. No.: HY-W016589

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2-(tert-Butyl)-4,6-dimethylphenol

Name: 2-(tert-Butyl)-4,6-dimethylphenol
Brand: MedChemExpress
SKU: HY-W016589
Price: 25.00 USD
Availability: InStock
Rating: 5 (1 reviews)

(Synonyms: 6-tert-Butyl-2,4-xylenol)

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2-(tert-Butyl)-4,6-dimethylphenol (6-tert-Butyl-2,4-xylenol) is an electrophilic alkylating agent, gasoline antioxidant and hydration substrate. 2-(tert-Butyl)-4,6-dimethylphenol inhibits SERCA activity in rabbit hindleg microsomes with an IC₅₀ of 53 μM. Oxidation of 2-(tert-Butyl)-4,6-dimethylphenol generates the intermediate BDMP-QM, which covalently modifies nitrogen sites of proteins, polypeptides and free amino acids via Michael addition, triggering covalent modification of macromolecules and mediating cytotoxicity. 2-(tert-Butyl)-4,6-dimethylphenol is widely used in toxicological and biochemical studies of alkylphenols.

For research use only. We do not sell to patients.

CAS No.: 1879-09-0
Formula: C₁₂H₁₈O
Molecular Weight:178.27

Storage:

RT, stored under nitrogen.

In solvent -80°C, 1 year , -20°C, 6 months

2-(tert-Butyl)-4,6-dimethylphenol Chemical Structure

CAS No.: 1879-09-0

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Biological Activity

Description

All Calcium Channel Isoforms :

In Vitro

2-(tert-Butyl)-4,6-dimethylphenol (T07) (5 min) inhibits SERCA activity in rabbit hind leg microsomes with an IC₅₀ of 53 μM^[2].
2-(tert-Butyl)-4,6-dimethylphenol is synthesized from 6-tert-butyl-o-cresol via Mannich base formation and hydrogenolysis^[3].
2-(tert-Butyl)-4,6-dimethylphenol is produced via hydrogenolysis of 4-dimethylaminomethyl-6-tert-butyl-o-cresol^[3].
2-(tert-Butyl)-4,6-dimethylphenol is produced via hydrogenolysis of 4-dimethylaminomethyl-6-tert-butyl-o-cresol synthesized with recycled dimethylamine^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Chemical Information

CAS No. 1879-09-0
Appearance <22°C Solid,>22°C Liquid
Molecular Weight 178.27
Formula C₁₂H₁₈O
SMILES

OC1=C(C(C)(C)C)C=C(C)C=C1C
Synonyms

6-tert-Butyl-2,4-xylenol
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

RT, stored under nitrogen

In solvent	-80°C	1 year
	-20°C	6 months

Purity & Documentation

Handling Instructions (2659 KB)

References

[1]. McCracken PG, et al. Covalent Modification of Proteins and Peptides by the Quinone Methide from 2-tert-Butyl-4,6-dimethylphenol: Selectivity and Reactivity with Respect to Competitive Hydration. The Journal of Organic Chemistry. 1997;62(6):1820-1825.

[2]. Paula S, et al. Novel phenolic inhibitors of the sarco/endoplasmic reticulum calcium ATPase: identification and characterization by quantitative structure-activity relationship modeling and virtual screening. Journal of enzyme inhibition and medicinal chemistry. 2015 Feb;30(1):1-8. [Content Brief]

[3]. Previc EP, et al. A New Synthesis Method for a Gasoline Antioxidant. Industrial & Engineering Chemistry. 1961;53(6):469-470.

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How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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2-(tert-Butyl)-4,6-dimethylphenol

All Calcium Channel Isoforms