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419648

Sigma-Aldrich

2,5-Di-tert-butyl-1,4-benzoquinone

99%

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About This Item

Linear Formula:
[(CH3)3C]2C6H2(=O)2
CAS Number:
Molecular Weight:
220.31
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

mp

152-154 °C (lit.)

SMILES string

CC(C)(C)C1=CC(=O)C(=CC1=O)C(C)(C)C

InChI

1S/C14H20O2/c1-13(2,3)9-7-12(16)10(8-11(9)15)14(4,5)6/h7-8H,1-6H3

InChI key

ZZYASVWWDLJXIM-UHFFFAOYSA-N

General description

2,5-Di-tert-butyl-1,4-benzoquinone (DTBBQ) is an 2,5-disubstituted quinone. It is an antibacterial compound. It has been isolated from marine Streptomyces sp. VITVSK1. Pressure dependance on the intramolecular and intermolecular migration rates of Na+ and K+ in a 2,5-di-tert-butyl-1,4-benzoquinone ion pair have been evaluated by using a high-pressure EPR technique.

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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H Nakamura et al.
Journal of biochemistry, 112(6), 750-755 (1992-12-01)
We characterized the interaction of 2,5-di(tert-butyl)-1,4-benzohydroquinone (tBuBHQ) with the sarcoplasmic reticulum (SR) Ca(2+)-ATPase from rabbit fast-twitch skeletal and canine cardiac muscles by examining the effect of this agent on the ATPase reaction. tBuBHQ at less than 10 microM inhibited ATP
Pressure effects on cation migration in 2, 5-di-tert-butyl-1, 4-benzoquinone radical anion.
Kasahara M, et al.
International Journal of Chemical Kinetics, 33(7), 397-401 (2001)
Y K Ju et al.
The Journal of physiology, 516 ( Pt 3), 793-804 (1999-04-14)
1. The mechanism by which sympathetic transmitters increase the firing rate of pacemaker cells was explored in isolated cells from the sinus venosus of the cane toad Bufo marinus. Intracellular calcium concentration ([Ca2+]i) was measured with indo-1 and membrane potential
M T Clunes et al.
Cell calcium, 20(4), 339-346 (1996-10-01)
The human lung small cell adenocarcinoma cell line, A549, demonstrates a concentration-dependent rise in [Ca2+]i in response to extracellular nucleotides. The cells show Ca2+ mobilization on addition of various nucleotides, with an order of agonist potency: UTP > or =
H Westerblad et al.
The Journal of physiology, 474(2), 291-301 (1994-01-15)
1. Intracellular calcium concentration ([Ca2+]i) and force were measured from isolated single mouse skeletal muscle fibres at rest and during tetani. The actions of 2,5-di(tert-butyl)-1,4-benzohydroquinone (TBQ), an inhibitor of the sarcoplasmic reticulum (SR) Ca2+ pump, were examined at a range

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