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2,5-Di-tert-butylhydroquinone (DBTHQ)

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  • 2,5-Di-tert-butylhydroquinone (DBTHQ)
  • 88-58-4
  • C14H22O2
  • 222.327
  • White or light yellow crystals
Inquiry

Manufacturer supply top purity 2,5-Di-tert-butylhydroquinone (DBTHQ) 88-58-4 with ISO standards

  • Molecular Formula:C14H22O2
  • Molecular Weight:222.327
  • Appearance/Colour:White or light yellow crystals 
  • Vapor Pressure:6.6E-05mmHg at 25°C 
  • Melting Point:216-218 °C(lit.) 
  • Refractive Index:1.52 
  • Boiling Point:334.4 °C at 760 mmHg 
  • PKA:11.89±0.23(Predicted) 
  • Flash Point:151.5 °C 
  • PSA：40.46000 
  • Density:1.012 g/cm3 
  • LogP:3.69280 

2,5-Di-tert-butylhydroquinone(Cas 88-58-4) Usage

Biological Activity

A selective inhibitor of endoplasmic reticulum Ca 2+ -ATPase.

Biochem/physiol Actions

2,5-Di-tert-butylhydroquinone specifically inhibits the sarcoplasmic reticulum (SR) Ca2+ uptake in the rat ventricle.

Purification Methods

Crystallise the hydroquinone from *C6H6 or AcOH. [Beilstein 6 III 4741.]

references

[1]. hasséssian h, vaca l, kunze dl. blockade of the inward rectifier potassium current by the ca(2+)-atpase inhibitor 2',5'-di(tert-butyl)-1,4-benzohydroquinone (bhq). br j pharmacol, 1994, 112(4): 1118-1122.[2]. fusi f, gorelli b, valoti m, et al. effects of 2,5-di-t-butyl-1,4-benzohydroquinone (bhq) on rat aorta smooth muscle. eur j pharmacol, 1998, 346(2-3): 237-243.[3]. fusi f, saponara s, gagov h, et al. 2,5-di-t-butyl-1,4-benzohydroquinone (bhq) inhibits vascular l-type ca(2+) channel via superoxide anion generation. br j pharmacol, 2001, 133(7): 988-996.[4]. jan cr, ho cm, wu sn, et al. mechanism of rise and decay of 2,5-di-tert-butylhydroquinone-induced ca2+ signals in madin darby canine kidney cells. eur j pharmacol, 1999, 365(1): 111-117.

Definition

ChEBI: A member of the class of hydroquinones that is benzene-1,4-diol substituted by tert-butyl groups at position 2 and 5.

General Description

Mobilizes Ca2+ specifically from the Ins(1,4,5)P3-sensitive Ca2+ stores by inhibiting microsomal and sarcoplasmic reticulum Ca2+-ATPase activity. Does not affect mitochondrial Ca2+ fluxes or plasma membrane Ca2+/Mg2+ ATPase activity. Useful for the study of endomembrane Ca2+ stores and plasma membrane Ca2+ permeability pathways.

InChI:InChI=1/C14H22O2/c1-13(2,3)9-7-12(16)10(8-11(9)15)14(4,5)6/h7-8,15-16H,1-6H3

88-58-4 Relevant articles

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88-58-4 Process route

acid blue 5

acid blue 5

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4-hydroxybutanoic acid

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2-hydroxyacrylic acid
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2,5-bis(1,1-dimethylethyl)-1,4-benzenediol
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2,5-bis(1,1-dimethylethyl)-1,4-benzenediol

1-aminoethenol

1-aminoethenol

Conditions
Conditions Yield
With dihydrogen peroxide; pH=3; Reagent/catalyst; Concentration; pH-value; Kinetics;
tert-butyl methyl ether
1634-04-4

tert-butyl methyl ether

hydroquinone
123-31-9,8027-02-9

hydroquinone

2,6-di-tert-butyl-4-hydroxyphenol
2444-28-2

2,6-di-tert-butyl-4-hydroxyphenol

2,5-bis(1,1-dimethylethyl)-1,4-benzenediol
88-58-4

2,5-bis(1,1-dimethylethyl)-1,4-benzenediol

4-(tert-butoxy)phenol
2460-87-9

4-(tert-butoxy)phenol

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
Conditions Yield
With 3-(4-sulfobutylamino)propylsilanized MCM-41; In nitrobenzene; at 150 ℃; for 0.133333h; Concentration; chemoselective reaction; Catalytic behavior; Microwave irradiation; Green chemistry;

88-58-4 Upstream products

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    2460-77-7

    2,5-di-tert-butyl-p-benzoquinone

  • 507-20-0
    507-20-0

    tertiary butyl chloride

  • 123-31-9
    123-31-9

    hydroquinone

  • 115-11-7
    115-11-7

    isobutene

88-58-4 Downstream products

  • 2460-77-7
    2460-77-7

    2,5-di-tert-butyl-p-benzoquinone

  • 124700-28-3
    124700-28-3

    2,5-Di-tert-butyl-4-hydroxy-phenoxyl

  • 900-02-7
    900-02-7

    1,4-diacetoxy-2,5-di-tert-butyl-benzene

  • 7323-63-9
    7323-63-9

    1,4-di-tert-butyl-2,5-dimethoxybenzene

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