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D126608

Sigma-Aldrich

2,6-Diisopropylphenol

97%

Synonym(s):

2,6-Bis(1-methylethyl)phenol, 2,6-Bis(isopropyl)phenol, Propofol

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About This Item

Linear Formula:
[(CH3)2CH]2C6H3OH
CAS Number:
2078-54-8
Molecular Weight:
178.27
EC Number:
218-206-6
MDL number:
MFCD00008885
UNSPSC Code:
12352100
PubChem Substance ID:
24278001
NACRES:
NA.22

vapor pressure

5.6 mmHg ( 100 °C)

Quality Level

100

Assay

97%

form

liquid

refractive index

n20/D 1.514 (lit.)

bp

256 °C/764 mmHg (lit.)

mp

18 °C (lit.)

density

0.962 g/mL at 25 °C (lit.)

SMILES string

CC(C)c1cccc(C(C)C)c1O

InChI

1S/C12H18O/c1-8(2)10-6-5-7-11(9(3)4)12(10)13/h5-9,13H,1-4H3

InChI key

OLBCVFGFOZPWHH-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544) , GABRA1(2554) , GABRA2(2555) , GABRA3(2556) , GABRA4(2557) , GABRA5(2558) , GABRA6(2559) , GABRB1(2560) , GABRB2(2561) , GABRB3(2562) , GABRD(2563) , GABRE(2564) , GABRG1(2565) , GABRG2(2566) , GABRG3(2567) , GABRP(2568) , GABRQ(55879)
rat ... Gabra2(29706)

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General description

2,6-Diisopropylphenol, a strongly hydrophobic substituted phenol, is a new intravenous anaesthetic. The antioxidant properties of 2,6-diisopropylphenol (Propofol) have been examined. It plays the role of an antioxidant by reacting with free radicals to form a phenoxyl radical, a property associated with all phenol-based free radical scavengers. 2,6-diisopropylphenol is an effective intravenous hypnotic agent, widely used for the induction and maintenance of anesthesia and for sedation in the intensive care unit. It is useful for the induction and maintenance of general anaesthesia.

Application

2,6-Diisopropylphenol is suitable reagent used to study its effect on oxidative phosphorylation of isolated rat liver mitochondria. It is suitable reagent used in the preparation of bis(2,6-diisopropylphenoxy)bis(2-methyl-8-quinolinolato)titanium(IV) complex.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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P G Murphy et al.
British journal of anaesthesia, 68(6), 613-618 (1992-06-01)
We have examined in vitro the antioxidant properties of 2,6-diisopropylphenol. In studies using electron spin resonance spectroscopy we have demonstrated that 2,6-diisopropylphenol acts as an antioxidant by reacting with free radicals to form a phenoxyl radical--a property common to all
C Frenkel et al.
European journal of pharmacology, 208(1), 75-79 (1991-09-12)
Single sodium channels from human brain cortex tissue were incorporated into voltage-clamped planar lipid bilayers in the presence of batrachotoxin and studied with various doses of the new anaesthetic compound propofol (2,6-diisopropylphenol). Propofol was found to depress two major sodium
Configurational rearrangements in cis-M (AA)2X2, cis-M (AA)2XY, and cis-M(AB)2X2 complexes.
Bickley DG and Serpone N.
Inorganic Chemistry, 18(8), 2200-2204 (1979)
Paul E Marik
Current pharmaceutical design, 10(29), 3639-3649 (2004-12-08)
Propofol (2, 6-diisopropylphenol) is a potent intravenous hypnotic agent which is widely used for the induction and maintenance of anesthesia and for sedation in the intensive care unit. Propofol is an oil at room temperature and insoluble in aqueous solution.
M Rigoulet et al.
European journal of biochemistry, 241(1), 280-285 (1996-10-01)
We investigated the effects of 2,6-diisopropylphenol on oxidative phosphorylation of isolated rat liver mitochondria. Diisopropylphenol strongly inhibits state-3 and uncoupled respiratory rates, when glutamate and malate are the substrates, as a direct consequence of the limitation of electron transfer at
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