| Identification | More | [Name]
Propofol | [CAS]
2078-54-8 | [Synonyms]
2,6-BIS(1-METHYLETHYL)PHENOL
2,6-DIISOPROPYLPHENOL
DIPRIVAN
DISOPRIVAN
ICI-35868
PROPOFOL
PROPOTOL
RAPINOVET
2,6-bis(1-methylethyl)-pheno
2,6-Bis(isopropyl)phenol
2,6-diisopropyl-pheno
Diprivan10
Disoprofol
PD18215
Phenol, 2,6-diisopropyl-
Phenol,2,6-bis(1-methylethyl)-
Phenol,2,6-diisopropyl-
propofol(INN)
Dipravan
2 6-DIISOPROPYLPHENOL 97+% | [EINECS(EC#)]
218-206-6 | [Molecular Formula]
C12H18O | [MDL Number]
MFCD00008885 | [Molecular Weight]
178.27 | [MOL File]
2078-54-8.mol |
| Chemical Properties | Back Directory | [Appearance]
Light Yellow Liquid | [Melting point ]
18 °C (lit.) | [Boiling point ]
256 °C/764 mmHg (lit.) | [density ]
0.962 g/mL at 25 °C(lit.)
| [vapor pressure ]
5.6 mm Hg ( 100 °C)
| [refractive index ]
n20/D 1.514(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
0-6°C | [solubility ]
Very slightly soluble in water, miscible with hexane and with methanol | [form ]
neat | [pka]
pKa 11.10(H2O,t =20)(Approximate) | [color ]
Pale Yellow to Yellow | [Odor]
at 100.00?%. mild phenolic | [Water Solubility ]
Very slightly soluble in water. | [Usage]
A anesthetic used in veterinary medicine | [Detection Methods]
GC,NMR | [Merck ]
14,7834 | [BRN ]
1866484 | [InChIKey]
OLBCVFGFOZPWHH-UHFFFAOYSA-N | [LogP]
3.790 | [CAS DataBase Reference]
2078-54-8(CAS DataBase Reference) | [NIST Chemistry Reference]
Phenol, 2,6-bis(1-methylethyl)-(2078-54-8) | [EPA Substance Registry System]
2078-54-8(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing . | [RIDADR ]
2810 | [WGK Germany ]
3
| [RTECS ]
SL0810000
| [TSCA ]
Yes | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
29089990 | [Safety Profile]
Poison by intravenous
and intraperitoneal routes. Experimental
reproductive effects. Combustible when
exposed to heat or flame; can react with
oxidizing materials. To fight fire, use foam,
CO2, dry chemical. When heated to
decomposition it emits acrid smoke and
fumes. See also PHENOL | [Hazardous Substances Data]
2078-54-8(Hazardous Substances Data) | [Toxicity]
dog,LD50,intravenous,30mg/kg (30mg/kg),Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 38, Pg. 1117, 1996. |
| Hazard Information | Back Directory | [Description]
Propofol is an injectable, short-acting general anesthetic with a low incidence of side effects. | [Chemical Properties]
Light Yellow Liquid | [Originator]
ICI (United Kingdom) | [Uses]
2,6-DIPP is the active ingredient for intravenous anesthetic formulations, also has applications as an intermediate for polymers | [Uses]
A anesthetic used in veterinary medicine | [Uses]
Propofol is an anesthetic used in veterinary medicine. | [Definition]
ChEBI: Propofol is a phenol resulting from the formal substitution of the hydrogen at the 2 position of 1,3-diisopropylbenzene by a hydroxy group. It has a role as an intravenous anaesthetic, a sedative, a radical scavenger, an antiemetic and an anticonvulsant. | [Brand name]
Diprivan (Abraxis);Disoprivan;Disprofol;Rapinovet. | [World Health Organization (WHO)]
Propofol, a short acting injectable anaesthetic, was introduced in
1987. In April 1992, the Norwegian Medicines Control Board reported that
prolonged use of propofol had been associated with two fatalities in children
characterized by metabolic acidosis, liver enlargement, and cerebral oedema. The
UK Committee on the Safety of Medicines has received 5 reports of deaths
occurring in children who had received propofol while in intensive care. | [Biological Functions]
Propofol (Diprivan) is rapidly acting, has a short recovery
time, and possesses antiemetic properties. A rapid
onset of anesthesia (50 seconds) is achieved, and if no
other drug is administered, recovery will take place in 4
to 8 minutes.The recovery is attributed to redistribution
of the drug and rapid metabolism to glucuronide and
sulfate conjugates by the liver and extrahepatic tissues,
such as intestine and kidney.
Rapid recovery and its antiemetic properties make
propofol anesthesia very popular as an induction agent
for outpatient anesthesia. Propofol can also be used to
supplement inhalational anesthesia in longer procedures.
Both continuous infusion of propofol for conscious
sedation and with opioids for the maintenance of
anesthesia for cardiac surgery are acceptable techniques. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 21, p. 712, 1956 DOI: 10.1021/jo01112a621 | [General Description]
Propofol is an injectable sedative–hypnotic used for the inductionand maintenance of anesthesia or sedation. Propofolis only slightly soluble in water with an octanol/water partitioncoefficient of 6,761:1; thus, it is formulated as an oil-inwateremulsion. The fat component of the emulsion consistsof soybean oil, glycerol, and egg lecithin. The pKa of thepropanol hydroxyl is 11 and the injectable emulsion has apH of 7 to 8.5. Formulations contain either disodium ethylenediaminetetraaceticacid (EDTA) (0.005%) or sodiummetabisulfite to retard the growth of microorganisms. EDTAis a metal chelator and patients on propofol containingEDTA for extended periods of time excrete more zinc andiron in their urine. The clinical consequence of this is notknown but the manufacturer recommends that a drug holidayor zinc supplementation be considered after 5 days of therapy. | [Biological Activity]
Intravenous general anesthetic and hypnotic with a mode of action which includes potentiation of GABA-mediated inhibitory synaptic transmission, direct activation of the GABA A receptor and inhibition of glutamate receptor mediated excitatory synaptic transmission. Also potentiates P2X 4 receptor-mediated currents in P2X 4 -HEK293 cells. | [Pharmacology]
Propofol is primarily a hypnotic drug with substantial
cardiorespiratory depressant actions and with no ability
to produce neuromuscular blockade. While propofol
lacks analgesic properties, its use permits lower doses of
opioids. Likewise, less propofol is required for adequate
hypnosis when it is administered with opioids.Thus, it is
said that propofol and opioids interact synergistically. | [Clinical Use]
Generic formulations of propofol may contain sodiummetabisulfite as the antimicrobial agent, and patients allergicto sulfites, especially asthmatic patients, should avoid thisformulation. Aseptic technique must be followed and unusedportions of the drug must be discarded according to the manufacturer’s instructions to prevent microbial contaminationand possible sepsis. | [Side effects]
The dose of propofol should be reduced in older patients;
however, it does have a relatively linear dose–
response characteristic, and patients generally can be safely titrated. The pain on injection, especially when
small veins are used, can be considerably reduced if lidocaine
20 mg is administered first.
Anesthesia induction with propofol causes a significant
reduction in blood pressure that is proportional to
the severity of cardiovascular disease or the volume status
of the patient, or both. However, even in healthy patients
a significant reduction in systolic and mean arterial
blood pressure occurs. The reduction in pressure
appears to be associated with vasodilation and myocardial
depression. Although propofol decreases systemic
vascular resistance, reflex tachycardia is not observed.
This is in contrast to the actions of thiopental.
The heart rate stabilization produced by propofol relative
to other agents is likely the result of either resetting
or inhibiting the baroreflex, thus reducing the tachycardic
response to hypotension.
Since propofol does not depress the hemodynamic
response to laryngoscopy and intubation, its use may
permit wide swings in blood pressure at the time of induction
of anesthesia. Propofol should be used with utmost
caution in patients with cardiac disease. | [Veterinary Drugs and Treatments]
In appropriate patients, propofol may be useful as an induction
agent (especially before endotracheal intubation or an inhalant anesthetic),
and as an anesthetic for outpatient diagnostic or minor
procedures (e.g., laceration repair, radiologic procedures, minor
dentistry, minor biopsies, endoscopy, etc.).
Propofol is used as a treatment for refractory status epilepticus,
as it tends to cause less cardiovascular depression and recoveries can
be smoother than with pentobarbital. Propofol may be of particular
usefulness for use in Greyhounds and in patients with preexisting
cardiac dysrhythmias. At low dosages, propofol is being investigated
as an appetite stimulant in dogs.
Propofol may be safely used in animals with liver or renal disease
and mild to moderate cardiac disease.
In dogs, propofol’s labeled indications are: 1) for induction of
anesthesia; 2) for maintenance of anesthesia for up to 20 minutes;
3) for induction of general anesthesia where maintenance is provided
by inhalant anesthetics. |
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