Desflurane CAS 57041-67-5

Introduction:Basic information about Desflurane CAS 57041-67-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Desflurane Basic information

Product Name:Desflurane
Synonyms:DIFLUOROMETHYL 1,2,2,2-TETRAFLUOROETHYL ETHER;DESFLURANE;1,2,2,2-TETRAFLUOROETHYL DIFLUOROMETHYL ETHER;(2S)-2-(difluoromethoxy)-1,1,1,2-tetrafluoroethane;Difluoromethyl 1,2,2,2-tetrafluoroethyl ether 99%;Difluoromethyl1,2,2,2-tetrafluoroethylether99%;i653;Suprane
CAS:57041-67-5
MF:C3H2F6O
MW:168.04
EINECS:
Product Categories:refrigerants
Mol File:57041-67-5.mol

Desflurane Chemical Properties

Boiling point 23-24°C
density 1,47 g/cm3
refractive index 1.3577 (estimate)
solubility Practically insoluble in water, miscible with anhydrous ethanol.
form liquid
color Clear
Major Applicationpharmaceutical (small molecule)
InChI1S/C3H2F6O/c4-1(3(7,8)9)10-2(5)6/h1-2H
InChIKeyDPYMFVXJLLWWEU-UHFFFAOYSA-N
SMILESFC(F)(F)C(F)OC(F)F
CAS DataBase Reference57041-67-5(CAS DataBase Reference)
EPA Substance Registry SystemEthane, 2-(difluoromethoxy)-1,1,1,2-tetrafluoro-, (+-)- (57041-67-5)

Safety Information

Hazard Codes Xi
Safety Statements 23
WGK Germany WGK 3
Hazard Note Irritant
HazardClass GAS
HS Code 2909191800
Storage Class10 - Combustible liquids
Hazard ClassificationsEye Irrit. 2
Repr. 2
STOT SE 3
Hazardous Substances Data57041-67-5(Hazardous Substances Data)

Desflurane Usage And Synthesis

DescriptionDesflurane is a new inhalation anesthetic introduced for induction and maintenance ofgeneral anesthesia in adults. Due to reports of respiratory irritation, desflurane may beused only for maintenance in children. Although almost structurally identical toisoflurane, a halogen replacement gives desflurane an improved pharmacokineticprofile. It is less soluble in blood and tissue and produces a fast onset of action and amore rapid recovery from anesthesia.
Chemical PropertiesDesflurane is a clear, colourless, mobile, heavy liquid. It is similar to isoflurane (CHF2-O-CHCl-CF3) in that both are halogenated compounds of methyl ethane, except that chlorine is replaced with fluorine in the α-ethyl portion. The halogenation of fluorine reduces the solubility of blood and tissues and alters the boiling point, vapor pressure and stability of desflurane, enhancing its molecular stability as well as its resistance to biodegradation and alkaline degradation.
OriginatorAnaquest (BOC Healthcare) (U.S.A.)
HistoryDesflurane was first synthesized by Russel et al U.S. at the 29. of July 1975. The synthesis was started by using floural methyl hemiacetal (CF3CH(OH)OCH3) and converting it to 1,2,2,2- tetraflouroethyl methyl ether (CF3CHFOCH3). Next step was chlorinating two hydrogen atoms of the methyl-group to CF3CHFOCHCl2. This next to last molecule was charged with HF in the presence of antimony pentachloride (SBCL5) to Desflurane. But this way of synthesizing Desfluran was not usable for industrial synthesis, because of the less yield of Desflurane and the expensive educts.
UsesAnesthetic.
PreparationIsoflurane and bromine trifluoride were reacted overnight at room temperature to synthesize desflurane in 62% yield.
DefinitionChEBI: Desflurane is an organofluorine compound. It has a role as an inhalation anaesthetic. It is functionally related to a methoxyethane.
Brand nameSuprane (BaxterHealthcare).
Biological FunctionsDesflurane (Suprane) shares most of the pharmacologicalproperties of isoflurane. Desflurane has low tissueand blood solubility compared with other halogenatedhydrocarbons, and its anesthetic partial pressure is thusestablished more rapidly. Recovery is similarly promptwhen the patient is switched to room air or oxygen.Desflurane’s popularity for outpatient procedures stemsfrom its rapid onset and prompt elimination from thebody by exhalation. A disadvantage is that desflurane irritatesthe respiratory tract; thus, it is not preferred forinduction of anesthesia using an inhalational technique.However, desflurane may be used to maintain anesthesiaafter induction with an alternative IV or inhalationalagent, preserving the advantage of rapid recovery.
Desflurane, like other halogenated hydrocarbonanesthetics, causes a decrease in blood pressure.The reducedpressure occurs primarily as a consequence ofdecreased vascular resistance, and since cardiac outputis well maintained, tissue perfusion is preserved.
Desflurane stimulates the sympathetic nervous systemand causes abrupt transient tachycardia during inductionor as the concentration of the agent is raised tomeet the patient’s changing needs.
Desflurane causes an increase in the rate of ventilation,a decrease in tidal volume, and a decrease inminute volume as inspired concentrations only slightlyexceed 1 MAC. Thus should anesthesiologists requiredesflurane to be administered near or above MAC levels,patients are likely to have marked reductions inPCO2.
General DescriptionDesflurane is a nonflammable, colorless, very volatile liquidpackaged in amber-colored vials. The boiling point is22.8°C, and it requires a vaporizer specifically designed fordesflurane. The manufacturer states that the vials can bestored at room temperature. Desflurane has a blood:gas partitioncoefficient of 0.42, an MAC of 7.3% and an oil:gaspartition coefficient of 18.7. The low blood:gas partition coefficientleads to fast induction times and short recoverytimes. Desflurane is not recommended for induction anesthesiain children because of the high incidence of laryngospasms(50%), coughing (72%), breath holding (68%),and increase in secretions (21%). Desflurane can producea dose-dependent decrease in blood pressure and concentrationsexceeding 1 MAC may cause transient increases inheart rate. Desflurane can react with desiccated carbon dioxideabsorbents to produce carbon monoxide that may resultin elevated levels of carboxyhemoglobin.24.
MetabolismDesflurane is not metabolized to any great extent and, therefore, has not been associated with hepatotoxicity or nephrotoxicity. Metabolites, mostly trifluoroacetate, account for less than 0.02% of the administered dose. Whereas desflurane can react with soda lime or Baralyme to form carbon monoxide, no reports of adverse outcomes in patients have appeared.

Desflurane Preparation Products And Raw materials

Raw materialsIsoflurane-->Desflurane-->Ethane, 2-(dichloromethoxy)-1,1,1,2-tetrafluoro--->BROMINE TRIFLUORIDE
Preparation ProductsEthane, pentafluoro(trifluoromethoxy)--->2-Chloro-1,1,1,2-tetrafluoroethane
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