1,1,1,3,3,3-hexafluoro-2-(fluoromethoxy)propane

• ChemBase ID: 1105
• Molecular Formular: C4H3F7O
• Molecular Mass: 200.0548424
• Monoisotopic Mass: 200.00721226
• SMILES: FC(F)(F)C(OCF)C(F)(F)F
• Canonical SMILES: FCOC(C(F)(F)F)C(F)(F)F
• InChI: InChI=1S/C4H3F7O/c5-1-12-2(3(6,7)8)4(9,10)11/h2H,1H2
• InChIKey: DFEYYRMXOJXZRJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,1,1,3,3,3-hexafluoro-2-(fluoromethoxy)propane
• IUPAC Traditional name: sevoflurane
• Brand Name: Sevorane; Ultane; Sojourn, Ultane, Sevorane
• Synonyms: Sevoflurano [INN-Spanish]; Sevofluranum [INN-Latin]; Sevofluran; Sevoflurane; Fluoromethyl 1,1,1,3,3,3-hexafluoroisopropyl ether; 1,1,1,3,3,3-Hexafluoro-2-(fluoromethoxy)propane; Fluoromethyl 1,1,1,3,3,3-hexafluoroisopropyl ether; Sevoflurane; 1H,1H,3H-Perfluoro(3-methyl-2-oxabutane); 1,1,1,3,3,3-Hexafluoro-2-(fluoromethoxy)propane; 氟甲基 1,1,1,3,3,3-六氟异丙醇醚

Database IDs

• CAS Number: 28523-86-6
• EC Number: 000-000-0
• MDL Number: MFCD00153189
• Beilstein Number: 2041023
• Merck Index: 148475
• PubChem SID: 160964568; 46508591
• PubChem CID: 5206
• CHEBI ID: 9130
• ATC CODE: N01AB08
• CHEMBL: 1200694
• Chemspider ID: 5017
• DrugBank ID: DB01236
• KEGG ID: D00547
• Unique Ingredient Identifier: 38LVP0K73A
• Wikipedia Title: Sevoflurane

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.073239
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.2748387
• LogD (pH = 7.4): 2.2748387
• Log P: 2.2748387
• Molar Refractivity: 23.3038 cm^3
• Polarizability: 8.891009 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.44
• LOG S: -2.13
• Solubility (Water): 1.48e+00 g/l

PROPERTIES

Physical Property

• Solubility: Very slightly soluble
• Boiling Point: 58°C; 58°C
• Density: 1.505
• Hydrophobicity(logP): 2.341; 2.4

Safety Information

• Storage Warning: Irritant/Keep Cold
• RTECS: KO0737000
• TSCA Listed: false; 否

Pharmacology Properties

• Admin Routes: inhaled
• Legal Status: POM (UK); Rx-only (US)

Product Information

• Purity: 95%; 98+%; 99%

DETAILS

DrugBank - DB01236

• Drug Groups: approved
• Description: Sevoflurane (2,2,2-trifluoro-1-[trifluoromethyl]ethyl fluoromethyl ether), also called fluoromethyl, is a sweet-smelling, non-flammable, highly fluorinated methyl isopropyl ether used for induction and maintenance of general anesthesia. Together with desflurane, it is replacing isoflurane and halothane in modern anesthesiology. [Wikipedia]
• Indication: Used for induction and maintenance of general anesthesia in adult and pediatric patients for inpatient and outpatient surgery.
• Pharmacology: Sevoflurane (also called fluoromethyl) is a halogenated ether used for induction and maintenance of general anesthesia. Together with desflurane, it is replacing isoflurane and halothane in modern anesthesiology. It is often administered in nitrous oxide and pure oxygen. After desflurane it is the volatile anesthetic with the fastest onset and offset. It induces muscle relaxation and reduces pains sensitivity by altering tissue excitability. It does so by decreasing the extent of gap junction mediated cell-cell coupling and altering the activity of the channels that underlie the action potential.
• Toxicity: LC₅₀=49881 ppm/hr (rat), LD₅₀=10.8 g/kg (rat)
• Affected Organisms: Humans and other mammals
• Biotransformation: Relatively little biotransformation, only 5% is metabolized by cytochrome P450 CYP2E1 to hexafluoroisopropanol (HFIP) with release of inorganic fluoride and CO2. No other metabolic pathways have been identified for sevoflurane.
• Absorption: Rapidly absorbed into circulation via the lungs, however solubility in the blood is low.
• Half Life: 15-23 hours
• Elimination: The low solubility of sevoflurane facilitates rapid elimination via the lungs. In vivo metabolism studies suggest that approximately 5% of the sevoflurane dose may be metabolized. Up to 3.5% of the sevoflurane dose appears in the urine as inorganic fluoride.
• External Links: Wikipedia; RxList; Drugs.com