2-chloro-1-(difluoromethoxy)-1,1,2-trifluoroethane

• ChemBase ID: 113
• Molecular Formular: C3H2ClF5O
• Molecular Mass: 184.492396
• Monoisotopic Mass: 183.97143346
• SMILES: ClC(F)C(F)(F)OC(F)F
• Canonical SMILES: FC(OC(C(Cl)F)(F)F)F
• InChI: InChI=1S/C3H2ClF5O/c4-1(5)3(8,9)10-2(6)7/h1-2H
• InChIKey: JPGQOUSTVILISH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-1-(difluoromethoxy)-1,1,2-trifluoroethane
• IUPAC Traditional name: enflurane
• Brand Name: Alyrane; Efrane; Ethrane
• Synonyms: 2-chloro-1-(difluoromethoxy)-1,1,2-trifluoroethane; 2-Chloro-1,1,2-trifluoroethyl difluoromethyl ether; 2-Chloro-1,1,2-trifluoroethyl difluoromethyl ether; Anesthetic 347; Anesthetic Compound No. 347; Compound 347; Enflurano [INN-Spanish]; Enfluranum [INN-Latin]; Methylflurether; Ohio 347; Enflurane; 2-Chloro-1,1,2-trifluoroethyl difluoromethyl ether; 2-Chloro-1-(difluoromethoxy)-1,1,2-trifluoroethane; Enflurane; 4-Chloro-1H,4H-perfluoro(2-oxabutane) 99+%; 2-氯-1,1,2-三氟乙基 二氟甲基 醚

Database IDs

• CAS Number: 13838-16-9
• EC Number: 237-553-4
• MDL Number: MFCD00069095
• Beilstein Number: 1737129
• Merck Index: 143581
• PubChem SID: 160963576; 46505314
• PubChem CID: 3226
• CHEBI ID: 4792
• ATC CODE: N01AB04
• CHEMBL: 1257
• Chemspider ID: 3113
• DrugBank ID: DB00228
• KEGG ID: D00543
• Unique Ingredient Identifier: 91I69L5AY5
• Wikipedia Title: Enflurane

CALCULATED PROPERTIES

JChem

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.7992094
• LogD (pH = 7.4): 2.7992094
• Log P: 2.7992094
• Molar Refractivity: 23.0654 cm^3
• Polarizability: 8.945335 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.24
• LOG S: -1.67
• Solubility (Water): 3.90e+00 g/l

PROPERTIES

Physical Property

• Solubility: Practically insoluble (5620 mg/L)
• Boiling Point: 56°C; 56-57°C
• Flash Point: None
• Density: 1.517
• Refractive Index: 1.303; 1.3030
• Hydrophobicity(logP): 2.1; 2.459

Safety Information

• Storage Warning: Irritant/Keep Cold
• RTECS: KN6800000
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36
• Safety Statements: 26
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H319
• GHS Precautionary statements: P280-P264-P305+P351+P338-P337+P313

Pharmacology Properties

• Protein Bound: 97%

Product Information

• Purity: 95%; 97%

DETAILS

DrugBank - DB00228

• Drug Groups: approved
• Description: An extremely stable inhalation anesthetic that allows rapid adjustments of anesthesia depth with little change in pulse or respiratory rate. [PubChem]
• Indication: Used for the induction and maintenance of general anaesthesia during surgery and cesarean section and also used for analgesia during vaginal delivery.
• Pharmacology: Enflurane is an extremely stable halogenated ether inhalation anesthetic that allows rapid adjustments of anesthesia depth with little change in pulse or respiratory rate. Enflurane induces muscle relaxation and reduces pains sensitivity by altering tissue excitability. Induction of and recovery from anesthesia with enflurane are rapid. Enflurane may provide a mild stimulus to salivation or tracheobronchial secretions. Pharyngeal and laryngeal reflexes are readily obtunded. In the cardiovascular system, enflurane is a mild negative inotrope, causing a marked decrease in systemic vascular resistance, thus leading to a decrease in mean arterial pressure. This results in a reflex tachycardia. Enflurane also decreases coronary vascular resistance and sensitizes the myocardium to circulating catecholamines. Enflurane is a strong respiratory depressant. It decreases tidal volume but may increase respiratory rate. It also causes bronchodilatationa and inhibits pulmonary macrophage activity and mucociliary activity. Enflurane principle action in the CNS is general anaesthesia with little analgesic effect. It causes increased cerebral blood flow in concentrations and may induce tonic/clonic muscle activity and epileptiform EEG traces. It also causes a marked decrease in skeletal muscle tone. Actions in the genitourinary system include a decreased renal blood flow and glomerular filtration rate and the tone of pregnant uterus is decreased.
• Toxicity: LD₅₀=5.4 ml/kg (oral, rat). Symptoms of acute overdose include nausea, vomiting, irritation to the eyes, skin and nose/throat, headache, dizziness, and drowsiness. Symptoms of chronic overdose include hypotension, cardiac arrhythmias, respiratory depression, and liver/kidney dysfunction.
• Affected Organisms: Humans and other mammals
• Biotransformation: 2.4% of the dose is slowly metabolized hepatically via oxidation and dehalogenation (primarily through the actions of cytochrome P450 2E1). Leads to low levels of serum fluoride (15 µmol/L).
• Absorption: Rapidly absorbed into the circulation via the lungs.
• Protein Binding: 97%
• References: [Link]
• External Links: Wikipedia

Apollo Scientific Ltd - PC2040

Useful solvent for dispersing fluorinated materials.Anaesthetic properties, Terrell et al., J. Med. Chem., 1971, 14, 517. *Not anaesthetic grade*

REFERENCES

• Link
• Useful solvent for dispersing fluorinated materials. (NOT anaesthetic grade).