2-bromo-2-chloro-1,1,1-trifluoroethane

• ChemBase ID: 1030
• Molecular Formular: C2HBrClF3
• Molecular Mass: 197.3815496
• Monoisotopic Mass: 195.89022437
• SMILES: BrC(Cl)C(F)(F)F
• Canonical SMILES: ClC(C(F)(F)F)Br
• InChI: InChI=1S/C2HBrClF3/c3-1(4)2(5,6)7/h1H
• InChIKey: BCQZXOMGPXTTIC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-bromo-2-chloro-1,1,1-trifluoroethane
• IUPAC Traditional name: halothane
• Brand Name: Anestan; Chalothane; Fluktan; Halan; Halotan; Halsan; Narcotan; Narcotane; Narkotan; Phthorothanum; Rhodialothan; Halothane; Fluothane
• Synonyms: Alotano [Dcit]; Bromchlortrifluoraethanum; Bromochlorotrifluoroethane; Cf3chclbr; Freon 123b1; Ftorotan [Russian]; Fluorothane; Fluorotane; Ftuorotan; Halotano [INN-Spanish]; Halothan; Halothanum [INN-Latin]; Narcotann Ne-Spofa [Russian]; 2-Bromo-2-Chloro-1,1,1-Trifluoroethane; Halothane; 1-Bromo-1-chloro-2,2,2-trifluoroethane; Halothane; 2-Bromo-2-chloro-1,1,1-trifluoroethane; 1-溴-1-氯-2,2,2-三氟乙烷

Database IDs

• CAS Number: 151-67-7
• EC Number: 205-796-5
• MDL Number: MFCD00009602
• Beilstein Number: 1736947
• Merck Index: 144603
• PubChem SID: 24891772; 24850204; 160964493; 46506589
• PubChem CID: 3562
• CHEBI ID: 5615
• ATC CODE: N01AB01
• CHEMBL: 931
• Chemspider ID: 3441
• DrugBank ID: DB01159
• IUPHAR ligand ID: 2401
• KEGG ID: D00542
• Unique Ingredient Identifier: UQT9G45D1P
• Wikipedia Title: Halothane

CALCULATED PROPERTIES

JChem

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 2.1193552
• LogD (pH = 7.4): 2.1193552
• Log P: 2.1193552
• Molar Refractivity: 24.6331 cm^3
• Polarizability: 9.491309 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.5
• LOG S: -1.71
• Solubility (Water): 3.81e+00 g/l

PROPERTIES

Physical Property

• Solubility: 3.45 mg/ml
• Boiling Point: 49-50°C; 50.2 °C(lit.)
• Density: 1.872; 1.872 g/mL at 25 °C(lit.)
• Refractive Index: 1.3691; n20/D 1.369; n20/D 1.369(lit.)
• Vapor Pressure: 4.5 psi ( 20 °C)
• Hydrophobicity(logP): 2.7

Safety Information

• Storage Warning: Light Sensitive
• RTECS: KH6550000
• European Hazard Symbols: Toxic (T); Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 41-68; 61-37/38-41
• Safety Statements: 26-36/37/39; 53-23-26-36/37-45
• TSCA Listed: 否
• GHS Pictograms: GHS05; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H318-H335-H360; H318-H341
• GHS Precautionary statements: P201-P261-P280-P305 + P351 + P338-P308 + P313; P280-P281-P305+P351+P338-P310-P405-P501A
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US)
• Storage Temperature: 2-8°C

Pharmacology Properties

• Excretion: Renal
• Metabolism: Hepatic (CYP2E1)
• Gene Information: human ... ATP5D(513), GLRA1(2741), GRIA1(2890), KCNN4(3783)

Product Information

• Purity: ≥99%; ≥99.0% (GC); 99%
• Contains: 0.01% thymol as stabilizer
• Linear Formula: BrCH(Cl)CF3

DETAILS

DrugBank - DB01159

• Drug Groups: approved
• Description: A nonflammable, halogenated, hydrocarbon anesthetic that provides relatively rapid induction with little or no excitement. Analgesia may not be adequate. nitrous oxide is often given concomitantly. Because halothane may not produce sufficient muscle relaxation, supplemental neuromuscular blocking agents may be required. (From AMA Drug Evaluations Annual, 1994, p178)
• Indication: For the induction and maintenance of general anesthesia
• Pharmacology: Halothane is a general inhalation anesthetic used for induction and maintenance of general anesthesia. It reduces the blood pressure and frequently decreases the pulse rate and depresses respiration. 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: Toxic effects of halothane include malignant hyperthermia and hepatitis.
• Affected Organisms: Humans and other mammals
• Biotransformation: Halothane is metabolized in the liver, primarily by CYP2E1, and to a lesser extent by CYP3A4 and CYP2A6.
• References: Bovill JG: Inhalation anaesthesia: from diethyl ether to xenon. Handb Exp Pharmacol. 2008;(182):121-42. [Pubmed]
• External Links: Wikipedia; RxList

Sigma Aldrich - B4388

Packaging
125, 250 mL in glass bottle
Application
2-Bromo-2-chloro-1,1,1-trifluoroethane, or halothane, has been used in a study that combined molecular simulations with free energy simulations to study solvation of halothane in polarizable water and methanol. Halothane has also been used in a study to investigate the interaction of anesthetics with the Rho GTPase regulator Rho GDP dissociation inhibitor.
Biochem/physiol Actions
Inhalation anesthetic. In an effect believed to be independent of anesthesia, halothane inhibits synthesis of 5-hydroxytryptamine in brain tissue, probably at the tryptophan hydroxylase step.1

Sigma Aldrich - 16730

Biochem/physiol Actions
Inhalation anesthetic. In an effect believed to be independent of anesthesia, halothane inhibits synthesis of 5-hydroxytryptamine in brain tissue, probably at the tryptophan hydroxylase step.1

REFERENCES

• Bovill JG: Inhalation anaesthesia: from diethyl ether to xenon. Handb Exp Pharmacol. 2008;(182):121-42. Pubmed