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Details

Stereochemistry RACEMIC
Molecular Formula C2HBrClF3
Molecular Weight 197.3811
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HALOTHANE

SMILES

C(C(F)(F)F)(Br)Cl

InChI

InChIKey=BCQZXOMGPXTTIC-UHFFFAOYSA-N
InChI=1S/C2HBrClF3/c3-1(4)2(5,6)7/h1H

HIDE SMILES / InChI

Molecular Formula C2HBrClF3
Molecular Weight 197.3811
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Halothane, USP is an inhalation anesthetic chemically designated 2-Bromo-2-chloro-1,1,1-trifluoroethane. Halothane, sold under the brand name Fluothane among others, is a general anesthetic. It can be used to start or maintain anesthesia. One of its benefits is that it does not increase the production of saliva which can be particularly useful in those who are difficult to intubate. Side effects include an irregular heartbeat, decreased effort to breath (respiratory depression), and liver problems. It should not be used in people with porphyria or a history of malignant hyperthermia either in themselves or their family members. It is unclear whether use during pregnancy is harmful to the baby, and it is not generally recommended for use during a cesarean section. Fluothane is no longer commercially available in the United States.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
FLUOTHANE

Approved Use

INDICATIONS. Halothane is indicated for the induction and maintenance of general anesthesia.

Launch Date

-3.72643201E11
Doses

Doses

DosePopulationAdverse events​
4 % single, respiratory (min)
Overdose
Dose: 4 %
Route: respiratory
Route: single
Dose: 4 %
Sources: Page: p.212
unhealthy, 3
n = 1
Health Status: unhealthy
Condition: anesthesia for dental disorder
Age Group: 3
Sex: F
Population Size: 1
Sources: Page: p.212
Disc. AE: Change in ECG, Blood pressure systolic decreased...
AEs leading to
discontinuation/dose reduction:
Change in ECG
Blood pressure systolic decreased
Sources: Page: p.212
AEs

AEs

AESignificanceDosePopulation
Blood pressure systolic decreased Disc. AE
4 % single, respiratory (min)
Overdose
Dose: 4 %
Route: respiratory
Route: single
Dose: 4 %
Sources: Page: p.212
unhealthy, 3
n = 1
Health Status: unhealthy
Condition: anesthesia for dental disorder
Age Group: 3
Sex: F
Population Size: 1
Sources: Page: p.212
Change in ECG Disc. AE
4 % single, respiratory (min)
Overdose
Dose: 4 %
Route: respiratory
Route: single
Dose: 4 %
Sources: Page: p.212
unhealthy, 3
n = 1
Health Status: unhealthy
Condition: anesthesia for dental disorder
Age Group: 3
Sex: F
Population Size: 1
Sources: Page: p.212
Overview

Overview

OverviewOther

Other InhibitorOther SubstrateOther Inducer




Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
yes
yes (co-administration study)
Comment: plasma concentration of chlorzoxazone (substrate) increased 2.5-fold after 3 h of halothane inhalation in rabbits
Drug as victimTox targets
PubMed

PubMed

TitleDatePubMed
Ketamine-pancuronium-narcotic technic for cardiovascular surgery in infants--a comparative study.
1975 Nov-Dec
[Experimental anti-arrhythmic effects of a new beta-adrenergic receptor blocking agent, dl-l-(tert. butylamino)-3-[(2-propinyloxy)phenoxy]2-propanol hydrochloride (dl Kö 1400-Cl)].
1976 Jul
Myocardial function and metabolism in the conscious dog and during halothane anesthesia.
1976 May
[Liver disease caused by halothane. Considerations on some clinical cases of halothane-induced jaundice].
1976 Oct
[Cytoplasmic crystals (cholesterol?) in acute and chronic liver lesions. Electron microscopic study].
1976 Oct
[Neuromyopathy induced by halothane anesthesia and muscle relaxants for status asthmaticus--report of 2 patients].
1992 Mar
The calcium-binding protein calreticulin is covalently modified in rat liver by a reactive metabolite of the inhalation anesthetic halothane.
1992 May-Jun
Endotoxin augments cerebral hyperemic response to halothane by inducing nitric oxide synthase and cyclooxygenase.
2000 Oct
Respiratory effects of halothane in a patient with refractory status asthmaticus.
2001
G protein-gated inwardly rectifying potassium channels are targets for volatile anesthetics.
2001 Aug
Mitochondrial expression and function of GAS-1 in Caenorhabditis elegans.
2001 Jun 8
Functional characterisation of human TASK-3, an acid-sensitive two-pore domain potassium channel.
2001 Mar
Halogenated diazirines as photolabel mimics of the inhaled haloalkane anesthetics.
2002 Apr 25
Calcium release from sarcoplasmic reticulum is facilitated in human myotubes derived from carriers of the ryanodine receptor type 1 mutations Ile2182Phe and Gly2375Ala.
2003 Fall
Functional characterization of malignant hyperthermia-associated RyR1 mutations in exon 44, using the human myotube model.
2004 Jul
Reproducible loss of CA1 neurons following carotid artery occlusion combined with halothane-induced hypotension.
2005 Feb 8
Halothane induces oxidative stress and NF-kappaB activation in rat liver: protective effect of propofol.
2006 Oct 3
Stimulatory effect of Eucalyptus essential oil on innate cell-mediated immune response.
2008 Apr 18
Patents

Patents

Sample Use Guides

In Vivo Use Guide
The induction dose varies from patient to patient. The maintenance dose varies from 0.5 to 1.5%. Halothane may be administered with either oxygen or a mixture of oxygen and nitrous oxide.
Route of Administration: Respiratory
Mechanically dissociated rat hippocampal CA3 neurons was used for evaluation of halothane effects on synaptic and extrasynaptic GABAA and glutamate receptor responses. All receptor mediated currents were recorded in whole-cell patch recording under the voltage clamp condition at a holding potential of 0mV for GABAergic inhibitory postsynaptic currents or -65 mV for glutamatergic excitatory postsynaptic currents (EPSCs). Halothane solution (up to 20mM) was continuously applied to the isolated neuron by Y-tube system using silicon tubing directly connected to the glass test tube and all well sealed with parafilm to avoid any evaporation and loss of anesthetic.
Substance Class Chemical
Created
by admin
on Fri Jun 25 20:52:33 UTC 2021
Edited
by admin
on Fri Jun 25 20:52:33 UTC 2021
Record UNII
UQT9G45D1P
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
HALOTHANE
EP   GREEN BOOK   HSDB   INN   MART.   MI   ORANGE BOOK   USP   USP-RS   VANDF   WHO-DD   WHO-IP  
INN  
Official Name English
HALOTHANE [HSDB]
Common Name English
HALOTHANE [WHO-IP]
Common Name English
HALOTHANE [USP MONOGRAPH]
Common Name English
HALOTHANE [EP MONOGRAPH]
Common Name English
NSC-143490
Code English
HALOTHANE [ORANGE BOOK]
Common Name English
2-BROMO-2-CHLORO-1,1,1-TRIFLUOROETHANE
Common Name English
ETHANE, 2-BROMO-2-CHLORO-1,1,1-TRIFLUORO-,(+/-)-
Common Name English
HALOTHANE [WHO-DD]
Common Name English
HALOTHANE [EP]
Common Name English
HALOTHANUM [WHO-IP LATIN]
Common Name English
HALOTHANE [INN]
Common Name English
FREON 123B1
Code English
(+/-)-2-BROMO-2-CHLORO-1,1,1-TRIFLUOROETHANE
Systematic Name English
FLUOTHANE
Brand Name English
HALOTHANE [MI]
Common Name English
HALOTHANE [VANDF]
Common Name English
HALOTHANE [GREEN BOOK]
Common Name English
HALOTHANE [MART.]
Common Name English
Classification Tree Code System Code
WHO-ATC N01AB01
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
WHO-ESSENTIAL MEDICINES LIST 1.1.1
NCI_THESAURUS C245
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
WHO-VATC QN01AB01
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
LIVERTOX 477
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
Code System Code Type Description
WIKIPEDIA
HALOTHANE
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
PRIMARY
PUBCHEM
3562
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
PRIMARY
ECHA (EC/EINECS)
205-796-5
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
PRIMARY
EPA CompTox
151-67-7
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
PRIMARY
IUPHAR
2401
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
PRIMARY
MERCK INDEX
M5907
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
PRIMARY Merck Index
NCI_THESAURUS
C47554
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
PRIMARY
HSDB
6753
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
PRIMARY
FDA UNII
UQT9G45D1P
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
PRIMARY
INN
697
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
PRIMARY
RXCUI
5095
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
PRIMARY RxNorm
MESH
D006221
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
PRIMARY
DRUG CENTRAL
1356
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
PRIMARY
LACTMED
Halothane
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
HALOTHANE
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
PRIMARY Description: A colourless, mobile, heavy liquid; odour, characteristic, resembling that of chloroform. Miscibility: Miscible with 400 parts of water; miscible with ethanol (~750 g/l) TS, ether R, and trichloroethylene R. Category: General anaesthetic. Storage: Halothane should be kept in a well-closed container, protected from light, and stored at a temperature not exceeding 25?C. Additional information: Halothane is a noninflammable liquid. Halothane contains not less than 0.08 mg/g and not more than 0.12 mg/g of thymol, as a stabilizer.
DRUG BANK
DB01159
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
PRIMARY
EVMPD
SUB08009MIG
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
PRIMARY
USP_CATALOG
1303501
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
PRIMARY USP-RS
CAS
151-67-7
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
PRIMARY
ChEMBL
CHEMBL931
Created by admin on Fri Jun 25 20:52:33 UTC 2021 , Edited by admin on Fri Jun 25 20:52:33 UTC 2021
PRIMARY
Related Record Type Details
INNOVATOR->PARENT
Related Record Type Details
METABOLITE -> PARENT
volatile metabolite
METABOLITE TOXIC -> PARENT
METABOLITE -> PARENT
volatile metabolite
METABOLITE -> PARENT
volatile metabolite
METABOLITE -> PARENT
MAJOR
URINE
Related Record Type Details
ACTIVE MOIETY