U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C2H5Cl
Molecular Weight 64.5141
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETHYL CHLORIDE

SMILES

CCCl

InChI

InChIKey=HRYZWHHZPQKTII-UHFFFAOYSA-N
InChI=1S/C2H5Cl/c1-2-3/h2H2,1H3

HIDE SMILES / InChI
Ethyl chloride is a colourless flammable gas at ordinary temperature and pressure. It has a characteristic ether-like odour and a burning taste. Ethyl chloride is used as a chemical intermediate, in solvents, aerosols, and anaesthesia. Currently, chloroethane is largely used as a blowing agent in foamed plastics. In the past, chloroethane was used in the production of tetraethyl lead, an anti-knock additive to leaded gasoline. Chloroethane has also been used in the production of ethyl cellulose and for miscellaneous applications including use as a solvent, for phosphorus, sulfur, fats, oils, resins and waxes; in insecticides; and as an ethylating agent in the manufacture of dyes and drugs, refrigerant, and topical anaesthetic and use in the manufacture of dyes, chemicals, and pharmaceuticals. Other uses of chloroethane are as a pulp vitality tester in dentistry, as a medication to alleviate pain associated with insect burns and stings, as an adjunct in the treatment of tinea lesions and creeping eruptions, and as a counterirritant for relief of myofacial and visceral pain syndromes. Chloroethane is also used as a solvent, as a refrigerant, and in the production of ethyl cellulose, dyes, medicinal drugs, and other commercial chemicals. It is also used to numb skin prior to medical procedures such as ear piercing and skin biopsy, and in sports injuries.

Approval Year

Doses

Doses

DosePopulationAdverse events​
300 mL 1 times / day multiple, respiratory
Dose: 300 mL, 1 times / day
Route: respiratory
Route: multiple
Dose: 300 mL, 1 times / day
Sources:
unknown, 28 years
n = 1
Health Status: unknown
Age Group: 28 years
Sex: F
Population Size: 1
Sources:
Disc. AE: Ataxia, Dysarthria...
AEs leading to
discontinuation/dose reduction:
Ataxia (1 patient)
Dysarthria (1 patient)
Hallucinations (1 patient)
Hepatomegaly (1 patient)
Sources:
AEs

AEs

AESignificanceDosePopulation
Ataxia 1 patient
Disc. AE
300 mL 1 times / day multiple, respiratory
Dose: 300 mL, 1 times / day
Route: respiratory
Route: multiple
Dose: 300 mL, 1 times / day
Sources:
unknown, 28 years
n = 1
Health Status: unknown
Age Group: 28 years
Sex: F
Population Size: 1
Sources:
Dysarthria 1 patient
Disc. AE
300 mL 1 times / day multiple, respiratory
Dose: 300 mL, 1 times / day
Route: respiratory
Route: multiple
Dose: 300 mL, 1 times / day
Sources:
unknown, 28 years
n = 1
Health Status: unknown
Age Group: 28 years
Sex: F
Population Size: 1
Sources:
Hallucinations 1 patient
Disc. AE
300 mL 1 times / day multiple, respiratory
Dose: 300 mL, 1 times / day
Route: respiratory
Route: multiple
Dose: 300 mL, 1 times / day
Sources:
unknown, 28 years
n = 1
Health Status: unknown
Age Group: 28 years
Sex: F
Population Size: 1
Sources:
Hepatomegaly 1 patient
Disc. AE
300 mL 1 times / day multiple, respiratory
Dose: 300 mL, 1 times / day
Route: respiratory
Route: multiple
Dose: 300 mL, 1 times / day
Sources:
unknown, 28 years
n = 1
Health Status: unknown
Age Group: 28 years
Sex: F
Population Size: 1
Sources:
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
likely
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
[Changes in the content of nucleic acids and total protein in exocrine pancreatocytes and the composition of their population in experimental acute pancreatitis in rats].
1990
Synthesis and biological activity of 1H-benzotriazole and 1H-benzimidazole analogues--inhibitors of the NTpase/helicase of HCV and of some related Flaviviridae.
2005
Cytogenetic effects of 1,1-dichloroethane in mice bone marrow cells.
2005 Apr
Detection of cold pain, cold allodynia and cold hyperalgesia in freely behaving rats.
2005 Dec 14
Modeling protic to dipolar aprotic solvent rate acceleration and leaving group effects in S(N)2 reactions: A theoretical study of the reaction of acetate ion with ethyl halides in aqueous and dimethyl sulfoxide solutions.
2005 Jan 27
Phase II trial of the O6-alkylguanine DNA alkyltransferase inhibitor O6-benzylguanine and 1,3-bis(2-chloroethyl)-1-nitrosourea in advanced melanoma.
2005 Nov 1
Radiolysis of aqueous solutions of 1,1- and 1,2-dichloroethane.
2005 Nov 17
Rate coefficient measurements of hydrated electrons and hydroxyl radicals with chlorinated ethanes in aqueous solutions.
2005 Sep 1
Effect of nitrogen mustard, a vesicant agent, on lymphocyte energy metabolism.
2006
[Increased risk of malignancies in heterozygotes in families of patients with Nijmegen breakage syndrome].
2006
Comparison of ethyl chloride spray with topical anaesthetic in children experiencing venepuncture.
2006 Apr
Crystal structures of Salinosporamide A (NPI-0052) and B (NPI-0047) in complex with the 20S proteasome reveal important consequences of beta-lactone ring opening and a mechanism for irreversible binding.
2006 Apr 19
Topical ethyl chloride fine spray. Does it have any antimicrobial activity?
2006 Dec
De novo formation of chloroethyne in soil.
2006 Jan 1
The effect of solvent on the structure of the transition state for the S(N)2 reaction between cyanide ion and ethyl chloride in DMSO and THF probed with six different kinetic isotope effects.
2006 Jun 23
Comparison of two topical treatments for dentine sensitivity.
2006 Mar
Bacterial diversity of an acidic Louisiana groundwater contaminated by dense nonaqueous-phase liquid containing chloroethanes and other solvents.
2006 Oct
Biodegradation of vinyl chloride and cis-dichloroethene by a Ralstonia sp. strain TRW-1.
2006 Oct
A novel proteasome inhibitor NPI-0052 as an anticancer therapy.
2006 Oct 23
Supercooled micro flows and application for asymmetric synthesis.
2006 Sep
Ethyl vinyl chloride vapocoolant spray fails to decrease pain associated with intravenous cannulation in children.
2006 Sep
[How I became the first anesthesiologist in Saint Pierre Hospital in Brussels in 1947].
2007
[14C]bis(2-chloroethoxy)methane: comparative absorption, distribution, metabolism and excretion in rats and mice.
2007 Apr
Management of pain in childhood.
2007 Aug
Determining the partial photoionization cross-sections of ethyl radicals.
2007 Dec 13
Kinetics and mechanism of the aminolysis of aryl ethyl chloro and chlorothio phosphates with anilines.
2007 Dec 21
DNA adduct formation in the livers of female Sprague-Dawley rats treated with toremifene or alpha-hydroxytoremifene.
2007 Feb
Salinosporamides D-J from the marine actinomycete Salinispora tropica, bromosalinosporamide, and thioester derivatives are potent inhibitors of the 20S proteasome.
2007 Feb
Enzymatic removal of carboxyl protecting groups. III. Fast removal of allyl and chloroethyl esters by Bacillus subtilis esterase (BS2).
2007 Feb 2
Reappraisal of the use of procarbazine in the treatment of lymphomas and brain tumors.
2007 Jun
Ethyl chloride as a cryoanalgesic in pediatrics for venipuncture.
2007 Jun
Selective adsorption of volatile organic compounds in micropore aluminum methylphosphonate-alpha: a combined molecular simulation-experimental approach.
2007 Jun 19
Thermography and thermoregulation of the face.
2007 Mar 15
Occurrence and potential human-health relevance of volatile organic compounds in drinking water from domestic wells in the United States.
2007 Nov
Treatment of myofascial trigger points in common shoulder disorders by physical therapy: a randomized controlled trial [ISRCTN75722066].
2007 Nov 5
Interstitial chemotherapy with biodegradable BCNU (Gliadel) wafers in the treatment of malignant gliomas.
2007 Oct
Lignocaine is a better analgesic than either ethyl chloride or nitrous oxide for peripheral intravenous cannulation.
2007 Oct
Ab initio, density functional theory, and continuum solvation model prediction of the product ratio in the S(N)2 reaction of NO2(-) with CH3CH2Cl and CH3CH2Br in DMSO solution.
2007 Oct 11
Concurrent bioremediation of perchlorate and 1,1,1-trichloroethane in an emulsified oil barrier.
2007 Oct 30
C.E.--ethyl chloride--chloroform sequence. 1907.
2007 Sep
Simultaneous bio-reduction of trichloroethene, trichloroethane, and chloroform using a hydrogen-based membrane biofilm reactor.
2008
Reductive dechlorination of 1, 2-dichloroethane using anaerobic sequencing batch reactor (ASBR).
2008
Measurement of residual solvents in a drug substance by a purge-and-trap method.
2008 Aug 5
Potential for identifying abiotic chloroalkane degradation mechanisms using carbon isotopic fractionation.
2008 Jan 1
Physiologically based pharmacokinetic modeling of chloroethane disposition in mice, rats, and women.
2008 Jul
Parallel synthesis of 2-sulphanylated bis-benzimidazoles on soluble polymer support.
2008 May-Jun
Determining the transition-state structure for different SN2 reactions using experimental nucleophile carbon and secondary alpha-deuterium kinetic isotope effects and theory.
2008 Oct 16
Sir Ivan Magill KCVO, DSc, MB, BCh, BAO, FRCS, FFARCS (Hon), FFARCSI (Hon), DA, (1888-1986).
2008 Sep
Free radical production from the interaction of 2-chloroethyl vesicants (mustard gas) with pyridine nucleotide-driven flavoprotein electron transport systems.
2009 Jan 1
Structural basis and specificity of human otubain 1-mediated deubiquitination.
2009 Mar 1

Sample Use Guides

To apply Gebauer’s Ethyl Chloride from the amber bottle, hold the bottle inverted while spraying. Open the dispenseal spring valve completely allowing the Ethyl Chloride to flow from the bottle. To apply Gebauer’s Ethyl Chloride from the aerosol can, hold can upright over the treatment area and depress the valve completely allowing Gebauer’s Ethyl Chloride to spray from the can.
Route of Administration: Topical
Name Type Language
ETHYL CHLORIDE
HSDB   MART.   MI   USP   VANDF   WHO-DD  
Systematic Name English
ETHYL CHLORIDE [WHO-DD]
Common Name English
GEBAUER'S ETHYL CHLORIDE
Brand Name English
ETHANE, CHLORO-
Systematic Name English
CHLOROETHANE
Systematic Name English
ETHYL CHLORIDE [MART.]
Common Name English
ETHYL CHLORIDE [USP]
Common Name English
ETHYL CHLORIDE [VANDF]
Common Name English
CHLOROETHANE [IARC]
Common Name English
ETHYL CHLORIDE [MI]
Common Name English
ETHYL CHLORIDE [HSDB]
Common Name English
Classification Tree Code System Code
WHO-ATC N01BX01
Created by admin on Sat Jun 26 11:40:04 UTC 2021 , Edited by admin on Sat Jun 26 11:40:04 UTC 2021
NCI_THESAURUS C241
Created by admin on Sat Jun 26 11:40:04 UTC 2021 , Edited by admin on Sat Jun 26 11:40:04 UTC 2021
WHO-VATC QN01BX01
Created by admin on Sat Jun 26 11:40:04 UTC 2021 , Edited by admin on Sat Jun 26 11:40:04 UTC 2021
IARC Chloroethane
Code System Code Type Description
ECHA (EC/EINECS)
200-830-5
Created by admin on Sat Jun 26 11:40:04 UTC 2021 , Edited by admin on Sat Jun 26 11:40:04 UTC 2021
PRIMARY
PUBCHEM
6337
Created by admin on Sat Jun 26 11:40:04 UTC 2021 , Edited by admin on Sat Jun 26 11:40:04 UTC 2021
PRIMARY
CAS
75-00-3
Created by admin on Sat Jun 26 11:40:04 UTC 2021 , Edited by admin on Sat Jun 26 11:40:04 UTC 2021
PRIMARY
FDA UNII
46U771ERWK
Created by admin on Sat Jun 26 11:40:04 UTC 2021 , Edited by admin on Sat Jun 26 11:40:04 UTC 2021
PRIMARY
ChEMBL
CHEMBL46058
Created by admin on Sat Jun 26 11:40:04 UTC 2021 , Edited by admin on Sat Jun 26 11:40:04 UTC 2021
PRIMARY
WIKIPEDIA
CHLOROETHANE
Created by admin on Sat Jun 26 11:40:04 UTC 2021 , Edited by admin on Sat Jun 26 11:40:04 UTC 2021
PRIMARY
RXCUI
4141
Created by admin on Sat Jun 26 11:40:04 UTC 2021 , Edited by admin on Sat Jun 26 11:40:04 UTC 2021
PRIMARY RxNorm
DRUG CENTRAL
3196
Created by admin on Sat Jun 26 11:40:04 UTC 2021 , Edited by admin on Sat Jun 26 11:40:04 UTC 2021
PRIMARY
DRUG BANK
DB13259
Created by admin on Sat Jun 26 11:40:04 UTC 2021 , Edited by admin on Sat Jun 26 11:40:04 UTC 2021
PRIMARY
MERCK INDEX
M5107
Created by admin on Sat Jun 26 11:40:04 UTC 2021 , Edited by admin on Sat Jun 26 11:40:04 UTC 2021
PRIMARY Merck Index
HSDB
533
Created by admin on Sat Jun 26 11:40:04 UTC 2021 , Edited by admin on Sat Jun 26 11:40:04 UTC 2021
PRIMARY
MESH
D005018
Created by admin on Sat Jun 26 11:40:04 UTC 2021 , Edited by admin on Sat Jun 26 11:40:04 UTC 2021
PRIMARY
EVMPD
SUB13740MIG
Created by admin on Sat Jun 26 11:40:04 UTC 2021 , Edited by admin on Sat Jun 26 11:40:04 UTC 2021
PRIMARY
NCI_THESAURUS
C75067
Created by admin on Sat Jun 26 11:40:04 UTC 2021 , Edited by admin on Sat Jun 26 11:40:04 UTC 2021
PRIMARY
EPA CompTox
75-00-3
Created by admin on Sat Jun 26 11:40:04 UTC 2021 , Edited by admin on Sat Jun 26 11:40:04 UTC 2021
PRIMARY