2-ETHYLTHIOETHYL CHLORIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H9ClS
Molecular Weight	124.632
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCSCCCl

InChI

InChIKey=GBNVXYXIRHSYEG-UHFFFAOYSA-N

InChI=1S/C4H9ClS/c1-2-6-4-3-5/h2-4H2,1H3

HIDE SMILES / InChI

Molecular Formula	C4H9ClS
Molecular Weight	124.632
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Activation of the chemosensing transient receptor potential channel A1 (TRPA1) by alkylating agents.	2015-09	25395009
Tissue factor pathway inhibitor prevents airway obstruction, respiratory failure and death due to sulfur mustard analog inhalation.	2013-10-01	23727623
Role of reactive nitrogen species generated via inducible nitric oxide synthase in vesicant-induced lung injury, inflammation and altered lung functioning.	2012-05-15	22446026
DNA damage responses in cells exposed to sulphur mustard.	2012-02-25	22119920
Induction of neuronal damage in guinea pig brain by intratracheal infusion of 2-chloroethyl ethyl sulfide, a mustard gas analog.	2012-01	21898719
Sulfur mustard analog, 2-chloroethyl ethyl sulfide-induced skin injury involves DNA damage and induction of inflammatory mediators, in part via oxidative stress, in SKH-1 hairless mouse skin.	2011-09-10	21722719
Regulation of Hsp27 and Hsp70 expression in human and mouse skin construct models by caveolae following exposure to the model sulfur mustard vesicant, 2-chloroethyl ethyl sulfide.	2011-06-01	21457723
Role of TNFR1 in lung injury and altered lung function induced by the model sulfur mustard vesicant, 2-chloroethyl ethyl sulfide.	2011-02-01	21070800
Expression of proliferative and inflammatory markers in a full-thickness human skin equivalent following exposure to the model sulfur mustard vesicant, 2-chloroethyl ethyl sulfide.	2010-12-01	20840853
Airway obstruction due to bronchial vascular injury after sulfur mustard analog inhalation.	2010-12-01	20639443
Doxycycline hydrogels as a potential therapy for ocular vesicant injury.	2010-10	20925577
Inhibition of NADPH cytochrome P450 reductase by the model sulfur mustard vesicant 2-chloroethyl ethyl sulfide is associated with increased production of reactive oxygen species.	2010-09-01	20561902
Antioxidant liposomes protect against CEES-induced lung injury by decreasing SAF-1/MAZ-mediated inflammation in the guinea pig lung.	2010-06-29	20583300
Biological and molecular mechanisms of sulfur mustard analogue-induced toxicity in JB6 and HaCaT cells: possible role of ataxia telangiectasia-mutated/ataxia telangiectasia-Rad3-related cell cycle checkpoint pathway.	2010-06-21	20469912
Selective targeting of selenocysteine in thioredoxin reductase by the half mustard 2-chloroethyl ethyl sulfide in lung epithelial cells.	2010-06-21	20345183
Role of MAP kinases in regulating expression of antioxidants and inflammatory mediators in mouse keratinocytes following exposure to the half mustard, 2-chloroethyl ethyl sulfide.	2010-06-15	20382172
Molecularly imprinted polymers for ochratoxin a extraction and analysis.	2010-06	22069649
Direct binding of sulfur mustard and chloroethyl ethyl sulphide to human cell membrane-associated proteins; implications for sulfur mustard pathology.	2010-05-15	20004628
Treatment with the catalytic metalloporphyrin AEOL 10150 reduces inflammation and oxidative stress due to inhalation of the sulfur mustard analog 2-chloroethyl ethyl sulfide.	2010-05-01	20138141
2,6-Dithiopurine blocks toxicity and mutagenesis in human skin cells exposed to sulfur mustard analogues, 2-chloroethyl ethyl sulfide and 2-chloroethyl methyl sulfide.	2010-03-15	20050631
Detection of vesicant-induced upper airway mucosa damage in the hamster cheek pouch model using optical coherence tomography.	2010-03-10	20210463
Sulfur mustard analog induces oxidative stress and activates signaling cascades in the skin of SKH-1 hairless mice.	2009-12-01	19761830
Real-time trace detection and identification of chemical warfare agent simulants using recent advances in proton transfer reaction time-of-flight mass spectrometry.	2009-12	19902419
Electrochemical properties of gas-generated silver nanoparticles in the presence of cyano- and chloride-containing compounds.	2009-10	19768209
Kinetics of adsorption of 2-chloroethylethylsulphide on Al2O3 nanoparticles with and without impregnants.	2009-09-30	19395156
Role of MAPK/AP-1 signaling pathway in the protection of CEES-induced lung injury by antioxidant liposome.	2009-07-10	19464336
Protection of half sulfur mustard gas-induced lung injury in guinea pigs by antioxidant liposomes.	2009-04-16	19367648
DNA damage, signalling and repair after exposure of cells to the sulphur mustard analogue 2-chloroethyl ethyl sulphide.	2009-03-29	19111594
Inflammatory biomarkers of sulfur mustard analog 2-chloroethyl ethyl sulfide-induced skin injury in SKH-1 hairless mice.	2009-03	19075041
A role for mitochondrial oxidative stress in sulfur mustard analog 2-chloroethyl ethyl sulfide-induced lung cell injury and antioxidant protection.	2009-03	19064720
Desensitization of beta-adrenergic receptors in lung injury induced by 2-chloroethyl ethyl sulfide, a mustard analog.	2009-02-10	19202564
Metal ion reactive thin films using spray electrostatic LbL assembly.	2008-11-20	18712910
Kinetics of ion-molecule reactions with 2-chloroethyl ethyl sulfide at 298 K: a search for CIMS schemes for mustard gas.	2008-10-16	18808101
Oxidation of a mustard gas analogue using an aldehyde/O2 system catalyzed by V-doped mesoporous silica.	2008-10-08	18781745
Activation of MAPK/AP-1 signaling pathway in lung injury induced by 2-chloroethyl ethyl sulfide, a mustard gas analog.	2008-09-26	18675330
The influence of N-acetyl-L-cysteine on oxidative stress and nitric oxide synthesis in stimulated macrophages treated with a mustard gas analogue.	2008-06-20	18570648
Comparative evaluation of some flavonoids and tocopherol acetate against the systemic toxicity induced by sulphur mustard.	2008-06	20040938
Control of molecular fragmentation using shaped femtosecond pulses.	2008-05-01	18433144
Ability of antioxidant liposomes to prevent acute and progressive pulmonary injury.	2008-05	18257742
Reduction of vesicant toxicity by butylated hydroxyanisole in A-431 skin cells.	2008	18988086
Protective effects of recombinant kunitz-domain 1 of human tissue factor pathway inhibitor-2 against 2-chloroethyl ethyl sulfide toxicity in vitro.	2007-12-03	18213399
Signaling molecules in sulfur mustard-induced cutaneous injury.	2007-11-27	18213398
Detection of chemical weapon agents and simulants using chemical ionization reaction time-of-flight mass spectrometry.	2007-11-01	17894471
Sulfur mustard toxicity following dermal exposure: role of oxidative stress, and antioxidant therapy.	2007-10-30	18091984
Treatment of keratin intermediate filaments with sulfur mustard analogs.	2007-08-03	17548056
Protective effects of recombinant kunitz-domain 1 of human tissue factor pathway inhibitor-2 against 2-chloroethyl ethyl sulfide toxicity in vitro.	2007-07-10	17846661
Base excision repair sensitizes cells to sulfur mustard and chloroethyl ethyl sulfide.	2007-06-01	17292678
A dorsal model for cutaneous vesicant injury by 2-chloroethyl ethyl sulfide using C57BL/6 mice.	2007	17687691
Inhibition of inducible Nitric Oxide Synthase by a mustard gas analog in murine macrophages.	2006-11-30	17137498
Modulation of the expression of superoxide dismutase gene in lung injury by 2-chloroethyl ethyl sulfide, a mustard analog.	2006	16788954

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:42:57 GMT 2025` Edited by `admin` on `Mon Mar 31 18:42:57 GMT 2025`
Record UNII	5MN267Q6RG
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

2-ETHYLTHIOETHYL CHLORIDE

Systematic Name

English

NSC-10977

Preferred Name

English

ETHYL 2-CHLOROETHYL SULFIDE

Systematic Name

English

CHLOROETHYL(ETHYL)SULFIDE, 2-

Systematic Name

English

2-CHLOROETHYL ETHYL SULFIDE [HSDB]

Common Name

English

ETHANE, 1-CHLORO-2-(ETHYLTHIO)-

Systematic Name

English

SULFIDE, 2-CHLOROETHYL ETHYL

Systematic Name

English

HALF-SULFUR MUSTARD

Common Name

English

1-CHLORO-2-(ETHYLSULFANYL)ETHANE

Systematic Name

English

2-(ETHYLTHIO)CHLOROETHANE

Systematic Name

English

CHLOROETHYL(ETHYL)SULPHIDE, 2-

Systematic Name

English

Code System Code Type Description

PUBCHEM

12733