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
Modulation of the expression of superoxide dismutase gene in lung injury by 2-chloroethyl ethyl sulfide, a mustard analog.	2006	16788954
Inhibition of inducible Nitric Oxide Synthase by a mustard gas analog in murine macrophages.	2006 Nov 30	17137498
A dorsal model for cutaneous vesicant injury by 2-chloroethyl ethyl sulfide using C57BL/6 mice.	2007	17687691
Treatment of keratin intermediate filaments with sulfur mustard analogs.	2007 Aug 3	17548056
Protective effects of recombinant kunitz-domain 1 of human tissue factor pathway inhibitor-2 against 2-chloroethyl ethyl sulfide toxicity in vitro.	2007 Dec 3	18213399
Protective effects of recombinant kunitz-domain 1 of human tissue factor pathway inhibitor-2 against 2-chloroethyl ethyl sulfide toxicity in vitro.	2007 Jul 10	17846661
Base excision repair sensitizes cells to sulfur mustard and chloroethyl ethyl sulfide.	2007 Jun 1	17292678
Detection of chemical weapon agents and simulants using chemical ionization reaction time-of-flight mass spectrometry.	2007 Nov 1	17894471
Signaling molecules in sulfur mustard-induced cutaneous injury.	2007 Nov 27	18213398
Sulfur mustard toxicity following dermal exposure: role of oxidative stress, and antioxidant therapy.	2007 Oct 30	18091984
Reduction of vesicant toxicity by butylated hydroxyanisole in A-431 skin cells.	2008	18988086
Comparative evaluation of some flavonoids and tocopherol acetate against the systemic toxicity induced by sulphur mustard.	2008 Jun	20040938
The influence of N-acetyl-L-cysteine on oxidative stress and nitric oxide synthesis in stimulated macrophages treated with a mustard gas analogue.	2008 Jun 20	18570648
Ability of antioxidant liposomes to prevent acute and progressive pulmonary injury.	2008 May	18257742
Control of molecular fragmentation using shaped femtosecond pulses.	2008 May 1	18433144
Metal ion reactive thin films using spray electrostatic LbL assembly.	2008 Nov 20	18712910
Kinetics of ion-molecule reactions with 2-chloroethyl ethyl sulfide at 298 K: a search for CIMS schemes for mustard gas.	2008 Oct 16	18808101
Oxidation of a mustard gas analogue using an aldehyde/O2 system catalyzed by V-doped mesoporous silica.	2008 Oct 8	18781745
Activation of MAPK/AP-1 signaling pathway in lung injury induced by 2-chloroethyl ethyl sulfide, a mustard gas analog.	2008 Sep 26	18675330
Real-time trace detection and identification of chemical warfare agent simulants using recent advances in proton transfer reaction time-of-flight mass spectrometry.	2009 Dec	19902419
Sulfur mustard analog induces oxidative stress and activates signaling cascades in the skin of SKH-1 hairless mice.	2009 Dec 1	19761830
Desensitization of beta-adrenergic receptors in lung injury induced by 2-chloroethyl ethyl sulfide, a mustard analog.	2009 Jan-Feb	19202564
Role of MAPK/AP-1 signaling pathway in the protection of CEES-induced lung injury by antioxidant liposome.	2009 Jul 10	19464336
Inflammatory biomarkers of sulfur mustard analog 2-chloroethyl ethyl sulfide-induced skin injury in SKH-1 hairless mice.	2009 Mar	19075041
A role for mitochondrial oxidative stress in sulfur mustard analog 2-chloroethyl ethyl sulfide-induced lung cell injury and antioxidant protection.	2009 Mar	19064720
DNA damage, signalling and repair after exposure of cells to the sulphur mustard analogue 2-chloroethyl ethyl sulphide.	2009 Mar 29	19111594
Protection of half sulfur mustard gas-induced lung injury in guinea pigs by antioxidant liposomes.	2009 Mar-Apr	19367648
Electrochemical properties of gas-generated silver nanoparticles in the presence of cyano- and chloride-containing compounds.	2009 Oct	19768209
Kinetics of adsorption of 2-chloroethylethylsulphide on Al2O3 nanoparticles with and without impregnants.	2009 Sep 30	19395156
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 Dec 1	20840853
Airway obstruction due to bronchial vascular injury after sulfur mustard analog inhalation.	2010 Dec 1	20639443
Detection of vesicant-induced upper airway mucosa damage in the hamster cheek pouch model using optical coherence tomography.	2010 Jan-Feb	20210463
Molecularly imprinted polymers for ochratoxin a extraction and analysis.	2010 Jun	22069649
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 Jun 15	20382172
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 Jun 21	20469912
Selective targeting of selenocysteine in thioredoxin reductase by the half mustard 2-chloroethyl ethyl sulfide in lung epithelial cells.	2010 Jun 21	20345183
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 Mar 15	20050631
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 May 1	20138141
Direct binding of sulfur mustard and chloroethyl ethyl sulphide to human cell membrane-associated proteins; implications for sulfur mustard pathology.	2010 May 15	20004628
Antioxidant liposomes protect against CEES-induced lung injury by decreasing SAF-1/MAZ-mediated inflammation in the guinea pig lung.	2010 May-Jun	20583300
Doxycycline hydrogels as a potential therapy for ocular vesicant injury.	2010 Oct	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 Sep 1	20561902
Role of TNFR1 in lung injury and altered lung function induced by the model sulfur mustard vesicant, 2-chloroethyl ethyl sulfide.	2011 Feb 1	21070800
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 Jun 1	21457723
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 Sep 10	21722719
DNA damage responses in cells exposed to sulphur mustard.	2012 Feb 25	22119920
Induction of neuronal damage in guinea pig brain by intratracheal infusion of 2-chloroethyl ethyl sulfide, a mustard gas analog.	2012 Jan	21898719
Role of reactive nitrogen species generated via inducible nitric oxide synthase in vesicant-induced lung injury, inflammation and altered lung functioning.	2012 May 15	22446026
Tissue factor pathway inhibitor prevents airway obstruction, respiratory failure and death due to sulfur mustard analog inhalation.	2013 Oct 1	23727623
Activation of the chemosensing transient receptor potential channel A1 (TRPA1) by alkylating agents.	2015 Sep	25395009

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:15:18 GMT 2023` Edited by `admin` on `Fri Dec 15 17:15:18 GMT 2023`
Record UNII	5MN267Q6RG
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

2-ETHYLTHIOETHYL CHLORIDE

Systematic 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

NSC-10977

Code

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