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CHEBI:25434 - bis(2-chloroethyl) sulfide

ChEBI IDCHEBI:25434
ChEBI Namebis(2-chloroethyl) sulfide
Stars
DefinitionAn ethyl sulfide that is diethyl sulfide in which a hydrogen from each of the terminal methyl groups is replaced by a chlorine. It is a powerful vesicant regulated under the Chemical Weapons Convention.
Last Modified28 July 2014
DownloadsMolfile
FormulaC4H8Cl2S
Net Charge0
Average Mass159.081
Monoisotopic Mass157.97238
SMILESClCCSCCCl
InChIInChI=1S/C4H8Cl2S/c5-1-3-7-4-2-6/h1-4H2
InChIKeyQKSKPIVNLNLAAV-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
carcinogenic agent  A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.
alkylating agent  Highly reactive chemical that introduces alkyl radicals into biologically active molecules and thereby prevents their proper functioning. It could be used as an antineoplastic agent, but it might be very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. It could also be used as a component of poison gases.
vesicant  Any compound that causes severe skin, eye and mucosal pain and irritation.
ChEBI Ontology
Outgoing Relation(s)
bis(2-chloroethyl) sulfide (CHEBI:25434) has role alkylating agent (CHEBI:22333)
bis(2-chloroethyl) sulfide (CHEBI:25434) has role carcinogenic agent (CHEBI:50903)
bis(2-chloroethyl) sulfide (CHEBI:25434) has role vesicant (CHEBI:78592)
bis(2-chloroethyl) sulfide (CHEBI:25434) is a ethyl sulfide (CHEBI:23996)
bis(2-chloroethyl) sulfide (CHEBI:25434) is a organochlorine compound (CHEBI:36683)
IUPAC Name 
1-chloro-2-[(2-chloroethyl)sulfanyl]ethane
Synonyms  Source
1,1'-thiobis(2-chloroethane)NIST Chemistry WebBook
1-chloro-2-[(2-chloroethyl)thio]ethaneIUPAC
bis(2-chloroethyl)sulfaneIUPAC
bis(2-chloroethyl) sulfideChemIDplus
bis(2-chloroethyl) sulphideNIST Chemistry WebBook
IpritKEGG COMPOUND
Manual XrefsDatabases
C19164KEGG COMPOUND
Sulfur mustardWikipedia
Registry NumbersSources
Beilstein:1733595Beilstein
Gmelin:324535Gmelin
CAS:505-60-2KEGG COMPOUND
CAS:505-60-2NIST Chemistry WebBook
CAS:505-60-2ChemIDplus
Citations