CHEBI:25434 - bis(2-chloroethyl) sulfide

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ChEBI Name bis(2-chloroethyl) sulfide
ChEBI ID CHEBI:25434
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C4H8Cl2S
Net Charge 0
Average Mass 159.07772
Monoisotopic Mass 157.972
InChI InChI=1S/C4H8Cl2S/c5-1-3-7-4-2-6/h1-4H2
InChIKey QKSKPIVNLNLAAV-UHFFFAOYSA-N
SMILES ClCCSCCCl
Roles Classification
Biological Role(s): vesicant
Any compound that causes severe skin, eye and mucosal pain and irritation.
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.
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ChEBI Ontology
Outgoing 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 Sources
1,1'-thiobis(2-chloroethane) NIST Chemistry WebBook
1-chloro-2-[(2-chloroethyl)thio]ethane IUPAC
bis(2-chloroethyl) sulfide ChemIDplus
bis(2-chloroethyl) sulphide NIST Chemistry WebBook
bis(2-chloroethyl)sulfane IUPAC
Iprit KEGG COMPOUND
Lost NIST Chemistry WebBook
Mustard gas KEGG COMPOUND
mustard gas ChemIDplus
Senfgas NIST Chemistry WebBook
sulfur mustard ChemIDplus
Yperite NIST Chemistry WebBook
Database Links Databases
C19164 KEGG COMPOUND
Sulfur mustard Wikipedia
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Registry Numbers Types Sources
1733595 Beilstein Registry Number ChemIDplus
324535 Gmelin Registry Number Gmelin
505-60-2 CAS Registry Number NIST Chemistry WebBook
505-60-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15908294 PubMed citation Europe PMC
19559099 PubMed citation Europe PMC
23091586 PubMed citation Europe PMC
24467472 PubMed citation Europe PMC
24641121 PubMed citation Europe PMC
24791566 PubMed citation Europe PMC
24801489 PubMed citation Europe PMC
Last Modified
28 July 2014