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CHEBI:64198 - dimercaprol

Default Structure
ChEBI IDCHEBI:64198
ChEBI Namedimercaprol
Stars
DefinitionA dithiol that is propane-1,2-dithiol in which one of the methyl hydrogens is replaced by a hydroxy group. a chelating agent originally developed during World War II as an experimental antidote against the arsenic-based poison gas Lewisite, it has been used clinically since 1949 for the treatment of poisoning by arsenic, mercury and gold. It can also be used for treatment of poisoning by antimony, bismuth and possibly thallium, and (with sodium calcium edetate) in cases of acute leaad poisoning. Administration is by (painful) intramuscular injection of a suspension of dimercaprol in peanut oil, typically every 4 hours for 2-10 days depending on the toxicity. In the past, dimercaprol was also used for the treatment of Wilson's disease, a severely debilitating genetic disorder in which the body tends to retain copper, with resultant liver and brain injury.
Last Modified8 February 2018
SubmitterGareth Owen
DownloadsMolfile
FormulaC3H8OS2
Net Charge0
Average Mass124.230
Monoisotopic Mass124.00166
SMILESOCC(S)CS
InChIInChI=1S/C3H8OS2/c4-1-3(6)2-5/h3-6H,1-2H2
InChIKeyWQABCVAJNWAXTE-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
chelator  A ligand with two or more separate binding sites that can bind to a single metallic central atom, forming a chelate.
ChEBI Ontology
Outgoing Relation(s)
dimercaprol (CHEBI:64198) has role chelator (CHEBI:38161)
dimercaprol (CHEBI:64198) is a dithiol (CHEBI:23853)
dimercaprol (CHEBI:64198) is a primary alcohol (CHEBI:15734)
Incoming Relation(s)
dithioglycerophosphocholine (CHEBI:140065) has functional parent dimercaprol (CHEBI:64198)
IUPAC Name 
2,3-disulfanylpropan-1-ol
INNs  Source
dimercaprolChemIDplus
dimercaprolumChemIDplus
Synonyms  Source
1,2-dimercapto-3-propanolChemIDplus
1,2-dithioglycerolChemIDplus
1-propanol, 2,3-dimercaptoChEMBL
2,3-dimercapto-1-propanolChemIDplus
2,3-Dimercapto-1-propanolKEGG COMPOUND
2,3,-dimercapto-1-propanolChEMBL
Brand Names  Source
Anti-lewisiteChEMBL
B.a.l.ChEMBL
Manual XrefsDatabases
3150DrugCentral
C02924KEGG COMPOUND
D00167KEGG DRUG
DB06782DrugBank
DimercaprolWikipedia
US2402665Patent
Registry NumbersSources
Reaxys:1732058Reaxys
CAS:59-52-9ChemIDplus
CAS:59-52-9KEGG COMPOUND
CAS:59-52-9NIST Chemistry WebBook
Citations