Dimercaprol

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Dimercaprol
Systematic (IUPAC) name
(RS)-2,3-disulfanylpropan-1-ol
Identifiers
CAS number	59-52-9
ATC code	V03AB09
PubChem	3080
ChemSpider	2971
Chemical data
Formula	C3H8OS2
Mol. mass	124.23
SMILES	eMolecules & PubChem
Synonyms	2,3-Dimercaptopropanol
Pharmacokinetic data
Bioavailability	?
Metabolism	?
Half life	?
Excretion	?
Therapeutic considerations
Pregnancy cat.	?
Legal status
Routes	?
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Dimercaprol (INN) or British anti-Lewisite (abbreviated BAL), is a compound developed by British biochemists at Oxford University during World War II.^[1][2] It was developed secretly as an antidote for Lewisite, the now-obsolete arsenic-based chemical warfare agent.^[3] Today, it is used medically in treatment of arsenic, mercury and lead, and other toxic metal poisoning.^[4] In addition, it has in the past been used for the treatment of Wilson's disease, a genetic disorder in which the body tends to retain copper.^[5]

Biochemical function

Arsenic and some other heavy metals act by chemically reacting with adjacent sulfhydryl residues on metabolic enzymes, creating a chelate complex that inhibits the affected enzyme's activity^[6]. Dimercaprol competes with the sulfhydryl groups for binding the metal ion, which is then excreted in the urine.^{[citation needed]}

Dimercaprol is itself toxic, with a narrow therapeutic range and a tendency to concentrate arsenic in some organs. Other drawbacks include the need to administer it by painful intramuscular injection ^[7]. Serious side effects include nephrotoxicity and hypertension.

Dimercaprol has been found to form stable chelates in vivo with many other toxic metals including inorganic mercury, antimony, bismuth, cadmium, chromium, cobalt, gold, and nickel. However, it is not necessarily the treatment of choice for toxicity to these metals. Dimercaprol has been used as an adjunct in the treatment of the acute encephalopathy of lead toxicity. It is a potentially toxic drug, and its use may be accompanied by multiple side effects. Although treatment with dimercaprol will increase the excretion of cadmium, there is a concomitant increase in renal cadmium concentration, so that its use in case of cadmium toxicity is to be avoided. It does, however, remove inorganic mercury from the kidneys; but is not useful in the treatment of alkylmercury or phenyl mercury toxicity. Dimercaprol also enhances the toxicity of selenium and tellurium, so it is not to be used to remove these metals from the body.^{[citation needed]}

See also

• Chelation therapy

dimercaprol inhibits respiratory chain between cyt b and cytochrome c..see harper's biochemistry

References

• Casarett and Doull's Toxicology, the basic science of poisons [Incomplete reference?]