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Details

Stereochemistry RACEMIC
Molecular Formula C3H7O3S3.Na
Molecular Weight 210.271
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SODIUM 2,3-DIMERCAPTO-1-PROPANESULFONATE

SMILES

[Na+].[O-]S(=O)(=O)CC(S)CS

InChI

InChIKey=FGGPAWQCCGEWTJ-UHFFFAOYSA-M
InChI=1S/C3H8O3S3.Na/c4-9(5,6)2-3(8)1-7;/h3,7-8H,1-2H2,(H,4,5,6);/q;+1/p-1

HIDE SMILES / InChI
Unithiol was developed in the Soviet Union in the late 1950s. It only became more widely used in America and Western Europe since the mid-1970s, and particularly since the late 1970s when the Heyl Company in Germany began production. It remained the mainstay of chelation treatment of arsenic and mercury intoxication for more than half a century. Unithiol has been used in the management of acute and chronic poisoning with a number of different metals and metalloids, and is particularly useful for arsenic, bismuth and mercury. Unithiol can be given parenterally or orally depending on the clinical situation and severity of poisoning. Its action mechanism is close that of complexones. Active sulfhydryl groups enter into reactions with thiol poisons present in blood and tissues, form not toxic complex with them eliminated with urine. The poisons fixation results in the body enzyme systems changed under the poisons effect functions restoration. It is efficient as an antidote in case of intoxications by arsenic and heavy metals salts.

CNS Activity

Curator's Comment: DMPS can cross the blood–brain barrier of mice, but not that of humans, limiting its use to extracting heavy metals from parts of the body other than the central nervous system.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
DIMAVAL

Approved Use

Dimaval is used for cases of acute mercury poisoning (metallic, vapour, inorganic or organic compounds), if application by mouth or treatment by means of a gastric aspiration tube are not possible.
PubMed

PubMed

TitleDatePubMed
Inhibition of NF-kappa B activation by arsenite through reaction with a critical cysteine in the activation loop of Ikappa B kinase.
2000 Nov 17
Arsenic induced blood and brain oxidative stress and its response to some thiol chelators in rats.
2005 Sep 16
Effects of 2,3-dimercapto-1-propanesulfonic acid (DMPS) on methylmercury-induced locomotor deficits and cerebellar toxicity in mice.
2007 Oct 8
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: can also be used orally https://www.ncbi.nlm.nih.gov/pubmed/12711426
For managing acute and chronic intoxications by arsenic and mercury compounds utnithiol is injected intramuscular or subcutaneous (5 – 10 ml of 5% solution). The treatment should be started as early as possible. In case of intoxications by arsenic compounds injections are every 6 – 8 hours the first day, 2 – 3 injections every 8 – 12 hours the second day, 1 – 2 injections the subsequent days. Children are made intramuscular injections in the doses 1 ml of 5% solution for each 10 kg of the body mass every 6 hours the first day; then 1 – 3 injections a day. In case of intoxications by mercury salts the preparation is injected for not less than 6 days. In case of intoxications by cardiac glicosides it is injected intramuscular or subcutaneous in the dose 5 or 10 ml of the unithiol 5% solution during the first 2 days. Injections are made 3 – 4 times a day. Then it is injected 1 – 2 times a day until the cardiotoxic action stops. In case of hepatocerebral degeneration 5 – 10 ml of the unithiol solution is prescribed for daily or in a day intramuscular injections, the course being 25 – 30 injections with an interval between the courses – 3 – 4 months. In case of diabetic polyneuropathy 5 ml of 5% solution is injected for 10 days. In case of chronic alcoholism the preparation is introduced intramuscular in dose 3 – 5 ml of 5% solution 2 – 3 times a week. For arresting the alcoholic delirium attacks 4 – 5ml of 5% solution is injected intramuscular. 1 ml of the preparation contains 50 mg of unithiol.
Route of Administration: Other
When HepG2 cells were co-treated with As3+ (25 uM) and DMPS (Unithiol) (0.02, 0.2, 1.0, or 2.0 mM), cellular arsenic was decreased with the increasing of DMPS concentration from 0.02 mM to 2.0 mM. DMPS at high concentration (>1.0 mM) dramatically decreased the accumulation of arsenic in HepG2 cells. The cellular arsenic was decreased from 5.72% to 0.13% when the cells were treated with 2.0 mM DMPS.
Name Type Language
SODIUM 2,3-DIMERCAPTO-1-PROPANESULFONATE
Systematic Name English
UNITHIOL
MART.   WHO-DD  
Preferred Name English
SODIUM DIMERCAPTOPROPANESULPHONATE
Systematic Name English
SODIUM DIMERCAPTOPROPANESULFONATE
Systematic Name English
2,3-DIMERCAPTOPROPANE-1-SULPHONATE SODIUM
Systematic Name English
SODIUM 2,3-DIMERCAPTO-SULFONATE
Common Name English
DMPS (SODIUM SALT)
Common Name English
2,3-DIMERCAPTOPROPANE-1-SULFONATE SODIUM
Systematic Name English
SODIUM 2,3-DIMERCAPTOPROPANE-1-SULFONATE
Systematic Name English
UNITHIOL [MART.]
Common Name English
1-PROPANESULFONIC ACID, 2,3-DIMERCAPTO-, SODIUM SALT (1:1)
Common Name English
2,3-DIMERCAPTO-1-PROPANESULFONIC ACID SODIUM SALT [MI]
Common Name English
DIMERCAPTOPROPANE SULFONIC ACID SODIUM SALT
Common Name English
Unithiol [WHO-DD]
Common Name English
SODIUM DIMERCAPTOPROPANE SULFONATE
Systematic Name English
SODIUM DIMERCAPTOPROPANE SULPHONATE
Systematic Name English
2,3-DIMERCAPTO-1-PROPANESULFONIC ACID SODIUM SALT
MI  
Common Name English
UNITIOL
Common Name English
SODIUM 2,3-DIMERCAPTOPROPANESULFONATE
Systematic Name English
SODIUM 2,3-DIMERCAPTOPROPANESULPHONATE
Systematic Name English
DIMAVAL
Brand Name English
SODIUM 2,3-DIMERCAPTO-1-PROPANESULPHONATE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C360
Created by admin on Fri Dec 15 15:24:16 GMT 2023 , Edited by admin on Fri Dec 15 15:24:16 GMT 2023
Code System Code Type Description
PUBCHEM
2724039
Created by admin on Fri Dec 15 15:24:16 GMT 2023 , Edited by admin on Fri Dec 15 15:24:16 GMT 2023
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WIKIPEDIA
Unithiol
Created by admin on Fri Dec 15 15:24:16 GMT 2023 , Edited by admin on Fri Dec 15 15:24:16 GMT 2023
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NCI_THESAURUS
C87691
Created by admin on Fri Dec 15 15:24:16 GMT 2023 , Edited by admin on Fri Dec 15 15:24:16 GMT 2023
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SMS_ID
100000077333
Created by admin on Fri Dec 15 15:24:16 GMT 2023 , Edited by admin on Fri Dec 15 15:24:16 GMT 2023
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RXCUI
10991
Created by admin on Fri Dec 15 15:24:16 GMT 2023 , Edited by admin on Fri Dec 15 15:24:16 GMT 2023
PRIMARY RxNorm
FDA UNII
690VN2L7TK
Created by admin on Fri Dec 15 15:24:16 GMT 2023 , Edited by admin on Fri Dec 15 15:24:16 GMT 2023
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DRUG CENTRAL
2792
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EVMPD
SUB15657MIG
Created by admin on Fri Dec 15 15:24:16 GMT 2023 , Edited by admin on Fri Dec 15 15:24:16 GMT 2023
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CAS
4076-02-2
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MESH
D014494
Created by admin on Fri Dec 15 15:24:16 GMT 2023 , Edited by admin on Fri Dec 15 15:24:16 GMT 2023
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MERCK INDEX
m4502
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PRIMARY Merck Index
DAILYMED
690VN2L7TK
Created by admin on Fri Dec 15 15:24:16 GMT 2023 , Edited by admin on Fri Dec 15 15:24:16 GMT 2023
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ECHA (EC/EINECS)
223-796-3
Created by admin on Fri Dec 15 15:24:16 GMT 2023 , Edited by admin on Fri Dec 15 15:24:16 GMT 2023
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