Dimercaprol

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Description

Dimercaprol (2,3-Dimercapto-1-propanol) is an anti-heavy metal-poisoning agent, which exhibits anti-HIV activity. Dimercaprol can be used for the study for arsenic, mercury, gold, lead, antimony, and other toxic metal poisoning[1].

CAS Number

59-52-9

Product Name Alternative

2,3-Dimercapto-1-propanol; Dithioglycerol

UNSPSC

12352100

Hazard Statement

H301, H315, H319, H335

Target

HIV

Type

Reference compound

Related Pathways

Anti-infection

Applications

Neuroscience-Neuromodulation

Field of Research

Infection

Assay Protocol

https://www.medchemexpress.com/dimercaprol.html

Purity

99.0

Solubility

DMSO : 50 mg/mL (ultrasonic) |H2O : 16.67 mg/mL (ultrasonic)

Smiles

OCC(S)CS

Molecular Formula

C3H8OS2

Molecular Weight

124.23

Precautions

H301, H315, H319, H335

References & Citations

[1]Kubota S, et al. 2,3 Dimercapto-1-propanol inhibits HIV-1 tat activity, viral production, and infectivity in vitro. AIDS Res Hum Retroviruses. 1990 Jul;6 (7) :919-27.|[2]Ran Tian, et al. Dimercaprol is an acrolein scavenger that mitigates acrolein-mediated PC-12 cells toxicity and reduces acrolein in rat following spinal cord injury. J Neurochem. 2017 Jun;141 (5) :708-720. |[3]Taciane Roza, et al. 2,3-Dimercapto-1-propanol does not alter the porphobilinogen synthase inhibition but decreases the mercury content in liver and kidney of suckling rats exposed to HgCl2. Basic Clin Pharmacol Toxicol. 2005 Apr;96 (4) :302-8.

Shipping Conditions

Room Temperature

Storage Conditions

4°C (Powder, stored under nitrogen)

Scientific Category

Reference compound1

Clinical Information

Launched

Chemical Information

Dimercaprol

Dimercaprol is a 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. It has a role as a chelator. It is a primary alcohol and a dithiol.

CAS Number	59-52-9
PubChem CID	3080
IUPAC Name	2,3-bis(sulfanyl)propan-1-ol
Molecular Formula	C3H8OS2
Molecular Weight	124.23
XLogP	0.2
Topological Polar Surface Area	22.2
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	2
Heavy Atom Count	6
Formal Charge	0
Complexity	32

SMILES

C(C(CS)S)O

InChI

InChI=1S/C3H8OS2/c4-1-3(6)2-5/h3-6H,1-2H2

InChIKey

WQABCVAJNWAXTE-UHFFFAOYSA-N

Chemical Structure

2D Structure

CAS: 59-52-9

CID: 3080

Formula: C3H8OS2

MW: 124.23

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	124.23
XLogP3	0.2
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	2
Exact Mass	124.00165722
Monoisotopic Mass	124.00165722
Topological Polar Surface Area	22.2 Å²
Heavy Atom Count	6
Formal Charge	0
Complexity	32
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Alternative Products

Catalog	Name
T0781-01	Dimercaprol

Dimercaprol

Chemical Information

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