{{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 470607262 | Name = Thiomalic acid | ImageFile = 2-thiomalic acid D-form.svg | ImageSize = 180px | ImageCaption = <small>D</small>-Thiomalic acid | PIN = 2-Sulfanylbutanedioic acid | OtherNames = 2-Mercaptosuccinic acid |Section1={{Chembox Identifiers | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C4H6O4S/c5-3(6)1-2(9)4(7)8/h2,9H,1H2,(H,5,6)(H,7,8) | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = NJRXVEJTAYWCQJ-UHFFFAOYSA-N | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 38705 | SMILES = C(C(C(=O)O)S)C(=O)O | CASNo_Ref = {{cascite|correct|CAS}} | CASNo = 70-49-5 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = 94239W5L4H | PubChem = 6268 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 6032 | EINECS = 200-736-4 }} |Section2={{Chembox Properties | C=4 | H=6 | O=4 | S=1 | MeltingPtC = 151 to 154 | Density = | pKa = | Solubility = }} |Section4={{Chembox Related | OtherAnions = Thiomalate | OtherFunction_label = | OtherFunction = | OtherCompounds = }} }} '''Thiomalic acid''' or '''mercaptosuccinic acid''' is a dicarboxylic acid containing a thiol functional group. As suggested by its name, it contains a thiol group (SH) in place of the hydroxy group (OH) in malic acid. Salts and esters are known as thiomalates.
Thiomalic acid is an intermediate in the synthesis of corrosion inhibitors, soil fumigants, active pharmaceutical ingredients, and electroplating agents.<ref>{{cite web | url = https://drugs.ncats.io/drug/94239W5L4H | title = Thiomalic acid | work = Inxight Drugs | publisher = National Center for Advancing Translational Sciences }}</ref>
The sodium and gold salt of thiomalic acid, sodium aurothiomalate, is used as a pharmaceutical drug for the treatment of rheumatoid arthritis.<ref name = mech08>{{cite journal | vauthors = Kean WF, Kean IR | title = Clinical pharmacology of gold | journal = Inflammopharmacology | volume = 16 | issue = 3 | pages = 112–25 | date = June 2008 | pmid = 18523733 | doi = 10.1007/s10787-007-0021-x | s2cid = 808858 }}</ref>
Thiomalic acid forms the backbone of the pesticide malathion.
==References== {{Reflist}}
Category:Dicarboxylic acids Category:Thiols
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