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Thiomalic acid

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

D-Thiomalic acid
Names
Preferred IUPAC name
2-Sulfanylbutanedioic acid
Other names
2-Mercaptosuccinic acid
Identifiers
  • 70-49-5 Y
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:38705 Y
ChemSpider
  • 6032 Y
ECHA InfoCard 100.000.670
EC Number
  • 200-736-4
  • 6268
UNII
  • 94239W5L4H Y
  • DTXSID20861615
  • InChI=1S/C4H6O4S/c5-3(6)1-2(9)4(7)8/h2,9H,1H2,(H,5,6)(H,7,8) Y
    Key: NJRXVEJTAYWCQJ-UHFFFAOYSA-N Y
  • C(C(C(=O)O)S)C(=O)O
Properties
C4H6O4S
Molar mass 150.15 g·mol−1
Melting point 151 to 154 °C (304 to 309 °F; 424 to 427 K)
Related compounds
Other anions
Thiomalate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)

Thiomalic acid is an intermediate in the synthesis of corrosion inhibitors, soil fumigants, active pharmaceutical ingredients, and electroplating agents.[1]

The sodium and gold salt of thiomalic acid, sodium aurothiomalate, is used as a pharmaceutical drug for the treatment of rheumatoid arthritis.[2]

Thiomalic acid forms the backbone of the pesticide malathion.

References Edit

  1. ^ "Thiomalic acid". Inxight Drugs. National Center for Advancing Translational Sciences.
  2. ^ Kean WF, Kean IR (June 2008). "Clinical pharmacology of gold". Inflammopharmacology. 16 (3): 112–25. doi:10.1007/s10787-007-0021-x. PMID 18523733. S2CID 808858.


thiomalic, acid, mercaptosuccinic, acid, dicarboxylic, acid, containing, thiol, functional, group, suggested, name, contains, thiol, group, place, hydroxy, group, malic, acid, salts, esters, known, thiomalates, namespreferred, iupac, name, sulfanylbutanedioic,. 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 D Thiomalic acidNamesPreferred IUPAC name 2 Sulfanylbutanedioic acidOther names 2 Mercaptosuccinic acidIdentifiersCAS Number 70 49 5 Y3D model JSmol Interactive imageChEBI CHEBI 38705 YChemSpider 6032 YECHA InfoCard 100 000 670EC Number 200 736 4PubChem CID 6268UNII 94239W5L4H YCompTox Dashboard EPA DTXSID20861615InChI InChI 1S C4H6O4S c5 3 6 1 2 9 4 7 8 h2 9H 1H2 H 5 6 H 7 8 YKey NJRXVEJTAYWCQJ UHFFFAOYSA N YSMILES C C C O O S C O OPropertiesChemical formula C 4H 6O 4SMolar mass 150 15 g mol 1Melting point 151 to 154 C 304 to 309 F 424 to 427 K Related compoundsOther anions ThiomalateExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox references Thiomalic acid is an intermediate in the synthesis of corrosion inhibitors soil fumigants active pharmaceutical ingredients and electroplating agents 1 The sodium and gold salt of thiomalic acid sodium aurothiomalate is used as a pharmaceutical drug for the treatment of rheumatoid arthritis 2 Thiomalic acid forms the backbone of the pesticide malathion References Edit Thiomalic acid Inxight Drugs National Center for Advancing Translational Sciences Kean WF Kean IR June 2008 Clinical pharmacology of gold Inflammopharmacology 16 3 112 25 doi 10 1007 s10787 007 0021 x PMID 18523733 S2CID 808858 nbsp This article about an organic compound is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Thiomalic acid amp oldid 1177478529, wikipedia, wiki, book, books, library,

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