Ranelic acid

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Ranelic acid
Ranelic acid.png
Ranelic acid 3D ball.png
Names
IUPAC name
3-(Carboxymethyl)-5-[N-(carboxymethyl)glycino]-4-cyanothiophene-2-carboxylic acid
Systematic IUPAC name
5-[Bis(carboxymethyl)amino]-3-(carboxymethyl)-4-cyanothiophene-2-carboxylic acid [1]
Identifiers
3D model (JSmol)
ChemSpider
KEGG
PubChem CID
UNII
  • InChI=1S/C12H10N2O8S/c13-2-6-5(1-7(15)16)10(12(21)22)23-11(6)14(3-8(17)18)4-9(19)20/h1,3-4H2,(H,15,16)(H,17,18)(H,19,20)(H,21,22) Yes check.svgY
    Key: DJSXNILVACEBLP-UHFFFAOYSA-N Yes check.svgY
  • OC(=O)CN(CC(O)=O)C1=C(C#N)C(CC(O)=O)=C(S1)C(O)=O
  • C(C1=C(SC(=C1C#N)N(CC(=O)O)CC(=O)O)C(=O)O)C(=O)O
Properties
C12H10N2O8S
Molar mass 342.28 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Ranelic acid is an organic acid capable of chelating metal cations. [2]

It forms the ranelate ion, C12H6N2O8S4−. Strontium ranelate, the strontium salt of ranelic acid, is a drug used to treat osteoporosis and increase bone mineral density (BMD).

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References

  1. CID 3052774 from PubChem
  2. EP 415850,Wierzbicki, Michel; Bonnet, Jacqueline& Brisset, Martineet al.,"Bivalent metal salts of 2-N,N-di(carboxymethyl)amino,3-cyano,4-carboxymethyl,5-carboxy-thiophene-acid, process for their preparation and pharmaceutical compositions containing them",published 1991-03-06, assigned to Adir & Co.