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Ranelic acid

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Ranelic acid
Structural formula of ranelic acid
Ball-and-stick model of the ranelic acid molecule
Names
IUPAC name 3-(Carboxymethyl)-5--4-cyanothiophene-2-carboxylic acid
Systematic IUPAC name 5--3-(carboxymethyl)-4-cyanothiophene-2-carboxylic acid
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • 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)Key: DJSXNILVACEBLP-UHFFFAOYSA-N
SMILES
  • 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
Chemical formula C12H10N2O8S
Molar mass 342.28 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Ranelic acid is an organic acid capable of chelating metal cations.

It forms the ranelate ion, C12H6N2O8S. Strontium ranelate, the strontium salt of ranelic acid, is a drug used to treat osteoporosis and increase bone mineral density (BMD).

References

  1. CID 3052774 from PubChem
  2. EP 415850, Wierzbicki, Michel; Bonnet, Jacqueline & Brisset, Martine et 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. 
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