Ranelic acid
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
ChemSpider
KEGG
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)
Y Key: DJSXNILVACEBLP-UHFFFAOYSA-N
Y
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
C 12 H 10 N 2 O 8 S
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).
Chemical compound
Ranelic acid is an organic acid capable of chelating metal cations .[ 2]
It forms the ranelate ion, C12 H6 N2 O8 S4− . Strontium ranelate , the strontium salt of ranelic acid, is a drug used to treat osteoporosis and increase bone mineral density (BMD).
References
^ CID 3052774 from PubChem
^ 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.