EDDHA

EDDHA

Names
IUPAC name 2-[2-[ [2-Hydroxy-1-(2-hydroxyphenyl)-2-oxoethyl]amino]ethylamino]-2-(2-hydroxyphenyl)acetic acid
Other names Ethylenediamine-N,N'-bis(2-hydroxyphenylacetic acid
Identifiers
CAS Number	1170-02-1
3D model (Jmol)	Interactive image Interactive image
ChEMBL	ChEMBL21178
ChemSpider	13782
ECHA InfoCard	100.013.296
PubChem	14432
InChI InChI=1S/C18H20N2O6/c21-13-7-3-1-5-11(13)15(17(23)24)19-9-10-20-16(18(25)26)12-6-2-4-8-14(12)22/h1-8,15-16,19-22H,9-10H2,(H,23,24)(H,25,26) Key: PZZHMLOHNYWKIK-UHFFFAOYSA-N InChI=1/C18H20N2O6/c21-13-7-3-1-5-11(13)15(17(23)24)19-9-10-20-16(18(25)26)12-6-2-4-8-14(12)22/h1-8,15-16,19-22H,9-10H2,(H,23,24)(H,25,26) Key: PZZHMLOHNYWKIK-UHFFFAOYAQ
SMILES C1=CC=C(C(=C1)C(C(=O)O)NCCNC(C2=CC=CC=C2O)C(=O)O)O O=C(O)C(NCCNC(c1ccccc1O)C(=O)O)c2ccccc2O
Properties
Chemical formula	C18H20N2O6
Molar mass	360.3612
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

EDDHA or ethylenediamine-N,N'-bis(2-hydroxyphenylacetic acid) is an iron-chelating chemical used in bacterial siderophore studies.^[1][2]

History

The Fe-EDDHA story starts on December 11, 1953 in Berkeley, California, at a meeting sponsored by Geigy Chemical Corporation. It was at this meeting that Arthur Wallace of UCLA and Harry Kroll of Geigy met on a brain-storming session aimed at dreaming up the structure of a stable iron chelate. ^[3]

The first attempts to make fe-EDDHA commercially and agriculturally viable were made by Dr.Ramesh Patel of Agricon Chemicals,a leading plant nutritiononist and industrialist from India.He was awarded Padma Bhushan for this service to the agricultural world.In India the development, and use of EDDHA, EDTA and other such chelate fertilizers today is largely successful due to the pioneering efforts of such private players in India.

Currently Spain is the world's largest manufacturer of iron chelate EDDHA, being 4.8% ortho-ortho the most exported. ^[4]

References

1. Diarra MS, Petitclerc D, Lacasse P (2002). "Response of Staphylococcus aureus isolates from bovine mastitis to exogenous iron sources". J. Dairy Sci. 85 (9): 2141–8. doi:10.3168/jds.S0022-0302(02)74292-6. PMID 12362445.
2. Sritharan M, Asuthkar S (2004). "Iron-regulated proteins (IRPS) of leptospira biflexa serovar Patoc strain Patoc I". Indian journal of medical microbiology. 22 (2): 92–6. PMID 17642703.
3. Micronutrient Bureau 1990 vol No. 1, page 7
4. The Modern Agriculture Journal Published by the Government of India,2008