Lodoxamide

Lodoxamide is an antiallergic pharmaceutical drug. It is marketed under the tradename Alomide in the UK. Like cromoglicic acid it acts as a mast cell stabilizer.[1] In 2014 lodoxamide and bufrolin were found to be potent agonists at the G protein-coupled receptor 35, an orphan receptor believed to play a role in inflammatory processes, pain and the development of stomach cancer.[2]

Lodoxamide

Names
IUPAC name 2-[2-Chloro-5-cyano-3-(oxaloamino)anilino]-2-oxoacetic acid
Identifiers
CAS Number	53882-12-5
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1201266
ChemSpider	40543
PubChem CID	44564
UNII	SPU695OD73
CompTox Dashboard (EPA)	DTXSID9057767
InChI InChI=1S/C11H6ClN3O6/c12-7-5(14-8(16)10(18)19)1-4(3-13)2-6(7)15-9(17)11(20)21/h1-2H,(H,14,16)(H,15,17)(H,18,19)(H,20,21) Key: RVGLGHVJXCETIO-UHFFFAOYSA-N InChI=1/C11H6ClN3O6/c12-7-5(14-8(16)10(18)19)1-4(3-13)2-6(7)15-9(17)11(20)21/h1-2H,(H,14,16)(H,15,17)(H,18,19)(H,20,21) Key: RVGLGHVJXCETIO-UHFFFAOYAZ
SMILES C1=C(C=C(C(=C1NC(=O)C(=O)O)Cl)NC(=O)C(=O)O)C#N
Properties
Chemical formula	C11H6ClN3O6
Molar mass	311.63 g·mol^−1
Pharmacology
ATC code	S01GX05 (WHO)
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

See also

• Nedocromil
• Zaprinast
• Amlexanox
• Pemirolast
• Pamoic acid
• Kynurenic acid
• CXCL17

References

1. Avunduk, A. M.; Avunduk, M. C.; Kapicioglu, Z.; Akyol, N.; Tavli, L. (2000). "Mechanisms and comparison of anti-allergic efficacy of topical lodoxamide and cromolyn sodium treatment in vernal keratoconjunctivitis". Ophthalmology. 107 (7): 1333–1337. doi:10.1016/S0161-6420(00)00089-0. PMID 10890862.
2. MacKenzie, AE; Caltabiano, G; Kent, TC; Jenkins, L; McCallum, JE; Hudson, BD; Nicklin, SA; Fawcett, L; Markwick, R; Charlton, SJ; Milligan, G (2014). "The antiallergic mast cell stabilizers lodoxamide and bufrolin as the first high and equipotent agonists of human and rat GPR35". Molecular Pharmacology. 85 (1): 91–104. doi:10.1124/mol.113.089482. ISSN 0026-895X. PMC 3868900. PMID 24113750.