AM-679 (FLAP inhibitor)

AM-679 (FLAP inhibitor)
Identifiers
	IUPAC name 3-(5-[(S)-1-acetyl-2,3-dihydro-1H-indol-2-ylmethoxy]-3-t-butylsulfanyl-1-[4-(5-methoxypyrimidin-2-yl)benzyl]-1H-indol-2-yl)-2,2-dimethylpropionic acid;
CAS Number	1206880-66-1;
PubChem CID	44627267;
ChemSpider	25991470 ;
UNII	65KJ8P7M9D;
Chemical and physical data
Formula	C40H44N4O5S
Molar mass	692.88 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES n5cc(OC)cnc5-c6ccc(cc6)Cn(c1CC(C)(C)C(=O)O)c4ccc(cc4c1SC(C)(C)C)OCC3Cc2ccccc2N3C(=O)C;
	InChI InChI=1S/C39H42N4O5S/c1-24(44)43-28(18-27-10-8-9-11-32(27)43)23-48-29-16-17-33-31(19-29)34(49-38(2,3)4)35(39(5,6)37(45)46)42(33)22-25-12-14-26(15-13-25)36-40-20-30(47-7)21-41-36/h8-17,19-21,28H,18,22-23H2,1-7H3,(H,45,46)/t28-/m0/s1 ; Key:XTSOSRWDZSKOSB-NDEPHWFRSA-N ;
	(verify)

AM-679 is a drug which acts as a selective inhibitor of 5-Lipoxygenase-activating protein (FLAP). This protein is involved in the production of cysteinyl leukotrienes which are involved in inflammation, and AM-679 has anti-inflammatory effects in animal studies.^[1]^[2]

References

^ Stock N, Baccei C, Bain G, Broadhead A, Chapman C, Darlington J, et al. (January 2010). "5-Lipoxygenase-activating protein inhibitors. Part 2: 3-{5-((S)-1-Acetyl-2,3-dihydro-1H-indol-2-ylmethoxy)-3-tert-butylsulfanyl-1-[4-(5-methoxy-pyrimidin-2-yl)-benzyl]-1H-indol-2-yl}-2,2-dimethyl-propionic acid (AM679)--a potent FLAP inhibitor". Bioorganic & Medicinal Chemistry Letters. 20 (1): 213–217. doi:10.1016/j.bmcl.2009.10.131. PMID 19914828.
^ Musiyenko A, Correa L, Stock N, Hutchinson JH, Lorrain DS, Bain G, et al. (November 2009). "A novel 5-lipoxygenase-activating protein inhibitor, AM679, reduces inflammation in the respiratory syncytial virus-infected mouse eye". Clinical and Vaccine Immunology. 16 (11): 1654–1659. doi:10.1128/CVI.00220-09. PMC 2772391. PMID 19759251.