Foretinib

Foretinib
Names
	Preferred IUPAC name N1-[3-Fluoro-4-({6-methoxy-7-[3-(morpholin-4-yl)propoxy]quinolin-4-yl}oxy)phenyl]-N′1-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide
	Other names XL880; EXEL-2880; GSK1363089; GSK089
Identifiers
CAS Number	849217-64-7 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:91418;
ChEMBL	ChEMBL1908393;
ChemSpider	24608641;
DrugBank	DB12307;
ECHA InfoCard	100.158.129
KEGG	D09618;
PubChem CID	42642645;
UNII	81FH7VK1C4;
CompTox Dashboard (EPA)	DTXSID20918193 ;
	InChI Key: CXQHYVUVSFXTMY-UHFFFAOYSA-N; InChI=1S/C34H34F2N4O6/c1-43-30-20-25-27(21-31(30)45-16-2-13-40-14-17-44-18-15-40)37-12-9-28(25)46-29-8-7-24(19-26(29)36)39-33(42)34(10-11-34)32(41)38-23-5-3-22(35)4-6-23/h3-9,12,19-21H,2,10-11,13-18H2,1H3,(H,38,41)(H,39,42);
	SMILES COc1cc2c(ccnc2cc1OCCCN3CCOCC3)Oc4ccc(cc4F)NC(=O)C5(CC5)C(=O)Nc6ccc(cc6)F;
Properties
Chemical formula	C34H34F2N4O6
Molar mass	632.665 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Foretinib is an experimental drug candidate for the treatment of cancer.^[1] It was discovered by Exelixis and is under development by GlaxoSmithKline.^[2] About 10 Phase II clinical trials have been run.^[3] As of October 2015^[update] it appears development has been discontinued.^[4]

Foretinib is an inhibitor of the kinase enzymes c-Met and vascular endothelial growth factor receptor 2 (VEGFR-2).^[5]

References

^ Hedgethorne, K.; Huang, P.H. (2010). "Foretinib. c-Met and VEGFR-2 inhibitor, Oncolytic". Drugs of the Future. 35 (11): 893–901. doi:10.1358/dof.2010.35.11.1529012.
^ "XL880 (GSK1363089)". Exelixis, Inc.
^ "Foretinib". clinicaltrials.gov.
^ "Foretinib - AdisInsight". adisinsight.springer.com. Retrieved 16 April 2018.
^ Qian, F; Engst, S; Yamaguchi, K; Yu, P; Won, KA; Mock, L; Lou, T; Tan, J; et al. (2009). "Inhibition of tumor cell growth, invasion, and metastasis by EXEL-2880 (XL880, GSK1363089), a novel inhibitor of HGF and VEGF receptor tyrosine kinases". Cancer Research. 69 (20): 8009–16. doi:10.1158/0008-5472.CAN-08-4889. PMID 19808973.

[1] Hedgethorne, K.; Huang, P.H. (2010). "Foretinib. c-Met and VEGFR-2 inhibitor, Oncolytic". Drugs of the Future. 35 (11): 893–901. doi:10.1358/dof.2010.35.11.1529012.

[PL-2] "XL880 (GSK1363089)". Exelixis, Inc.

[CTF-3] "Foretinib". clinicaltrials.gov.

[4] "Foretinib - AdisInsight". adisinsight.springer.com. Retrieved 16 April 2018.

[Qian2009-5] Qian, F; Engst, S; Yamaguchi, K; Yu, P; Won, KA; Mock, L; Lou, T; Tan, J; et al. (2009). "Inhibition of tumor cell growth, invasion, and metastasis by EXEL-2880 (XL880, GSK1363089), a novel inhibitor of HGF and VEGF receptor tyrosine kinases". Cancer Research. 69 (20): 8009–16. doi:10.1158/0008-5472.CAN-08-4889. PMID 19808973.

[1]

[2]

[3]

[4]

[5]

Names

Preferred IUPAC name N¹-[3-Fluoro-4-({6-methoxy-7-[3-(morpholin-4-yl)propoxy]quinolin-4-yl}oxy)phenyl]-N′¹-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide
Other names XL880; EXEL-2880; GSK1363089; GSK089
Identifiers
CAS Number	849217-64-7^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:91418
ChEMBL	ChEMBL1908393
ChemSpider	24608641
DrugBank	DB12307
ECHA InfoCard	100.158.129
KEGG	D09618
PubChem CID	42642645
UNII	81FH7VK1C4
CompTox Dashboard (EPA)	DTXSID20918193
InChI Key: CXQHYVUVSFXTMY-UHFFFAOYSA-N InChI=1S/C34H34F2N4O6/c1-43-30-20-25-27(21-31(30)45-16-2-13-40-14-17-44-18-15-40)37-12-9-28(25)46-29-8-7-24(19-26(29)36)39-33(42)34(10-11-34)32(41)38-23-5-3-22(35)4-6-23/h3-9,12,19-21H,2,10-11,13-18H2,1H3,(H,38,41)(H,39,42)
SMILES COc1cc2c(ccnc2cc1OCCCN3CCOCC3)Oc4ccc(cc4F)NC(=O)C5(CC5)C(=O)Nc6ccc(cc6)F
Properties
Chemical formula	C₃₄H₃₄F₂N₄O₆
Molar mass	632.665 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Foretinib

See also

References