| (±)-AMG 487CXCR3 antagonist |
Sample solution is provided at 25 µL, 10mM.
Nature.2017 Jan 19;541(7637):417-420.
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Science.2016 Aug 5;353(6299)594-8Nat Nanotechnol.2017 Dec;12(12):1190-1198.Nature Biotechnology.2017 Jun;35(6):569-576Nat Med.2018 Sep 17.Cell.2018 Dec 21. pii: S0092-8674(18)31561-7.Cell.Available online 25 October 2018.Cell.2018 Sep 27. pii: S0092-8674(18)31183-8.Cell.2018 Jun 28;174(1):172-186.e21.Cell.2018 Feb 22;172(5):1007-1021.e17.Cell.2017 Nov 30;171(6):1284-1300.e21.Cell.2017 Aug 17. pii: S0092-8674(17)30869-3.Cell.2017 Jul 13;170(2):312-323Nat Med.2018 Jan 29.Nat Med.2017 Nov;23(11):1342-1351.Cell.2017 Apr 6;169(2):286-300.Cell.2015 Aug 27;162(5):987-1002.Cell.2015 Feb 12;160(4):729-44.Nature Medicine.2017 Apr;23(4):493-500.Cancer Cell.2018 May 14;33(5):905-921.e5.Cancer Cell.2018 Apr 9;33(4):752-769.e8.Cancer Cell.2018 Mar 12;33(3):401-416.e8.Cancer Cell.2017 Aug 14;32(2):253-267.e5.Nat Methods.2018 Jul;15(7):523-526.Cell Stem Cell.2018 May 3;22(5):769-778.e4.Cell Stem Cell.2017 Nov 20. pii: S1934-5909(17)30375-2.Quality Control & MSDS
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- Purity = 98.00%
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Chemical structure
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| Cas No. | N/A | SDF | Download SDF |
| Synonyms | N/A | ||
| Chemical Name | N-(1-(3-(4-ethoxyphenyl)-4-oxo-3,4-dihydropyrido[2,3-d]pyrimidin-2-yl)ethyl)-N-(pyridin-3-ylmethyl)-2-(4-(trifluoromethoxy)phenyl)acetamide | ||
| Canonical SMILES | CCOC1=CC=C(N2C(C(N(C(CC3=CC=C(OC(F)(F)F)C=C3)=O)CC4=CN=CC=C4)C)=NC5=C(C2=O)C=CC=N5)C=C1 | ||
| Formula | C32H28F3N5O4 | M.Wt | 603.59 |
| Solubility | <60.36mg l="" in="" dmso=""> | Storage | Store at -20°C |
| Shipping Condition | Evaluation sample solution : ship with blue ice.All other available size:ship with RT , or blue ice upon request | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. | ||
AMG 487 is described here instead of (±)-AMG 487. AMG 487 is a potent and selective antagonist of chemokine (C-X-C motif) receptor 3 (CXCR3) [1]. AMG 487 inhibited CXCR3-mediated cell migration induced by three CXCR3 chemokines,IP-10, ITAC and MIG with IC50 values of 8, 15 and 36 nM, respectively [2].
CXCR3, a chemokine receptor, is primarily expressed on activated CD4+ and CD8+ T cells with a Th1 phenotype. It is also expressed on B cells, malignant T cells, natural killer (NK) cells and astrocytes. Its ligands are Mig (CXCL9), IP-10 (CXCL10), and ITAC (CXCL11). These ligands are primarily induced by IFN-γ. CXCR3 and its ligands had been implicated in many inflammatory diseases including inflammatory bowel diseases, rheumatoid arthritis, psoriasis, multiple sclerosis, and transplant rejection [2].
AMG487 blocked in vitro lymphocyte migration mediated by CXCL9, CXCL10 or CXCL11. AMG487 did not affect the proliferation of 66.1 tumor cells at 24, 48 or 72 hours under normal or serum-free growth conditions. It did inhibit the migration of the tumor cells to CXCL9 by 70% [3].
In the lungs of mice, treatment with bleomycin via intra-tracheal instillation after tracheostomy induced cellular recruitment into the lungs. All but the lowest dose AMG 487 treatment group showed significant decrease in cellular infiltration into the lungs (p < 0.005="" as="" determined="" by="" student’s="" t-test).="" subcutaneously="" administration="" with="" amg="" 487="" at="" 3="" mg/kg="" twice="" daily="" showed="" migration="" inhibition="" results="" similar="" to="" those="" of="" cxcr3="" deficient="" mice="" (n="8-12" mice="" per="" group)="" [2].="" the="" highly="" malignant="" murine="" mammary="" tumor="" cell="" line="" 66.1="" was="" pretreated="" with="" amg="" 487="" and="" hence="" i.v.="" injected="" into="" immune-competent="" female="" mice.="" amg487="" showed="" inhibitory="" effect="" on="" experimental="" lung="" metastasis="">
References: [1]. Tonn GR, Wong SG, Wong SC, et al. An inhibitory metabolite leads to dose- and time-dependent pharmacokinetics of (R)-N-{1-[3-(4-ethoxy-phenyl) -4-oxo-3,4-dihydro-pyrido[2,3-d]pyrimidin-2-yl]-ethyl}-N-pyridin-3-yl-methyl-2-(4-trifluoromethoxy-phenyl)-acetamide (AMG 487) in human subjects after multiple dosing. DrugMetabolism and Disposition, 2009, 37(3): 502-513.[2]. Johnson M, Li AR, Liu J, et al. Discovery and optimization of a series of quinazolinone-derived antagonists of CXCR3. Bioorganic & medicinal chemistry letters, 2007, 17(12): 3339-3343.[3]. Walser TC, Rifat S, Ma X, et al. Antagonism of CXCR3 inhibits lung metastasis in a murine model of metastatic breast cancer. Cancer research, 2006, 66(15): 7701-7707.
