Synonym
AS-1517499; AS1517499; AS 1517499.
IUPAC/Chemical Name
5-Pyrimidinecarboxamide, 2-((2-(3-chloro-4-hydroxyphenyl)ethyl)amino)-4-((phenylmethyl)amino)-
InChi Key
OZRMEKAUZBKTTC-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H20ClN5O2/c21-16-10-13(6-7-17(16)27)8-9-23-20-25-12-15(18(22)28)19(26-20)24-11-14-4-2-1-3-5-14/h1-7,10,12,27H,8-9,11H2,(H2,22,28)(H2,23,24,25,26)
SMILES Code
c1ccc(cc1)CNc2c(cnc(n2)NCCc3ccc(c(c3)Cl)O)C(=O)N
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
397.86
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
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4: Liu WF, Wen SH, Zhan JH, Li YS, Shen JT, Yang WJ, Zhou XW, Liu KX. Treatment with Recombinant Trichinella spiralis Cathepsin B-like Protein Ameliorates Intestinal Ischemia/Reperfusion Injury in Mice by Promoting a Switch from M1 to M2 Macrophages. J Immunol. 2015 Jul 1;195(1):317-28. doi: 10.4049/jimmunol.1401864. PubMed PMID: 25987744.
5: Chiba Y, Goto K, Matsusue K, Kimura S, Misawa M. Identification and characterization of rat RhoA gene promoter. J Pharmacol Sci. 2010;112(4):467-72. PubMed PMID: 20308800; PubMed Central PMCID: PMC3486724.
6: Chiba Y, Todoroki M, Misawa M. Interleukin-4 upregulates RhoA protein via an activation of STAT6 in cultured human bronchial smooth muscle cells. Pharmacol Res. 2010 Feb;61(2):188-92. doi: 10.1016/j.phrs.2009.10.003. PubMed PMID: 19857574.
7: Chiba Y, Todoroki M, Nishida Y, Tanabe M, Misawa M. A novel STAT6 inhibitor AS1517499 ameliorates antigen-induced bronchial hypercontractility in mice. Am J Respir Cell Mol Biol. 2009 Nov;41(5):516-24. doi: 10.1165/rcmb.2008-0163OC. PubMed PMID: 19202006.
8: Nagashima S, Yokota M, Nakai E, Kuromitsu S, Ohga K, Takeuchi M, Tsukamoto S, Ohta M. Synthesis and evaluation of 2-{[2-(4-hydroxyphenyl)-ethyl]amino}pyrimidine-5-carboxamide derivatives as novel STAT6 inhibitors. Bioorg Med Chem. 2007 Jan 15;15(2):1044-55. PubMed PMID: 17071093.
