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MedKoo Cat#: 407162 | Name: TWS-119
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

TWS-119 is a potent and selective inhibitor of glycogen synthase kinase-3β (IC50 = 30 nM). TWS119 could activate Wnt/β-catenin pathway and up-regulate the expression of CD62L in a dose-dependent manner, but it decreased the expression of CD107a. Glycogen synthase kinase (GSK)-3, a constitutively active serine-threonine kinase, acts as a key regulator of major signaling pathways, including the Wnt, Hedgehog, and Notch pathways.

Chemical Structure

TWS-119
TWS-119
CAS#601514-19-6 (free base)

Theoretical Analysis

MedKoo Cat#: 407162

Name: TWS-119

CAS#: 601514-19-6 (free base)

Chemical Formula: C18H14N4O2

Exact Mass: 318.1117

Molecular Weight: 318.34

Elemental Analysis: C, 67.92; H, 4.43; N, 17.60; O, 10.05

Price and Availability

Size Price Availability Quantity
10mg USD 90.00 Ready to ship
25mg USD 150.00 Ready to ship
50mg USD 450.00 Ready to ship
100mg USD 650.00 Ready to ship
200mg USD 950.00 Ready to ship
500mg USD 1,650.00 Ready to ship
1g USD 2,950.00 Ready to ship
2g USD 4,250.00 2 weeks
5g USD 7,650.00 2 weeks
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Related CAS #
601514-19-6 (free base) 1507095-58-0 (2 TFA salt)
Synonym
TWS-119; TWS119; TWS 119.
IUPAC/Chemical Name
3-((6-(3-aminophenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy)phenol
InChi Key
VPVLEBIVXZSOMQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H14N4O2/c19-12-4-1-3-11(7-12)16-9-15-17(22-16)20-10-21-18(15)24-14-6-2-5-13(23)8-14/h1-10,23H,19H2,(H,20,21,22)
SMILES Code
OC1=CC=CC(OC2=C3C(NC(C4=CC=CC(N)=C4)=C3)=NC=N2)=C1
Appearance
Solid powder
Purity
>98% (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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 318.34 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.

Recalculate based on batch purity %
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
1: Jiang H, Xiao J, Kang B, Zhu X, Xin N, Wang Z. PI3K/SGK1/GSK3β signaling pathway Is involved in inhibition of autophagy in neonatal rat cardiomyocytes exposed to hypoxia/reoxygenation by Hydrogen sulfide. Exp Cell Res. 2015 Jul 8. pii: S0014-4827(15)30035-5. doi: 10.1016/j.yexcr.2015.07.005. [Epub ahead of print] PubMed PMID: 26163895. 2: Zhou YX, Shi Z, Singh P, Yin H, Yu YN, Li L, Walsh MP, Gui Y, Zheng XL. Potential Role of Glycogen Synthase Kinase-3β in Regulation of Myocardin Activity in Human Vascular Smooth Muscle Cells. J Cell Physiol. 2015 Jun 30. doi: 10.1002/jcp.25084. [Epub ahead of print] PubMed PMID: 26129946. 3: Li YS, Xi Y, Li XJ, Leng CL, Jia MM, Zhang WK, Tang HB. Up-Regulation of the Biosynthesis and Release of Substance P through Wnt/β-Catenin Signaling Pathway in Rat Dorsal Root Ganglion Cells. PLoS One. 2015 Jun 8;10(6):e0129701. doi: 10.1371/journal.pone.0129701. eCollection 2015. PubMed PMID: 26054011; PubMed Central PMCID: PMC4459973. 4: Cheng PW, Chen YY, Cheng WH, Lu PJ, Chen HH, Chen BR, Yeh TC, Sun GC, Hsiao M, Tseng CJ. Wnt Signaling Regulates Blood Pressure by Downregulating a GSK-3β-Mediated Pathway to Enhance Insulin Signaling in the Central Nervous System. Diabetes. 2015 Apr 16. pii: db141439. [Epub ahead of print] PubMed PMID: 25883115. 5: Chen Y, Zheng L, Liu J, Zhou Z, Lv X, Zhang J, Zhang S, Sun L, Chen F. [Activation of Wnt/β-catenin pathway in NK cells by glycogen synthase kinase-3β inhibitor TWS119 promotes the expression of CD62L]. Xi Bao Yu Fen Zi Mian Yi Xue Za Zhi. 2015 Jan;31(1):44-8. Chinese. PubMed PMID: 25575058. 6: Koide N, Naiki Y, Odkhuu E, Tsolmongyn B, Komatsu T, Ito K, Yoshida T, Yokochi T. Involvement of oncogenic protein β-catenin in LPS-induced cytotoxicity in mouse mononuclear leukemia RAW 264.7 cells. Oncol Res. 2013;21(1):59-65. doi: 10.3727/096504013X13793555706803. PubMed PMID: 24330853. 7: Morioka N, Abe H, Araki R, Matsumoto N, Zhang FF, Nakamura Y, Hisaoka-Nakashima K, Nakata Y. A β1/2 adrenergic receptor-sensitive intracellular signaling pathway modulates CCL2 production in cultured spinal astrocytes. J Cell Physiol. 2014 Mar;229(3):323-32. doi: 10.1002/jcp.24452. PubMed PMID: 24037783. 8: Xiao Z, Sun Z, Smyth K, Li L. Wnt signaling inhibits CTL memory programming. Mol Immunol. 2013 Dec;56(4):423-33. doi: 10.1016/j.molimm.2013.06.008. Epub 2013 Aug 1. PubMed PMID: 23911398; PubMed Central PMCID: PMC3783547. 9: Liu W, Hao J, Zhu L, Li F, Liu Q, Liu S, Zhao S, Li H, Duan H. Phospho-GSK-3β is involved in the high-glucose-mediated lipid deposition in renal tubular cells in diabetes. Int J Biochem Cell Biol. 2013 Sep;45(9):2066-75. doi: 10.1016/j.biocel.2013.07.007. Epub 2013 Jul 20. PubMed PMID: 23880101. 10: Forget MA, Huon Y, Reuben A, Grange C, Liberman M, Martin J, Mes-Masson AM, Arbour N, Lapointe R. Stimulation of Wnt/ß-catenin pathway in human CD8+ T lymphocytes from blood and lung tumors leads to a shared young/memory phenotype. PLoS One. 2012;7(7):e41074. doi: 10.1371/journal.pone.0041074. Epub 2012 Jul 30. PubMed PMID: 22859966; PubMed Central PMCID: PMC3408435. 11: Muralidharan S, Hanley PJ, Liu E, Chakraborty R, Bollard C, Shpall E, Rooney C, Savoldo B, Rodgers J, Dotti G. Activation of Wnt signaling arrests effector differentiation in human peripheral and cord blood-derived T lymphocytes. J Immunol. 2011 Nov 15;187(10):5221-32. doi: 10.4049/jimmunol.1101585. Epub 2011 Oct 19. PubMed PMID: 22013128; PubMed Central PMCID: PMC3208052. 12: Li YS, Liu M, Nakata Y, Tang HB. β-catenin accumulation in nuclei of hepatocellular carcinoma cells up-regulates glutathione-s-transferase M3 mRNA. World J Gastroenterol. 2011 Apr 7;17(13):1772-8. doi: 10.3748/wjg.v17.i13.1772. PubMed PMID: 21483640; PubMed Central PMCID: PMC3072644. 13: Desai MK, Guercio BJ, Narrow WC, Bowers WJ. An Alzheimer's disease-relevant presenilin-1 mutation augments amyloid-beta-induced oligodendrocyte dysfunction. Glia. 2011 Apr;59(4):627-40. doi: 10.1002/glia.21131. Epub 2011 Feb 3. PubMed PMID: 21294162; PubMed Central PMCID: PMC3045399. 14: Ono M, Matsubara Y, Shibano T, Ikeda Y, Murata M. GSK-3β negatively regulates megakaryocyte differentiation and platelet production from primary human bone marrow cells in vitro. Platelets. 2011;22(3):196-203. doi: 10.3109/09537104.2010.541959. Epub 2011 Jan 13. PubMed PMID: 21231855. 15: Zeng FY, Dong H, Cui J, Liu L, Chen T. Glycogen synthase kinase 3 regulates PAX3-FKHR-mediated cell proliferation in human alveolar rhabdomyosarcoma cells. Biochem Biophys Res Commun. 2010 Jan 1;391(1):1049-55. doi: 10.1016/j.bbrc.2009.12.017. Epub 2009 Dec 6. PubMed PMID: 19995556; PubMed Central PMCID: PMC2812657. 16: Kordes C, Sawitza I, Häussinger D. Canonical Wnt signaling maintains the quiescent stage of hepatic stellate cells. Biochem Biophys Res Commun. 2008 Feb 29;367(1):116-23. Epub 2007 Dec 26. PubMed PMID: 18158920. 17: Ding S, Wu TY, Brinker A, Peters EC, Hur W, Gray NS, Schultz PG. Synthetic small molecules that control stem cell fate. Proc Natl Acad Sci U S A. 2003 Jun 24;100(13):7632-7. Epub 2003 Jun 6. PubMed PMID: 12794184; PubMed Central PMCID: PMC164638.

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