TWS-119
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MedKoo CAT#: 407162

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

Description: 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.


Price and Availability

Size Price Shipping out time Quantity
10mg USD 90 Same day
25mg USD 150 Same day
50mg USD 450 Same day
100mg USD 650 Same day
200mg USD 950 Same day
500mg USD 1650 Same day
1g USD 2950 Same day
2g USD 4250 2 weeks
5g USD 7650 2 weeks
Inquire bulk and customized quantity

Pricing updated 2020-10-31. Prices are subject to change without notice.

TWS-119, purity > 98%, is in stock. Same day shipping after order is received. Delivery time: overnight (USA/Canada); 3-5 days (worldwide). Shipping fee: from $30.00 (USA); from $45.00 (Canada); from $70.00 (international). Note: Shipping out time for order > 1g may be 2 weeks.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 407162
Name: TWS-119
CAS#: 601514-19-6 (free base)
Chemical Formula: C18H14N4O2
Exact Mass: 318.11168
Molecular Weight: 318.34
Elemental Analysis: C, 67.92; H, 4.43; N, 17.60; O, 10.05


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


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Certificate of Analysis:

Safety Data Sheet (SDS):

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


References

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.