GW280264X
new
featured

We are open as normal during COVID-19 pandemic. Order online, same day shipping out.

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

MedKoo CAT#: 555806

CAS#: 866924-39-2

Description: GW280264X is an ADAM17 inhibitor.


Price and Availability

Size Price Shipping out time Quantity
5mg USD 465 2 Weeks
10mg USD 850 2 Weeks
25mg USD 1650 2 Weeks
Inquire bulk and customized quantity

Pricing updated 2020-07-07. Prices are subject to change without notice.

GW280264X is in stock.


Chemical Structure

img

Theoretical Analysis

MedKoo Cat#: 555806
Name: GW280264X
CAS#: 866924-39-2
Chemical Formula: C28H41N5O6S
Exact Mass: 575.2778
Molecular Weight: 575.725
Elemental Analysis: C, 58.41; H, 7.18; N, 12.16; O, 16.67; S, 5.57


Related CAS #: 866924-39-2    

Synonym: GW280264X; GW-280264X; GW 280264X; GW280264; GW-280264; GW 280264

IUPAC/Chemical Name: Benzyl N-[(5S)-5-[[(2R,3S)-3-(Formylhydroxyamino)-2-(2-methylpropyl)-1-oxohexyl]amino]-6-oxo-6-(2-thiazolylamino)hexyl]-carbamate

InChi Key: SKJLITFHSZNZMQ-SGNDLWITSA-N

InChi Code: InChI=1S/C28H41N5O6S/c1-4-10-24(33(38)19-34)22(17-20(2)3)25(35)31-23(26(36)32-27-29-15-16-40-27)13-8-9-14-30-28(37)39-18-21-11-6-5-7-12-21/h5-7,11-12,15-16,19-20,22-24,38H,4,8-10,13-14,17-18H2,1-3H3,(H,30,37)(H,31,35)(H,29,32,36)/t22-,23+,24+/m1/s1

SMILES Code: O=C(OCC1=CC=CC=C1)NCCCC[C@H](NC([C@H](CC(C)C)[C@@H](N(C=O)O)CCC)=O)C(NC2=NC=CS2)=O


Technical Data

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

Shelf Life:
>3 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

This message contains search results from the National Center for Biotechnology Information (NCBI) at the U.S. National Library of Medicine (NLM). Do not reply directly to this message

Sent On: Thu Jun 25 14:04:53 2020

21 selected items

PubMed Results
Items 1-21 of 21 (Display the 21 citations in PubMed)

1: Yang J, LeBlanc ME, Cano I, Saez-Torres KL, Saint-Geniez M, Ng YS, D'Amore PA. ADAM10 and ADAM17 proteases mediate proinflammatory cytokine-induced and constitutive cleavage of endomucin from the endothelial surface. J Biol Chem. 2020 May 8;295(19):6641-6651. doi: 10.1074/jbc.RA119.011192. Epub 2020 Mar 19. PMID: 32193206; PMCID: PMC7212652.

2: Kouam PN, Rezniczek GA, Adamietz IA, Bühler H. Ionizing radiation increases the endothelial permeability and the transendothelial migration of tumor cells through ADAM10-activation and subsequent degradation of VE-cadherin. BMC Cancer. 2019 Oct 16;19(1):958. doi: 10.1186/s12885-019-6219-7. PMID: 31619190; PMCID: PMC6794838.

3: Saad MI, McLeod L, Yu L, Ebi H, Ruwanpura S, Sagi I, Rose-John S, Jenkins BJ. The ADAM17 protease promotes tobacco smoke carcinogen-induced lung tumorigenesis. Carcinogenesis. 2020 Jun 17;41(4):527-538. doi: 10.1093/carcin/bgz123. PMID: 31257400.

4: Malemud CJ. Inhibition of MMPs and ADAM/ADAMTS. Biochem Pharmacol. 2019 Jul;165:33-40. doi: 10.1016/j.bcp.2019.02.033. Epub 2019 Feb 28. PMID: 30826330; PMCID: PMC6557692.

5: Hedemann N, Rogmans C, Sebens S, Wesch D, Reichert M, Schmidt-Arras D, Oberg HH, Pecks U, van Mackelenbergh M, Weimer J, Arnold N, Maass N, Bauerschlag DO. ADAM17 inhibition enhances platinum efficiency in ovarian cancer. Oncotarget. 2018 Mar 23;9(22):16043-16058. doi: 10.18632/oncotarget.24682. PMID: 29662625; PMCID: PMC5882316.

6: Maretzky T, Swendeman S, Mogollon E, Weskamp G, Sahin U, Reiss K, Blobel CP. Characterization of the catalytic properties of the membrane-anchored metalloproteinase ADAM9 in cell-based assays. Biochem J. 2017 Apr 13;474(9):1467-1479. doi: 10.1042/BCJ20170075. PMID: 28264989.

7: Urriola-Muñoz P, Lagos-Cabré R, Moreno RD. A mechanism of male germ cell apoptosis induced by bisphenol-A and nonylphenol involving ADAM17 and p38 MAPK activation. PLoS One. 2014 Dec 4;9(12):e113793. doi: 10.1371/journal.pone.0113793. PMID: 25474107; PMCID: PMC4256297.

8: Wolpert F, Tritschler I, Steinle A, Weller M, Eisele G. A disintegrin and metalloproteinases 10 and 17 modulate the immunogenicity of glioblastoma- initiating cells. Neuro Oncol. 2014 Mar;16(3):382-91. doi: 10.1093/neuonc/not232. Epub 2013 Dec 9. PMID: 24327582; PMCID: PMC3922520.

9: Dreymueller D, Martin C, Kogel T, Pruessmeyer J, Hess FM, Horiuchi K, Uhlig S, Ludwig A. Lung endothelial ADAM17 regulates the acute inflammatory response to lipopolysaccharide. EMBO Mol Med. 2012 May;4(5):412-23. doi: 10.1002/emmm.201200217. Epub 2012 Feb 24. PMID: 22367719; PMCID: PMC3403298.

10: Durairajan SS, Liu LF, Lu JH, Koo I, Maruyama K, Chung SK, Huang JD, Li M. Stimulation of non-amyloidogenic processing of amyloid-β protein precursor by cryptotanshinone involves activation and translocation of ADAM10 and PKC-α. J Alzheimers Dis. 2011;25(2):245-62. doi: 10.3233/JAD-2011-102085. PMID: 21403388.

11: Poncet N, Guillaume J, Mouchiroud G. Epidermal growth factor receptor transactivation is implicated in IL-6-induced proliferation and ERK1/2 activation in non-transformed prostate epithelial cells. Cell Signal. 2011 Mar;23(3):572-8. doi: 10.1016/j.cellsig.2010.11.009. Epub 2010 Nov 25. PMID: 21111811.

12: Lizama C, Rojas-Benítez D, Antonelli M, Ludwig A, Bustamante-Marín X, Brouwer-Visser J, Moreno RD. TACE/ADAM17 is involved in germ cell apoptosis during rat spermatogenesis. Reproduction. 2010 Aug;140(2):305-17. doi: 10.1530/REP-10-0104. Epub 2010 May 25. PMID: 20501791.

13: Jangouk P, Dehmel T, Meyer Zu Hörste G, Ludwig A, Lehmann HC, Kieseier BC. Involvement of ADAM10 in axonal outgrowth and myelination of the peripheral nerve. Glia. 2009 Dec;57(16):1765-74. doi: 10.1002/glia.20889. PMID: 19455579.

14: Bourd-Boittin K, Basset L, Bonnier D, L'helgoualc'h A, Samson M, Théret N. CX3CL1/fractalkine shedding by human hepatic stellate cells: contribution to chronic inflammation in the liver. J Cell Mol Med. 2009 Aug;13(8A):1526-35. doi: 10.1111/j.1582-4934.2009.00787.x. Epub 2009 May 11. PMID: 19432809; PMCID: PMC3828864.

15: Ahrens I, Ellwanger C, Smith BK, Bassler N, Chen YC, Neudorfer I, Ludwig A, Bode C, Peter K. Selenium supplementation induces metalloproteinase-dependent L-selectin shedding from monocytes. J Leukoc Biol. 2008 Jun;83(6):1388-95. doi: 10.1189/jlb.0707497. Epub 2008 Feb 27. PMID: 18305178.

16: Zhuang S, Kinsey GR, Rasbach K, Schnellmann RG. Heparin-binding epidermal growth factor and Src family kinases in proliferation of renal epithelial cells. Am J Physiol Renal Physiol. 2008 Mar;294(3):F459-68. doi: 10.1152/ajprenal.00473.2007. Epub 2008 Jan 2. PMID: 18171996.

17: Budagian V, Bulanova E, Orinska Z, Duitman E, Brandt K, Ludwig A, Hartmann D, Lemke G, Saftig P, Bulfone-Paus S. Soluble Axl is generated by ADAM10-dependent cleavage and associates with Gas6 in mouse serum. Mol Cell Biol. 2005 Nov;25(21):9324-39. doi: 10.1128/MCB.25.21.9324-9339.2005. Retraction in: Mol Cell Biol. 2011 Mar;31(6):1330. PMID: 16227584; PMCID: PMC1265819.

18: Ludwig A, Hundhausen C, Lambert MH, Broadway N, Andrews RC, Bickett DM, Leesnitzer MA, Becherer JD. Metalloproteinase inhibitors for the disintegrin- like metalloproteinases ADAM10 and ADAM17 that differentially block constitutive and phorbol ester-inducible shedding of cell surface molecules. Comb Chem High Throughput Screen. 2005 Mar;8(2):161-71. doi: 10.2174/1386207053258488. PMID: 15777180.

19: Rabie T, Strehl A, Ludwig A, Nieswandt B. Evidence for a role of ADAM17 (TACE) in the regulation of platelet glycoprotein V. J Biol Chem. 2005 Apr 15;280(15):14462-8. doi: 10.1074/jbc.M500041200. Epub 2005 Feb 3. PMID: 15691827.

20: Budagian V, Bulanova E, Orinska Z, Ludwig A, Rose-John S, Saftig P, Borden EC, Bulfone-Paus S. Natural soluble interleukin-15Ralpha is generated by cleavage that involves the tumor necrosis factor-alpha-converting enzyme (TACE/ADAM17). J Biol Chem. 2004 Sep 24;279(39):40368-75. doi: 10.1074/jbc.M404125200. Epub 2004 Jun 23. Retraction in: J Biol Chem. 2011 Mar 18;286(11):9894. PMID: 15215246.

21: Hundhausen C, Misztela D, Berkhout TA, Broadway N, Saftig P, Reiss K, Hartmann D, Fahrenholz F, Postina R, Matthews V, Kallen KJ, Rose-John S, Ludwig A. The disintegrin-like metalloproteinase ADAM10 is involved in constitutive cleavage of CX3CL1 (fractalkine) and regulates CX3CL1-mediated cell-cell adhesion. Blood. 2003 Aug 15;102(4):1186-95. doi: 10.1182/blood-2002-12-3775. Epub 2003 Apr 24. PMID: 12714508.