SU6656A small-molecule inhibitor of potently and selectively inhibits Src tyrosine kinases

SU6656 (CAS 330161-87-0)

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Synonym: 2,3-Dihydro-N,N-dimethyl-2-oxo-3-[(4,5,6,7-tetrahydro-1H-indol-2-yl)methylene]-1H-indole-5-sulfonamide; SU 6656; SU-6656
Application: A small-molecule inhibitor of potently and selectively inhibits Src tyrosine kinases
CAS Number: 330161-87-0
Purity: >95%
Molecular Weight: 371.45
Molecular Formula: C19H21N3O3S
* Refer to Certificate of Analysis for lot specific data (including water content).
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SU6656 is a small-molecule, indolinone which potently and selectively inhibits Src tyrosine kinases, which are known to function in signal transduction pathways. Investigators show that SU6656 causes proliferation abrogation in non-Hodgkin's lymphoma cell lines and induces megakaryocytic progenitor cell maturation with increased FUT8 fucosyltransferase activity. Further research shows that SU 6656 induced Src tyrosine kinase inhibition attenuates radiation induced Akt phosphorylation, increases radiation-induced apoptosis and increases vascular endothelium destruction in human umbilical vein endothelial cells. This inhibitor serves as a useful tool in elucidating molecular components of cellular signal transduction pathways. SU6656 inhibits c-Src (Src)(IC50 = 280 nM), Fyn (IC50 = 170 nM), c-Yes (IC50 = 20 nM), Lyn (IC50 = 130 nM),Lck (IC50 = 688 μM) and PDGF receptor kinase (IC50 >10μM).


References

1. Radha, V., et al. 1996. Eur. J. Biochem. 236: 352-359. PMID: 8612602
2. Blake, R.A., et al. 2000. Mol. Cell. Biol. 20: 9018-9027. PMID: 11074000
3. Lannutti, B.J., et al. 2005. Blood. 105: 3875-3878. PMID: 15677565
4. Cuneo, K.C., et al. 2006. Int. J. Radiat. Oncol. Biol. Phys. 64: 1197-1203. PMID: 16504759
5. Dussault, N., et al. 2007. Blood Cells Mol. Dis. 39: 130-134. PMID: 17434768
6. Kaminska, J., et al. 2008. Acta Biochim. Pol. 55: 499-506. PMID: 18854874

Physical State :
Solid
Solubility :
Soluble in DMSO (12 mg/ml), and DMF (20 mg/ml).
Storage :
Store at -20° C
Melting Point :
256.28° C (Predicted)
Boiling Point :
593.51° C (Predicted)
Density :
~1.4 g/cm3 (Predicted)
Refractive Index :
n20D 1.66 (Predicted)
IC50 :
Fyn: IC50 = 170 nM; Yes: IC50 = 20 nM; Lyn : IC50 = 130 nM; Src: IC50 = 280 nM; Lck: IC50 = 688 µM; PDGF receptor kinase: IC50 = >10 µM
pK Values :
pKa: 11.98 (Predicted), pKb: 1.28 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
5312137
MDL Number :
MFCD10565928
SMILES :
CN(C)S(=O)(=O)C1=CC\\2=C(C=C1)NC(=O)/C2=C\\C3=CC4=C(N3)CCCC4

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Certificate of Analysis

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SU6656  Product Citations

See how others have used SU6656. Click on the entry to view the PubMed entry .

Citations 1 to 10 of 19 total

PMID: # 30755372  Hua, TNM.|Kim, MK.|Vo, VTA.|Choi, JW.|Choi, JH.|Kim, HW.|Cha, SK.|Park, KS.|Jeong, Y.| et al. 2019. EBioMedicine. 41: 134-145.

PMID: # 30718484  Nichols, EL.|Smith, CJ.| et al. 2019. Nat Commun. 10: 562.

PMID: # 30121077  Nichols, EL.|Green, LA.|Smith, CJ.| et al. 2018. Neural Dev. 13: 19.

PMID: # 28213978  Martin, A. et al. 2017. J. Cell. Physiol. 232: 3798-3807.

PMID: # 28192400  Obata, Y. et al. 2017. Oncogene. 36: 3661-3672.

PMID: # 28539383  Shirata, N.|Ihara, KI.|Yamamoto-Nonaka, K.|Seki, T.|Makino, SI.|Oliva Trejo, JA.|Miyake, T.|Yamada, H.|Campbell, KN.|Nakagawa, T.|Mori, K.|Yanagita, M.|Mundel, P.|Nishimori, K.|Asanuma, K.| et al. 2017. J. Am. Soc. Nephrol. 28: 2654-2669.

PMID: # 27418135  Paul, JM.|Toosi, B.|Vizeacoumar, FS.|Bhanumathy, KK.|Li, Y.|Gerger, C.|El Zawily, A.|Freywald, T.|Anderson, DH.|Mousseau, D.|Kanthan, R.|Zhang, Z.|Vizeacoumar, FJ.|Freywald, A.| et al. 2016. Oncotarget. 7: 50027-50042.

PMID: # 27103579  Fey, T. et al. 2016. FASEB J.

PMID: # 25757564  Digiacomo, G. et al. 2015. FASEB journal : official publication of the Federation of American Societies for Experimental Biology. 29: 2545-54.

PMID: # 25323585  Haas, N. et al. 2015. Cell death and differentiation. 22: 790-800.

Citations 1 to 10 of 19 total
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Rated 5 out of 5 by from Cammer Cammer, et. al. (PubMed ID 19561083) used SU6656, a Src family kinase inhibitor, to test whether Src family kinases are required for WASP activation in response to CSF-1. -SCBT Publication Review
Date published: 2015-05-13
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