Date published: 2025-12-4

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SB-3CT (CAS 292605-14-2)

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Alternate Names:
3-(4-Phenoxyphenylsulfonyl)-propylthiirane
Application:
SB-3CT is an inhibitor of matrix metalloproteinases 2 and 9 (MMP-2 and MMP-9)
CAS Number:
292605-14-2
Purity:
≥98%
Molecular Weight:
306.40
Molecular Formula:
C15H14O3S2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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SB-3CT is a selective inhibitor of matrix metalloproteinases 2 and 9 (MMP-2 and MMP-9), enzymes that are implicated in the breakdown of extracellular matrix components and are known to play a role in angiogenesis, tumor growth, and metastasis. As such, SB-3CT is frequently used in cancer research to understand the contribution of these enzymes to the invasive behavior of cancer cells. By inhibiting MMP activity, SB-3CT helps in delineating the molecular events that drive tumor progression and provides a means to explore potential strategies for inhibiting cancer dissemination. Additionally, this compound is used in the investigation of tissue remodeling and wound healing processes, as MMPs are critical in the degradation and reconstitution of the extracellular matrix during these biological events. SB-3CT′s specificity for MMP-2 and MMP-9 also makes it an important tool in the study of conditions where these enzymes are dysregulated.


SB-3CT (CAS 292605-14-2) References

  1. X-ray absorption studies of human matrix metalloproteinase-2 (MMP-2) bound to a highly selective mechanism-based inhibitor. comparison with the latent and active forms of the enzyme.  |  Kleifeld, O., et al. 2001. J Biol Chem. 276: 17125-31. PMID: 11278946
  2. Complex pattern of membrane type 1 matrix metalloproteinase shedding. Regulation by autocatalytic cells surface inactivation of active enzyme.  |  Toth, M., et al. 2002. J Biol Chem. 277: 26340-50. PMID: 12004057
  3. Pronounced diversity in electronic and chemical properties between the catalytic zinc sites of tumor necrosis factor-alpha-converting enzyme and matrix metalloproteinases despite their high structural similarity.  |  Solomon, A., et al. 2004. J Biol Chem. 279: 31646-54. PMID: 15102849
  4. A convenient synthesis of a selective gelatinase inhibitor as an antimetastatic agent.  |  Lim, IT., et al. 2004. J Org Chem. 69: 3572-3. PMID: 15132575
  5. Antimetastatic activity of a novel mechanism-based gelatinase inhibitor.  |  Krüger, A., et al. 2005. Cancer Res. 65: 3523-6. PMID: 15867341
  6. Inhibition of human prostate cancer growth, osteolysis and angiogenesis in a bone metastasis model by a novel mechanism-based selective gelatinase inhibitor.  |  Bonfil, RD., et al. 2006. Int J Cancer. 118: 2721-6. PMID: 16381009
  7. Metabolism of a highly selective gelatinase inhibitor generates active metabolite.  |  Lee, M., et al. 2007. Chem Biol Drug Des. 70: 371-82. PMID: 17927722
  8. MMP cellular responses to dengue virus infection-induced vascular leakage.  |  Luplertlop, N. and Missé, D. 2008. Jpn J Infect Dis. 61: 298-301. PMID: 18653973
  9. DFT studies of the ring-opening mechanism of SB-3CT, a potent inhibitor of matrix metalloproteinase 2.  |  Tao, P., et al. 2009. Org Lett. 11: 2559-62. PMID: 19445474
  10. QM/MM Studies of the Matrix Metalloproteinase 2 (MMP2) Inhibition Mechanism of (S)-SB-3CT and its Oxirane Analogue.  |  Zhou, J., et al. 2010. J Chem Theory Comput. 6: 3580-3587. PMID: 21076643
  11. MMP-9 inhibitor SB-3CT attenuates behavioral impairments and hippocampal loss after traumatic brain injury in rat.  |  Jia, F., et al. 2014. J Neurotrauma. 31: 1225-34. PMID: 24661104
  12. LPS Induces Occludin Dysregulation in Cerebral Microvascular Endothelial Cells via MAPK Signaling and Augmenting MMP-2 Levels.  |  Qin, LH., et al. 2015. Oxid Med Cell Longev. 2015: 120641. PMID: 26290681
  13. Small-molecule MMP2/MMP9 inhibitor SB-3CT modulates tumor immune surveillance by regulating PD-L1.  |  Ye, Y., et al. 2020. Genome Med. 12: 83. PMID: 32988398

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

SB-3CT, 1 mg

sc-205847
1 mg
$100.00

SB-3CT, 5 mg

sc-205847A
5 mg
$380.00

Can we use this product in vivo? Like, injecting it into animals?

Asked by: poutine1205
Thank you for your question. It would be helpful if you could call 800-457-3801, allowing for a more interactive discussion of this and other related questions.
Answered by: Technical Service
Date published: 2022-06-09

Is it cell-permeable or cell-impermeable?

Asked by: Jz28sail
Thank you for your question. According to our research, sc-205847, SB-3CT is not cell-permeable. We suggest alternate product: sc-354093, MMP-2/MMP-9 Inhibitor V for a cell-permeable MMP-2/MMP-9 Inhibitor.
Answered by: Chemical Support 5
Date published: 2017-04-05

What is the solubility of this product in DMSO?

Asked by: hawkeye11
Thank you for your question. The solubility of sc-205847 in DMSO is >20 mg/mL. If you have any further questions or concerns, please feel free to contact our Technical Service department by calling 800-457-3801 option 2, emailing scbt@scbt.com, or using the Live Chat function on our website.
Answered by: Tech Service 8
Date published: 2017-01-23
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Rated 5 out of 5 by from QinQin, LH. Et al. (PubMed 26290681) used SB-3CT, an inhibitor of matrix metalloproteinases 2 and 9 (MMP-2 and MMP-9), to partially attenuate the lipopolysaccharide-induced downregulation of occludin. -SCBT Publication Review
Date published: 2015-03-09
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SB-3CT is rated 5.0 out of 5 by 1.
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