FW1256

For research use only. Not for therapeutic Use.

  • CAT Number: I006895
  • CAS Number: 117089-08-4
  • Molecular Formula: C12H10NOPS
  • Molecular Weight: 247.25
  • Purity: ≥95%
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FW1256 (Cat No.:I006895) is a phenyl analog and a slow-release hydrogen sulfide (H2S) donor. FW1256 inhibits NF-κB activity, induces apoptosis, has potent anti-inflammatory effects, and can be used in cancer and cardiovascular disease research.


Catalog Number I006895
CAS Number 117089-08-4
Synonyms

FW1256; FW-1256; FW 1256.;2-phenyl-3H-benzo[d][1,3,2]oxazaphosphole 2-sulfide

Molecular Formula C12H10NOPS
Purity ≥95%
Target Apoptosis
Solubility Soluble in DMSO, not in water
Storage Store at -20°C
IUPAC Name 2-phenyl-2-sulfanylidene-3H-1,3,2λ5-benzoxazaphosphole
InChI InChI=1S/C12H10NOPS/c16-15(10-6-2-1-3-7-10)13-11-8-4-5-9-12(11)14-15/h1-9H,(H,13,16)
InChIKey AXFLRXAQPCLTEA-UHFFFAOYSA-N
SMILES C1=CC=C(C=C1)P2(=S)NC3=CC=CC=C3O2
Reference

1:Pharmacol Res. 2016 Nov;113(Pt A):533-546. doi: 10.1016/j.phrs.2016.09.032. Epub 2016 Sep 27. A novel slow-releasing hydrogen sulfide donor, FW1256, exerts anti-inflammatory effects in mouse macrophages and in vivo.Huang CW,Feng W,Peh MT,Peh K,Dymock BW,Moore PK, PMID: 27687956 DOI: 10.1016/j.phrs.2016.09.032 </br><span>Abstract:</span> Exogenous hydrogen sulfide (H2S) is known to exert anti-inflammatory effects both in macrophages and in animal models. In this study, we first showed that NaHS caused a concentration dependent reduction in TNFα and IL-6 secretion in LPS-stimulated RAW264.7 macrophages in the absence of cell death. Thereafter, we screened a series of novel slow H2S donors for similar activity. One such compound, FW1256, concentration dependently decreased TNFα, IL-6, PGE2 and NO generation in LPS-stimulated RAW264.7 macrophages and BMDMs. FW1256 also significantly reduced IL-1β, COX-2 and iNOS mRNA and protein in LPS-stimulated RAW264.7 macrophages. Mechanistically, FW1256 decreased NFκB activation as evidenced by reduced cytosolic phospho-IκBα levels and reduced nuclear p65 levels in LPS-stimulated RAW264.7 macrophages treated with FW1256. Using a H2S fluorescent probe in FW1256-treated RAW264.7 macrophages, H2S release from FW1256 was apparent over a period of 24h in these cells. Moreover, the effect of FW1256 on TNFα and IL-6 by FW1256 in LPS-stimulated RAW264.7 macrophages was reversed by treatment with the H2S scavenger, vitamin B12a. FW1256 had no cytotoxic effect on LPS-stimulated RAW264.7 macrophages or BMDMs. In vivo, FW1256 administration also reduced IL-1β, TNFα, nitrate/nitrite and PGE2 levels in LPS-treated mice. We show here a novel slow H2S-releasing compound that exerts anti-inflammatory effects in macrophages and in vivo. FW1256 may be a useful tool to study the biological effects of exogenous H2S and could also have future therapeutic value in inflammatory conditions.Copyright © 2016 Elsevier Ltd. All rights reserved.

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