Chemical Name: 3-(5'-Hydroxymethyl-2'-furyl)-1-benzyl indazole
Purity: ≥99% (HPLC)
Biological Activity
Technical Data
Solubility
Calculators
Datasheets
References
Biological Activity
Nitric oxide-independent activator of soluble guanylyl cyclase (sGC). Significantly elevates cGMP levels and inhibits collagen-stimulated aggregation of washed rabbit platelets (IC50 = 14.6 μM); induces relaxation in denuded phenylephrine-contracted rabbit aortic rings (EC50 = 1.9 μM). Also displays antiproliferative activity in vitro and in vivo by inducing G1 cell cycle arrest in two human hepatocellular carcinoma (HCC) cell lines, and in HCC xenografts in athymic SCID mice. Exhibits low cytotoxicity in non-malignant cells.
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Technical Data
M. Wt
304.34
Formula
C19H16N2O2
Storage
Store at RT
Purity
≥99% (HPLC)
CAS Number
170632-47-0
PubChem ID
5712
InChI Key
OQQVFCKUDYMWGV-UHFFFAOYSA-N
Smiles
OCC4=CC=C(O4)C2=NN(CC3=CC=CC=C3)C1=CC=CC=C12
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.
Solubility Data
Solvent
Max Conc. mg/mL
Max Conc. mM
Solubility
DMSO
30.43
100
ethanol
15.22
50
Preparing Stock Solutions
The following data is based on the product molecular weight 304.34. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass
1 mg
5 mg
10 mg
1 mM
3.29 mL
16.43 mL
32.86 mL
5 mM
0.66 mL
3.29 mL
6.57 mL
10 mM
0.33 mL
1.64 mL
3.29 mL
50 mM
0.07 mL
0.33 mL
0.66 mL
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Product Datasheets
Certificate of Analysis / Product Datasheet
Safety Datasheet
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References
References are publications that support the products' biological activity.
Koet al (1994) YC-1, a novel activator of platelet guanylate cyclase. Blood. 84 4226 PMID: 7527671
Martinet al (2001) YC-1 activation of human soluble guanylyl cyclase has both heme-dependent and heme-independent components. Proc.Natl.Sci.U.S.A. 98 12938 PMID: 11687640
Wanget al (2005) YC-1 [3-(5'-hydroxymethyl-2'-furyl)-1-benzyl indazole] exhibits a novel antiproliferative effect and arrests the cell cycle in G0-G1 in human hepatocellular carcinoma cells. J.Pharmacol.Exp.Ther. 312 917 PMID: 15525795
Teixeiraet al (2006) Molecular mechanisms underlying rat mesenteric artery vasorelaxation induced by the nitric oxide-independent soluble guanylyl cyclase stimulators BAY 41-2272 [5-cyclopropyl-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-4 J.Pharmacol.Exp.Ther. 317 258 PMID: 16352702