| Identification | Back Directory | [Name]
SANT-1 | [CAS]
304909-07-7 | [Synonyms]
SANT-1
(E)-N-(4-benzylpiperazin-1-yl)-1-(3,5-dimethyl-1-phenylpyrazol-4-yl)methanimine
(4-Benzyl-piperazin-1-yl)-(3,5-dimethyl-1-phenyl-1H-pyrazol-4-ylmethylene)-amine
N-[(3,5-DIMETHYL-1-PHENYL-1H-PYRAZOL-4-YL)METHYLENE]-4-(PHENYLMETHYL)-1-PIPERAZINAMINE
1-Piperazinamine, N-[(3,5-dimethyl-1-phenyl-1H-pyrazol-4-yl)methylene]-4-(phenylmethyl)- | [Molecular Formula]
C23H27N5 | [MDL Number]
MFCD01827306 | [MOL File]
304909-07-7.mol | [Molecular Weight]
373.49 |
| Chemical Properties | Back Directory | [Appearance]
Pale Yellow Solid | [Melting point ]
104-106°C | [Boiling point ]
547.4±50.0 °C(Predicted) | [density ]
1.13±0.1 g/cm3(Predicted) | [storage temp. ]
−20°C | [solubility ]
Soluble in DMSO with warming | [form ]
White solid | [pka]
7.35±0.10(Predicted) | [Sensitive ]
Moisture & Light Sensitive | [CAS DataBase Reference]
304909-07-7 |
| Hazard Information | Back Directory | [Chemical Properties]
Pale Yellow Solid | [Uses]
A potent antagonist of the sonic hedgehog (Shh) signaling pathway (IC50=20nm inShh-LIGHT2 assay an d in Ptch1-/- cells) that acts by binding to smoothened (Smo: KD=1.2 nM), a distant relative of G pro
tein-coupled receptors. In contrast to cyclopamine, SNAT-1 inhibits the activities of both wild type and oncogenic Smo with equal potency (IC50=30nm in SmoA1-LIGHT2 assay). | [Biological Activity]
Potent, cell-permeable inhibitor of Sonic hedgehog (Shh) signaling; high affinity antagonist of smoothened activity (K D = 1.2 nM). Inhibits smoothened agonist effects with an IC 50 of 20 nM (in Shh-LIGHT2 cells). | [Description]
Smoothened (SMO) is a GPCR-like receptor which, with Patched, mediates hedgehog signaling to regulate gene expression through the Gli transcription factors.1 SANT 1 is a potent inhibitor of hedgehog signaling that acts by directly antagonizing SMO (IC50 = 20 nM).2 It counteracts SMO activation by the SMO agonist SAG but only partially competes with SAG binding to SMO.2,3 SANT 1 targets inactive SMO while it is in the cytoplasm, before it relocates to the primary cilium and is activated.4 Through antagonism of SMO, SANT 1 represses Gli-mediated transcription in a variety of cell types.4,5 | [Definition]
ChEBI: 1-(3,5-dimethyl-1-phenyl-4-pyrazolyl)-N-[4-(phenylmethyl)-1-piperazinyl]methanimine is a ring assembly and a member of pyrazoles. | [Biochem/physiol Actions]
SANT-1 is a potent sonic hedgehog pathway (Shh) antagonist that directly inhibits by binding to the smoothened (Smo) receptor. SANT-1 inhibits wild type and oncogenic Smo with equal potency. | [storage]
Store at -20°C | [References]
[1]. chen j k., taipale j, young k e,. small molecule modulation of smoothened activity. proc natl acad sci u s a, 2002, 99: 14071-6.
[2]. chun sg, zhou w & yee n s. combined targeting of histone deacetylases and hedgehog signaling enhances cytoxicity in pancreatic cancer. cancer biol ther, 2009, 8: 1328-39. |
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