| Identification | Back Directory | [Name]
N-[4-[5-(1,3-BENZODIOXOL-5-YL)-3-METHOXY-1H-1,2,4-TRIAZOL-1-YL]PHENYL]-2-(PHENYLTHIO)ACETAMIDE | [CAS]
853625-60-2 | [Synonyms]
SECINH3
CS-2379
N-(4-(5-(benzo[d][1
3]dioxol-5-yl)-3-methoxy-1H-1
4-triazol-1-yl)phenyl)-2-(phenylthio)acetamide
N-[4-[5-(1,3-benzodioxol-5-yl)-3-methoxy-1,2,4-triazol-1-yl]phenyl]-2-phenylsulfanylacetamide
N-[4-[5-(1,3-BENZODIOXOL-5-YL)-3-METHOXY-1H-1,2,4-TRIAZOL-1-YL]PHENYL]-2-(PHENYLTHIO)ACETAMIDE
Acetamide, N-[4-[5-(1,3-benzodioxol-5-yl)-3-methoxy-1H-1,2,4-triazol-1-yl]phenyl]-2-(phenylthio)-
N-(4-(5-(benzo[d][1,3]dioxol-5-yl)-3-methoxy-1H-1,2,4-triazol-1-yl)phenyl)-2-(phenylthio)acetamide | [Molecular Formula]
C24H20N4O4S | [MDL Number]
MFCD10687099 | [MOL File]
853625-60-2.mol | [Molecular Weight]
460.51 |
| Chemical Properties | Back Directory | [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
DMF: 30 mg/ml; DMF:PBS (pH 7.2)(1:3): 0.25 mg/ml; DMSO: 25 mg/ml; Ethanol: 0.3 mg/ml | [form ]
White powder solid. | [color ]
White to off-white | [InChI]
1S/C24H20N4O4S/c1-30-24-26-23(16-7-12-20-21(13-16)32-15-31-20)28(27-24)18-10-8-17(9-11-18)25-22(29)14-33-19-5-3-2-4-6-19/h2-13H,14-15H2,1H3,(H,25,29) | [InChIKey]
QPGYAMIHXLCFTJ-UHFFFAOYSA-N | [SMILES]
S(CC(=O)Nc2ccc(cc2)[n]3nc(nc3c4cc5c(cc4)OCO5)OC)c1ccccc1 |
| Hazard Information | Back Directory | [Uses]
SecinH3 is a Sec7 cytohesin inhibitor. | [Definition]
ChEBI: N-[4-[5-(1,3-benzodioxol-5-yl)-3-methoxy-1,2,4-triazol-1-yl]phenyl]-2-(phenylthio)acetamide is a member of triazoles. | [General Description]
A cell-permeable triazolo compound that acts as a Sec7 domain-binding (Kd ≤250 nM for Sec7 from human cytohesins 1-3), selective antagonist against cytohesin family small GEFs (IC50 ≤5.6 μM in ARF1 GDP/GTP exchange assays using human cytohesin 3, as well as murine and Drosophila homologues). It inhibits large GEFs only at much higher concentrations (IC50 ≥65 μM in GDP/GTP exchange assays using hEFA6-S7 and yGea2-S7) and exhibits little activity against a panel of 10 commonly studied kinases or hSosII. Shown to effectively inhibit insulin signaling both in HepG2 cells in vitro and in Drosophila and mice in vivo. | [Biological Activity]
Sec7-specific GEF inhibitor that displays selectivity for small GEFs of the cytohesin family (IC 50 values are 2.4, 5.4, 5.4, 5.6, 5.6, 65 and > 100 μ M for hCyh2, hCyh1, mCyh3, hCyh3, drosophila steppke, yGea2-S7 and hEFA6-S7 respectively). Inhibits insulin signaling via inhibition of insulin receptor substrate protein (IRS) phosphorylation. | [Biochem/physiol Actions]
Primary TargetCytohesin | [storage]
Store at -20°C |
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