N-[4-[5-(1,3-BENZODIOXOL-5-YL)-3-METHOXY-1H-1,2,4-TRIAZOL-1-YL]PHENYL]-2-(PHENYLTHIO)ACETAMIDE

ChemicalBook > CAS DataBase List > N-[4-[5-(1,3-BENZODIOXOL-5-YL)-3-METHOXY-1H-1,2,4-TRIAZOL-1-YL]PHENYL]-2-(PHENYLTHIO)ACETAMIDE

N-[4-[5-(1,3-BENZODIOXOL-5-YL)-3-METHOXY-1H-1,2,4-TRIAZOL-1-YL]PHENYL]-2-(PHENYLTHIO)ACETAMIDE

Product Name: N-[4-[5-(1,3-BENZODIOXOL-5-YL)-3-METHOXY-1H-1,2,4-TRIAZOL-1-YL]PHENYL]-2-(PHENYLTHIO)ACETAMIDE
CAS No.: 853625-60-2
Chemical Name: N-[4-[5-(1,3-BENZODIOXOL-5-YL)-3-METHOXY-1H-1,2,4-TRIAZOL-1-YL]PHENYL]-2-(PHENYLTHIO)ACETAMIDE
Synonyms: SECINH3;CS-2379;N-(4-(5-(benzo[d][1;SecinH3, 10 mM in DMSO;SecinH3, Sec7-GEF inhibitor;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)-
CBNumber: CB22454331
Molecular Formula: C24H20N4O4S
Formula Weight: 460.51
MOL File: 853625-60-2.mol

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N-[4-[5-(1,3-BENZODIOXOL-5-YL)-3-METHOXY-1H-1,2,4-TRIAZOL-1-YL]PHENYL]-2-(PHENYLTHIO)ACETAMIDE Property

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

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 565725-M
Product name: SecinH3 - CAS 853625-60-2 - Calbiochem
Purity: A cell-permeable triazolo compound that acts as a Sec7 domain-binding, selective antagonist against cytohesin family small GEFs.
Packaging: 5MG
Price: $282
Updated: 2023/06/20

Cayman Chemical

Product number: 10009570
Product name: SecinH3
Purity: ≥98%
Packaging: 1mg
Price: $49
Updated: 2024/03/01

Cayman Chemical

Product number: 10009570
Product name: SecinH3
Purity: ≥98%
Packaging: 5mg
Price: $143
Updated: 2024/03/01

Cayman Chemical

Product number: 10009570
Product name: SecinH3
Purity: ≥98%
Packaging: 10mg
Price: $238
Updated: 2024/03/01

Cayman Chemical

Product number: 10009570
Product name: SecinH3
Purity: ≥98%
Packaging: 25mg
Price: $475
Updated: 2024/03/01

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N-[4-[5-(1,3-BENZODIOXOL-5-YL)-3-METHOXY-1H-1,2,4-TRIAZOL-1-YL]PHENYL]-2-(PHENYLTHIO)ACETAMIDE Chemical Properties,Usage,Production

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 (K_d ≤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 +4°C

N-[4-[5-(1,3-BENZODIOXOL-5-YL)-3-METHOXY-1H-1,2,4-TRIAZOL-1-YL]PHENYL]-2-(PHENYLTHIO)ACETAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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853625-60-2, N-[4-[5-(1,3-BENZODIOXOL-5-YL)-3-METHOXY-1H-1,2,4-TRIAZOL-1-YL]PHENYL]-2-(PHENYLTHIO)ACETAMIDERelated Search:

Motesanib 2-[(6-Amino-9H-purin-9-yl)methyl]-5-methyl-3-(2-methylphenyl)-4(3H)-quinazolinone Chk2 Inhibitor Trolox C2 CERAMIDE NSC 23766 TETRAHYDROCHLORIDE NSC697923 MIF Antagonist, ISO-1 GSK-3β Inhibitor XVIII Pictilisib JNJ-10198409 Compound 28 Compound 23 ERK Inhibitor Glycogen Phosphorylase Inhibitor MMP-9 INHIBITOR I 6-HYDROXY-2,5,7,8-TETRAMETHYLCHROMAN-2-CARBOXYLIC ACID N-[4-[5-(1,3-BENZODIOXOL-5-YL)-3-METHOXY-1H-1,2,4-TRIAZOL-1-YL]PHENYL]-2-(PHENYLTHIO)ACETAMIDE

N-[4-[5-(1,3-BENZODIOXOL-5-YL)-3-METHOXY-1H-1,2,4-TRIAZOL-1-YL]PHENYL]-2-(PHENYLTHIO)ACETAMIDE

SECINH3

N-(4-(5-(benzo[d][1,3]dioxol-5-yl)-3-methoxy-1H-1,2,4-triazol-1-yl)phenyl)-2-(phenylthio)acetamide

3]dioxol-5-yl)-3-methoxy-1H-1

4-triazol-1-yl)phenyl)-2-(phenylthio)acetamide

N-(4-(5-(benzo[d][1

CS-2379

Acetamide, N-[4-[5-(1,3-benzodioxol-5-yl)-3-methoxy-1H-1,2,4-triazol-1-yl]phenyl]-2-(phenylthio)-

N-[4-[5-(1,3-benzodioxol-5-yl)-3-methoxy-1,2,4-triazol-1-yl]phenyl]-2-phenylsulfanylacetamide

SecinH3, Sec7-GEF inhibitor

SecinH3, 10 mM in DMSO

853625-60-2

Inhibitors