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

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;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
CBNumber:
CB22454331
Molecular Formula:
C24H20N4O4S
Molecular Weight:
460.51
MDL Number:
MFCD10687099
MOL File:
853625-60-2.mol
Last updated:2023-06-30 15:45:59

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

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.

N-[4-[5-(1,3-BENZODIOXOL-5-YL)-3-METHOXY-1H-1,2,4-TRIAZOL-1-YL]PHENYL]-2-(PHENYLTHIO)ACETAMIDE price More Price(15)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 565725-M SecinH3 - CAS 853625-60-2 - Calbiochem A cell-permeable triazolo compound that acts as a Sec7 domain-binding, selective antagonist against cytohesin family small GEFs. 853625-60-2 5MG $282 2023-06-20 Buy
Cayman Chemical 10009570 SecinH3 ≥98% 853625-60-2 1mg $49 2024-03-01 Buy
Cayman Chemical 10009570 SecinH3 ≥98% 853625-60-2 5mg $143 2024-03-01 Buy
Cayman Chemical 10009570 SecinH3 ≥98% 853625-60-2 10mg $238 2024-03-01 Buy
Cayman Chemical 10009570 SecinH3 ≥98% 853625-60-2 25mg $475 2024-03-01 Buy
Product number Packaging Price Buy
565725-M 5MG $282 Buy
10009570 1mg $49 Buy
10009570 5mg $143 Buy
10009570 10mg $238 Buy
10009570 25mg $475 Buy

N-[4-[5-(1,3-BENZODIOXOL-5-YL)-3-METHOXY-1H-1,2,4-TRIAZOL-1-YL]PHENYL]-2-(PHENYLTHIO)ACETAMIDE Chemical Properties,Uses,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 (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 +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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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 853625-60-2 Inhibitors