BI 78D3 - ≥99%(HPLC) , CAS No.883065-90-5

CAS: 883065-90-5 Cat. No.: B286827 Formule: C₁₃H₉N₅O₅S₂ Poids moléculaire: 379.37

GRADE & PURITY ≥99%(HPLC)

Synonyms

NCGC00263145-01 | BDBM26057 | BCP17200 | 4-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(5-nitro-1,3-thiazol-2-yl)sulfanyl]-1H-1,2,4-triazol-5-one | 4-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-[(5-nitro-1,3-thiazol-2-yl)sulfanyl]-4H-1,2,4-triazol-3-ol | EX-A970 | 4-(

Storage

Conserver à -20°C

Shipped In

Glacière + blocs de glace

Vue d’ensemble

description：

Composé benzodioxine-triazole perméable aux cellules qui entre en compétition avec la JNK-interacting protein-1 (IC50 = 500 nM dans la liaison compétitive à la JNK1 avec pepJIP1) et la liaison des substrats contenant un domaine D (Ki = 200 nM dans la liaison compétitive à la JNK1 avec ATF2) en ciblant le site d'interaction JIP1 de la JNK (Kd = 8,1 µM). BI-78D3 inhibe la phosphorylation de l'ATF2, mais pas celle d'un substrat peptidique sans domaine D, par JNK1 dans les essais de kinase, tout en montrant une puissance 100 fois moindre contre p38α et aucun effet contre mTOR ou PI3-Kα. Inhibe la phosphorylation de la GFP-cJun stimulée par le TNF-α dans les cultures HeLa transfectées in vitro (IC50 = 12,4 µM) et réduit efficacement l'insuffisance hépatique murine induite par la ConA (10 mg/kg, i.p.) ainsi que la restauration de la sensibilité à l'insuline dans un modèle murin de diabète de type 2 (25 mg/kg, i.p.) in vivo.

Specifications

Synonymes

NCGC00263145-01 | BDBM26057 | BCP17200 | 4-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(5-nitro-1,3-thiazol-2-yl)sulfanyl]-1H-1,2,4-triazol-5-one | 4-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-[(5-nitro-1,3-thiazol-2-yl)sulfanyl]-4H-1,2,4-triazol-3-ol | EX-A970 | 4-(

Spécifications et pureté

≥99%(HPLC)

Mécanismes biochimiques et physiologiques

Inhibiteur compétitif de la c-Jun N-terminal kinase (JNK) (CI50= 280 nM) qui présente une sélectivité > 100 fois supérieure à celle de la p38α et une absence d'activité sur mTOR et PI-3K. Inhibe la liaison entre la protéine 1 interagissant avec la JNK (JI

Conditions de stockage de stockage

Conserver à -20°C

Expédié en

Glacière + blocs de glace

Pureté

≥99%(HPLC)

Noms et identifiants

• Pubchem Sid: 504761406
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504761406
• Sourires canoniques: C1COC2=C(O1)C=CC(=C2)N3C(=O)NN=C3SC4=NC=C(S4)[N+](=O)[O-]
• IUPAC Name: 4-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(5-nitro-1,3-thiazol-2-yl)sulfanyl]-1H-1,2,4-triazol-5-one
• InChIKey: QFRLDZGQEZCCJZ-UHFFFAOYSA-N
• INCHI: 1S/C13H9N5O5S2/c19-11-15-16-12(25-13-14-6-10(24-13)18(20)21)17(11)7-1-2-8-9(5-7)23-4-3-22-8/h1-2,5-6H,3-4H2,(H,15,19)
• Isomères SMILES: C1COC2=C(O1)C=CC(=C2)N3C(=O)NN=C3SC4=NC=C(S4)[N+](=O)[O-]
• Poids moléculaire: 379.37
• Reaxy-Rn: 20869456
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=20869456&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organosulfur compounds
    • Classe Thioethers
      • Subclass Aryl thioethers

• Kingdom: Organic compounds
• Superclass: Organosulfur compounds
• Classe: Thioethers
• Subclass: Aryl thioethers
• Intermediate Tree Nodes: Not available
• Direct Parent: Diarylthioethers
• Alternative Parents: Phenyl-1,2,4-triazoles Benzo-1,4-dioxanes Nitrothiazoles Nitroaromatic compounds 2,5-disubstituted thiazoles Alkyl aryl ethers Para dioxins Benzenoids Heteroaromatic compounds Sulfenyl compounds Propargyl-type 1,3-dipolar organic compounds Oxacyclic compounds Azacyclic compounds Organic oxoazanium compounds Hydrocarbon derivatives Organic oxides Organic zwitterions Organonitrogen compounds Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phenyltriazole - Phenyl-1,2,4-triazole - Diarylthioether - Benzo-1,4-dioxane - Benzodioxane - Nitroaromatic compound - Nitrothiazole - 2,5-disubstituted 1,3-thiazole - Alkyl aryl ether - Para-dioxin - Benzenoid - Heteroaromatic compound - Azole - Thiazole - 1,2,4-triazole - Organic nitro compound - C-nitro compound - Allyl-type 1,3-dipolar organic compound - Azacycle - Ether - Oxacycle - Organoheterocyclic compound - Organic oxoazanium - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Sulfenyl compound - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Organic oxide - Organic zwitterion - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as diarylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two aryl groups.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

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MAPK10 Tchem c-Jun N-terminal kinase 3 (3396 Activities)

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MAPK8 Tchem c-Jun N-terminal kinase 1 (5038 Activities)

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MAPK8 Tchem c-Jun N-terminal kinase, JNK (688 Activities)

Discover Target: MAPK8

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Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: Solvent:DMSO, Max Conc. mg/mL: 37.94, Max Conc. mM: 100; Solvent:ethanol, Max Conc. mg/mL: 1.9, Max Conc. mM: 5
• Poids moléculaire: 379.400 g/mol
• XLogP3: 2.700
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 379.005 Da
• Monoisotopic Mass: 379.005 Da
• Topological Polar Surface Area: 175.000 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 588.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1