B2292

O⁶-Benzylguanine

≥98% (TLC), solid, O⁶-alkylguanine DNA alkyltransferase inhiitor

• Formule empirique (notation de Hill) : C₁₂H₁₁N₅O
• CAS Number: 19916-73-5
• Poids moléculaire : 241.25
• Numéro MDL: MFCD00269931
• Code UNSPSC : 12352200
• ID de substance PubChem : 24278259
• Nomenclature NACRES : NA.77

Propriétés

• Product Name: O⁶-Benzylguanine, ≥98% (TLC), solid
• Niveau de qualité: 200
• Essai: ≥98% (TLC)
• Forme: solid
• Solubilité: methanol: 20 mg/mL
• Température de stockage: room temp
• Chaîne SMILES: Nc1nc(OCc2ccccc2)c3nc[nH]c3n1
• InChI: 1S/C12H11N5O/c13-12-16-10-9(14-7-15-10)11(17-12)18-6-8-4-2-1-3-5-8/h1-5,7H,6H2,(H3,13,14,15,16,17)
• Clé InChI: KRWMERLEINMZFT-UHFFFAOYSA-N
• Informations sur le gène: human ... MGMT(4255)

Description

Application

O⁶-Benzylguanine has been used:

• as an inhibitor of methylguanine methyltransferase (MGMT) in glioblastoma stem cell
• as a O6-alkylguanine-alkyltransferase (AGT) enzyme inhibitor in embryonic stem cells prior to N-ethyl-N-nitrosourea(ENU) treatment
• as an inhibitor of AGT in growth inhibition assays of HL-60 human promyelocytic leukemia cells

Actions biochimiques/physiologiques

O(6)-benzylguanine is an antineoplastic agent that binds the DNA repair enzyme O(6)-alkylguanine DNA alkyltransferase (AGT), resulting in inhibition of AGT-mediated DNA repair. It is widely used in various DNA repair mechanism studies and potentiates the effects of other chemotherapeutic agents that damage DNA.

O⁶-Benzylguanine (O6BG) inhibits methylguanine methyltransferase (MGMT) by blocking the active site through benzyl group transfer. The use of O6BG with bis-chloroethylnitrosourea (BCNU) or carmustine is effective in treating solid tumors including lymphomas, melanomas and sarcoma.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H315,H319,H335
• Conseils de prudence: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves