6-O-Benzylguanine

6-O-Benzylguanine
  • CAS No.:19916-73-5
Other grades of this product :
6-O-Benzylguanine Basic information
Product Name:6-O-Benzylguanine
Synonyms:O(sup 6)benzylguanidine;O6-Benzylguanine ,98%;2-Amino-6-(benzyloxy)-9H-purine;6-(Benzyloxy)-1H-purin-2-amine;6-(benzyloxy)-7H-purin-2-aMine;6-(PhenylMethoxy)-9H-purin-2-aMine;NSC 637037;6-benzylguanine
CAS:19916-73-5
MF:C12H11N5O
MW:241.25
EINECS:1592732-453-0
Product Categories:Alkylguanine-DNA alkyltransferase, mammalian DNA repair proteinApoptosis and Cell Cycle;DNA Repair Regulators;Nucleotides and Nucleosides;A to;DNA metabolism;Enzyme Inhibitors by Enzyme;Bases & Related Reagents;Nucleotides
Mol File:19916-73-5.mol
6-O-Benzylguanine Chemical Properties
Melting point 193(dec.)
Boiling point 459.3±55.0 °C(Predicted)
density 1.48±0.1 g/cm3(Predicted)
storage temp. room temp
solubility methanol: 20 mg/mL
form solid
pka7.47±0.20(Predicted)
color Off-White to Light Yellow
CAS DataBase Reference19916-73-5(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
Hazard Note Irritant
HS Code 29339900
MSDS Information
ProviderLanguage
SigmaAldrich English
6-O-Benzylguanine Usage And Synthesis
Chemical PropertiesLight Yellow Solid
UsesAn irreversible inhibitor of the mammalian DNA repair protein, O6-alkylguanine-DNA alkyltransferase. Assists in the protection against carcinogenic and therapeutic alkylating agents.
UsesO6-Benzylguanine is an effective substrate and efficient inactivator of DNA alkyltransferase. O6-Benzylguanine is an inhibitor of MGMT. It is also used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.
Biochem/physiol ActionsO6-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.

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