o6-Benzylguanine

• CAS: 19916-73-5
• Catalog Number: ACM19916735
• Category: Inhibitors
• Molecular Weight: 241.25
• Molecular Formula: C₁₂H₁₁N₅O
• Description: O6-Benzylguanine, a guanine analog, is the DNA repair enzyme O6-alkylguanine-DNA alkyltransferase (MGMT/AGT) inhibitor. O6-Benzylguanine acts as an AGT substrate, which transfers its benzyl group to the AGT cysteine residue, thereby irreversibly inactivating AGT and preventing DNA repair. O6-Benzylguanine induces tumor cell apoptosis. Antineoplastic activity.
• Canonical SMILES: NC(N=C1OCC2=CC=CC=C2)=NC3=C1NC=N3
• Appearance: Solid
• Storage: 4°C, protect from light*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light).
• Shipping: Can be shipped at room temperature, where not in use may vary.

Synthetic Use

Upstream Synthesis Route 1

• 10310-21-1
• 100-51-6

• 19916-73-5

Reference: [1] Patent: WO2003/84957, 2003, A1, . Location in patent: Page/Page column 9-10

Upstream Synthesis Route 2

• 100-51-6

• 19916-73-5

Reference: [1] Patent: WO2008/101514, 2008, A1, . Location in patent: Page/Page column 42

Upstream Synthesis Route 3

• 100-51-6

• 19916-73-5

Reference: [1] Patent: CN107098906, 2017, A, . Location in patent: Paragraph 0052; 0056; 0057; 0061; 0062; 0063; 0064

Upstream Synthesis Route 4

• 10310-21-1
• 100-51-6

• 19916-73-5

Reference: [1]Patent: WO2003/84957,2003,A1 .Location in patent: Page/Page column 9-10

Downstream Synthesis Route 1

• 19916-73-5
• 590-17-0

• 144084-41-3
• 144084-46-8

Reference: [1]Moschel; McDougall; Dolan; Stine; Pegg
[Journal of Medicinal Chemistry, 1992, vol. 35, # 23, p. 4486 - 4491]
[2]Moschel; McDougall; Dolan; Stine; Pegg
[Journal of Medicinal Chemistry, 1992, vol. 35, # 23, p. 4486 - 4491]

Downstream Synthesis Route 2

• 110567-22-1
• 19916-73-5

• 142217-77-4

Reference: [1]Bioorganic and Medicinal Chemistry Letters,1997,vol. 7,p. 127 - 132
[2]Patent: CN110818714,2020,A .Location in patent: Paragraph 0031-0034
[3]Patent: US5206244,1993,A
[4]Patent: CN107513065,2017,A .Location in patent: Paragraph 0013-0014; 0015-0016; 0017-0018

* For details of the synthesis route, please refer to the original source to ensure accuracy.