19916-73-5
Chemical Structure
O6-Benzylguanine
- CAS No.: 19916-73-5
- Formula:C12H11N5O
- Molecular Weight:241.25
IUPAC Name: 6-(benzyloxy)-7H-purin-2-amine
InChIKey: KRWMERLEINMZFT-UHFFFAOYSA-N
SMILES: NC(N=C1OCC2=CC=CC=C2)=NC3=C1NC=N3
Biological Activity: O6-Benzylguanine is an orally active, blood-brain barrier-penetrant inhibitor of O6-methylguanine-DNA methyltransferase (MGMT/AGT). O6-Benzylguanine modulates p53 and its downstream p21 and cyclins to induce cell cycle arrest and apoptosis, and on the other hand activates mTORC1/MAPK and other signaling pathways to induce cellular senescence by inhibiting intracellular MGMT. O6-Benzylguanine is used in research related to various tumors, cellular senescence, and vascular smooth muscle dysfunction[1][2][3][4].
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O6-Benzylguanine | 99.92% | O6-Benzylguanine is an orally active, blood-brain barrier-penetrant inhibitor of O6-methylguanine-DNA methyltransferase (MGMT/AGT). O6-Benzylguanine modulates p53 and its downstream p21 and cyclins to induce cell cycle arrest and apoptosis, and on the other hand activates mTORC1/MAPK and other signaling pathways to induce cellular senescence by inhibiting intracellular MGMT. O6-Benzylguanine is used in research related to various tumors, cellular senescence, and vascular smooth muscle dysfunction. | ||||||||||||||||||||
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O6-Benzylguanine (Standard) | ≥98% | O6-Benzylguanine Standard is the analytical standard of O6-Benzylguanine (HY-W002585). This product is intended for research and analytical applications. O6-Benzylguanine is an orally active, blood-brain barrier-penetrant inhibitor of O6-methylguanine-DNA methyltransferase (MGMT/AGT). O6-Benzylguanine modulates p53 and its downstream p21 and cyclins to induce cell cycle arrest and apoptosis, and on the other hand activates mTORC1/MAPK and other signaling pathways to induce cellular senescence by inhibiting intracellular MGMT. O6-Benzylguanine is used in research related to various tumors, cellular senescence, and vascular smooth muscle dysfunction. | ||||||||||||||||||||
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References
- [1]. Rabik CA, et al. Inactivation of O6-alkylguanine DNA alkyltransferase as a means to enhance chemotherapy. Cancer treatment reviews. 2006 Jun;32(4):261-76. [Content Brief]
- [2]. Konduri SD, et al. Blockade of MGMT expression by O6 benzyl guanine leads to inhibition of pancreatic cancer growth and induction of apoptosis. Clinical cancer research : an official journal of the American Association for Cancer Research. 2009 Oct 01;15(19):6087-95. [Content Brief]
- [3]. Krivy J, et al. O6-methylguanine-DNA methyltransferase inhibition leads to cellular senescence and vascular smooth muscle dysfunction. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2025 Jun;187:118103.
- [4]. Goodtzova K, et al. Repair of O6-benzylguanine by the Escherichia coli Ada and Ogt and the human O6-alkylguanine-DNA alkyltransferases. The Journal of biological chemistry. 1997 Mar 28;272(13):8332-9.
