Synthesis and growth-inhibitory activities of imidazo[5,1-d]-1,2,3,5-tetrazine-8-carboxamides related to the anti-tumour drug temozolomide, with appended silicon, benzyl and heteromethyl groups at the 3-position
Author:
Affiliation:
1. Pharminox Ltd
2. Nottingham NG1 1GF
3. UK
4. School of Pharmacy
5. University of Nottingham
6. School of Chemistry
7. Institute of Cancer Therapeutics
8. School of Pharmacy and Medical Sciences
9. University of Bradford
10. Bradford
Abstract
The synthesis and biological evaluation of imidazotetrazines substituted at N-3 is described.
Publisher
Royal Society of Chemistry (RSC)
Subject
Pharmaceutical Science,Biochemistry,Drug Discovery,Molecular Medicine,Pharmacology,Organic Chemistry
Link
http://pubs.rsc.org/en/content/articlepdf/2018/MD/C7MD00554G
Reference21 articles.
1. Antitumour imidazotetrazines. 1. Synthesis and chemistry of 8-carbamoyl-3-(2-chloroethyl)imidazo[5,1-d]-1,2,3,5-tetrazin-4(3H)-one, a novel broad-spectrum antitumor agent
2. M. F. G. Stevens , in Cancer Drug Design and Discovery , ed. S. Neidle , Elsevier Science , San Diego , 2nd edn, 2014 , pp. 145–164
3. The Medicinal Chemistry of Imidazotetrazine Prodrugs
4. Decomposition of the antitumour drug temozolomide in deuteriated phosphate buffer: methyl group transfer is accompanied by deuterium exchange
5. NMR and Molecular Modeling Investigation of the Mechanism of Activation of the Antitumor Drug Temozolomide and Its Interaction with DNA
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1. Discovery of new imidazotetrazinones with potential to overcome tumor resistance;European Journal of Medicinal Chemistry;2023-09
2. Novel Imidazotetrazine Evades Known Resistance Mechanisms and Is Effective against Temozolomide-Resistant Brain Cancer in Cell Culture;ACS Chemical Biology;2022-02-04
3. Modulation of the acidity of the 8-carboxamide group in the temozolomide family of antitumor imidazo[5,1-d][1,2,3,5]tetrazines;Arkivoc;2020-05-06
4. C8-Substituted Imidazotetrazine Analogs Overcome Temozolomide Resistance by Inducing DNA Adducts and DNA Damage;Frontiers in Oncology;2019-06-11
5. In search of effective therapies to overcome resistance to Temozolomide in brain tumours;Cancer Drug Resistance;2019
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