McCarren, Patrick published the artcileAvoidance of the Ames test liability for aryl-amines via computation, Quality Control of 31784-71-1, the publication is Bioorganic & Medicinal Chemistry (2011), 19(10), 3173-3182, database is CAplus and MEDLINE.
Aryl-amines are commonly used synthons in modern drug discovery, however a minority of these chem. templates have the potential to cause toxicity through mutagenicity. The toxicity mostly arises through a series of metabolic steps leading to a reactive electrophilic nitrenium cation intermediate that reacts with DNA nucleotides causing mutation. Highly detailed in silico calculations of the energetics of chem. reactions involved in the metabolic formation of nitrenium cations have been performed. This allowed a critical assessment of the accuracy and reliability of using a theor. formation energy of the DNA-reactive nitrenium intermediate to correlate with the Ames test response. This study contains the largest data set reported to date, and presents the in silico calculations vs. the in vitro Ames response data in the form of beanplots commonly used in statistical anal. A comparison of this quantum mech. approach to QSAR and knowledge-based methods is also reported, as well as the calculated formation energies of nitrenium ions for thousands of com. available aryl-amines generated as a watch-list for medicinal chemists in their synthetic optimization strategies.
Bioorganic & Medicinal Chemistry published new progress about 31784-71-1. 31784-71-1 belongs to thiazole, auxiliary class Other Aromatic Heterocyclic,Chloride,Amine, name is 5-Chlorothiazolo[5,4-b]pyridin-2-amine, and the molecular formula is C6H4ClN3S, Quality Control of 31784-71-1.
Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica