Potential Anticancer Agents.¹ IX. Tetrahydroquinazoline Analogs of Tetrahydrofolic Acid. I

Nonclassical Antimetabolites XXIII

“…However, a similar reduction of a tetrahydroquinazoline-6-carboxylic ester with sodium borohydridealuminum chloride in diglyme (11) was successful if the conditions were carefully controlled (9). Unfortunately, the uracil derivative (VI) which is less hindered a t the 5,6-double bond, was overreduced to a 5,6-dihydrouracil under these conditions, as shown by the loss of the ultraviolet maximum a t 267 mp.…”

Access to Variously Substituted 5,6,7,8‐Tetrahydro‐3H‐quinazolin‐4‐ones via Diels–Alder Adducts of Phenyl Vinyl Sulfone to Cyclobutene‐Annelated Pyrimidinones

“…Folic acid (1), one of the important B vitamins, is a precursor for the biosynthesis of the coenzyme tetrahydrofolic acid. The latter in turn serves both as a formyl and a hydroxymethyl transfer agent in a variety of biological systems.…”

“…The latter in turn serves both as a formyl and a hydroxymethyl transfer agent in a variety of biological systems. [1] The analogous 5,8-dideaza-5,6,7,8-tetrahydrofolic acid (2) and in general 2-substituted tetrahydroquinazolinones have attracted considerable attention in chemistry [2] and biology.…”

Effect of a Novel Series of Benzothiazolo‐Quinazolones on Epidermal Growth Factor Receptor (EGFR) and Biological Evaluations

“…The quinozolone skeleton, which is present in a variety of biologically active compounds, are pharmacologically attractive in various therapeutic areas. The wide range of biological activities are known, including hypnotic, sedative, analgesic, anticonvulsant, antibacterial, antidiabetic, anti-inflammatory, and anti-tumor (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11). Other potentially useful and interesting properties include hypertensive adrenergic blocking, selective phosphodiesterase inhibition in prostate disorders, and dihydrofolate reductase inhibition (12)(13)(14)(15)(16)(17)(18)(19)(20).…”