title: The Effective Synthesis of N-(Arylalkyl)-1-R-4-hydroxy-2,2-dioxo- 1H-2λ(6),1-benzothiazine-3-carboxamides as Promising Analgesics of a New Chemical Class.
abstract: A new, effective preparative method has been proposed and the synthesis of a series of N-(arylalkyl)-1-R-4-hydroxy-2,2-dioxo-1H-2λ(6),1-benzothiazine-3-car-boxamides has been carried out. It has been shown that amidation of alkyl 1-R-4-hydroxy-2,2-dioxo-1H-2λ(6),1-benzothiazine-3-carboxylates with arylalkyl-amines in boiling xylene proceeds with good yield and purity to the corresponding N-(arylalkyl)-amides. However, the presence of water in the reaction mixture has been shown to cause the formation of specific impurities: N-(arylalkyl)-1-R-2,2-dioxo-1H-2λ(6),1-benzothiazin-4-amines. According to the results of the pharmacological studies, powerful analgesics have been found among the substances synthesized.
authors.affiliation: Department of Pharmaceutical Chemistry, National University of Pharmacy, 53 Pushkinska St., 61002, Kharkiv, Ukraine.
authors.forename: Igor V
authors.initials: IV
authors.lastname: Ukrainets
authors.affiliation: Department of Pharmaceutical Chemistry, National University of Pharmacy, 53 Pushkinska St., 61002, Kharkiv, Ukraine.
authors.forename: Lidiya A
authors.initials: LA
authors.lastname: Petrushova
authors.affiliation: Department of Pharmaceutical Chemistry, N. I. Pirogov Vinnitsa National Medical University, 56 Pirogov St., Vinnitsa, 21018, Ukraine.
authors.forename: Sergiy P
authors.initials: SP
authors.lastname: Dzyubenko
authors.affiliation: Department of Pharmaceutical Chemistry, Far Eastern State Medical University, 35 Murav'eva-Amurskogo St., 680000, Khabarovsk, Russia.
authors.forename: Galina
authors.initials: G
authors.lastname: Sim
authors.affiliation: Department of Pharmaceutical Chemistry, National University of Pharmacy, 53 Pushkinska St., 61002, Kharkiv, Ukraine.
authors.forename: Lina A
authors.initials: LA
authors.lastname: Grinevich
keywords: 2,1-Benzothiazines; 4-Hydroxy-2,2-dioxo-1,2-dihydro-2λ6,1-benzothiazine-3-carboxamides; Amidation; Analgesia; Arylalkylamines; Pain syndrome; Synthesis
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