Synthesis and Preliminary Cytotoxic Evaluation of Novel 3,4-Dihydro-2h-1,2,4-Benzotiadiazine-1,1-Dioxide Derivatives

Abstract

The preparation of novel 3,4-

Nickel Pincer Complexes Catalyzed Sustainable Synthesis of 3,4-Dihydro-2H-1,2,4-benzothiadiazine-1,1-dioxides via Acceptorless Dehydrogenative Coupling of Primary Alcohols

“…13 C{ 1 H} NMR (100 MHz, DMSO): δ 145. 5,143.9,137.7,137.1,132.8,129.6,128.4,128.1,127.8,124.5,124.1,123.7,121.5,116.6,116.3,114.9,68.3,2,4]thiadiazine 1,1-Dioxide (3h). 37 The title product was synthesized according to the general procedure, from using 2-aminobenzenesulfonzamide (172.20 mg, 1.0 mmol) and 2-methoxybenzyl alcohol (138.17 mg, 1.0 mmol), white solid (yield: 81% and 238 mg).…”

“…13 C{ 1 H} NMR (100 MHz, DMSO): δ 153.2, 143. 5,135.5,133.2,132.8,131.2,129.0,128.8,128.7,128.5,128.4,126.6,124.8,123.6,121.3,116.5,116.1,66.4. HRMS (ESI) ,287.0854;found,2,4]thiadiazine 1,1-Dioxide (3v).…”

“…One of such sulfur-containing compounds, 3,4-dihydro-2 H -1,2,4-benzothiadiazine 1,1-dioxides (DHBDs) constitute valuable building blocks in several biological activities in alive systems and in material science . Furthermore, the derivative of DHBD are present as an important core in biomolecules including anticancer, antitumor agent, antimicrobial, anti-inflammatory, antihypertensive, moderate efficacy diuretic, antimicrobial agent, K ATP channel modulator, and anti-HIV agents (Figure ). In addition, they are used in drug delivery and quantum sensing systems. , Therefore, the construction of DHBDs by abundant starting materials and environmentally friendly procedures is highly desirable.…”

Tandem Protocol for the Synthesis of 3‐Acyl Benzothiadiazine 1,1‐Dioxides

“…[11] Moreover, they have been employed as moderate efficacy diuretic, [12] alkaline phosphatase inhibitor, [13] phosphodiesterase inhibitor, [14] 5-HT 1A receptor agonist, [15] HIV-1 infection antagonist [16] and K ATP channel modulator. [17] Hence, several methods have been reported for their synthesis.…”

N‐Benzylation/Benzylic CH Amidation Cascade by the (η3‐Benzyl)palladium System in Aqueous Media: An Effective Pathway for the Direct Construction of 3‐Phenyl‐3,4‐dihydro‐ (2H)‐1,2,4‐benzothiadiazine 1,1‐Dioxides

“…[13] Intermolecular cyclization of o-aminobenzenesulfonamide 1a with benzaldehyde 17 is the most practical method of synthesizing desired 3a (Scheme 8). [14] However, benzaldehydes 17 are chemically unstable and their syntheses from benzyl alcohols 2 are achieved by oxidative methods such as PCC, Swern oxidation, TPAP and TEMPO, which are undesirable from an environmental point of view. Alternatively, in recent years a number of reports have emerged on the borrowing hydrogen methodology using benzyl alcohols 2 as starting materials.…”