Chemistry of azole derivatives. XII. Possible anticonvulsant thiazolo[3,2-a]benzimidazoles

Singh, Jag Megh

doi:10.1021/jm00299a066

Cited by 20 publications

(5 citation statements)

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“…The synthesis and biological activity of thiazolobenzimidazoles were first studied several decades ago (Ogura et al, 1968;Krasovskii & Kochergin, 1972;Alper & Taurins, 1967). With regard to their biological activity, thiazolobenzimidazole derivatives have been evaluated in particular for their inhibitory effects on HIV-1 (Chimirri et al, 1999;Roth et al, 1997) and their use as antibacterial (Oh et al, 1995), anti-inflammatory (Bender et al, 1985), antidiabetic (El-Shorbagi et al, 2001), broncholytic (Park et al, 1993), antiprotozoal (Singh, 1970), anticonvulsant (Sharpe et al, 1971) and antidepressant (Miller & Bambury, 1972) agents. Some thiazolobenzimidazole derivatives are also used for the treatment of cancer and bone diseases (Al-Rashood & Abdel-Aziz, 2010).…”

Section: Chemical Contextmentioning

confidence: 99%

Molecular and crystal structure, Hirshfeld analysis and DFT investigation of 5-(furan-2-ylmethylidene)thiazolo[3,4-a]benzimidazole-2-thione

et al. 2020

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The thiazolo[3,4-a]benzimidazole fused-ring system in the title compound, C14H8N2OS2, is nearly planar, the r.m.s. deviation being 0.0073 Å. The thiazolo-benzimidazole-2-thione system is almost in the same plane as the furan-2-yl-methylene moiety, with a dihedral angle of 5.6 (2)° between the two least-squares planes. In the crystal, adjacent molecules are connected by weak intermolecular interactions (C—H...N and slipped π–π stacking) into a three-dimensional network. The nature of the intermolecular interactions was also quantified by Hirshfeld surface analysis. DFT analysis indicates a good agreement of the experimentally determined and the theoretically calculated molecular structures.

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Section: Chemical Contextmentioning

confidence: 99%

Molecular and crystal structure, Hirshfeld analysis and DFT investigation of 5-(furan-2-ylmethylidene)thiazolo[3,4-a]benzimidazole-2-thione

et al. 2020

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“…Generally, N-substituted-2-amino-4-aryl-thiazole (9) was synthesized by reaction of thiourea (7) with a-haloacetophenone (4) [30]. Diverse thiourea (7) was prepared from arylamine (5) by two synthetic methods through N-acylthiourea (6) and isothiocyanate (8), respectively.…”

Section: Chemistrymentioning

confidence: 99%

Synthesis and in-vitro evaluation of 2-amino-4-arylthiazole as inhibitor of 3D polymerase against foot-and-mouth disease (FMD)

Jeong

Lee

Park

et al. 2015

European Journal of Medicinal Chemistry

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“…IR (KBr); v 3229m, 1678s, 1577s, 1495s, 1438s, 1306s, 1263s, 1063m, 1027w, 758s, 743s cm" 1 . Ή-NMR (CDC1 3 , 90 MHz); δ 2.9 (s, 3H, CH 3…”

Section: -Benzoylhydrazino-2-methylpyrimidino[4'5':45]thiazolo-[3mentioning

confidence: 99%

Synthesis, Characterization and Reactions of 4‐Hydrazino‐2‐methylpyrimidino[4′5′:4,5]thiazolo[3,2‐a]benzimidazole

El‐Wareth

Sarhan

2000

J Chinese Chemical Soc

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4‐Hydrazino‐2‐methylpyrimidino[4′,5′:4,5]thiazolo[3,2‐a]benzimidazole (4) was obtained from hydrazinolysis of the 4‐chloro derivative 3 with hydrazine hydrate. The hydrazino derivative 4 was further cyclized to the corresponding pyrazole 5, pyrazolone 6 and 5‐methyl‐1,2,4‐triazolo[1″,5″:3′,4′]pyrimidino[5′,6′:5,4]‐thiazolo[3,2‐a]benzimidazole (9) and 5‐methy‐1,2,4‐triazolo[4″,3″:3′,4′]pyrimidino[5′,6′:5,4]thiazolo‐[3,2‐a]benzimidazole (10), respectively. The triazolo derivative 10 was isomerized to the triazolo derivative 9 under a variety of reaction conditions.

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Chemistry of azole derivatives. XII. Possible anticonvulsant thiazolo[3,2-a]benzimidazoles

Cited by 20 publications

References 0 publications

Molecular and crystal structure, Hirshfeld analysis and DFT investigation of 5-(furan-2-ylmethylidene)thiazolo[3,4-a]benzimidazole-2-thione

Molecular and crystal structure, Hirshfeld analysis and DFT investigation of 5-(furan-2-ylmethylidene)thiazolo[3,4-a]benzimidazole-2-thione

Synthesis and in-vitro evaluation of 2-amino-4-arylthiazole as inhibitor of 3D polymerase against foot-and-mouth disease (FMD)

Synthesis, Characterization and Reactions of 4‐Hydrazino‐2‐methylpyrimidino[4′5′:4,5]thiazolo[3,2‐a]benzimidazole

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