Synthesis and Anticonvulsant Studies of Thiazolidinone and Azetidinone Derivatives from Indole Moiety

Drug Research ◽  
2018 ◽  
Vol 69 (08) ◽  
pp. 445-450 ◽  
Author(s):  
Sachin Saini ◽  
Keyword(s):  
Acute Toxicity ◽  
Spectral Data ◽  
Anticonvulsant Activity ◽  
Thioglycolic Acid ◽  
Aromatic Aldehydes

Abstract2-Amino-5-(3’-indolomethylene)-1, 3 , 4 - oxadiazole (3) undergoes facile condensation with various aromatic aldehydes to gave 2-substitiuted arylidenylamino-5-(3’- indolomethylene) – 1, 3 , 4 – oxadiazole (4–8). Cyclocondensation of (4–8) with thioglycolic acid and triethylamine yielded 3-[5’-(3”- indolomethylene)- 1’, 3’, 4’- oxadiazol-2’-yl]- 2- (substituted aryl)-4- thiazolidinones (9–13) and 1-[5’-(3”- indolomethylene) -1’, 3’, 4’- oxadiazol - 2’- yl ] -4-(substituted aryl) -2- azetidinones (14–18). The structures of these compounds were established on the basis of analytical and spectral data. The newly synthesised compounds were evaluated for their anticonvulsant activity and acute toxicity.

DESIGN AND SYNTHESIS OF NOVEL TRIAZOLYL/OXADIAZOLYL/ THIADIAZOLYL-CARBAZOLES AS POTENT ANTICONVULSANT AGENTS

INDIAN DRUGS ◽  
2020 ◽  
Vol 57 (07) ◽  
pp. 19-25
Author(s):  
Archana . ◽  
Sakshi Chaudhary
Keyword(s):  
Acute Toxicity ◽  
Hydrazine Hydrate ◽  
Spectral Data ◽  
Anticonvulsant Activity ◽  
Chloroacetyl Chloride ◽  
Absolute Alcohol ◽  
Phenyl Hydrazine ◽  
Anticonvulsant Agents ◽  
Design And Synthesis

Compound-1, was synthesized by the reaction of carbazole with chloroacetyl chloride in dry acetone. Compound 1 on reaction with hydrazine hydrate yielded compound 2, which on reaction with various substituted phenyl isothiocyanates in absolute alcohol yielded compounds 3-8 i.e.2-(carbazolylacetyl)- N-(substituted phenyl)-hydrazine carbothioamides. Compounds 3-8, on reaction with aqueous NaOH, ethanolic NaOH and conc. H2 SO4 afforded triazoles (9-14), oxadiazoles (15-20) and thiadiazoles (21-26), respectively. The structures of these compounds were established on the basis of analytical and spectral data. Twenty four newly synthesized compounds were evaluated for their anticonvulsant activity and acute toxicity.

SYNTHESIS AND ANTICONVULSANT ACTIVITY OF NOVEL 1,3,4-OXADIAZOLE DERIVATIVES

INDIAN DRUGS ◽  
2021 ◽  
Vol 57 (11) ◽  
pp. 40-44
Author(s):  
.Aishwarya T.C ◽  
◽  
James Jainey ◽  
Vijay Kumar M. ◽  
B.C. Revanasiddappa
Keyword(s):  
Spectral Data ◽  
Anticonvulsant Activity ◽  
Aromatic Aldehydes ◽  
Oxidative Cyclization ◽  
Mercuric Oxide ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
H Nmr ◽  
Oxadiazole Derivatives

2 Oxo-2h-chromene-3-carbohydrazide (1) reacts with various aromatic aldehydes to give corresponding 2-oxo-2h-chromene-3-carbohydrazide arylidene hydrazides (SB1-8). Oxidative cyclization of (SB1-8) with mercuric oxide and iodine in DMF medium furnishes the title compounds 3-(5-aryl-1,3,4-oxadiazol2-yl)-2h-chromen-2-ones (2a-h). All the synthesized compounds were assigned structures on the basis of IR, 1 H-NMR and Mass spectral data. Some of the selected compounds were evaluated for In vivo anticonvulsant activity by MES and PTZ models.

scholarly journals Synthesis and Biological Activity of (Z) –n-(5-Benzylidene-4-oxo-2-substituted- phenylthiazolidin-3-yl)-5-((1, 3-dioxoisoindolin-2-yl)methyl)-2-hydroxybenzamide

2010 ◽  
Vol 7 (4) ◽  
pp. 1484-1490
Author(s):  
M. C. Patel ◽  
Dhameliya
Keyword(s):  
Biological Activity ◽  
Spectral Data ◽  
Thioglycolic Acid ◽  
Aromatic Aldehydes ◽  
Antifungal Activities ◽  
Antibacterial And Antifungal Activities ◽  
Antibacterial And Antifungal

5-((1, 3-Dioxoisoindolin-2-yl)methyl-2-hydroxybenzohydrazide (1) undergoes facile condensation with aromatic aldehydes to afford the correspondingN'-substituted-phenyl-5-((1,3-dioxoisoindolin-2-yl) methyl)-2-hydroxybenzohydrazide (2a-h) in good yields. Cyclocondensation of compounds (2a-h) with thioglycolic acid yields 5-((1,3-dioxoisoindolin-2-yl) methyl)-2-hydroxy-N-(4-oxo-2-substituted phenylthiazolidin-3-yl)benzamide (3a-h). These (3a-h) compounds were further reacted with benzaldehyde in the presence of sodium ethanolate affords, (Z) –N-(5-benzylidene-4-oxo-2-substituted phenyl-thiazolidin-3-yl)-5-((1,3-dioxoisoindolin-2-yl)methyl)-2-hydroxybenzamdie(4a-h). The structures of these compounds were established on the basis of analytical and spectral data. All the newly synthesized compounds were evaluated for their antibacterial and antifungal activities.

Synthesis of Novel Triazolyl/Oxadiazolyl/Thiadiazolyl-Piperazine as Potential Anticonvulsant Agents

Drug Research ◽  
2021 ◽  
Author(s):  
Archana Archana
Keyword(s):  
Acute Toxicity ◽  
Hydrazine Hydrate ◽  
Spectral Data ◽  
Anticonvulsant Activity ◽  
Absolute Alcohol ◽  
Anticonvulsant Agents

AbstractReaction of piperazine with chloroacetylchloride in dry acetone yield compound 1 , which on reaction with hydrazine hydrate yielded compound 2, which was further reacted with various substituted phenylisothiocyanates in absolute alcohol to afford compounds 3–8 i. e. 2-(carbazolylacetyl)-N-(substitutedphenyl)-hydrazinepiperazinothioamides. Compounds 3–8 on reaction with aqueous NaOH, ethanolic NaOH and conc. H2SO4 afford triazoles 9–14, oxadiazoles 15–20 and thiadiazoles 21–26 respectively. Twenty four newly synthesized compounds were evaluated for their anticonvulsant activity and acute toxicity. The structures of these compounds were established on the basis of analytical and spectral data.

scholarly journals Synthesis and biological activity of 4-thiazolidinone derivatives of phenothiazine

2012 ◽  
Vol 77 (1) ◽  
pp. 17-26 ◽  
Author(s):  
Ritu Sharma ◽  
Pushkal Samadhiya ◽  
Savitri Srivastava ◽  
Santosh Srivastava
Keyword(s):  
Antimicrobial Activity ◽  
Heterocyclic Compounds ◽  
Thioglycolic Acid ◽  
Cycloaddition Reaction ◽  
Aromatic Aldehydes ◽  
Knoevenagel Reaction ◽  
Antituberculosis Activity ◽  
Bacteria And Fungi ◽  
Derivatives Of ◽  
Anhydrous Zncl2

A new series of N-[3-(10H-phenothiazinyl)-propyl]-2-(substituted phenyl)-4-oxo-5-( substituted benzylidene)-1,3-thiazolidine-carboxamide, 5(as) have been synthesized. The cycloaddition reaction of thioglycolic acid with N-[3-(10H-phenothiazinyl)-propyl]-N?-[(substituted phenyl)-methylidene]- urea, 3(a-s) in the presence of anhydrous ZnCl2 afforded new heterocyclic compounds N-[3-(10H-phenothiazinyl)-propyl]-2-(substituted phenyl)-4-oxo- 1,3-thiazolidine-carboxamide, 4(a-s). The later product on treatment with several selected substituted aromatic aldehydes in the presence of C2H5ONa undergoes Knoevenagel reaction to yield 5(a-s). The structure of compounds 1, 2, 3(a-s), 4(a-s) and 5(a-s) were confirmed by IR, 1H NMR, 13C NMR, Fmass and chemical analysis. All above compounds were screened for their antimicrobial activity against some selected bacteria and fungi and for antituberculosis activity compounds have been screened against the bacterium M. tuberculosis.

scholarly journals Synthesis and Pharmacological Evaluation of 2-(4-Halosubstituted phenyl)-4,5-diphenyl-1H-imidazoles

2008 ◽  
Vol 5 (3) ◽  
pp. 447-452 ◽  
Author(s):  
G. Nagalakshmi
Keyword(s):  
Anticonvulsant Activity ◽  
Glacial Acetic Acid ◽  
Ammonium Acetate ◽  
Antiinflammatory Activity ◽  
Aromatic Aldehydes ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
H Nmr ◽  
Structural Assignment ◽  
Paw Oedema

In the present study, 2-(4-halosubstituted phenyl)-4,5-diphenyl-1Himidazoles have been synthesized by refluxing benzil and ammonium acetate with different 4-halosubstituted aromatic aldehydes in glacial acetic acid. The structural assignment of this compound has been made on the basis of elemental analysis, UV, IR,1H NMR and Mass spectral data. Toxicity of the compound has been determined. The synthesized compound was evaluated for antiinflammatory activity against carrageenan induced paw oedema and anticonvulsant activity against maximal electro-shock-induced convulsions in rats.

SYNTHESIS OF NOVEL QUINAZOLIN-4(3H)-ONYL AZETIDINONES AS POTENTIAL ANTICONVULSANT AGENTS

INDIAN DRUGS ◽  
2017 ◽  
Vol 54 (11) ◽  
pp. 22-27
Author(s):  
A. Singh ◽  
Keyword(s):  
Magnetic Resonance ◽  
Acute Toxicity ◽  
Anticonvulsant Activity ◽  
Proton Magnetic Resonance ◽  
Acetyl Chloride ◽  
Mass Analysis ◽  
Substituted Anilines ◽  
Anticonvulsant Agents

A series of 4-(substituted aryl)- 1- [2’- methyl-6’- substituted anilino quinazolinon-4’-(3’H)-onyl ] -3- chloroazetidin- 2-ones 14-25 have been synthesized by addition of substituted anilines to 4-(substituted aryl)- 1- [2’- methyl-6’- bromoquinazolinon-4’-(3’H)-onyl ] -3- chloro- azetidin-2-ones 8-13 which in turn were prepared by the cycloaddition of triethylamine in dioxane to 3-(N-substituted benzylidene amino phenyl amido )-2-methyl-6-bromoquinazolin-4(3H)-ones 2-7 in presence of acetyl chloride. These compounds were screened for anticonvulsant activity and acute toxicity. Compound 4-(substituted aryl)- 1- [2’- methyl-6’- substituted anilino quinazolinon-4’-(3’H) – onyl ] -3- chloro-azetidinone showed most potent activity. The structure of all the synthesized compounds were delineated by elemental (C, H, N ) and spectra (IR, proton magnetic resonance and mass ) analysis.

scholarly journals Antimicrobial Evaluation and Synthesis of Some Phenylpyrazolo benzothiazolo quinoxaline Derivatives

2009 ◽  
Vol 6 (3) ◽  
pp. 866-870
Author(s):  
CH. Sridevi ◽  
K. Balaji ◽  
A. Naidu ◽  
R. Sudhakaran
Keyword(s):  
Spectral Data ◽  
Aromatic Aldehydes ◽  
Antimicrobial Activities ◽  
Methylene Bridge ◽  
Quinoxaline Derivatives ◽  
Antimicrobial Evaluation

2,3-Diphenyl quinoxaline(SI)was fused with 2-amino benzothiazoles(SII)by a methylene bridge, which was then allowed for acetylation. The acetylated product (SIV) was made to react with different aromatic aldehydes to give chalcones(SV1-SV5). Chalcones refluxed with substituted acid hydrazides to afford different phenyl pyrazolo benzothiazolo quinoxaline derivatives(SVI1-SVI15). The structure of chalcones and phenyl pyrazolo benzothiazolo quinoxaline derivatives were confirmed by M.P, TLC and spectral data. All the synthesized compounds were screened for their antimicrobial activities.

scholarly journals Synthesis, Spectral Studies and Anti-Inflammatory Activity of 2-Acetyl Thiophene

2010 ◽  
Vol 7 (2) ◽  
pp. 433-436 ◽  
Author(s):  
B. Ramesh ◽  
B. Someswara Rao
Keyword(s):  
Spectral Data ◽  
Aromatic Aldehydes ◽  
Inflammatory Activity ◽  
Spectral Studies ◽  
Anti Inflammatory

Some new chalcones have been synthesized by the condensation of 2-acetyl thiophene with various aromatic aldehydes in 40% alkali. The synthesized compounds were identified by spectral data and screened for anti-inflammatory activity. Some of these compounds showed moderate to considerable anti-inflammatory activity.

scholarly journals THE ALDOL CONDENSATION WITH 2,3-DIPHENYL-4-THIAZOLIDINONE

1963 ◽  
Vol 41 (4) ◽  
pp. 817-820 ◽  
Author(s):  
Frances C. Brown ◽  
R. Sidney Jones ◽  
Mildred Kent
Keyword(s):  
Spectral Data ◽  
Aldol Condensation ◽  
Aromatic Aldehydes

The aldol condensation between 2,3-diphenyl-4-thiazolidinone and aromatic aldehydes, which cannot be effected by the usual catalysts used in the analogous reactions of 2-thiono-, 2-oxo-, and 2-imino-4-thiazolidinones, was achieved by the use of ethoxide ion. The structure of the 2,3-diphenyl-5-arylidene-4-thiazolidinone was confirmed by ultraviolet spectral data.

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