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Authors = Balladka Kunhanna Sarojini

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9 pages, 1498 KB  
Short Note
2-{[(4-Hydroxy-3,5-dimethoxyphenyl)methylidene]hydrazinylidene}-4-oxo-1,3-thiazolidin-5-yl Acetic Acid
by Sangeetha Karanth, Badiadka Narayana, Sharath Chandra Kodandoor and Balladka Kunhanna Sarojini
Molbank 2018, 2018(3), M1009; https://doi.org/10.3390/M1009 - 29 Jul 2018
Cited by 1 | Viewed by 3339
Abstract
Thia-Michael addition of 2-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]hydrazine-1-carbothioamide (1) with maleic anhydride results in the formation of the title compound 2-{[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]hydrazinylidene}-4-oxo-1,3-thiazolidin-5-yl acetic acid 2. The precursor 1 is synthesized by the reaction of 4-hydroxy-3,5-dimethoxybenzaldehyde and thiosemicarbazide in the presence of glacial acetic acid as [...] Read more.
Thia-Michael addition of 2-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]hydrazine-1-carbothioamide (1) with maleic anhydride results in the formation of the title compound 2-{[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]hydrazinylidene}-4-oxo-1,3-thiazolidin-5-yl acetic acid 2. The precursor 1 is synthesized by the reaction of 4-hydroxy-3,5-dimethoxybenzaldehyde and thiosemicarbazide in the presence of glacial acetic acid as the catalyst. The structure of the title compound is determined by elemental analysis, FT-IR, 1H-NMR, 13C-NMR and mass spectral data. In order to determine the molecular interactions with the bacterial enzyme, the title compound is further docked into the active site of the MurB protein of Staphylococcus aureus (PDB ID: 1HSK). The in vitro antibacterial and antifungal activity of the title compound is carried out in order to appraise its antimicrobial efficacy by determination of zone of inhibition and minimal inhibitory concentration. The compound is also evaluated for its antioxidant property by 2,2-diphenyl-1-picryl-hydrazyl (DPPH) radical scavenging assay. Full article
(This article belongs to the Section Organic Synthesis and Biosynthesis)
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6 pages, 1998 KB  
Short Note
1-[5-(4-Ethoxyphenyl)-3-(naphthalen-1-yl)-4,5-dihydro-1H-pyrazol-1-yl]ethan-1-one
by Sangeetha Karanth, Badiadka Narayana, Jayashree Avvadukkam and Balladka Kunhanna Sarojini
Molbank 2018, 2018(2), M1000; https://doi.org/10.3390/M1000 - 19 Jun 2018
Viewed by 2921
Abstract
The cyclization reaction of 3-(4-ethoxyphenyl)-1-(naphthalen-1-yl)prop-2-en-1-one (1) using hydrazine hydrate in acetic acid medium culminates, resulting in the title compound 1-[5-(4-ethoxyphenyl)-3-(naphthalen-1-yl)-4,5-dihydro-1H-pyrazol-1-yl]ethan-1-one (2). The structure of the newly synthesized compound is determined by IR, 1H-NMR, 13C-NMR and [...] Read more.
The cyclization reaction of 3-(4-ethoxyphenyl)-1-(naphthalen-1-yl)prop-2-en-1-one (1) using hydrazine hydrate in acetic acid medium culminates, resulting in the title compound 1-[5-(4-ethoxyphenyl)-3-(naphthalen-1-yl)-4,5-dihydro-1H-pyrazol-1-yl]ethan-1-one (2). The structure of the newly synthesized compound is determined by IR, 1H-NMR, 13C-NMR and mass spectral data. In order to evaluate the putative molecular interactions, the title compound (2) is docked against the active site of Cytochrome P450 14α-sterol demethylase (CYP51) from Mycobacterium tuberculosis. Full article
(This article belongs to the Section Organic Synthesis and Biosynthesis)
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9 pages, 2260 KB  
Short Note
(Z)-4-[2-(3,4-Difluorophenyl)hydrazono]-3-methyl-1H-pyrazol-5(4H)-one
by Billava Jayappa Mohan, Balladka Kunhanna Sarojini, Badiadka Narayana and Enumadishetty Srinivasulu Sindhu Priya
Molbank 2018, 2018(2), M989; https://doi.org/10.3390/M989 - 31 Mar 2018
Cited by 2 | Viewed by 4587
Abstract
The title compound (Z)-4-[2-(3,4-difluorophenyl)hydrazono]-3-methyl-1H-pyrazol-5(4H)-one 4 was synthesized by the reaction of ethyl 2-[2-(3,4-difluorophenyl)hydrazono]-3-oxobutanoate 3 with hydrazine hydrate. The diazotization of 3,4-difluoroaniline, followed by the treatment with ethyl acetoacetate, afforded intermediate 3. The synthesized compound 4 was [...] Read more.
The title compound (Z)-4-[2-(3,4-difluorophenyl)hydrazono]-3-methyl-1H-pyrazol-5(4H)-one 4 was synthesized by the reaction of ethyl 2-[2-(3,4-difluorophenyl)hydrazono]-3-oxobutanoate 3 with hydrazine hydrate. The diazotization of 3,4-difluoroaniline, followed by the treatment with ethyl acetoacetate, afforded intermediate 3. The synthesized compound 4 was characterized by FTIR, 1H-NMR, 13C-NMR and LCMS, and it showed synergistic anti-inflammatory, antiproliferative and antibacterial activities. Full article
(This article belongs to the Special Issue Heterocycles)
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5 pages, 89 KB  
Short Note
2'-[(4-Fluorophenyl)carbonyl]-1'-phenyl-1',2',5',6',7',7a'-hexahydrospiro[indole-3,3'-pyrrolizin]-2(1H)-one
by Majal Sapnakumari, Badiadka Narayana, Seranthimata Samshuddin and Balladka Kunhanna Sarojini
Molbank 2013, 2013(2), M802; https://doi.org/10.3390/M802 - 23 May 2013
Cited by 2 | Viewed by 3973
Abstract
A new spiro[indole-3,3'-pyrrolizine] derivative is regioselectively synthesized by the straightforward multicomponent reaction of 1-(4-fluorophenyl)-3-phenylprop-2-en-1-one, isatin and L-proline without any catalyst. The structure of the newly synthesized compound is characterized by IR, NMR, UV-visible and mass spectral data. The compound is also screened for [...] Read more.
A new spiro[indole-3,3'-pyrrolizine] derivative is regioselectively synthesized by the straightforward multicomponent reaction of 1-(4-fluorophenyl)-3-phenylprop-2-en-1-one, isatin and L-proline without any catalyst. The structure of the newly synthesized compound is characterized by IR, NMR, UV-visible and mass spectral data. The compound is also screened for its reducing power assay. Full article
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4 pages, 68 KB  
Short Note
2-{[5-(Diphenylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl}-N-(pyrazin-2-yl)acetamide
by Prakash S. Nayak, Badiadka Narayana, Seranthimata Samshuddin and Balladka Kunhanna Sarojini
Molbank 2013, 2013(2), M800; https://doi.org/10.3390/M800 - 3 May 2013
Cited by 1 | Viewed by 5522
Abstract
S-Alkylation of 5-(diphenylmethyl)-1,3,4-oxadiazole-2(3H)-thione (3) by 2-chloro-N-(pyrazin-2-yl)acetamide (2) affords the title compound, 2-{[5-(diphenylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl}-N-(pyrazin-2-yl)acetamide (4). The intermediate (2), in turn, was prepared by the acetylation of 2-aminopyrazine (1) [...] Read more.
S-Alkylation of 5-(diphenylmethyl)-1,3,4-oxadiazole-2(3H)-thione (3) by 2-chloro-N-(pyrazin-2-yl)acetamide (2) affords the title compound, 2-{[5-(diphenylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl}-N-(pyrazin-2-yl)acetamide (4). The intermediate (2), in turn, was prepared by the acetylation of 2-aminopyrazine (1) with chloroacetyl chloride. The structure of the newly synthesized compound is characterized by IR, NMR and mass spectral data. Full article
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11 pages, 821 KB  
Article
Synthesis and Crystal Structures of N-Substituted Pyrazolines
by Wan-Sin Loh, Ching Kheng Quah, Tze Shyang Chia, Hoong-Kun Fun, Majal Sapnakumari, Badiadka Narayana and Balladka Kunhanna Sarojini
Molecules 2013, 18(2), 2386-2396; https://doi.org/10.3390/molecules18022386 - 20 Feb 2013
Cited by 11 | Viewed by 7403
Abstract
Four pyrazole compounds, 3-(4-fluorophenyl)-5-phenyl-4,5-dihydro-1H-pyrazole-1-carbaldehyde (1), 5-(4-bromophenyl)-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazole-1-carbaldehyde (2), 1-[5-(4-chlorophenyl)-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone (3) and 1-[3-(4-fluorophenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl]propan-1-one (4), have been prepared by condensing chalcones with hydrazine hydrate in the presence of aliphatic acids, [...] Read more.
Four pyrazole compounds, 3-(4-fluorophenyl)-5-phenyl-4,5-dihydro-1H-pyrazole-1-carbaldehyde (1), 5-(4-bromophenyl)-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazole-1-carbaldehyde (2), 1-[5-(4-chlorophenyl)-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone (3) and 1-[3-(4-fluorophenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl]propan-1-one (4), have been prepared by condensing chalcones with hydrazine hydrate in the presence of aliphatic acids, namely formic acid, acetic acid and propionic acid. The structures were characterized by X-ray single crystal structure determination. The dihedral angles formed between the pyrazole and the fluoro-substituted rings are 4.64(7)° in 1, 5.3(4)° in 2 and 4.89(6)° in 3. In 4, the corresponding angles for molecules A and molecules B are 10.53(10)° and 9.78(10)°, respectively. Full article
(This article belongs to the Section Organic Chemistry)
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4 pages, 165 KB  
Short Note
2-(4-Fluoro-3-nitrophenyl)-6-(4-methoxyphenyl)imidazo[2,1-b]-1,3,4-thiadiazole
by Umesha Kundapur, Balladka Kunhanna Sarojini and Badiadka Narayana
Molbank 2012, 2012(4), M778; https://doi.org/10.3390/M778 - 25 Sep 2012
Viewed by 4338
Abstract
The title compound, 2-(4-fluoro-3-nitrophenyl)-6-(4-methoxyphenyl)­imidazo[2,1-b]-1,3,4-thiadiazole (3) was obtained by the condensation of 5-(4-fluoro-3-nitrophenyl)-[1,3,4]thiadiazol-2-ylamine (1) with 4-methoxyphenacyl bromide (2). The newly prepared imidazo[2,1-b]-1,3,4-thiadiazole derivative (3) was characterized by IR, 1H-NMR, 13C-NMR and LCMS spectral data. Full article
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4 pages, 62 KB  
Short Note
4-[5-(3,5-Difluorophenyl)furan-2-yl]-2,3,7-triazaspiro[4.5]dec-3-en-1-one Hydrochloride
by Rajagopalan Srinivasan, Badiadka Narayana, Seranthimata Samshuddin and Balladka Kunhanna Sarojini
Molbank 2012, 2012(3), M773; https://doi.org/10.3390/M773 - 24 Aug 2012
Cited by 1 | Viewed by 4244
Abstract
A novel route for the synthesis of new spirocyclic derivative is developed. The present work involves the synthesis of title compound 3 by Suzuki coupling of 3,5-difluorophenyl boronic acid with tert-butyl 1-(5-bromofuran-2-yl)-4-oxo-2,3,7-triazaspiro[4.5]dec-1-ene-7-carboxylate (2), which in turn prepared from the ethyl [...] Read more.
A novel route for the synthesis of new spirocyclic derivative is developed. The present work involves the synthesis of title compound 3 by Suzuki coupling of 3,5-difluorophenyl boronic acid with tert-butyl 1-(5-bromofuran-2-yl)-4-oxo-2,3,7-triazaspiro[4.5]dec-1-ene-7-carboxylate (2), which in turn prepared from the ethyl nipecotate (1). Newly prepared spirocyclic derivative (3) is characterized by IR, NMR and mass spectral data. Full article
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4 pages, 70 KB  
Short Note
3-(4-Fluorophenyl)-N-[4-(4-furan-2-yl-1-oxo-2,3,7-triazaspiro[4.5]dec-3-en-2-yl)phenyl]propionamide Hydrochloride
by Rajagopalan Srinivasan, Badiadka Narayana, Seranthimata Samshuddin and Balladka Kunhanna Sarojini
Molbank 2012, 2012(3), M771; https://doi.org/10.3390/M771 - 17 Aug 2012
Cited by 1 | Viewed by 4624
Abstract
A simple and novel route for the synthesis of new spirocyclic propionamide derivative is developed. The present work involves N-arylation of pyrazolone (1) using copper(I) iodide catalyst followed by reduction to give amine (2). The coupling of 2 [...] Read more.
A simple and novel route for the synthesis of new spirocyclic propionamide derivative is developed. The present work involves N-arylation of pyrazolone (1) using copper(I) iodide catalyst followed by reduction to give amine (2). The coupling of 2 with 3-(4-fluorophenyl)propionic acid and deprotection of Boc group yields the title compound (3). Full article
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4 pages, 66 KB  
Short Note
N-(3,4-Dimethoxyphenyl)-4-oxo-2,3,7-triazaspiro[4.5]dec-1-ene-1-carboxamide Hydrochloride
by Rajagopalan Srinivasan, Badiadka Narayana, Seranthimata Samshuddin and Balladka Kunhanna Sarojini
Molbank 2012, 2012(3), M769; https://doi.org/10.3390/M769 - 8 Aug 2012
Cited by 3 | Viewed by 3839
Abstract
A simple and novel route for synthesis of new spirocyclic amide derivative is developed. The present work involves the oxidative cleavage of tert-butyl 1-(furan-2-yl)-4-oxo-2,3,7-triazaspiro[4.5]dec-1-ene-7-carboxylate 1 followed by the amine coupling and deprotection of Boc. Full article
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4 pages, 86 KB  
Short Note
(2E)-3-[4-(1H-Benzimidazol-2-ylmethoxy)-3-methoxyphenyl]-1-(4,4''-difluoro-5'-methoxy-1,1':3',1''-terphenyl-4'-yl)prop-2-en-1-one
by Seranthimata Samshuddin, Badiadka Narayana, Divya N. Shetty, Rajagopalan Srinivasan and Balladka Kunhanna Sarojini
Molbank 2012, 2012(3), M764; https://doi.org/10.3390/M764 - 4 Jul 2012
Cited by 3 | Viewed by 4644
Abstract
Novel terphenyl chalcone containing benzimidazole moiety (3) is synthesized by the base-catalyzed Claisen–Schmidt condensation of acetyl terphenyl derivative (1) with 4-(1H-benzimidazol-2-ylmethoxy)-3-methoxybenzaldehyde (2). Newly prepared chalcone derivative (3) is characterized by IR, NMR and mass spectral data. Full article
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4 pages, 110 KB  
Short Note
tert-Butyl 1-(Furan-2-yl)-4-oxo-2,3,7-triazaspiro[4.5]dec-1-ene-7-carboxylate
by Rajagopalan Srinivasan, Badiadka Narayana, Seranthimata Samshuddin and Balladka Kunhanna Sarojini
Molbank 2012, 2012(2), M757; https://doi.org/10.3390/M757 - 24 May 2012
Cited by 3 | Viewed by 4294
Abstract
A simple and novel route for synthesis of new spirocyclic compound is developed. The present work involves condensation of ethyl nipecotate with 2-furaldehyde followed by the MnO2 oxidation to give the β-keto ester which upon reaction with hydrazine hydrate gives the [...] Read more.
A simple and novel route for synthesis of new spirocyclic compound is developed. The present work involves condensation of ethyl nipecotate with 2-furaldehyde followed by the MnO2 oxidation to give the β-keto ester which upon reaction with hydrazine hydrate gives the spiro pyrazolone. Full article
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4 pages, 180 KB  
Short Note
Ethyl 4,4''-Difluoro-5'-hydroxy-1,1':3',1''-terphenyl-4'-carboxylate
by Seranthimata Samshuddin, Badiadka Narayana and Balladka Kunhanna Sarojini
Molbank 2011, 2011(4), M745; https://doi.org/10.3390/M745 - 23 Nov 2011
Cited by 15 | Viewed by 6358
Abstract
A simple and novel route for the synthesis of new terphenyl derivative as well as oxidative aromatization of α,β-unsaturated cyclohexenone to the corresponding phenol derivative is developed. The present work involves the condensation of ethylacetoacetate with 4,4'-difluoro chalcone followed by the aromatization using [...] Read more.
A simple and novel route for the synthesis of new terphenyl derivative as well as oxidative aromatization of α,β-unsaturated cyclohexenone to the corresponding phenol derivative is developed. The present work involves the condensation of ethylacetoacetate with 4,4'-difluoro chalcone followed by the aromatization using chloramine-T in acetic acid to yield the title compound (3). The synthesized compound (3) is well characterized by IR, NMR, LCMS and elemental analysis. Full article
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