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Indian Journal of Chemistry

Sect. B : Organic Chemistry including Medicinal Chemistry




VOL. 42B










Synthesis of novel naphtho[2,1-b]furo-pyrimidine derivatives

2-Acyl-3-aminonaphtho[2,1-b]furans 2a-c, obtained from 2-hydroxy-1-naphthonitrile 1, are converted into 2-chloro­­methyl-4-alkyl/ aryl naphtho[2,1-b]furo[3,2-d]pyrimi­dine-3-oxides 4a-c. via corresponding oximes. 2-Acyl-3-acyl­amidonaphtho[2,1-b]furans 5a-f on reaction with hydra­­­­zine hydrate give 2-alkyl/aryl-3,4–dihydro- 3–amino–4-hydroxy-4-alkyl/aryl-naphtho[2,1-b]furo[3,2-d]pyrimi­dines 6a-f, which on treatment with formic acid produce 2-acyl-3-(3'-alkyl/aryl-1',2',4'-triazol-4'-yl) naph­tho­[2,1-b]furans 7a-f.



K M Mahadevan, V P Vaidya* &
H M Vagdevi









Synthesis of indoloquinolones, triazoloindolo-

quinoline and its derivatives


A facile synthesis of 3-chloro-1¢-(11H-indolo[3,2-c]quino-lin-6¢-yl-amino)-4-(4¢-nitrophenyl)azetidin-2-ones 7a-e, 1-phenyl-8H-indolo[3,2-c]quinolin[3¢,4¢:1,2]triazoles  8a-e and 3-chloro-1¢-(4¢-quinolin-4¢-yl-amino)-4-(4¢-nitrophen­yl)azetidin-2-ones 10a-e from 1H, 2H-2-oxo-4-hydroxy-



V V Mulwad* & M V Lohar












Kinetics of addition of thiophenol to para-substituted b-nitrostyrenes and b-methyl-b-nitrostyrenes

Kinetic studies on nucleophilic addition of thiophenol to para-substituted b-nitrostyrenes and b-methyl-b-nitrostyrenes in 50%(v/v) acetonitrile-water mixture at four different temperatures are reported. On the basis of kinetic results, mechanism has been proposed for the addition of thiophenol to b-nitrostyrene and b-methyl-b-nitrostyrene. The effect of substitutents on the reactivity is discussed.


K Ananthakumar, A Sarathi,
C Gnanasekaran & A Shunmugasundaram*









Synthesis of novel heterocyclic compounds: Routes to pyrazolyl 1,2,3-triazoles and their biological activity evaluation

A series of 5-amino-4-(5-arylpyrazol-3-yl)-1-(3/4-nitrophenyl)-1,2,3-triazoles have been synthesized by the base-catalysed condensation of 3/4-nitrophenyl azides with 5-aryl-3-cyanomethylpyrazoles and their potential as antiinvasive and antimycobacterial agents has been evaluated.




Ajay Kumar, Mofazzal Husain,
Ashok K Prasad, Ishwar Singh,
Archana Vats, Nawal K Sharma,
Sunil K Sharma, Rajinder K Gupta,
Carl E Olsen, Marc E Bracke,
Richard A Gross & Virinder S Parmar*










Synthetic, biocatalytic acetylation and anti-tuberculosis activity evaluation studies on (+)-4-alkyl-3,4-dihydro-3-w-hydroxyalkyl-2H-

Porcine pancreatic lipase in tetrahydrofuran exhibit enantioselectivity during acetylation of novel (+)-4-alkyl-3,4-dihydro-3-w-hydroxyalkyl-2H-1,3-benzoxazines. Three out of the five benzoxazines show significant activity against Mycobacterium tuberculosis in vitro.








Najam A Shakil, Ashish Dhawan,
Nawal K Sharma, Vijayendra Kumar,
Sujeet Kumar, Mridula Bose, Hanumantharao G Raj, Carl E Olsen,
Ashok L Cholli, Lynne A Samuelson,
Jayant Kumar, Arthur C Watterson, Virinder S Parmar & Ashok K Prasad*













Synthesis, antiinflammatory and antibacterial activity of some new flavonoidal derivatives

Several new flavones/flavanones and 5'-substituted-2'-hydroxy chalcones have been synthesised from 5-chloro­methyl-2-hydroxy acetophenone 1 by condensing with various aromatic aldehydes followed by cyclisation. 1 has also been reacted with o- toluidine to give the o- toluyl derivative, which on condensing with different aromatic aldehydes yields the corresponding chalcones/flavanones. All the compounds have been tested for their anti­inflammatory and antibacterial activity. The compounds having methoxyl or methylenedioxy group have been found to exhibit good antiinflammatory and antibacterial activity.



M S Y Khan* & S M Hasan









Synthesis and biological activity of some fused benzazocinones

Synthesis of oxadiazolo, pyrazolo and triazolo annelated benzazocinones is reported.



Venkateswarlu Peesapati* &
Sreelakshmi Ponnuru









Synthesis and anti-inflammatory, analgesic, ulcerogenic and cyclooxegenase activity of novel quinazolinyl-Δ2-pyrazolines

Syntheses of 2-(ω-chloroacetonyl)-3-substitutedphenyl-6-halo/6,8- dihalo quinazolin -4(3H)-ones 6-10, 2-(ω-hydra­zinoacetonyl)-3-substitutedphenyl-6-halo/6,8-di­ha­lo­­quin­a­zolin-4(3H)-ones 11-15 and 1¢-[3-substituted­phenyl-6-halo /6,8-dihaloquinazolin-4-(3H)-one-2- aceto­nyl]-3¢-aryl-
5¢-(2-substituted indol-3-yl)-Δ2-pyrazolines 16-30 are described and assayed for their anti-inflammatory, analgesic, ulcerogenic and cyclooxygenase activities.


Ashok Kumar*, Shalabh Sharma, Kiran Bajaj,
Deepti Bansal, Shipra Sharma, K K Saxena,
S Lata, B Gupta & V K Srivastava









Synthesis of novel tricyclic heterocyclic compounds as potential anticancer agents using chromanone and thiochromanone as synthons


The arylmethylene of benzopyran or benzothiopyran 1,2 have been synthesized and condensed with hydrazine, guanidine and thiourea to yield pyrazole aminopyrimidine and thioxopyrimidine derivatives respectively.





Abou El-Fotooh G Hammam*,
A F M Fahmy, Abdel-Galil E Amr &
Ashraf M Mohamed










Michael additions on isoxazole derivatives under solvent-free conditions


Knoevenagel condensation of 3,5-dimethyl-4-nitro-isoxazole 1 with aromatic aldehydes in solid state in the presence of piperidine gives 3-methyl-4-nitro-5-styryl-isoxazoles 2 in excellent yields within few minutes.  Michael addition of active methylene compounds 3 to 2 in piperidine affords b-diketones 4. Similarly 1 reacts with chalcones 5 in piperidine very efficiently to give Michael adducts 6, in excellent yields with substantial reduction in reaction time under solvent-free conditions.


E Rajanarendar*, P Ramesh & D Karunakar









Synthesis of 3-aryl-5-N-(3-methyl-5-styryl-4-isoxazolyl)-4,6-dioxopyrrolo[3,4-d]-7,8-dihy­droisoxazoles

A series of cycloadducts, namely 3-aryl-5-N-(3-methyl-5-styryl-4-isoxazolyl)-4,6-dioxopyrrolo- [3,4-d]-7,8-dihydro­isoxazoles 3a-h have been prepared by cycloaddition of benzonitrile oxides generated in situ with N-(3-methyl-5-styryl-4-isoxazolyl)maleimides 2.  All the compounds are characterised by IR,  1HNMR and mass spectral data.


E Rajanarendar*, M Srinivas &
D  Karunakar










Reductive cleavage of the Se-Se bond in diselenides by the CeCl3/Sm system: A novel method for the synthesis of selenoesters

Reductive cleavage of the diaryl diselenide 1 gives selenoate, which reacts with acid chlorides or acid anhydrides to afford selenoesters 2.



Xue Li, Songlin Zhang*, Yulu Wang & Yongmin Zhang









Bridgehead nitrogen heterocyclic systems: Synthesis and evaluation of biological activity of 2,3-dihydrothiazolo[3',2':2,3]-as-triazino­[5,6-b]indole and quinoxalino­[2',3':4,5]thia­zolo[3,2-b]indolo[2,3-e]-as-triazine and their isomeric systems

The synthesis of 9-ethyldihydrothiazolo[3¢,2¢: 2,3]-as-triazino[5,6-b]indole hydrobromide 4 and 11-ethyl­quinoxalino [2¢,3¢: 4,5] thiazolo [3,2-b] indolo [2,3-e]-as-triazine 6 and their angular isomers 3 and 5 have been accomplished. The antibacterial and antifungal activity of the synthesized compounds have also been evaluated.


Jag Mohan* & Anupama









Synthesis of antifungal organomercurials in dry media conditions under microwave irradiation.

Mercurial derivatives of substituted thiobarbituric acid have been synthesised using dry media conditions under microwave irradiation.



Mazaahir Kidwai*, Richa Mohan,
Bhavesh Dave & R Venkataramanan











Synthesis and biological activity of some bis-triazoles and their derivatives

The synthesis and antibacterial activity of Schiff bases 9 and bis-triazolothiadiazoles 5 and 7 derived from bis-1,2,4-triazoles have been described.


B Shivarama Holla*, B Veerendra,
M K Shivananda & N Sucheta Kumari








Synthesis and antimicrobial activities of novel 10H-pyrido[3,2-b][1,4]benzo[b]thiazine ribofuranosides

Synthesis of substituted 10-acetyl-pyrido[3,2-b][1,4]
benzo[b]thiazines 4 and substituted 10H-pyrido[3,2-b][1,4]benzo[b]thiazines 5 have been reported. Oxidation of 5 with H2O2 in acetone-ethanol and condensation with sugar afford 5-oxide 6 and ribofuranoside 7 derivatives, respectively.






Neeraj Kumar, Girwar Singh,
Shabana Khatoon & Ashok K Yadav*













Synthesis of pyrazoline and isoxazole derivatives bearing chloroquinoline nucleus as potential antimicrobial agents

The titled compounds 3a-j and 4a-k have been synthesised from chalcones 2 and evaluated for their antimicrobial assay.



A V Dobaria, J R Patel & H H Parekh*









Chemoselective reaction of 1-p-acetanilido-3-acetyl-5-hydroxy-2-methylindole towards methyl chloroacetate: Synthesis and anti­inflammatory activity of some new 5-pyrrolyl/oxadiazolyl/triazolyl/quinazolinylmetho-xyindole derivatives

The indole derivatives have been prepared from 1-p-acetanilido-3-acetyl-2-methylindole-5-yloxyacetic acid hydrazide and screened for their anti-inflammatory activity



G S Gadaginamath*, S R Pujar &
R R Kavali









Screening of natural products for new leads as inhibitors of b-amyloid production: 2-Hydroxy-4-methoxy-3-prenyl-6-styrylbenzoic acid from Cajanus cajan

2-Hydroxy-4-methoxy-3-prenyl-6-styrylbenzoic acid 1 has been isolated from the methylene chloride extract of the twigs of Cajanus cajan, and found to inhibit b-amyloid synthesis with an IC50 of 70 mM.



N V S Ramakrishna*, E K S Vijayakumar,
A S Kulkarni, R G Bhat, S Parikh,
N Deuskar & B S Kalakoti









Two pentacyclic triterpenes from the stem of Calotropis procera

Two saponins 1 and 2 have been isolated from the stem of Calotropis procera.




Aditi Gupta*, Rachana Singh,
Chhavi Purwar, Deepa Chauhan & J Singh





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