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4141099 
Journal Article 
Kinetic studies on the reactions of various 9-chloroacridines with some arylsulphonyl hydrazides and antiinflammatory and kinase inhibition activitiy of the products 
Sondhi, SM; Bhattacharjee, G; Jameel, RK; Kumar, A; Bajaj, K 
2005 
1 
Indian Journal of Chemistry. Section A
ISSN: 0376-4710
EISSN: 0975-0975 
44 
2 
232-240 
English 
WOS:000227299100003 
9-Chloro-2,4(un)substituted acridines (la-e) have been condensed with benzenesulphonyl hydrazide (2a), p-toluenesulphonyl hydrazide (2b), and 4-methoxybenzenesulphonyl-hydrazides (2c) to obtain the corresponding condensed products 3a-o. The structures of all the. compounds synthesized have been confirmed by spectroscopic methods. Anti inflammatory and kinase inhibition activities of all the compounds (3a-o) have been investigated. Compounds 3e,h,i,n exhibit good and 3a-d,f,g,j-m,o exhibit moderate anti-inflammatory activity. Kinetic studies on the concerned aromatic nucleophilic substitution (SNAr) have been carried out in methanol (MeOH). Another three reactions of la with suphonyl hydrazide 2a-c have been studied in DMSO under the same conditions for comparison. The base catalysed mechanism (modified heteroconjugate BHS+B, BH+B)has been proposed for the reaction in MeOH. The effect of substituents on the benzene ring of the sulphonyl hydrazide is in the order: MeO>Me>H,- reflecting the importance of electron-donating behaviour of the substituent in enhancing the nucleophilcity of hydrazide group and also in stabilizing the zwitterionic complex T+/-.