77-71-4Relevant articles and documents
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Bucherer,Brandt
, p. 145 ()
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Synthesis and in vivo hypoglycemic activity of new imidazolidine-2,4-dione derivatives
Hussain, Abid,Kashif, Muhammad Kalim,Naseer, Muhammad Moazzam,Rana, Usman A.,Hameed, Shahid
, p. 7313 - 7326 (2015/09/29)
A series of new 3-arylsulfonylimidazolidine-2,4-diones (2a-2p) were synthesized by reacting imidazolidine-2,4-diones (1a-1e) with arylsulfonyl chlorides in the presence of triethyl amine. The imidazolidine-2,4-diones (1a-1e) were in turn synthesized from the corresponding ketones through Bucherer-Bergs reaction. All the synthesized compounds were characterized on the basis of their spectral (IR, 1H and 13C NMR and MS) and microanalytical data. The hypoglycemic activity of the compounds (2a-2p) was evaluated using alloxanized diabetic rat model. Compound 2a showed an excellent activity with a reduction in the blood glucose level of -286 ± 7 mg/dL after 5 h of drug administration as compared to -270 ± 8 mg/dL for glipizide. The hypoglycemic activity of compound 2b (-268 ± 9 mg/dL) was also comparable to the standard drug. However, only moderate activity was observed for compound 2e.
Fast halogenation of some N-heterocycles by means of N,N'-dihalo-5,5- dimethylhydantoin
Sandtorv, Alexander H.,Bjorsvik, Hans-Rene
, p. 499 - 507 (2013/05/08)
An instantaneous, selective and high-yielding halogenation process is reported. The method operates with imidazoles, pyrazoles, and indoles under benign reaction conditions. The developed process involves the use of N,N'-dihalo-5,5-dimethylhydantoins (halo=chlorine, bromine, iodine) as halogenation reagents that are activated by catalytic quantities of a strong Bronsted acid. Moreover, the halogenation process is switchable to produce either the mono- or di-halogenated products. Issues related to the reaction mechanism are investigated and a proposal for a reaction mechanism is disclosed.