@misc{Potaczek_Joanna_The_2006,
 author={Potaczek, Joanna},
 address={Kraków},
 howpublished={online},
 year={2006},
 school={Wydział Farmaceutyczny},
 language={pol; eng},
 abstract={The invented path of synthesis started with the connection of chiral synthon - 4-(2,3-epoxypropyl)morpholine (2) to 8-bromotheophylline ( 1 ). The synthon was received m reaction of morpholine with enantiomers of epichlorohydrin. Connecting the epoxide derivative to C-7 position of methyloxanthine results in chiral oxazolopurine - 7-(morpholinomethyl)-6, 7-dihydrooxazolo[2,3-f]purine-2,4(1H,3.H)-dione (3). The subsequent reaction with ammonia gives the desired product-8-amino-7-[2-hydroxy 1-3-( morpholin-4 yl) propyl]theophylline (4). The proposed method let to obtain 77 and 79 percentage of ( +) and (-) enantiomers (4), respectively. The synthesis by using of another synthon - glycidyl p-toluenesulfonate does not succeed. The pharmacological tests revealed that the both enantiomers 8-amino-7-[2-hydroxyl-3(morpholin-4-yl)propyl]theophylline (4) exhibit hypothensive activity. lt has been shown that this activity is not linked with the affinity to adrenergic receptors nor spazmolitic activity. During the reaction of 8-bromotheophy lline (1) with 4-(2,3-epoxypropyl) morpholine (2) an interesting rearrangement occur: the obtained oxazolopurine (3)is transformed to an isomeric compound 7-(morpholino )-7 ,8-dihydro-6H-[ 1,3 ]oxazino [2,3-f]purine-2,4(1H,3H)-dione (5).},
 title={The synthesis of enantiomers of 8-amino-7-[2-hydroxyl-3(morpholin-4 yl)propyl]teophylline and preliminary evaluation of their pharmacological activity},
 type={Praca doktorska},
 keywords={8-amino-7-[2-hydroxyl-3(morpholin-4 yl)propyl]teophylline, synthon C3, hypotensive activity, rearrangement, enantiomer},
}