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TASHKENT MEDICAL ACADEMY Department of Bioorganic and Biological Chemistry Bioorganic chemistry I COURSE SUBJECT : Bioactive Heterocyclic Compounds. Six Members Heterocycles. LECTURE №9 LECTURER : PROFESSOR A.D.DZHURAEV
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PURPOSE OF LECTURES: Form of knowledge of the structure and features of the chemical behavior of six- membered heterocyclic compounds with biological activity. Based on their structure, physical and chemical properties to examine the conditions of various processes in the body, with the participation of heterocycles.
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The questions of: Six-membered heterocycles with one-, two hetero Structure and chemical properties of six- membered heterocyclic Distinguish biologically active isomers of isomers of the compounds studied The value of the studied compounds in the organism
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6-Membered heterocycles with one heteroatom O N N N N O - пиран пиридинхинолин изохинолин акридин
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Pyran derivatives pyronechromoneflavoneXanthones pyridine picoline lutidine collidine pyridine and its derivatives
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Getting pyridine:
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Pyridinium salt
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Nicotinic acid and its derivatives N COOCH 3 CH 3 H 5 C 2 N C O N C 2 H 5 C 2 H 5 N C O NH 2 N COO H pyridine carbon acid vitamin PP kordiamin smells Chinese jasmine
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Getting tubazid isonicotinic acid tubazid vanillin ftivazid getting ftivazid
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Method for obtaining quinoline skraupe:
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Quinoline derivatives atofan-tsinhofenplazmotsid enteroseptol
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Atofan - (2-phenyl-4-quinoline carboxylic acid) is used to treat rheumatism and padagry. Plazmotsid - 5-NOK (8-hydroxy-5-nitroquinoline) strong germicide. Enteroseptol-(8-hydroxy-7-iodo-5-chloro-quinoline) is used in the treatment of intestinal inflammation
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6-Membered heterocyclic ring with two or more heteroatoms N N N N N NN N N N O H S N H oxazine thiazine pyrazine pyridazine pyrimidine triazine
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Lacto - lactim tautomers uracil (2,6-dihydroxypyrimidine) thymine (2,6-dihydroxy- 5-methylpyrimidine) cytosine
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Getting barbituric acid barbituric acid diethyl ether malonate urea
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BARBITURATES barbital Medinai or Na barbital phenobarbital
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Phenothiazine and Its Derivatives phenothiazine sedative chlorpromazine
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Diazepine benzo-1,4-diazepine elenium diazepam
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Condensed systems heterocyclic compounds purine hypoxanthine xanthineuric acid
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Lacto - Lacto tautomers N N NH N H O O H N N NH N H O HO N N N N H O O H H lacto xanthine lactam
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Methylation xanthine N NNH N O O HC 3 CH 3 N NN N O O H CH 3 CH 3 N NN N O O H 3 C CH 3 CH 3 theophylline (1,3-theobromine) tiobromin (3.7-theobromine) caffeine (1,3,7-theobromine
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Theophylline-found in tea leaves, used as a strong diuretic means. Theobromine, found in beans cook. Diuretic and excites the CNS. Caffeine, found in coffee, especially a lot of tea leaves. has a stimulating effects on the central nervous system and increases efficiency.
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Aminopurine To include aminopurine adenine (6 - aminopurine) and guanine (2 - amino - 6 - gidroksipurin). They are part of the nucleic acids. adenine guanine
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