DERIVAII 1,2- I 1,4-BENZOPIRANULUI

(-piran 1,2-benzopiran (-piran 1,4-benzopiran

(-piron cumarin (-piron (- cromon

(benzo-(-piron) (benzo-(-piron)

tetrahidropiran croman

flavan flavon (2-fenilcroman) (2-fenil-(-cromon)

Clasificarea medicamentelor

derivai ai benzopiranului1. Derivaii 4-hidroxicumarinei (cumarina) anticoagulani:

2. Derivaii cromanului tocoferolii (vitaminele grupei ):

croman (benzo-(-dihidropiran)3. Derivaii fenilcromanului flavanoidele (vitaminele grupei ):

4. Derivaii benzo-(-pironei astm bronic:

Aethylis biscoumacetas

Etil biscomacetat NeodicumarinumEsterul etilic a acidului bis (4-hidroxi-cumarinil-3)-aceticAcenocumarolum

Acenocumarol Syncumar4 hidroxi - 3-[1-(4-nitrofenil)-3oxo-butil]-2H-1-benzopiran-2onWarfarinum Warfarin 3-((-acetonilbenzil)-4-hidroxicumarin

cumarin 4-hidroxicumarin dicumarin

Obinerea etil-biscumacetatului (neodicumarin):

4-hidroxicumarina Esterul etilic

a acidului glioxilicObinerea acenocumarolului:

4-hidroxicumarina p-nitrobenziliden- acenocumarol

acetonObinerea warfarinei:

Identificarea: Dup spectrele n IR i UV;

Calcinarea cu alcali:

n condiii mai blnde:

cumarin Cu H2SO4 (conc) etilbiscumacetatul d o coloraie galben ce vireaz n portocaliu. La diluarea cu ap se obine un precipitat alb:

Acidul bis-(4-hidroxicumarinil-3)-aceticCu soluie de amoniac - se formeaz o soluie incolor, iar la adugarea hidroxidului de sodiu culoare galben - pal; Obinerea iodoformului (gruparea etoxi); Cu clorur de fier (III) n mediu alcoolic la nclzire se obine o coloraie ro-brun; Cu anhidrida acetic se formeaz precipitat:

etilbiscumacetat

Diacetat-etilbiscumacetat Reacia de obinere a azocolorantului:

Ureea se adaug pentru descompunerea excesului de nitrit de sodiu:

Dozarea:

Derivaii indanului

indan indandion-1,3 cumarin Phenindionum

Fenindion

Fenilin

2-fenilindandionObinerea:

Anhidrida ftalic ftalid 2-fenilindandion-1,3

Sarea sodic a 2-fenilindandion-1,3 fenindionIdentificarea: Cu soluie de NaOH se formeaz un precipitat rou: Cu H2SO4 (conc) coloraie albastru-violet, care la adugarea apei, soluia devine incolor i cade un precipitat alb.Dozarea: Metoda de neutralizare. Punctul de echivalen se stabilete poteniometric:

Metoda bromatometric:

Derivaii benzo --pironei

benzo--piron 2-carboxi-5-hidroxi- -cromon

(-cromon)

Acidum cromoglicicum

Acid cromoglicic

Sodium cromoglycate

Intal

1,3-bis-(2-carboxicromenil-5-hidroxi)-2-hidroxipropanObinerea:Identificarea:

Dup spectrele n IR i UV; Cu 4-aminoantipirin coloraie galben intens;Dozarea:

Titrarea n mediu anhidru; Metoda spectrofotometric.ocoferolii (vitaminele grupei E)

-piran croman (benzo--dihidropiran)

tocol sau (2-metil-2-(4', 8', 12'-trimetiltridecil)-6-hidroxicroman)

Poziia gruprilor metilice n molecula tocoferolilorocoferoliiPoziia

Activitatea biologic, %

, %

578

-tocoferol--3-3100

-tocoferol---40-50

-tocoferol---8

-tocoferol--3-80

8-metiltocol (-tocoferol)--~31

5-metiltocol (-tocoferol)---1

7-metiltocol (-tocoferol)---1

Obinerea:

trimetilhidrochinona izofitol

-tocoferol -tocoferol acetatTocopheroli acetas

Acetat de tocoferol

Acetat de 2,5,7,8-tetrametil-2-(4(,8(,12(-trimetiltridecil)-6-il racemicIdentificarea

-tocoferilchinona

(coloraie roie-portocalie) colorant azinic

bis--tocoferon bis--tocoferol

tocoferilchinona (coloraie galben)

,-dipiridDozarea:

difenilamina sarea de imoniu a difenilbenzidineiFlavanoide (vitaminele grupei )

(polifenoli)

croman flavan flavon

(dihidrobenzo--piran) (2-fenilcroman) (2-fenil-(-cromon)

quercitinRutozidum Rutozid

Rutin 3-rutinozida qvercetinei ori 3-ramnoglicozil-3,5,7,3(,4(-pentahidroxiflavanonTroxerutinum Troxerutin

Troxevasinamestec 3(, 4( i 7-((-hidroxietil)-rutozideObinerea:

rutozida -acetobromrutinaza

.

rutozida halcon (coloraie galben-portocalie)

rutozida cromenol

cianinclorur

(coloraie roie) EMBED ISISServer

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