Georgeta Şerban – Medicamente antimicotice

CHIMIOTERAPICE CU SPECIFICITATE LIMITATĂ

II. ANTIMICOTICE (ANTIFUNGICE)

I.B. ANTIMICOTICE DE UZ LOCAL/SISTEMIC CU ACŢIUNE SPECIFICĂ

OH
N O
H2C CH (CH2)8 COOH
Acid undecilenic
CH3
Ciclopiroxolamina

CH3 CH3
N O N O
S S
H3 C O H3 C O

Tolnaftat Tolciclat

CH3 CH3 CH3

CH3 CH3
N N CH3 N
CH
CH3 CH3 3

Naftifina Terbinafina Butenafina

CH3 CH3

C2H5 C CH2 HC CH2 N O

CH3 CH3 CH3
Amorolfina

Azoli antimicotici
1. Azoli gen. I (imidazoli)
- derivaţi de benzimidazol - clotrimazol, bifonazol, flutrimazol

1
 Georgeta Şerban – Medicamente antimicotice

R1 R2
Cl
N
Clotrimazol
N
R1 C R2

H Bifonazol

F Flutrimazol

- derivaţi de fenil-etil-imidazol (conazoli gen. I)

- miconazol, izoconazol, econazol
- tioconazol, sertaconazol, fenticonazol
- sulconazol
- oxiconazol

R
N OCH2

N OCH2 Cl Miconazol Tioconazol

Cl S
CH2 Cl
HC R Cl OCH2
Cl Sertaconazol
OCH2 Izoconazol
S
Cl Cl
Cl

OCH2 Cl Econazol OCH2 S

Fenticonazol

SCH2 Cl Sulconazol

N OCH2 Cl Oxiconazol

Cl

- imidazoli – structuri varia – butoconazol, omoconazol

2
 Georgeta Şerban – Medicamente antimicotice

CH3 Cl
N
N CH2CH CH2CH2 Cl N
N C C Cl
S
O
Cl Cl
CH2CH2O Cl

Butoconazol Omoconazol

2. Azoli gen. II (imidazoli, triazoli)

- conazoli gen. II - ketoconazol
- terconazol, itraconazol
N
X
N
CH2
O CH2O N N R
O
Cl X R

Cl CH COCH3 Ketoconazol

N C3H7(i) Terconazol

N
N N Itraconazol
N CHCH2CH3
O
CH3

3. Azoli gen. III (triazoli)

- conazoli gen. III - fluconazol
- voriconazol
N
N R1 R2
N
N
CH2 R1 H N Fluconazol
HO C CH R2 N
F
F
CH3 N Voriconazol
N
F

3
 Georgeta Şerban – Medicamente antimicotice
Antibiotice polienice
1. Nistatin

2. Natamicina

Griseofulvina

II. ANTIMICOTICE DESTINATE TRATAMENTULUI MICOZELOR SISTEMICE

II.1. Antibiotice polienice - Amfotericina B

4
 Georgeta Şerban – Medicamente antimicotice
II.2. Flucitozina
NH2
F
N
O N
H

II.3. Antibiotice lipopeptidice - Caspofungin