Nonsteroidal
Anti-inflammatory Drugs
(NSAIDs) - I
INTRODUCTION TO
Nonsteroidal anti-inflammatory
drugs (NSAIDs) are
usually
used for
•
reduce pain
•
decrease fever
•
The salicylates are derivatives of
2-hydroxybenzoic acid (salicylic
acid).
SALICYLIC ACID DERIVATIVES
SALICYLIC ACID
O H
(o-Hydroxy benzoic acid)
Dietylamine Salicylate C O O H O H H N (C2H5)2 . Salicylamide O H C O N H2 Phenyl Salicylate C O O O H Sodyum Salicylate C O O N a O H
Acetylsalicylic Asid
ASPİRİN
O C O C H3
O H C O O H (C H3C O )2O 2 H S O 4 O C O C H3 C O O H + C H3C O O H
Synthesis of Aspirin
Calcium Acetyl Salisylate
Aluminum Acetyl Salisylate
O C O C H3 C O O - 2 C a O C O C H3 C O O - 2 A lO HSulfasalazine
Diflunisal
HO
HOOC
F
F
ANILIN and p-AMINOPHENOL
DERIVATIVES
Phenacetin
N H C O C H
3C
2H
5O
Acetaminophen (Paracetamol)
O H
N H C O C H
3N O H3C N
H3C
Antipyrine
(
Phenazone)
N O H3C N H3C O H C O O H
Antipyrine Salicylate
Aminopyrine
N
H
3C
N
O
H
3C
N
C H
3C H
3 4-Dimethylamino-2,3-dimethyl-1-phenyl-3-pyrazoline-5-oneDipyrone
(
Metamizole )
NOVALGİN N H3C N O H3C N C H3 C H2S O3N a1) Sodium 1-phenyl-2,3-dimethyl-3-
pyrazoline
-5-oxo-4-methylamino-methanesulphonate
4-Butyl-1,2-diphenyl-pyrazolidine-3,5-dione
Oxyphenbutazone
(RS)-4-butyl-1-(4-hydroxyphenyl)-2-phenylpyrazolidine-3,5-dione
Sulfinpyrazone
1,2-diphenyl-4-[2-(phenylsulfinyl)ethyl]pyrazolidine-3,5-dione
Apazone
5-(dimethylamino)-9-methyl-2-propylpyrazolo[1,2-a][1,2,4]benzotriazine -1,3-dione