SULFONAMIDE CLASS ANTIBIOTICS

 

Sulfonamide is an organic sulfur compounds containing the radical -SO2NH2 (the amides of sulfonic acids). Its molecular structure is similar to p-Aminobenzoic acid (PABA) which is needed in bacteria organisms as a substrate of the enzyme dihydropteroate synthetase for the synthesis of tetrahydrofolic acid (THF). Sulfonamides, derived from chiefly sulfanilamide, are capable of interfering with the metabolic processes in bacteria that require PABA. They act as antimicrobial agents by inhibiting bacterial growth and activity and called sulfa drugs. They are used in the prevention and treatment of bacterial infections, diabetes mellitus, edema, hypertension, and gout. Sulfa drug includes;

-Topical sulfonamides: sulfacetamide; silver sulfadiazine; mafenide; mafenide acetate;

-Rapidly absorbed and eliminated sulfonamides: sulfisoxazole diolamine; sulfadiazine; sulfamethoxazole;

-Hydrophylic sulfonamides: phtalylsulfacetamide; phtalylsulfathiazole; sulfasalazine; sulfaguanidine;

-Long lasting sulfonamides: sulfadoxine; 

-Others: sulfamazole; sulfamazone; sulfametopirazine; sulfametoxypiridazine; sulfametrol; succinylsulfathiazole; 

 

 

MAFENIDE

CAS NUMBER : 138-39-6 (Base), 13009-99-9 (Acetate)

EINECS NUMBER :

CHEMICAL NAME(S):
4-(Aminomethyl)benzenesulfonamide; 4-Homosulfanilamide; Paramenyl; alpha-Amino-p-toluenesulfonamide; Ambamide; Emilene; Homonal; Homosulfamine; Mafenide; Maphenide; Marfanil; Mesudin; Mesudrin; Neofamid; Septicid; Sulfamylon;

CLASSIFICATION: Antibiotic > Anti-Metabolite > SULFONAMIDE

C7H10N2O2S (186.23)

MAFENIDE ACETATE

 

 

PHTALYLSULFATHIAZOLE

CAS NUMBER : 85-73-4

EINECS NUMBER : 201-627-4

CHEMICAL NAME(S):
2-[[[4-[(2-thiazolylamino)sulfonyl]phenyl]amino]carbonyl]benzoic acid; 4¢-(2-thiazolylsulfamyl)phthalanilic acid;

CLASSIFICATION: Antibiotic > Anti-Metabolite > SULFONAMIDE

C17H13N3O5S2 (403.43)

PHTALYLSULFATHIAZOLE

 

 

SUCCINYLSULFATHIAZOLE

CAS NUMBER : 116-43-8

EINECS NUMBER : 204-141-0

CHEMICAL NAME(S):
N1-(2-thiazolyl)-n4-succinoylsulfanilamide; 2-(N(4)-Succinylsulfanilamido)thiazole; p-2-Thiazolylsulfamoylsuccinanilic acid; 4'-(2-Thiazolylsulfamoyl)succinanilic acid; Sulfadigesin; Sulfasuccidine; Sulfasuccinil; Sulfasuccithiazole; Sulfasuxidine; Sulfenterone; Thiacyl;

CLASSIFICATION: Antibiotic > Anti-Metabolite > SULFONAMIDE

C13H13N3O5S2 (355.38)

SUCCINYLSULFATHIAZOLE

 

 

SULFACETAMIDE

CAS NUMBER : 144-80-9 (Base), 127-56-0 (Sodium)

EINECS NUMBER : 205-640-6

CHEMICAL NAME(S):
p-aminobenzenesulfonacetamide; acetocid; acetosulfamine; albamine; albucid; formosulfacetamide; N-((4-aminophenyl)sulfonyl) Acetamide; N-acetyl-4-aminobenzenesulfonamide; N-acetyl-4-aminobenzenesulfonic acid amide; N-acetylsulfanilamide; N-sulfanilylacetamide; N(sup 1)-acetyl-4-aminophenylsulfonamide; Sulfacetamide; sulfacetimide; sulfacyl; sulfanilacetamide; sulfanilamide, Sultrin;

CLASSIFICATION: Antibiotic > Anti-Metabolite > SULFONAMIDE

C8H10N2O3S (214.24)

SULFACETAMIDE

 

 

SULFADIAZINE

CAS NUMBER : 68-35-9 (Base), 22199-08-2 (Silver), 547-32-0 (Sodium)

EINECS NUMBER : 200-685-8

CHEMICAL NAME(S):
Adiazine; 4-amino-N-2-pyrimidinyl-benzenesulfonamide; Diazolone; N1-(2-Pyrimidinyl)-sulfanilamide; Sulfadiazine; Sulfadiazina; Sulfacombin; Sulfapyrimidine; Sulfolex; Theradiazine;

CLASSIFICATION: Antibiotic > Anti-Metabolite > SULFONAMIDE

C10H10N4O2S (250.27)

SULFADIAZINE

 

 

SULFADOXINE

CAS NUMBER : 2447-57-6

EINECS NUMBER :

CHEMICAL NAME(S):
4-Amino-N-(5,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide; 4-Sulfanilamido-5,6-dimethoxypyrimidine; 6-(4-Aminobenzenesulfonamide)-4,5-dimethoxypyrimidine; 6-(4-Aminobenzenesulfonamido)-4,5-dimethoxypyrimidine; Fansidar (suldfadoxine and pyrimethamine); N-(5,6-Dimethoxy-4-pyrimidinyl) sulfanilamide; N'-(5,6-Dimethoxy-4-pyrimidinyl)sulfanilamide; Sulforthomidine; Sulfadoxine; Sulformethoxine;

CLASSIFICATION: Antibiotic > Anti-Metabolite > SULFONAMIDE

C12H14N4O4S (310.33)

SULFADOXINE

 

 

SULFAMAZONE

CAS NUMBER : 65761-24-2

EINECS NUMBER :

CHEMICAL NAME(S):

CLASSIFICATION: Antibiotic > Anti-Metabolite > SULFONAMIDE

C23H24N6O7S2 (560.60)

SULFAMAZONE

 

 

SULFAMETHAZINE

CAS NUMBER : 57-68-1

EINECS NUMBER : 200-346-4

CHEMICAL NAME(S):
-Amino-N-(4,6-dimethyl-2-pyrimidinyl)benzenesulfonamide; 4,6-Dimethylsulfadiazine; Sulfadimidine;

CLASSIFICATION: Antibiotic > Anti-Metabolite > SULFONAMIDE

C13H15N3O2S (277.34)

SULFAMETHAZINE

 

 

SULFAMETHOXAZOLE

CAS NUMBER : 723-46-6

EINECS NUMBER :

CHEMICAL NAME(S):

CLASSIFICATION: Antibiotic > Anti-Metabolite > SULFONAMIDE

C10H11N3O3S (253.28)

SULFAMETHOXAZOLE

 

 

SULFAMETOPIRAZINE

 

 

 

SULFAMETOXYPIRIDAZINE

 

 

 

SULFAMETROL

CAS NUMBER : 32909-92-5

EINECS NUMBER :

CHEMICAL NAME(S):

CLASSIFICATION: Antibiotic > Anti-Metabolite > SULFONAMIDE

C9H10N4O3S2 (286.32)

SULFAMETROL

 

 

SULFAMONOMETHOXINE

CAS NUMBER : 1220-83-3

EINECS NUMBER :

CHEMICAL NAME(S):
4-Amino-N-(6-methoxy-4-pyrimidinyl)benzenesulfonamide;

CLASSIFICATION: Antibiotic > Anti-Metabolite > SULFONAMIDE

C11H12N4O3S (280.30)

SULFAMONOMETHOXINE

 

 

SULFAMYLON

CAS NUMBER : 138-37-4

EINECS NUMBER :

CHEMICAL NAME(S):
4-(Aminomethyl)benzenesulfonamide hydrochloride; 4-(Aminomethyl)benzenesulfonamide monohydrochloride; alpha-Amino-p-toluenesulfonamide hydrochloride; Homosulfamine Hydrochloride; Homosulfanilamide hydrochloride; Mafenide hydrochloride; Sulfamylon;

CLASSIFICATION: Antibiotic > Anti-Metabolite > SULFONAMIDE

C7H11ClN2O2S (222.69)

SULFAMYLON

 

 

SULFANILAMIDE

CAS NUMBER : 63-74-1

EINECS NUMBER : 200-563-4

CHEMICAL NAME(S):
4-Aminobenzenesulfonamide; sulfocidine; Sulfonamide; p-Aminophenylsulfonamide; p-Anilinesulfonamide; p-Sulfamidoaniline; Aminobenzenesulfonamide;

CLASSIFICATION: Antibiotic > Anti-Metabolite > SULFONAMIDE

C6H8N2O2S (172.20)

SULFANILAMIDE

 

 

SULFAQUINOXALINE

CAS NUMBER : 59-40-5(Base), 967-80-6 (Sodium)

EINECS NUMBER : 200-423-2

CHEMICAL NAME(S):
2-(p-aminobenzenesulfonamido)thiazole; 2-sulfanilamidothiazole; Amino-N-2-thiazolylbenzenesulfonamide; Benzenesulfonamide, 4-amino-N-2-thiazolyl-; cibazol; N1-(2-Thiazolyl)Sulfanilamide; N(sup1)-2-thiazoylsulfanilamide; Sulfanilamide, N1-2-thiazolyl-; Sulfathiazole; Sulfathiozole; Thiazamide;

CLASSIFICATION: Antibiotic > Anti-Metabolite > SULFONAMIDE

C14H12N4O2S (300.33)

SULFAQUINOXALINE

 

 

SULFASALAZINE

CAS NUMBER : 599-79-1

EINECS NUMBER : 209-974-3

CHEMICAL NAME(S):
2-Hydroxy-5-[[4-[(2-pyridinylamino)sulfonyl]phenyl]azo] Benzoic acid; 5-(p-(2-pyridylsulfamoyl)phenylazo)salicylic acid; Aazopyrin; Azulfidine; Salazopyrin; Salazosulfapyridine; Salicylazosulfapyridine; Sulfasalazine;

CLASSIFICATION: Antibiotic > Anti-Metabolite > SULFONAMIDE

C18H14N4O5S (398.39)

SULFASALAZINE

 

 

SULFATHIAZOLE

CAS NUMBER : 72-14-0(Base), 144-74-1 (Sodium)

EINECS NUMBER : 200-771-5

CHEMICAL NAME(S):
2-(p-Aminobenzenesulfonamido)thiazole; 2-Sulfanilamidothiazole; Amino-N-2-thiazolylbenzenesulfonamide; Benzenesulfonamide, 4-Amino-N-2-thiazolyl-; cibazol; N1-(2-Thiazolyl)Sulfanil Amide; N(sup1)-2-thiazoylsulfanilamide; Thiazamide;

CLASSIFICATION: Antibiotic > Anti-Metabolite > SULFONAMIDE

C9H9N3O2S2 (255.31)

SULFATHIAZOLE

 

 

SULFISOXAZOLE

CAS NUMBER : 127-69-5

EINECS NUMBER : 204-858-9

CHEMICAL NAME(S):
3,4-Dimethyl-5-sulfanilamidoisoxazole; 3,4-Dimethylisoaxazole-5-sulfanilimide; 5-(p-Aminobenzenesulfonamido)-3,4-Dimethylisoxazole; 5-(4-Aminophenylsulfonamido)-3,4-dimethylisoxazole; 5-Sulfanilamido-3,4-dimethyl-isoxazole; N(sup 1)-(3,4-dimethyl-5-isoxazolyl)-sulfanilamide; Sulfisoxazole; 4-Amino-N-(3,4-dimethyl-5-isoxazolyl)benzenesulfon Amide; N1-(3,4-Dimethyl-5-isoxazolyl)sulfanilamide;

CLASSIFICATION: Antibiotic > Anti-Metabolite > SULFONAMIDE

C11H13N3O3S (267.30)

SULFISOXAZOLE

 

 

SULFISOXAZOLE DIOLAMINE

 

 

 

SULFAGUANIDINE

CAS NUMBER : 57-67-0

EINECS NUMBER : 200-345-9

CHEMICAL NAME(S):
4-Amino-N-(diaminomethylene)benzenesulfon Amide; N1-Amidinosulfanilamide; Ny-Amidinosulfanilamide, 99%; Sulfaguanidine; 4-Amino-N-guanylbenzenesulfon Amide; Sulfanilyl guanadine;

CLASSIFICATION: Antibiotic > Anti-Metabolite > SULFONAMIDE

C7H10N4O2S (214.24)

SULFAGUANIDINE