Flamenacerium Solvay Pharma; as silver salt- comb.. Flammazine Solvay Pharma; as silver salt Sicazine Smith & Nephew; as silver salt Flamazine Smith & Nephew; as silver salt; wfrn Strept
Trang 1Sulfadicramide S 1921 Sterinor (Heumann)-comb
with textroprim
Sulfadiazin (Heyl)
Urospasmon (Heumannl-
comb
Adiazine (Doms-Adrian)
Antrima (Doms-Adrian)-
comb
Flamenacerium (Solvay
Pharma; as silver salt)-
comb
Flammazine (Solvay
Pharma; as silver salt)
Sicazine (Smith &
Nephew; as silver salt)
Flamazine (Smith &
Nephew; as silver salt);
wfrn
Streptotriad (M & B.)- comb.; wfm
I: Connettivina (Fidia; as silver salt)
Kombinax (Bracco)-comb
Oxosint (Medivis)-comb
Sofargen (Sofar; as silver salt)
Sterinor (ABC Farmaceutici)-comb
Sulfadiazina (Ecobi; IFI) Sulfadiazina Sodica (Salf;
as sodium salt) J: Theradia (Daiichi) Theradiazine (Daiichi) USA: Coco-Diazine (Lilly); wfm Neotrizine (Lilly)-comb.;
wfm
Silvadene (Marion Labs.;
as silver salt); wfm Sodium Sulfadiazine (City Chem.); wfm
Sodium Sulfadiazine (Lederle); wfrn Sulfonamides Duplex (Lilly); wfrn Sulfose (Wyeth)-comb.; wfm
Terfonyl (Squibb)-comb.; wfm
Triple Sulfas (Leder1e)- comb.; wfrn
Trisem (Beecham)-comb.; wfrn
further combination preparations; wfrn
Use: chemotherapeutic RN: 115-68-4 MF: C, ,H14N20,S MW: 254.3 1 EINECS: 204-099-3
CN: N-[(4-aminophenyl)sulfonyl]-3-methyl-2-butenamide
L
3-methyl- amide
crotonamide
j 4-acetomidobenzene- sulfonyl chloride
Sulfadicramide
Reference(s):
US 2 417 005 (Geigy; 1947; CH-prior 1943)
Forrnulation(s): ophthalmic ointment 150 mg/g
Trade Narne(s):
D: Irgamid Augensalbe
(Dispersa); wfrn
Irgamid Augensalbe (Zyma-Blaes); wfrn
Trang 2Sulfadimethoxine ATC: J O I E D O ~
Use: chemotherapeutic RN: 122-1 1-2 MF: Cl2Hl4N4O,S MW: 310.33 EINECS: 204-523-7
LD,,,: 844 m d k g (M, i.v.1;
~ 3 2 0 0 mglkg (dog, p.0.)
CN: 4-amino-N-(2,6-dimethoxy-4-pyrimidinyl)henzenesulfonamide
4-ominobenrenesulfon- 2.4-dimethoxy-6-tri-
ornide sodium salt methylommonio-
pyrimidine chloride
Sulfadimethoxine
urea ethyl 6-om1no-2.4-d1- 6-amino-2.4-di-
cyonoocetote iydroxypyrimidine chloropyrimidine (I)
CH3 sulfonyl chloride 6-omino-2.4-di-
methoxypyrimidine
Reference(s):
a US 2 703 800 (Osterr Stickstoffwerke; 1955; A-prior 1951)
b Bretschneider, H et al.: Monatsh Chem (MOCMB7) 87 136 (1956); 92,75 (1961); 92 128 (1961)
Formulrition(s): drops 200 mglml; syrup 250 mg15 ml; tabl 250 mg, 500 mg
Trade Name(s):
F: Madribon (Roche); wfm Hachimetoxin (Toyo S.- Sulmetoxyn (Nichiiko)
J: Abcid (Daiichi) Mition-D (Taisho) USA: Albon (Roche); wfm Asthoxin (Kobay ashi) Omunibon (Yamanouchi)
Dimetoxin (Nissin) Sulfalon (Sumitomo)
Trang 3Sulfadoxine S 1923
(Sulforrnetoxinum; Sulforlhomidine; Sulformethoxine) Use: (su'fonamide) RN: 2447-57-6 MF: C,2H,4N,04S MW: 310.33 EINECS: 219-504-9
LD5,,: 5200 mglkg (M, p.0.)
methyl meth- dirnethyl
oxyacetote oxalate
OHC-NH2
0 J H 3 NoOC,H, 0 / C H 3 POCI,
b Ir
forrnamide
dimethyl rnethoxy- methoxy-
malonate (I) rnolonomide
4,6-dichloro- 4-arnino-6-
5-methoxy- chloro-5-
pyrimidine (11) methoxy-
pyrimidine
4-amino-5,6- dirnethoxy- pyrimidine (111)
4-acetomidobenzene-
sulfonyl chloride
Sulfodoxine
US 3 132 139 (Roche; 1964; CH-prior 196 1 )
Griissner, A et al.: Monatsh Chem (MOCMB7) 96, 1676 (1965)
Bretschneider, H et a].: Monatsh Chem (MOCMB7) 96, 1661 (1965)
Trang 4Trade Name(s):
D: Fansidar (Roche)-comb.; GB: Fansidar (Roche)-comb USA: Fansidar (Roche)
F: Fansidar (Roche)-comb J: Fansidar (Roche)-comb
Usr: chemotherapeutic RN: 94-19-9 MF: C,oHi,N,02S2 MW: 284.36 EINECS: 202-312-4
LD,,,: 1300 mglkg (R, i.v.)
4-nitrobenzene- 5-amino-2-ethyl-
4-acetomidobenzene- propionaldehyde
I - -
cyanoferrote(li1)
a US 2 358 0 3 1 (American Cyanamid; 1944; prior 1940)
DE 957 841 (Schering AG; appl 1940)
b US 2 447 702 (Lundbeck; 1948; DK-prior 1942)
Trade Narne(sj:
D: Harnosal (TAD)-comb
Sulfafurazole
(Sulfisoxazole; Sulphafurazole)
ATC: JOlEBO5; SOlAB02 Use: chemotherapeutic RN: 127-69-5 MF: CIiH13N30,S MW: 267.3 1 EINECS: 204-858-9
LD,,,: 2500 mglkg (M, i.v.); 6800 mglkg (M, p.0.);
I 0 glkg (R, p.0.)
Trang 5Sulfaguanidine S 1925
"J- ,
CH3 hydroxyl- H,C' 7
arnine CH3 sufonyl chloride
2-methylaceta-
acetonitrile
Reference(s):
US 2430 094 (Hoffmann-La Roche; 1947; prior 1944)
DE 819 855 (Hoffmann-La Roche; USA-prior 1944)
Fonnulation(s): amp 4 rngfml; eye drops 4 %; tabl 500 mg
Trade Name(s):
D: Gzntrisin (Roche); wfm
F: Gantrisine (Roche); wfm USA:
PMiazole (Abbott)-comb
with erythromycine
GB: Gantrisin (Roche); wfm
1: Fultrexin (Zambon)-comb.;
wfm
Pancid (Lister); wfm
1: lsoxamin (Fuso)
Sulfazin (Shionogi)
Thiasin (Yamanouchi) Azo-Gantrisin (Roche)- comb.; wfm
Dow-Sulfisoxazolc (Dow);
w fm Erythromycin Ethylsuccinate / Sulfisoxazole Acetate (Warner Chilcott) Gantrisin (Roche): wfm
Koro-Sulf (Holland- Rantos); wfm SK-Soxazole (Smith Kline
& French); wfm Sosol (McKesson); wfm Soxomide (Upjohn); wfm Sulfalar (Parke Davis);
w fm combination preparations and generics
Sulfaguanidine
(Sulphaguanidine)
ATC: A07AB03 Use: chemotherapeutic RN: 57-67-0 MF: C7H,,N402S MW: 214.25 EINECS: 200-345-9
Reference(s):
US 2 218 490 (American Cyanamid; 1940; appl 1940)
US 2 229 784 (American Cyanamid; 1941; appl 1940)
4-arninobenzene- guanidine carbonate
US 2 233 569 (American Cyanamid; 194 1 ; appl 1940)
Sulfaguanidine sulfonarnide
Trang 6Fonnulation(s): tabl 0.5 g (as hydrate)
Trade Name(s):
D: Diaront (Chephasaar)-
comb.; wfm
Enterastrept (Hey1)-comb.; F:
wfrn
Guabeta (OTW); wfm I:
Jacosulfon (Giu1ini)-comb.;
wfrn
Sulfaguanole
Resulfon-S (Nordmark); Streptoguanidin
Litoxol (SmithKline combination preparations;
Aseptil-Guanidina J: Aterian (Takeda) (Wassermann); wfrn
Kin01 (Lafare)-comb.; wfrn
ATC: DO8 Use: chemotherapeutic (depot sulfonamide)
RN: 27031-08-9 MF: C,,H,,N,O,S MW: 309.35 EINECS: 248-175-4
N'-(4-aminophenylsulf0nyl)- acetoin
~ ' - c ~ a n o ~ u a n i d i n e
Sulfaguanole
I
Reference(s):
US 3 562 258 (Nordmark; 9.2.1971; prior 10.2.1969)
GB 1 185 139 (Nordmark; appl 13.2.1969)
Formulation(s): drg 400 mg
Trade Name(s):
D: Enterocura (Nordmark); I: Asorec (Radiumfarma); Enterocura (De Angeli);
Sulfalene
(Sulfametopyrazine)
ATC: JOlBD02 Use: chemotherapeutic (depot sulfonamidc)
RN: 152-47-6 MF: C,,H,,N,O,S MW: 280.31 EINECS: 205-804-7
LD,,,: 893 mglkg (M, i.v.); 1292 mglkg (M, p.0.);
1790 mglkg (R, i.v.); 2739 mglkg (R, p.o )
CN: 4-amino-N-(3-methoxypyrazinyl)benzenesulfonamide
Trang 7Sulfaloxic acid S 1927
starting product:
0
Br2
ti$-ONa (I)
CtI&ooti H2NXNX + H2NXNX pd-c, H2N N,
Br N Br 9 N Br 0 1 N 1 1-amino-
pyrozine
3-chloro-2- cyonopyrozine
f i ~ l product:
3 - a m i n o - 2 - methoxy- pyrazine (D)
N C N
X 4
I
CH3
2-cyono-3- methoxy- pyrozine (Ill)
4-acetomidobenzene-
sulfonyl chloride
Reference(s):
D: Longum (Pharmacia & I: Kclfiprim (Pharmacia &
GB: Kelfizine-W (Pharmacia & Kelfizina (Pharmacia &
Sulfaloxic acid
(Sulphaloxate; Sulphaloxic Acid)
ATC: DO8 Use: chemotherapeutic (sulfonamide), antibacterial
RN: 14376-16-0 MF: C,,H,,N,O,S MW: 393.38 EINECS: 238-348-2
Trang 8calcium salt
RN: 97259-91-1 MF: C,2H28CaN,014S, MW: 824.81
anhydride (4 v.)
Referertce(s):
DE 960 190 (Cheni Fabrik von Heyden; appl 1954)
DAS 1 002 3 19 (Chem Fabrik von Heyden; appl 15.6.1954)
farm-
Formulationjs): tabl 0.55 g (as calcium salt)
Sulfalaxic acid
D: Intestin-Euvernil (Heyden) Sulfa-Adsorgan GB: Enteromide (Consolidated; Myacine (Schur)-comb.; (Combustin); wfm as calcium salt); wfm wfm
Sulfamerazine
(Methylsulfadiazine)
ATC: JOlED07 Usc: chemotherapeutic, antibacterial
RN: 127-79-7 MF: C,,H,,N,O,S MW: 264.31 EINECS: 204-866-2
LD,,,: 25 glkg (M, p.0.);
I100 mglkg (R, Lv.)
sodium salt
RN: 127-58-2 MF: C,,H,,N4Na02S MW: 286.29
HzNx:H2 + H,c-oJ - " '
guanidlne ethyl
ocetoocetate
2-omino-4- methyl- pyrimidine (I)
Trang 9Sulfamethizole S 1929
Reference(s):
US 2 407 966 (Sharp & Dohme; 1946; appl 1940)
Formulation(s): susp 60 mg1.5 ml; tabl 120 mg (as sodium salt)
Trade Name(s)
D: Dosulfin (Gcigy)-comb.; F: Dosulfine (Gomenol) I: Polagin (De Angeli)-comb.;
Solumedine (Spccia); wfm J: Romezin (Tanabe)
Sulfamethizole
(Sulphamethizole)
ATC: B05CA04; D06BA04; J01 EB02; SOlABO1
Use: chemotherapeutic, antibacterial RN: 144-82-1 MF: C9HI,,N,02S, MW: 270.34 E!NECS: 205-64 1- 1
LD,,: 1820 mgkg (M, i.v.); > I 0 glkg (M, p.0.);
2710 mglkg (R, i.v.); 3500 mglkg (R, p.0.)
4-nitrobenzene- 5-amino-2-methyl-
sulfonyl chloride 1.3.4-thiodiozole
H
SH
+ H , N ~ \ //rCH3 d 1 N-N
N-N
H3C N
H
4-ocetomidobenzene- acetaldehyde
Trang 10potossiurn
hexocyona-
ferrote(ii1)
Rgf?rence(s):
a US 2 358 0 3 1 (American Cyanamid; 1944; prior 1940)
b US 2 447 702 (Lundbeck & Co.; 1948; DK-prior 1942)
F o ~ ~ n z u l a h n ( s ) : cps 250 mg in comb with oxytetracycline.HCI(250 mg) and phenazopyridine.HC1 (SO mg);
drg 350 mg in comb with sulfaethidiole
Trade Name(s):
D: Harnosal (TAD)-comb Thiosulfil (Ayerst); wfm Urosol (Kanto)
GB: Urolucosil (Warner); wfm Salimol (Maruishi-Kanebo) USA: Urobiotic-250 (Pfizer)- I: Rufol (Roussel-Maestretti); Urokinon (Chugai) comb
Sulfamethoxazole
( S ulphamethoxazole)
ATC: JOlECOl Use: antipneumocystis, chemotherapeutic (urogenital tract infections) RN: 723-46-6 MF: C,,H,,N,O,S MW: 253 28 EINECS: 211-963-3
LD,,,: 1460 m g k g (M, i.v.) 2300 mglkg (M, p.0.);
6200 m g k g (R, p.0.)
4-ocetornidobenzene- 3-omino-5-
sulfonyl chloride rnethylisoxozole
Rejerence(s):
U S 2 888 455 (Shionogi; 26.5.1959; J-prior 4.9.1956)
100 mg, 400 mg, 800 mg, 960 mg
Trade Name(s):
D: Bactoreduct (Azupharma)- Bactrimlforte (Roche)- Berlocid (Bcrlin-C11emie)- comb with rimet tho prim comb with trimethoprim comb with trimethoprim