Styramate S 191 1 Formulation(s): amp. 0.125 mg, 0.25 mg Trade Name(s): D: Alvonal MR (Godecke); Stabilocard (Godecke); Theo-Alvonal (G6deckc); wfm wrm wfm Sty ramate ATC: MO~BAO~ Use: muscle relaxant, antispasmodic RN 94-35-9 MF C,H,,NO, MW; 181.19 EINECS: 202-326-0 LD,,,: 1240 mgkg (M, p.0.) CN: 1-phenyl- l,2-ethancdiol 2-carbamate 1-phenyl-1,2- ethanediol Referencers): GB 841 626 (Armour; appl. 1956; USA-prior. 1955). Trade Namers): GB: Sinaxar (Armour); wfm J: Menfula (Taisho)-comb. Sinaxar (Tokyo Tanabe) Succinylsulfathiazole ATC: A07AB04 Use: chemotherapeutic, antibacterial RN: 116-43-8 MF: C,,H,,N,O,S, MW: 355.40 EINECS: 204-141-0 LD,: 10 glkg (M, i.v.) CN: 4-oxo-4-[[4-[(2-thiazolylamino)sulfonyl]phenyl]amino]butanoic acid succinic sulfathiozole onhydride (4. v.) Reference(s): US 2 324 013 (Sharp & Dohme; 1943; appl. 1941). US 2 324 014 (Sharp & Dome; 1943; appl. 1941). Formulation(s): tabl. 500 mg Succinylsulfathiozole Trade Name(s): F: Thiacyl (Thkraplix); wfm GB: Cremomycin (Merck Sharp Cremostrep (Merck Sharp & Dohme)-comb.; wfm B Dohme)-comb.; wfm 1912 S Sucralfate Cremosuxidine (Merck I: Cremosulfa strept. Sharp & Dohme); wfm (Ange1ini)-comb.; wfm Sulfasuxidine (Merck Streptoguanidin Sharp & Dohme); wfm (Lisapharma)-comb.; wfm Sucralfate ATC: ~02~x02 Use: ulcer therapeutic RN: 54182-58-0 MF: C,2H54A116075SN MW: 2086.73 EINECS: 259-018-4 LD,,,: >8 g/kg (M, p.0.); >12 glkg (R, p.0.) CN: hexadeca-~-hydroxytetracosahydroxy[~,-[[1,3,4,6-tetra-O-sulfo-~-~-fructofuranosyl WD- glucopyranoside tetrakis(sulfato-~0')](8-)]]hexadecaaluminum 1. SO3, pyridine 2. AI(OH)~CI sucrose Sucralfate DE 1 568 346 (Chugai; appl. 3 1.10.1966; J-prior. 5.1 1.1965). US 3 432 489 (Chugai; 11.3.1969; J-prior. 5.11.1965). FR 1 500 571 (Chugai; appl. 3.11.1966; S-prior. 5.11 .l965). Nagashima, R.; Yoshida, N.: Arzneim Forsch. (ARZNAD) 29, 1668 (1979). formulations with amino acids: EP 107 209 (Chugai; appl. 26.10.1983; J-prior. 27.10.1982). Fortnularion(s): chewing tabl. 1 g; gran. 1 g; susp. 1 g/5 ml; tabl. 0.5 g, 1 g Trade Name(s): D: Sucrabest (Hexal) Sucralfat-ratiopharm (ratiopharm) Sucraphil (Philopharm) Ulcogant (Lipha; Merck) F: Ktal (EG Labo) Sucralfate (GNR-pharma) Ulcar (Houdt) GB: Antepsin (Wyeth) I: Antepsin (Baldacci) Crafilm (Francia Farm.) Gastrogel (Giuliani) Sucrager (Ripari-Gero) Sucral (Bioprogress) Sucralfin (Inverni della Beffa) Sucramal (Sanofi Winthrop) Sucrate (Lisapharma) Suril (Ibirn) J: Adopilon (Kantoishi) Altsamin (Taiyo-Sanwa) Bingast (Maruko) Bisma (Sana) Ritaalumin (Hotta) Shualmin (Rorer-Funai) Sibonarl (Mohan- Wakamoto) Tredol (Kaigai-Nippon Kayaku) Ulban-A (Toho) Ulcerlmin (Chugai) Yuwan-S (Sawai-Meiji) USA: Carafate (Hoechst Marion Roussel) generics Sufentanil S 1913 Sufentanil ATC: NOIAH03 Use: narcotic, analgesic RN: 56030-54-7 MF: C2,H1,N20,S MW: 386.56 CN: N-[4-(methoxymethyl)-1-[2-(2-thienyl)ethyl]-4-p1peridinyl]-N-phenylpropanamide citrate (1:l) RN: 60561 -1 7-3 MF: C,2H,,N20,S , C,H,O, MW: 578.68 EINECS: 262-295-4 LD,,: 18.7 mglkg (M, i.v.); 17.9 mg/kg (R, i.v.); 14.1 mglkg (dog, I v.) 2-thiophene- methane ethanol sulfonyl chloride Sulentonil (cf. alfentanil synthesis) Reference(s): DE 2 610 228 (Janssen; prior. 11.3.1976). US 3 998 834 (Janssen; 21.12.1976; prior. 14.3.1975, 13.1.1976, 13.9.1976). Daele, P.G.H. van et-al.: Arzneim Forsch. (ARZNAD) 26, 1521 (1976). Formulation(s): amp. 50 pglml, 100 pg/2 ml, 500 pg15 ml (as citrate) Trade Name(s): D: Sulfenta (Janssen-Cilag) F: Sulfenta (Janssen-Cilag; as I: Fentatienil (Angelini) citrate) USA: Sufenta (Janssen; 1984) Sulbactam (CP-45899-2) ATC: JOlCGOl Use: antibacterial in combination with P- lactam antibiotics, semisynthetic O- lactamase inhibitor RN: 68373-14-8 MF: C8H,lNOSS MW: 233.24 EINECS: 269-878-2 CN: (2S-cis)-3,3-dimethyl-7-oxo-4-thia-l-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide sodium salt RN: 69388-84-7 MF: C,H,,NNaO,S MW: 255.23 EINECS: 273-984-4 19 14 S Sulbenicillin COOH BrZ, CHZCIZ, COOH KMn04, H3P04 'I BrH perrnongonote 6-arninopeni- cillanic ocid 6.6-dibroma- penicillonic acid 66-dibromo- penicillanic ocid 5.5-dioxide (I) Reference(s): Volkmann, R.A. et a].: J. Org. Chem. (JOCEAH) 47, 3344 (1982). US 4 234 579 (Pfizer; l8.ll.l98O; appl. 5.3.1979; USA-prior. 7.6.1977, 21.2.1978, 29.3.1978). US 4 420 426 (Pfizer; 13.12.1983; appl. 9.12.1980: USA-prior. 5.3.1979). DE 2 824 535 (Pfizer; appl. 5.6.1978; USA-prior. 7.6.1977,21.2.1978). DE 2 9 12 51 1 (Pfizer; appl. 29.3.1979; USA-prior. 29.3.1978, 27.11.1978). combination with cefoperazone: US 4 276 285 (Pfizer; 30.6.1981; appl. 5.3.1978; USA-prior. 7.6.1977, 21.2.1 978, 29.3.1978,27.11.1978). Formulation(s). vial 750 mg, I g, 1.5 g, 3 g (as sodium sulfate) Trade Nnme(s): D: Combactam 1,O g (Pfizer) Unacirn (Jouveinal; as Unasyn (Pfizer)-comb, with Unacid (Pfizer; 1987)- sodium salt)-comb. with ampicillin comb. with ampicillin ampicillin J: Sulperazone (Pfizer Taito; F: BCtamaze (Pfizer; as I: Bethacil (Bioindustria). 1986)-comb. sodium salt) comb. with ampicillin USA: Unasyn (Pfizer; 1987)- Loricin (Sigma-Tau)-comb. comb. with ampicillin with ampicillin Sulbenicillin ATC: J01CA16 Use: antibiotic RN: 34779-28-7 MF: C,,HIRN2O,S2 MW: 414.46 EINECS: 252-209-3 CN: [2S-(2a,5a,6~)]-3,3-dimethyl-7-oxo-6-[(phenylsulfoacetyl)amino]-4-th1a-l-azabicyclo[3.2.0]hcptane-2- carboxylic acid disodium salt RN: 28002-18-8 MF: C,,H,,N,Na,O,S, MW: 458.42 EINECS: 248-769-3 LD,,,: 7900 mgtkg (M, i.v.); >15 gkg (M, p.0.); 6 glkg (R, i.v.); >15 g/kg (R, p.0.) SO3, dichloroethone a00H - QOOH S0CI2 SO,H SO,H phenylacetic a-sulfophenyl- (0 acid acetic ocid Sulbentine S 1915 6-aminopeni- Sulbenicillin cillanic acid Referenceis): DE 1 933 629 (Takeda; prior. 2.7.1969). DOS 1948 943 (Takeda; appl. 27.9.1969; J-prior. 28.9.1968). DAS 1 966 850 (Takeda; appl. 27.9.1969; J-prior. 28.9.1968). US 3 660 379 (Takeda; 2.5.1972; appl. 29.9.1969; J-prior. 28.9.1968). US 3 891 763 (Takeda; 24.6.1975; prior. 18.1.1972). Formulation(s): vial 1 g, 2 g, 4 g (as disodium salt) Trade Name(s): 1: Kedacillina (Bracco; 1982) J: Kedacillin (Takeda) Lilacillin (Takeda) Sulbentine (Dibenzthione) ATC: DOIAE09 Use: anlifungal RN: 350-12-9 MF: Cl,H,,N2S2 MW: 314.48 EINECS: 206-497-2 LDs,; l I00 mg/kg (M, i.p.) CN: tetrahydro-3,5-bis(phenylmethyl)-2H-1,3,5-thiadiazine-2-thione benzylomine form- corbon Sulbentine aldehyde ' disulfide Reference(s): DD 20 634 (appl. 17.8.1958). Formularion(s): gel 3 gll 00 g; ointment 3 gll 00 g; sol. 3 g1100 g Trade Nameis): D: Fungiplex (Hermal); wfm I: Fungiplex (Bruschettini); J: Dampa D (Nippon wfm Shinyaku) Sulconazole ATC: NOlAH03 Use: antifungal RN: 61318-90-9 MF: C,,H15CI,N,S MW: 397.76 CN: (~)-1-[2-[[(4-chlorophenyI)methyl]thio]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole mononitrate RN: 61318-91-0 MF: C,,H,SCI,N2S . HNO, MW: 460.77 LD,,,: 2475 mgkg (M, p.0.); 1741 mgkg (R, p.0.) 1916 S Sulfabenzamide +OH 1. thionyl chloride 2. 4-chlorobenzyl Q mercaptan ethanol (cf. rniconazole synthesis) DOS 2 541 833 (Syntex; appl. 19.9.1975; USA-prior. 23.9.1974, 7.7.1975). US 4 055 652 (Syntex; 25.10.1977; appl. 8.3.1976; prior. 7.7.1975). Formulation(s): cream 1 %; sol. 1 % (as nitrate) Trade Name(s): F: M yk (Cassenne) I: Exelderm (Schwarz) USA: Exelderm (Westwood- GB: Exelderm (Zeneca; 1985) J: Exelderm (Tanabe; 1986) Squibb) Sulfabenzamide (Benzoylsulfanilamide; Sulphabenzamide) ATC: D08; JOlE Use: chemotherapeutic (sulfonamide), antibacterial RN: 127-71-9 MF: C,,H,,N,O,S MW: 276.32 EINECS: 204-859-4 LD,,,: 320 mglkg (M, i.v.) CN: N-[(4-aminophenyl)suIfonyl]benzamide sulfanilamide benzoyl (9- v.) chloride (1) I Sulfabenzarnide Sulfacarbamide S 19 17 4-acetamido- bsnzenesulfonomide (cf. sulfanilamide synthesis) Reference(s): a Siebenmann, C.; Schnitzer, R.J.: J. Am. Chem. Soc. (JACSAT) 65, 2126 (1943). b US 2 240 496 (Monsanto; 1941; appl. 1939). GB 541 958 (Schering AG; appl. 1938; D-prior. 1938). Formulation(s): pessaries 185 mg; vaginal cream 37 mg/g Trade Name(s): D: Neosultrin (Ci1ag)-comb.; GB: Sultrin (Janssen-Ci1ag)- USA: Sultrin (Ortho-McNeil wfm comb. Pharmaceutical)-comb. Sulfacarbamide (Sulphaurea; Sulfanylurea) ATC: D08; JOE Use: chemotherapeutic, antibacterial RN: 547-44-4 MF: C,H,N,O,S MW: 215.23 EINECS. 208-922-7 LD,: 405 mg/kg (M, i.p.) CN: 4-amino-N-(aminocarbonyl)benzenesulfonamide 4-acetamidobemene- potassium (4-acetomidobenzene- sulfonamide cyaiate sulfonyl)ureo Reference(s): US 2 41 1 661 (Geigy; 1946; CH-prior. 1939), Formulation(s): drg. 0.5 g; syrup 0.1 glml 191 8 S Sulfacetamide Trade Nume(s); D: Cysto-Myacyne O.W.G. Spasmo-Euvernil GB: IJromide (Consolidated (Schur)-comb.; wfm (Heyden)-comb.; wfm Chemicals)-comb.; wfm Euvernil (Hcyden); wfm Sulfacetamide (N'-acctylsulfanilamide; Sulphacetamide) ATC: SOIAB04 Use: chemotherapeutic (eye infection), antibacterial RN: 144-80-9 MF: C,HloN2O,S MW: 214.25 EINECS: 205-640-6 LD,,,: 16.5 glkg (M, p.0.); 6.6 glkg (R, i.v.) CN: N-[(4-aminophenyl)sulfonyllacetamide monosodium salt RN: 127-56-0 MF: C,H,N,NaO$ MW: 236.23 ETNECS: 204-848-4 LD,,,: 6 glkg (M, s.c.) 4-orninobenzene- ocetornide sulfonyl chloride 4-ominobenrene- acetic anhydride sulfonomide Reference(s): US 2 41 1 495 (Schering Corp.; 1946; D-prior. 1938). Fornlulutiorz(s). eye drops 100 mglml; ophthalmic ointment 2 mglg, 100 mglg (as sodium salt); pessarics 143.75 mg Trude Namc(s): D: Albucid (Chauvin ankerpharm) Blefcon (A1con)-comb. Rlephamide (Pharm- Allergan)-comb. Cornhiamid (Winze+ comb. F: Antkbor (Lah. Riol. de I'Ile-De-France)-comb GB: Sultrin (Janssen-Wag)- Cosmiciclina (Alfa 1ntes)- comb. comb. I: Antisettico Astr. Sed. Prontamid (SIT) (Bruschettini)-comb. Rinosulfargolo Aureomix (SIT)-comb. (Bruschettini)-comb. Brumeton (Bruschettini). Visublefarite (Pharmec)- comb. comb. Chemy terra1 (SIT)-comb. Sulfachlorpyridazine S 19 19 I: Neo-Gerison (Yamanouchi) Sultrin (Ortho-McNeil USA: Blephamide (Allergan) Pharmaceutical)-comb. Sulfachlorp yridazine ATC: DO^; JOIED Use: chemotherapeutic (urogenital tract infections), antibacterial RN: 80-32-0 MF: C,,H9C1N4O,S MW: 284.73 EINECS: 201-269-9 CN: 4-amino-N-(6-chloro-3-pyridazinyl)benzenesulfonamide 4-arninobenzene- sulfonomide 3,6-dichloro- pyridozine Reference(s): US 2 790 798 (American Cyanamid; 1957; prior. 1955). Formulation(s): tabl. 500 mg Trade Name(s): I: Durasulf (Dessy); wfm USA: Consulid (Ciba-Geigy); Sonilyn (Mallinckrodt); Sulfaclorazina (Ellem); wfm wfm wfm Nefrosul (Riker); wfm b Sulfacitine ATC: JO~E (Sulfacy tine) Use: chemotherapeut~c (depot sulfonamide), ant~bacter~al RN. 17784-12-2 MF: C1,H,,N40,S MW: 294 34 CN: 4-amno-N-(1 -ethyl-1,2-d1hydro-2-oxo-4-pynmidinyl)ben~enesulfonam1de 3-ethylamino- potassium propionitrile cyonate BrZ, nitrobenzene pyridine *HBr , .CH, N N-CH, 11 K 0 4-ocetornidobenzene- sulfonyl chloride 1-ethyl-5,6-dihydro- 1 -ethylcykosine cytosine hydrobromide (I) 1920 S Sulfadiazine I Sulfacitine I Refererzce(s): LJS 3 375 247 (Parke Davis; 26.3.1968; appl. 2.8.1965). DE 1 620 140 (Parke Davis; appl. 1.8.1966; USA-prior. 2.8.1965). Doub, L. et al.: J. Med. Chem. (JMCMAR) 13> 242 (1970). Formulation(s): tabl. 250 mg Trade Name(s): USA: Renoquid (Parke Davis); wfm Sulfadiazine (Sulphadiazine) ATC: JOIEC02 Use: chemotherapeutic RN: 68-35-9 MF: CloH,oN40,S MW: 250.28 EINECS: 200-685-8 LD,,,: 180 mglkg (M, i.v.); 1500 mg/kg (M, p.0.); 880 mg/kg (R, i.v.) CN: 4-amino-N-2-pyrimidtnylbenzenesulfonarnide silver salt RN: 22199-08-2 MF: C,oH,AgN40,S MW: 357.14 4-acetamidobenzene- 2-amino- sulfonyl chlaride pyrimidine Sulfadiazine L US 2 407 966 (Sharp & Dohme; 1946). US 2 410 793 (American Cyanamid; 1946). Furmulation(s): cream 1 %; tabl. 500 mg (as silver salt) Trade Name(s): D: Brandiazinc (medphano) Flammazine (Solvay Arzneimittel) . antibiotic RN: 3477 9-2 8-7 MF: C,,HIRN2O,S2 MW: 414.46 EINECS: 25 2-2 0 9-3 CN: [2S-(2a,5a,6~) ]-3 ,3-dimethyl-7-oxo- 6-[ (phenylsulfoacetyl)amino ]-4 -th1a-l-azabicyclo[3.2.0]hcptane- 2- carboxylic acid. 26 9-8 7 8-2 CN: (2S-cis )-3 ,3-dimethyl-7-oxo-4-thia-l-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide sodium salt RN: 6938 8-8 4-7 MF: C,H,,NNaO,S MW: 255.23 EINECS: 27 3-9 8 4-4 19 14 S Sulbenicillin. antibacterial RN: 8 0-3 2-0 MF: C,,H9C1N4O,S MW: 284.73 EINECS: 20 1-2 6 9-9 CN: 4-amino-N-(6-chloro-3-pyridazinyl)benzenesulfonamide 4-arninobenzene- sulfonomide 3,6-dichloro- pyridozine Reference(s):