Bentiarnine B 201 2J.4-trihydroxy- benzoldehyde H2,Pd-C I DL-serine N-(DL-seryl)-2,3,4- hydrozide trihydroxybenzaldehyde hydrazone (I) Reference(s): DE 1 165 607 (Roche; appl. 8.5.1962; CH-prior. 16.6.1961). US 3 178 476 (Rochc; 13.4.1965; CH-prior. 16.6.1961). L-form: US 3 557 292 (Roche; 19.1.1971; appl. 16.8.1968). DE 1 941 284 (Roche; appl. 13.8.1969; CH-prior. 16.8.1968). DAS 1 966 821 (Roche; appl. 13.8.1969; CH-prior. 16.8.1968). Fomularion(s): cps. 12.5 mg, 14.25 mg, 25 mg, 28.5 mg, 50 mg; dispersible tabl. 12.5 mg 25 mg; s. r. cps. 28.5 mg; tabl. 28.5 mg, 57 mg Trade Namefs): D: Madopar (Roche)-comb. I: with levodopa F: Modopar (Roche)-comb. with levodopa GB: Madopar (Roche)-comb. J: with levodopa Bentiamine (Dibenthiamine; Dibenzoylthiamine) Madopar (Roche)-comb.; Madopair (Roche)-comb. wfm with levodopa Madopar (Roche)-comb. Neodopasol (Daiichi)- with levodopa; wfm comb. with levodopa EC-doparl (Kyowa Hakko)- comb. with levodopa ATC: All Use: vitamin B,-derivative, neurotropic analgesic RN: 299-88-7 MF: CZH2,N4O4S MW: 490.58 EINECS: 206-084-7 LD,: 7480 rnglkg (M, p.0.) CN: benzenecarbothioic acid S-[2-[[(4-amino-2-methyl-5-pyrimidinyl)methyl]formylamino]- 1-[2- (benzoyloxy)ethyl]-1-propenyl] ester thiamine N-(4-amino-2-methylpyrimidin- (q v.) 5-ylrnethy1)-N-(4-hydroxy-1- methyl-2-mercaptobutl-enyl)- forrnarnide (1) 202 B Bentiromide Reference(s): US 2 752 348 (Takeda; 1956; J-prior. 1952). Matsukawa, T.; Kawasaki, H.: Yakugaku Zasshi (YKKZAJ) 23, 705 (1953). benzoyl Trade Name(s): D: only combination preparations; wfm Bentiamine Bentiromide ATC: V04c~03 Use: pancreas function diagnostic RN: 37106-97-1 MF: C23H20N20, MW: 404.42 EINECS: 253-349-8 LD,,: 1020 mgkg (M, i.v.); >6 g/kg (M, p.0.); 485 mg/kg (R, i.v.); >6 glkg (R, p.0.) CN: (S)-4-[[2-(benzoylamino)-3-(4-hydroxyphenyl)-1-oxopropyl]amino]benzoic acid chloride L-tyrosine benzoyl chloride N-benzoyl-L- tyroeine (I) 2. ethyl chloroformate 3. 4-ominobenzoic acid I Bentiromide Benneville, P.L. de et al.: J. Med. Chem. (JMCMAR) 15, 1098 (1 972). US 3 745 212 (Rohrn & Haas; 10.7.1973; appl. 19.1 1.1970). DE 2 156 835 (Rohm & Haas; appl. 16.1 1.1971; USA-prior. 19.1 1.1970). Formulation(s): sol. 500 mg/lO ml; tabl. 333 rng Trade Name(s): D: PFT Roche (Roche); wfm J: PFD (Eisai); wfm USA: Chymex (Adria); wfm Benzalkonium chloride B 203 Benzalkonium chloride RN: 8001-54-5 MF: unspecified MW: unspecified CN: benzalkonium chloride R-OH mixture of fatty olcohols (by hydrogenation of the mixture of coconut fatv acids) ATC: DO8AJO1; D09AA11; R02AA I6 Use: antiseptic, cation active tenside pH3 1. CISOJH 0 m, , 175 "C 2. NoOH I1 FH3 -b R-0-S-ONa 'H3 I I R-N, dimethylornine 0 CH3 benzyl chloride Benzalkoniurn chloride L Ehrhart, Ruschig IV, 50. Guyer et al.: Helv. Chim. Acta (HCACAV) 20, 1462 (1937). ~alston, A.W. et al.: J. Am. Chem. Soc. (JACSAT) 69,2095 (1947) Formulation(s): nail lacquer I oz.; sol. 1 oz. Trade Name(s): D: Baktonium (Bode) Laudamonium (Henkel) Ly soform-Killovon (Ly soform) Sagrotan Med (Schiilke & Mayr) and 100 more combination preparations F: Biseptine (Nicholas)-comb. Chlomre de benzalkonium ThCramex (ThCramex) Kenalcol (Bristol-Myers Squibb) Pharmatex (InnothCra) Rhinoflumicin (Zambon)- comb. Sparaplaie Na (MCdicine VCgetale) GB: Bradosol (Novartis) Conotrane (Yamanowhi)- . comb. Dermol (Dermal)-comb. Drapolene (Warner- Lambert)-comb. Emulsiderm (Dermal)- comb. Ionil T (A1con)-comb. Oilatum Plus (Stiefe1)- comb. Timodine (Reckitt & Co1man)-comb. I: Alfac (Bracco) Alfafluorone (Biotekfarma)-comb. Atisteril (Ati) Benzal (Tariff. Nazionale) Citralkon (Schiapparelli Salute) mixture of N,N-dimethyl- olkylomines (I) Citrosil (Glaxo) Dil Mill (SIT) Herbagola propoli (Grica Chemical) Lacribase Saluzine (Allergan) Quatersal (Ascor) Sapocitrosil (Glaxo) Steramina "G" (Formenti) Streptosil (Boehringer lng.) Video bagno (Farmila) Video gocce (Farmila) Vittoria Lazione (Ottolenghi) J: Osvan (Daigo-Takeda) USA: Amino-Cerv (Milex)-comb. Ony-Clear (Pedinol) Zephiran (Winthrop-Breon) 204 B Benzarone Benzarone ATC: CO5CX Use: antihemorrhagic, antispasmodic, vein therapeutic RN: 1477-19-6 MF: CI,H140, MW: 266.30 EINECS: 216-026-2 LD,,: >12 gkg (M, p.0.); >12 gkg (R, p.0.) CN: (2-ethyl-3-benzofuranyl)(4-hydroxyphenyl)methanone cl CH3 - acH3 H2N-NH,. H,O. Roney-Ni CHO 0 0 hydrozine hydrate solicyl- chloroocetone 2-ocetyl- aldehyde benzofuron 2-ethylbenzofuran (I) I + - FH3 pyridine hydrochloride 4-methoxy- 2-ethyl-3-(4-rnethoxy- benzoyl chloride benzoyl)benzofuron Reference(s): DE 1 076 702 (Labaz; appl. 20.12.1957; B-prior. 21.12.1956). US 3 012 042 (Labaz; 5.12.1961; B-prior. 21.12.1956). Benzorone alternative synthesis of 2-acetylbenzofuran (ffom benzofuran and acetic anhydridelH,P04): Buu-HOP, N.P.: J. Chem. Soc. (JCSOA9) 1964, 173. Formulation(s): tabl. 100 mg Trade Name(s): D: Fragivix (Sanol); wfm F: Derol (Lab@-comb. with I: Fragivix (Sigma-Tau); wfm Vasoc (Lindopharm); wfm lidocaine; wfm Venagil (Logifarm); wfm Fragivix (Labaz); wfm Venagil (Scalari); wfm Benzathine benzylpenicillin ATC: JolC~08 (Benethamine Penicilline; Benzilpenicillin; Penicillin G depot antibiotic Benzathine) RN: 1538-09-6 MF: C,6H,,N204S . 1/2Cl6HzON, MW: 909.14 EINECS: 216-260-5 LD,,: 2 gfkg (M, p.0.) CN: [2S-(2a,5a,6~)J-3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-l-azabicyclo[3.2.0]heptane-2- carboxylic acid compd. with N,N-bis(phenylmethy1)-1,2-ethanediamine (2: 1) ethylene- benzoldehyde 1 -2-bis(benzy1iden- diornine omino)ethane Benzatropine B 205 N,N'-dibenzyl- benzylpenicillin Benzothine benzylpenicillin ethylenediomine (I) Reference(s): US 2 627 491 (Wyeth; 1953; prior. 1950). Formulation(s): gel 0.1 gI100 g Trade Name(s): D: Depotpen (Daue1sberg)- F: Extencillinc (Spccia) Wycillina A. P. (Carlo comb. GB: Penidural (Wyeth); wfm Erba) Sulfa-Tardocillin (Bayer)- I: Benzil B (Formulario Naz.) J: Bicillin (Banyu) comb. Tri-Wycillina A. P. (Carlo USA: Bicillin (Wyeth); wfm Tardocillin (Bayer) Erba)-comb. Permapen (Pfizer); wfm Benzatropine (Benztropine) ATC: N04ACOl Use: parasympatholytic, antiparkinsonian RN: 86-13-5 MF: C2,H2,N0 MW: 307.44 LD,,: 25 mgkg (M, i.v.) CN: endo-3-(diphenylmethoxy)-8-methyl-8-azabicyclo[32.l]octane mesylate RN: 132-17-2 MF: CZIHz5NO. CH4O3S MW: 403.54 EINECS: 205-048-8 LD,,: 24 mgkg (M, i.v.); 9 1 mgkg (M, p.0.); 940 mglkg (R, p.0.) diphenyl- tropine diozomethone US 2 595 405 (Merck & Co.; 1952; prior. 1949). Formulation(s): amp. 2 mg; tabl. 0.5 mg, lmg, 2 mg Trade Namefs J: , . D: Cogentinol (Astra) GB: Cogentin (Merck Sharp & USA: Cogentin (Merck Sharp & F: Cogentine (Merck Sharp & Dohme; as mesylate) Dohme; as mesylate) Dohme); wfrn 206 B Benzbromarone Benzbromarone ATC: MO~AB; NO~ACOI Use: uricosuric agent RN: 3562-84-3 MF: C,,H,,Br,O, MW: 424.09 EINECS: 222-630-7 LD,,,: 77 mglkg (M, i.v.); 61 8 mgkg (M, p.0.); 248 mglkg (R, p.0.) CN: (3,5-dibromo-4-hydroxyphenyl)(2-ethyl-3-benzofuranyl)methanone \ B r Benzbromarone DE 1 080 144 (Labaz; appl. 20.12.1957; B-prior. 21.12.1956). US 3 012 042 (Labaz; 5.12.1961; B-prior. 21.12.1956). combination with allopurinol: GB 1 493 237 (Henning Berlin; appl. 11.5.1976; D-prior. 10.12.1975). Fornzrrlntion(s): f. c. tabl. 20 mg Trade Name(s): D: Acifugan (Henning Berlin)- Azubromaron (Azupharma) I: Desuric (Sigma-Tau); wfm comb. Harpagin (Merz & Co.) J: Urinorm (Torii) Allomaron (Nattermann) Narcaricin (Heumann) comb. F: DCsuric (Sanofi Winthrop) Benzethonium chloride ATC: R02AA09 Use: disinfectant, antiseptic RN: 121 -54-0 MF: C27H42C1N0, MW: 448.09 EINECS: 204-479-9 LD,,,: 30 mgkg (M, i.v.); 338 mglkg (M, p.0.); 19 mgkg (R, i.v.); 368 mglkg (R, p.0.) CN: N,N-dimethyl-N-[2-[2-[4-(1,1,3,3-tetramethylbutyl)phenoxy]ethoxy]ethyl]benzenemethanaminium chloride 4-(1,1,3.3-tetromethyl- bis(2-chloro- 2-[Z-[4-(1.1.3.3-tetramethyl- butyl)phenol ethyl) ether butyl)phenoxy]ethoxy]ethyl chloride (I) Benzilonium bromide B 207 Reference(s): US 2 115 250 (Rohm & Haas; 1938; appl. 1936). US 2 170 11 1 (Rohm & Haas; 1939; appl. 1936). US 2 229 024 (Rohm & Haas; 1941; appl. 1939). N.N-dimethyl- Formularion(s): many different formulations Benzethonium chloride Trade Name(s): D: Brand- und Wundgel Ta-Ro-Cap (Soekami)- Ribex Gola (Formenti) (Medics)-comb. comb.; wfm Sterilix (Formenti) F: Alcolkne (A1con)-comb.; Vasol (Fumouze)-comb.; J: Hyamine-T (Sankyo) wfm wfm Neostelin-Green (Bayer- Ineka (Soekami)-comb.; GB: Emko (Syntex)-comb. Nihonshika) wfm I: Air Sanitzer (Chifa) benzylamine Benzilonium bromide ATC: A03AB Use: anticholinergic RN: 1050-48-2 MF: C,,H,,BrNO, MW: 434.37 EINECS: 213-885-5 LD,,,: 11.2 mgkg (M, i.v.); 363 mglkg (M, p.0.); 760 mglkg (K, p.0.) CN: 1,l -diethyl-3-[(hydroxydiphenylacetyl)oxy]pyrrolidinium bromide ethyl benzilote 1 -ethyl-3- 1 -ethyl-3-pyrrolidinyl I Benzilonium bromide hydroxy- benzilate pyrrolidine Reference(s): GB 821 436 (Parke Davis; appl. 22.2.1956). DE 1 136 338 (Parke Davis; appl. 12.2.1957; GB-prior. 22.2.1956,29.1 .l957). Formulation(s): cps. 10 mg; tabl. 10 mg Trade Natne(s): D: Minelcin (Parke Davis); F: Portyn (Parke Davis); wfm J: Portyn (Parke Davis- wfm GB: Portyn (Parke Davis); wfm Sankyo) 208 B Benziodarone Benziodarone ATC: COIDA; COlDX04 Use: coronary vasodilator, uricosuric agent RN: 68-90-6 MF: C,,HI2I2O3 MW: 518.09 EINECS: 200-695-2 LDso: 450 mglkg (M, p.0.) CN: (2-ethyl-3-benzofuranyl)(4-hydroxy-3,5-diiodophenyl)methanone benzarone (4. v.) 1 Benziodarone 1 Reference(s): GB 836 272 (Labaz; appl. 17.12.1957; R-prior. 21.12.1956). Formulation(s): cps. in comb. with allopurinol Trade Name(s): F: Ampliuril pH (Labaz); wfm Amplivix (Labaz); wfm I: Uricodue (IF1)-comb. Benzocaine (Ethoforme) ATC: C05AD03; D04AB04; NOlBAOS; R02ADO 1 Use: local anesthetic RN: 94-09-7 MF: C,H,,NO, MW: 165.19 EINECS: 202-303-5 LDso: 216 mglkg (M, i.p.) CN: 4-aminobenzoic acid ethyl ester ethyl 4-nitro- benzoate 0 0-CH, 6 NH2 Benzocaine Reference(s): Org. Synth. (ORSYAT) 8,66 (1928). Formulation(s): cream 100 mg; ointment 5 %, 10 %, 20 %; pills 4 mg, 8 mg, 20 mg; powder 60 mg; suppos. 100 mg Trade Name(s): D: Anaesthesin (Ritsert) I: Anes Par (Tariff. Cetacaine (Cetylite) Flavamed (Berlin-Chemie) Integrativo) Hurricaine (Beutlich) Subcutin (Ritsert) Gengivarium (Kemyos) Tympagesic (Savage) Zahnerol (Janssen) USA: Americaine (Medeva) GB: generics Auralgan (Wyeth-Ayerst) Benzoctamine B 209 Benzoctamine ATC: NOSBDO1 Use: psychosedative, tranquilizer RN: 17243-39-9 MF: C,,H,,N MW: 249.36 LD,,: 30 mgkg (M, i.v.); 280 mg/kg (M, p.0.); 36 mgkg (R, i.v.); 600 mglkg (R, p.0.); >10 mglkg (dog, i.v.); >200 mglkg (dog, p.0.) CN: N-methyl-9,1O-ethanoanthracene-9(1OH)-methanamine hydrochloride RN: 10085-81-1 MF: CI8Hl9N . HC1 MW; 285.82 EINECS: 233-216-0 LD,: 26 mgkg (R, i.v.); 700 mglkg (R, p.0.) H~c.~XHO POCI~ CHO onthracene N-methyl- onthrocene-9- lormonilide carboxoidehyde 1. HJC-NH2 g,,O-dihy,jro-g,lO- 2. Benzoctomine ethanoanthrocene- 9-carboxaldehyde (1) Reference(s): Wilhelm, M.; Schmidt, P.: Helv. Chim. Acta (HCACAV) 52, 1385 (1969). BE 610 863 (Ciba; appl. 28.1 1.1961; CH-prior. 29.11.1960, 10.10.1961). US 3 399 201 (Ciba; 27.8.1968; CH-prior. 29.1 1.1960, 10.10.1961, 1.1 1.1963, 23.12.1964, 24.1 1.1965, 10.12.1965). DE 1 228 605 (Ciba; appl. 24.1 1 .l96l; CH-prior. 29.11.1960, 10.10.1961). Fomtulation(s): syrup 2 mg/2 ml; tabl. 5 mg, 10 mg Trade Narnefs): D: Tacitin (Ciba); wfm F: Tacitine (Ciba); wfm GB: Tacitin (Ciba); wfm Benzonatate ATC: RO5DBO1 Use: antitussive RN: 104-31-4 MF: C,,HS,NO,, MW: 603.75 EINECS: 203-194-7 LD,,: 9 mgkg (M, i.v.); 400 mglkg (M, p.0.) CN: 4-(butv1arnino)benzoic acid 3.6.9.12.1 5.1 8.21,24,27-nonaoxaoctacos-l -yl ester 210 B Benzoyl peroxide ominobenzoote monomethyl ether 1 J 0 0-CH3 6 NoOCH3 + HO-CH2-(CH,-0-CH,),-H + HN-CH, ethyl 4-butyl- nonoethylene glycol Reference(s): US 2 714 608 (Ciba; 1955; CH-prior. 1950). US 2 714 609 (Ciba; 1955; CH-prior. 1950). 0 0-CH2-(CH2-O-CH2)9-H 6 HN,,A,CH~ Benzonatote Formulation(sj: cps. 100 mg; perk I00 mg Trade Name(s): USA: Tessalon (Forest) Benzoyl peroxide (Peroxide de benzoy le) ATC: DlOAEOl Use: keratolytic, antiseptic RN: 94-36-0 MF: C14H1004 MW: 242.23 EINECS: 202-327-6 LD,,,: 5700 mglkg (M, p.0.); 7710 mgkg (R, p.0.) CN: dibenzoyl peroxide benzoyl chloride 1 Benzoyl peroxide 1 Reference(s): Ullmanns Encykl. Tech. Chem., 4. Aufl., Vol. 17,671. stabilization of aqueous formulations with sodium dioctylsulfosuccinate: US 4 387 107 (Dermik Labs.; 7.6.1983; prior. 25.7.1979, 16.12.1980). alternative formulntions: US 3 535 422 (Stiefel Labs.; 20.10.1970: prior. 30.3.1966. 11.3.1968). US 4 056 61 1 (Stiefel Labs.; 1.1 1 .1977; appl. 16.4.1973). US 4 545 990 (L'Oreal; 8.10.1985; appl. 21.1 1.1983; LU-prior. 22.1 1.1982). combination with salicylic acid: US 4 318 907 (Westwood; 9.3.1982; appl. 4.4.1978). US 4 355 028 (Westwood; l9.lO.1982; appl. 30.4.1981) Formulation(s): cps. 100 mg; gel 5 %, 10 % Trade Name(s): D: Abmederm (gepephann) Benzaknen (Galderma) Akne-Aid-Lotion (Stiefel) Benzoxyl20 Lotion Aknefug-oxid (Wolff) (Stiefel) Akneroxid (Hermal) Pan Oxyl (Stiefel) Sanoxit (Galderma) Scherogel (Asche) Ultra Clearasil (Wick Pharma) . S-[ 2-[ [(4-amino-2-methyl-5-pyrimidinyl)methyl]formylamino ]- 1-[ 2- (benzoyloxy)ethyl ]-1 -propenyl] ester thiamine N-(4-amino-2-methylpyrimidin- (q v.) 5-ylrnethy1)-N-(4-hydroxy- 1- methyl-2-mercaptobutl-enyl )- forrnarnide (1) 202 B Bentiromide. Benzathine) RN: 153 8-0 9-6 MF: C,6H,,N204S . 1/2Cl6HzON, MW: 909.14 EINECS: 21 6-2 6 0-5 LD,,: 2 gfkg (M, p.0.) CN: [2S-(2a,5a,6~)J-3,3-dimethyl-7-oxo- 6-[ (phenylacetyl)amino ]-4 -thia-l-azabicyclo[3.2.0]heptane- 2-. RN: 29 9-8 8-7 MF: CZH2,N4O4S MW: 490.58 EINECS: 20 6-0 8 4-7 LD,: 7480 rnglkg (M, p.0.) CN: benzenecarbothioic acid S-[ 2-[ [(4-amino-2-methyl-5-pyrimidinyl)methyl]formylamino ]- 1-[ 2- (benzoyloxy)ethyl ]-1 -propenyl]