Feclobuzone F 831 glycidyl n-butyl ether Reference(s): DOS 2 207 254 (Klinge; appl. 16.2.1971). DOS 2 120 396 (Klinge; appl. 26.4.1971). US 3 839 587 (Klinge; 1.10.1974; D-prior. 26.4.1971, 16.2.1971). Minor, W.F. et al.: J. Am. Chem. Soc. (JACSAT) 76, 2993 (1954). Formulation(s): cps. 100 mg Trade Namefs): D: Valbil (Procter & Gamble) Feclobuzone ATC: MOIA; N02B; SOlB Use: anti-inflammatory, analgesic, antipyretic RN: 231 11-34-4 MF: C2,H,5C1N20, MW: 476.96 CN: 4-chlorobenzoic acid (4-buLyl-3,5-dioxo-1,2-diphenyl-4-pyrazolidinyl)methyl ester '3'3 phenylbutozane paraforrn aldehyde 4-chlorobenzoyl chloride Feclobuzone I Reference(s): DE 1 809 821 (Lab. del Dr. Esteve; appl. 20.1 I. 1968; E-prior. 23.1 1.1967). Trade Name(s): D: Feclobuzon-Dragees (Atmos); wfm Felbamate (W-554; ADD-03055) ATC: N03AX10 Use: anticonvulsant RN: 25451-15-4 MF: C, ,H,,N204 MW: 238.24 EINECS: 247-001 -4 LD,,: >5 glkg (R, p. 0.); >5 glkg (M, p. 0.) CN: 2-Phenyl- 1,3-propanediol dicarbamate 832 F Felbamate diethyl phenyl- molonote (cf. phenobarbital) 2-phenyl-1.3- proponediol (I) ,% 1. COC12 c-N, . toluene 2. NH, CH3 I b 1. phosgene, dimethylaminobenzene Felbomote ethyl carbomate NoOMe, toluene . methyl methyl formote phenylocetote methyl (E)-2-formyl- 2-phenylocetote sodium solt (11) 1. H2S04 CI-S-NCO , toluene 2. NoBH4 0 11 + I Felbomote 2. sodium chlorosulfonyl borohydride isocyonote Reference(s): a US 4 982 016 (Carter-Wallace; 1.1 .l99l; USA-prior. 6.6.1989). b US 4 868 327 (Carter-Wallace; 20.2.1991; USA-prior. 3.6.1987). Ludwig, B.J. et al.: J. Med. Chem. (JMCMAR) 12,462 (1969). c WO 9 406 737 (Schering Corp./Avondale Chem.; appl. 14.9.1993; USA-prior. 18.9.1992). WO 9 427 941 (Avondale Chem.; appl. 18.2.1994; USA-prior. 25.5.1993). alternative reduction of diethyl phenylmalonate to I: US 5 091 595 (Choi, Y.M.; 25.2.1992; appl. 7.6.1989). Formulution(s): oral susp. 600 mg/5 ml; syrup 600 mglml; tabl. 400 mg, 600 mg Felbinac F 833 Tmde Name(s): D: Taloxa (Essex Pharma) USA: Felbatol (Wallace I: Taloxa (Schering-Plough) Laboratories; 1993); wfm ATC: MOlAB; M02AA08 Use: anti-inflammatory, analgesic RN: 5728-52-9 MF: C,4H,202 MW: 212.25 EINECS: 227-233-2 LD,: 508 mg/kg (M, 1.p.); 675 mg/kg (M, p.0.); 730 mgkg (M, s.c.); 164 mg/kg (R, p.0.); 148 mglkg (R, s.c.); 1280 mgkg (rabbit, s.c.); 320 mgkg (dog, s.c.) CN: [I,]'-biphenyl]-4-acetic acid 4-biphenyl- acetanitrile Felbinac Reference(s): FR-M 7 166 (R. Hurmer, J. Vernin; appl. 21.7.1967). US 3 784 704 (American Cyanamid; 8.1.1974; prior. 13.10.1972). Child, R.G. et al.: J. Pharm. Sci. (JPMSAE) 66, 466 (1977). alternative synthesis: JP 61 036 243 (Lederle; appl. 30.7.1984). EP 212 617 (Lederle; appl. 19.8.1986; J-prior. 23.8.1985). JP63 233 947 (Mitsubishi; appl. 23.3.1987). JP 1 132 544 (Mitsubishi; appl. 18.1 1.1987). JP 55 094 486 (Sumitomo; appl. 1 1.1.1979). Byron, D.J.; Gray, G.W.; Wilson, R.C.: J. Chem. Soc. C (JSOOAX) 1966, 840. anti-infimmatory ointment: EP 127 840 (Lederle; appl. 22.5.1984; J-prior. 1.6.1983). analgesic patch: JP 1085 913 (Saitama Daiichi; appl. 26.9.1987). cyclodextrin inclusion compound: JP 61 030 551 (Lederle; appl. 23.7.1984). inhibition of blood platelet aggregation: US 3 966 978 (American Cyanamid; 29.6.1976; appl. 25.4.1975). medical use for treatment of ocular injammation: US 3 991 206 (American Cyanamid; 9.1 1.1976; appl. 15.1 .l976). Formulation(s): gel 30 mglg (as 1 ,l'-iminobis[2-propanol] salt) Tmde Name(s): D: Target (Whitehall-Much)- I: Dolinac (Irbi) Napageln (Lederle; 1988) comb. Traxam (Cy anamid) Seltouch (Lederle; Takeda; GB: Traxam (Wyeth) J: Daitac (Lederle; 1989) Teikoku) 834 F Felodipine Felodipine ATC: C02DE; C08CA02 Use: calcium antagonist, antihypertensive RN: 72509-76-3 MF: C,RH,,Cl,N04 MW: 384.26 LD,,,: 3100 pg/kg (M, i.v.); 250 mglkg (M, p.0.); 5400 pglkg (R, i.v.); 1050 mg/kg (R, p.0.) CN: 4-(2,3-dichloropheny1)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic acid ethyl methyl ester methyl 2.3-dichloro- ocetoocetote benzoldehyde methyl 2-(2,3- dichlorabenzylidene)- acetoocetote (1) ethyl oceto- acetate H2N CH, 1 + \0,CH3 - 0 ethyl 3-amino- crotanate Reference(s): EP 7 293 (Hassle; appl. 12.6.1979; S-prior. 30.6.1978). H Feiodipine sustained release,formulation: EP 249 587 (Hassle; appl. 25.3.1987; S-prior. 11.4.1986). combination with metoprolol: EP 31 1 582 (Hassle; appl. 22.9.1988; S-prior. 8.10.1987). Fornlulation(s): s. r. tabl. 2.5 mg, 5 mg, 10 mg Trade Nanie(s): D: Mobloc (Astra1Promed)- GB: Plendil (Astra; 1990) Splendil (Ciba-Geigy- comb. I: Feloday (Novartis) Kissei) Modip (AstraIPromed) Plendil (Sca) USA: Lexxel (Astra Merck) Munobal (Hoechst) Prevex (Schering-Plough) Plendil (Astra Merck) F: Flodil (Astra) J: Munobal (Hoechst-Nippon Logimax (Astra) HMR) Felypressin F 835 Felypressin ATC: HOlBA Use: vasoconstrictoric effective peptide hormone RN: 56-59-7 MF: C46H65N1301,S2 MW: 1040.24 EINECS: 200-282-7 LD,,: >10 glkg (M, p.0.); 5 g/kg (R, p.0.) CN: 2-L-phenylalanine-8-L-lysinevasopressin N-QD-L-Oln-L-*.n-L-r-NJ L-Pro-L-Lp-GIy-NHI L-GI"-L-hn-L-Cp-L-Pro-L-Lp-My-NH (I) Bzl Tos 811 ~b. Referencefs): GB 928 607 (Sandoz; appl. 13.6.1960; CH-prior. 24.7.1959) US 3 232 923 (Sandoz; 1.2.1966; CH-prior. 24.7.19.59). Formulation(s): amp. 0.03 iu in comb. Tmde Namefs): D: Xylonest mit Octapressin F: Collupressine (Lab. (Astra)-comb. 0berlin)-comb. I: Citanest (Astra-Simes)- comb. J: Octapressin (Sandoz) 836 F Fenalcomine Fenalcomine ATC: COlD Use: coronary therapeutic, cardiac stimulant RN: 34616-39-2 MF: C20H27N02 MW: 313.44 CN: a-ethyl-4-[2-[( 1 methyl-2-phenylethyI)amino]ethoxy Jbenzenemethanol hydrochloride RN: 34535-83-6 MF: C20H,7N02. HCI MW: 349.90 EINECS: 252-075-6 0 BrwO 1 -methylphenethyl- omine 1 -2-dibromo- 4'-hydroxy- ethane propiophenone Referencels): FR-M 7 255 (Laroche Navarron; appl. 23.1.1968). Formulation(s): cps. 50 mg (as hydrochloride) Trade Name(s): F: Cordoxkne (Laroche Navarron); wfm Fenolcomine Fenbufen ATC: MOlAEOS Use: anti-inflammatory, analgesic RN: 36330-85-5 MF: CI6Hl4O3 MW: 254.29 EINECS: 252-979-0 LD,,: 795 mglkg (M, p.0.); 200 mglkg (R, p.0.) CN: y-oxo[l ,I1-biphenyl]-4-butanoic acid biphenyl succinic Fenbufen anhydride k Fenbutrazate F 837 Reference(s): DOS 2 147 11 1 (American Cyanamid; appl. 21.9.1971; USA-prior. 21.9.1970). US 3 784 701 (American Cyanamid; 8.1.1974; appl. 21.9.1970). Child, R.G. et al.: Arzneim Forsch. (ARZNAD) 30 (I), 695 (1980). Formulation(s): cps. 300 mg; tabl. 200 mg, 300 mg, 450 mg Trade Name(s): D: Lederfen (Lederle); wfrn GB: Lederfen (Wyeth) F: Cinopal (Labs. Novalis) I: Cinopal (Cyanamid) Fenbutrazate (Phenbutrazate) ATC: A08AA Use: central stimulant, appetite depressant, anorectic RN: 4378-36-3 MF: C2,H2,N0, MW: 367.49 EINECS: 224-480-8 CN: a-ethylbenzeneacetic acid 2-(3-methyl-2-phenyl-4-morpholiny1)ethyl ester comb. with phenmetrazine-8-chlorotheophyllinate monohydrochloride RN: 8004-38-4 MF: C23H2qN03 C,8H20ClN50v HC1 MW: 793.79 Lo phenmetrozine ethylene 4-(2-hydroxyethy1)- (9. v.) oxide 3-methyl-2-phenyl- rnorpholine (I) Reference(s): US 3 018 222 (Ravensberg; 23.1 .l962; D-prior. 28.8.1956). Z-phenyl- Fonnulation(s): drg. 20 mg Fenbutrazote Trade Name(s): butyryl chloride D: Cafilon (Ravensberg); wfm F: Cafilon (Merck-ClCvenot); J: Cafilon (Yamanouchi)- Cafilon (Ravensberg)- wfm comb. with phenmetrazine- comb. with phenmetrazine- Cafilon (Merck-C1Cvenot)- 8-chlorotheophyllinate 8-chlorotheophyllinate; comb.; wfm wfm Fencamfamin ATC: N06BA06 Use: psychostimulant RN: 1209-98-9 MF: C,SH21N MW: 215.34 LD,: 83 mgkg (R, p.0.) CN: N-ethyl-3-phenylbicyclo[2.2.1]heptan-2-amine 838 F Fencarbamide hydrochloride RN: 2240-14-4 MF: C,,H,,N . HCI MW: 251.80 EINECS: 218-805-2 LD,,,: 15.7 mglkg (M, i.v.); 135 mglkg (M, p.0.); 23.5 mglkg (R, i.v.); 83 mg/kg (R, p.0.); 15 mgkg (dog, i.v.); 30 mglkg (dog, p.0.) H3C-CHO acetaldehyde cyclo- @-nitro- 5-nitro-6- 2-amino-3- pentodiene styrene phenylbicyclo- phenylbicyclo- [Z.Z.l]heptene [2.2.l]heptane Reference(s): DE 1 110 159 (E. Merck AG; appl. 1.8.1959). Formrtlation(s): drg. 10 mg Trade Name(s): D: Reactivan (Cascan)-comb.; I: Reactivan (Bracco)-comb.; w fin wfm Fencarbamide (Phencarbamide) ATC: A03AC Use: antispasmodic RN: 3735-90-8 MF: C,,H2,N20S MW: 328.48 EINECS: 223-103-4 LD,,,: 32 mgkg (M, i.v.); 30 mgkg (R, i.v.); 370 mglkg (R, p.0.) CN: diphenylcarbamothioic acid S-[2-(diethy1amino)ethyll ester 0 CI H v aNo + c0c12 -+ aNo ethyl mercaptan diphenylamine phosgene diphenylcarbarnoyl Fencarbamide chloride Reference(s): DE 1 146 693 (Bayer; appl. 18.9.1958). Formularion(s): suppos. 10 mg; tabl. 10 mg (as napadisilate) Trade Name(s): D: Spasmo-Dolviran (Bayer)- Spasmo-Compralgyl I: Spasmo-Dolviran (Bayel)- comb.; wfm (Bayer-Pharma)-comb.; comb.; wfm F: GClosCdine (Bayer- wfm Pharma)-comb.; wfm d Fenclofenac F 839 Fenclofenac ATC: MOIA; N02B; SOlB Use: anti-inflammatory, analgesic RN: 34645-84-6 MF: C,,H,,C120, MW: 297.14 EINECS: 252-126-2 LD,: 2280 rngkg (R, p.0.) CN: 2-(2,4-dichlorophenoxy)benzeneacetic acid b I copper morpholine, C' sulfur ?'-chloro- 2,4-dichloro- ocetophenone phenol 1 KOH, CH,OH CI (1) I Fenclofenoc DOS 2 117 826 (Reckitt & Colrnan; appl. 13.4.1971; GB-prior. 14.4.1970). GB 1 308 327 (Reckitt & Colman; valid from 19.4.1971; prior. 14.4.1970). US 3 766 263 (Reckitt & Colman; 16.10.1973; GB-prior. 14.4.1970). Formulation(s): tabl. 300 rng Trade Narnefs): GB: Flenac (Reckitt & Colman); wfm Fendiline ATC: CO8EAOl Use: coronary vasodilator RN: 13042-18-7 MF: Cz3HZsN MW: 3 15.46 EINECS: 235-915-6 CN: y-phenyl-N-(1-phenylethy1)benzenepropanamine hydrochloride RN: 13636-18-5 MF: C,,H,,N . HC1 MW: 351.92 EINECS: 237-121-5 LD5,: 14.5 mgkg (M, i.v.); 950 mglkg (M, p.0.) acetophenane 3,3-diphenyl- propylarnine 840 F Fendosal Reference(s): DE 1 171 930 (Chinoin; appl. 24.7.1962; H-prior. 10.8.1961, 10.3.1962, 19.3.1962, 30.3.1962). US 3 262 977 (Chinoin; 26.7.1966; H-prior. 10.3.1962, 30.3.1962). GB 954 735 (Chinoin; appl. 10.8.1962; H-prior. 10.8.1961, 10.3.1962, 19.3.1962,30.3.1962). Formrdation(s): drg. 50 mg, 75 mg, 100 mg Trade Name(s): D: Sensit (Thiemann) 1: Difmecor (UCM) Olbiacor (Salus Research) Sensit-F (Organon Italia) Fendosal ATC: MOlA Use: anti-inflammatory RN: 53597-27-6 MF: C2,H19N0, MW: 381.43 LD,,,: 740 mglkg (M, p.0.); 450 mglkg (R, p.0.) CN: 5-(4,5-dihydro-2-phenyl-3H-benz[e]indol-3-yl)-2-hydroxybenzoic acid 2-tetrolone pyrrolidine 2-pyrrolidino- 3,4-dihydro- na~htholene 1 -phenacyl- 5-ominosolicylic 2-tetralone (I) acid g&;loH Fendosol DOS 2 407 671 (Hoechst; appl. 18.2.1974; USA-prior. 1.3.1973). Anderson, V.B. et al.: J. Med. Chem. (JMCMAR) 19, 318 (1976). rue for thrombosis prevention: DOS 2 502 156 (Hoechst; appl. 21 .l. 1975; USA-prior. 25.1.1974). Trade Name(s): USA: Alnovin (Hoechst- Roussel); wfm Fenetylline (Fenethylline) ATC: N06B Use: psychotonic, CNS stimulant RN: 3736-08-1 MF: C,,H2,N,02 MW: 341.42 LD,,,: 347 mglkg (M, p.0.); 100 mglkg (R, p.0.) CN: 3,7-dihydro-l,3-dimethyl-7-[2-[(1-methyl-2-phenylethyl)amino]ethyl]-1H-purine-2,6-dione . 5 6-5 9-7 MF: C46H65N1301,S2 MW: 1040.24 EINECS: 20 0-2 8 2-7 LD,,: >10 glkg (M, p.0.); 5 g/kg (R, p.0.) CN: 2-L-phenylalanine-8-L-lysinevasopressin N-QD-L-Oln-L-*.n-L-r-NJ L-Pro-L-Lp-GIy-NHI. L-Pro-L-Lp-GIy-NHI L-GI"-L-hn-L-Cp-L-Pro-L-Lp-My-NH (I) Bzl Tos 811 ~b. Referencefs): GB 928 607 (Sandoz; appl. 13.6.1960; CH-prior. 24.7.1959) US 3 232 923 (Sandoz; 1.2.1966; CH-prior anti-inflammatory RN: 5359 7-2 7-6 MF: C2,H19N0, MW: 381.43 LD,,,: 740 mglkg (M, p.0.); 450 mglkg (R, p.0.) CN: 5-( 4,5-dihydro-2-phenyl-3H-benz[e]indol-3-yl )-2 -hydroxybenzoic acid 2-tetrolone