CH3 7-2-chloroethyl- 1 -methyl-2- theophylline phenylethylamine CH3 Fenetylline 7-2-benzylaminoethyI- phenylaceione theophylline DE 1 123 329 Degussa; appl.. CN: a-butylbenzenemet
Trang 1Fenfluramine F 841
monohydrochloride
RN: 1892-80-4 MF: C,,H2,N,02 HCI MW: 377.88 EINECS: 217-580-8
LD,,: 55 mgkg (M, i.v.); 347 mglkg (M, p.0.);
100 rng/kg (R, p.0.)
CH3
7-(2-chloroethyl)- 1 -methyl-2-
theophylline phenylethylamine
CH3
Fenetylline
7-(2-benzylaminoethyI)- phenylaceione
theophylline
DE 1 123 329 (Degussa; appl 18.10.1958; addition to DE 1 095 285; appl 25.9.1956)
US 3 029 239 (Degussa; 10.4.1962; D-prior 17.4.1954)
Formulation(s) f c tabl 50 mg (as hydrochloride)
Trade Narnefs):
D: Captagon (ASTA Medica F: Captagon (Gerda); wfm Captagon (Promdeica);
Use: appetite depressant, anorexic RN: 458-24-2 MF: c , , H , - 6 ~ , ~ MW: 23 1.26 EINECS: 207-276-3
LD,,: 145 mgkg (M, p.0.);
130 rnglkg (R, p.0.);
100 rnglkg (dog, p.0.)
CN: N-ethyl-a-methyl-3-(trifluoromethyl)benzeneethanamine
hydrochloride
RN: 404-82-0 MF: CI2H,,F3N HC1 MW: 267.72 EINECS: 206-968-2
LD,,: 90 m a g (M, i.v.); 170 mg/kg (M, p.0.);
69 mgkg (R, p.0.);
23 mgkg (dog, i.v.); 100 mglkg (dog, p.0.)
Trang 2842 F Fenipentol
H,N-OH pN~oH Hz Raney-Ni
/ CH, _+
hydroxyl-
Hz, Raney-Ni
ocetoldehyde
Reference(s):
CF3
Fenfluramine
FR-M 1 658 (Science-Union; appl 4.4.1961; MC-prior 5.1 1.1960)
Formulation(s): cps 20 mg, 60 mg; s r cps 60 mg; tabl 20 mg, 40 mg (as hydrochloride)
Trade Name(s):
D: Ponderax (Boehringer F: PondCral (Biopharma; as Pesos (Valeas)
Ponderax (Itherapia); wfm GB: Ponderax (Servier); wfm USA: Pondimin (Robins)
I: Dimafen (Stroder)
Use: choleretic RN: 583-03-9 MF: CIlH,,O MW: 164.25 EINECS: 209-493-9
LDso: 2900 mglkg (M, p.0.);
5432 m g k g (R, p.0.)
CN: a-butylbenzenemethanol
benzaldehyde butylrnagnesium bromide rn Fenipentol
Reference(s):
GB 9 15 8 15 (Thomae; appl 11.4.1960; valid from 6.4.1961)
US 3 084 100 (Thomae; 2.4.1963; appl 30.3.1961)
Adams, R.M.; Vander-Werf, C.A.: J Am Chem Soc (JACSAT) 72,4368 (1950)
Engelhorn, R.: Arzneim.-Forsch (ARZNAD) 10, 255 (1960)
Koss, F.W et al.: Arzneim.-Forsch (ARZNAD) 12, 1026 (1962)
Formulation(s): cps 100 mg
Trang 3Fenofibrate F 843
Trade Name(s):
D: Febichol (medphano) I: Critichol (Angelini)-comb Pentabil (OFF)
F: Euralan (Badrial)-comb.; Menabil Complex J: Pancorat (Esai)
Fenofibrate
(Procetofene)
ATC: COIABOS Use: cholesterol depressant, antihyperlipidemic
RN: 49562-28-9 MF: C20H2,CI04 MW: 360.84 EINECS: 256-376-3
LD,,: 1600 mglkg (M, p.0.);
>2 glkg (R, p.0.);
>4 glkg (dog, p.0.)
CN: 2-[4-(4-chlorobenzoyI)phenoxy]-2-methylpropanoic acid I-methylethyl ester
4-chlorobenzoyl
chloride
4-chloro-4'-hydroxy-
benzophenone (I)
4-chloro-4'-methoxy- benzophenone
Reference(s):
US 4 058 552 (Orchimed; 15.1 1.1977; CH-prior 3 1.1.1969)
isopropyl
olcohol
DOS 2 250 327 (Lab ~ournier; appl 13.10.1972; GB-prior 14.10.197 1)
Sornay, R et al.: Arzneim.-Forsch (ARZNAD) 26, 885, 889 (1976)
EP-appl 2 151 (Devinter; appl 10.1 1.1978; F-prior 14.11.1977)
Fenofibrote
Trade Name(s):
D: durafenat (durachemie) SCcalip (Biotherapie) Liposit (SIT)
Lipanthyl (Fournier GB: Lipantil Micro (Fournier) Nolipax (Salus Research) Pharma; 1978) I: Lipanthyl (Duropharma) Scleril (AGIPS)
Lipidil (Fournier Pharma) Lipidax (UCB) Tilene (Francia Farm.)
F: Lipanthyl (Fournier; 1975) Lipofene (Teofarma)
Trang 4844 F Fenoldopam mesilate
Fenoldopam mesilate
(SKF 82526-5)
ATC: COlCA19 Use: antihypertensive
RN: 67227-57-0 MF: C,,H,,ClNO, CH,O,S MW: 401.87
CN: (f)-6-Chloro-2,3,4,5-tetrahydro-l-(4-hydroxyphenyl)-1 H-3-benzazepine-7,8-diol methanesulfonate
base
RN: 67227-56-9 MF: CI,H16ClN0, MW: 305.76
hydrochloride
RN: 181217-39-0 MF: C,,H,,ClNO, HCI MW: 342.22
1 H3C-NO,
H 3 C - O n c ~ ~ : C I C H O - C I N H ~
3,4-dimethoxy- 2-chloro-3,4-
benzoldehyde dimethoxy-
benzoldehyde ethylomine (1)
H3C-0
THF, 1 10°C
+
C I
I Fenoldopom mesilote
@ intermediole 11
H3C-0
ICH3 OMSO THF
4-methoxy- trimethylsulfonium
Trang 5Fenoprofen F 845
tY
OH 0-CH3 B2H6 THF 2 B,H6 THF
-* I - Ill
2-chloro-3.4-
dimethoxy-
phenylocetonitrile
Reference(s):
a US 4 160 765 (SmithKline; 10.7.1979; USA-prior 17.1 1.1976)
US 4 171 359 (SmithKline; 16.10.1979; USA-prior 12.4.1978)
aa US 4 197 297 (SmithKline; 8.4.1980; USA-prior 17.1 1.1976)
b Weinstock, J et al.: J Med Chem (JMCMAR) 23 (9), 973-975 (1980)
synergistic antihypertensive compositions;
EP 22 330 (SmithKline; appl 26.6.1980; USA-prior 10.7.1979)
EP 81 006 (SmithKline; appl 8.12.1981)
contmlled release dosage forms comprising separate portions of(R)- and (S)-enantiomers:
WO 9 840 053 (Darwin Discovery; appl 11.3.1998; GB-prior 11.3.1997)
Formulation(s); vial for inj 10 mglml
Trade Name(s):
USA: Carlopam (Neurex; 1999)
Use: antirheumatic RN: 31879-05-7 MF: ClsH1403 MW: 242.27 EINECS: 250-850-3
LD,: 1400 mgkg (M, p.0.)
CN: (f)-a-methyl-3-phenoxybenzeneacetic acid
calcium salt dihydrate
RN: 53746-45-5 MF: C,,H,CaO, 2H,O MW: 558.64
LD,,: 471 mgkg (M, i.v.); 439 m g k g (M, p.0.);
526 mglkg (R, i.v.); 415 m g k g (R, p.0.)
H3C 0 H3C 0 H3C OH
_,
& + .@ - sodium
3'-hydroxy- bromobenzene
acetophenone
3'-phenoxy- ocetophenone
I -
phosphorus(lll)
bromide
Fenoprofen
I
Trang 6846 F Fenoterol
Heference(s):
DOS 1 941 625 (Lilly; appl 16.8.1969; USA-prior l5.8.1968,28.5.1969)
US 3 600 437 (Eli Lilly; 17.8.1971; prior 15.8.1968.9.5.1969, 28.5.1969)
alternative syntheses:
DOS 2 646 792 (Mitsubishi Petrochemical; appl 16.10.1976; J-prior 23.10.1975, 31.7.1976)
US 4 016 196 (Nisshin Flour Milling; 5.4.1977; J-prior 27.7.1974, 29.7.1974)
DAS 2 709 504 (Sagami; appl 4.3.1977; J-prior 4.3.1976, 27.12.1976)
Formulation(s): powder 200 mg, 300 mg; tab] 300 mg, 600 mg (as calcium salt dihydrate)
Trade Name(s):
D: Feprona (Lilly; 1975); wfm Progesic (Lilly); wfm J: Fenopron (Shionogi-
Use: - bronchodilator RN: 13392-18-2 MF: C,,H,1N04 MW: 303.36
CN: 5-[l-hydroxy-2-[[2-(4-hydroxyphenyl)-1-methylethyl]amino]ethyl]-l,3-benzenediol
liydrobromide
RN: 1944-12-3 MF: C1,H2,NO, HBr MW: 384.27 EINECS: 217-742-8
LD,,,: 42 mglkg (M, i.v.); 1990 mglkg (M, p.0.);
65 mglkg (R, i.v.); 1600 mglkg (R, p.0.);
150 mg/kg (dog, p.0.)
Fenoterol
Trang 7Fenoverine F 8 4 7
Reference(s):
DE 1 286 047 (Boehringer Ing.; appl 30.11.1962)
US 3 341 593 (Boehringer Ing.; 12.9.1967; D-prior 30.11.1962)
alternative synrheses:
DOS 2 413 102 (Boehringer Ing.; appl 19.3.1974)
Formulation(s): aerosol 0.05 mglpuff in comb; amp 0.025 mg/ml, 0.5 mg/lO ml; cps 200 pg; sol for
inhalation 0.5 mglml in comb., 1 mg/ml; tabl 2.5 mg, 5 mg
Tmde Name(s):
D: Berodual Aerosol
(Boehringer Ing.)
Berotec (Boehringer Ing.)
Berotec-Dosier-Aerosol
(Boehringer Ing.)
Ditec (Boehringer Ing.)
Partusisten (Boehringer
Iw.1
F: Btrotec (Boehringer Ing.; I: Dosberotec (Boehringer
BronchoduaI (Boehringer Duovent (Boehringer 1ng.)- Ing.; as hydrobromide) comb
GB: Berotec (Boehringer Ing.; Iprafen (Chiesi)-comb
as hydrobromide) J: Berotec (Boehringer Ing.; Duovent (Boehringer Ing.; as hydrobromide)
as hydrobromide)
Use: antispasmodic RN: 37561 -27-6 MF: C2,H2,N,0,S MW: 459.57 EINECS: 253-552- 1
LD,,: 2874 mgfkg (M, p a )
CN: l0-[[4-(1,3-benzodioxol-5-ylmethyl)-l-piperazinyl]acetyl]-10H-phenothiazine
phsnothiazine chloroacetyl
chloride
g
H pyridine
I -piperonyl-
piperazine 10-(ch1oroacetyl)-
phenothiazine
I Fenoverine
Reference(s):
FR 2092 639 (A Buzas, R Pierre; appl 3.6.1970)
Formulation(s): cps 100 mg
Trade Name(s):
F: Spasmopriv (Bouchard) Spasmopriv (VaiIlant- I: Spasmopriv (Lusofarmaco)
Defresne)
Use: vasoconstrictor, local anesthetic RN: 4846-91-7 MF: CI,H,,N20 MW: 218.30 EINECS: 225-437-6
CN: 4,5-dihydro-2-[[2-(1-methylethyl)phenoxy]methyl]-lH-imidazole
Trang 8848 F Fenoxedil
monohydrochloride
RN: 23029-57-4 MF: C,,H,,N,O HCI MW: 254.76
H ~ C ~ O H , HCI , , ,
H3C CH,
diornine
phenoxyoceto- phenoxy)ocetirnidote
Reference(s):
FR 1 365 971 (Lab Dausse; appl 19.2.1963)
US 3 198 703 (Lab Dausse; 3.8.1965; appl 4.5.1961)
Formulation(s): nasal drops 0.05 %, 0.1 %; nasal spray 1 mg (as hydrochloride)
Trade Nume(s):
D: Snup (Karlspharma); wfm F: Aturgyl (SynthClabo) DBturgylone (Synthklabo) ,
Use: vasodilator RN: 54063-40-0 MF: C281142N205 MW: 486.65
CN: 2-(4-butoxyphenoxy)-N-(2,5-diethoxyphenyl)-N-[2-(diethylamino)ethyl]acetamide
monohydrochloride
RN: 27471-60-9 MF: C2,H4,N2OS HCl MW: 523.1 1 EINECS: 248-478-1
LD,,,: 17mgkg(M,i.v.);750mg/kg(M,p.o.);
10 mgkg (R, i.v.); 2400 mgkg (R, p.0.)
H , C V - v O
(4-butoxyphenoxy)ocetyl 2.5-diethoxy-
1 NoNH2
H3C Pd
*
0 I sodium ornide
0,
O w C H 3
Fenoxedil
Reference(s):
DE 1 964712(C.E.R.P.H.A.; appl 23.12.1969;F-prior 26.12.1968)
US 3 818 021 (C.E.R.P.H.A.; 18.6.1974; F-prior 24.12.1968)
Formulation(s): cps 100 mg
Trang 9Fenozolone F 849
Trade Name(s):
F: Suplexedil (Anphar-
Rolland); wfm
Suplexedil (L'HCpatrol);
wfm
Fenozolone
(Phenozolone)
ATC: N06BA08 Use: psychoanaleptic RN: 1.5302- 16-6 MF: C,,H,,N,O, MW: 204.23 EINECS: 239-339-6
LD,,: 425 mg/kg (M, p.0.)
CN: 2-(ethy1amino)-5-phenyl-4(5H)-oxazolone
a-chloro- phenylocetyl chloride
I Fenozolone I
1 Reference(s):
DE 1 297 108 (Lab Dausse; appl 20.2.1962; F-prior 24.2.1961, 23.5.1961, 18.1.1962)
Formulation(sJ: tabl 10 mg
Trade Name(sJ:
F: Ordinator (Synthelabo)
Fenpen tadiol
(Phenpentanediol)
ATC: N06A; N06B Use: antidepressant RN: 15687-18-0 MF: C12H,,CI0, MW: 228.72 EINECS: 239-782-5
LD,,: 940 mglkg (M, p.0.);
1140 m g k g (R, p.0.)
CN: 2-(4-chloropheny1)-4-methyl-2,4-pentanediol
ethyl 3-(4-chloro- methylmognesium Fenpentodid
phanyl)-3-hydroxybutyrote iodide
Reference(s):
FR-M 1 984 (Albert Rolland; appl 26.7.1962)
Trang 10850 F Fenpiverinium bromide
Formulation(s): cps 100 mg
Trade Name(s):
F: TrCdum (Anphar-Rolland); TrCdunl (L'HCpatrol); wfm
wfrn
Fenpiverinium bromide
(Fenpipramide methylbromide)
ATC: A03AB21 Use: anticholinergic, antispasmodic RN: 125-60-0 MF: CzzHz,BrN,O MW: 417.39 EINECS: 204-744-9
LD,,: 13.5 mglkg (M, i.v.); 800 mglkg (M, p a )
CN: 1-(4-amino-4-0x0-3,3-diphenylbuty1)-l -methylpiperidinium bromide
1 NaNH*
2 2-piperidinoethyl
diphenyl- chloride
acetonitrile
methyl
bromide
Referc.nce(s):
DE 731 560 (Hoechst; appl 1941)
DE 858 552 (Hoechst; appl 1950)
fenpiprornide (I)
Formdation(s): amp 0.1 mg in comb.; suppos 0.03 mg, 0.1 mg in comb.; tabl 0.1 mg in comb
Trade Namc,(s):
D: Baralgin (Albert-Rowel)- Baralgin compositum F: Baralgine (Hoechst)-comb.;
comb
Use: diuretic RN: 20287-37-0 MF: C14H12CIN303S MW: 337.79 EINECS: 243-689-5
CN: 7-chloro- 1,2,3,4-tetrahydro-4-oxo-2-pheny1-6-quinazolinesulfonamide
potassium salt
RN: 52246-40-9 MF: C14H,,C1KN303S MW: 375.88