- - ..
( ):
I: Alacortil® (Pfizer)
USA: Methral® (Pfizer)
Fluphenazin - Fluprednidenacetat F 423
Flliphenazin 69-23-8 Neurolepticum
146-56-5 Dihydrochlorid
4-[3-[2-(trifIuoromethyl)phenothiazin-10-yl]propyI]-l-piperazineethanol
НО-СН2-СН2-СН2-|/^Л|Н * HCOOCH3 -► ho-ch2-ch2-ch2-i/ Vi-cho
l-(3-Hydroxypropyl)-piperazin
Ameisen-
sauremethylester
4-(3-Hydroxypropyi)-ptperazin-1-
carboxaldehyd
Thionyl-
chlorid
CI-CH2-CH2-CH2-N N-CHO
4-{3-Chlorpropyl)-piperazin-1-
carboxaldehyd
G»,
2-Trifluormelhyl-
phenothiazin
Nalrium-
amid
I
CH2
CF3
CH2
I /-\
ch2-n n-cho
N
I
CH2
CH2
ch2-n nh
1 . Br-CM2-CH2-0-C0-Ch^ CF3 2 wassr HCl
1 Essigsaure^-brcmettiylester)
10-j3-( t- Piperazmyl-propylj-2-triftuormethyl-phencthiazin
CH2
CH2
I
CH2—N
CF3
n-ch2-ch2-oh
Fluphenazin
DOT3, 60 (1967); 9,228 (1973).
USP 3 058979 (Smith Kline & French; ert. 16.10.1962; Prior 13.5.1957).
DBP 1095 836 (Squibb; Anm. 8.12.1956; USA-Prior. 23.12.1955,12.7.1956). Alkancarbonsaureester:
DBP 1 165 602 (Olin Mathieson; Anm. 25.4.1962; USA-Prior. 26.4.1961). USP 3 194733 (Olin Mathieson; ert. 13.7.1965; Prior. 26.4.1961, 28.1.1963). USP 3 394 131 (Squibb; ert. 23.7.1968; Prior. 26.4.1961, 28.1.1963).
A. A. Kurland et al., Curr. Ther. Res. Clin. Exp. 6,137 (1964).
D:
GB:
Dapotum® (Hevden)
Lyogen® (Byk Gulden)
Omca® (Heyden)
Modecate® (Squibb)
Moditen® (Squibb)
Motival (Squibb)-Komb. Modecate® (Squibb) als Decanoat Moditen® (Squibb)
Motipress® (Squibb)
I; Anatensol® (Squibb) Moditen® (Squibb)
J: Anatensol® (Showa)
Flumezine® (Yoshitomi) Sevinol® (Schering-Shionogi) USA: Prolixin® (Squibb)
Permitil® (Schering)
Fluprednidenacetat 1255-35-2 Glucocorticoid
* pregna-l,4-diene-3,20-dione, 21-(acetyloxy)-9-fluoro-11,17-dihydroxy-16-methylene-, (11 (5)-
424 F Fluprednidenacetat
30-Acetoxy- 16-methyl- 20-oxo-5,16-pregnadien
[ aus Pregnenolon ]
mikrobiologische Dehydrierung [Flavobacterium dehydrogenans]
2VssO
mikrobiologische Hydrocylierung [Fusanum exquiseti saccardoI
HO-CH2v
2чс=о
H г >=CH2
1 (НэС-СО)гО
2. H3C-S02-C1
3. CHjCOONa
1 Acetanhydnd 2. Methansulfonylchtond
Cnh
■Br/lHClOj/HjO
2. CHjCOOK
3. H,F,
1. N-Bromsuccinimid 3. Fluorwasserstoff
GB-P 1230 671 (Merck Patent GmbH; Anm. 10.7.1969).
K. Irmscheret al., Arzneim. Forsch. 18,7 (1968).
(auch Cbersicht iiber weitere Verfahren)
Ausgangsverbindung:
A. Wettstein, Helv. Chim. Acta 27,1803 (1944).
Weitere Verfahren:
GB-P 946 860 (Merck & Co.; Anm. 17.3.1960; USA-Prior. 24.3.1959).
USP 3 068 226 (Merck & Co.; ert. 11.12.1962; Anm. 22.12.1961; Prior. 24.3.1959). USP 3 163 760 (Merck & Co.; ert. 9.7.1964; Anm. 24.3.1959).
USP 3 309 272 (Merck & Co.; ert. 14.3.1967; Anm. 24.4.1961; Prior. 24.3,1959).
Candio-Hermal® E. comp. Etacortin® mite (Hermal Chemie)
(Hermal Chemie)-Komb. F: Decoderme® (Merck)
Crinohermal® Fem, (Hermal Chemie)-Komb. GB: DecodemV® (Merck)
Decoderm® (Merck) I: Decoderm® (Bracco)
Etacortin® mit Teer-Tinktur USA; Emcortina® (Merck)
(Hermal Chemie)-Komb.
Fluprednisolon F 425
Fluprednisolon
53-34-9
570-36-5
Acetat
Glucocorticoid
6e-fluoro-ll$17,21-trihydroxypregna-l,4-diene-3,20-dione
H3COOC
3,3-Ethyiendioxy-ll-oxd-5s, V)2®-\cis}~ pregnadien-21-carbon-sauremethylester
o-<
ООН
Perbenzoesaure
H3COOC
H3COOC
V L1AIH4
2. (СНзСОО/Pyndn
1. Lithiumalarat
2. Acetanhydrid
H3C-CO-O--CH2,
2 H2S04/Aceton
Л'-MethylmorphwUr / Wasser -stoffperoxid /OsmiumtetroxfJ
1 CHClj/HCI
2. mikrobiologische Oebydriercng
[Sepfomyxa a/ftfiis (A T С C. 6737)] o<3«r SeO?
I F I
1 Fluprednisolon-21-acetat |
USP 2 841 600 (Upjohn; ert. 1958; Prior. 1957, 1955). DBP 1079 042 (Syntex; Anm. 1958; MEX-Prior. 1957). Ausgangsverbindung:
USP 2 707184 (Upjohn; ert. 1955, Prior. 1953, 1952). Weiteres Verfahren:
USP 4 041 055 (Upjohn; ert. 9.8.1977; Prior. 17.11.1975).
D: Isopredon® (Hoechst)
F: Decoderme® (Merck-CIevenot)
I: Etadrol® (Farmitalia) USA: Alphadrol® (Upjohn)
426 F Flurazepam
Flurazepam
17617-23-1
1172-18-5
Hypnoticum
Dihydrochlorid
7-chloro-l-[2-(diethylamino)ethyl]-5-(o-fluorophenyl)-l,3-dihydro-2#-l,4-benzodiazepin-2-one
&
2-Amino-5-chior-2‘-fluorbenzophenon (ygt. Runtrazepam-Syn-these.S. )
Uthium-
alanat
&
C-CH2-Br
Bromacetyl-
chlorid
CH2“N{C2H5)2 CH2 .NH
CH2“Br
i
c=o
i
NH
HN(C2H512
cA:
CH2-N(C2H5)2
c=o
I
NH
0
Phthalimidoacetyl-
cWond
CH2*"N(C2Hs)2 ch2 0
xc
&
CH-OH F
&
ch2-n ]|
h2n-nh2 • Hz0 Hydrajm-Hyd/at
&
CHj-N(C2H5)2
CH2 I
-c"
\
ch2-nh2
CH2-N(C2H5)2
NC, CN "Й”
2,3-Dichlor-
5,6-dicyan-
’.i-benzochinon
DOT 9,237 (1973).
USP 3 567 710 (Hoffmann-LaRoche; ert. 2.3.1971; Prior. 3.6.1968).
Alternativsynthese durch Umsetzung von 2-Diethylaminoethylchlorid mit 7-Chlor-5-(2-fluorphenyl)-2-oxo-2,3-dihydro-ltf-l,4-benzodiazepin:
GB-P 1040 548 (Roche; Anm. 1.3.1963; USA-Prior. 2.3.1962).
D: Dalmadorm® (Roche)
GB: Dalmane® (Roche)
I: Dalmadorm® (Roche)
Felison® (Sigurta)
Flunox® (Robin)
