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. .: , 2007. 608 c.
ISBN 5-98657-009-
( ): pharmazeutischewirkstoffe1982.djvu
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'■ Lanata - Reintannoid "
PblOHl2/H20/CHiOH
Digilanid
(Gesamtglykosid)
Lanatosid С + Lanatosid A + Lanatosid В
Abtrennung von Lanatosid A und В
= Deslanosid
A. Stoll, W. Kreis, Helv. Chim. Acta 16,1049 (1933) und dort zitierte Patente. HP 156 638 (Richter Gedeon; Anm. 24.10.1967).
Ullmann, 4. Auflage, Bd. 12,617.
Digilanid (Glykosidgesamtpraparat):
DRP 631 790 (Sandoz; Anm. 1930).
Ullmann, 3. Auflage, Bd. 8, 227.
CH-P 245 219 (Dr. Wander; Anm. 1944).
Deslanosid (Desacetyl-Lanatosid C):
A. Stoll, W. Kreis, Helv. Chim. Acta 16,1049 (1933).
DDR-P 70 088 (C. Lindig, K. Repke; Anm. 1.11.1968).
516 L Lanatosid С - Letostein - Leucinocain
D: Cedilanid® (Sandoz)
Cedilanid® Amp. (Sandoz)-Desacetyllanatosid С Cedilanid® c. Th. (Sandoz)-Komb.
Cedilanid® c, Th. Amp. (Sandoz)-Desacctyllanatosld С Celadigal® (Beiersdorf)
Ceto sanol® (Sanoi)
Digilanid® (Sandoz)-Glykosidgesamtpraparat Euphyllinat® (Byk Gulden)-Komb.
Lanatorot® (Heumann)-Komb.
Lanatosid Hameln (Hameln)
Lanibion® (Merck)-Komb.
Lanimerck® (Merck)
Pandigal® (Beiersdorf)-Glykosidgesamtpraparat Pulmo Frenona cum Digitalis® (Hefa-Frenon)-Komb.
F: Cedilanide® (Sandoz)
Desace® (Dexo)-Deslanosid GB: Cedilanid® (Sandoz)
I: Cedilanid® Fiale
(Sandoz)-Desianosid Desaci® (Simes)-Deslanosid J: Cedilanid® (Sandoz-Sankyo) Digilanogen® С (Fujisawa) Digysid® (Kanto)
Erpasin® (Kowa Y.) Lanaside® (Toyo S.-Ono) Lanatos® (Sanko) Lanimerck® (Doitsu)
Ranato C® (Kobayashi K.) USA: Cedilanid® (Sandoz) Cedilanid® D (Sandoz) Desacetyl-Lanatosid С
LetOStein 53943-88-7 Mucolyticum
2-[2-[(carboxymethyi)thio]ethyl]-4-thiazolidincarboxylic acid 2-ethyl ester
H2C = CH-CHO + HS-CH2-COOC2Hs -► OHC-CHz-CH2-S-CH2-COOCzH5
Acrole»n Mercaptoessigsaure- (3-OxoproDylthio)-essigsaureethylester
ethylester
NH?
HS~ СМ2—CH~ COOH /Н2О/С2Н5ОН
/Sy-CH2- CH2~S- CH2-COOC2H5 | /—NH |
DOF 4,729 (1979); 5,522 (1980).
DOT 16,109 (1980).
DOS 2410307 (Ferlux-Chimie; Anm. 22.3.1974; F-Prior. 22.3.1973). USP 4032 534 (Ferlux-Chimie; ert. 28.6.1977; F-Prior. 22.3.1973).
F: Viscotiol® (Carlo Erba) J: Viscotiol® (Isf)
LeilCi nocai n 92-23-9 Lokalarieistheticum
135-44-4 Methansulfonat
2-(diethyiamino)-4-methyl-l-pentanoI p-aminobenzoate (ester)
C2H5
h5c2ooc-ch-n
I \
CH, c2H5 I
H3C-CH
3 I CH3
A//y/-0iethylleucin-
ethyiester
C2H5
Na/С2Н5ОН
H0-CH,-CH-N I \
CH-, C2H5 I l H,C-CH J I CH3
2-Diethylannino-i-
methylpentanol
{ty/V-DiethylleucinoO
Д-Nitrobenzoylchlor id
Leucinocain - Levallorphan - Levamisol und Tetramisol L 517
o2n~^^-co-o-ch2-ch-i/
ch2 c2H5
H2/Pt
HaC-CH 3 I CH3
/=\ / H 3 N “V-i/-00 ” 0 ~ C H 2 H ~ N4
c2H51
CH? C2H5 I
H3C-CH
CH3
Leucinocain
DRP 464484 (Chem. Fabr. Flora; Anm. 1923; CH-Prior. 1922). D: Panthesin®-BaJsam (Sandoz)
Levallorphan
152-02-3
Morphinantagonist
(— )-3-hydroxy-/V-allylmorphinan
Op
CH,
-o
OCH3
U)-1-U-Methoxybenzyl}
1,2,3,^5,6,7,8-octahydro-
isochinolin
(vgl. levorphanoi-Synthest)
Pyridin-Hydroehlond
(+ 1-Weinsaure
Cp
CH,
(♦)-M4-Hydroxybenzyl}-
1,2,3A5,6/7,8-oc1ahydro-
isochinolin
[-}-l-K-Hydroxybenzyl>-
112,3,4J5J6J7J8 -octahydro -isochinolin
HjC^CH-CHj-Br/K, co3
CH2-CH=CH2
(-)-2-Allyl-1-(4-hydroxybenzyl>-
I^.B/.SjSjT.S-octahydroisochinolin
H3P0£
CH2-CH=CH2 I
H N
Levallorphan
J. Hellerbach, A. Griissner, O. Schnider, Helv. Chim. Acta 39,429 (1956). Ehrhart, RuschigI, 131-132.
D: Lorfan® (Roche) GB: Lorfan® (Roche)
J: Lorfan® (Takeda) USA: Lorfan® (Roche)
Levamisol und Tetramisol H769-73-4 Levamisol
16695-80-5 Levamisol-Hydrochlorid
5036-02-2 Tetramisol
5086-74-8 T etramisol-Hydrochlorid
( —)-2,3,5,6-tetrahydro-6-phenylimidazo[2,l-6]thiazole (±)-2,3,5,6-tetrahydro-6-phenylimidazo[2,l-6]thiazole
Arrthelminticum; Immunstimulans (Tetramisol wird nur im Veterinarberelch als Anthelminticum verwendet)
518 L Levamisol und Tetramisol
0-<
CH2-Br
N
/=\ //° HN^S (НзС—COli0
vJ^CVu /NV *
w-Brom-acetophenon 2-lmino-1,3-(Phenacyibromid) thiazolidin
{2-Amino-^2-thiazolin)
CO-CH3
/=v//0
CH,
Natriums
boranat
CO-CH3 OH Nv c
оч
^ CH2^
1. SOCl2 2 (И5С-СЭ)20
(t UV)
D-lO-Camphersutfoosaure
IRacematspa(tung)
CH
Styroloxid
e
rs> .
hnV
2-Imino-1,3-
thtazolidm
но HN.
CH2"
« SOCI2 2. (H3C-C0)20
* H<1 -
Styroloxid Aziridm
(Ethylemmm)
ОН н
{/ \ViH-CH2-<] K3CN
H9 HNV
m x>
W CH2
I S0C12 2. (HjC-CO)20 oder KjCO:
Tetramisol
CM
Styroloxid
h2n-ch2-ch2-oh
Ethanolamm
CH-
ch2-nh-ch2-ch2-oh ■ HCl
<^^-CH-CH2-NH-CH2-CH2-CI • HCl ^ OH Uki .
<^^)-CH-CH2-NH-CH2-CH2-Cl • HCl
h2n-c-mh2^
Thioharnstoff
'C\H /N_ CH2X
c>so*- r\s
Cl HNV
CH
\
CH2X
OH
I
CH-CH2-NH2 SCN-CH2-CH2-Br
r >
✓n-У
m "х>
Tetramisol
HO HNV
■ S0C12 2. (НзС—COhO
2-Ammo-1-phenylethanol 2-Bromeffiy(isothiocyanat {2-Bromethylsenfol)
CH?'
Levamisol und Tetramisol L 519
DOT 4,420 (1979). a u. b
USP 3 274209 (Janssen; ert. 20.9.1966; Prior. 11.5.1964,3.8.1964,2.10.1964, 7.4.1965).
A. H. M. Raeymaekers et al., J. Med. Chem. 9, 545 (1966). e L. D. Spicer et al., J. Org. Chem. 33,1350 (1968).
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