- - ..
( ):
/ 0
H3CO
3,5-Dimethoxy-
acetophenon
CH3
НзСО
H3CO
C —CH?—Br II 0
Isopropylamm
H3CO
\ CH3
vy— c-CH2- NH- CH-
H3CO
V=/ n J 0
CH3
HO
9 Wc.ch,-
СИз
C-CH2-NH-CH-CH3
0
H^Raney-Ni^
Orciprenalin
DBP 1 275 069 (Boehringer Ing.; Anm. 15.2.1960).
USP3341594 (BoehringerIng,; ert. 12.9.1967;D-Prior. 15.2.1960).
D: Alupent® (Boehringer Ing.) Novasmasol® (Zambeletti)
F: Alupent® (Boehringer Ing.) J: Alotec® (Boehringer-Tanabe)
GB: Alupent® (Boehringer) USA: Alupent®(Boehringer Ing.)
I: Alupent® (Boehringer Ing.) Metaprel® (Dorsey) Dosalupent® (Boehringer Ing.)
Orotsaure
(Acide orotique)
65-86-1
24598-73-0
27067-77-2
60388-02-5
24381-49-5
28003-86-3
K-Salz
Mg-Salz
Zn-Salz
Cholin-orotat
L-Lysin-orotat
orotic acid or l,2,3,6-tetrahydro-2,6-dioxo-4-pyrimidinecarboxylic acid
Stoffwechsel-
therapeuticum;
Elektrolytschlepper
H2C
CI-CH2-C-CH2-C-C1 II II
0 0
7- Chtoracetoacetylchlond
H
lyNH
CH^-Cl
4-Chlormethyl-
uracil
H
Ov_N_,0 M2O2/Na0H У'
COOH Orotsaure
660 О Orotsaure
H2N-CH2-CN
Ammoaeetonrtril
NaOCN
Natrium-
cyanat
H2N-C-NH—CH2-CN
Hydantomsaufeniiril
1. С-COOH/NaOH /
H
2. HCl
НООС —CH=CH —C—NH—C-NH2
II II
0 0
Maleinsaureureid
VV° j
Br
COOH
5-Brom-5,6-
dibydroorotsaure
Orotsaure
H2C
Diketen
CI3C-C ; - 359C
_Ъ_^
Trichlor-
acetylchlorid
C!3C-C-CH2-C-C! 3 II 2 I!
0 0
H2N-C-NH2 /СНзСООН Harnstoff
7,7,7 -Trichloracetoacetyl -chlond
H
CyN^O
CCI3
i-Trichlor-
methyluracil
Orotsaure
a DAS 1770117 (Diamalt; Anm. 2.4.1968).
DAS 2 025 247 (Lonza; Anm, 23.5.1970; CH-Prior. 28.5.1969). b DAS 2 502 951 (Diamalt; Anm. 24.1.1975).
USP 4 113 950 (Diamalt; ert. 12.9.1978; D-Prior. 24.1.3975). с CH-P 595 351 (Lonza; Anm. 7.5.1975). d USP 4064 126 (Lonza; ert. 20.12.1977; CH-Prior. 11.8.1975).
DOS 2 540275 (Lonza; Anm. 10.9.1975; CH-Prior. 11.8.1975). Weitere Verfahren:
Aus Oxalessigsaureester und Harnstoff:
Muller, J. Prakt. Chem. 56,488 (1897).
Behrend u. Struve, Justus Liebigs Ann. Chem. 378,165 (1910).
USP 2 937 175 (Rhone-Poulenc; ert. 17.5.1960; F-Prior. 18.1.1956). DBP 1 034640 (Rhone-Poulenc; Anm. 1956).
Aus Asparaginsaure:
Nye u. Mitchell. J. Am. Chem. Soc. 69,1382 (1947).
Aus Glyoxylsaure und Hydantoin:
USP 4062 847 (Diamalt; ert. 13.12.1977; D-Prior. 24.1.1975). Fermentativ:
USP 3 086 917 (Kyowa Hakko; ert. 23.4.1963; J-Prior. 15.6.1960). Lithium-orotat:
DOS 2410181 (Nadrol-Chemie; Anm. 4.3.1974).
D: Cholergol® (Giulini Pharma)-Cholinorotat Lactinium® (Roland)
Zinkorotat (Nadrol)-Zn-Salz zahlreiche Komb.-Praparate F: Lysortine® (Theraplix)-Lysinorotat Oroturic® (Gremy-Longuet)
Orotyl® (Porcher Lavril)
I: Epatosan® (Courtois)
Hepacomplex Scir./Conf. (Zanardi)-Komb.
Orodin® (Takeda)
Orosan® (Maruishi)
Orotic Acid (Hamari; Hishiyama; Kongo: Otsuka; Sanko)
Orotics® (Nippon Shinyaku)
Orotonsan® (Ono)
Orotopin® (Fuso)
Urabon® (Nissin)
Vita-thirteen® (Sumitomo)
Orphenadrin - Otiloniumbromid О 661
Orphenadrin 83-98-7 Antiparkinson-Mittel;
341 -69-5 Hydrochlorid Muskelrelaxans 4682-36-4 Citrat
JV,/V-dimethyl-2-(o-methyl-«-phenylbenzyloxy)ethyIamine
Q- ’
6
-CH3
СНз
CH-Ct + HO-CH2-CH2-N
CH3
!Q-
! V-
Id
CH3
,ch-o-ch2-ch2-n
CH3
Orphenadrin
2-Methyl- 2-Dimethylaminoethanoi
benzhydryl-
chlorid
DOT 9, 247(1973). USP2567 351 (Parke-Davis; ert. 1951; Prior. 1946). USP 2991 225 (Brocades-Stheeman; ert. 4.7.1961; NL-Prior. 1952). U. G. Bijlsma et al., Arzneim.-Forsch. 5,72 (1955).
D:
GB:
Norflex® (Ketteihack Riker)
Norgesic® (Ketteihack Riker) Orphenadrin-ratiopharm (ratiopharm) Disipal® (Beytout)
Estomul® (Jean Roy-Freyssinge)-Komb. Disipal® (Brocades)
Norflex® (Riker)
I: , Diplogel® (Formenti)-Komb.
Dispal® (Brocades)
Mioflex® (Formenti)
J; Delenar® (Schering-Shionogi)-Komb. USA: Disipal® (Riker)
Norflex® (Riker)
Norgesic® (Rikder)
X-Ofag® (Tutag)
Otiloniumbromid 26095-59-0 Spasmolyticum
* ethanaminium,N, JV-diethyl-N,-methyl-2-[[4-[[2-(octyloxy)benzoyl]amino]benzoyl]oxy]-, bromide 0-CO-C. + H2NH0^COOH -D^p,,ri'n > 0>_CO-NH^0>-COOH -5222-
0-{CH2]7-CH3 0-(CH2)7-CH3
2-Octyloxybenzoyl- 4-Aminobenzoesaure 4-(2~Octyloxybenzoylamino)-benzoe-
chlond saure
C2H5
HO-CH2-CH2-N / Pyridin CO-NH—C0-C1 -
2-Diethylaminoethanot
0-(CH2)7-CH3
i—4 ’ /—\ P2Hs
^0 —NH—y'v—CO —O — CH2 — CH2 —
o-(ch2)7-ch3 C2Hs
CH3
CO-NH-^^— CO-O-CH2-CH2-N-C2H5 Br
CHiBr/Ether^ ___
i 0-(CH2)7-CH3 °2Hs
I Otiloniumbromid
662 О Otiloniumbromid - Oxaceprol - Oxacillin
DOT IS, 417 (1979).
DOS 1643 458 (Menarini; Anm. 15.9.1967; I-Prior. 17.9.1966). USP 3 536 723 (Menarini; ert. 27.10.1970; I-Prior. 27.9.1966). M. Ghelardoni et al., J. Med. Chem. 16,1063 (1973).
I: Spasmomen® (Menarini)
Oxaceprol 33996-33-7 Bindegewebs-(Aceprolinum; therapeuticum /V-Acetyl-4-hydroxy-L-prolin)
(— )-l-acetyl-4-hydroxy-L-proline
СО—СНз '
1
yNv^COOH
HO I Oxaceprol_|
H
/N4_.C00H CHtCOOH <J + (H3C-C0)20 -
HO
L- Hydroxyprolin Acstanhydrid
