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. .: , 2007. 608 c.
ISBN 5-98657-009-
( ): pharmazeutischewirkstoffe1982.djvu
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Pyridoxin
H3C-CH-COOH + C2H5OH + HOOC—COOH
nh2
0,1-Alanm
Oxalsaure
H3C-CH-COOC2H5
NH-C0-C00C2H5
COCl2/(C;HSbN
Phosgen/Tnethyt-
amin
ИзС\/ОС2Н5
P=\
COOC2H5
5-Ethoxy-i-methyl-oxazol-2-carbonsaure-ethylester
CH3
t NaOH
2 HCl
3- f ^—ch—CHj
3 2-Isopropyl- 4,7-di-hydro- 1,3-dioxepm
Pyridoxin
Pyridoxin - Pyrimethamin P 791
Obersicht iiber Pyridoxin-Synthesen:
H. Konig u. W. Boll, Chem.-Ztg. 100,105 (1976). a E. E. Harris et al., J. Org. Chem. 27,2705 (1962).
DAS 1 470022 (Merck & Co.; Anm. 10.5.1962; USA-Prior. 15.5.1961,16.1.1962). USP 3 227 721 (Merck & Co.; ert. 4.1.1966; Prior. 15.5.1961, 16.1.1962, 24.5.1965). USP 3 227724 (Merck & Co.; ert. 4.1.1966; Prior. 15.5.1961, 16.1.1962,16.6.1964). b USP 3 222 374 (Roche; ert. 7.12.1965; Prior. 22.5.1963, 20.11.1964).
USP 3 250778 (Roche; ert. 10.5.1966; Anm. 29.11.1962).
USP 4 026901 (Roche; ert. 31.5.1977; Anm. 30.4.1975).
DOS 2 616 349 (Roche; Anm. 14.4.1976; USA-Prior. 30.4.1975).
5-Cyano-4-methyloxazoI:
USP4093 654 (Roche; ert. 6.6.1978; Anm. 31.3.1977). с DAS 2 143 989 (BASF; Anm. 2.9.1971).
3-Methylsulfony[-2,5-dihydrofuran:
DOS 2 435 098 (BASF; 22.7.1974).
d J. Maeda et al., Bull. Chem. Soc. Jpn. 42,1435 (1969).
Weitere Verfahren:
aus 5-Ethoxy-4-oxazolylessigsaure:
DAS 2 008 854 (Roche; Anm. 25.2.1970; CH-Prior. 25.3.1969).
4-Methyloxazol aus Formiminoester-Hydrochlorid und Hydroxyaceton:
GB-P 1 515 737 (BASF; Anm. 22.10.1975; D-Prior. 31.10.1974).
D: B6-Vicotrat® (Heyl)
Benadon®-Roche (Roche) Hexobion® (E. Merck) zahlreiche Komb.-Praparate F: B6 Delagrange (Delagrange) Becilan® (Specia)
Dermo-6® (Chabre)
Pyridoxine Labaz (Labaz)
Vitamine B6 Richard (Richard) zahlreiche Komb.-Praparate GB: Ancoloxin® (Duncan, Flockhart) Benadon® (Roche)
Compioment Continus (Napp Labs.) Debendox® (Merrell)
I: Antemesyl® (Molteni)-Komb. Benadon® (Roche)
Bivit-6 (Italfarmaco) Puersedina® (Face)-Komb. Seibion® (Bracco)
Vitamina В 6 Asolo (Vis) Vitwas-B6 (Washington) Xanturenasi® (Falorni)
J: Aderoxin® (Sonybod-Toni) Pyridomin® (Showa) Sandoxin® (Sanko) zahlreiche Komb.-Praparate USA: Hexa-Betalin® (Lilly)
Hexavibex® (Parke-Davis) zahlreiche Komb.-Praparate
Pyrimethamin
58-14-0
Chemotherapeuticum (Toxoplasmose u. Malaria)
2,4-diamino-5-(j?-chlorophenyl)-6-ethylpyrimidine
a-0~ ch2-cn
6-Chlorbenzylcyanid
H3CO
\
C-C2H5
[Na0CH3]
с1нСь
CH-C
L "0
Propionsaure-
methytester
H5C2
С—OCH3
ciO<
CN
Ortho-
ameisensaure-
trimethyl«ster
792 P Pyrimethamin - Pyrisuccideanol
USP 2 576 939 (Burroughs Wellcome; ert. 1951; Prior. 1950). USP2 602 794 (Burroughs Wellcome; ert. 1952; Anm. 1950). USP2680740 (Rhone-Poulenc; ert. 1954; F-Prior. 1951).
D: Daraprim® (Wellcome)
Pyrimethamin-Heyl® (Heyl)
F: Fansidar® (Roche)-Komb.
Malocide® (Specia)
GB: Daraprim® (Burroughs Wellcome)
I: Erbaprelina® (Erba)
J: Pyrimethamine (Kongo)-Vet. use
Pyrimethamine (Tokyo Tanabe)-Vet. use USA: Daraprim® (Burroughs Wellcome)
Pyrisuccideanol 33605-94-6 Cerebrotonicum
33510-78-0 Dimaleat
* butanedioic acid,2-(dimethylaminoethyl[5-hydroxy-4-(hydroxymethyl)-6-methyi-3-pyridinyl]methyl ester
CH2-OH
ho>sXxh2-oh
H3C N
Pyridoxin-Hydrochlorid (s. S. 789)
CH3
HCI + о=сч
CH3
Aceton
H3C
НзС'^Х'СН^-ои.и
НзС^Чг
3, U - Isopropytidenpyridoxin-Hydrochlorid 3 ffl
CH3
HO-CH2-CH2“N
CH3
Bernstein- 2-Djmethylam/noethanol saureanhydrid
u /СНз
HOOC - CH2 - сн2 - с - о-сн2 - сн2-д
CH3
сиз
Cl-C-CH2~-CH2“C-0-CH2-CH2-N
Ш / Pyridin
\
CH3
н3с-Т
O-
H3C
.СН2‘
0 0
II II /
-0-C-CH2-CH2-C-0-CH2-CH2-N
CH3
HC00H/C2Hs0H
CH3
CH2-0H ft СНэ
0^^^,СН2-0-С-СН2-СН2“С-0-СН2-СН2-М
X T снз
НзС^М^
Pyrisuccideanol
USP 3 717 636 (A. Esanu; ert. 20.2.1973; GB-Prior. 21.1.1970). F: Stivane® (Beaufour)
Pyrithyldion - Pyritinoi P 793
Pyrithyldion
77-04-3
Hypnoticum
' 2,4(lH,3H)-pyridine dione,3,3-diethyl-
HCOOCH,
Ameisen-
saure-
methylesler
0^ ^2HS
чс-с-соос2н5 H3C C2H5
2,2-Diethylacetessig-
saureethylester
MHs
i гс2н5
<0 COOC2H5
н
2,2-Diethyl- 4-hydroxy-
methylenacetessigsaure-
ethylester
USP 2 090 068 (Hoffmann-LaRoche; ert. 1937; D-Prior. 1,935). D: Persedon® Roche (Roche)
0
C2hH5
[ГГС2Н5
COOC2H5
H,
[NaOC2H5]
I >C2H5 kN-^0 H
Pyrithyldion
Pyritinoi
(Pyrithioxin)
1098-97-1 10049-83-9 Dihydrochlorid-Monohydrat
Neurotropicum
3,3'-(dithiodimethylene)bis(5-hydroxy-6-methyl-4-pyridinemethanol) CH2-&
CH2-Br HO^ yCHi—Qr
рс2н5
H3C
3,4-В45-(готте1Иу1)-
5-hydroxy-6-methyl-
pyridin-Hydrobromid
(aus Pyridoxin)
HBr + K-S-C
Kaliumxan-
thogenat
nh3/c2h5oh/h2o
CH2-0H CH2-0H
HOvJ^CHj-S-S-CHjxA^OH 1
^N^CH3
Pyntmol
DOT 9,215 (1973).
USP 3 010966 (E. Merck AG; ert. 28.11.1961; D-Prior. 21.3.1958). DBP 1 135 460 (E. Merck AG; Anm. 21.3.1958).
DBP 1 197 455 (E. Merck AG; Anm. 27.8.1960).
Weitere Verfahren:
DAS 1 210429 (E. Merck AG; Anm. 3.8.1963).
DBP 1 222 062 (E. Merck AG; Anm. 8.2.1964).
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