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.., .. .: , 2008. 224 c.
ISBN 978-5-9704-0578-9
( ): pharmazeutischewirkstoffe1982.djvu
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2-carboxylic acid, acetate ester, inner salt
164 С Cefaloglycin - Cefaloridin
н н
1
0^_N'f5^CH2-O-C0'
0^_N'f5^CH2-O-C0-CH3
COOH
н н
CH-CO-NH 1 ' 4 NH —CbO
сн-соон
NH-СО
1. CMoramtisensaurt-i5obutyl«ster/Tnethyiamm
2. 7-Aminocephalosporansaure
COOH
■CH2-0-C0-CH3
COOH
A/-CbO-D-phenyl-
glycin
G>~‘
H2/Pd-C
NH.
CH2-0-C0-CH3
COO“
Cefaloglycin
DOT 2,117(1966); 6,168(1970).
GB-P 985 747 (Eli Lilly; Anm. 22.8.1962; USA-Prior. 11.9.1961).
USP 3 497 505 (Eli Lilly; ert. 24.2.1970; Anm. 24.10.1966).
GB-P 1017624 (Merck & Co.; Anm. 10.1.1963; USA-Prior. 16.1.1962). Acylierung tiber Silylderivate:
DOS 1 942454 (Lilly; Anm. 20.8.1969; USA-Prior. 23.8.1968). Mikrobiologische Acylierung:
USP4 073 687 (Shionogi; ert. 14.2.1978; J-Prior. 14.5.1975).
J: Kefglydn® (Shionogi) USA: Kafocin® (Lilly)
Cefaloridin 50-59-9 Antibioticum
(Cephaloridin)
l-[[2-carboxy-8-oxo-7-[2-(thienyl)acetamido]-5-thia-l-azabicyclo[4.2.0]oct-2-en-3-yl]methyI] pyridinium hydroxide, inner salt
DOT 1,88(1965).
GB-P 1 030630 (Glaxo; Anm. 14.12.1962).
DBP 1445 828 (Glaxo; Anm. 14.12.1963; GB-Prior. 14.12.1962, 2.12.1963).
FP 1 384197 (Glaxo; Anm. 13.12.1963; GB-Prior. 14.12.1962, 2.12.1963).
DAS 1670 599 (Lilly; Anm. 17.1.1966; USA-Prior. 5.3.1965).
DAS 1 795 581 (Glaxo; Anm. 4.11.1964; GB-Prior. 13.7.1964, 29.9.1964).
DBP 1 795 610 (Glaxo; Anm. 4.11.1964; GB-Prior. 4.11.1963,13.7.1964, 29.9.1964).
COOH
CefaLotin
Pyndjn
Cefaloridin - Cefalotin С 165
D; Cepaloridin-Glaxo (Glaxo) Keflodin® (LiJly)
F: Ceporine® (Glaxo) Latorex® (Dukron)
Keflodin® (Lilly) Lauridin® (Crosara)
GB: Ceporin® (Glaxo) Sasperin® (Schiapparelli)
I: Ceporin® (Glaxo) Sintoridyn® (ISF)
Ceproduc® (Glaxo)-Komb. J: Ceporan® (Torii)
Cefaclox® (Sigmatau)-Komb. CER® (Glaxo)
Diclocef® (Medici)-Komb. Keflodin® (Shionogi)
Dinasint® (Proter) USA: Loridine® (Lilly)
Cefalotin 153-61-7 Antibioticum
(Cephalotin) 58-71-9 Na-Salz
3-(hydroxymethyl)-8-oxo-7-[2-(2-thienyl)acetamido]-5-thia-l-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, O-acetate
,'sN^CH2-C0-a
2-Thienylacetyl-
chiond
CH2-0-C0-CH3
соон
7-Aminocephalosporansaure
I (r^-CH2-CO-NH-b-j'S>
| o^~Nv'r сн2—0-C0-CH3
COOH
Cefalotin
DOT2,44 (1966); 12,175 (1976).
Belg-P 618 663 (Eli Lilly; Anm. 7.6.1962; USA-Prior. 8.6.1961).
DAS 1670 641 (Lilly; Anm. 23.11.1967; USA-Prior. 23.11.1966).
DOS 2 730 579 (Pierrel S.p.A.; Anm. 6.7.1977; GB-Prior. 10.7.1976). Acylierung iiber Silyl-Derivate von 7-AminocephaIosporansaure:
DOS 1942454 (Lilly; Anm. 20.8.1969; USA-Prior. 23.8.1968).
Acylierung iiber 1,3,2-Dioxaboranyl-Derivate:
DOS 2 755 902 (Dobfar; Anm. 15.12.1977; I-Prior. 16.12.1976). Totalsynthese:
R. W. Ratcliffe, G. B. Christensen, Tetrahedron Lett. 1973, 4649.
„Leicht losliche Form“ fiir parenterale Applikation durch Gefriertrocknung: USP 4029655 (Lilly;ert. 14.6.1977; Anm. 11.4Л975).
USP 4132 848 (Lilly; ert. 2.1.1979; Prior. 3.11.1977).
DOS 2 752 442 (Lilly; Anm. 24.11.1977).
Kristallines, steriles Praparat fiir parenterale Anwendung:
USP 4029 655 (Lilly; ert. 14.6.1977; Anm. 11.4.1975).
D:
GB.
I:
Cephalotin (Lilly) Cepovenin® (Hoechst) Cefalotine Glaxo (Glaxo) Keflin® (Lilly)
Keflin® (Lilly)
Cefalotin Glaxo (Glaxo) Keflin® (Lilly)
J: Cephation® (Mei ji)
CET® (Glaxo)
Coaxin® (Tobishi)
Keflin® (Shionogi)
Restin'® (Ono)
Sodium Cephalotin (Green Cross) Sucira N® (Mohan)
Synclotin® (Toyo Jozo) Toricelocin® (Torii)
USA: Keflin® (Lilly)
166 С Cefamandol
Cefamandol 34444-01-4 Antibioticum
42540-40-9 O-Formyl-Derivat
7-D-mandelamido-3-[[(l-methyl-lff-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-l-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
н н s
HCOOH + HzN I "I
qJ-N vj^CHz_ 0_ CQ _СНз
COOH
Ameisen- 7-Aminocephalosporansaure saure
% ^ S
/-NH-НГ 'I
H 0 N^fxH2-0-CO-CH3 COOH
7-Formamfdocephalosporansaure
CH3
S-A TU 'pH 6,9
2. HClc
i. 1-Methyl-1W-tetrazol-5-thiol (5-Mercapto-1-methyl-lW-tttraioi ),Na-Sa(z
H2N
COOH
H3C
N
CH2— S —
Vl—N
7-Amino-3-( 1-methyl-1,2,3, i-tetrazol-5-yl)-thiomethyl-3-c&pbem-&-carbonsaure
/NaHCOj/pH 6,8
^^>-CH-C
o-Arhydro-O-carD-oxymandelsajre !aus 0'(-)-Mandel-saure und Phosgen)
-NH-j-j- ", Q^NY^CHr
COOH
H3C
,n'N
‘S_^ w M-N
DOF2, 646(1977).
DOT 12,177 (1976); 14,151 (1978).
USP 3 641021 (Lilly; ert. 8.2.1972; Anm. 18.4.1969).
DBP 2018 600 (Lilly; Anm. 17.4.1970; USA-Prior. 18.4.1969).
DAS 2 065 621 (Lilly; Anm. 17.4.1970; USA-Prior. 18.4.1969).
USP 3 840531 (Lilly; ert. 8.10.1974; Anm. 21.3.1972).
USP 3 903 278 (Smith Kline Corp.; ert. 2.9.1975; Prior. 4.11.1971). DOS 2730 579 (Pierrel S.p.A.; Anm. 6.7.1977; GB-Prior. 10.7.1976). Herstellung und/oder Reinigung iiber die Trimethylsilyl-Derivate: DOS 2 711095 (Lilly; Anm. 14.3.1977; US-Prior. 17.3.1976). Reinigung:
USP 4115 644 (Lilly; ert. 19.9.1978; Anm. 19.9.1978).
DOS 2 839670 (Lilly; Anm. 12.9.1978; USA-Prior. 19.9.1977). Kristall. Na-Salz:
USP 4 054 738 (Lilly; ert. 18.10.1977; Anm. 22.12.1975).
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