Erythromycin ethylsuccinate E 77 1 CH3 erythromycin propionyl chloride CH3 erythromycin monopropionate I loury1 sulfate Erythromycin estolate References: US 3 000 874 Eli Lilly; 1
Trang 1Erythromycin ethylsuccinate E 77 1
CH3
erythromycin propionyl
chloride
CH3
erythromycin monopropionate (I)
loury1 sulfate Erythromycin estolate
Reference(s):
US 3 000 874 (Eli Lilly; 19.9.1961; prior 8.4.1959)
DE 1 114 499 (Eli Lilly; 27.6.1959)
Formulation(s): - cleavable tabl 125 mg, 250 mg; cps 250 mg; susp 125 mg15 rnl, 250 mg15 ml; syrup 250 mg
(base equivalent)
Trade Name(s):
Neo-Eryclnurn (Schering); F: Propiocine (Roussel); wfm Stellamicina (Pierrel)
GB: Ilosone (Lilly)
Erythromycin ethylsuccinate ATC: D 10AF02; D10AF52; JO1 FA01 ;
SOlAA17 Use: antibiotic RN: 1264-62-6 MF: C,,H7SN0,, MW: 862.06 EINECS: 2 15-033-8
LD,,,: >10 g k g (M, p.0.)
CN: erythromycin 2'-(ethyl butanedioate)
Trang 2772 E Erythromycin gluceptate
No2C0, ocetone _,
erythromycin ethyl succinyl
chloride
Reference(s):
DE 1 121 056 (Abbott; appl 1957; USA-prior 1956)
chewing tablets:
DOS 2 758 942 (Abbott; appl 30.12.1977)
Erythromycin ethylsuccinote
Formulation(s): f c tabl 400 mg; powder 1 gl4.5 g; susp 125 mg15 ml; syrup 100 mg15 ml, 200 mg/5 ml, 400
mg15 ml, 600 mg15 ml (base equivalent)
Trade Narne(s):
D: Dura Erythromycin 1000
Granulat (durachemie)
Durapaediat (durachemie) GB:
Erythrocin Granulat/-
Ampullen (Abbott)
Erythromycin-ratiopharm
Monomycin (Griinenthal)
Paediathrocin (Abbott)
combination preparations
F: Abboticine (Abbott)
Ery 125 e 250 (Bouchara)
Erycocci (Pharmafarm)
Erythrocine (Abbott)
Erythrogram (Pharma 2000)
Arpimycin (Rozemont) Erymin (Elan) Erythrocin I M (Abbott) Erythroped A (Abbott) Eritrocina (Abbott) Eritroger bustine (Isnardi);
wfm Neobalsamocetina sosp
(Alfa Farm.)-comb.; wfm Proterytrin (Proter); wfm Proterytrin cps e i.m
(Proter); wfm
Rossomicina sosp (Pierrel); wfm Eryromycen (Kissei) Ery throcin (Abbott- Dainippon) Erythro ES (Sankyo) Erythromycin ES (Taito Pfizer)
Esinol (Toyama) Evesin (Torii) USA: E.E.S (Abbott) Eryped (Abbott) Eryzole (Alra) Pediazole (Ross)
Erythromycin gluceptate
(Erythromycin glucoheptonate)
ATC: JOIFAOI; SOlAA17 Use: antibiotic
RN: 23067- 13-2 MF: C,,H,,NO,, C7H,,08 MW: 960.12 EINECS: 245-407-6
LD,,,: 453 mglkg (M, i.v.);
288 mglkg (R, i.v.)
CN: D-glycero-D-gulo-heptonic acid compd with erythromycin (1:l)
Trang 3Erythromycin lactobionate E 773
erythromycin
COOH
CH3
Erythromycin gluceptote
Reference(s):
US 2 852 429 (Lilly; 1958; appl 1953)
DE 941 640 (Lilly ; appl 1954; USA-prior 1953)
Formulation(s): vial 1 g (base equivalent)
Trade Name(s):
D: Erycinum Trockensubstanz USA: Ilotycin gluceptate (Dista)
(Schering); wfm
Use: antibiotic RN: 3847-29-8 MF: C37H67N013 C,2H22012 MW: 1092.23 EINECS: 223-348-7
LD,,: 735 mglkg (M, i.p.1
CN: 4-O-P-D-galactopyranosyl-D-gluconic acid compd with erythromycin (1:l)
COOH
Trang 4774 E Erythromycin monopropionate mercaptosuccinate
COOH
Erythromycin loctobionote
Rej'ers~lce(s):
U S 2 761 859 (Abbott; 1956; appl 1953)
Fonnulntion(s): vial 500 mg, 1000 mg (base equivalent)
Trade Narne(s):
D: Erythrocin I.V (Abbott) I: Eritro (Forrnulario Naz.)
GB: Erythrocin I.V J: Erythromycin (Santen)
Lactobionate (Abbott); USA: Erythrocin Lactobionate-
(RV- I I )
RN: 84252-06-2 MF: C,oH,INO,, C,H,O,S MW: 940.16
LD,,,: >3000 mglkg (M, p.0.)
CN: erythromycin-2'-propanoate ~nercaptobutanedioate (I : I )
mercaptosuccinate
EP 57 489 (Pierrel; appl 2.1.1982; F-prior 2.2 I98 I)
EP 174 395 (Pierrel; appl 2.1.1982; F-prior 2.2.1982)
US 4 476 120 (Refarmed; 10.9.1984; appl 2.2.1982; I-prior: 2.2.1 98 1)
Fonnulation(s): gran 200 mg; tabl 500 rng
Trang 5Erythromycin stearate E 775
Trade Name(s):
I: Zalig (Pierrel; 1989)
Use: antib~otic RN: 97327-17-8 MF: C,,H,,,NO,, MW 1000.41
LD5,: 31 12 mg/kg (M, p a )
CN: erythromycin 2'-octadecanoate
CH3
erythromycin
0
0
stearoyl chloride
CH3
Erythromycin stearate
Reference(s):
US 2 862 921 (Upjohn; 1958; appl 1953)
Formulation(s): f c tabl 250 mg, 500 mg
Trade Name(s):
Erythromycin steorote
I
D: Dura Erythromycin Emestid 500 (Abbott); wfm J: Erythrocin (Abbott-
Erythrocin Filmtabletten I: Eritrocina Cpr (Abbott) USA: Erythrocin Stearate
Trang 6776 E Escin
Escin
(Aescin)
ATC: COSCX; C05CX01 Use: anti-inflammatory (inhibition of edema formation and decrease of vesscl fragility), vein therapeutic RN: 6805-41-0 MF: C,,H,,O,, MW: 1101.24 EINECS: 229-880-6
LD,,,: 6.7 mglkg (M, i.p.); 2 m g k g (M, i.v.); 165 mglkg (M, p.0.); 38.59 mglkg (M, s.c.);
10.15 mglkg (R,i.p.); 16OOglkg (R,i.v.); 833 mglkg (R, p.0.): 150mg/kg(R, s.c.)
CN: 3,s-epoxypicene escin deriv
sodium salt
RN: 20977-05-3 MF: unspecified MW: unspecified EINECS: 244-133-4
LD,,,: 8299 pglkg (M, i.p.); 4730 m g k g (M, i.v.); 134 m g k g (M, p.0.); 92.53 mglkg (M, s.c.);
91 80 pglkg (R, i.p.); 8131 pglkg (R, i.v.); 400 mglkg (R, p.0.); 131 mglkg (R, s.c.);
91 30 ~ g l k g (g p., i.v.);
5 mglkg (rabbit, i.v.)
0 CH,
K
0
Escin
Extraction of Aesculus hippocustunurn L (horse-chestnut) and purification on cation-exchanger (H+-form), resp
precipitation with cholesterol
Reference(s):
extraction and puri,fication:
DE 916 664 (Riedel-de Haen; appl 1952)
DE 950 027 (Klinge; appl 195 1)
DAS 1 034 816 (VEB Arzneimittelwerk Dresden; appl 1955)
DAS 1 045 597 (Dr W Schwabe; appl 1953)
GB 820 787 (Klinge; appl 1956)
GB 820 788 (Klinge; appl 1956)
DE 1 058 208 (Klinge; appl 1953)
DAS 1 095 989 (Madaus; appl 11.3.1959)
US 3 163 636 (Klinge; 29.12.1964; D-prior 14.6.1960)
DAS 1 182 385 (Chem Fabrik Tempelhof; appl 29.1.1962)
US 3 238 190 (Madaus; 1.3.1966; prior 31.1.1961, 23.10.1963)
DOS 1 6 1 7 570 (J Klosa; appl 13.4.1967)
DOS 1 617 581 (Knoll; appl 11.8.1967)
DAS 1 6 1 7 413 (Klinge; appl 31.8.1967)
DE 1 667 884 (Knoll; appl 20.1.1968)
DOS 1 902 608 (Nattermann; appl 20.1.1969; A-prior 31.5.1968)
DOS 2 339 760 (Klinge; appl 6.8.1973)
DAS 2 733 204 (LEK; appl 22.7.1977; YU-prior 12.8.1976)
Trang 7Esmolol E 777
"water soluble" (X-ray amorphous) escin:
DE 1 282 852 (Madaus; appl 14.12.1962)
DOS 1 902 609 (Nattermann; appl 20.1.1969)
DOS 2 257 755 (LEK; appl 24.11.1972; YU-prior 6.12.1971)
GB 1 550 845 (Madaus; appl 7.7.1976; D-prior 11.7.1975)
separation of a- and p-escin:
DAS 1 125 117 (Klinge; appl 14.6.1960)
US 3 110 71 1 (Klinge; 12.1 1.1963; D-prior 14.6.1960)
conversion of p- into a-escin:
US 3 450 691 (Klinge; 17.6.1969; appl 7.6.1967)
Formulation(s): amp 5 mg (as sodium salt); cps 2 mg; drg 10 mg, 15 mg, 20 mg; gel 1 gI100 g-comb.; s r
drg 40 mg
Trade Narne(s):
D: Essaven (Nattermann)
comb
Galleb forte (Hoyer)-comb
Heweven (Hevert)-comb
Opino, Gel (Troponwerke)-
comb
Opino retard
(Troponwerke)-comb
Opino spezial
(Troponwerke)-comb
Pe-Ce Ven (Terra-Bio-
Chemie)-comb
Proveno (Madam)-comb
Reparil (Madaus)
Revicain (Wiedemann)-
comb
Veno Kattwiga (Kattwiga)- comb
Venoplant (Schwabe)- comb
Venostasin (K1inge)-comb
F: Flogencyl (Parke Davis) Reparil (Madaus) numerous combination preparations
I: Bres (Farmacologico J:
Milanese)-comb
Dermocinetic (1rbi)-comb
Essaven (Nattermann)- comb
Etascin (Rorer)-comb
Opino (Bayropharm)- comb
Premium (SIT)-comb Rectoreparil (IB1)-comb Reparil (1BI)-comb Somatoline (Manetti Roberts)-comb
Tioscina (Inverni della Beffa)-comb
Tochief (Ohta) Tochikinon (Toho) Yochimin (Choseido- Seiyaku)
Use: anti-arrhythmic, P-adrenoceptor antagonist, perioperative prophylactic use in supraventricular tachycardia RN: 81147-92-4 MF: C,,H,,NO, MW: 295.38
hydrochIoride
RN: 81 161-17-3 MF: C,,H,sNO, HCl MW: 331.84
LD,,: 93 mgkg (M, i.v.);
71 mgkg (R, i.v.);
32 mgkg (dog, i.v.)
methyl 3-(4-hydroxy- epichloro- methyl 3-[4-(2.3-epoxy-
Trang 8778 E Estazolam
Reference(s):
EP 41 491 (Hassle; appl 27.5.1981 ; S-prior 2.6.1980)
EP 53 435 (American Hospital Supply; appl 29.10.1981; USA-prior 28.1 1.1980)
Erhardt, P.W et al.: J Med Chem (JMCMAR) 25, 1408 (1982)
US 4 387 103 (American Hospital Supply; 7.6.1983; prior 28.1 1.1980)
H C NH2
CH3
isopropylornine
injectable,formulation:
US 4 857 552 (Du Pont; 15.8.1989; prior 8.6.1988)
US 4 593 119 (American Hospital Supply; 3.6.1986; prior 28.1 1.1980)
OH H~C~#,.)-,,O
CH3
Esrnolol
alternative synthesis:
ES 549 138 (Sune Coma; appl 21.1 1.1985)
Formulation(s): amp 2.5 g110 ml; vial 100 mg/lO ml (as hydrochloride)
Trade Name(s):
D: Brevibloc (Baxter) F: Brevibloc (Isotec; 1989) USA: Brevibloc (Ohmeda; 1987)
Use: hypnotic, sedative, tranquilizer RN: 29975-16-4 MF: C,,Hl1ClN4 MW: 294.75 EINECS: 249-982-4
LD,,,: 600 mglkg (M, p.0.);
2500 mglkg (R, p.0.)
2-omino-5-chloro- ominooceto-
benzophenone (I) nitrile
formic I Estazo~am I
Trang 9Estradiol E 779
pyridine
I + H,N+O'-'~~~ O H C I ,
0
glycine ethyl ester
hydrochloride
d phosphorus(V)
sulfide
h y d r o - l H - l 4 - benzodiozepine
Estozolam
1
US 3 701 782 (Upjohn; 3 1.10.1972; prior 10.2.1972)
Hester, J.B eta].: J Med Chern (JMCMAR) 14, 1078 (1971)
US 4 116 956 (Takeda; 26.9.1978; J-prior 5.1 1.1968, 17.12.1968,25.12.1968, 13.2.1968)
DOS 1 955 349 (Takeda; appl 4.1 1.1969; J-prior 5.1 1.1968)
DOS 1 965 894 (Takeda; appl 4.1 1.1969; J-prior 5.1 1.1968, 17.12.1968, 25.12.1968, 13.2.1969)
DOS 2 012 190 (Upjohn; appl 14.3.1970; USA-prior 17.3.1969)
US 3 987 052 (Upjohn; 19.10.1976; prior 17.3.1969, 29.10.1969)
DOS 2 114 441 (Takeda; appl 25.3.1971; J-prior 27.3.1970, 23.4.1970,28.5.1970)
US 4 102 881 (Takeda; 25.7.1978; J-prior 27.3.1970, 23.4.1970,28.5.1970)
DOS 2 302 525 (Upjohn; appl 19.1.1973; USA-prior 31.1.1972)
review:
Schulte, E.: Dtsch Apoth Ztg (DAZEA2) 115, 1253, 1828 (1975)
Formulation(s): tabl 1 rng, 2 mg
Trade Narnefs):
F: Nuctalon (Cassenne; 1978) I: Esilgan (Cyanamid; 1983); J: Eurodin (Takeda; 1975)
Estradiol
(Oestradiol)
ATC: G03CA03 Usc: estrogen RN: 50-28-2 MF: CL8H2,02 MW: 272.39 EINECS: 200-023-8
Trang 10780 E Estradiol
1 H,, Pt
1 H, Raney-Ni
2 benroyl chloride
2 KOH CH,OH
3 Cr0, CH,COOH
4 KOH
bromine
collidine
d 11
Reference(s):
a Ehrhart, Ruschig, 111, 317
US 2 096 744 (Schermg Corp.; 1937; D-prior 1932)
DRP 698 796 (Schering AG; appl 1932)
b lnhoffen, H.H.; Zuhlbdorff, G Ber Dtsch Chcm Ges (BDCGAS) 74, 1911 (1941)
US 2 361 847 (Schering Corp 1944; D-prior 1937)
Ullmanns Encykl Tech Chem., 3 Aufl., Vol 8,657
starring material:
The Merck Index, 12th Ed., 630 (1996)
alternative syntheses:
GB 485 388 (Lab Franq de Chimiothtrapie; appl 1936)
US 2 225 419 (Schering Corp.; 1940; D-prior 1937)
US 3 128 238 (Lilly; 7.4.1974; appl 14.9.1962)
total synthesis:
Eder, U et al.: Chem Ber (CHBEAM) 109, 2948 (1976)
Formulation(s): gel 0.5 mglg, 1 mglg; tabl 2 mg, 4 mg; transdermal plaster 0.75 mg, 1.5 mg, 2 mg, 3 mg,
4 mg, 8 mg; vaginal tabl 0.025 mg
Trade Name(s):
D: Aknefug Emulsion (Wo1ff)-
comb
Cerella (Asche)
Crinohermal fem
(Herma1)-comb
Cutanum (Jenapharm)
DERMESTRIL
(Opfermann)
Estracomb 7TS (Novartis
Pharma)-comb
Estraderm (Novartis
Pharma)
Estramon (Hexal) Estrifam I-forte (Novo Nordisk; RhGne-Poulenc Rorer)
ESTRING (Pharmacia &
Upjohn) Evorel (Janssen-Cilag) Fem7 (Merck) Kliogest (Novo Nordisk;
Rh6ne-Poulenc Rorer)- comb
Linoladiol (Wo1ff)-comb
Linoladiol-H (Wo1ff)- comb
Menorest (Novo Nordisk; RhBne-Poulenc Rorer) Osmil (Novartis Pharma)- comb
Sandrena (Organon) Sisare Gel (Nourypharma) Tradelia (Sanofi Winthrop) Trisequens (Novo Nordisk; Rh6ne-Poulenc Rarer)-
comb