NO318378B1 - Fremgangsmate for fremstilling av ostrogener fra hoppeurin - Google Patents

Fremgangsmate for fremstilling av ostrogener fra hoppeurin Download PDF

Info

Publication number: NO318378B1
Authority: NO; Norway
Prior art keywords: urine; silica gel; mixture; water; conjugated estrogens
Prior art date: 1996-08-30

Application number

NO19990953A

Other languages

English (en)

Norwegian (no)

Other versions

NO990953L (no

NO990953D0 (no

Inventor

Ivan Ban

Heinz-Helmer Rasche

Henning Heinemann

Friedrich Borchers

Original Assignee

Abbott Products Gmbh

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1996-08-30

Filing date

1999-02-26

Publication date

2005-03-14

1999-02-26 Application filed by Abbott Products Gmbh filed Critical Abbott Products Gmbh

1999-02-26 Publication of NO990953L publication Critical patent/NO990953L/no

1999-02-26 Publication of NO990953D0 publication Critical patent/NO990953D0/no

2005-03-14 Publication of NO318378B1 publication Critical patent/NO318378B1/no

Links

210000002700 urine Anatomy 0.000 title claims abstract description 57
238000000034 method Methods 0.000 title claims description 32
238000002360 preparation method Methods 0.000 title claims description 5
239000000262 estrogen Substances 0.000 title abstract description 38
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 65
239000000741 silica gel Substances 0.000 claims abstract description 48
229910002027 silica gel Inorganic materials 0.000 claims abstract description 48
239000000203 mixture Substances 0.000 claims abstract description 44
239000007788 liquid Substances 0.000 claims abstract description 22
239000007787 solid Substances 0.000 claims abstract description 14
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 14
-1 aliphatic ketones Chemical class 0.000 claims abstract description 13
238000005406 washing Methods 0.000 claims abstract description 10
239000012465 retentate Substances 0.000 claims abstract description 9
239000012141 concentrate Substances 0.000 claims abstract description 7
239000012062 aqueous buffer Substances 0.000 claims abstract description 6
238000005374 membrane filtration Methods 0.000 claims abstract description 6
239000011260 aqueous acid Substances 0.000 claims abstract description 4
150000002170 ethers Chemical class 0.000 claims abstract description 4
229940035811 conjugated estrogen Drugs 0.000 claims description 41
239000012530 fluid Substances 0.000 claims description 28
239000000243 solution Substances 0.000 claims description 20
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 18
238000010828 elution Methods 0.000 claims description 14
230000002485 urinary effect Effects 0.000 claims description 11
238000001179 sorption measurement Methods 0.000 claims description 10
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 9
239000000470 constituent Substances 0.000 claims description 8
239000003960 organic solvent Substances 0.000 claims description 8
239000002253 acid Substances 0.000 claims description 5
210000003097 mucus Anatomy 0.000 claims description 4
239000008351 acetate buffer Substances 0.000 claims description 3
238000003795 desorption Methods 0.000 claims description 3
239000007864 aqueous solution Substances 0.000 claims description 2
238000003776 cleavage reaction Methods 0.000 claims description 2
239000003480 eluent Substances 0.000 claims description 2
230000007017 scission Effects 0.000 claims description 2
ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 claims 1
125000000686 lactone group Chemical group 0.000 claims 1
239000000499 gel Substances 0.000 abstract description 11
239000002904 solvent Substances 0.000 abstract description 4
238000011084 recovery Methods 0.000 abstract description 2
150000001298 alcohols Chemical class 0.000 abstract 1
235000013824 polyphenols Nutrition 0.000 abstract 1
229940011871 estrogen Drugs 0.000 description 24
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 10
239000002585 base Substances 0.000 description 10
238000004128 high performance liquid chromatography Methods 0.000 description 8
HVDGDHBAMCBBLR-UHFFFAOYSA-N enterolactone Chemical compound OC1=CC=CC(CC2C(C(=O)OC2)CC=2C=C(O)C=CC=2)=C1 HVDGDHBAMCBBLR-UHFFFAOYSA-N 0.000 description 7
239000000377 silicon dioxide Substances 0.000 description 7
239000000126 substance Substances 0.000 description 7
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
238000004519 manufacturing process Methods 0.000 description 6
235000011121 sodium hydroxide Nutrition 0.000 description 6
JKKFKPJIXZFSSB-CBZIJGRNSA-N estrone 3-sulfate Chemical compound OS(=O)(=O)OC1=CC=C2[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CCC2=C1 JKKFKPJIXZFSSB-CBZIJGRNSA-N 0.000 description 5
238000000926 separation method Methods 0.000 description 5
QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 4
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
229930003836 cresol Natural products 0.000 description 4
239000003814 drug Substances 0.000 description 4
238000002955 isolation Methods 0.000 description 4
XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 3
230000015572 biosynthetic process Effects 0.000 description 3
150000001896 cresols Chemical class 0.000 description 3
239000000284 extract Substances 0.000 description 3
238000000605 extraction Methods 0.000 description 3
238000001914 filtration Methods 0.000 description 3
230000002209 hydrophobic effect Effects 0.000 description 3
239000011347 resin Substances 0.000 description 3
229920005989 resin Polymers 0.000 description 3
150000003467 sulfuric acid derivatives Chemical class 0.000 description 3
238000011282 treatment Methods 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Chemical compound OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
238000004458 analytical method Methods 0.000 description 2
125000004432 carbon atom Chemical group C* 0.000 description 2
229920001577 copolymer Polymers 0.000 description 2
SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 2
IJKVHSBPTUYDLN-UHFFFAOYSA-N dihydroxy(oxo)silane Chemical compound O[Si](O)=O IJKVHSBPTUYDLN-UHFFFAOYSA-N 0.000 description 2
UBHZUDXTHNMNLD-UHFFFAOYSA-N dimethylsilane Chemical class C[SiH2]C UBHZUDXTHNMNLD-UHFFFAOYSA-N 0.000 description 2
239000000839 emulsion Substances 0.000 description 2
238000011049 filling Methods 0.000 description 2
125000000524 functional group Chemical group 0.000 description 2
238000004817 gas chromatography Methods 0.000 description 2
239000012528 membrane Substances 0.000 description 2
238000001471 micro-filtration Methods 0.000 description 2
238000002414 normal-phase solid-phase extraction Methods 0.000 description 2
YTJSFYQNRXLOIC-UHFFFAOYSA-N octadecylsilane Chemical group CCCCCCCCCCCCCCCCCC[SiH3] YTJSFYQNRXLOIC-UHFFFAOYSA-N 0.000 description 2
150000007530 organic bases Chemical class 0.000 description 2
239000000546 pharmaceutical excipient Substances 0.000 description 2
239000012071 phase Substances 0.000 description 2
239000003755 preservative agent Substances 0.000 description 2
239000000047 product Substances 0.000 description 2
230000008929 regeneration Effects 0.000 description 2
238000011069 regeneration method Methods 0.000 description 2
239000004576 sand Substances 0.000 description 2
239000008247 solid mixture Substances 0.000 description 2
238000000638 solvent extraction Methods 0.000 description 2
238000001694 spray drying Methods 0.000 description 2
239000007858 starting material Substances 0.000 description 2
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
NNJPGOLRFBJNIW-HNNXBMFYSA-N (-)-demecolcine Chemical compound C1=C(OC)C(=O)C=C2[C@@H](NC)CCC3=CC(OC)=C(OC)C(OC)=C3C2=C1 NNJPGOLRFBJNIW-HNNXBMFYSA-N 0.000 description 1
229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
JKKFKPJIXZFSSB-UHFFFAOYSA-N 1,3,5(10)-estratrien-17-one 3-sulfate Natural products OS(=O)(=O)OC1=CC=C2C3CCC(C)(C(CC4)=O)C4C3CCC2=C1 JKKFKPJIXZFSSB-UHFFFAOYSA-N 0.000 description 1
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
BNHGVULTSGNVIX-UHFFFAOYSA-N 1-(2-ethoxyethoxy)ethanol Chemical compound CCOCCOC(C)O BNHGVULTSGNVIX-UHFFFAOYSA-N 0.000 description 1
206010003439 Artificial menopause Diseases 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
238000005903 acid hydrolysis reaction Methods 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
229910000272 alkali metal oxide Inorganic materials 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
125000005233 alkylalcohol group Chemical group 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
239000003957 anion exchange resin Substances 0.000 description 1
150000001450 anions Chemical class 0.000 description 1
230000000844 anti-bacterial effect Effects 0.000 description 1
239000006286 aqueous extract Substances 0.000 description 1
239000003899 bactericide agent Substances 0.000 description 1
230000009286 beneficial effect Effects 0.000 description 1
239000013060 biological fluid Substances 0.000 description 1
239000012620 biological material Substances 0.000 description 1
239000007853 buffer solution Substances 0.000 description 1
239000002775 capsule Substances 0.000 description 1
239000004202 carbamide Substances 0.000 description 1
150000001735 carboxylic acids Chemical class 0.000 description 1
239000000969 carrier Substances 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
235000010980 cellulose Nutrition 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
150000004292 cyclic ethers Chemical class 0.000 description 1
HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
238000010908 decantation Methods 0.000 description 1
RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 description 1
239000002552 dosage form Substances 0.000 description 1
239000008298 dragée Substances 0.000 description 1
239000003937 drug carrier Substances 0.000 description 1
VUCAHVBMSFIGAI-ZFINNJDLSA-M estrone sodium sulfate Chemical compound [Na+].[O-]S(=O)(=O)OC1=CC=C2[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CCC2=C1 VUCAHVBMSFIGAI-ZFINNJDLSA-M 0.000 description 1
STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Chemical compound CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
239000006260 foam Substances 0.000 description 1
230000002070 germicidal effect Effects 0.000 description 1
238000002657 hormone replacement therapy Methods 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
150000007529 inorganic bases Chemical class 0.000 description 1
230000003993 interaction Effects 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
239000003446 ligand Substances 0.000 description 1
238000004949 mass spectrometry Methods 0.000 description 1
230000009245 menopause Effects 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
238000001728 nano-filtration Methods 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
239000002245 particle Substances 0.000 description 1
229940124531 pharmaceutical excipient Drugs 0.000 description 1
238000005191 phase separation Methods 0.000 description 1
229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
229920000768 polyamine Polymers 0.000 description 1
239000011148 porous material Substances 0.000 description 1
239000002243 precursor Substances 0.000 description 1
238000011321 prophylaxis Methods 0.000 description 1
238000000746 purification Methods 0.000 description 1
238000011002 quantification Methods 0.000 description 1
125000001453 quaternary ammonium group Chemical group 0.000 description 1
230000001105 regulatory effect Effects 0.000 description 1
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 1
239000013049 sediment Substances 0.000 description 1
239000001632 sodium acetate Substances 0.000 description 1
235000017281 sodium acetate Nutrition 0.000 description 1
239000007974 sodium acetate buffer Substances 0.000 description 1
229960000747 sodium estrone sulfate Drugs 0.000 description 1
239000012265 solid product Substances 0.000 description 1
239000011877 solvent mixture Substances 0.000 description 1
239000002594 sorbent Substances 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
238000003756 stirring Methods 0.000 description 1
229910021653 sulphate ion Inorganic materials 0.000 description 1
239000003826 tablet Substances 0.000 description 1
239000007885 tablet disintegrant Substances 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
238000000108 ultra-filtration Methods 0.000 description 1
239000003643 water by type Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J75/00—Processes for the preparation of steroids in general
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K35/00—Medicinal preparations containing materials or reaction products thereof with undetermined constitution
- A61K35/12—Materials from mammals; Compositions comprising non-specified tissues or cells; Compositions comprising non-embryonic stem cells; Genetically modified cells
- A61K35/22—Urine; Urinary tract, e.g. kidney or bladder; Intraglomerular mesangial cells; Renal mesenchymal cells; Adrenal gland
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/12—Drugs for genital or sexual disorders; Contraceptives for climacteric disorders
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
- A61P5/30—Oestrogens

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
General Health & Medical Sciences (AREA)
Organic Chemistry (AREA)
Medicinal Chemistry (AREA)
Pharmacology & Pharmacy (AREA)
Animal Behavior & Ethology (AREA)
Engineering & Computer Science (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Cell Biology (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Endocrinology (AREA)
Bioinformatics & Cheminformatics (AREA)
Biomedical Technology (AREA)
Virology (AREA)
Urology & Nephrology (AREA)
Diabetes (AREA)
Biotechnology (AREA)
Developmental Biology & Embryology (AREA)
Immunology (AREA)
Reproductive Health (AREA)
Zoology (AREA)
Epidemiology (AREA)
Steroid Compounds (AREA)
Medicines Containing Material From Animals Or Micro-Organisms (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Peptides Or Proteins (AREA)
Compounds Of Unknown Constitution (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Medicines Containing Plant Substances (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Investigating Or Analysing Biological Materials (AREA)
Vehicle Interior And Exterior Ornaments, Soundproofing, And Insulation (AREA)
Organic Insulating Materials (AREA)
Saccharide Compounds (AREA)
Silicon Compounds (AREA)

NO19990953A 1996-08-30 1999-02-26 Fremgangsmate for fremstilling av ostrogener fra hoppeurin NO318378B1 (no)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
PCT/EP1996/003819 WO1998008525A1 (de)	1996-08-30	1996-08-30	Prozess zur gewinnung von oestrogenen aus stutenharn

Publications (3)

Publication Number	Publication Date
NO990953L NO990953L (no)	1999-02-26
NO990953D0 NO990953D0 (no)	1999-02-26
NO318378B1 true NO318378B1 (no)	2005-03-14

Family

ID=8166299

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO19990953A NO318378B1 (no)	1996-08-30	1999-02-26	Fremgangsmate for fremstilling av ostrogener fra hoppeurin

Country Status (16)

Country	Link
EP (1)	EP0927040B1 (cs)
JP (1)	JP4125788B2 (cs)
AT (1)	ATE264110T1 (cs)
AU (1)	AU722084B2 (cs)
CA (1)	CA2263904C (cs)
CZ (1)	CZ298762B6 (cs)
DE (3)	DE59610986D1 (cs)
DK (1)	DK0927040T3 (cs)
ES (1)	ES2219697T3 (cs)
HU (1)	HU228765B1 (cs)
IL (1)	IL128671A (cs)
NO (1)	NO318378B1 (cs)
PL (1)	PL185920B1 (cs)
PT (1)	PT927040E (cs)
SK (1)	SK281367B6 (cs)
WO (1)	WO1998008525A1 (cs)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE10037389A1 (de) *	2000-08-01	2002-02-14	Solvay Pharm Gmbh	Verfahren und Vorrichtung zur Anreicherung und Stabilisierung von konjugierten Oestrogenen aus Stutenharn
DE10159161A1 (de)	2001-12-01	2003-06-18	Solvay Pharm Gmbh	Verfahren zur Gewinnung von Oestrogenen aus Stutenharn
TWI252111B (en)	2001-12-14	2006-04-01	Solvay Pharm Gmbh	Matrix film tablet with controlled release of a natural mixture of conjugated estrogens
TWI332400B (en)	2001-12-14	2010-11-01	Solvay Pharm Gmbh	Preformulation for the tableting of natural mixtures of conjugated estrogens
AR041121A1 (es) *	2002-10-11	2005-05-04	Solvay Pharm Gmbh	Procedimiento para la obtencion de una mezcla natural de estrogenos conjugados
US20040072814A1 (en)	2002-10-11	2004-04-15	Solvay Pharmaceuticals Gmbh	Method for obtaining a natural mixture of conjugated equine estrogens depleted in non-conjugated lipophilic compounds
CN1332973C (zh) *	2003-03-06	2007-08-22	深圳市海达克实业有限公司	结合态雌性激素的提取方法
CN100422206C (zh) *	2003-07-17	2008-10-01	索尔瓦药物有限公司	结合型马雌激素天然混合物的获取方法

1996
- 1996-08-30 HU HU9903670A patent/HU228765B1/hu not_active IP Right Cessation
- 1996-08-30 WO PCT/EP1996/003819 patent/WO1998008525A1/de not_active Ceased
- 1996-08-30 CZ CZ0059999A patent/CZ298762B6/cs not_active IP Right Cessation
- 1996-08-30 AU AU69856/96A patent/AU722084B2/en not_active Ceased
- 1996-08-30 DK DK96930986T patent/DK0927040T3/da active
- 1996-08-30 AT AT96930986T patent/ATE264110T1/de active
- 1996-08-30 SK SK244-99A patent/SK281367B6/sk not_active IP Right Cessation
- 1996-08-30 CA CA002263904A patent/CA2263904C/en not_active Expired - Fee Related
- 1996-08-30 DE DE59610986T patent/DE59610986D1/de not_active Expired - Lifetime
- 1996-08-30 IL IL12867196A patent/IL128671A/xx not_active IP Right Cessation
- 1996-08-30 PT PT96930986T patent/PT927040E/pt unknown
- 1996-08-30 ES ES96930986T patent/ES2219697T3/es not_active Expired - Lifetime
- 1996-08-30 JP JP51119498A patent/JP4125788B2/ja not_active Expired - Fee Related
- 1996-08-30 DE DE19681616D patent/DE19681616D2/de not_active Expired - Lifetime
- 1996-08-30 EP EP96930986A patent/EP0927040B1/de not_active Expired - Lifetime
- 1996-08-30 PL PL96331885A patent/PL185920B1/pl unknown
- 1996-08-30 DE DE19681616A patent/DE19681616B4/de not_active Expired - Fee Related
1999
- 1999-02-26 NO NO19990953A patent/NO318378B1/no not_active IP Right Cessation

Also Published As

Publication number	Publication date
PT927040E (pt)	2004-08-31
EP0927040B1 (de)	2004-04-14
SK281367B6 (sk)	2001-02-12
AU6985696A (en)	1998-03-19
CA2263904C (en)	2007-08-07
PL331885A1 (en)	1999-08-16
HUP9903670A3 (en)	2000-05-29
NO990953L (no)	1999-02-26
DE59610986D1 (de)	2004-05-19
EP0927040A1 (de)	1999-07-07
NO990953D0 (no)	1999-02-26
JP2000517309A (ja)	2000-12-26
WO1998008525A1 (de)	1998-03-05
HU228765B1 (hu)	2013-05-28
DE19681616D2 (de)	1999-09-30
CA2263904A1 (en)	1998-03-05
SK24499A3 (en)	1999-10-08
PL185920B1 (pl)	2003-08-29
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Publication	Publication Date	Title
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AU2002352161B2 (en)	2009-12-24	Method for obtaining oestrogen from mare urine
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JPH0421669B2 (cs)	1992-04-13
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HK1021884B (en)	2003-06-27	Method to obtain oestrogens from mare's urine
JPS6257637B2 (cs)	1987-12-02
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HK1091841B (en)	2009-06-12	Method for obtaining a natural mixture of conjugated equine estrogens