SI9520077A - Sterolni derivati uporabljeni za regulacijo mejoze - Google Patents

Sterolni derivati uporabljeni za regulacijo mejoze Download PDF

Info

Publication number: SI9520077A
Authority: SI; Slovenia
Prior art keywords: compound according; carbon atoms; group; compound; hydrogen
Prior art date: 1994-06-23

Application number

SI9520077A

Other languages

English (en)

Slovenian (sl)

Inventor

Anne Grete Byskov

Claus Yding Andersen

Lars Nordholm

Ole Wassmann

Ivan Verner Diers

Erling Guddal

Henning Thoegersen

Original Assignee

Novo Nordisk A/S

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.)

1994-06-23

Filing date

1995-06-23

Publication date

1998-06-30

1995-06-23 Application filed by Novo Nordisk A/S filed Critical Novo Nordisk A/S

1998-06-30 Publication of SI9520077A publication Critical patent/SI9520077A/sl

Links

230000018046 regulation of meiosis Effects 0.000 title claims description 7
229930182558 Sterol Natural products 0.000 title abstract description 11
150000003432 sterols Chemical class 0.000 title abstract description 11
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230000021121 meiosis Effects 0.000 claims abstract description 48
210000000287 oocyte Anatomy 0.000 claims abstract description 29
230000001105 regulatory effect Effects 0.000 claims abstract description 8
150000001875 compounds Chemical class 0.000 claims description 70
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 40
125000004432 carbon atom Chemical group C* 0.000 claims description 29
229910052739 hydrogen Inorganic materials 0.000 claims description 25
239000001257 hydrogen Substances 0.000 claims description 25
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 23
-1 nicotinoyl Chemical group 0.000 claims description 23
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229910052799 carbon Inorganic materials 0.000 claims description 4
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229910052736 halogen Inorganic materials 0.000 claims description 4
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125000004744 butyloxycarbonyl group Chemical group 0.000 claims description 3
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 3
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 3
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
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YQTCQNIPQMJNTI-UHFFFAOYSA-N 2,2-dimethylpropan-1-one Chemical group CC(C)(C)[C]=O YQTCQNIPQMJNTI-UHFFFAOYSA-N 0.000 claims description 2
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 2
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150000002431 hydrogen Chemical class 0.000 claims description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims description 2
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125000000217 alkyl group Chemical group 0.000 claims 3
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125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
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125000003710 aryl alkyl group Chemical group 0.000 claims 1
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OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
241000699670 Mus sp. Species 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
229930182555 Penicillin Natural products 0.000 description 1
JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 description 1
239000001888 Peptone Substances 0.000 description 1
108010080698 Peptones Proteins 0.000 description 1
108020004682 Single-Stranded DNA Proteins 0.000 description 1
DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
229920001615 Tragacanth Polymers 0.000 description 1
PUIDLBOGPALAES-WZKVZTQXSA-N [(8r,9r,10s,13r,14r,17r)-8,10,13,14-tetramethyl-17-[(2r)-6-methylhepta-4,6-dien-2-yl]-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-yl] acetate Chemical compound C1CC(OC(C)=O)CC2CC[C@@]3(C)[C@]4(C)CC[C@H]([C@@H](CC=CC(C)=C)C)[C@@]4(C)CC[C@@H]3[C@]21C PUIDLBOGPALAES-WZKVZTQXSA-N 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
230000009471 action Effects 0.000 description 1
239000011149 active material Substances 0.000 description 1
239000013543 active substance Substances 0.000 description 1
229960005305 adenosine Drugs 0.000 description 1
SMZOGRDCAXLAAR-UHFFFAOYSA-N aluminium isopropoxide Chemical compound [Al+3].CC(C)[O-].CC(C)[O-].CC(C)[O-] SMZOGRDCAXLAAR-UHFFFAOYSA-N 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 1
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
AZWXAPCAJCYGIA-UHFFFAOYSA-N bis(2-methylpropyl)alumane Chemical compound CC(C)C[AlH]CC(C)C AZWXAPCAJCYGIA-UHFFFAOYSA-N 0.000 description 1
229910000085 borane Inorganic materials 0.000 description 1
229940098773 bovine serum albumin Drugs 0.000 description 1
238000009395 breeding Methods 0.000 description 1
230000001488 breeding effect Effects 0.000 description 1
239000000872 buffer Substances 0.000 description 1
239000002775 capsule Substances 0.000 description 1
235000011089 carbon dioxide Nutrition 0.000 description 1
229910002091 carbon monoxide Inorganic materials 0.000 description 1
239000001768 carboxy methyl cellulose Substances 0.000 description 1
125000002843 carboxylic acid group Chemical group 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
230000023752 cell cycle switching, mitotic to meiotic cell cycle Effects 0.000 description 1
238000005119 centrifugation Methods 0.000 description 1
229920001429 chelating resin Polymers 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
235000012000 cholesterol Nutrition 0.000 description 1
229940110456 cocoa butter Drugs 0.000 description 1
235000019868 cocoa butter Nutrition 0.000 description 1
ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical class [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
230000008878 coupling Effects 0.000 description 1
238000010168 coupling process Methods 0.000 description 1
238000005859 coupling reaction Methods 0.000 description 1
210000004748 cultured cell Anatomy 0.000 description 1
210000001771 cumulus cell Anatomy 0.000 description 1
125000004122 cyclic group Chemical group 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
KXGVEGMKQFWNSR-LLQZFEROSA-N deoxycholic acid Chemical compound C([C@H]1CC2)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 KXGVEGMKQFWNSR-LLQZFEROSA-N 0.000 description 1
229960003964 deoxycholic acid Drugs 0.000 description 1
238000001514 detection method Methods 0.000 description 1
235000019425 dextrin Nutrition 0.000 description 1
230000004069 differentiation Effects 0.000 description 1
SIPUZPBQZHNSDW-UHFFFAOYSA-N diisobutylaluminium hydride Substances CC(C)C[Al]CC(C)C SIPUZPBQZHNSDW-UHFFFAOYSA-N 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
229940079593 drug Drugs 0.000 description 1
239000003937 drug carrier Substances 0.000 description 1
239000003480 eluent Substances 0.000 description 1
210000002257 embryonic structure Anatomy 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
239000003623 enhancer Substances 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 description 1
238000000605 extraction Methods 0.000 description 1
238000000855 fermentation Methods 0.000 description 1
230000004151 fermentation Effects 0.000 description 1
230000035558 fertility Effects 0.000 description 1
210000003754 fetus Anatomy 0.000 description 1
238000001914 filtration Methods 0.000 description 1
238000003818 flash chromatography Methods 0.000 description 1
238000011010 flushing procedure Methods 0.000 description 1
239000006260 foam Substances 0.000 description 1
210000004186 follicle cell Anatomy 0.000 description 1
230000003325 follicular Effects 0.000 description 1
235000013305 food Nutrition 0.000 description 1
239000008273 gelatin Substances 0.000 description 1
229920000159 gelatin Polymers 0.000 description 1
235000019322 gelatine Nutrition 0.000 description 1
235000011852 gelatine desserts Nutrition 0.000 description 1
230000003152 gestagenic effect Effects 0.000 description 1
ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 description 1
210000002149 gonad Anatomy 0.000 description 1
239000002622 gonadotropin Substances 0.000 description 1
229940094892 gonadotropins Drugs 0.000 description 1
210000002503 granulosa cell Anatomy 0.000 description 1
239000001963 growth medium Substances 0.000 description 1
210000003313 haploid nucleated cell Anatomy 0.000 description 1
KWHDXJHBFYQOTK-UHFFFAOYSA-N heptane;toluene Chemical compound CCCCCCC.CC1=CC=CC=C1 KWHDXJHBFYQOTK-UHFFFAOYSA-N 0.000 description 1
BNTRVUUJBGBGLZ-UHFFFAOYSA-N hydron;pyridine-4-carbonyl chloride;chloride Chemical compound Cl.ClC(=O)C1=CC=NC=C1 BNTRVUUJBGBGLZ-UHFFFAOYSA-N 0.000 description 1
238000001727 in vivo Methods 0.000 description 1
230000000977 initiatory effect Effects 0.000 description 1
239000008101 lactose Substances 0.000 description 1
ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
239000001095 magnesium carbonate Substances 0.000 description 1
229910000021 magnesium carbonate Inorganic materials 0.000 description 1
235000014380 magnesium carbonate Nutrition 0.000 description 1
235000019359 magnesium stearate Nutrition 0.000 description 1
229910052943 magnesium sulfate Inorganic materials 0.000 description 1
235000019341 magnesium sulphate Nutrition 0.000 description 1
230000008774 maternal effect Effects 0.000 description 1
230000007246 mechanism Effects 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
235000010981 methylcellulose Nutrition 0.000 description 1
PSHKMPUSSFXUIA-UHFFFAOYSA-N n,n-dimethylpyridin-2-amine Chemical compound CN(C)C1=CC=CC=N1 PSHKMPUSSFXUIA-UHFFFAOYSA-N 0.000 description 1
239000007922 nasal spray Substances 0.000 description 1
229940097496 nasal spray Drugs 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
235000015097 nutrients Nutrition 0.000 description 1
230000003204 osmotic effect Effects 0.000 description 1
210000002394 ovarian follicle Anatomy 0.000 description 1
125000004430 oxygen atom Chemical group O* 0.000 description 1
229910052763 palladium Inorganic materials 0.000 description 1
230000008775 paternal effect Effects 0.000 description 1
239000001814 pectin Substances 0.000 description 1
235000010987 pectin Nutrition 0.000 description 1
229920001277 pectin Polymers 0.000 description 1
229940049954 penicillin Drugs 0.000 description 1
RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
235000019319 peptone Nutrition 0.000 description 1
238000005191 phase separation Methods 0.000 description 1
239000010452 phosphate Substances 0.000 description 1
125000000612 phthaloyl group Chemical group C(C=1C(C(=O)*)=CC=CC1)(=O)* 0.000 description 1
230000035479 physiological effects, processes and functions Effects 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229910052697 platinum Inorganic materials 0.000 description 1
LJCNRYVRMXRIQR-OLXYHTOASA-L potassium sodium L-tartrate Chemical class [Na+].[K+].[O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O LJCNRYVRMXRIQR-OLXYHTOASA-L 0.000 description 1
LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
239000000843 powder Substances 0.000 description 1
230000035935 pregnancy Effects 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
239000000583 progesterone congener Substances 0.000 description 1
230000031877 prophase Effects 0.000 description 1
108090000623 proteins and genes Proteins 0.000 description 1
238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
239000013014 purified material Substances 0.000 description 1
150000003212 purines Chemical class 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
229920005989 resin Polymers 0.000 description 1
239000011347 resin Substances 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
238000004007 reversed phase HPLC Methods 0.000 description 1
HBEFYGYBMKPNSZ-UHFFFAOYSA-N s-phenyl chloromethanethioate Chemical compound ClC(=O)SC1=CC=CC=C1 HBEFYGYBMKPNSZ-UHFFFAOYSA-N 0.000 description 1
238000011894 semi-preparative HPLC Methods 0.000 description 1
230000014639 sexual reproduction Effects 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
239000001488 sodium phosphate Substances 0.000 description 1
229910000162 sodium phosphate Inorganic materials 0.000 description 1
229940054269 sodium pyruvate Drugs 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000011343 solid material Substances 0.000 description 1
210000001082 somatic cell Anatomy 0.000 description 1
230000000392 somatic effect Effects 0.000 description 1
241000894007 species Species 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000008174 sterile solution Substances 0.000 description 1
238000004659 sterilization and disinfection Methods 0.000 description 1
125000002328 sterol group Chemical group 0.000 description 1
229960005322 streptomycin Drugs 0.000 description 1
229940014800 succinic anhydride Drugs 0.000 description 1
235000000346 sugar Nutrition 0.000 description 1
238000003786 synthesis reaction Methods 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
235000012222 talc Nutrition 0.000 description 1
239000008399 tap water Substances 0.000 description 1
235000020679 tap water Nutrition 0.000 description 1
239000012485 toluene extract Substances 0.000 description 1
238000001551 total correlation spectroscopy Methods 0.000 description 1
239000000196 tragacanth Substances 0.000 description 1
235000010487 tragacanth Nutrition 0.000 description 1
229940116362 tragacanth Drugs 0.000 description 1
DBGVGMSCBYYSLD-UHFFFAOYSA-N tributylstannane Chemical compound CCCC[SnH](CCCC)CCCC DBGVGMSCBYYSLD-UHFFFAOYSA-N 0.000 description 1
RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
238000001665 trituration Methods 0.000 description 1
238000004104 two-dimensional total correlation spectroscopy Methods 0.000 description 1
238000000825 ultraviolet detection Methods 0.000 description 1
239000001993 wax Substances 0.000 description 1
210000005253 yeast cell Anatomy 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J43/00—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton
- C07J43/003—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton not condensed
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
- 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
- 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
- A61P15/08—Drugs for genital or sexual disorders; Contraceptives for gonadal disorders or for enhancing fertility, e.g. inducers of ovulation or of spermatogenesis
- 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
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J51/00—Normal steroids with unmodified cyclopenta(a)hydrophenanthrene skeleton not provided for in groups C07J1/00 - C07J43/00
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J53/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by condensation with a carbocyclic rings or by formation of an additional ring by means of a direct link between two ring carbon atoms, including carboxyclic rings fused to the cyclopenta(a)hydrophenanthrene skeleton are included in this class
- C07J53/001—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by condensation with a carbocyclic rings or by formation of an additional ring by means of a direct link between two ring carbon atoms, including carboxyclic rings fused to the cyclopenta(a)hydrophenanthrene skeleton are included in this class spiro-linked
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
General Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Public Health (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Veterinary Medicine (AREA)
Pharmacology & Pharmacy (AREA)
Bioinformatics & Cheminformatics (AREA)
Animal Behavior & Ethology (AREA)
Engineering & Computer Science (AREA)
Reproductive Health (AREA)
Endocrinology (AREA)
Diabetes (AREA)
Urology & Nephrology (AREA)
Gynecology & Obstetrics (AREA)
Pregnancy & Childbirth (AREA)
Steroid Compounds (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Cosmetics (AREA)
Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
Micro-Organisms Or Cultivation Processes Thereof (AREA)

SI9520077A 1994-06-23 1995-06-23 Sterolni derivati uporabljeni za regulacijo mejoze SI9520077A (sl)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
DK75394		1994-06-23
DK24195		1995-03-09
PCT/DK1995/000265 WO1996000235A1 (en)	1994-06-23	1995-06-23	Sterol derivatives used for regulation of meiosis

Publications (1)

Publication Number	Publication Date
SI9520077A true SI9520077A (sl)	1998-06-30

Family

ID=26063596

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SI9520077A SI9520077A (sl)	1994-06-23	1995-06-23	Sterolni derivati uporabljeni za regulacijo mejoze

Country Status (26)

Country	Link
US (1)	US5716777A (no)
EP (1)	EP0767798B1 (no)
JP (1)	JP3987105B2 (no)
KR (1)	KR100408369B1 (no)
CN (1)	CN1068333C (no)
AT (1)	ATE248852T1 (no)
AU (1)	AU694240B2 (no)
BG (1)	BG101067A (no)
BR (1)	BR9508074A (no)
CA (1)	CA2192941C (no)
CZ (1)	CZ289407B6 (no)
DE (1)	DE69531682T2 (no)
DK (1)	DK0767798T3 (no)
ES (1)	ES2204955T3 (no)
FI (1)	FI117159B (no)
HU (1)	HUT76343A (no)
IL (1)	IL114294A (no)
IS (1)	IS4404A (no)
MX (1)	MX9700174A (no)
NO (1)	NO314534B1 (no)
PL (1)	PL186688B1 (no)
RU (1)	RU2194510C2 (no)
SI (1)	SI9520077A (no)
SK (1)	SK165596A3 (no)
UA (1)	UA51622C2 (no)
WO (1)	WO1996000235A1 (no)

Families Citing this family (29)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
RU2188006C2 (ru) *	1995-03-06	2002-08-27	Ново Нордиск А/С	Стимуляция мейоза
EP0857173B1 (en) *	1995-06-23	2003-11-19	Novo Nordisk A/S	Meiosis regulating compounds
US6645953B2 (en) *	1995-06-23	2003-11-11	Novo Nordisk A/S	Meiosis regulating compounds
WO1997000883A1 (en) *	1995-06-23	1997-01-09	Novo Nordisk A/S	Meiosis regulating compounds
ATE238339T1 (de)	1996-12-20	2003-05-15	Novo Nordisk As	Verbindungen zur regulierung der meiose
AU726016B2 (en) *	1997-05-16	2000-10-26	Akzo Nobel N.V.	20-aralkyl-5alpha-pregnane derivatives
PL337188A1 (en) *	1997-06-04	2000-08-14	Akzo Nobel Nv	Derivatives of 17beta - allyloxy (thio) alkyl - androstane for modulation of meiosis
ATE220686T1 (de) *	1997-12-18	2002-08-15	Akzo Nobel Nv	17beta-aryl(arylmethyl)oxy(thio)alkyl- androstanderivative
CA2331962A1 (en) *	1998-05-13	1999-11-18	Novo Nordisk A/S	Meiosis regulating compounds
IL139241A0 (en) *	1998-05-13	2001-11-25	Novo Nordisk As	Meiosis regulating compounds
JP2002516272A (ja) *	1998-05-26	2002-06-04	シエーリングアクチエンゲゼルシヤフト	ｃＡＭＰを増大させる化合物を単独でまたは減数分裂を刺激する少なくとも１つの化合物との組合せ物での不妊治療
WO1999067273A1 (en) *	1998-06-19	1999-12-29	Novo Nordisk A/S	Meiosis regulating compounds
US6528501B1 (en) *	1998-12-11	2003-03-04	Akzo Nobel N.V.	22s-hydroxycholesta-8, 14-diene derivatives with meiosis regulating activity
WO2000036132A1 (en) *	1998-12-14	2000-06-22	Merck & Co., Inc.	Hiv integrase inhibitors
PL350557A1 (en) *	1999-02-10	2002-12-16	Schering Ag	Unsaturated cholestane derivatives and their use for the preparation of meiosis regulating medicaments
ES2258445T3 (es)	1999-02-24	2006-09-01	Novo Nordisk A/S	Metodo in vitro para la sincronizacion de la maduracion de ovocitos.
AU2794000A (en) *	1999-02-24	2000-09-14	Novo Nordisk A/S	Treatment of infertility
CZ20012671A3 (cs) *	1999-02-26	2002-01-16	Novo Nordisk A/S	Způsob in vitro oplodnění s pouľitím kultivačního média obsahujícího sterol aktivující meiosu
DE60000978T2 (de) *	1999-03-09	2003-07-17	Akzo Nobel N.V., Arnheim/Arnhem	22r-hydroxycholesta-8,14-diene derivate zur hemmung der meiose
EP1216059B1 (en) *	1999-09-16	2005-10-19	Novo Nordisk A/S	Composition for ivf
EP1127890A1 (en)	2000-02-22	2001-08-29	Schering Aktiengesellschaft	Steroid derivatives with an additional ring annulated to ring A and use of these derivatives for the preparation of meiosis regulating medicaments
AU3376501A (en) *	2000-02-25	2001-09-03	Novo Nordisk A/S	Improvement of implantation rate
MXPA02007818A (es) *	2000-02-25	2002-10-23	Schering Ag	Tasa de implantacion mejorada utilizando ff-mas.
US20040224878A1 (en) *	2000-05-18	2004-11-11	Suna Cukurcam	Fertilization of aged oocytes
EP1245572A1 (en)	2001-03-26	2002-10-02	Schering Aktiengesellschaft	Aminosterol compounds, their use in the preparation of meiosis-regulating medicaments and method for their preparation
WO2003070766A2 (en) *	2002-02-22	2003-08-28	Novo Nordisk A/S	A transducer of mas signalling
US9376462B2 (en)	2010-10-01	2016-06-28	Indiana University Research And Technology Corporation	Process for preparing delta-7,9(11) steroids from Ganoderma lucidum and analogs thereof
US9165822B2 (en)	2013-03-11	2015-10-20	Taiwan Semiconductor Manufacturing Company, Ltd.	Semiconductor devices and methods of forming same
EA024619B1 (ru) *	2014-11-21	2016-10-31	Эльвин Гаджи оглы Керимли	ФРАКСИНОСТЕРИН - 24β-ЭТИЛХОЛЕСТА-20-КАРБОКСИ-6(7),8(9)-ДИЕН 3β-ОЛА И ЕГО ПРОИЗВОДНОЕ

1995
- 1995-05-23 US US08/448,217 patent/US5716777A/en not_active Expired - Fee Related
- 1995-06-23 BR BR9508074A patent/BR9508074A/pt not_active IP Right Cessation
- 1995-06-23 AU AU27343/95A patent/AU694240B2/en not_active Ceased
- 1995-06-23 EP EP95922448A patent/EP0767798B1/en not_active Expired - Lifetime
- 1995-06-23 MX MX9700174A patent/MX9700174A/es not_active IP Right Cessation
- 1995-06-23 DE DE69531682T patent/DE69531682T2/de not_active Expired - Fee Related
- 1995-06-23 CA CA002192941A patent/CA2192941C/en not_active Expired - Fee Related
- 1995-06-23 WO PCT/DK1995/000265 patent/WO1996000235A1/en active IP Right Grant
- 1995-06-23 HU HU9603584A patent/HUT76343A/hu not_active Application Discontinuation
- 1995-06-23 UA UA96124771A patent/UA51622C2/uk unknown
- 1995-06-23 SK SK1655-96A patent/SK165596A3/sk unknown
- 1995-06-23 KR KR1019960707361A patent/KR100408369B1/ko not_active Expired - Fee Related
- 1995-06-23 JP JP50272496A patent/JP3987105B2/ja not_active Expired - Lifetime
- 1995-06-23 ES ES95922448T patent/ES2204955T3/es not_active Expired - Lifetime
- 1995-06-23 AT AT95922448T patent/ATE248852T1/de not_active IP Right Cessation
- 1995-06-23 CZ CZ19963725A patent/CZ289407B6/cs not_active IP Right Cessation
- 1995-06-23 CN CN95193731A patent/CN1068333C/zh not_active Expired - Fee Related
- 1995-06-23 IL IL11429495A patent/IL114294A/en not_active IP Right Cessation
- 1995-06-23 RU RU97101087/14A patent/RU2194510C2/ru not_active IP Right Cessation
- 1995-06-23 SI SI9520077A patent/SI9520077A/sl unknown
- 1995-06-23 DK DK95922448T patent/DK0767798T3/da active
- 1995-06-23 PL PL95317830A patent/PL186688B1/pl not_active IP Right Cessation
1996
- 1996-12-18 BG BG101067A patent/BG101067A/xx unknown
- 1996-12-20 FI FI965144A patent/FI117159B/fi active IP Right Grant
- 1996-12-20 NO NO19965516A patent/NO314534B1/no unknown
- 1996-12-23 IS IS4404A patent/IS4404A/is unknown

Also Published As

Publication number	Publication date
CZ289407B6 (cs)	2002-01-16
BR9508074A (pt)	1997-08-12
ATE248852T1 (de)	2003-09-15
JP3987105B2 (ja)	2007-10-03
PL186688B1 (pl)	2004-02-27
NO965516D0 (no)	1996-12-20
ES2204955T3 (es)	2004-05-01
WO1996000235A1 (en)	1996-01-04
CN1068333C (zh)	2001-07-11
HUT76343A (en)	1997-08-28
IL114294A0 (en)	1995-10-31
AU694240B2 (en)	1998-07-16
FI965144A0 (fi)	1996-12-20
EP0767798B1 (en)	2003-09-03
DK0767798T3 (da)	2003-12-22
CA2192941C (en)	2009-04-14
NO965516L (no)	1997-02-21
US5716777A (en)	1998-02-10
EP0767798A1 (en)	1997-04-16
KR100408369B1 (ko)	2004-04-28
RU2194510C2 (ru)	2002-12-20
JPH10502060A (ja)	1998-02-24
IS4404A (is)	1996-12-23
BG101067A (en)	1997-08-29
SK165596A3 (en)	1997-08-06
MX9700174A (es)	1997-04-30
CZ372596A3 (en)	1997-07-16
CA2192941A1 (en)	1996-01-04
PL317830A1 (en)	1997-04-28
HU9603584D0 (en)	1997-02-28
FI965144L (fi)	1997-02-20
DE69531682D1 (de)	2003-10-09
CN1151164A (zh)	1997-06-04
FI117159B (fi)	2006-07-14
IL114294A (en)	2002-09-12
NO314534B1 (no)	2003-04-07
AU2734395A (en)	1996-01-19
UA51622C2 (uk)	2002-12-16
DE69531682T2 (de)	2004-07-15

Publication	Publication Date	Title
RU2194510C2 (ru)	2002-12-20	Применение соединений стерина для получения лекарственного средства, регулирующего мейоз, и способ регуляции мейоза
EP0857173B1 (en)	2003-11-19	Meiosis regulating compounds
EP0946584B1 (en)	2003-04-23	Meiosis regulating compounds
DE69913513T2 (de)	2004-09-30	Verwendung von verbindungen mit der fähigkeit die meiose zu regulieren
US20030004148A1 (en)	2003-01-02	Regulation of meiosis
RU2289587C2 (ru)	2006-12-20	Стероидные соединения, способы их получения, фармацевтическая композиция, способы регуляции и совершенствования воспроизведения, промежуточные соединения
KR20020013541A (ko)	2002-02-20	14β-Ｈ-스테롤, 그를 포함하는 제약 조성물, 및 감수분열조절 약제 제조에 있어서 그의 유도체의 용도
DE69903346T2 (de)	2003-01-30	22s-hydroxycholesta-8,14-dien derivate mit meiose regulierende aktivität
DE602004013453T2 (de)	2009-06-18	Thiomorpholinosteroidverbindungen, deren verwendung zur herstellung von die meiose steuernden medikamenten und verfahren zu deren herstellung
KR20010101820A (ko)	2001-11-14	불포화 콜레스탄 유도체 및 감수분열 조절 약제 제조에있어서 그의 용도
MXPA98000123A (en)	1998-10-15	Compounds that regulate the meio
CZ213399A3 (cs)	2000-01-12	Sloučeniny regulující meiózu
MXPA01007526A (en)	2002-05-09	Unsaturated cholestane derivatives and their use for the preparation of meiosis regulating medicaments