SK14722000A3 - C11 oxymylové a hydroxyamínové prostaglandíny použiteľné ako fp agonisty - Google Patents

C11 oxymylové a hydroxyamínové prostaglandíny použiteľné ako fp agonisty Download PDF

Info

Publication number: SK14722000A3
Authority: SK; Slovakia
Prior art keywords: monocyclic; preferred; ring; compounds; reaction
Prior art date: 1998-03-31

Application number

SK1472-2000A

Other languages

English (en)

Slovak (sk)

Inventor

Mitchell Anthony Delong

Jack Snyder Amburgey Jr.

John August Wos

Biswanath De

David Lindsey Soper

Original Assignee

The Procter & Gamble Company

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.)

1998-03-31

Filing date

1999-03-22

Publication date

2001-07-10

1999-03-22 Application filed by The Procter & Gamble Company filed Critical The Procter & Gamble Company

2001-07-10 Publication of SK14722000A3 publication Critical patent/SK14722000A3/sk

Links

-1 hydroxylamino prostaglandins Chemical class 0.000 title description 48
229940094443 oxytocics prostaglandins Drugs 0.000 title description 20
239000000556 agonist Substances 0.000 title 1
150000001875 compounds Chemical class 0.000 claims abstract description 104
208000020084 Bone disease Diseases 0.000 claims abstract description 12
208000010412 Glaucoma Diseases 0.000 claims abstract description 9
150000003839 salts Chemical class 0.000 claims abstract description 6
150000001408 amides Chemical class 0.000 claims abstract description 4
230000003287 optical effect Effects 0.000 claims abstract description 4
150000003949 imides Chemical class 0.000 claims abstract description 3
125000003118 aryl group Chemical group 0.000 claims description 25
125000000217 alkyl group Chemical group 0.000 claims description 22
125000004404 heteroalkyl group Chemical group 0.000 claims description 19
125000002950 monocyclic group Chemical group 0.000 claims description 17
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
229910052717 sulfur Inorganic materials 0.000 claims description 15
125000005842 heteroatom Chemical group 0.000 claims description 14
229910052799 carbon Inorganic materials 0.000 claims description 12
125000002252 acyl group Chemical group 0.000 claims description 8
229910052739 hydrogen Inorganic materials 0.000 claims description 8
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 7
208000001132 Osteoporosis Diseases 0.000 claims description 7
239000003814 drug Substances 0.000 claims description 7
101100516572 Caenorhabditis elegans nhr-8 gene Proteins 0.000 claims description 6
125000002619 bicyclic group Chemical group 0.000 claims description 4
229910052760 oxygen Inorganic materials 0.000 claims description 4
150000003536 tetrazoles Chemical class 0.000 claims description 4
241000124008 Mammalia Species 0.000 claims 2
241000490229 Eucephalus Species 0.000 claims 1
238000000034 method Methods 0.000 abstract description 67
239000000203 mixture Substances 0.000 abstract description 31
150000003180 prostaglandins Chemical class 0.000 abstract description 25
201000010099 disease Diseases 0.000 abstract description 6
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract description 6
239000008194 pharmaceutical composition Substances 0.000 abstract description 5
HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 abstract description 3
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239000012298 atmosphere Substances 0.000 description 6
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HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 4
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238000011065 in-situ storage Methods 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
230000004054 inflammatory process Effects 0.000 description 1
238000002329 infrared spectrum Methods 0.000 description 1
230000004410 intraocular pressure Effects 0.000 description 1
239000011630 iodine Substances 0.000 description 1
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238000005342 ion exchange Methods 0.000 description 1
230000007794 irritation Effects 0.000 description 1
238000002955 isolation Methods 0.000 description 1
239000008101 lactose Substances 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
239000012280 lithium aluminium hydride Substances 0.000 description 1
229940040692 lithium hydroxide monohydrate Drugs 0.000 description 1
GLXDVVHUTZTUQK-UHFFFAOYSA-M lithium hydroxide monohydrate Substances [Li+].O.[OH-] GLXDVVHUTZTUQK-UHFFFAOYSA-M 0.000 description 1
230000007774 longterm Effects 0.000 description 1
239000006210 lotion Substances 0.000 description 1
231100000053 low toxicity Toxicity 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
230000003529 luteolytic effect Effects 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
239000000594 mannitol Substances 0.000 description 1
235000010355 mannitol Nutrition 0.000 description 1
239000000463 material Substances 0.000 description 1
230000004060 metabolic process Effects 0.000 description 1
LULAYUGMBFYYEX-UHFFFAOYSA-N metachloroperbenzoic acid Natural products OC(=O)C1=CC=CC(Cl)=C1 LULAYUGMBFYYEX-UHFFFAOYSA-N 0.000 description 1
229940050176 methyl chloride Drugs 0.000 description 1
235000019813 microcrystalline cellulose Nutrition 0.000 description 1
239000008108 microcrystalline cellulose Substances 0.000 description 1
229940016286 microcrystalline cellulose Drugs 0.000 description 1
238000002156 mixing Methods 0.000 description 1
239000002808 molecular sieve Substances 0.000 description 1
125000002757 morpholinyl group Chemical group 0.000 description 1
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000001624 naphthyl group Chemical group 0.000 description 1
230000001272 neurogenic effect Effects 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
239000004006 olive oil Substances 0.000 description 1
235000008390 olive oil Nutrition 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
239000000312 peanut oil Substances 0.000 description 1
KHUXNRRPPZOJPT-UHFFFAOYSA-N phenoxy radical Chemical group O=C1C=C[CH]C=C1 KHUXNRRPPZOJPT-UHFFFAOYSA-N 0.000 description 1
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
239000010452 phosphate Substances 0.000 description 1
239000002953 phosphate buffered saline Substances 0.000 description 1
DHRLEVQXOMLTIM-UHFFFAOYSA-N phosphoric acid;trioxomolybdenum Chemical compound O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.OP(O)(O)=O DHRLEVQXOMLTIM-UHFFFAOYSA-N 0.000 description 1
230000004962 physiological condition Effects 0.000 description 1
125000005936 piperidyl group Chemical group 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
229920005862 polyol Polymers 0.000 description 1
150000003077 polyols Chemical class 0.000 description 1
229920000136 polysorbate Polymers 0.000 description 1
208000001685 postmenopausal osteoporosis Diseases 0.000 description 1
IUBQJLUDMLPAGT-UHFFFAOYSA-N potassium bis(trimethylsilyl)amide Chemical compound C[Si](C)(C)N([K])[Si](C)(C)C IUBQJLUDMLPAGT-UHFFFAOYSA-N 0.000 description 1
239000011698 potassium fluoride Substances 0.000 description 1
235000003270 potassium fluoride Nutrition 0.000 description 1
BUKHSQBUKZIMLB-UHFFFAOYSA-L potassium;sodium;dichloride Chemical compound [Na+].[Cl-].[Cl-].[K+] BUKHSQBUKZIMLB-UHFFFAOYSA-L 0.000 description 1
229920001592 potato starch Polymers 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
239000002243 precursor Substances 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
230000008569 process Effects 0.000 description 1
235000013772 propylene glycol Nutrition 0.000 description 1
150000003815 prostacyclins Chemical class 0.000 description 1
239000008213 purified water Substances 0.000 description 1
125000000561 purinyl group Chemical group N1=C(N=C2N=CNC2=C1)* 0.000 description 1
GRJJQCWNZGRKAU-UHFFFAOYSA-N pyridin-1-ium;fluoride Chemical compound F.C1=CC=NC=C1 GRJJQCWNZGRKAU-UHFFFAOYSA-N 0.000 description 1
125000004076 pyridyl group Chemical group 0.000 description 1
125000000714 pyrimidinyl group Chemical group 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
239000002994 raw material Substances 0.000 description 1
230000008439 repair process Effects 0.000 description 1
230000010076 replication Effects 0.000 description 1
238000007142 ring opening reaction Methods 0.000 description 1
239000012047 saturated solution Substances 0.000 description 1
210000002966 serum Anatomy 0.000 description 1
239000008159 sesame oil Substances 0.000 description 1
235000011803 sesame oil Nutrition 0.000 description 1
238000006884 silylation reaction Methods 0.000 description 1
208000017520 skin disease Diseases 0.000 description 1
239000002002 slurry Substances 0.000 description 1
210000002460 smooth muscle Anatomy 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 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
229940079832 sodium starch glycolate Drugs 0.000 description 1
239000008109 sodium starch glycolate Substances 0.000 description 1
229920003109 sodium starch glycolate Polymers 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
235000010356 sorbitol Nutrition 0.000 description 1
125000003003 spiro group Chemical group 0.000 description 1
208000010110 spontaneous platelet aggregation Diseases 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
230000003068 static effect Effects 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
239000008223 sterile water Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
125000000547 substituted alkyl group Chemical group 0.000 description 1
239000005720 sucrose Substances 0.000 description 1
238000000967 suction filtration Methods 0.000 description 1
229940124530 sulfonamide Drugs 0.000 description 1
150000003456 sulfonamides Chemical class 0.000 description 1
125000004434 sulfur atom Chemical group 0.000 description 1
235000011149 sulphuric acid Nutrition 0.000 description 1
238000007910 systemic administration Methods 0.000 description 1
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
JYRWUSXRTGACLY-UHFFFAOYSA-N tert-butyl 4-[[3-(4-methylsulfonylphenyl)-[1,2]oxazolo[4,5-d]pyrimidin-7-yl]oxy]piperidine-1-carboxylate Chemical compound C1CN(C(=O)OC(C)(C)C)CCC1OC1=NC=NC2=C1ON=C2C1=CC=C(S(C)(=O)=O)C=C1 JYRWUSXRTGACLY-UHFFFAOYSA-N 0.000 description 1
ILMRJRBKQSSXGY-UHFFFAOYSA-N tert-butyl(dimethyl)silicon Chemical group C[Si](C)C(C)(C)C ILMRJRBKQSSXGY-UHFFFAOYSA-N 0.000 description 1
BCNZYOJHNLTNEZ-UHFFFAOYSA-N tert-butyldimethylsilyl chloride Chemical compound CC(C)(C)[Si](C)(C)Cl BCNZYOJHNLTNEZ-UHFFFAOYSA-N 0.000 description 1
125000001981 tert-butyldimethylsilyl group Chemical group [H]C([H])([H])[Si]([H])(C([H])([H])[H])[*]C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
125000003396 thiol group Chemical group [H]S* 0.000 description 1
ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 description 1
125000004044 trifluoroacetyl group Chemical group FC(C(=O)*)(F)F 0.000 description 1
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
JGWFUSVYECJQDT-UHFFFAOYSA-N trimethyl(2-trimethylsilyloxyethoxy)silane Chemical compound C[Si](C)(C)OCCO[Si](C)(C)C JGWFUSVYECJQDT-UHFFFAOYSA-N 0.000 description 1
JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 1
125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
235000021122 unsaturated fatty acids Nutrition 0.000 description 1
238000005292 vacuum distillation Methods 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
230000003442 weekly effect Effects 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
239000008096 xylene Substances 0.000 description 1
229910052727 yttrium Inorganic materials 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011701 zinc Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C405/00—Compounds containing a five-membered ring having two side-chains in ortho position to each other, and having oxygen atoms directly attached to the ring in ortho position to one of the side-chains, one side-chain containing, not directly attached to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having oxygen atoms attached in gamma-position to the ring, e.g. prostaglandins ; Analogues or derivatives thereof
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C405/00—Compounds containing a five-membered ring having two side-chains in ortho position to each other, and having oxygen atoms directly attached to the ring in ortho position to one of the side-chains, one side-chain containing, not directly attached to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having oxygen atoms attached in gamma-position to the ring, e.g. prostaglandins ; Analogues or derivatives thereof
- C07C405/0008—Analogues having the carboxyl group in the side-chains replaced by other functional groups
- C07C405/0041—Analogues having the carboxyl group in the side-chains replaced by other functional groups containing nitrogen
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
- A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- A61P27/06—Antiglaucoma agents or miotics

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Physical Education & Sports Medicine (AREA)
Pharmacology & Pharmacy (AREA)
General Health & Medical Sciences (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Bioinformatics & Cheminformatics (AREA)
Engineering & Computer Science (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
Chemical Kinetics & Catalysis (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Orthopedic Medicine & Surgery (AREA)
Rheumatology (AREA)
Ophthalmology & Optometry (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

SK1472-2000A 1998-03-31 1999-03-22 C11 oxymylové a hydroxyamínové prostaglandíny použiteľné ako fp agonisty SK14722000A3 (sk)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US8021698P	1998-03-31	1998-03-31
PCT/IB1999/000480 WO1999050242A1 (en)	1998-03-31	1999-03-22	C11 oxymyl and hydroxylamino prostaglandins useful as fp agonists

Publications (1)

Publication Number	Publication Date
SK14722000A3 true SK14722000A3 (sk)	2001-07-10

Family

ID=22155990

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SK1472-2000A SK14722000A3 (sk)	1998-03-31	1999-03-22	C11 oxymylové a hydroxyamínové prostaglandíny použiteľné ako fp agonisty

Country Status (21)

Country	Link
EP (1)	EP1066254B1 (pt)
JP (1)	JP2002509916A (pt)
KR (1)	KR20010042285A (pt)
CN (1)	CN1295559A (pt)
AR (1)	AR018590A1 (pt)
AT (1)	ATE296284T1 (pt)
AU (1)	AU749540B2 (pt)
BR (1)	BR9909268A (pt)
CA (1)	CA2324590C (pt)
DE (1)	DE69925475T2 (pt)
ES (1)	ES2244208T3 (pt)
HU (1)	HUP0103403A3 (pt)
IL (1)	IL138447A0 (pt)
NO (1)	NO20004903L (pt)
NZ (1)	NZ506855A (pt)
PE (1)	PE20000351A1 (pt)
PL (1)	PL343125A1 (pt)
SK (1)	SK14722000A3 (pt)
TR (1)	TR200002795T2 (pt)
WO (1)	WO1999050242A1 (pt)
ZA (1)	ZA992394B (pt)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP1159266B1 (en)	1999-03-05	2004-11-03	Duke University	C-16 unsaturated fp-selective prostaglandins analogs
US20020172693A1 (en)	2000-03-31	2002-11-21	Delong Michell Anthony	Compositions and methods for treating hair loss using non-naturally occurring prostaglandins
US20020013294A1 (en)	2000-03-31	2002-01-31	Delong Mitchell Anthony	Cosmetic and pharmaceutical compositions and methods using 2-decarboxy-2-phosphinico derivatives
KR100437873B1 (ko) *	2001-05-08	2004-06-26	연성정밀화학(주)	프로스타글란딘 유도체의 제조방법 및 그의 입체특이적출발물질
EP1812017A2 (en)	2004-10-21	2007-08-01	Duke University	Ophthamological drugs
JP2010509347A (ja) *	2006-11-09	2010-03-25	ボーシュアンドロームインコーポレイティド	ある種の置換されたアルコールの立体異性体の選択的な合成
US20110293549A1 (en)	2009-02-03	2011-12-01	Athena Cosmetics, Inc.	Composition, method and kit for enhancing hair
CN102101835B (zh) *	2009-12-16	2015-07-22	武汉启瑞药业有限公司	***素衍生物及其中间体的制备方法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3538120A (en) *	1967-05-22	1970-11-03	Ciba Geigy Corp	Cyclopentyl-alkanoic acids
US3798275A (en) *	1972-04-05	1974-03-19	Ciba Geigy Corp	Etherified mercapto-methoxyamines

1999
- 1999-03-22 HU HU0103403A patent/HUP0103403A3/hu unknown
- 1999-03-22 WO PCT/IB1999/000480 patent/WO1999050242A1/en not_active Application Discontinuation
- 1999-03-22 IL IL13844799A patent/IL138447A0/xx unknown
- 1999-03-22 DE DE69925475T patent/DE69925475T2/de not_active Expired - Fee Related
- 1999-03-22 PL PL99343125A patent/PL343125A1/xx unknown
- 1999-03-22 ES ES99942611T patent/ES2244208T3/es not_active Expired - Lifetime
- 1999-03-22 EP EP99942611A patent/EP1066254B1/en not_active Expired - Lifetime
- 1999-03-22 BR BR9909268-9A patent/BR9909268A/pt not_active IP Right Cessation
- 1999-03-22 CN CN99804644A patent/CN1295559A/zh active Pending
- 1999-03-22 JP JP2000541147A patent/JP2002509916A/ja not_active Withdrawn
- 1999-03-22 KR KR1020007010828A patent/KR20010042285A/ko not_active Application Discontinuation
- 1999-03-22 AU AU32702/99A patent/AU749540B2/en not_active Ceased
- 1999-03-22 AT AT99942611T patent/ATE296284T1/de not_active IP Right Cessation
- 1999-03-22 NZ NZ506855A patent/NZ506855A/xx unknown
- 1999-03-22 TR TR2000/02795T patent/TR200002795T2/xx unknown
- 1999-03-22 SK SK1472-2000A patent/SK14722000A3/sk unknown
- 1999-03-22 CA CA002324590A patent/CA2324590C/en not_active Expired - Fee Related
- 1999-03-29 ZA ZA9902394A patent/ZA992394B/xx unknown
- 1999-03-30 PE PE1999000251A patent/PE20000351A1/es not_active Application Discontinuation
- 1999-03-30 AR ARP990101443A patent/AR018590A1/es unknown
2000
- 2000-09-29 NO NO20004903A patent/NO20004903L/no not_active Application Discontinuation

Also Published As

Publication number	Publication date
EP1066254B1 (en)	2005-05-25
NZ506855A (en)	2003-02-28
BR9909268A (pt)	2001-09-04
CA2324590A1 (en)	1999-10-07
NO20004903L (no)	2000-11-29
DE69925475T2 (de)	2005-11-17
ZA992394B (en)	1999-09-30
IL138447A0 (en)	2001-10-31
TR200002795T2 (tr)	2001-01-22
CN1295559A (zh)	2001-05-16
JP2002509916A (ja)	2002-04-02
HUP0103403A3 (en)	2002-12-28
NO20004903D0 (no)	2000-09-29
CA2324590C (en)	2006-06-13
WO1999050242A1 (en)	1999-10-07
AR018590A1 (es)	2001-11-28
ATE296284T1 (de)	2005-06-15
ES2244208T3 (es)	2005-12-01
KR20010042285A (ko)	2001-05-25
AU749540B2 (en)	2002-06-27
PE20000351A1 (es)	2000-06-22
DE69925475D1 (de)	2005-06-30
HUP0103403A2 (hu)	2002-01-28
AU3270299A (en)	1999-10-18
EP1066254A1 (en)	2001-01-10
PL343125A1 (en)	2001-07-30

Publication	Publication Date	Title
JP5330324B2 (ja)	2013-10-30	Ｆｐアゴニストとして有用な、芳香族のあるｃ１６〜ｃ２０が置換されたテトラヒドロプロスタグランジン類
US5977173A (en)	1999-11-02	Aromatic C16 -C20 -substituted tetrahydro prostaglandins useful as FP agonists
EP1021402B1 (en)	2005-11-23	Aromatic c16-c20-substituted tetrahydro prostaglandins useful as fp agonists
EP1159266B1 (en)	2004-11-03	C-16 unsaturated fp-selective prostaglandins analogs
US6410780B1 (en)	2002-06-25	C11 oxymyl and hydroxylamino prostaglandins useful as medicaments
SK14722000A3 (sk)	2001-07-10	C11 oxymylové a hydroxyamínové prostaglandíny použiteľné ako fp agonisty
US6444840B1 (en)	2002-09-03	C11 oxymyl and hydroxylamino prostaglandins useful as FP agonists
CZ20003395A3 (cs)	2001-04-11	Nové analogy postaglandinů a jejich použití
MXPA00009628A (en)	2001-07-31	C11
MXPA00009630A (en)	2001-07-31	C11 oxymyl and hydroxylamino prostaglandins useful as medicaments
CZ2000846A3 (cs)	2000-08-16	Látka se strukturou aromatických substituovaných prostaglandidů a jejich použití pro léčbu poruch kostí
CZ20003447A3 (cs)	2001-04-11	Cll-Oximylová a hydroxylaminová prostaglandinová sloučenina a její použití
MXPA00002433A (en)	2001-11-21	Aromatic c16