OA12284A - Thiazolidinedione salt for treatment of diabetes mellitus. - Google Patents

Thiazolidinedione salt for treatment of diabetes mellitus. Download PDF

Info

Publication number: OA12284A
Authority: OA; OAPI
Prior art keywords: hydrobromide; solvaté; methyl; amino; pyridyl
Prior art date: 2000-06-08

Application number

OA1200200370A

Other languages

English (en)

Inventor

Andrew Simon Craig

Tim Chien Ting Ho

Original Assignee

Smithkline Beechamp P L C

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.)

2000-06-08

Filing date

2001-06-08

Publication date

2003-11-10

2001-06-08 Application filed by Smithkline Beechamp P L C filed Critical Smithkline Beechamp P L C

2003-11-10 Publication of OA12284A publication Critical patent/OA12284A/en

Links

238000011282 treatment Methods 0.000 title claims description 11
206010012601 diabetes mellitus Diseases 0.000 title description 2
150000001467 thiazolidinediones Chemical class 0.000 title 1
150000001875 compounds Chemical class 0.000 claims abstract description 30
-1 compound 5-[4-[2-(N-methyl-N-(2-pyridyl)amino)ethoxy]benzyl]thiazolidine-2,4-dione hydrobromide Chemical class 0.000 claims abstract description 11
238000004519 manufacturing process Methods 0.000 claims abstract description 5
239000008194 pharmaceutical composition Substances 0.000 claims abstract description 5
CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims description 64
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 10
ZOBPZXTWZATXDG-UHFFFAOYSA-N 1,3-thiazolidine-2,4-dione Chemical compound O=C1CSC(=O)N1 ZOBPZXTWZATXDG-UHFFFAOYSA-N 0.000 claims description 8
229910000042 hydrogen bromide Inorganic materials 0.000 claims description 7
238000002844 melting Methods 0.000 claims description 5
230000008018 melting Effects 0.000 claims description 5
MSOPDKKENJARPF-UHFFFAOYSA-N 5-[[4-[2-[methyl(pyridin-2-yl)amino]ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione;hydrobromide Chemical compound Br.C=1C=CC=NC=1N(C)CCOC(C=C1)=CC=C1CC1SC(=O)NC1=O MSOPDKKENJARPF-UHFFFAOYSA-N 0.000 claims description 4
238000001237 Raman spectrum Methods 0.000 claims description 4
238000002329 infrared spectrum Methods 0.000 claims description 3
238000000634 powder X-ray diffraction Methods 0.000 claims description 3
238000011321 prophylaxis Methods 0.000 claims description 3
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238000001460 carbon-13 nuclear magnetic resonance spectrum Methods 0.000 claims description 2
239000007909 solid dosage form Substances 0.000 claims description 2
239000000126 substance Substances 0.000 claims description 2
239000003814 drug Substances 0.000 abstract description 2
239000012453 solvate Substances 0.000 abstract 1
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 16
239000000203 mixture Substances 0.000 description 13
239000000047 product Substances 0.000 description 9
239000000243 solution Substances 0.000 description 9
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XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 6
NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical compound N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 description 6
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BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 5
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 5
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 5
239000002904 solvent Substances 0.000 description 5
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
239000008186 active pharmaceutical agent Substances 0.000 description 4
229940088679 drug related substance Drugs 0.000 description 4
239000000463 material Substances 0.000 description 4
239000000843 powder Substances 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
238000010268 HPLC based assay Methods 0.000 description 3
102000004877 Insulin Human genes 0.000 description 3
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YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
239000007810 chemical reaction solvent Substances 0.000 description 3
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QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
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WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
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239000003826 tablet Substances 0.000 description 2
ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 1
OGYGFUAIIOPWQD-UHFFFAOYSA-N 1,3-thiazolidine Chemical compound C1CSCN1 OGYGFUAIIOPWQD-UHFFFAOYSA-N 0.000 description 1
AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 1
238000005160 1H NMR spectroscopy Methods 0.000 description 1
GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
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CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
208000032841 Bulimia Diseases 0.000 description 1
206010006550 Bulimia nervosa Diseases 0.000 description 1
229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
208000024172 Cardiovascular disease Diseases 0.000 description 1
FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
208000007342 Diabetic Nephropathies Diseases 0.000 description 1
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 1
IAZDPXIOMUYVGZ-WFGJKAKNSA-N Dimethyl sulfoxide Chemical compound [2H]C([2H])([2H])S(=O)C([2H])([2H])[2H] IAZDPXIOMUYVGZ-WFGJKAKNSA-N 0.000 description 1
239000004150 EU approved colour Substances 0.000 description 1
208000030814 Eating disease Diseases 0.000 description 1
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
238000005079 FT-Raman Methods 0.000 description 1
208000019454 Feeding and Eating disease Diseases 0.000 description 1
238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 1
108010010803 Gelatin Proteins 0.000 description 1
206010018364 Glomerulonephritis Diseases 0.000 description 1
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206010060378 Hyperinsulinaemia Diseases 0.000 description 1
206010020710 Hyperphagia Diseases 0.000 description 1
GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products 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 1
235000010643 Leucaena leucocephala Nutrition 0.000 description 1
240000007472 Leucaena leucocephala Species 0.000 description 1
241000124008 Mammalia Species 0.000 description 1
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238000005481 NMR spectroscopy Methods 0.000 description 1
206010029164 Nephrotic syndrome Diseases 0.000 description 1
206010036049 Polycystic ovaries Diseases 0.000 description 1
YASAKCUCGLMORW-UHFFFAOYSA-N Rosiglitazone Chemical compound C=1C=CC=NC=1N(C)CCOC(C=C1)=CC=C1CC1SC(=O)NC1=O YASAKCUCGLMORW-UHFFFAOYSA-N 0.000 description 1
DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
239000004141 Sodium laurylsulphate Substances 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
238000000862 absorption spectrum Methods 0.000 description 1
239000000654 additive Substances 0.000 description 1
239000002671 adjuvant Substances 0.000 description 1
230000002411 adverse Effects 0.000 description 1
235000020224 almond Nutrition 0.000 description 1
239000004411 aluminium Substances 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
235000010210 aluminium Nutrition 0.000 description 1
SWLVFNYSXGMGBS-UHFFFAOYSA-N ammonium bromide Chemical compound [NH4+].[Br-] SWLVFNYSXGMGBS-UHFFFAOYSA-N 0.000 description 1
239000003708 ampul Substances 0.000 description 1
230000003444 anaesthetic effect Effects 0.000 description 1
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239000007864 aqueous solution Substances 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
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HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
235000014632 disordered eating Nutrition 0.000 description 1
229940095107 e.s.p. Drugs 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 1
230000005284 excitation Effects 0.000 description 1
239000003925 fat Substances 0.000 description 1
235000019197 fats Nutrition 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000012530 fluid Substances 0.000 description 1
230000037406 food intake Effects 0.000 description 1
235000012631 food intake Nutrition 0.000 description 1
239000000499 gel Substances 0.000 description 1
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235000019322 gelatine Nutrition 0.000 description 1
235000011852 gelatine desserts Nutrition 0.000 description 1
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150000008282 halocarbons Chemical class 0.000 description 1
238000004128 high performance liquid chromatography Methods 0.000 description 1
150000004677 hydrates Chemical class 0.000 description 1
235000011167 hydrochloric acid Nutrition 0.000 description 1
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230000000055 hyoplipidemic effect Effects 0.000 description 1
201000001421 hyperglycemia Diseases 0.000 description 1
230000035879 hyperinsulinaemia Effects 0.000 description 1
230000001631 hypertensive effect Effects 0.000 description 1
230000002218 hypoglycaemic effect Effects 0.000 description 1
230000001771 impaired effect Effects 0.000 description 1
230000000977 initiatory effect Effects 0.000 description 1
239000008101 lactose Substances 0.000 description 1
239000007937 lozenge Substances 0.000 description 1
150000002688 maleic acid derivatives Chemical class 0.000 description 1
239000000594 mannitol Substances 0.000 description 1
235000010355 mannitol Nutrition 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
235000010981 methylcellulose Nutrition 0.000 description 1
239000012452 mother liquor Substances 0.000 description 1
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150000002825 nitriles Chemical class 0.000 description 1
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235000010603 pastilles Nutrition 0.000 description 1
201000010065 polycystic ovary syndrome Diseases 0.000 description 1
239000001267 polyvinylpyrrolidone Substances 0.000 description 1
229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
238000012545 processing Methods 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 1
239000012047 saturated solution Substances 0.000 description 1
238000000646 scanning calorimetry Methods 0.000 description 1
238000007789 sealing Methods 0.000 description 1
235000019333 sodium laurylsulphate Nutrition 0.000 description 1
229940080313 sodium starch Drugs 0.000 description 1
239000012265 solid product Substances 0.000 description 1
239000004334 sorbic acid Substances 0.000 description 1
229940075582 sorbic acid Drugs 0.000 description 1
235000010199 sorbic acid Nutrition 0.000 description 1
239000001593 sorbitan monooleate Substances 0.000 description 1
235000011069 sorbitan monooleate Nutrition 0.000 description 1
229940035049 sorbitan monooleate Drugs 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
150000003431 steroids Chemical class 0.000 description 1
235000011149 sulphuric acid Nutrition 0.000 description 1
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239000000375 suspending agent Substances 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
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Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Diabetes (AREA)
General Chemical & Material Sciences (AREA)
Emergency Medicine (AREA)
Hematology (AREA)
Obesity (AREA)
Engineering & Computer Science (AREA)
Chemical Kinetics & Catalysis (AREA)
Endocrinology (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Bioinformatics & Cheminformatics (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Plural Heterocyclic Compounds (AREA)
Thiazole And Isothizaole Compounds (AREA)

OA1200200370A 2000-06-08 2001-06-08 Thiazolidinedione salt for treatment of diabetes mellitus. OA12284A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GBGB0014006.1A GB0014006D0 (en)	2000-06-08	2000-06-08	Novel pharmaceutical

Publications (1)

Publication Number	Publication Date
OA12284A true OA12284A (en)	2003-11-10

Family

ID=9893257

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
OA1200200370A OA12284A (en)	2000-06-08	2001-06-08	Thiazolidinedione salt for treatment of diabetes mellitus.

Country Status (23)

Country	Link
EP (1)	EP1296980A1 (fr)
JP (1)	JP2003535862A (fr)
KR (1)	KR20030007918A (fr)
CN (1)	CN1443186A (fr)
AP (1)	AP2002002673A0 (fr)
AU (1)	AU2001264078A1 (fr)
BG (1)	BG107357A (fr)
BR (1)	BR0111536A (fr)
CA (1)	CA2411065A1 (fr)
CZ (1)	CZ20023966A3 (fr)
DZ (1)	DZ3382A1 (fr)
EA (1)	EA200300005A1 (fr)
GB (1)	GB0014006D0 (fr)
HU (1)	HUP0301137A3 (fr)
IL (1)	IL153279A0 (fr)
MA (1)	MA25753A1 (fr)
MX (1)	MXPA02012100A (fr)
NO (1)	NO20025883L (fr)
OA (1)	OA12284A (fr)
PL (1)	PL360592A1 (fr)
SK (1)	SK17142002A3 (fr)
WO (1)	WO2001094344A1 (fr)
ZA (1)	ZA200209954B (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
USRE39384E1 (en)	1993-09-01	2006-11-07	Smithkline Beecham P.L.C.	Substituted thiazolidinedione derivatives
DE102005034406A1 (de) *	2005-07-22	2007-02-01	Ratiopharm Gmbh	Neue Salze von Rosiglitazon
EP2016076A2 (fr) *	2007-01-22	2009-01-21	Teva Pharmaceutical Industries Ltd.	Formes polymorphes d'hydrobromure de rosiglitazone et leurs procédés de préparation
EP1956018A1 (fr) *	2007-02-06	2008-08-13	Boehringer Ingelheim Pharma GmbH & Co. KG	Procédé de préparation d'un dérivé du benzimidazole
WO2010021745A2 (fr) *	2008-08-21	2010-02-25	Teva Pharmaceutical Industries Ltd.	Formes polymorphes de bromhydrate de rosiglitazone et leurs procédés de préparation

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB9218830D0 (en) *	1992-09-05	1992-10-21	Smithkline Beecham Plc	Novel compounds

2000
- 2000-06-08 GB GBGB0014006.1A patent/GB0014006D0/en not_active Ceased
2001
- 2001-06-08 WO PCT/GB2001/002567 patent/WO2001094344A1/fr not_active Ceased
- 2001-06-08 BR BR0111536-7A patent/BR0111536A/pt not_active IP Right Cessation
- 2001-06-08 AU AU2001264078A patent/AU2001264078A1/en not_active Abandoned
- 2001-06-08 AP APAP/P/2002/002673A patent/AP2002002673A0/en unknown
- 2001-06-08 MX MXPA02012100A patent/MXPA02012100A/es unknown
- 2001-06-08 CZ CZ20023966A patent/CZ20023966A3/cs unknown
- 2001-06-08 EP EP01938400A patent/EP1296980A1/fr not_active Withdrawn
- 2001-06-08 JP JP2002501893A patent/JP2003535862A/ja active Pending
- 2001-06-08 CA CA002411065A patent/CA2411065A1/fr not_active Abandoned
- 2001-06-08 CN CN01813190A patent/CN1443186A/zh active Pending
- 2001-06-08 DZ DZ013382A patent/DZ3382A1/fr active
- 2001-06-08 HU HU0301137A patent/HUP0301137A3/hu unknown
- 2001-06-08 EA EA200300005A patent/EA200300005A1/ru unknown
- 2001-06-08 OA OA1200200370A patent/OA12284A/en unknown
- 2001-06-08 IL IL15327901A patent/IL153279A0/xx unknown
- 2001-06-08 KR KR1020027016721A patent/KR20030007918A/ko not_active Withdrawn
- 2001-06-08 PL PL36059201A patent/PL360592A1/xx not_active Application Discontinuation
- 2001-06-08 SK SK1714-2002A patent/SK17142002A3/sk not_active Application Discontinuation
2002
- 2002-12-04 MA MA26933A patent/MA25753A1/fr unknown
- 2002-12-05 BG BG107357A patent/BG107357A/bg unknown
- 2002-12-06 NO NO20025883A patent/NO20025883L/no not_active Application Discontinuation
- 2002-12-09 ZA ZA200209954A patent/ZA200209954B/en unknown

Also Published As

Publication number	Publication date
BG107357A (bg)	2003-08-29
PL360592A1 (en)	2004-09-20
CA2411065A1 (fr)	2001-12-13
CN1443186A (zh)	2003-09-17
AU2001264078A1 (en)	2001-12-17
CZ20023966A3 (cs)	2003-04-16
BR0111536A (pt)	2003-07-01
JP2003535862A (ja)	2003-12-02
GB0014006D0 (en)	2000-08-02
NO20025883D0 (no)	2002-12-06
EA200300005A1 (ru)	2003-04-24
DZ3382A1 (fr)	2001-12-13
MXPA02012100A (es)	2003-04-25
AP2002002673A0 (en)	2002-12-31
KR20030007918A (ko)	2003-01-23
MA25753A1 (fr)	2003-04-01
ZA200209954B (en)	2003-10-10
IL153279A0 (en)	2003-07-06
EP1296980A1 (fr)	2003-04-02
WO2001094344A1 (fr)	2001-12-13
HUP0301137A2 (hu)	2003-08-28
NO20025883L (no)	2003-02-03
HUP0301137A3 (en)	2005-04-28
SK17142002A3 (sk)	2003-10-07

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AU2005229688A1 (en)	2005-11-24	Tartrate salts of thiazolidinedione derivative