CN1430959A - Compsn. contg. 5-[4-[2-(N-methyl-N-2-pyridyl) amino-) oxethyl] beazyl] thiazolidine-2,4-tetraethyldiaminobenzophenone - Google Patents
Compsn. contg. 5-[4-[2-(N-methyl-N-2-pyridyl) amino-) oxethyl] beazyl] thiazolidine-2,4-tetraethyldiaminobenzophenone Download PDFInfo
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- CN1430959A CN1430959A CN02149972A CN02149972A CN1430959A CN 1430959 A CN1430959 A CN 1430959A CN 02149972 A CN02149972 A CN 02149972A CN 02149972 A CN02149972 A CN 02149972A CN 1430959 A CN1430959 A CN 1430959A
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
-
- 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
-
- 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
- A61P3/06—Antihyperlipidemics
-
- 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
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Diabetes (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Obesity (AREA)
- Hematology (AREA)
- General Chemical & Material Sciences (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Endocrinology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicinal Preparation (AREA)
Abstract
The invention relates to a pharmaceutical composition comprising Compound (I), characterised in that the composition comprises 2 to 12 mg of Compound (I) in a pharmaceutically acceptable form and optionally a pharmaceutically acceptable carrier therefor, the use of such a composition in medicine, processes for the preparation of such a composition and intermediate composition useful in such a process.
Description
The application be submitted on June 2nd, 1998, denomination of invention for " contain 5-[4-[2-(N-methyl-N-2-pyridine radicals) amino) ethyoxyl] benzyl] thiazolidine-2, the compositions of 4-diketone " the dividing an application of No. 98805686.0 patent applications.
The present invention relates to compositions, relate in particular to Pharmaceutical composition, relate to the purposes of this compositions in medicine, relate to this method for compositions of preparation and relate to the compositions of using in this method.
European patent application published numbers 0,306,228 relates to the thiazolidine diketone derivative that some has blood sugar lowering and hypolipidemic activity.At EP0, a disclosed concrete thiazolidinedione is 5-[4-[2-(N-methyl-N-(2-pyridine radicals) amino) ethyoxyl in 306,228] benzyl] thiazolidine-2,4-diketone (after this being called chemical compound (I)).Come into the open among the international application published WO94/05659 some salt of compound (I) comprises the maleate of embodiment 1.
We find that surprisingly chemical compound (I) single, particular day dosage has useful especially effect to glycemic control at present, and therefore particularly useful to treatment diabetes (particularly type ii diabetes) and the disease relevant with diabetes.
We have found that also preparation contains new, the advantageous method of the Pharmaceutical composition (the particularly compositions of unit dose) of chemical compound (I).This new method comprises pre-administration (pre-administration) concentrate of preparation chemical compound (I), after this this concentrate is formulated as required unit dose in effective, economic mode.This new method is for the tablet advantageous particularly of preparation chemical compound (I).
Therefore,, the invention provides the Pharmaceutical composition (being suitably for unit dosage forms) that contains chemical compound (I), it is characterized in that said composition contains chemical compound of the pharmaceutically acceptable form of 2-12mg (I) and optional pharmaceutically acceptable carrier aspect first.
The chemical compound (I) of the pharmaceutically acceptable form that is fit to comprises pharmaceutically acceptable salt form and pharmaceutically acceptable solvate forms, and comprises the pharmaceutically acceptable solvate forms of pharmaceutically acceptable salt.
Suitable compositions contains 2,3,4,5,6,7,8,9,10,11 or the chemical compound (I) of the pharmaceutically acceptable form of 12mg.
Concrete compositions contains the chemical compound (I) of the pharmaceutically acceptable form of 2-4mg.
Concrete compositions contains the chemical compound (I) of the pharmaceutically acceptable form of 4-8mg.
Concrete compositions contains the chemical compound (I) of the pharmaceutically acceptable form of 8-12mg.
A kind of compositions contains the chemical compound (I) of the pharmaceutically acceptable form of 2mg.
Preferred compositions contains the chemical compound (I) of the pharmaceutically acceptable form of 4mg.
Preferred compositions contains the chemical compound (I) of the pharmaceutically acceptable form of 8mg.
The suitable pharmaceutically acceptable salt form of chemical compound (I) is included in those that describe among EP0306228 and the WO94/05659.The salt of preferred pharmaceutical compositions is maleate.
The suitable pharmaceutically acceptable solvate forms of chemical compound (I) is included in those that describe among EP0306228 and the WO94/05659, particularly hydrate.
According to the method for knowing, for example those disclosed method in EP0306228 and WO94/05659 can prepare chemical compound (I) or its pharmaceutically acceptable salt or its pharmaceutically acceptable solvate.The disclosure that is incorporated herein EP0306228 and WO94/05659 is for referencial use.
Chemical compound (I) can exist with one of several tautomeric forms, and term " chemical compound (I) " comprises used these independent tautomeric forms or their mixture.
Therefore chemical compound (I) contains chiral carbon atom, can exist with two kinds of stereoisomer forms of as many as, and term chemical compound (I) comprises the isomer that these are independent or the isomeric forms of mixture of isomers, comprises racemate.
When this uses, term " disease relevant with diabetes " comprises the disease relevant with prediabetes, disease and the diabetic complication relevant with diabetes itself.
When this uses, term " disease relevant with prediabetes " comprises as insulin resistance (comprising the heritability insulin resistance) disease, infringement property glucose tolerance and hyperinsulinemia.
" disease relevant with diabetes itself " comprises the insulin resistance hyperglycemia, comprises acquired insulin resistance and obesity.Other disease relevant with diabetes itself comprises hypertension; Cardiovascular disease, particularly atherosclerosis; Some eating disorder, particularly those need the disease of modulation of appetite and food intake, as with the very few relevant disease of feed as anorexia nervosa, and with the too much relevant disease of feed, as obesity and anorexia bulimia nerovsa (anorexia bulimia).Other disease relevant with diabetes itself comprises polycystic ovarian syndrome and inductive insulin resistance of steroid and gestational diabetes.
" diabetic complication " comprises nephropathy, and particularly relevant with type ii diabetes nephropathy comprises diabetic nephropathy, glomerulonephritis, glomerulosclerosis, nephrotic syndrome, hypertensive nephrosclerosis and end-stage renal disease.
Comprise human and two kinds of purposes for animals at this used term " pharmaceutically acceptable ": comprise the acceptable chemical compound of for animals as term " pharmaceutically acceptable ".
The amount that exists in greater than administration composition in the proportional quantities of chemical compound (I) that the concentrate of the chemical compound (I) of the pharmaceutically acceptable form of this used term refers to pharmaceutically acceptable form.
For avoiding query, when the scalar of the chemical compound (I) that provides pharmaceutically acceptable form at this when (comprising mg amount and weight % amount), the amount of the scalar reference compound (I) of indication itself: the chemical compound (I) as 2mg maleate form is the amount that contains the maleate of 2mg chemical compound (I).
Diabetes are preferably type ii diabetes.
In yet another aspect, the invention provides the method that preparation contains the Pharmaceutical composition of the chemical compound (I) of the pharmaceutically acceptable form of 2-12mg and pharmaceutically acceptable carrier, this method comprises mixes the chemical compound of the pharmaceutically acceptable form of 2-12mg (I) with pharmaceutically acceptable carrier, and optional subsequently the compositions that produces is formulated as the form that can supply with medicine.
As mentioned above, the present invention also provides the other method of the Pharmaceutical composition for preparing the chemical compound (I) that contains pharmaceutically acceptable form, and this method is particularly suitable for preparing the chemical compound (I) of unit dosage forms.Therefore, the present invention also provides the method for the Pharmaceutical composition of preparation chemical compound (I) of pharmaceutically acceptable form and pharmaceutically acceptable carrier, and this method comprises: (i) prepare and contain the chemical compound (I) of pharmaceutically acceptable form and first compositions of first kind of pharmaceutically acceptable carrier; (ii) described first compositions is mixed with second kind of pharmaceutically acceptable carrier, obtain the compositions of required chemical compound (I), and optional subsequently the compositions that produces is formulated as the form that can supply with medicine.
The medicine the supplied with form of the Pharmaceutical composition of preferred compound (I) is the compositions of unit dose.
Except that specializing, the unit dose that is fit to contains as many as 12mg, as the chemical compound (I) of the pharmaceutically acceptable form of 1-12mg.
Other unit dose comprises those dosage mentioned herein.
A key component of a kind of method in above-mentioned back is first compositions.Therefore, the present invention also is provided at the compositions that is used as first compositions in the method for unit dose of chemical compound (I) of the pharmaceutically acceptable form of preparation.
The present invention also provides the compositions of chemical compound (I) that contains pharmaceutically acceptable form and the pharmaceutically acceptable carrier of choosing wantonly, it is characterized in that described compositions is pharmaceutically acceptable pre-administration composition.
The pharmaceutically acceptable pre-administration composition that is fit to is the concentrate (being preferably granular concentrate) of the chemical compound (I) of pharmaceutically acceptable form.This granular concentrate is particularly suitable for diluted to obtain the compositions of administration, is preferably tablet.
In yet another aspect, the invention provides the chemical compound (I) that contains pharmaceutically acceptable form and the compositions of pharmaceutically acceptable carrier, it is characterized in that described compositions is the concentrate of the chemical compound (I) of pharmaceutically acceptable form, be suitable for diluted to obtain the compositions of administration.
In first compositions, pre-administration composition or diluted composition (after this being called " first compositions " for simplicity) are fit to contain the chemical compound (I) of the pharmaceutically acceptable form of as many as 50% (weight), as 2-50% (weight).
Preferred first compositions contains the chemical compound (I) of the pharmaceutically acceptable form of 5-20% (weight), particularly 5%, 10% or 15% (weight) chemical compound (I) as the pharmaceutically acceptable form of 10% (weight).
Method of the present invention can provide any Pharmaceutical composition that makes things convenient for the chemical compound (I) of form of medication, comprises per os or parenteral form.They are particularly suitable for being prepared as the tablet of the chemical compound (I) of oral administration form, particularly pharmaceutically acceptable form.
First kind of pharmaceutically acceptable carrier can comprise the pharmaceutically acceptable carrier of any routine, comprises conventional pharmaceutically acceptable excipient, is included in those disclosed in the following handbook.Yet, because first kind of pharmaceutically acceptable carrier is not essential in the form that can supply with medicine, so it needn't contain only relevant with administration excipient.For example first kind of pharmaceutically acceptable carrier needn't contain lubricant.
Second kind of pharmaceutically acceptable carrier comprises the pharmaceutically acceptable carrier of any routine, comprises acceptable excipient on the conventional pharmaceutical (comprising disintegrating agent, diluent and lubricant), comprises those that mention in the following handbook.
A kind of first concrete compositions contains chemical compound (I), disintegrating agent, binding agent and the diluent of pharmaceutically acceptable form.
Suitable disintegrating agent is a sodium starch glycolate.
Suitable adhesive is a methyl cellulose binder, as hydroxypropyl methylcellulose 2910.
The suitable dilution agent comprises cellulose, as microcrystalline Cellulose and lactose monohydrate.
Suitable lubricant is a magnesium stearate.
We find that particularly advantageous first compositions contains the chemical compound of pharmaceutically acceptable form (I), sodium starch glycolate, hydroxypropyl methylcellulose 2910, microcrystalline Cellulose and lactose monohydrate, when granular.We find that this granular form is stable especially.
When first compositions contains the chemical compound (I) of pharmaceutically acceptable form of have an appointment 10% (weight), said composition is diluted easily, obtains containing the units dosage composition of the chemical compound (I) of 2-12mg, particularly 2-8mg, 2-4mg, 4-8mg and the pharmaceutically acceptable form of 8-12mg.
Use any conventional method that is suitable for the described first compositions character can suitably carry out described first preparation of compositions, obtain granulous first compositions as wet granulation.
Compositions of the present invention is formulated as the method that can supply with the medicine form is included in disclosed conventional formulation method in this handbook of quoting, comprise pressed disc method.
The compositions that preferred the present invention can supply with medicine is fit to oral administration.Yet they also are suitable for other route of administration, as parenteral, Sublingual or transdermal administration.
The compositions that can supply with medicine can be tablet, capsule, powder, granule, lozenge, suppository, reconstitutable powders or liquid preparation such as oral or aseptic parenteral solution or suspension.
For obtaining the concordance of administration, preferred compositions of the present invention is a unit dosage forms.
The unit dosage forms of oral administration can be tablet and capsule, and they can contain conventional excipients such as binding agent as syrup, arabic gum, gelatin, sorbitol, Tragacanth or polyvinylpyrrolidone; Filler such as lactose, sucrose, corn starch, calcium phosphate, sorbitol or glycine; Tabletting lubricant such as magnesium stearate; Disintegrating agent such as starch, polyvinylpyrrolidone, sodium starch glycolate or microcrystalline Cellulose or pharmaceutically acceptable wetting agent such as sodium lauryl sulphate.
Except that specializing, preferred compositions of the present invention is the unit dosage forms as the appropriate amount of corresponding daily dose, and suitable unit dose contains 1,2,3,4,5,6,7,8,9,10,11 or the chemical compound (I) of the pharmaceutically acceptable form of 12mg.
Can mix by conventional method, filling or tabletting prepare solid composite (as Orally administered composition).If desired, can repeat the married operation step described active component is scattered in the compositions of using a large amount of filleies.This type of operating procedure is this area routine.Can carry out coating to tablet according to the method for knowing in the normal pharmacy practice, particularly carry out coating with film coating thing aqueous solution.
Fluid composition (as liquid oral compositions) can be prepared as emulsion, syrup or elixir form, perhaps they is prepared as the desciccate form, and water or other suitable solvent duplicate before use.This type of liquid preparation can contain conventional additive, as suspending agent as sorbitol, syrup, methylcellulose, gelatin, hydroxyethyl-cellulose, carboxymethyl cellulose, aluminium stearate gel, hydrogenation edible fat; Emulsifying agent such as lecithin, Arlacel-80 or arabic gum; Water-insoluble solvent (can comprise edible oil) is as almond oil, fractionated coconut oil, oily ester such as glycerol, propylene glycol or alcoholic acid ester; Antiseptic such as right-methyl hydroxybenzoate or propyl ester or sorbic acid; And can contain conventional correctives or coloring agent if desired.
Reactive compound and aseptic solvent as described in parenteral compositions (comprising that the parenteral compositions is as units dosage composition) can contain, according to the concentration of using, described reactive compound can be suspended in or be dissolved in this solvent.When preparing the solution of parenteral, compositions of the present invention can be dissolved in the water for injection filtration sterilization, fill also sealing in suitable glass tube vial or ampoule then.As described in preferably adjuvant being dissolved in as local anesthetic, antiseptic and buffer agent in the solvent.For increasing stability, freezing after the said composition fill is in glass tube vial and vacuum can be removed moisture.Can prepare the parenteral suspension with essentially identical method, but described reactive compound is to be suspended in the solvent rather than to be dissolved in the solvent, and degerming can not be undertaken by filtration.Described chemical compound can be sterilized by being exposed in the oxirane, then it is suspended in the aseptic solvent.Preferably contain surfactant or wetting agent in the said composition to help the uniform distribution of this chemical compound.
Except that specializing, according to the method difference of administration, compositions of the present invention can contain the active substance of 0.1% to 99% (weight), preferred 10% to 60% (weight).
If desired, described compositions can be for having the packaged form of operation instruction.
According to conventional methods, as at the canonical reference book as Britain and American Pharmacopeia, Remington ' sPharmaceutical Sciences (Mack Publishing Co.), Martindale The ExtraPharmacopoeia (London, The Pharmaceutical Press) and those methods of describing among the Harry ' sCosmeticology (Leonard Hill Books), prepare and prepare compositions of the present invention.
The present invention also provides the Pharmaceutical composition that contains 2-12mg chemical compound (I) and pharmaceutically acceptable carrier as active therapeutic agent.
Specifically, the invention provides the Pharmaceutical composition of the chemical compound that contains the pharmaceutically acceptable form of 2-12mg (I) that is used for the treatment of diabetes (particularly type ii diabetes) and the disease relevant with diabetes.
Compositions of the present invention can the administration every day 1-6 time, but most preferably every day 1 or 2 times.
Therefore, on the other hand, the invention provides the method for treatment mammal (as the people) diabetes (particularly type ii diabetes) and the disease relevant with diabetes, this method comprises the chemical compound (I) of the pharmaceutically acceptable form of mammal 2-12mg that needs every day.
Specifically, this method comprises the chemical compound (I) that gives 2-4,4-8 or the pharmaceutically acceptable form of 8-12mg.
Concrete dosage is 2mg/ day, 4mg/ day (comprise every day 2 times, each 2mg) and 8mg/ day (comprising every day 2 times, at every turn 4mg).
Specifically, this method comprises the chemical compound (I) that gives the pharmaceutically acceptable form of 2-4mg.
Specifically, this method comprises the chemical compound (I) that gives the pharmaceutically acceptable form of 4-8mg.
Specifically, this method comprises the chemical compound (I) that gives the pharmaceutically acceptable form of 8-12mg.
Preferably, this method comprises the chemical compound (I) that gives the pharmaceutically acceptable form of 2mg.
Preferably, this method comprises the chemical compound (I) that gives the pharmaceutically acceptable form of 4mg.
Preferably, this method comprises the chemical compound (I) that gives the pharmaceutically acceptable form of 8mg.
Scope 2-4mg comprises 2.1-4,2.2-4,2.3-4,2.4-4,2.5-4,2.6-4,2.7-4,2.8-4,2.9-4 or 3-4mg.
Scope 4-8mg comprises 4.1-8,4.2-8,4.3-8,4.4-8,4.5-8,4.6-8,4.7-8,4.8-8,4.9-8,5-8,6-8 or 7-8mg.
Scope 8-12mg comprises 8.1-12,8.2-12,8.3-12,8.4-12,8.5-12,8.6-12,8.7-12,8.8-12,8.9-12,9-12,10-12 or 11-12mg.
When using compositions of the present invention or method, there is not bad toxic action with above-mentioned dosage range.
The following example explanation the present invention, but do not limit the present invention in any way.
Embodiment 1: concentrate formulation
Lactose monohydrate with about 2/3rds mixes by suitable sieve and with the maleate of the chemical compound (I) that grinds.Make sodium starch glycolate, hydroxypropyl emthylcellulose, microcrystalline Cellulose and remaining lactose by suitable sieve, and add in the said mixture.Continue then to mix.With pure water the mixture that produces is made wet granular subsequently.Then to this wet granular sieve, dry in fluidized bed dryer, make dried granules pass through another kind of sieve, last homogenize.
The composition % of granular concentrate
Amounts of components (%)
Chemical compound (I) maleate 13.25 (pure maleate) that grinds
Sodium starch glycolate 5.00
Hydroxypropyl methylcellulose 2910 5.00
Microcrystalline Cellulose 20.0
Lactose monohydrate, general purpose grade to 100
Pure water *
*Work in-process is removed
Embodiment 2: described concentrate is formulated as tablet
The granule that derives from embodiment 1 is placed the rotation blender.Lactose with about 2/3rds sieves and adds in the blender.Microcrystalline Cellulose, sodium starch glycolate, magnesium stearate and remaining lactose are sieved, and add in the blender, this mixture is mixed.Then the mixture that produces is pressed into the target tablet on rotary tablet machine, for contain 1,2 and the tablet weight of 4mg active component be 150mg, for the tablet weight 300mg that contains the 8mg active component.
Then described label is transferred in the tablet coating machine,, and carries out film coating to sheet and heavily increase by 2.0% to 3.5% with hot-air (about 65 ℃) preheating.
Consumption (every mg number)
Tablet strength 1.0mg 2.0mg 4.0mg 8.0mg
Active component:
Chemical compound (I) maleate concentrate granule 10.00 20.00 40.00 80.00
Other component:
Sodium starch glycolate 6.96 6.46 5.46 10.92
Microcrystalline Cellulose 27.85 25.85 21.85 43.70
Lactose monohydrate 104.44 96.94 81.94 163.88
Magnesium stearate 0.75 0.75 0.75 1.50
Label gross weight 150.0 150.0 150.0 300.0
Film coating thing aqueous solution 4.5 4.5 4.5 9.0
Film coated tablet gross weight 154.5 154.5 154.5 309.0
Claims (2)
1. one kind prepares 5-[4-[2-(N-methyl-N-(2-pyridine radicals) amino) ethyoxyl that contains pharmaceutically acceptable form] benzyl] thiazolidine-2, the method of the Pharmaceutical composition of 4-diketone (after this being called chemical compound (I)) and pharmaceutically acceptable carrier, this method comprises: (i) preparation contains the chemical compound (I) of pharmaceutically acceptable form and first compositions of first kind of pharmaceutically acceptable carrier; (ii) described first compositions is mixed with second kind of pharmaceutically acceptable carrier, obtain the compositions of required chemical compound (I), and optional subsequently the compositions that produces is formulated as the form that can supply with medicine.
2. first compositions that is used for the described method of claim 1, said composition contains the chemical compound that content is the pharmaceutically acceptable form of 5-20% weight (I), sodium starch glycolate, hydroxypropyl methylcellulose 2910 and lactose monohydrate, and described compositions is granular.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9711683.4A GB9711683D0 (en) | 1997-06-05 | 1997-06-05 | Composition |
| GB9711683.4 | 1997-06-05 | ||
| GB9712851.6 | 1997-06-18 | ||
| GBGB9712851.6A GB9712851D0 (en) | 1997-06-18 | 1997-06-18 | Composition |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN98805686A Division CN1112926C (en) | 1997-06-05 | 1998-06-02 | Composition comprising 5-[4-(2-(N-methyl-N-2-pyridyl) amino) ethoxy] benzyl] thiazolidine-2,4-dione |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA2003101199090A Division CN1526391A (en) | 1997-06-05 | 1998-06-02 | Composition containing 5-[4-[2-(N-methyl-N-2-pyridyl)amino oxethyl] benzyl] thiazolidine-2, 4-diketone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1430959A true CN1430959A (en) | 2003-07-23 |
Family
ID=26311662
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA2003101199090A Pending CN1526391A (en) | 1997-06-05 | 1998-06-02 | Composition containing 5-[4-[2-(N-methyl-N-2-pyridyl)amino oxethyl] benzyl] thiazolidine-2, 4-diketone |
| CN98805686A Expired - Lifetime CN1112926C (en) | 1997-06-05 | 1998-06-02 | Composition comprising 5-[4-(2-(N-methyl-N-2-pyridyl) amino) ethoxy] benzyl] thiazolidine-2,4-dione |
| CN02149972A Pending CN1430959A (en) | 1997-06-05 | 2002-11-05 | Compsn. contg. 5-[4-[2-(N-methyl-N-2-pyridyl) amino-) oxethyl] beazyl] thiazolidine-2,4-tetraethyldiaminobenzophenone |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA2003101199090A Pending CN1526391A (en) | 1997-06-05 | 1998-06-02 | Composition containing 5-[4-[2-(N-methyl-N-2-pyridyl)amino oxethyl] benzyl] thiazolidine-2, 4-diketone |
| CN98805686A Expired - Lifetime CN1112926C (en) | 1997-06-05 | 1998-06-02 | Composition comprising 5-[4-(2-(N-methyl-N-2-pyridyl) amino) ethoxy] benzyl] thiazolidine-2,4-dione |
Country Status (29)
| Country | Link |
|---|---|
| EP (1) | EP0998284A1 (en) |
| JP (1) | JP2001521553A (en) |
| KR (1) | KR20010013410A (en) |
| CN (3) | CN1526391A (en) |
| AP (1) | AP1214A (en) |
| AR (2) | AR008198A1 (en) |
| AU (1) | AU8215098A (en) |
| BG (1) | BG104048A (en) |
| BR (1) | BR9810405A (en) |
| CA (2) | CA2333352A1 (en) |
| CO (1) | CO4940400A1 (en) |
| DZ (1) | DZ2510A1 (en) |
| EA (1) | EA002384B1 (en) |
| GB (1) | GB9711683D0 (en) |
| HU (1) | HUP0004070A3 (en) |
| ID (1) | ID24264A (en) |
| IL (1) | IL133074A0 (en) |
| MX (1) | MXPA99011322A (en) |
| NO (2) | NO995938L (en) |
| NZ (2) | NZ523725A (en) |
| OA (1) | OA11306A (en) |
| PE (1) | PE78899A1 (en) |
| PL (1) | PL337201A1 (en) |
| SK (1) | SK164899A3 (en) |
| TR (2) | TR199902963T2 (en) |
| TW (1) | TW570797B (en) |
| UY (1) | UY25032A1 (en) |
| WO (1) | WO1998055122A1 (en) |
| ZA (2) | ZA984826B (en) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE246191T1 (en) | 1999-04-23 | 2003-08-15 | Smithkline Beecham Plc | POLYMORPHOUS OF 5-(4-(2-(N-METHYL-N-(2-PYRDYL)AMINO)ETHOXY)BENZYL)THIAZOLIDINE-2,4-DIONE MALEIC ACID SALT |
| US20040248945A1 (en) | 1999-04-23 | 2004-12-09 | Smithkline Beecham P.L.C. | Thiazolidinedione derivative and its use as antidiabetic |
| KR100744359B1 (en) | 1999-04-23 | 2007-07-30 | 스미스클라인비이참피이엘시이 | Thiazolidinedione Derivative and its Use as Antidiabetic |
| GB0021978D0 (en) | 2000-09-07 | 2000-10-25 | Smithkline Beecham Plc | Novel pharmaceutical |
| GB0127805D0 (en) * | 2001-11-20 | 2002-01-09 | Smithkline Beecham Plc | Pharmaceutical composition |
| WO2003050112A1 (en) * | 2001-12-13 | 2003-06-19 | Smithkline Beecham Plc | Toluenesulfonate hydrates of a thiazolidinedione derivative |
| GB0129876D0 (en) * | 2001-12-13 | 2002-02-06 | Smithkline Beecham Plc | Novel pharmaceutical |
| GB0129871D0 (en) * | 2001-12-13 | 2002-02-06 | Smithkline Beecham Plc | Novel pharmaceutical |
| GB0130509D0 (en) * | 2001-12-20 | 2002-02-06 | Smithkline Beecham Plc | Novel pharmaceutical |
| US7435741B2 (en) | 2006-05-09 | 2008-10-14 | Teva Pharmaceutical Industries, Ltd. | 2-N{5-[[4-[2-(methyl-2-pyridinylamino) ethoxy] phenyl]methyl]-2,4-thiazolidinedione} butanedioic acid, methods of preparation and compositions with rosiglitazone maleate |
| EP1854794A1 (en) * | 2006-05-09 | 2007-11-14 | Teva Pharmaceutical Industries Ltd. | 2-N-{5-[[4-[2-(methyl-2-pyridinylamino) ethoxy] phenyl]methyl]-2-4-thiazolidinedione} butanedioic acid, methods of preparation and compositions with rosiglitazone maleate |
| WO2015008234A1 (en) * | 2013-07-17 | 2015-01-22 | Glenmark Pharmaceuticals S.A. | Bicyclic heterocyclic compounds as ror gamma modulators |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3856378T2 (en) * | 1987-09-04 | 2000-05-11 | Beecham Group Plc | Substituted thiazolidinedione derivatives |
| GB9218830D0 (en) * | 1992-09-05 | 1992-10-21 | Smithkline Beecham Plc | Novel compounds |
| SG47100A1 (en) * | 1994-02-10 | 1998-03-20 | Smithkline Beecham Plc | Use of insulin sensitisers for treating renal diseases |
| KR19990036290A (en) * | 1995-08-10 | 1999-05-25 | 로즈 암스트롱 | Reduction of Exogenous Insulin Dosage in Non-insulin-Dependent Diabetic Patients |
| AU7604596A (en) * | 1995-11-17 | 1997-06-11 | Warner-Lambert Company | A method of treating myotonic dystrophy |
| IL120443A (en) * | 1996-03-18 | 2000-07-16 | Sankyo Co | Use of an insulin sensitizer for the manufacture of a medicament for the treatment or prophylaxis of pancreatitis |
| AU3552697A (en) * | 1996-07-12 | 1998-02-09 | Smithkline Beecham Plc | Novel treatment of leptine resistance |
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1997
- 1997-06-05 GB GBGB9711683.4A patent/GB9711683D0/en active Pending
-
1998
- 1998-06-02 EA EA199901116A patent/EA002384B1/en not_active IP Right Cessation
- 1998-06-02 CA CA002333352A patent/CA2333352A1/en not_active Abandoned
- 1998-06-02 MX MXPA99011322A patent/MXPA99011322A/en unknown
- 1998-06-02 KR KR19997011411A patent/KR20010013410A/en not_active Application Discontinuation
- 1998-06-02 JP JP50158799A patent/JP2001521553A/en not_active Ceased
- 1998-06-02 TR TR1999/02963T patent/TR199902963T2/en unknown
- 1998-06-02 AP APAP/P/1999/001696A patent/AP1214A/en active
- 1998-06-02 WO PCT/EP1998/003478 patent/WO1998055122A1/en not_active Application Discontinuation
- 1998-06-02 CN CNA2003101199090A patent/CN1526391A/en active Pending
- 1998-06-02 BR BR9810405-5A patent/BR9810405A/en not_active IP Right Cessation
- 1998-06-02 NZ NZ523725A patent/NZ523725A/en unknown
- 1998-06-02 IL IL13307498A patent/IL133074A0/en unknown
- 1998-06-02 PL PL98337201A patent/PL337201A1/en unknown
- 1998-06-02 TR TR2000/02790T patent/TR200002790T2/en unknown
- 1998-06-02 ID IDW991520A patent/ID24264A/en unknown
- 1998-06-02 HU HU0004070A patent/HUP0004070A3/en unknown
- 1998-06-02 EP EP98932144A patent/EP0998284A1/en not_active Withdrawn
- 1998-06-02 CN CN98805686A patent/CN1112926C/en not_active Expired - Lifetime
- 1998-06-02 AU AU82150/98A patent/AU8215098A/en not_active Abandoned
- 1998-06-02 SK SK1648-99A patent/SK164899A3/en unknown
- 1998-06-02 CA CA002292629A patent/CA2292629C/en not_active Expired - Fee Related
- 1998-06-03 DZ DZ980120A patent/DZ2510A1/en active
- 1998-06-04 AR ARP980102649A patent/AR008198A1/en not_active Application Discontinuation
- 1998-06-04 ZA ZA9804826A patent/ZA984826B/en unknown
- 1998-06-04 UY UY25032A patent/UY25032A1/en not_active IP Right Cessation
- 1998-06-04 AR ARP980102650A patent/AR015120A1/en not_active Application Discontinuation
- 1998-06-04 CO CO98031614A patent/CO4940400A1/en unknown
- 1998-06-04 ZA ZA9811572A patent/ZA9811572B/en unknown
- 1998-06-05 PE PE1998000466A patent/PE78899A1/en not_active Application Discontinuation
- 1998-10-23 TW TW087117536A patent/TW570797B/en not_active IP Right Cessation
-
1999
- 1999-12-02 OA OA9900267A patent/OA11306A/en unknown
- 1999-12-03 NO NO995938A patent/NO995938L/en not_active Application Discontinuation
- 1999-12-27 BG BG104048A patent/BG104048A/en unknown
-
2001
- 2001-09-03 NZ NZ513922A patent/NZ513922A/en unknown
-
2002
- 2002-11-05 CN CN02149972A patent/CN1430959A/en active Pending
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2004
- 2004-02-20 NO NO20040738A patent/NO20040738L/en not_active Application Discontinuation
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