EP4167969A1 - Im mund zerfallende tablettenformulierung mit sitagliptin - Google Patents
Im mund zerfallende tablettenformulierung mit sitagliptinInfo
- Publication number
- EP4167969A1 EP4167969A1 EP21830086.1A EP21830086A EP4167969A1 EP 4167969 A1 EP4167969 A1 EP 4167969A1 EP 21830086 A EP21830086 A EP 21830086A EP 4167969 A1 EP4167969 A1 EP 4167969A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- orally disintegrating
- disintegrating tablet
- weight
- sitagliptin
- tablet formulation
- Prior art date
- Legal status (The legal status 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 status listed.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 79
- 238000009472 formulation Methods 0.000 title claims abstract description 56
- MFFMDFFZMYYVKS-SECBINFHSA-N sitagliptin Chemical compound C([C@H](CC(=O)N1CC=2N(C(=NN=2)C(F)(F)F)CC1)N)C1=CC(F)=C(F)C=C1F MFFMDFFZMYYVKS-SECBINFHSA-N 0.000 title claims abstract description 41
- 239000006191 orally-disintegrating tablet Substances 0.000 title claims abstract description 40
- 229960004034 sitagliptin Drugs 0.000 title claims abstract description 38
- 150000003839 salts Chemical class 0.000 claims abstract description 21
- 239000000546 pharmaceutical excipient Substances 0.000 claims abstract description 7
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 claims description 14
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 10
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 10
- 229960000913 crospovidone Drugs 0.000 claims description 10
- 235000013809 polyvinylpolypyrrolidone Nutrition 0.000 claims description 10
- 229920000523 polyvinylpolypyrrolidone Polymers 0.000 claims description 10
- 239000003085 diluting agent Substances 0.000 claims description 9
- 239000007884 disintegrant Substances 0.000 claims description 9
- 239000000314 lubricant Substances 0.000 claims description 9
- 229940049920 malate Drugs 0.000 claims description 9
- BJEPYKJPYRNKOW-UHFFFAOYSA-N malic acid Chemical compound OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims description 9
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- 235000003599 food sweetener Nutrition 0.000 claims description 8
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- IAOZJIPTCAWIRG-QWRGUYRKSA-N aspartame Chemical compound OC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 IAOZJIPTCAWIRG-QWRGUYRKSA-N 0.000 claims description 7
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- 239000003456 ion exchange resin Substances 0.000 claims description 4
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- HDTRYLNUVZCQOY-UHFFFAOYSA-N α-D-glucopyranosyl-α-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 claims description 2
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- 229920002785 Croscarmellose sodium Polymers 0.000 claims description 2
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- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 claims description 2
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- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims description 2
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- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 claims description 2
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- WINXNKPZLFISPD-UHFFFAOYSA-M Saccharin sodium Chemical compound [Na+].C1=CC=C2C(=O)[N-]S(=O)(=O)C2=C1 WINXNKPZLFISPD-UHFFFAOYSA-M 0.000 claims description 2
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- NEFBYIFKOOEVPA-UHFFFAOYSA-K dicalcium phosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])([O-])=O NEFBYIFKOOEVPA-UHFFFAOYSA-K 0.000 claims description 2
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- MVPICKVDHDWCJQ-UHFFFAOYSA-N ethyl 3-pyrrolidin-1-ylpropanoate Chemical compound CCOC(=O)CCN1CCCC1 MVPICKVDHDWCJQ-UHFFFAOYSA-N 0.000 claims description 2
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- 238000002347 injection Methods 0.000 description 2
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- 239000005995 Aluminium silicate Substances 0.000 description 1
- 208000019505 Deglutition disease Diseases 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- DTHNMHAUYICORS-KTKZVXAJSA-N Glucagon-like peptide 1 Chemical compound C([C@@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](C)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N[C@@H](CCCNC(N)=N)C(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C)NC(=O)[C@@H](N)CC=1N=CNC=1)[C@@H](C)O)[C@@H](C)O)C(C)C)C1=CC=CC=C1 DTHNMHAUYICORS-KTKZVXAJSA-N 0.000 description 1
- 101800000224 Glucagon-like peptide 1 Proteins 0.000 description 1
- 206010028813 Nausea Diseases 0.000 description 1
- 102100040918 Pro-glucagon Human genes 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- PZZYQPZGQPZBDN-UHFFFAOYSA-N aluminium silicate Chemical compound O=[Al]O[Si](=O)O[Al]=O PZZYQPZGQPZBDN-UHFFFAOYSA-N 0.000 description 1
- 229910000323 aluminium silicate Inorganic materials 0.000 description 1
- 229940127003 anti-diabetic drug Drugs 0.000 description 1
- 230000002058 anti-hyperglycaemic effect Effects 0.000 description 1
- 239000003472 antidiabetic agent Substances 0.000 description 1
- 210000000227 basophil cell of anterior lobe of hypophysis Anatomy 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 230000023852 carbohydrate metabolic process Effects 0.000 description 1
- 235000021256 carbohydrate metabolism Nutrition 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000003138 coordinated effect Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000003292 diminished effect Effects 0.000 description 1
- 238000007908 dry granulation Methods 0.000 description 1
- 239000007941 film coated tablet Substances 0.000 description 1
- 235000012631 food intake Nutrition 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- 230000010030 glucose lowering effect Effects 0.000 description 1
- 230000002641 glycemic effect Effects 0.000 description 1
- 208000035474 group of disease Diseases 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 230000000873 masking effect Effects 0.000 description 1
- 238000002483 medication Methods 0.000 description 1
- 230000004770 neurodegeneration Effects 0.000 description 1
- 208000015122 neurodegenerative disease Diseases 0.000 description 1
- GCYXWQUSHADNBF-AAEALURTSA-N preproglucagon 78-108 Chemical compound C([C@@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](C)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C)NC(=O)[C@@H](N)CC=1N=CNC=1)[C@@H](C)O)[C@@H](C)O)C(C)C)C1=CC=CC=C1 GCYXWQUSHADNBF-AAEALURTSA-N 0.000 description 1
- 230000003979 response to food Effects 0.000 description 1
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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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/4985—Pyrazines or piperazines ortho- or peri-condensed with heterocyclic ring systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2013—Organic compounds, e.g. phospholipids, fats
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2013—Organic compounds, e.g. phospholipids, fats
- A61K9/2018—Sugars, or sugar alcohols, e.g. lactose, mannitol; Derivatives thereof, e.g. polysorbates
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2022—Organic macromolecular compounds
- A61K9/2027—Organic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone, poly(meth)acrylates
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2022—Organic macromolecular compounds
- A61K9/205—Polysaccharides, e.g. alginate, gums; Cyclodextrin
- A61K9/2054—Cellulose; Cellulose derivatives, e.g. hydroxypropyl methylcellulose
-
- 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
Definitions
- the present invention relates to an orally disintegrating tablet formulation comprising sitagliptin or a pharmaceutically acceptable salt thereof and at least one pharmaceutically acceptable excipient. Further, the present invention provides a method for the preparation of said orally disintegrating tablet.
- Diabetes mellitus is a group of disorders of carbohydrate metabolism in which the action of insulin is diminished or absent through altered secretion, decreased insulin activity or a combination of both factors.
- Type 1 and Type 2 There are two main types of diabetes; Type 1 and Type 2:
- Type 1 diabetes occurs because the insulin-producing cells of the pancreas (beta cells) are damaged. In Type 1 diabetes, the pancreas makes little or no insulin, so sugar cannot get into the body's cells for use as energy. People with Type 1 diabetes must use insulin injections to control their blood glucose.
- Type 2 diabetes the pancreas makes insulin, but it either doesn't produce enough, or the insulin does not work properly. This diabetes occurs most often in people who are over 40 years old and overweight. Type 2 diabetes may sometimes be controlled with a combination of diet, weight management, and exercise. However, treatment also may include oral glucose-lowering medications or insulin injections.
- Sitagliptin is indicated as an adjunct to diet and exercise to improve glycemic control in adults with type 2 diabetes mellitus. It is an oral antihyperglycemic of the dipeptidyl peptidase-4 (DPP-4) inhibitor class.
- DPP-4 inhibitors work by blocking the action of DPP-4, an enzyme which destroys the hormone incretin.
- DPP-4 dipeptidyl peptidase-4
- GLP-1 glucagon-like peptide-1
- GIP glucose-dependent insulinotropic peptide
- Sitagliptin works by binding to DPP-4 and preventing it from breaking down the GLP-1 and GIP. This increases the levels of these hormones in the body and so increases their effect on controlling blood sugar.
- the chemical name of sitagliptin is (R) -4-oxo-4- [3- (trifluoromethyl) -5,6-dihydro [1 ,2,4] triazolo [4,3-a] pyrazin-7 (8H)-yl]-1- (2,4,5-trifluorophenyl) butan-2-amine), and the chemical structure of sitagliptin is shown in Formula 1.
- the film-coated tablets of Sitagliptin named as Januvia ® are being marketed by Merck in the USA.
- the Januvia ® tablet contains 32.13, 64.25, or 128.5 mg of sitagliptin phosphate monohydrate, which is equivalent to 25, 50, or 100 mg, respectively, of free base.
- Conventional tablet dosage forms constitute a preferred route of administration but certain groups of patients including geriatric, bed-ridden, uncooperative, nauseated, on reduced water intake, and patients having dysphagia, difficulty in swallowing, encounter problems while taking these dosage forms. Moreover, patients while travelling may have little or no access to water, limiting the use of conventional tablet dosage forms. As antidiabetic drugs are prescribed chronically, such a problem could lead to a high level of patient non- compliance.
- orally disintegrating tablet formulations provide the best alternative over conventional tablet dosage forms.
- Orally disintegrating tablet compositions which rapidly disintegrate on contact with saliva or in a small amount of water, offer increased convenience and ease of administration with the potential to achieve better patient compliance. Especially, it provides extra advantage for geriatric, and neurodegenerative disease patients who have difficulty in swallowing conventional tablets or capsules. It will be easy and fast to use when the patient needs it.
- the main objective of the invention is to realize a tablet comprising sitagliptin or a pharmaceutically acceptable salt thereof which can be taken by oral route without needing water, so it provides easy use for the patient.
- an orally disintegrating tablet form is used. In this way, a form with both the easy use for the patient and the desired dissolution profile is provided.
- Another object of the present invention is to provide the desired stability and a good taste for the patient's easy use.
- an orally disintegrating tablet formulation comprises sitagliptin or a pharmaceutically acceptable salt thereof and at least one pharmaceutically acceptable excipient.
- the formulation of the invention was designed without having to compromise on stability to achieve the rapidly absorbed and desired dissolution rate which was linked to the surprisingly coordinated effect of using sitagliptin or a pharmaceutically acceptable salt thereof as a source of sitagliptin and using the orally disintegrating tablet.
- the present invention provides orally disintegrating tablet of sitagliptin or a pharmaceutically acceptable salt thereof that will rapidly disintegrate within three minutes. These compositions have an acceptable taste, offer a pleasant mouth feel, and leave minimal residue in the mouth after administration.
- the present invention further provides processes for preparing said orally disintegrating tablet. It also provides a method of treating diabetes by administering said orally disintegrating tablet.
- the amount of sitagliptin or a pharmaceutically acceptable salt thereof is 20.0% to 50.0% by weight in the formulation.
- the amount of sitagliptin or a pharmaceutically acceptable salt thereof is 25.0% to 45.0% or 27.0% to 40.0% or 28.0% to 37.0% by weight in the formulation.
- a pharmaceutically acceptable salt of sitagliptin is sitagliptin phosphate or sitagliptin hydrochloride or sitagliptin malate.
- a pharmaceutically acceptable salt of sitagliptin is sitagliptin malate.
- the orally disintegrating tablet formulation of sitagliptin or a pharmaceutically acceptable salt thereof needs to be adapted in particular by a careful excipient selection give a suitable porous structure with suitable disintegrating time and high stability.
- the formulation comprises at least one the pharmaceutically acceptable excipients which are selected from diluents, disintegrants, glidants, lubricants, sweeteners or mixtures thereof.
- Suitable diluents are selected from the group comprising mannitol, microcrystalline cellulose, sorbitol, sucrose, inorganic salts, calcium salts, polysaccharides, dextrose, dicalcium phosphate, sodium chloride, dextrates, lactitol, maltodextrin, sucrose-maltodextrin mixtures, xylitol, trehalose, heavy magnesium carbonate, starch, sodium carbonate, sodium bicarbonate or mixtures thereof.
- the amount of diluents is 45.0% to 70.0% by weight in the formulation.
- the diluent is mannitol or microcrystalline cellulose or mixtures thereof.
- Mannitol is one of the most suitable diluents for moisture-sensitive formulations, coupled with a pleasant taste and mouthfeel. It is inert, non-hygroscopic diluent used in formulations that are moisture sensitive.
- Suitable disintegrants are selected from the group comprising crospovidone, alginic acid, ion exchange resins, magnesium aluminum silica, sodium dodecyl sulphate, croscarmellose sodium, sodium carboxymethyl starch, carboxy methyl cellulose calcium, docusate sodium, sodium starch glycolate, sodium glycine carbonate, sodium lauryl sulphate, low substituted HPC (hydroxy propyl cellulose), polyacrylin potasium, poloxamer, xanthan gum, calcium silicate, ion exchange resins and mixtures thereof.
- the amount of disintegrants is 5.0% to 20.0% by weight, preferably 5.0% to 12.0% by weight in the formulation.
- the disintegrant is crospovidone.
- crospovidone is used as disintegrant in the formulation of this present invention to provide porous ODT structure. Further, used crospovidone in the formulation enhances the disintegration time of sitagliptin or a pharmaceutically acceptable salt thereof, so the desired dissolution profile is provided.
- the orally disintegrating tablet formulation of sitagliptin or a pharmaceutically acceptable salt thereof is disintegrated in less than 1 min, preferably less than 30 sec thanks to the use of disintegrant, especially crospovidone.
- Suitable glidants are selected from the group comprising talc, colloidal silicon dioxide, colloidal anhydrous silica, aluminium silicate or mixtures thereof.
- the amount of glidants is 0.01% to 3.0% by weight in the formulation.
- the glidant is talc.
- Suitable lubricants are selected from the group comprising magnesium stearate, sodium stearyl fumarate, calcium stearate, sodium lauryl sulphate, magnesium lauryl sulphate, stearic acid, polyethylene glycol, paraffin, fumaric acid, glyceril palmitostearate, hydrogenated vegetable oil, zinc stearate or mixtures thereof.
- the amount of lubricants is 0.01% to 3.0% by weight in the formulation.
- the lubricant is magnesium stearate.
- the ratio of disintegants to lubricants is used in a specific ratio.
- the ratio is in the range of 1.0 to 12.0 by weight of the formulation, preferably it is in the range of 7.0 to 10.0 by weight of the formulation. It has been surprisingly found that with this ratio, desired flowability has been achieved to compress the formulation into ODTs.
- the used sweeteners have been improved by using sweeteners that do not interact with the active ingredient, so the patient’s compliance is provided.
- Suitable sweeteners are selected from the group comprising aspartame, sucralose, saccharin, sodium cyclamate, glucose, lactose, fructose, sorbitol, xylitol, erythritol or mixtures thereof.
- the amount of sweeteners is 0.05% to 4.0% by weight in the formulation.
- the sweetener is aspartame.
- the orally disintegrating tablet formulation comprises;
- microcrystalline cellulose - 20.0-30.0% by weight of microcrystalline cellulose
- magnesium stearate - 0.01 -3.0% by weight of magnesium stearate
- the orally disintegrating tablet formulation of the present invention can be prepared by conventional techniques such as direct compression, dry granulation, or wet granulation.
- the orally disintegrating tablet formulation is prepared direct compression.
- Example 1 The ODT formulation comprising sitagliptin or a pharmaceutically acceptable salt thereof
- Example 2 The ODT formulation comprising sitagliptin malate Process for example 2;
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Diabetes (AREA)
- Molecular Biology (AREA)
- Biophysics (AREA)
- Hematology (AREA)
- Endocrinology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Emergency Medicine (AREA)
- Obesity (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| TR2020/09724A TR202009724A2 (tr) | 2020-06-23 | 2020-06-23 | Si̇tagli̇pti̇ni̇n ağizda dağilan tablet formülasyonu |
| PCT/TR2021/050440 WO2021262114A1 (en) | 2020-06-23 | 2021-05-07 | An orally disintegrating tablet formulation comprising sitagliptin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP4167969A1 true EP4167969A1 (de) | 2023-04-26 |
| EP4167969A4 EP4167969A4 (de) | 2024-04-17 |
Family
ID=79281616
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP21830086.1A Pending EP4167969A4 (de) | 2020-06-23 | 2021-05-07 | Im mund zerfallende tablettenformulierung mit sitagliptin |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP4167969A4 (de) |
| TR (1) | TR202009724A2 (de) |
| WO (1) | WO2021262114A1 (de) |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2324027B1 (de) * | 2008-07-29 | 2016-02-24 | Medichem, S.A. | Neue kristalline salzformen eines 5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a] pyrazinderivats |
| CA2800507A1 (en) * | 2010-03-31 | 2011-10-06 | Teva Pharmaceuticals Industries Ltd. | Solid state forms of sitagliptin salts |
| TR201721700A2 (tr) * | 2017-12-26 | 2019-07-22 | Sanovel Ilac Sanayi Ve Ticaret Anonim Sirketi | Saksagli̇pti̇ni̇n ağizda dağilan formülasyonlari |
-
2020
- 2020-06-23 TR TR2020/09724A patent/TR202009724A2/tr unknown
-
2021
- 2021-05-07 WO PCT/TR2021/050440 patent/WO2021262114A1/en unknown
- 2021-05-07 EP EP21830086.1A patent/EP4167969A4/de active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| TR202009724A2 (tr) | 2022-01-21 |
| EP4167969A4 (de) | 2024-04-17 |
| WO2021262114A1 (en) | 2021-12-30 |
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