CA2568640A1 - Pharmaceutical composition containing irbesartan - Google Patents
Pharmaceutical composition containing irbesartan Download PDFInfo
- Publication number
- CA2568640A1 CA2568640A1 CA002568640A CA2568640A CA2568640A1 CA 2568640 A1 CA2568640 A1 CA 2568640A1 CA 002568640 A CA002568640 A CA 002568640A CA 2568640 A CA2568640 A CA 2568640A CA 2568640 A1 CA2568640 A1 CA 2568640A1
- Authority
- CA
- Canada
- Prior art keywords
- composition
- irbesartan
- tablet
- binder
- minutes
- 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.)
- Granted
Links
- 239000002947 C09CA04 - Irbesartan Substances 0.000 title claims abstract 25
- YCPOHTHPUREGFM-UHFFFAOYSA-N irbesartan Chemical compound O=C1N(CC=2C=CC(=CC=2)C=2C(=CC=CC=2)C=2[N]N=NN=2)C(CCCC)=NC21CCCC2 YCPOHTHPUREGFM-UHFFFAOYSA-N 0.000 title claims abstract 25
- 229960002198 irbesartan Drugs 0.000 title claims abstract 25
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 2
- 239000000203 mixture Substances 0.000 claims abstract 67
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract 16
- 238000004090 dissolution Methods 0.000 claims abstract 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical group O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 14
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical group [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 claims 14
- 239000011230 binding agent Substances 0.000 claims 10
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical group C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims 8
- 230000000181 anti-adherent effect Effects 0.000 claims 8
- 239000003911 antiadherent Substances 0.000 claims 8
- 239000003085 diluting agent Substances 0.000 claims 8
- 239000007884 disintegrant Substances 0.000 claims 8
- 239000000314 lubricant Substances 0.000 claims 8
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims 8
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims 8
- 229940069328 povidone Drugs 0.000 claims 8
- 229920002785 Croscarmellose sodium Polymers 0.000 claims 7
- 229920000168 Microcrystalline cellulose Polymers 0.000 claims 7
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical group [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 claims 7
- 229960001681 croscarmellose sodium Drugs 0.000 claims 7
- 235000010947 crosslinked sodium carboxy methyl cellulose Nutrition 0.000 claims 7
- 235000019359 magnesium stearate Nutrition 0.000 claims 7
- 229940016286 microcrystalline cellulose Drugs 0.000 claims 7
- 235000019813 microcrystalline cellulose Nutrition 0.000 claims 7
- 239000008108 microcrystalline cellulose Substances 0.000 claims 7
- 239000000377 silicon dioxide Substances 0.000 claims 7
- 235000012239 silicon dioxide Nutrition 0.000 claims 7
- 239000004094 surface-active agent Substances 0.000 claims 6
- CTKXFMQHOOWWEB-UHFFFAOYSA-N Ethylene oxide/propylene oxide copolymer Chemical group CCCOC(C)COCCO CTKXFMQHOOWWEB-UHFFFAOYSA-N 0.000 claims 5
- 229920000881 Modified starch Polymers 0.000 claims 5
- 229920002472 Starch Polymers 0.000 claims 5
- 229920001993 poloxamer 188 Polymers 0.000 claims 5
- 229940044519 poloxamer 188 Drugs 0.000 claims 5
- 239000008107 starch Substances 0.000 claims 5
- 235000019698 starch Nutrition 0.000 claims 5
- JZUFKLXOESDKRF-UHFFFAOYSA-N Chlorothiazide Chemical group C1=C(Cl)C(S(=O)(=O)N)=CC2=C1NCNS2(=O)=O JZUFKLXOESDKRF-UHFFFAOYSA-N 0.000 claims 4
- 229960002003 hydrochlorothiazide Drugs 0.000 claims 4
- 239000000546 pharmaceutical excipient Substances 0.000 claims 3
- 239000008186 active pharmaceutical agent Substances 0.000 claims 2
- 229920003084 Avicel® PH-102 Polymers 0.000 claims 1
- 239000013543 active substance Substances 0.000 claims 1
- 239000002934 diuretic Substances 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 229940124531 pharmaceutical excipient Drugs 0.000 claims 1
- 238000005550 wet granulation Methods 0.000 claims 1
- 238000009472 formulation Methods 0.000 abstract 4
- 239000004480 active ingredient Substances 0.000 abstract 1
Classifications
-
- 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
- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/4164—1,3-Diazoles
- A61K31/4184—1,3-Diazoles condensed with carbocyclic rings, e.g. benzimidazoles
-
- 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
- A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
-
- 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
- A61K9/2031—Organic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, polyethylene oxide, poloxamers
-
- 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
- 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
- A61K9/2059—Starch, including chemically or physically modified derivatives; Amylose; Amylopectin; Dextrin
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/10—Antioedematous agents; Diuretics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
Abstract
This invention relates to pharmaceutical compositions containing irbesartan, providing oral formulations with a high relative amount or concentration of irbesartan. In one embodiment, the present invention provides an oral formulation of irbesartan containing greater than 70% w/w irbesartan. In another embodiment, the invention provides an oral formulation of irbesartan which exhibits a dissolution profile according to which greater than about 85%
of the Irbesartan is dissolved within about 30 minutes using USP apparatus 2, placing the tablet in 1000mL of 0.1N hydrochloric acid at 37~C with paddle speed of 50 rpm. The formulation can optionally contain at least one additional active ingredient.
of the Irbesartan is dissolved within about 30 minutes using USP apparatus 2, placing the tablet in 1000mL of 0.1N hydrochloric acid at 37~C with paddle speed of 50 rpm. The formulation can optionally contain at least one additional active ingredient.
Claims (40)
1. A composition comprising greater than 70% w/w irbesartan and at least one pharmaceutically-acceptable excipient.
2. The composition of claim 1, which exhibits a dissolution profile according to which greater than about 85% of the irbesartan is dissolved within about 30 minutes using USP apparatus 2, placing the tablet in 1000mL of 0.1N hydrochloric acid at 37°C with paddle speed of 50 rpm.
3. A composition comprising greater than 70 %w/w irbesartan, wherein said composition exhibits a dissolution profile according to which greater than about 85% of the irbesartan is dissolved within about 30 minutes using USP apparatus 2, placing the tablet in 1000mL of 0.1N hydrochloric acid at 37°C with paddle speed of 50 rpm.
4. The composition of claim 3, which comprises greater than 75% w/w irbesartan and at least one pharmaceutically acceptable excipient.
5. The composition of any of claims1-4, in the form of a tablet.
6. The composition of any of claims 1-5, wherein said composition comprises a binder.
7. The composition of claim 6, wherein a binder is povidone or pregelatinized starch.
8. The composition of claim 7, wherein a binder is povidone.
9. The composition of claim 8, wherein the povidone is from about 1.0 to about 7.0% w/w of the composition.
10. The composition of any of claims 6-9, wherein a binder is pregelatinized starch (starch 1500).
11. The composition of claim 10, wherein the pregelatinized starch (starch 1500) is from about 1.0 to about 10.0% w/w of the composition.
12. The composition of any of claims 1-11, wherein said composition comprises a disintegrant.
13. The composition of claim 12, wherein a disintegrant is croscarmellose sodium.
14. The composition of claim 13, wherein the croscarmellose sodium is Ac-Di-Sol and is from about 1.0 to about 7.0% w/w of the composition.
15. The composition of any of claims 1-14, wherein said composition comprises a surfactant.
16. The composition of claim 15, wherein a surfactant is poloxamer 188.
17. The composition of claim 16, wherein the poloxamer 188 is from about 0.2 to about 6.0% w/w of the composition.
18. The composition of any of claims 1-17, wherein said composition comprises a diluent.
19. The composition of claim 18, wherein said diluent is microcrystalline cellulose.
20. The composition of claim 19, wherein the microcrystalline cellulose is Avicel PH 102 FMC and comprises from about 2.0 to about 10.0% w/w of the composition.
21. The composition of any of claims 1-20, wherein said composition comprises an antiadherent.
22. The composition of claim 21, wherein the antiadherent is silicon dioxide.
23. The composition of claim 22, wherein the silicon dioxide is syloid 244 and comprises from about 0.4% w/w to about 0.5% w/w of the composition.
24. The composition of any of claims 1-23, wherein said composition comprises a lubricant.
25. The composition of claim 24, wherein said lubricant is magnesium stearate.
26. The composition of claim 25, wherein the magnesium stearate comprises from about 0.2 to about 2.0% w/w of the composition.
27. The composition of any of claims 1-26, further wherein said composition comprises at least one additoinal active pharmaceutical agent.
28. The composition of claim 27, wherein an additional active pharmaceutical agent is a diuretic agent.
29. The composition of claim 27 or 28, wherein an additional active agent is hydrochlorothiazide.
30. The composition of claim 1, wherein the composition comprises, by weight, 75% irbesartan, and by weight, about 10% binder, about 7.5% diluent, about 4%
disintegrant, about 2% surfactant, about 1% lubricant, and about 0.5%
antiadherent;
wherein said binder consists of pregelantinized starch and povidone; said diluent is microcrystalline cellulose, said disintegrant is croscarmellose sodium, said surfactant is poloxamer 188, said lubricant is magnesium stearate, and said antiadherent is silicon dioxide.
disintegrant, about 2% surfactant, about 1% lubricant, and about 0.5%
antiadherent;
wherein said binder consists of pregelantinized starch and povidone; said diluent is microcrystalline cellulose, said disintegrant is croscarmellose sodium, said surfactant is poloxamer 188, said lubricant is magnesium stearate, and said antiadherent is silicon dioxide.
31. The composition of claim 30, wherein said composition is a tablet, and the tablet has a dissolution such that greater than 85% of the irbesartan contained therein dissolves within 30 minutes under the following conditions: USP apparatus 2, placing the tablet in 1000 mL of 0.1N hydrochloric acid at 37°C with paddle speed of 50 rpm.
32. The composition of claim 1, wherein the composition comprises, by weight, 79.79% irbesartan, and the pharmaceutical excipients comprise, by weight, about 8.5%
binder, about 5.9% diluent, about 3.1% disintegrant, about 1% surfactant, about 1%
lubricant, and about 0.5% antiadherent; wherein said binder consists of pregelantinized starch and povidone; said diluent is microcrystalline cellulose, said disintegrant is croscarmellose sodium, said surfactant is poloxamer 188, said lubricant is magnesium stearate, and said antiadherent is silicon dioxide.
binder, about 5.9% diluent, about 3.1% disintegrant, about 1% surfactant, about 1%
lubricant, and about 0.5% antiadherent; wherein said binder consists of pregelantinized starch and povidone; said diluent is microcrystalline cellulose, said disintegrant is croscarmellose sodium, said surfactant is poloxamer 188, said lubricant is magnesium stearate, and said antiadherent is silicon dioxide.
33. The composition of claim 32, wherein said composition is a tablet, such that the tablet has a dissolution performance such that greater than 85% of the irbesartan contained therein dissolves within 30 minutes under the following conditions:
USP
apparatus 2, placing the tablet in 1000 mL of 0.1N hydrochloric acid at 37°C with paddle speed of 50 rpm. The tablet of claim 9, wherein the tablet is prepared by a wet granulation method.
USP
apparatus 2, placing the tablet in 1000 mL of 0.1N hydrochloric acid at 37°C with paddle speed of 50 rpm. The tablet of claim 9, wherein the tablet is prepared by a wet granulation method.
34. The composition of claim 1, which exhibits a dissolution profile according to which greater than about 80% of the irbesartan is dissolved within about 10 minutes using USP apparatus 2, placing the tablet in 1000mL of 0.1N hydrochloric acid at 37°C with paddle speed of 50 rpm.
35. The composition of claim 1, which exhibits a dissolution profile according to which greater than about 85% of the irbesartan is dissolved within about 10 minutes using USP apparatus 2, placing the tablet in 1000mL of 0.1N hydrochloric acid at 37°C with paddle speed of 50 rpm.
36. The composition of claim 1, which exhibits a dissolution profile according to which at least about 75% of the irbesartan is dissolved within about 5 minutes, at least about 85% of the irbesartan is dissolved within about 10 minutes, and at least about 95% of the irbesartan is dissolved within about 20 minutes using USP apparatus 2, placing the tablet in 1000mL of 0.1N hydrochloric acid at 37°C with paddle speed of 50 rpm.
37. The composition of claim 1, wherein the composition comprises, by weight, 79.79% irbesartan, from about 3% to about 7% hydrochlorothiazide, from about 5.3% to about 7.5% binder, from about 3.5% to about 6% diluent, from about 3% to about 3.2%
disintegrant, from about 1% to about 1.1% lubricant, and from about 0.4% to about 0.5%
antiadherent; wherein said binder consists of pregelantinized starch and povidone; said diluent is microcrystalline cellulose, said disintegrant is croscarmellose sodium, said lubricant is magnesium stearate, and said antiadherent is silicon dioxide.
disintegrant, from about 1% to about 1.1% lubricant, and from about 0.4% to about 0.5%
antiadherent; wherein said binder consists of pregelantinized starch and povidone; said diluent is microcrystalline cellulose, said disintegrant is croscarmellose sodium, said lubricant is magnesium stearate, and said antiadherent is silicon dioxide.
38. The composition of claim 36, wherein the composition comprises, by weight, 79.79% irbesartan, 2.13% povidone, 6.38% pregelatinized starch, 3.15%
croscarmellose sodium, 1.01% poloxamer 188, 5.96% microcrystalline cellulose, 1.01%
magnesium stearate and 0.43% silicon dioxide.
croscarmellose sodium, 1.01% poloxamer 188, 5.96% microcrystalline cellulose, 1.01%
magnesium stearate and 0.43% silicon dioxide.
39. The composition of claim 37, wherein the composition comprises 150 mg of irbesartan and 12.5 mg of hydrochlorothiazide.
40. The composition of claim 37, wherein the composition comprises, by weight, about 79% irbesartan, about 3.3% hydrochlorothiazide, about 3.1%
pregelatinized starch, about 2.1% povidone, about 5.3% microcrystalline cellulose, about 4.7%
croscarmellose sodium, about 0.4% silicon dioxide and about 1% magnesium stearate.
pregelatinized starch, about 2.1% povidone, about 5.3% microcrystalline cellulose, about 4.7%
croscarmellose sodium, about 0.4% silicon dioxide and about 1% magnesium stearate.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US57742704P | 2004-06-04 | 2004-06-04 | |
US60/577,427 | 2004-06-04 | ||
PCT/IB2005/002689 WO2005118166A2 (en) | 2004-06-04 | 2005-06-02 | Pharmaceutical composition containing irbesartan |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2568640A1 true CA2568640A1 (en) | 2005-12-15 |
CA2568640C CA2568640C (en) | 2011-08-09 |
Family
ID=35463389
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA2568640A Expired - Fee Related CA2568640C (en) | 2004-06-04 | 2005-06-02 | Pharmaceutical composition containing irbesartan |
Country Status (11)
Country | Link |
---|---|
US (2) | US8226977B2 (en) |
EP (1) | EP1750862B1 (en) |
JP (2) | JP4880591B2 (en) |
AT (1) | ATE493973T1 (en) |
AU (1) | AU2005249794A1 (en) |
CA (1) | CA2568640C (en) |
DE (1) | DE602005025755D1 (en) |
ES (1) | ES2282062T1 (en) |
IL (1) | IL179718A0 (en) |
PL (1) | PL1750862T3 (en) |
WO (1) | WO2005118166A2 (en) |
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DE102006006588A1 (en) * | 2006-02-13 | 2007-08-16 | Ratiopharm Gmbh | Fast-release irbesartan-containing pharmaceutical composition |
GB0612540D0 (en) * | 2006-06-23 | 2006-08-02 | Novartis Ag | Galenical formulations of organic compounds |
GB0617171D0 (en) * | 2006-08-31 | 2006-10-11 | Generics Uk Ltd | Novel compositions and methods |
CA2563690C (en) * | 2006-10-12 | 2014-10-07 | Pharmascience Inc. | Pharmaceutical compositions comprising intra- and extra- granular fractions |
JP5527921B2 (en) * | 2006-12-22 | 2014-06-25 | エスエス製薬株式会社 | Oral solid composition concealing bitterness |
WO2008102235A1 (en) * | 2007-02-20 | 2008-08-28 | Aurobindo Pharma Limited | Controlled release formulations of alfuzosin |
RU2010104960A (en) * | 2007-08-01 | 2011-09-10 | Тева Фармасьютикал Индастриес Лтд. (Il) | PHARMACEUTICAL COMPOSITION OF CANDESARTAN |
PT2065035E (en) * | 2007-11-28 | 2010-10-04 | Lesvi Laboratorios Sl | Pharmaceutical formulations containing irbesartan |
JP5296456B2 (en) * | 2008-08-26 | 2013-09-25 | 大日本住友製薬株式会社 | Irbesartan-containing pharmaceutical composition with good dissolution and orally disintegrating tablet |
WO2011010316A1 (en) * | 2009-07-20 | 2011-01-27 | Hetero Research Foundation | Pharmaceutical compositions of irbesartan |
WO2011141783A2 (en) | 2010-04-13 | 2011-11-17 | Micro Labs Limited | Pharmaceutical composition comprising irbesartan |
JP5946135B2 (en) * | 2012-03-29 | 2016-07-05 | 塩野義製薬株式会社 | Solid formulation containing trichloromethiazide and crystalline cellulose |
JP6018420B2 (en) * | 2012-06-05 | 2016-11-02 | ニプロ株式会社 | Pharmaceutical composition comprising an angiotensin II receptor antagonist and thiazide diuretic |
KR20140030505A (en) * | 2012-08-31 | 2014-03-12 | 한미약품 주식회사 | Pharmaceutical composite capsule formulation comprising irbesartan and hmg-coa reductase inhibitor |
JP5714652B2 (en) * | 2013-06-13 | 2015-05-07 | 大日本住友製薬株式会社 | Irbesartan-containing pharmaceutical composition with good dissolution and orally disintegrating tablet |
JP5978335B2 (en) * | 2015-03-11 | 2016-08-24 | 大日本住友製薬株式会社 | Irbesartan-containing pharmaceutical composition with good dissolution and orally disintegrating tablet |
JP6445923B2 (en) * | 2015-04-22 | 2018-12-26 | ダイト株式会社 | Preparation of irbesartan-containing tablets |
JP6737060B2 (en) * | 2015-09-11 | 2020-08-05 | ニプロ株式会社 | Method for producing pharmaceutical composition containing irbesartan |
JP6151413B2 (en) * | 2016-07-25 | 2017-06-21 | 大日本住友製薬株式会社 | Irbesartan-containing pharmaceutical composition with good dissolution and orally disintegrating tablet |
NZ755597A (en) | 2017-02-17 | 2023-06-30 | Eidos Therapeutics Inc | Processes for preparing ag-10, its intermediates, and salts thereof |
JP2017141299A (en) * | 2017-05-24 | 2017-08-17 | 大日本住友製薬株式会社 | Irbesartan-containing pharmaceutical composition showing excellent elution, and orally disintegrable tablet |
JP2018168185A (en) * | 2018-07-05 | 2018-11-01 | 大日本住友製薬株式会社 | Irbesartan-containing pharmaceutical composition and orally disintegrable tablet with excellent elution |
JP2019203031A (en) * | 2019-09-06 | 2019-11-28 | 大日本住友製薬株式会社 | Irbesartan-containing pharmaceutical composition showing excellent elution, and orally disintegrable tablet |
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-
2005
- 2005-06-02 PL PL05775601T patent/PL1750862T3/en unknown
- 2005-06-02 CA CA2568640A patent/CA2568640C/en not_active Expired - Fee Related
- 2005-06-02 JP JP2007514218A patent/JP4880591B2/en not_active Expired - Fee Related
- 2005-06-02 EP EP05775601A patent/EP1750862B1/en active Active
- 2005-06-02 DE DE602005025755T patent/DE602005025755D1/en active Active
- 2005-06-02 WO PCT/IB2005/002689 patent/WO2005118166A2/en not_active Application Discontinuation
- 2005-06-02 ES ES05775601T patent/ES2282062T1/en active Pending
- 2005-06-02 AU AU2005249794A patent/AU2005249794A1/en not_active Abandoned
- 2005-06-02 US US11/143,556 patent/US8226977B2/en not_active Expired - Fee Related
- 2005-06-02 AT AT05775601T patent/ATE493973T1/en not_active IP Right Cessation
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2006
- 2006-11-30 IL IL179718A patent/IL179718A0/en unknown
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2011
- 2011-08-19 JP JP2011179762A patent/JP2011252022A/en not_active Withdrawn
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2012
- 2012-05-31 US US13/485,493 patent/US8414920B2/en not_active Expired - Fee Related
Also Published As
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WO2005118166A3 (en) | 2006-07-27 |
ES2282062T1 (en) | 2007-10-16 |
US20050271720A1 (en) | 2005-12-08 |
DE602005025755D1 (en) | 2011-02-17 |
PL1750862T3 (en) | 2011-06-30 |
JP2008501680A (en) | 2008-01-24 |
JP2011252022A (en) | 2011-12-15 |
IL179718A0 (en) | 2007-05-15 |
ATE493973T1 (en) | 2011-01-15 |
EP1750862A4 (en) | 2008-06-11 |
JP4880591B2 (en) | 2012-02-22 |
EP1750862B1 (en) | 2011-01-05 |
AU2005249794A1 (en) | 2005-12-15 |
US20120238555A1 (en) | 2012-09-20 |
EP1750862A2 (en) | 2007-02-14 |
CA2568640C (en) | 2011-08-09 |
WO2005118166A2 (en) | 2005-12-15 |
US8226977B2 (en) | 2012-07-24 |
US8414920B2 (en) | 2013-04-09 |
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