SK5992003A3 - Medicinal composition comprising an angiotensin II receptor antagonist and one or more diuretics and use thereof - Google Patents
Medicinal composition comprising an angiotensin II receptor antagonist and one or more diuretics and use thereof Download PDFInfo
- Publication number
- SK5992003A3 SK5992003A3 SK599-2003A SK5992003A SK5992003A3 SK 5992003 A3 SK5992003 A3 SK 5992003A3 SK 5992003 A SK5992003 A SK 5992003A SK 5992003 A3 SK5992003 A3 SK 5992003A3
- Authority
- SK
- Slovakia
- Prior art keywords
- angiotensin
- receptor antagonist
- compound
- diuretics
- pharmaceutically acceptable
- Prior art date
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- 229920006316 polyvinylpyrrolidine Polymers 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
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- MFDFERRIHVXMIY-UHFFFAOYSA-N procaine Chemical compound CCN(CC)CCOC(=O)C1=CC=C(N)C=C1 MFDFERRIHVXMIY-UHFFFAOYSA-N 0.000 description 1
- 229960004919 procaine Drugs 0.000 description 1
- 125000005767 propoxymethyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])[#8]C([H])([H])* 0.000 description 1
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
- 229960003415 propylparaben Drugs 0.000 description 1
- 235000019423 pullulan Nutrition 0.000 description 1
- 229960000577 quinethazone Drugs 0.000 description 1
- 208000037803 restenosis Diseases 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- NGHMEZWZOZEZOH-UHFFFAOYSA-N silicic acid;hydrate Chemical class O.O[Si](O)(O)O NGHMEZWZOZEZOH-UHFFFAOYSA-N 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229940080313 sodium starch Drugs 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000010356 sorbitol Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 238000009495 sugar coating Methods 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- RTKIYNMVFMVABJ-UHFFFAOYSA-L thimerosal Chemical compound [Na+].CC[Hg]SC1=CC=CC=C1C([O-])=O RTKIYNMVFMVABJ-UHFFFAOYSA-L 0.000 description 1
- 229940033663 thimerosal Drugs 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-M toluene-4-sulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-M 0.000 description 1
- 229960005461 torasemide Drugs 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- 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
- A61K31/4178—1,3-Diazoles not condensed 1,3-diazoles and containing further heterocyclic rings, e.g. pilocarpine, nitrofurantoin
-
- 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
- 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
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Materials For Medical Uses (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2000354327 | 2000-11-21 | ||
JP2001164009 | 2001-05-31 | ||
PCT/JP2001/010095 WO2002041890A1 (fr) | 2000-11-21 | 2001-11-19 | Compositions medicinales |
Publications (1)
Publication Number | Publication Date |
---|---|
SK5992003A3 true SK5992003A3 (en) | 2003-11-04 |
Family
ID=26604360
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SK599-2003A SK5992003A3 (en) | 2000-11-21 | 2001-11-19 | Medicinal composition comprising an angiotensin II receptor antagonist and one or more diuretics and use thereof |
Country Status (24)
Country | Link |
---|---|
US (2) | US6878703B2 (fr) |
EP (2) | EP1336407B1 (fr) |
KR (1) | KR100656716B1 (fr) |
CN (1) | CN1265788C (fr) |
AT (1) | ATE324890T1 (fr) |
AU (2) | AU1432402A (fr) |
BR (1) | BR0115516A (fr) |
CA (1) | CA2429260A1 (fr) |
CY (1) | CY1106134T1 (fr) |
CZ (1) | CZ20031367A3 (fr) |
DE (1) | DE60119368T2 (fr) |
DK (1) | DK1336407T3 (fr) |
ES (1) | ES2262689T3 (fr) |
HK (1) | HK1054692A1 (fr) |
HU (1) | HUP0400553A3 (fr) |
IL (2) | IL155965A0 (fr) |
MX (1) | MXPA03004463A (fr) |
NO (1) | NO332938B1 (fr) |
NZ (1) | NZ525913A (fr) |
PL (1) | PL207252B1 (fr) |
PT (1) | PT1336407E (fr) |
SK (1) | SK5992003A3 (fr) |
TW (1) | TWI262076B (fr) |
WO (1) | WO2002041890A1 (fr) |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU2004208615C1 (en) * | 2003-01-31 | 2010-05-13 | Daiichi Sankyo Company, Limited | Medicine for prevention of and treatment for arteriosclerosis and hypertension |
US20040198789A1 (en) * | 2003-02-28 | 2004-10-07 | Recordati Ireland Limited | Lercanidipine/ARB/diuretic therapeutic combinations |
CA2536967A1 (fr) | 2003-08-28 | 2005-03-17 | Nitromed, Inc. | Composes cardiovasculaires nitroses et nitrosyles, compositions et procedes d'utilisation correspondants |
US20070054948A1 (en) * | 2004-09-02 | 2007-03-08 | Lilach Hedvati | Purification of olmesartan medoxomil |
JP4511550B2 (ja) * | 2004-09-02 | 2010-07-28 | テバ ファーマシューティカル インダストリーズ リミティド | オルメサルタンメドキソミルの調製法 |
KR100953878B1 (ko) * | 2004-09-02 | 2010-04-22 | 테바 파마슈티컬 인더스트리즈 리미티드 | 올메살탄 메독소밀의 정제 |
JP2008531579A (ja) | 2005-02-24 | 2008-08-14 | ニトロメッド インコーポレーティッド | 酸化窒素増強利尿化合物、組成物および使用方法 |
KR101318032B1 (ko) * | 2005-05-20 | 2013-10-14 | 다이이찌 산쿄 가부시키가이샤 | 필름 코팅 제제 |
CN101180052B (zh) * | 2005-05-20 | 2010-11-17 | 第一三共株式会社 | 含有右旋糖的薄膜包衣制剂 |
WO2007047838A2 (fr) * | 2005-10-20 | 2007-04-26 | Dr. Reddy's Laboratories Ltd. | Procede de preparation de l'olmesartan medoxomil |
US8077769B2 (en) * | 2006-03-28 | 2011-12-13 | Sony Corporation | Method of reducing computations in transform and scaling processes in a digital video encoder using a threshold-based approach |
ATE526963T1 (de) * | 2006-05-04 | 2011-10-15 | Lek Pharmaceuticals | Pharmazeutische zusammensetzung mit olmesartan- medoxomil |
WO2008054121A1 (fr) * | 2006-10-30 | 2008-05-08 | Hanall Pharmaceutical Company. Ltd | Composition pharmaceutique à libération contrôlée contenant des thiazides et des bloqueurs des récepteurs de l'angiotensine ii |
ES2510866T3 (es) | 2008-03-13 | 2014-10-21 | Daiichi Sankyo Company, Limited | Mejora de la solubilidad de una preparación que contiene olmesartán medoxomilo |
US20100008956A1 (en) * | 2008-07-08 | 2010-01-14 | Jie Du | Composition and combinations of carboxylic acid losartan in dosage forms |
DE102008059206A1 (de) | 2008-11-27 | 2010-06-10 | Bayer Schering Pharma Aktiengesellschaft | Pharmazeutische Darreichungsform enthaltend Nifedipin oder Nisoldipin und einen Angiotensin-II Antagonisten und/oder ein Diuretikum |
US9387249B2 (en) | 2008-12-23 | 2016-07-12 | Takeda Pharmaceutical Company Limited | Methods of treating hypertension with at least one angiotensin II receptor blocker and chlorthalidone |
IT1400311B1 (it) | 2010-05-10 | 2013-05-24 | Menarini Int Operations Lu Sa | Associazione di inibitori della xantina ossidasi e antagonisti del recettore dell'angiotensina ii e loro uso. |
AU2019287551A1 (en) | 2018-06-14 | 2021-01-28 | Astrazeneca Uk Limited | Methods for treatment of hypertension with an angiotensin II receptor blocker pharmaceutical composition |
Family Cites Families (32)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3108097A (en) | 1963-10-22 | Ehnojs | ||
US2783241A (en) | 1957-02-26 | S-acylimino-x-substituted-az-i | ||
US2976289A (en) | 1961-03-21 | X-tetrahydro - | ||
US3025292A (en) | 1962-03-13 | Reduction of i | ||
US3254076A (en) | 1966-05-31 | Sulfamyl hydro | ||
US3009911A (en) | 1961-11-21 | Derivatives of j | ||
US2554816A (en) | 1950-04-04 | 1951-05-29 | American Cyanamid Co | Heterocyclic sulfonamides and methods of preparation thereof |
GB795174A (en) | 1954-10-13 | 1958-05-21 | Upjohn Co | Heterocyclic sulphonamides |
US2835702A (en) | 1956-05-02 | 1958-05-20 | Merck & Co Inc | Benzene 1, 3 disulfonamides possessing diuretic properties |
US2980679A (en) | 1957-04-04 | 1961-04-18 | Omikron Gagliardi Societa Di F | Process for preparing heterocyclic sulfonamides |
US3055904A (en) | 1957-11-04 | 1962-09-25 | Geigy Chem Corp | New isoindoline derivatives |
GB851287A (en) | 1958-07-10 | 1960-10-12 | British Drug Houses Ltd | 5-chlorotoluene-2:4-disulphonamide and alkali metal salts thereof |
US3058882A (en) | 1959-12-28 | 1962-10-16 | Hoechst Ag | N'-substituted-3-carboxy-6-halo-sulfanilamide and derivatives thereof |
US3255241A (en) | 1961-01-19 | 1966-06-07 | Merck & Co Inc | (2-alkylidene acyl)phenoxy-and (2-alkylidene acyl)phenylmercaptocarboxylic acids |
GB979994A (en) | 1961-07-28 | 1965-01-06 | May & Baker Ltd | Isoindolinone derivatives |
US3265573A (en) | 1962-07-27 | 1966-08-09 | Squibb & Sons Inc | Benzothiadiazinesulfonamide-1, 1-dioxide composition |
NL299931A (fr) | 1962-10-30 | |||
DE1278443C2 (de) | 1963-11-30 | 1975-07-24 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von 2,4-disulfonamid-1-chlorbenzolen |
US3163645A (en) | 1964-09-25 | 1964-12-29 | Ciba Geigy Corp | Derivatives of 3, 4-dihydro-2-h-[1, 2, 4]-benzothiadiazine-1, 1-dioxides |
DE1270544B (de) | 1965-06-19 | 1968-06-20 | Beiersdorf Ag | 4-Chlor-5-sulfamylsalicylsaeure-(2', 6'-dimethyl)-anilid und dessen Alkali- oder Ammonium-Salze sowie Verfahren zu deren Herstellung |
US3360518A (en) | 1966-01-03 | 1967-12-26 | Wallace & Tiernan Inc | Tetrahydro-halo-sulfamyl quinazolinones |
US3634583A (en) | 1969-07-24 | 1972-01-11 | Leo Pharm Prod Ltd | Pharmaceutical composition for the treatment of oedematous conditions and hypertension |
BE757001A (fr) | 1969-10-10 | 1971-03-16 | Cerpha | Derives heterocycliques d'acides phenoxy acetique et leur preparation |
US5138069A (en) | 1986-07-11 | 1992-08-11 | E. I. Du Pont De Nemours And Company | Angiotensin II receptor blocking imidazoles |
CA1338238C (fr) * | 1988-01-07 | 1996-04-09 | David John Carini | Imidazoles bloquant les recepteurs de l'angiotensine ii et combinaisons de ces imidazoles avec des diuretiques et des anti-inflammatoires non steroidiens |
EP0733366B1 (fr) * | 1988-01-07 | 1998-04-01 | E.I. Du Pont De Nemours And Company | Compositions pharmaceutiques comprenant des imidazoles comme antagonistes d'angiotensine II et des diurétiques |
CA2016710A1 (fr) * | 1989-05-15 | 1990-11-15 | Prasun K. Chakravarty | Benzimidazoles substitues comme antagonistes de l'antiotensine ii |
US5656650A (en) * | 1990-12-14 | 1997-08-12 | Smithkline Beecham Corp. | Angiotensin II receptor blocking compositions |
IE920540A1 (en) * | 1991-02-21 | 1992-08-26 | Sankyo Co | 1-biphenylmethylimidazole derivatives, their preparation and¹their therapetuic use |
US5616599A (en) * | 1991-02-21 | 1997-04-01 | Sankyo Company, Limited | Angiotensin II antagosist 1-biphenylmethylimidazole compounds and their therapeutic use |
US5310928A (en) | 1991-11-18 | 1994-05-10 | E. I. Du Pont De Nemours And Company | Process for preparing biphenyltetrazole compounds |
US5264447A (en) * | 1992-09-01 | 1993-11-23 | Merck & Co., Inc. | Angiotensin II antagonist |
-
2001
- 2001-11-19 EP EP01982846A patent/EP1336407B1/fr not_active Revoked
- 2001-11-19 BR BR0115516-4A patent/BR0115516A/pt not_active Application Discontinuation
- 2001-11-19 AU AU1432402A patent/AU1432402A/xx active Pending
- 2001-11-19 CZ CZ20031367A patent/CZ20031367A3/cs unknown
- 2001-11-19 KR KR1020037006752A patent/KR100656716B1/ko active IP Right Review Request
- 2001-11-19 CA CA002429260A patent/CA2429260A1/fr not_active Abandoned
- 2001-11-19 PL PL361093A patent/PL207252B1/pl unknown
- 2001-11-19 NZ NZ525913A patent/NZ525913A/en not_active IP Right Cessation
- 2001-11-19 MX MXPA03004463A patent/MXPA03004463A/es active IP Right Grant
- 2001-11-19 AT AT01982846T patent/ATE324890T1/de active
- 2001-11-19 PT PT01982846T patent/PT1336407E/pt unknown
- 2001-11-19 CN CNB018221130A patent/CN1265788C/zh not_active Expired - Lifetime
- 2001-11-19 EP EP05008297A patent/EP1595540A1/fr not_active Withdrawn
- 2001-11-19 WO PCT/JP2001/010095 patent/WO2002041890A1/fr active IP Right Grant
- 2001-11-19 ES ES01982846T patent/ES2262689T3/es not_active Expired - Lifetime
- 2001-11-19 DK DK01982846T patent/DK1336407T3/da active
- 2001-11-19 SK SK599-2003A patent/SK5992003A3/sk not_active Application Discontinuation
- 2001-11-19 HU HU0400553A patent/HUP0400553A3/hu unknown
- 2001-11-19 DE DE60119368T patent/DE60119368T2/de not_active Expired - Lifetime
- 2001-11-19 AU AU2002214324A patent/AU2002214324B2/en not_active Expired
- 2001-11-19 IL IL15596501A patent/IL155965A0/xx unknown
- 2001-11-21 TW TW090128798A patent/TWI262076B/zh not_active IP Right Cessation
-
2003
- 2003-05-18 IL IL155965A patent/IL155965A/en unknown
- 2003-05-20 NO NO20032261A patent/NO332938B1/no not_active IP Right Cessation
- 2003-05-20 US US10/442,874 patent/US6878703B2/en not_active Expired - Fee Related
- 2003-09-29 HK HK03107005A patent/HK1054692A1/xx not_active IP Right Cessation
-
2004
- 2004-12-23 US US11/020,624 patent/US20050113367A1/en not_active Abandoned
-
2006
- 2006-07-31 CY CY20061101069T patent/CY1106134T1/el unknown
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FC9A | Refused patent application |