US20040024013A1 - Medicinal compositions containing aspirin - Google Patents
Medicinal compositions containing aspirin Download PDFInfo
- Publication number
- US20040024013A1 US20040024013A1 US10/600,266 US60026603A US2004024013A1 US 20040024013 A1 US20040024013 A1 US 20040024013A1 US 60026603 A US60026603 A US 60026603A US 2004024013 A1 US2004024013 A1 US 2004024013A1
- Authority
- US
- United States
- Prior art keywords
- pharmaceutically acceptable
- acceptable salt
- tetrahydrothieno
- cyclopropylcarbonyl
- fluorobenzyl
- 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
- DTGLZDAWLRGWQN-UHFFFAOYSA-N CC(=O)OC1=CC2=C(CCN(C(C(=O)C3CC3)C3=C(F)C=CC=C3)C2)S1 Chemical compound CC(=O)OC1=CC2=C(CCN(C(C(=O)C3CC3)C3=C(F)C=CC=C3)C2)S1 DTGLZDAWLRGWQN-UHFFFAOYSA-N 0.000 description 1
Classifications
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- 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
- A61K31/435—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
- A61K31/4353—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 ortho- or peri-condensed with heterocyclic ring systems
- A61K31/4365—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 ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system having sulfur as a ring hetero atom, e.g. ticlopidine
-
- 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
- A61K31/60—Salicylic acid; 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
- A61K31/60—Salicylic acid; Derivatives thereof
- A61K31/612—Salicylic acid; Derivatives thereof having the hydroxy group in position 2 esterified, e.g. salicylsulfuric acid
- A61K31/616—Salicylic acid; Derivatives thereof having the hydroxy group in position 2 esterified, e.g. salicylsulfuric acid by carboxylic acids, e.g. acetylsalicylic acid
-
- 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
-
- 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
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
-
- 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
-
- 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
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
Definitions
- This invention relates to pharmaceutical compositions containing 2-acetoxy-5-( ⁇ -cyclopropylcarbonyl-2-fluorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine or a pharmaceutically acceptable salt thereof, and aspirin, as active ingredients [particularly pharmaceutical compositions for prevention or treatment (particularly for treatment) of diseases caused by thrombus or embolus]; to the use of 2-acetoxy-5- ⁇ -cyclopropylcarbonyl-2-fluorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine or a pharmaceutically acceptable salt thereof and aspirin for the manufacture of pharmaceutical compositions for prevention or treatment (particularly for treatment) of diseases caused by thrombus or embolus; and to methods for the prevention or treatment (particularly to methods for the treatment) of diseases caused by thrombus or embolus by administration of an effective amount of 2-acetoxy-5-( ⁇ -cyclopropylcarbonyl-2-fluorobenzyl)
- the present inventors have studied therapeutic agents with low toxicity that exert inhibitory activity against platelet aggregation and have found that the problems described above are solved by using pharmaceutical compositions comprising 2-acetoxy-5-( ⁇ -cyclopropylcarbonyl-2-fluorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine or a pharmaceutically acceptable salt thereof and aspirin.
- the present invention provides pharmaceutical compositions containing 2-acetoxy-5-( ⁇ -cyclopropylcarbonyl-2-fluorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine or a pharmaceutically acceptable salt thereof and aspirin as active ingredients [particularly pharmaceutical compositions for prevention or treatment (particularly for treatment) of diseases caused by thrombus or embolus]; the use of 2-acetoxy-5-( ⁇ -cyclopropylcarbonyl-2-fluorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine or a pharmaceutically acceptable salt thereof, and aspirin, for the manufacture of pharmaceutical compositions [particularly pharmaceutical compositions for prevention or treatment (particularly for treatment) of diseases caused by thrombus or embolus]; and methods for the prevention or treatment (particularly methods for treatment) of diseases caused by thrombus or embolus by administration of an effective amount of 2-acetoxy-5-( ⁇ -cyclopropylcarbonyl-2-fluor
- the pharmaceutically acceptable salts of 2-acetoxy-5-( ⁇ -cyclopropylcarbonyl-2-fluorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine may be, for example, hydrohalogenic acid salts such as hydrofluoride, hydrochloride, hydrobromide or hydroiodide; nitrate; perchlorate; sulfate; phosphate; C 1 -C 4 alkanesulfonates optionally substituted by halogens such as methanesulfonate, trifluoromethanesulfonate, ethanesulfonate; C 6 -C 10 arylsulfonates optionally substituted by C 1 -C 4 alkyl groups such as benzenesulfonate or p-toluenesulfonate; C 1 -C 6 aliphatic acid salts such as acetate, malate, fumarate, succinate, citrate
- one of the active ingredients of the present invention may absorb some kinds of organic solvents and may form solvates in some cases, and these solvates are also included in the present invention.
- the other active ingredient, aspirin, is a well-known compound, as an analgesic antipyretic.
- compositions of the present invention which contain 2-acetoxy-5-( ⁇ -cyclopropylcarbonyl-2-fluorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine or a pharmaceutically acceptable salt thereof, and aspirin, as active ingredients, possess excellent inhibitory activity against platelet aggregation and thrombogenesis with short onset latency and low toxicity.
- compositions of the present invention are useful as preventative or therapeutic agents (particularly as therapeutic agents) against diseases caused by thrombus or embolus, for example, diseases induced by platelet aggregation, including stable or unstable angina pectoris and so forth; cardiovascular or cerebrovascular disorders, e.g., thromboembolism, associated with atherosclerosis or diabetes mellitus, such as unstable angina pectoris, cerebral ischemic insult or restenosis due to angioplasty, endarterectomy or stent therapy; or thromboembolism caused by thromboembolization such as recurrent embolism after degradation of the original thrombus, embolism, ischemia-induced dementia, peripheral arteriopathy, thromboembolization associated with hemodialysis or atrial fibrillation, or thromboembolization in the vascular prosthesis, or in the bypass between the aorta and the coronary artery.
- the therapeutic agent of the present invention is administered to warm-blooded animals (particularly
- the use in combination of 2-acetoxy-5-( ⁇ -cyclopropylcarbonyl-2-fluorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine or a pharmaceutically acceptable salt thereof, and aspirin results in more potent effectiveness than the use of each component alone. Furthermore, plasma levels of these agents do not have to be maintained at a certain level and higher during the same period, in order to produce their effects. It is believed that these 2 agents reach the receptors, at which they act in vivo, and turn on switches at the receptors to induce the effects.
- the plasma level of one component of the pharmaceutical composition is too low to induce the effects with increasing time after the agent was administered, the switches at the receptors have already been turned on.
- the preventative or therapeutic efficacy of the agent is expected by inhibiting thrombogenesis or embolization.
- the route for administration of 2-acetoxy-5-( ⁇ -cyclopropylcarbonyl-2-fluorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine or a pharmaceutically acceptable salt thereof, and aspirin, which is employed in the present invention is generally the oral route.
- other routes for example, intravenous administration, can be used.
- the 2 components can be prepared respectively as separate formulations, or can be mixed physically to form a single formulation for administration.
- the single formulations of the mixed components are, for example, powders, granules, tablets, capsules and so forth, and can be prepared by regular formulation techniques, as described below.
- excipients for example, sugar derivatives such as lactose, sucrose, glucose, mannitol or sorbitol; starch derivatives such as corn starch, potato starch, ⁇ -starch or dextrin; cellulose derivatives such as crystalline cellulose; gum arabic; dextran; or pullulan; and inorganic excipients, for example, silicate derivatives such as light silicic acid anhydride, synthetic aluminum silicate, calcium silicate or magnesium aluminate metasilicate; phosphate derivatives such as calcium hydrogenphosphate; carbonates such as calcium carbonate; or sulfates such as calcium sulfate), lubricants (for example, stearic acid; metal stearate derivatives such as calcium stearate or magnesium stearate; talc; waxes such as beeswax or spermaceti; boric acid; adipic acid;
- excipients for example, sugar derivatives such as lactose, sucrose
- the dose and the dose ratio of 2-acetoxy-5-( ⁇ -cyclopropylcarbonyl-2-fluorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine or pharmaceutically acceptable salt thereof, and aspirin, can be widely altered based on several factors such as activity of each compound, and the symptoms, age and body weight of the patients.
- the lower limit of the oral dose is 0.1 mg (preferably, 1 mg) per time, while the upper limit is 1,000 mg (preferably, 500 mg) per time.
- the lower and upper limits of intravenous injection are 0.01 mg (preferably, 0.1 mg) and 500 mg (preferably, 250 mg), respectively. They are administered to the adult from 1 to 7 times a day based on the symptoms of the patient, simultaneously or sequentially.
- the dose ratio of 2-acetoxy-5-( ⁇ -cyclopropylcarbonyl-2-fluorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine or pharmaceutically acceptable salt thereof, and aspirin is from 1:500 to 500:1 as their weight ratio.
- test animals male Sprague Dawley rats of 7 weeks old were purchased from SLC Japan and 6 rats per group were used.
- the shunt tube was prepared as follows; i.e., both sides of a medical silicon tube of 12 cm length [inner diameter: 1.5 mm, outer diameter: 2.5 mm, purchased from KANEKA Medix Co., Ltd] were connected each to a polyethylene tube of 7 cm length [inner diameter: 0.5 mm, outer diameter: 1.0 mm, purchased from Natsume Seisakusho Co., Ltd.] covered with silicon via a medical silicon tube of 0.7 cm length [inner diameter: 1.0 mm, outer diameter: 1.5 mm, KANEKA Medix Co., Ltd] as connector. A surgical suture of 10 cm length was placed in the silicon tube of 12 cm length.
- the animal was anesthetized with an intraperitoneal injection of 40 mg/kg of pentobarbital sodium (purchased from Abbott Laboratories Inc.), and the jugular of one side and the carotid of the other side were exposed.
- the arteriovenous shunt was made by cannulation of a shunt tube filled with heparin solution [30 units/kg, purchased from Fuso Pharmaceutical Co., Ltd] into the carotid and the jugular which had been previously exposed.
- the powders in the formula described in the above table are mixed, compressed with a tableting machine and formulated as a tablet containing 250 mg in total.
- the tablet can be coated with film or sugar, when necessary.
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- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Vascular Medicine (AREA)
- Urology & Nephrology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US11/520,168 US8404703B2 (en) | 2000-12-25 | 2006-09-13 | Medicinal compositions containing aspirin |
US12/006,546 US8569325B2 (en) | 2000-12-25 | 2008-01-03 | Method of treatment with coadministration of aspirin and prasugrel |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2000-392983 | 2000-12-25 | ||
JP2000392983 | 2000-12-25 | ||
PCT/JP2001/011201 WO2002051412A1 (fr) | 2000-12-25 | 2001-12-20 | Compositions medicales contenant de l'aspirine |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2001/011201 Continuation WO2002051412A1 (fr) | 2000-12-25 | 2001-12-20 | Compositions medicales contenant de l'aspirine |
Related Child Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US11/520,168 Division US8404703B2 (en) | 2000-12-25 | 2006-09-13 | Medicinal compositions containing aspirin |
US12/006,546 Division US8569325B2 (en) | 2000-12-25 | 2008-01-03 | Method of treatment with coadministration of aspirin and prasugrel |
Publications (1)
Publication Number | Publication Date |
---|---|
US20040024013A1 true US20040024013A1 (en) | 2004-02-05 |
Family
ID=18858878
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US10/600,266 Granted US20040024013A1 (en) | 2000-12-25 | 2003-06-20 | Medicinal compositions containing aspirin |
US11/520,168 Expired - Fee Related US8404703B2 (en) | 2000-12-25 | 2006-09-13 | Medicinal compositions containing aspirin |
US12/006,546 Expired - Fee Related US8569325B2 (en) | 2000-12-25 | 2008-01-03 | Method of treatment with coadministration of aspirin and prasugrel |
Family Applications After (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US11/520,168 Expired - Fee Related US8404703B2 (en) | 2000-12-25 | 2006-09-13 | Medicinal compositions containing aspirin |
US12/006,546 Expired - Fee Related US8569325B2 (en) | 2000-12-25 | 2008-01-03 | Method of treatment with coadministration of aspirin and prasugrel |
Country Status (26)
Country | Link |
---|---|
US (3) | US20040024013A1 (ko) |
EP (1) | EP1350511B1 (ko) |
KR (1) | KR100692934B1 (ko) |
CN (1) | CN100341506C (ko) |
AT (1) | ATE407675T1 (ko) |
AU (1) | AU2002217464B2 (ko) |
BR (1) | BR0116531A (ko) |
CA (1) | CA2432644C (ko) |
CY (1) | CY1108626T1 (ko) |
CZ (1) | CZ297570B6 (ko) |
DE (1) | DE60135780D1 (ko) |
DK (1) | DK1350511T3 (ko) |
ES (1) | ES2311498T3 (ko) |
HK (1) | HK1056118A1 (ko) |
HU (1) | HUP0400644A3 (ko) |
IL (2) | IL156456A0 (ko) |
MX (1) | MXPA03005770A (ko) |
NO (1) | NO20032902D0 (ko) |
NZ (1) | NZ526540A (ko) |
PL (1) | PL206138B1 (ko) |
PT (1) | PT1350511E (ko) |
RU (1) | RU2262933C2 (ko) |
SK (1) | SK287972B6 (ko) |
TW (1) | TWI293249B (ko) |
WO (1) | WO2002051412A1 (ko) |
ZA (1) | ZA200304878B (ko) |
Cited By (11)
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DE102005029612A1 (de) * | 2005-06-23 | 2007-01-04 | Hochschule Bremen | Vorrichtung zum Erzeugen eines Panoramabildes |
US20080040815A1 (en) * | 2005-01-19 | 2008-02-14 | Huawei Technologies Co., Ltd. | Method and system for processing multicast services |
US20090156632A1 (en) * | 2005-06-17 | 2009-06-18 | John Thomas Brandt | Dosage regimen for prasugrel |
US20090281136A1 (en) * | 2008-05-08 | 2009-11-12 | Sandeep Mhetre | Prasugrel pharmaceutical formulations |
US20100004279A1 (en) * | 2006-12-07 | 2010-01-07 | Tomoyuki Watanabe | Solid medicinal preparation containing mannitol or lactose |
WO2010015144A1 (zh) | 2008-08-02 | 2010-02-11 | 鲁南制药集团股份有限公司 | 普拉格雷硫酸氢盐及其药物组合物和应用 |
US20100094013A1 (en) * | 2007-03-02 | 2010-04-15 | Hiroyuki Miyata | Process for production of prasugrel hydrochloride having high purity |
US20100093786A1 (en) * | 2006-12-07 | 2010-04-15 | Tomoyuki Watanabe | Pharmaceutical composition containing low-substituted hydroxypropyl cellulose |
US20110124675A1 (en) * | 2007-12-11 | 2011-05-26 | Zhiquan Zhao | The hydrosulfate of prasugrel, its pharmaceutical combination and use thereof |
US20110201814A1 (en) * | 2006-12-07 | 2011-08-18 | Daiichi Sankyo Company Limited | Method for producing solid preparation |
US20180064890A1 (en) * | 2012-12-20 | 2018-03-08 | Otitopic Inc. | Dry powder inhaler and methods of use |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR20030014294A (ko) * | 2000-07-06 | 2003-02-15 | 상꾜 가부시키가이샤 | 히드로피리딘 유도체 산부가염 |
ES2311498T3 (es) | 2000-12-25 | 2009-02-16 | Daiichi Sankyo Company, Limited | Composiciones medicinales que contienen aspirina. |
JP2006525328A (ja) * | 2003-05-05 | 2006-11-09 | イーライ リリー アンド カンパニー | 心疾患の治療方法 |
WO2007024472A2 (en) * | 2005-08-19 | 2007-03-01 | Eli Lilly And Company | USE OF PAR- l/PAR- 4 INHIBITORS FOR TREATING OR PREVENTING VASCULAR DISEASES |
US20100204470A1 (en) * | 2006-06-27 | 2010-08-12 | Sandoz Ag | method for salt preparation |
US20090291138A1 (en) * | 2006-12-07 | 2009-11-26 | Daiichi Sankyo Company, Limited | Film-coated preparation having improved stability |
US20100280064A1 (en) * | 2006-12-07 | 2010-11-04 | Tomoyuki Watanabe | Pharmaceutical composition having improved storage stability |
KR20160033792A (ko) | 2007-04-27 | 2016-03-28 | 사이덱스 파마슈티칼스, 인크. | 클로피도그렐 및 설포알킬 에테르 사이클로덱스트린을 함유하는 제형 및 사용 방법 |
EP2429291B1 (en) | 2009-05-13 | 2016-07-06 | Cydex Pharmaceuticals, Inc. | Pharmaceutical compositions comprising prasugrel and cyclodextrin derivatives and methods of making and using the same |
CN102228691A (zh) * | 2011-06-29 | 2011-11-02 | 北京阜康仁生物制药科技有限公司 | 阿司匹林和一种抗血小板药物的药物组合物 |
US9757395B2 (en) * | 2012-12-20 | 2017-09-12 | Otitopic Inc. | Dry powder inhaler and methods of use |
WO2014178891A1 (en) | 2013-04-30 | 2014-11-06 | Otitopic Inc. | Dry powder formulations and methods of use |
EP4119131A1 (en) | 2014-02-20 | 2023-01-18 | Otitopic Inc. | Dry powder formulations for inhalation |
WO2016122421A1 (en) | 2015-01-29 | 2016-08-04 | Pharmactive Ilaç Sanayi Ve Ticaret A.Ş. | Stable pharmaceutical compositions containing prasugrel base |
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US7841012B2 (en) | 2005-01-19 | 2010-11-23 | Huawei Technologies Co., Ltd. | Method and system for processing multicast services |
US20090156632A1 (en) * | 2005-06-17 | 2009-06-18 | John Thomas Brandt | Dosage regimen for prasugrel |
DE102005029612A1 (de) * | 2005-06-23 | 2007-01-04 | Hochschule Bremen | Vorrichtung zum Erzeugen eines Panoramabildes |
US9034860B2 (en) | 2006-12-07 | 2015-05-19 | Daiichi Sankyo Company, Limited | Pharmaceutical composition containing low-substituted hydroxypropyl cellulose |
US20100004279A1 (en) * | 2006-12-07 | 2010-01-07 | Tomoyuki Watanabe | Solid medicinal preparation containing mannitol or lactose |
US20110201814A1 (en) * | 2006-12-07 | 2011-08-18 | Daiichi Sankyo Company Limited | Method for producing solid preparation |
US20100093786A1 (en) * | 2006-12-07 | 2010-04-15 | Tomoyuki Watanabe | Pharmaceutical composition containing low-substituted hydroxypropyl cellulose |
US20100094013A1 (en) * | 2007-03-02 | 2010-04-15 | Hiroyuki Miyata | Process for production of prasugrel hydrochloride having high purity |
US20110124675A1 (en) * | 2007-12-11 | 2011-05-26 | Zhiquan Zhao | The hydrosulfate of prasugrel, its pharmaceutical combination and use thereof |
US20090281136A1 (en) * | 2008-05-08 | 2009-11-12 | Sandeep Mhetre | Prasugrel pharmaceutical formulations |
WO2010015144A1 (zh) | 2008-08-02 | 2010-02-11 | 鲁南制药集团股份有限公司 | 普拉格雷硫酸氢盐及其药物组合物和应用 |
US20180064890A1 (en) * | 2012-12-20 | 2018-03-08 | Otitopic Inc. | Dry powder inhaler and methods of use |
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