NO833638L - Fremgangsmaate for fremstilling av nye orale mopidamolformer. - Google Patents

Fremgangsmaate for fremstilling av nye orale mopidamolformer.

Info

Publication number: NO833638L
Authority: NO; Norway
Prior art keywords: acid; mopidamol; excipients; acidic; tablets
Prior art date: 1982-10-09

Application number

NO833638A

Other languages

English (en)

Norwegian (no)

Inventor

Gottfried Schepky

Rolf Brickl

Peter Gruber

Jochen Schmid

Ursula Springmeier

Original Assignee

Thomae Gmbh Dr K

Priority date (The priority date 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 date listed.)

1982-10-09

Filing date

1983-10-06

Publication date

1984-04-10

1983-10-06 Application filed by Thomae Gmbh Dr K filed Critical Thomae Gmbh Dr K

1984-04-10 Publication of NO833638L publication Critical patent/NO833638L/no

Links

FOYWNSCCNCUEPU-UHFFFAOYSA-N mopidamol Chemical group C12=NC(N(CCO)CCO)=NC=C2N=C(N(CCO)CCO)N=C1N1CCCCC1 FOYWNSCCNCUEPU-UHFFFAOYSA-N 0.000 title claims abstract description 48
238000000034 method Methods 0.000 title claims abstract description 15
238000002360 preparation method Methods 0.000 title description 13
229950010718 mopidamol Drugs 0.000 claims abstract description 44
239000002253 acid Substances 0.000 claims abstract description 32
239000000203 mixture Substances 0.000 claims abstract description 24
239000000126 substance Substances 0.000 claims abstract description 10
239000003826 tablet Substances 0.000 claims description 50
239000000546 pharmaceutical excipient Substances 0.000 claims description 33
230000002378 acidificating effect Effects 0.000 claims description 29
239000008187 granular material Substances 0.000 claims description 19
238000004519 manufacturing process Methods 0.000 claims description 17
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 16
239000013543 active substance Substances 0.000 claims description 15
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 15
239000001866 hydroxypropyl methyl cellulose Substances 0.000 claims description 15
229920003088 hydroxypropyl methyl cellulose Polymers 0.000 claims description 15
235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 claims description 15
UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 claims description 15
239000008188 pellet Substances 0.000 claims description 14
238000002156 mixing Methods 0.000 claims description 13
238000003825 pressing Methods 0.000 claims description 11
239000004480 active ingredient Substances 0.000 claims description 10
239000007903 gelatin capsule Substances 0.000 claims description 10
239000001530 fumaric acid Substances 0.000 claims description 8
235000011087 fumaric acid Nutrition 0.000 claims description 8
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 8
239000002966 varnish Substances 0.000 claims description 8
239000011248 coating agent Substances 0.000 claims description 7
238000000576 coating method Methods 0.000 claims description 7
CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 6
FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 5
150000007513 acids Chemical class 0.000 claims description 5
239000002775 capsule Substances 0.000 claims description 5
235000015165 citric acid Nutrition 0.000 claims description 5
238000004090 dissolution Methods 0.000 claims description 5
238000007908 dry granulation Methods 0.000 claims description 5
239000000314 lubricant Substances 0.000 claims description 5
239000011975 tartaric acid Substances 0.000 claims description 5
235000002906 tartaric acid Nutrition 0.000 claims description 5
FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 4
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 4
235000010944 ethyl methyl cellulose Nutrition 0.000 claims description 4
239000002245 particle Substances 0.000 claims description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims description 3
GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims description 3
229920001479 Hydroxyethyl methyl cellulose Polymers 0.000 claims description 3
KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 3
239000000654 additive Substances 0.000 claims description 3
BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims description 3
239000011668 ascorbic acid Substances 0.000 claims description 3
235000010323 ascorbic acid Nutrition 0.000 claims description 3
229960005070 ascorbic acid Drugs 0.000 claims description 3
KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims description 3
239000001630 malic acid Substances 0.000 claims description 3
235000011090 malic acid Nutrition 0.000 claims description 3
229920002125 Sokalan® Polymers 0.000 claims description 2
239000001361 adipic acid Substances 0.000 claims description 2
235000011037 adipic acid Nutrition 0.000 claims description 2
150000008064 anhydrides Chemical class 0.000 claims description 2
229960003403 betaine hydrochloride Drugs 0.000 claims description 2
239000011230 binding agent Substances 0.000 claims description 2
HOPSCVCBEOCPJZ-UHFFFAOYSA-N carboxymethyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC(O)=O HOPSCVCBEOCPJZ-UHFFFAOYSA-N 0.000 claims description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
239000001761 ethyl methyl cellulose Substances 0.000 claims description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
229920003087 methylethyl cellulose Polymers 0.000 claims description 2
239000003232 water-soluble binding agent Substances 0.000 claims description 2
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 2
238000009481 moist granulation Methods 0.000 claims 2
230000000979 retarding effect Effects 0.000 claims 2
239000011734 sodium Substances 0.000 claims 2
RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims 1
JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims 1
230000003301 hydrolyzing effect Effects 0.000 claims 1
150000002596 lactones Chemical class 0.000 claims 1
CHKVPAROMQMJNQ-UHFFFAOYSA-M potassium bisulfate Chemical compound [K+].OS([O-])(=O)=O CHKVPAROMQMJNQ-UHFFFAOYSA-M 0.000 claims 1
229910000343 potassium bisulfate Inorganic materials 0.000 claims 1
159000000001 potassium salts Chemical class 0.000 claims 1
229910052708 sodium Inorganic materials 0.000 claims 1
229910000342 sodium bisulfate Inorganic materials 0.000 claims 1
150000003839 salts Chemical class 0.000 abstract description 10
208000024172 Cardiovascular disease Diseases 0.000 abstract 1
206010028980 Neoplasm Diseases 0.000 abstract 1
208000007536 Thrombosis Diseases 0.000 abstract 1
230000002785 anti-thrombosis Effects 0.000 abstract 1
239000003146 anticoagulant agent Substances 0.000 abstract 1
201000011510 cancer Diseases 0.000 abstract 1
230000036210 malignancy Effects 0.000 abstract 1
238000007792 addition Methods 0.000 description 13
238000001035 drying Methods 0.000 description 11
230000036765 blood level Effects 0.000 description 10
238000007873 sieving Methods 0.000 description 9
238000009736 wetting Methods 0.000 description 9
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 6
239000000243 solution Substances 0.000 description 6
230000001225 therapeutic effect Effects 0.000 description 5
239000007941 film coated tablet Substances 0.000 description 4
210000001035 gastrointestinal tract Anatomy 0.000 description 4
230000008901 benefit Effects 0.000 description 3
230000000694 effects Effects 0.000 description 3
229940031704 hydroxypropyl methylcellulose phthalate Drugs 0.000 description 3
230000006872 improvement Effects 0.000 description 3
235000019359 magnesium stearate Nutrition 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
108010010803 Gelatin Proteins 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
230000008859 change Effects 0.000 description 2
239000013078 crystal Substances 0.000 description 2
230000003111 delayed effect Effects 0.000 description 2
238000009472 formulation Methods 0.000 description 2
229920000159 gelatin Polymers 0.000 description 2
239000008273 gelatin Substances 0.000 description 2
235000019322 gelatine Nutrition 0.000 description 2
235000011852 gelatine desserts Nutrition 0.000 description 2
229940093915 gynecological organic acid Drugs 0.000 description 2
229920003132 hydroxypropyl methylcellulose phthalate Polymers 0.000 description 2
238000000338 in vitro Methods 0.000 description 2
238000001727 in vivo Methods 0.000 description 2
210000000936 intestine Anatomy 0.000 description 2
230000004899 motility Effects 0.000 description 2
150000007524 organic acids Chemical class 0.000 description 2
235000005985 organic acids Nutrition 0.000 description 2
230000036470 plasma concentration Effects 0.000 description 2
229920000036 polyvinylpyrrolidone Polymers 0.000 description 2
235000013855 polyvinylpyrrolidone Nutrition 0.000 description 2
239000000843 powder Substances 0.000 description 2
VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 description 2
239000007787 solid Substances 0.000 description 2
210000002784 stomach Anatomy 0.000 description 2
239000000829 suppository Substances 0.000 description 2
229920003067 (meth)acrylic acid ester copolymer Polymers 0.000 description 1
FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 1
RWHRFHQRVDUPIK-UHFFFAOYSA-N 50867-57-7 Chemical compound CC(=C)C(O)=O.CC(=C)C(O)=O RWHRFHQRVDUPIK-UHFFFAOYSA-N 0.000 description 1
229920000623 Cellulose acetate phthalate Polymers 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
229920001800 Shellac Polymers 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
230000001133 acceleration Effects 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
239000004359 castor oil Substances 0.000 description 1
235000019438 castor oil Nutrition 0.000 description 1
229940081734 cellulose acetate phthalate Drugs 0.000 description 1
238000007906 compression Methods 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
238000009792 diffusion process Methods 0.000 description 1
238000009826 distribution Methods 0.000 description 1
239000003814 drug Substances 0.000 description 1
229940079593 drug Drugs 0.000 description 1
210000001198 duodenum Anatomy 0.000 description 1
-1 etc. Chemical compound 0.000 description 1
239000002360 explosive Substances 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
239000000945 filler Substances 0.000 description 1
239000007888 film coating Substances 0.000 description 1
238000009501 film coating Methods 0.000 description 1
210000004051 gastric juice Anatomy 0.000 description 1
VANNPISTIUFMLH-UHFFFAOYSA-N glutaric anhydride Chemical compound O=C1CCCC(=O)O1 VANNPISTIUFMLH-UHFFFAOYSA-N 0.000 description 1
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
235000011167 hydrochloric acid Nutrition 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
238000002347 injection Methods 0.000 description 1
239000007924 injection Substances 0.000 description 1
238000011835 investigation Methods 0.000 description 1
238000005259 measurement Methods 0.000 description 1
239000012528 membrane Substances 0.000 description 1
239000004005 microsphere Substances 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
239000002444 monopotassium citrate Substances 0.000 description 1
235000015861 monopotassium citrate Nutrition 0.000 description 1
235000016337 monopotassium tartrate Nutrition 0.000 description 1
235000015816 nutrient absorption Nutrition 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
230000004962 physiological condition Effects 0.000 description 1
239000004584 polyacrylic acid Substances 0.000 description 1
229920001522 polyglycol ester Polymers 0.000 description 1
239000001267 polyvinylpyrrolidone Substances 0.000 description 1
KYKNRZGSIGMXFH-ZVGUSBNCSA-M potassium bitartrate Chemical compound [K+].OC(=O)[C@H](O)[C@@H](O)C([O-])=O KYKNRZGSIGMXFH-ZVGUSBNCSA-M 0.000 description 1
239000001472 potassium tartrate Substances 0.000 description 1
WKZJASQVARUVAW-UHFFFAOYSA-M potassium;hydron;2-hydroxypropane-1,2,3-tricarboxylate Chemical compound [K+].OC(=O)CC(O)(C(O)=O)CC([O-])=O WKZJASQVARUVAW-UHFFFAOYSA-M 0.000 description 1
238000003672 processing method Methods 0.000 description 1
239000005871 repellent Substances 0.000 description 1
239000004208 shellac Substances 0.000 description 1
ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
229940113147 shellac Drugs 0.000 description 1
235000013874 shellac Nutrition 0.000 description 1
WBHQBSYUUJJSRZ-UHFFFAOYSA-M sodium bisulfate Chemical compound [Na+].OS([O-])(=O)=O WBHQBSYUUJJSRZ-UHFFFAOYSA-M 0.000 description 1
239000001509 sodium citrate Substances 0.000 description 1
NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
239000004317 sodium nitrate Substances 0.000 description 1
235000010344 sodium nitrate Nutrition 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
PMZURENOXWZQFD-UHFFFAOYSA-L sodium sulphate Substances [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
238000003860 storage Methods 0.000 description 1
229940014800 succinic anhydride Drugs 0.000 description 1
238000009475 tablet pressing Methods 0.000 description 1
238000012546 transfer Methods 0.000 description 1
210000002700 urine Anatomy 0.000 description 1
230000002747 voluntary effect Effects 0.000 description 1
238000005550 wet granulation Methods 0.000 description 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
- A61K9/2013—Organic compounds, e.g. phospholipids, fats
- 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
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- 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
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/4841—Filling excipients; Inactive ingredients
- 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
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5073—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals having two or more different coatings optionally including drug-containing subcoatings
- A61K9/5078—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals having two or more different coatings optionally including drug-containing subcoatings with drug-free core
- 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

Landscapes

Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Veterinary Medicine (AREA)
Animal Behavior & Ethology (AREA)
Pharmacology & Pharmacy (AREA)
Public Health (AREA)
Chemical & Material Sciences (AREA)
General Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Epidemiology (AREA)
Bioinformatics & Cheminformatics (AREA)
Engineering & Computer Science (AREA)
Biophysics (AREA)
Molecular Biology (AREA)
General Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Chemical Kinetics & Catalysis (AREA)
Hematology (AREA)
Diabetes (AREA)
Medicinal Preparation (AREA)
Cosmetics (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Medicines Containing Material From Animals Or Micro-Organisms (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Detergent Compositions (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

NO833638A 1982-10-09 1983-10-06 Fremgangsmaate for fremstilling av nye orale mopidamolformer. NO833638L (no)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19823237575 DE3237575A1 (de)	1982-10-09	1982-10-09	Neue orale mopidamolformen

Publications (1)

Publication Number	Publication Date
NO833638L true NO833638L (no)	1984-04-10

Family

ID=6175408

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO833638A NO833638L (no)	1982-10-09	1983-10-06	Fremgangsmaate for fremstilling av nye orale mopidamolformer.

Country Status (18)

Country	Link
US (2)	US4596705A (es)
EP (1)	EP0108898B1 (es)
JP (1)	JPH07558B2 (es)
AT (1)	ATE21481T1 (es)
AU (1)	AU560251B2 (es)
CA (1)	CA1228546A (es)
DE (2)	DE3237575A1 (es)
DK (1)	DK158541C (es)
ES (1)	ES8500743A1 (es)
FI (1)	FI79650C (es)
GB (1)	GB2128088B (es)
GR (1)	GR79015B (es)
IE (1)	IE56058B1 (es)
IL (1)	IL69930A (es)
NO (1)	NO833638L (es)
NZ (1)	NZ205894A (es)
PT (1)	PT77467B (es)
ZA (1)	ZA837499B (es)

Families Citing this family (38)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3237575A1 (de) *	1982-10-09	1984-04-12	Dr. Karl Thomae Gmbh, 7950 Biberach	Neue orale mopidamolformen
GB8414220D0 (en) *	1984-06-04	1984-07-11	Sterwin Ag	Medicaments in unit dose form
GB8524001D0 (en) *	1985-09-30	1985-11-06	Glaxo Group Ltd	Pharmaceutical composition
CA1323833C (en) *	1987-04-28	1993-11-02	Yatindra M. Joshi	Pharmaceutical compositions in the form of beadlets and method
US5364646A (en) *	1990-01-10	1994-11-15	Dr. Karl Thomae Gmbh	Oral pharmaceutical forms of pimobendan
CA2039742A1 (en) *	1990-04-23	1991-10-24	Andrew B. Dennis	Tablet composition and method for problem pharmaceutical materials
US5156845A (en) *	1990-05-04	1992-10-20	Colgate-Palmolive Company	Dry mouth lozenge
US5523289A (en) *	1991-04-15	1996-06-04	Abbott Laboratories	Pharmaceutical composition
EP0585355B1 (en) *	1991-05-20	1995-03-22	Marion Laboratories, Inc.	Multi-layered controlled release formulation
EP1093814A1 (en) *	1999-10-22	2001-04-25	Boehringer Ingelheim Pharma KG	Use of dipyridamole or mopidamol in the manufacture of a medicament for the treatment and prevention of fibrin-dependent microcirculation disorders
US7089934B2 (en) *	2000-02-28	2006-08-15	Vectura Limited	Delivery of oral drugs
US7064130B2 (en) *	2001-04-20	2006-06-20	Boehringer Ingelheim Pharma Gmbh & Co. Kg	Use of radical-scavenging compounds for treatment and prevention of NO-dependent microcirculation disorders
US20030181488A1 (en)	2002-03-07	2003-09-25	Boehringer Ingelheim Pharma Gmbh & Co. Kg	Administration form for the oral application of 3-[(2-{[4-(hexyloxycarbonylamino-imino-methyl)-phenylamino]-methyl}-1-methyl-1H-benzimidazol-5-carbonyl)-pyridin-2-yl-amino]-propionic acid ethyl ester and the salts thereof
AU2002350719A1 (en) *	2002-11-29	2004-06-23	Janssen Pharmaceutica N.V.	Pharmaceutical compositions comprising a basic respectively acidic drug compound, a surfactant and a physiologically tolerable water-soluble acid respectively base
CN1747734A (zh) *	2003-02-07	2006-03-15	贝林格尔·英格海姆国际有限公司	潘生丁或单哌潘生丁在治疗和预防mmp－9－依赖性疾病中的用途
AU2004231306A1 (en)	2003-04-24	2004-11-04	Boehringer Ingelheim International Gmbh	Use of dipyridamole or mopidamole for treatment and prevention of thrombo-embolic diseases and disorders caused by excessive formation of thrombin and/or by elevated expression of thrombin receptors
US8709476B2 (en) *	2003-11-04	2014-04-29	Supernus Pharmaceuticals, Inc.	Compositions of quaternary ammonium compounds containing bioavailability enhancers
DK2210605T3 (en) *	2003-11-04	2017-05-22	Tcd Royalty Sub Llc	Daily single dose doses of trospium.
DE102004011512B4 (de)	2004-03-08	2022-01-13	Boehringer Ingelheim Vetmedica Gmbh	Pharmazeutische Zubereitung enthaltend Pimobendan
EP1579862A1 (en)	2004-03-25	2005-09-28	Boehringer Ingelheim Vetmedica Gmbh	Use of PDE III inhibitors for the reduction of heart size in mammals suffering from heart failure
US8980894B2 (en)	2004-03-25	2015-03-17	Boehringer Ingelheim Vetmedica Gmbh	Use of PDE III inhibitors for the treatment of asymptomatic (occult) heart failure
EP2559430B1 (en)	2005-03-22	2015-06-24	Losan Pharma GmbH	Solubilized Ibuprofen
EP1915137B8 (de) *	2005-08-10	2013-09-11	ADD Advanced Drug Delivery Technologies, Ltd.	Orales präparat mit kontrollierter freisetzung
RU2428176C2 (ru) *	2006-01-27	2011-09-10	Юранд, Инк.	Системы доставки лекарственного средства, содержащие слабоосновные лекарственные средства и органические кислоты
CN103211779B (zh) *	2006-01-27	2016-03-16	阿代尔制药股份有限公司	包含弱碱性选择性5-羟色胺5-ht3阻断剂和有机酸的药物递送系统
US7731604B2 (en) *	2006-10-31	2010-06-08	Taylor Made Golf Company, Inc.	Golf club iron head
EP1920785A1 (en)	2006-11-07	2008-05-14	Boehringer Ingelheim Vetmedica Gmbh	Liquid preparation comprising a complex of pimobendan and cyclodextrin
UA97813C2 (uk) *	2006-12-05	2012-03-26	Янссен Фармацевтика Н.В.	Фумаратна сіль (альфа s, бета r)-6-бром-альфа-[2-(диметиламіно)етил]-2-метоксі-альфа-1-нафталеніл-бета-феніл-3-хінолінетанолу
US8133506B2 (en) *	2008-03-12	2012-03-13	Aptalis Pharmatech, Inc.	Drug delivery systems comprising weakly basic drugs and organic acids
CN102223882B (zh)	2008-11-25	2016-02-03	贝林格尔.英格海姆维特梅迪卡有限公司	用于治疗肥厚型心肌病的III 型磷酸二酯酶(PPE III)抑制剂或Ca2+敏化剂
US20110003005A1 (en) *	2009-07-06	2011-01-06	Gopi Venkatesh	Methods of Treating PDNV and PONV with Extended Release Ondansetron Compositions
EP3167876B1 (en)	2012-03-15	2021-09-08	Boehringer Ingelheim Vetmedica GmbH	Pharmaceutical tablet formulation for the veterinary medical sector, method of production and use thereof
MY183976A (en) *	2012-09-19	2021-03-17	Taiho Pharmaceutical Co Ltd	Pharmaceutical composition for oral administration with improved dissolution and/or absorption
EP3021832B9 (en)	2013-07-19	2023-03-15	Boehringer Ingelheim Vetmedica GmbH	Preserved etherified cyclodextrin derivatives containing liquid aqueous pharmaceutical composition
CA2930033C (en)	2013-12-04	2022-12-13	Boehringer Ingelheim Vetmedica Gmbh	Improved pharmaceutical compositions of pimobendan
JP6525897B2 (ja) *	2016-01-21	2019-06-05	日清オイリオグループ株式会社	タブレットの硬度調整剤
US10537570B2 (en)	2016-04-06	2020-01-21	Boehringer Ingelheim Vetmedica Gmbh	Use of pimobendan for the reduction of heart size and/or the delay of onset of clinical symptoms in patients with asymptomatic heart failure due to mitral valve disease
CN109942445A (zh) *	2019-02-26	2019-06-28	山东瑞弘生物科技有限公司	甜菜碱盐酸盐合成方法

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3322755A (en)	1964-03-10	1967-05-30	Boehringer Sohn Ingelheim	Basic-substituted 1, 2, 3, 4-tetrahydropyrimido [5, 4-d]-pyrimidines
DD146547A5 (de) *	1978-07-15	1981-02-18	Boehringer Sohn Ingelheim	Arzneimittel-retardform mit unloeslichen poroesen diffusionshuellen
EP0019586A1 (de) *	1979-05-11	1980-11-26	Ciba-Geigy Ag	Neue antithrombotische Kombinationspräparate
DE2931573A1 (de) *	1979-08-03	1981-02-26	Thomae Gmbh Dr K	Mittel zur bekaempfung des wachstums von krebszellen und dessen herstellung
DE3000979A1 (de) *	1980-01-12	1981-07-23	Dr. Karl Thomae Gmbh, 7950 Biberach	Neue dipyridamol-retardformen und verfahren zu ihrer herstellung
DE3124090A1 (de) *	1981-06-19	1983-01-05	Dr. Karl Thomae Gmbh, 7950 Biberach	Neue orale dipyridamolformen
DE3126703A1 (de) *	1981-07-07	1983-01-27	Dr. Karl Thomae Gmbh, 7950 Biberach	Bromhexin-retardform und verfahren zu ihrer herstellung
DE3237575A1 (de) *	1982-10-09	1984-04-12	Dr. Karl Thomae Gmbh, 7950 Biberach	Neue orale mopidamolformen

1982
- 1982-10-09 DE DE19823237575 patent/DE3237575A1/de not_active Withdrawn
1983
- 1983-09-24 DE DE8383109510T patent/DE3365465D1/de not_active Expired
- 1983-09-24 AT AT83109510T patent/ATE21481T1/de not_active IP Right Cessation
- 1983-09-24 EP EP83109510A patent/EP0108898B1/de not_active Expired
- 1983-10-05 FI FI833605A patent/FI79650C/fi not_active IP Right Cessation
- 1983-10-06 DK DK460683A patent/DK158541C/da not_active IP Right Cessation
- 1983-10-06 NO NO833638A patent/NO833638L/no unknown
- 1983-10-07 US US06/539,998 patent/US4596705A/en not_active Expired - Lifetime
- 1983-10-07 NZ NZ205894A patent/NZ205894A/en unknown
- 1983-10-07 PT PT77467A patent/PT77467B/pt not_active IP Right Cessation
- 1983-10-07 ES ES526331A patent/ES8500743A1/es not_active Expired
- 1983-10-07 GB GB08326877A patent/GB2128088B/en not_active Expired
- 1983-10-07 JP JP58188283A patent/JPH07558B2/ja not_active Expired - Lifetime
- 1983-10-07 IL IL69930A patent/IL69930A/xx not_active IP Right Cessation
- 1983-10-07 GR GR72641A patent/GR79015B/el unknown
- 1983-10-07 AU AU19985/83A patent/AU560251B2/en not_active Ceased
- 1983-10-07 IE IE2358/83A patent/IE56058B1/en not_active IP Right Cessation
- 1983-10-07 CA CA000438670A patent/CA1228546A/en not_active Expired
- 1983-10-07 ZA ZA837499A patent/ZA837499B/xx unknown
1985
- 1985-09-03 US US06/772,166 patent/US4650664A/en not_active Expired - Lifetime

Also Published As

Publication number	Publication date
GB2128088A (en)	1984-04-26
DE3365465D1 (en)	1986-09-25
US4596705A (en)	1986-06-24
IL69930A (en)	1986-08-31
FI79650B (fi)	1989-10-31
JPS5989615A (ja)	1984-05-23
PT77467B (de)	1986-05-07
EP0108898B1 (de)	1986-08-20
FI79650C (fi)	1990-02-12
IL69930A0 (en)	1984-01-31
NZ205894A (en)	1986-08-08
DK460683D0 (da)	1983-10-06
FI833605L (fi)	1984-04-10
DK158541B (da)	1990-06-05
ZA837499B (en)	1985-06-26
AU1998583A (en)	1984-04-12
JPH07558B2 (ja)	1995-01-11
EP0108898A1 (de)	1984-05-23
IE832358L (en)	1984-04-09
ES526331A0 (es)	1984-11-01
ES8500743A1 (es)	1984-11-01
GB8326877D0 (en)	1983-11-09
US4650664A (en)	1987-03-17
AU560251B2 (en)	1987-04-02
GB2128088B (en)	1986-04-30
GR79015B (es)	1984-10-02
DK158541C (da)	1990-11-05
DK460683A (da)	1984-04-10
FI833605A0 (fi)	1983-10-05
CA1228546A (en)	1987-10-27
IE56058B1 (en)	1991-04-10
DE3237575A1 (de)	1984-04-12
PT77467A (de)	1983-11-01
ATE21481T1 (de)	1986-09-15

Publication	Publication Date	Title
NO833638L (no)	1984-04-10	Fremgangsmaate for fremstilling av nye orale mopidamolformer.
KR880001090B1 (ko)	1988-06-23	디피리다몰의 경구용 제형의 제조방법
CA2348086C (en)	2007-01-23	Controlled-release pharmaceutical formulations
IE60352B1 (en)	1994-06-29	Press coated dhp tablets
JP2018500353A (ja)	2018-01-11	回腸−空腸薬物送達用組成物
JPS6116368B2 (es)	1986-04-30
NO176305B (no)	1994-12-05	Fremgangsmåte for fremstilling av orale legemiddelformer av pimobendan
US4370313A (en)	1983-01-25	Nitrofurantoin dosage form
US5422122A (en)	1995-06-06	Controlled release potassium chloride tablet
US20040115264A1 (en)	2004-06-17	Fenofibrate tablets
PL192648B1 (pl)	2006-11-30	Preparat farmaceutyczny o kontrolowanym uwalnianiu, zawierający inhibitor ACE jako substancję aktywną
US20060159751A1 (en)	2006-07-20	Controlled release pharmaceutical compositions of carbidopa and levodopa
WO1997025028A1 (en)	1997-07-17	Pharmaceutical controlled release beads comprising furosemide and a formulation containing said controlled release beads
RU2857211C2 (ru)	2026-02-27	Композиции с контролируемым высвобождением, содержащие дротаверин или его соль
KR840000692B1 (ko)	1984-05-21	디피리다몰 서방출형 제제의 제조방법
AU2006335344A1 (en)	2007-07-19	Controlled release formulation of divalproic acid and its derivatives
HK1105891A (en)	2008-02-29	Controlled release formulation of divalproic acid and its derivatives