NO803911L - 3-acylamino-5-(pyridinyl)-2(1h)-pyridinoner og fremgangsmaate til fremstilling derav - Google Patents

3-acylamino-5-(pyridinyl)-2(1h)-pyridinoner og fremgangsmaate til fremstilling derav

Info

Publication number: NO803911L
Authority: NO; Norway
Prior art keywords: pyridinyl; pyridinone; acid; acyl; amino
Prior art date: 1979-12-26

Application number

NO803911A

Other languages

English (en)

Norwegian (no)

Inventor

George Yoke Lesher

Chester Joseph Opalka Jr

Original Assignee

Sterling Drug Inc

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.)

1979-12-26

Filing date

1980-12-22

Publication date

1981-06-29

1980-12-22 Application filed by Sterling Drug Inc filed Critical Sterling Drug Inc

1981-06-29 Publication of NO803911L publication Critical patent/NO803911L/no

Links

238000000034 method Methods 0.000 title claims description 13
FIULGFJIHJJXMT-UHFFFAOYSA-N [C]1[N]C=CC=C1 Chemical class [C]1[N]C=CC=C1 FIULGFJIHJJXMT-UHFFFAOYSA-N 0.000 title 1
150000003839 salts Chemical class 0.000 claims abstract description 30
239000002253 acid Substances 0.000 claims abstract description 24
125000002252 acyl group Chemical group 0.000 claims abstract description 12
-1 2-acetoxypropanoyl Chemical group 0.000 claims abstract description 9
239000012458 free base Substances 0.000 claims abstract description 8
239000003795 chemical substances by application Substances 0.000 claims abstract description 5
125000002339 acetoacetyl group Chemical group O=C([*])C([H])([H])C(=O)C([H])([H])[H] 0.000 claims abstract description 4
238000002360 preparation method Methods 0.000 claims description 17
TTWBWFIZXPABQE-UHFFFAOYSA-N [1-oxo-1-[(2-oxo-5-pyridin-4-yl-1h-pyridin-3-yl)amino]propan-2-yl] acetate Chemical compound N1C(=O)C(NC(=O)C(OC(C)=O)C)=CC(C=2C=CN=CC=2)=C1 TTWBWFIZXPABQE-UHFFFAOYSA-N 0.000 claims 1
230000000747 cardiac effect Effects 0.000 abstract description 8
150000001875 compounds Chemical class 0.000 description 15
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
239000000243 solution Substances 0.000 description 10
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239000000203 mixture Substances 0.000 description 8
ALSFHERXNZCXOY-UHFFFAOYSA-N 3-oxo-n-(2-oxo-5-pyridin-4-yl-1h-pyridin-3-yl)butanamide Chemical compound N1C(=O)C(NC(=O)CC(=O)C)=CC(C=2C=CN=CC=2)=C1 ALSFHERXNZCXOY-UHFFFAOYSA-N 0.000 description 6
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
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AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 5
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230000003177 cardiotonic effect Effects 0.000 description 5
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
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238000000354 decomposition reaction Methods 0.000 description 4
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KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
239000012043 crude product Substances 0.000 description 3
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
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JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 3
ALHZEIINTQJLOT-UHFFFAOYSA-N (1-chloro-1-oxopropan-2-yl) acetate Chemical compound ClC(=O)C(C)OC(C)=O ALHZEIINTQJLOT-UHFFFAOYSA-N 0.000 description 2
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QBKPCIBWNCIMFR-UHFFFAOYSA-N 2-hydroxy-n-(2-oxo-5-pyridin-4-yl-1h-pyridin-3-yl)acetamide Chemical compound N1C(=O)C(NC(=O)CO)=CC(C=2C=CN=CC=2)=C1 QBKPCIBWNCIMFR-UHFFFAOYSA-N 0.000 description 2
LHWAVCJDVQZDFB-UHFFFAOYSA-N 3-amino-5-pyridin-3-yl-1h-pyridin-2-one Chemical compound N1C(=O)C(N)=CC(C=2C=NC=CC=2)=C1 LHWAVCJDVQZDFB-UHFFFAOYSA-N 0.000 description 2
ILNCTSNICWCSFX-UHFFFAOYSA-N 3-oxo-n-(2-oxo-5-pyridin-3-yl-1h-pyridin-3-yl)butanamide Chemical compound N1C(=O)C(NC(=O)CC(=O)C)=CC(C=2C=NC=CC=2)=C1 ILNCTSNICWCSFX-UHFFFAOYSA-N 0.000 description 2
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IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
241000282472 Canis lupus familiaris Species 0.000 description 2
FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 2
229910019142 PO4 Inorganic materials 0.000 description 2
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UGPVJKBUVLXYON-UHFFFAOYSA-N [2-oxo-2-[(2-oxo-5-pyridin-4-yl-1h-pyridin-3-yl)amino]ethyl] acetate Chemical compound N1C(=O)C(NC(=O)COC(=O)C)=CC(C=2C=CN=CC=2)=C1 UGPVJKBUVLXYON-UHFFFAOYSA-N 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
230000010933 acylation Effects 0.000 description 2
238000005917 acylation reaction Methods 0.000 description 2
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150000001450 anions Chemical class 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
150000007514 bases Chemical class 0.000 description 2
230000036772 blood pressure Effects 0.000 description 2
239000000496 cardiotonic agent Substances 0.000 description 2
HCAJEUSONLESMK-UHFFFAOYSA-N cyclohexylsulfamic acid Chemical compound OS(=O)(=O)NC1CCCCC1 HCAJEUSONLESMK-UHFFFAOYSA-N 0.000 description 2
239000003937 drug carrier Substances 0.000 description 2
239000000839 emulsion Substances 0.000 description 2
CCIVGXIOQKPBKL-UHFFFAOYSA-M ethanesulfonate Chemical compound CCS([O-])(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-M 0.000 description 2
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239000004310 lactic acid Substances 0.000 description 2
235000014655 lactic acid Nutrition 0.000 description 2
HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
239000000463 material Substances 0.000 description 2
229940098779 methanesulfonic acid Drugs 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
230000000144 pharmacologic effect Effects 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
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239000003755 preservative agent Substances 0.000 description 2
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YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
238000009736 wetting Methods 0.000 description 2
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AAWZDTNXLSGCEK-LNVDRNJUSA-N (3r,5r)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylic acid Chemical compound O[C@@H]1CC(O)(C(O)=O)C[C@@H](O)C1O AAWZDTNXLSGCEK-LNVDRNJUSA-N 0.000 description 1
CQVKMVQRSNNAGO-UHFFFAOYSA-N 2-[4-formyl-3-methyl-n-(2-methylsulfonyloxyethyl)anilino]ethyl methanesulfonate Chemical compound CC1=CC(N(CCOS(C)(=O)=O)CCOS(C)(=O)=O)=CC=C1C=O CQVKMVQRSNNAGO-UHFFFAOYSA-N 0.000 description 1
OTIZLYDEBSAMGZ-UHFFFAOYSA-N 3-amino-5-pyridin-2-yl-1h-pyridin-2-one Chemical class N1C(=O)C(N)=CC(C=2N=CC=CC=2)=C1 OTIZLYDEBSAMGZ-UHFFFAOYSA-N 0.000 description 1
AXWKFRWLYPZEFQ-UHFFFAOYSA-N 3-oxobutanoyl chloride Chemical compound CC(=O)CC(Cl)=O AXWKFRWLYPZEFQ-UHFFFAOYSA-N 0.000 description 1
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GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
AAWZDTNXLSGCEK-UHFFFAOYSA-N Cordycepinsaeure Natural products OC1CC(O)(C(O)=O)CC(O)C1O AAWZDTNXLSGCEK-UHFFFAOYSA-N 0.000 description 1
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108010010803 Gelatin Proteins 0.000 description 1
GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
241001465754 Metazoa Species 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
AAWZDTNXLSGCEK-ZHQZDSKASA-N Quinic acid Natural products O[C@H]1CC(O)(C(O)=O)C[C@H](O)C1O AAWZDTNXLSGCEK-ZHQZDSKASA-N 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
229930006000 Sucrose Natural products 0.000 description 1
FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
RCLXKQDHQBWEBJ-UHFFFAOYSA-N [1-oxo-1-[(2-oxo-5-pyridin-3-yl-1h-pyridin-3-yl)amino]propan-2-yl] acetate Chemical compound N1C(=O)C(NC(=O)C(OC(C)=O)C)=CC(C=2C=NC=CC=2)=C1 RCLXKQDHQBWEBJ-UHFFFAOYSA-N 0.000 description 1
235000011054 acetic acid Nutrition 0.000 description 1
239000004480 active ingredient Substances 0.000 description 1
239000013543 active substance Substances 0.000 description 1
150000001266 acyl halides Chemical class 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
239000000010 aprotic solvent Substances 0.000 description 1
239000002585 base Substances 0.000 description 1
SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 description 1
229940077388 benzenesulfonate Drugs 0.000 description 1
SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
229940092714 benzenesulfonic acid Drugs 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
239000002775 capsule Substances 0.000 description 1
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239000007891 compressed tablet Substances 0.000 description 1
239000013078 crystal Substances 0.000 description 1
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238000004090 dissolution Methods 0.000 description 1
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239000003995 emulsifying agent Substances 0.000 description 1
230000001804 emulsifying effect Effects 0.000 description 1
LVGKNOAMLMIIKO-QXMHVHEDSA-N ethyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC LVGKNOAMLMIIKO-QXMHVHEDSA-N 0.000 description 1
229940093471 ethyl oleate Drugs 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000000796 flavoring agent Substances 0.000 description 1
235000003599 food sweetener Nutrition 0.000 description 1
229920000159 gelatin Polymers 0.000 description 1
239000008273 gelatin Substances 0.000 description 1
235000019322 gelatine Nutrition 0.000 description 1
235000011852 gelatine desserts Nutrition 0.000 description 1
239000008187 granular material Substances 0.000 description 1
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
229910000041 hydrogen chloride Inorganic materials 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
238000005342 ion exchange Methods 0.000 description 1
239000008101 lactose Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
229940057995 liquid paraffin Drugs 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
235000019359 magnesium stearate Nutrition 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
238000001819 mass spectrum Methods 0.000 description 1
239000011707 mineral Substances 0.000 description 1
238000002156 mixing Methods 0.000 description 1
LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
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229920001223 polyethylene glycol Polymers 0.000 description 1
239000000843 powder Substances 0.000 description 1
238000000746 purification Methods 0.000 description 1
ZHNFLHYOFXQIOW-LPYZJUEESA-N quinine sulfate dihydrate Chemical compound [H+].[H+].O.O.[O-]S([O-])(=O)=O.C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OC)C=C21.C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OC)C=C21 ZHNFLHYOFXQIOW-LPYZJUEESA-N 0.000 description 1
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239000011975 tartaric acid Substances 0.000 description 1
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Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
- 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
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure

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Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Cardiology (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Life Sciences & Earth Sciences (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Heart & Thoracic Surgery (AREA)
Hospice & Palliative Care (AREA)
Pharmacology & Pharmacy (AREA)
Chemical Kinetics & Catalysis (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Pyridine Compounds (AREA)

NO803911A 1979-12-26 1980-12-22 3-acylamino-5-(pyridinyl)-2(1h)-pyridinoner og fremgangsmaate til fremstilling derav NO803911L (no)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US06/106,764 US4271168A (en)	1979-12-26	1979-12-26	Selected 3-acylamino-5-[4(or 3)-pyridinyl]-2(1H)-pyridinones

Publications (1)

Publication Number	Publication Date
NO803911L true NO803911L (no)	1981-06-29

Family

ID=22313122

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO803911A NO803911L (no)	1979-12-26	1980-12-22	3-acylamino-5-(pyridinyl)-2(1h)-pyridinoner og fremgangsmaate til fremstilling derav

Country Status (25)

Country	Link
US (1)	US4271168A (fi)
JP (1)	JPS56103164A (fi)
KR (1)	KR830004291A (fi)
AR (1)	AR230435A1 (fi)
AT (1)	AT373876B (fi)
AU (1)	AU6556680A (fi)
BE (1)	BE886766A (fi)
CA (1)	CA1131231A (fi)
DE (1)	DE3048635A1 (fi)
DK (1)	DK550480A (fi)
ES (1)	ES498144A0 (fi)
FI (1)	FI803973L (fi)
FR (1)	FR2472563A1 (fi)
GB (1)	GB2066251B (fi)
IE (1)	IE50523B1 (fi)
IL (1)	IL61690A (fi)
IT (1)	IT1134860B (fi)
LU (1)	LU83032A1 (fi)
NL (1)	NL8006824A (fi)
NO (1)	NO803911L (fi)
NZ (1)	NZ195878A (fi)
PH (1)	PH15974A (fi)
PT (1)	PT72264B (fi)
SE (1)	SE8009134L (fi)
ZA (1)	ZA807864B (fi)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS587411A (ja) *	1981-07-07	1983-01-17	Mitsui Toatsu Chem Inc	薄肉射出成形用プロピレン／エチレン共重合体の製造方法
US4432979A (en) *	1981-10-26	1984-02-21	William H. Rorer, Inc.	Pyridone compounds
BE896678A (fr) *	1982-05-18	1983-11-07	Sandoz Sa	Nouveaux derives de la 2 (1h)-pyridinone, leur preparation et leur utilisation comme medicaments.
IT8367883A0 (it) *	1982-08-23	1983-08-22	Rorer Int Overseas	Composti cardiotonici del 2 piridone 5 biciclico eteroaril sostituito e relative composizioni farmaceutiche
US4666913A (en) *	1985-11-22	1987-05-19	William H. Rorer, Inc.	Hydroxy and aminothiazolyl-benzodiazinone compounds, cardiotonic compositions including the same, and their uses
CA2591413A1 (en) *	2004-12-16	2006-06-22	Vertex Pharmaceuticals Incorporated	Pyrid-2-ones useful as inhibitors of tec family protein kinases for the treatment of inflammatory, proliferative and immunologically-mediated diseases

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4072746A (en) *	1975-10-14	1978-02-07	Sterling Drug Inc.	3-Amino-5-(pyridinyl)-2(1H)-pyridinones
US4004012A (en) *	1975-10-14	1977-01-18	Sterling Drug Inc.	3-Cyano-5-(pyridinyl)-2(1H)-pyridinones

1979
- 1979-12-26 US US06/106,764 patent/US4271168A/en not_active Expired - Lifetime
1980
- 1980-12-11 IL IL61690A patent/IL61690A/xx unknown
- 1980-12-12 IE IE2619/80A patent/IE50523B1/en unknown
- 1980-12-16 NL NL8006824A patent/NL8006824A/nl not_active Application Discontinuation
- 1980-12-17 ZA ZA00807864A patent/ZA807864B/xx unknown
- 1980-12-18 PH PH25005A patent/PH15974A/en unknown
- 1980-12-18 NZ NZ195878A patent/NZ195878A/xx unknown
- 1980-12-19 BE BE1/10084A patent/BE886766A/fr not_active IP Right Cessation
- 1980-12-19 AU AU65566/80A patent/AU6556680A/en not_active Abandoned
- 1980-12-19 FI FI803973A patent/FI803973L/fi not_active Application Discontinuation
- 1980-12-22 PT PT72264A patent/PT72264B/pt unknown
- 1980-12-22 IT IT26876/80A patent/IT1134860B/it active
- 1980-12-22 FR FR8027218A patent/FR2472563A1/fr active Pending
- 1980-12-22 NO NO803911A patent/NO803911L/no unknown
- 1980-12-23 DK DK550480A patent/DK550480A/da not_active Application Discontinuation
- 1980-12-23 DE DE19803048635 patent/DE3048635A1/de not_active Withdrawn
- 1980-12-23 LU LU83032A patent/LU83032A1/fr unknown
- 1980-12-23 AR AR283770A patent/AR230435A1/es active
- 1980-12-23 CA CA367,452A patent/CA1131231A/en not_active Expired
- 1980-12-23 GB GB8041225A patent/GB2066251B/en not_active Expired
- 1980-12-23 SE SE8009134A patent/SE8009134L/xx not_active Application Discontinuation
- 1980-12-23 AT AT0629380A patent/AT373876B/de not_active IP Right Cessation
- 1980-12-24 KR KR1019800004918A patent/KR830004291A/ko unknown
- 1980-12-24 ES ES498144A patent/ES498144A0/es active Granted
- 1980-12-26 JP JP18947780A patent/JPS56103164A/ja active Pending

Also Published As

Publication number	Publication date
ZA807864B (en)	1981-12-30
ES8201136A1 (es)	1981-12-01
IT1134860B (it)	1986-08-20
LU83032A1 (fr)	1981-07-23
IE50523B1 (en)	1986-04-30
DK550480A (da)	1981-06-27
CA1131231A (en)	1982-09-07
NZ195878A (en)	1982-11-23
AT373876B (de)	1984-02-27
DE3048635A1 (de)	1981-09-17
BE886766A (fr)	1981-06-19
KR830004291A (ko)	1983-07-09
IT8026876A0 (it)	1980-12-22
GB2066251A (en)	1981-07-08
ATA629380A (de)	1983-07-15
FI803973L (fi)	1981-06-27
IE802619L (en)	1981-06-26
PT72264A (en)	1981-01-01
IL61690A (en)	1983-11-30
SE8009134L (sv)	1981-06-27
AU6556680A (en)	1981-07-02
PT72264B (en)	1981-11-05
FR2472563A1 (fr)	1981-07-03
GB2066251B (en)	1983-10-19
US4271168A (en)	1981-06-02
ES498144A0 (es)	1981-12-01
PH15974A (en)	1983-05-11
NL8006824A (nl)	1981-07-16
AR230435A1 (es)	1984-04-30
JPS56103164A (en)	1981-08-18
IL61690A0 (en)	1981-01-30

Publication	Publication Date	Title
US4199586A (en)	1980-04-22	Di-(lower-alkyl) N-[1,2-dihydro-2-oxo-5-(pyridinyl)-3-pyridinyl]amino-methylanemalonates
EP0233051A2 (en)	1987-08-19	Antiarrhythmic Agents
US20070238759A1 (en)	2007-10-11	Novel Polymorph V of Torasemide
JPS6032630B2 (ja)	1985-07-29	ピリジニル−２（１ｈ）−ピリジノン類、その製法、及びそれからなる強心剤
DE3032137A1 (de)	1981-03-19	6-pyridazinone, deren herstellung und deren verwendung als kardiotonika
NO803911L (no)	1981-06-29	3-acylamino-5-(pyridinyl)-2(1h)-pyridinoner og fremgangsmaate til fremstilling derav
US4504482A (en)	1985-03-12	[5(or 4)-(Pyridinyl)-2-pyrimidinyl]ureas and cardiotonic use thereof
NO851066L (no)	1985-03-18	Pyridinyl-2-pyrimidinaminer egnet som kardiotoniske midler samt fremstilling derav
US4317827A (en)	1982-03-02	4-[4(or 3)-Acylaminophenyl]pyridines and their use as cardiotonics
US4225601A (en)	1980-09-30	3-Hydroxy or hydroxymethyl-5-(4-pyridinyl)2(1H)-pyridinones, useful as cardiotonic agents and their preparation
US4304775A (en)	1981-12-08	3-Hydrazino-6-(pyridinyl) pyridazines and cardiotonic use thereof
US4362734A (en)	1982-12-07	2-(Substituted-amino)-5-(pyridinyl-nicotinonitriles, and their cardiotonic use
US4376775A (en)	1983-03-15	N-[4-(4-Pyridinyl)phenyl]ureas and their cardiotonic use
US4377585A (en)	1983-03-22	Use of 4-[4(or 3)-aminophenyl]pyridines as cardiotonic agents
US4473571A (en)	1984-09-25	8-Substituted-2-(4-pyridinyl)-9H-purin-6-amines and their cardiotonic use
US4304776A (en)	1981-12-08	4-Substituted-6-(pyridinyl)-3(2h)-pyridazinones and their use as intermediates and cardiotonics
LU83840A1 (fr)	1982-07-07	Derives de 1,2-dihydro-5(pyridinyl)nicotinamide, leur preparation et leur utilisation comme agents cardiotoniques et intermediaires.;
US4362735A (en)	1982-12-07	3-[(3-Oxo-1-butenyl)amino]-5-(pyridinyl)-2(1H)-pyridinones and their cardiotonic use
US4363911A (en)	1982-12-14	1,2-Dihydro-6-[2-(dimethylamino)ethenyl]-2-oxo-5-(pyridinyl) nicotinonitriles
US4366319A (en)	1982-12-28	Process for preparing 5-(pyridinyl)benzoxazol-2(3H)-ones
US4361569A (en)	1982-11-30	3-(Hydroxy or hydroxymethyl)-6-methyl-5-(4-pyridinyl)-2(1H)-pyridinone and cardiotonic use thereof
US4310531A (en)	1982-01-12	5-(Pyridinyl)-benzoxazol-2(3H)-ones and their use as cardiotonics
US4354026A (en)	1982-10-12	3-Chloro-6-(pyridinyl)-pyridazines
US4503228A (en)	1985-03-05	2-(Pyridinyl)-4,5,6-pyrimidinetriamines
US4448780A (en)	1984-05-15	N-(Lower-alkyl)-N'-[5-(pyridinyl)-2-pyridinyl]ureas and cardiotonic use thereof