DE19625089A1 - 4-Amino-2-ureido-pyrimidin-5-carbonsäureamide, Verfahren zu deren Herstellung, diese Verbindungen enthaltende Arzneimittel und deren Verwendung - Google Patents
4-Amino-2-ureido-pyrimidin-5-carbonsäureamide, Verfahren zu deren Herstellung, diese Verbindungen enthaltende Arzneimittel und deren VerwendungInfo
- Publication number
- DE19625089A1 DE19625089A1 DE19625089A DE19625089A DE19625089A1 DE 19625089 A1 DE19625089 A1 DE 19625089A1 DE 19625089 A DE19625089 A DE 19625089A DE 19625089 A DE19625089 A DE 19625089A DE 19625089 A1 DE19625089 A1 DE 19625089A1
- Authority
- DE
- Germany
- Prior art keywords
- formula
- alkyl
- fluorine
- compound
- compounds
- 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.)
- Withdrawn
Links
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- 238000000034 method Methods 0.000 title claims description 19
- 238000002360 preparation method Methods 0.000 title claims description 11
- 239000003814 drug Substances 0.000 title claims description 6
- SHGZREYDEWHPDB-UHFFFAOYSA-N 4-amino-2-(carbamoylamino)pyrimidine-5-carboxamide Chemical class NC(=O)NC1=NC=C(C(N)=O)C(N)=N1 SHGZREYDEWHPDB-UHFFFAOYSA-N 0.000 title claims description 4
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 23
- 150000003839 salts Chemical class 0.000 claims abstract description 20
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 17
- 229910052794 bromium Inorganic materials 0.000 claims abstract description 7
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 5
- 239000011737 fluorine Substances 0.000 claims description 22
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 18
- 239000001257 hydrogen Substances 0.000 claims description 16
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 12
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 11
- 239000002253 acid Substances 0.000 claims description 9
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 6
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- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 230000036470 plasma concentration Effects 0.000 description 1
- 229920001223 polyethylene glycol 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
- 239000002244 precipitate Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 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
- 239000008117 stearic acid Substances 0.000 description 1
- 230000004936 stimulating effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229960004793 sucrose Drugs 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 150000003511 tertiary amides Chemical class 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 210000004881 tumor cell Anatomy 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicinal Preparation (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Priority Applications (12)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19625089A DE19625089A1 (de) | 1996-06-24 | 1996-06-24 | 4-Amino-2-ureido-pyrimidin-5-carbonsäureamide, Verfahren zu deren Herstellung, diese Verbindungen enthaltende Arzneimittel und deren Verwendung |
| US08/868,991 US5939424A (en) | 1996-06-24 | 1997-06-04 | Compounds for treating disorders of lipid metabolism and their preparation |
| ES97109547T ES2230575T3 (es) | 1996-06-24 | 1997-06-12 | 4-amino-2-ureido-5-carboxaminas, procedimientos para su preparacion, medicamentos que contienen estos compuestos, y su uso. |
| AT97109547T ATE281452T1 (de) | 1996-06-24 | 1997-06-12 | 4-amino-2-ureido-pyrimidin-5-carbonsäureamide, verfahren zu deren herstellung, diese verbindungen enthaltende arzneimittel und deren verwendung |
| DE59712053T DE59712053D1 (de) | 1996-06-24 | 1997-06-12 | 4-Amino-2-ureido-pyrimidin-5-carbonsäureamide, Verfahren zu deren Herstellung, diese Verbindungen enthaltende Arzneimittel und deren Verwendung |
| DK97109547T DK0816358T3 (da) | 1996-06-24 | 1997-06-12 | 4-amino-2-ureidopyrimidin-5-carboxylsyreamider, fremgangsmåde til fremstilling heraf, lægemidler indeholdende sådanne forbindelser og anvendelsen af disse |
| PT97109547T PT816358E (pt) | 1996-06-24 | 1997-06-12 | Amidas de acido 4-amino-2-ureido-pirimidina-5-carboxilico, processos para a sua preparacao, medicamentos contendo estes compostos e sua utilizacao |
| EP97109547A EP0816358B1 (de) | 1996-06-24 | 1997-06-12 | 4-Amino-2-ureido-pyrimidin-5-carbonsäureamide, Verfahren zu deren Herstellung, diese Verbindungen enthaltende Arzneimittel und deren Verwendung |
| JP16581597A JP4101906B2 (ja) | 1996-06-24 | 1997-06-23 | ４−アミノ−２−ウレイドピリミジン−５−カルボキサミド、それらの製法、これらの化合物を含有する医薬およびそれらの使用 |
| MX9704704A MX9704704A (es) | 1996-06-24 | 1997-06-23 | Amidas de acido 4-amino-2-ureido-pirimidin-5-carboxilico, procedimientos para su obtencion, medicamentos que contienen estos compuestos, y su utilizacion. |
| NO19972943A NO312414B1 (no) | 1996-06-24 | 1997-06-23 | 4-amino-2-ureido-pyrimidin-5-karboksylsyreamider, fremgangsmåter for deres fremstilling, legemidler inneholdende demog deres anvendelse |
| CA002208630A CA2208630C (en) | 1996-06-24 | 1997-06-23 | 4-amino-2-ureidopyrimidine-5-carboxamides, processes for their preparation, pharmaceuticals comprising these compounds, and their use |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19625089A DE19625089A1 (de) | 1996-06-24 | 1996-06-24 | 4-Amino-2-ureido-pyrimidin-5-carbonsäureamide, Verfahren zu deren Herstellung, diese Verbindungen enthaltende Arzneimittel und deren Verwendung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE19625089A1 true DE19625089A1 (de) | 1998-01-02 |
Family
ID=7797762
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19625089A Withdrawn DE19625089A1 (de) | 1996-06-24 | 1996-06-24 | 4-Amino-2-ureido-pyrimidin-5-carbonsäureamide, Verfahren zu deren Herstellung, diese Verbindungen enthaltende Arzneimittel und deren Verwendung |
| DE59712053T Expired - Lifetime DE59712053D1 (de) | 1996-06-24 | 1997-06-12 | 4-Amino-2-ureido-pyrimidin-5-carbonsäureamide, Verfahren zu deren Herstellung, diese Verbindungen enthaltende Arzneimittel und deren Verwendung |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE59712053T Expired - Lifetime DE59712053D1 (de) | 1996-06-24 | 1997-06-12 | 4-Amino-2-ureido-pyrimidin-5-carbonsäureamide, Verfahren zu deren Herstellung, diese Verbindungen enthaltende Arzneimittel und deren Verwendung |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US5939424A (enExample) |
| EP (1) | EP0816358B1 (enExample) |
| JP (1) | JP4101906B2 (enExample) |
| AT (1) | ATE281452T1 (enExample) |
| CA (1) | CA2208630C (enExample) |
| DE (2) | DE19625089A1 (enExample) |
| DK (1) | DK0816358T3 (enExample) |
| ES (1) | ES2230575T3 (enExample) |
| MX (1) | MX9704704A (enExample) |
| NO (1) | NO312414B1 (enExample) |
| PT (1) | PT816358E (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19625088A1 (de) * | 1996-06-24 | 1998-01-02 | Hoechst Ag | 4-Amino-2-ureido-pyrimidin-5-carbonsäureamide, Verfahren zu deren Herstellung, diese Verbindungen enthaltende Arzneimittel und deren Verwendung |
| US6887712B1 (en) * | 1998-11-09 | 2005-05-03 | Atherogenics, Inc. | Methods and compositions to lower plasma cholesterol levels |
| WO2001027105A1 (en) * | 1999-10-12 | 2001-04-19 | Takeda Chemical Industries, Ltd. | Pyrimidine-5-carboxamide compounds, process for producing the same and use thereof |
| US7176310B1 (en) | 2002-04-09 | 2007-02-13 | Ucb Sa | Pyrimidinecarboxamide derivatives and their use as anti-inflammatory agents |
| MXPA06008201A (es) * | 2004-01-23 | 2006-08-31 | Amgen Inc | Ligandos del receptor de vanilloide y su uso en tratamientos. |
| JP2011057661A (ja) * | 2009-08-14 | 2011-03-24 | Bayer Cropscience Ag | 殺虫性カルボキサミド類 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2853220A1 (de) * | 1978-12-09 | 1980-07-03 | Hoechst Ag | Neue amino-pyrimidin-carbanilide, verfahren zu ihrer herstellung, diese verbindungen enthaltende arzneimittel und ihre verwendung |
| DE3522940A1 (de) * | 1985-06-27 | 1987-01-08 | Hoechst Ag | 4-amino-2-(imidazolidin-2-on-1-yl)-pyrimidin-5-carbonsaeure-(n-(3-trifluormethyl-phenyl)-amide) zur antithrombotischen prophylaxe und behandlung sowie ihre verwendung zur herstellung von antithrombotisch wirksamen arzneimitteln |
| EP0577877B1 (en) * | 1991-09-04 | 1995-10-18 | Sumitomo Electric Industries, Ltd. | Adjusting shim |
| EP0557879B1 (de) * | 1992-02-22 | 1997-01-08 | Hoechst Aktiengesellschaft | 4-Amino-2-ureido-pyrimidin-5-carbonsäureamide, Verfahren zu deren Herstellung, diese Verbindungen enthaltende Arzneimittel und deren Verwendung |
| DE59307402D1 (de) * | 1992-02-22 | 1997-10-30 | Hoechst Ag | Lösliche Salze von 4-Amino-2-(4,4-dimethyl-imidazolidin-2-on-1-yl)-pyrimidin-5 -carbonsäure- N-methyl-N-(3-trifluormethyl-phenyl)- amid, Verfahren zu ihrer Herstellung, ihre Verwendung als Arzneimittel und Ausgangsprodukte |
| DE19625088A1 (de) * | 1996-06-24 | 1998-01-02 | Hoechst Ag | 4-Amino-2-ureido-pyrimidin-5-carbonsäureamide, Verfahren zu deren Herstellung, diese Verbindungen enthaltende Arzneimittel und deren Verwendung |
-
1996
- 1996-06-24 DE DE19625089A patent/DE19625089A1/de not_active Withdrawn
-
1997
- 1997-06-04 US US08/868,991 patent/US5939424A/en not_active Expired - Lifetime
- 1997-06-12 PT PT97109547T patent/PT816358E/pt unknown
- 1997-06-12 DK DK97109547T patent/DK0816358T3/da active
- 1997-06-12 ES ES97109547T patent/ES2230575T3/es not_active Expired - Lifetime
- 1997-06-12 AT AT97109547T patent/ATE281452T1/de active
- 1997-06-12 EP EP97109547A patent/EP0816358B1/de not_active Expired - Lifetime
- 1997-06-12 DE DE59712053T patent/DE59712053D1/de not_active Expired - Lifetime
- 1997-06-23 CA CA002208630A patent/CA2208630C/en not_active Expired - Fee Related
- 1997-06-23 NO NO19972943A patent/NO312414B1/no not_active IP Right Cessation
- 1997-06-23 JP JP16581597A patent/JP4101906B2/ja not_active Expired - Fee Related
- 1997-06-23 MX MX9704704A patent/MX9704704A/es active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| DK0816358T3 (da) | 2005-03-07 |
| EP0816358A1 (de) | 1998-01-07 |
| JPH1072463A (ja) | 1998-03-17 |
| NO972943D0 (no) | 1997-06-23 |
| ES2230575T3 (es) | 2005-05-01 |
| DE59712053D1 (de) | 2004-12-09 |
| US5939424A (en) | 1999-08-17 |
| CA2208630A1 (en) | 1997-12-24 |
| EP0816358B1 (de) | 2004-11-03 |
| PT816358E (pt) | 2005-01-31 |
| CA2208630C (en) | 2006-07-11 |
| NO972943L (no) | 1997-12-29 |
| JP4101906B2 (ja) | 2008-06-18 |
| MX9704704A (es) | 1997-12-31 |
| ATE281452T1 (de) | 2004-11-15 |
| NO312414B1 (no) | 2002-05-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8130 | Withdrawal |