ZA200303634B - Substituted 3.4-dihydro-pyrimido[1,2-A]pyrimidines and 3.4-dihydropyrazino[1,2-A]pyrimidines. - Google Patents
Substituted 3.4-dihydro-pyrimido[1,2-A]pyrimidines and 3.4-dihydropyrazino[1,2-A]pyrimidines. Download PDFInfo
- Publication number
- ZA200303634B ZA200303634B ZA200303634A ZA200303634A ZA200303634B ZA 200303634 B ZA200303634 B ZA 200303634B ZA 200303634 A ZA200303634 A ZA 200303634A ZA 200303634 A ZA200303634 A ZA 200303634A ZA 200303634 B ZA200303634 B ZA 200303634B
- Authority
- ZA
- South Africa
- Prior art keywords
- alkyl
- singly
- unsubstituted
- dihydro
- aryl
- Prior art date
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- 150000003230 pyrimidines Chemical class 0.000 title description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 187
- 125000003118 aryl group Chemical group 0.000 claims description 93
- 229920006395 saturated elastomer Polymers 0.000 claims description 86
- 150000001875 compounds Chemical class 0.000 claims description 73
- 229910052739 hydrogen Inorganic materials 0.000 claims description 53
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 47
- 125000001072 heteroaryl group Chemical group 0.000 claims description 45
- -1 2,4-dimethylphenyl Chemical group 0.000 claims description 42
- 150000003839 salts Chemical class 0.000 claims description 34
- 125000000623 heterocyclic group Chemical group 0.000 claims description 28
- 229910052799 carbon Inorganic materials 0.000 claims description 27
- 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 claims description 19
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N EtOH Substances CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 15
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 15
- PYFMAAFCQDFHJX-UHFFFAOYSA-N ethyl pyrimidine-2-carboxylate Chemical compound CCOC(=O)C1=NC=CC=N1 PYFMAAFCQDFHJX-UHFFFAOYSA-N 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 14
- 125000005241 heteroarylamino group Chemical group 0.000 claims description 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
- 125000003107 substituted aryl group Chemical group 0.000 claims description 12
- WSNMPAVSZJSIMT-UHFFFAOYSA-N COc1c(C)c2COC(=O)c2c(O)c1CC(O)C1(C)CCC(=O)O1 Chemical compound COc1c(C)c2COC(=O)c2c(O)c1CC(O)C1(C)CCC(=O)O1 WSNMPAVSZJSIMT-UHFFFAOYSA-N 0.000 claims description 10
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 9
- RFPASPHXJLDWSI-UHFFFAOYSA-N 4-(4-methoxyphenyl)-3,4-dihydro-2h-pyrazino[1,2-a]pyrimidine-2-carboxylic acid Chemical compound C1=CC(OC)=CC=C1C1N2C=CN=CC2=NC(C(O)=O)C1 RFPASPHXJLDWSI-UHFFFAOYSA-N 0.000 claims description 7
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 7
- ZFCHNZDUMIOWFV-UHFFFAOYSA-N pyrimidine-2-carboxylic acid Chemical compound OC(=O)C1=NC=CC=N1 ZFCHNZDUMIOWFV-UHFFFAOYSA-N 0.000 claims description 7
- RIQYBJOTAWMHJO-UHFFFAOYSA-N 4-(3,4-dimethoxyphenyl)-3,4-dihydro-2h-pyrazino[1,2-a]pyrimidine-2-carboxylic acid Chemical compound C1=C(OC)C(OC)=CC=C1C1N2C=CN=CC2=NC(C(O)=O)C1 RIQYBJOTAWMHJO-UHFFFAOYSA-N 0.000 claims description 6
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 6
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 6
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims description 5
- YVTNSQSJYKVXKF-UHFFFAOYSA-N 7-bromo-4-(4-methoxyphenyl)-3,4-dihydro-2h-pyrimido[1,2-a]pyrimidine-2-carboxylic acid Chemical compound C1=CC(OC)=CC=C1C1N2C=C(Br)C=NC2=NC(C(O)=O)C1 YVTNSQSJYKVXKF-UHFFFAOYSA-N 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims description 4
- 125000003762 3,4-dimethoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C1* 0.000 claims description 4
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- YWHLHRNQIZJASO-UHFFFAOYSA-N 7-bromo-4-(3,4-dimethoxyphenyl)-3,4-dihydro-2h-pyrimido[1,2-a]pyrimidine-2-carboxylic acid Chemical compound C1=C(OC)C(OC)=CC=C1C1N2C=C(Br)C=NC2=NC(C(O)=O)C1 YWHLHRNQIZJASO-UHFFFAOYSA-N 0.000 claims description 4
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims description 4
- LDDOSDVZPSGLFZ-UHFFFAOYSA-N ethyl cyclopropanecarboxylate Chemical compound CCOC(=O)C1CC1 LDDOSDVZPSGLFZ-UHFFFAOYSA-N 0.000 claims description 4
- ZXWRHLCAIPINLF-UHFFFAOYSA-N 2-cyclopropyl-4-(3,4-dimethoxyphenyl)-3,4-dihydro-2h-pyrazino[1,2-a]pyrimidine Chemical compound C1=C(OC)C(OC)=CC=C1C1N2C=CN=CC2=NC(C2CC2)C1 ZXWRHLCAIPINLF-UHFFFAOYSA-N 0.000 claims description 3
- DXIQLNYJVNNUFP-UHFFFAOYSA-N [7-bromo-4-(4-hydroxyphenyl)-3-methyl-3,4-dihydro-2h-pyrimido[1,2-a]pyrimidin-2-yl]-phenylmethanone Chemical compound CC1C(C(=O)C=2C=CC=CC=2)N=C2N=CC(Br)=CN2C1C1=CC=C(O)C=C1 DXIQLNYJVNNUFP-UHFFFAOYSA-N 0.000 claims description 3
- SFILLXWVHWBVJR-UHFFFAOYSA-N [7-bromo-4-(4-methoxyphenyl)-3-methyl-3,4-dihydro-2h-pyrimido[1,2-a]pyrimidin-2-yl]-phenylmethanone Chemical compound C1=CC(OC)=CC=C1C1N2C=C(Br)C=NC2=NC(C(=O)C=2C=CC=CC=2)C1C SFILLXWVHWBVJR-UHFFFAOYSA-N 0.000 claims description 3
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims description 3
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- OYRRZWATULMEPF-UHFFFAOYSA-N pyrimidin-4-amine Chemical compound NC1=CC=NC=N1 OYRRZWATULMEPF-UHFFFAOYSA-N 0.000 claims description 3
- KOQHPPHOONVYOO-UHFFFAOYSA-N 10-pyridin-2-yl-3,6,9-triazatetracyclo[10.2.1.02,11.03,8]pentadeca-4,6,8,13-tetraene Chemical compound C1C2C=CC1C(N1C=CN=CC1=N1)C2C1C1=CC=CC=N1 KOQHPPHOONVYOO-UHFFFAOYSA-N 0.000 claims description 2
- MUECOCSNWMLJHL-UHFFFAOYSA-N 2-bromo-6-pyridin-2-yl-6a,7,8,10a-tetrahydro-6h-pyrimido[1,2-a]quinazoline Chemical compound N1=C2N=CC(Br)=CN2C2C=CCCC2C1C1=CC=CC=N1 MUECOCSNWMLJHL-UHFFFAOYSA-N 0.000 claims description 2
- WKOLRHSEBPKKPE-UHFFFAOYSA-N 2-cyclohexyl-4-(4-methoxyphenyl)-3,4-dihydro-2h-pyrazino[1,2-a]pyrimidine Chemical compound C1=CC(OC)=CC=C1C1N2C=CN=CC2=NC(C2CCCCC2)C1 WKOLRHSEBPKKPE-UHFFFAOYSA-N 0.000 claims description 2
- UDOJUHHNGXMMOG-UHFFFAOYSA-N 2-cyclopropyl-4-(4-methoxyphenyl)-3,4-dihydro-2h-pyrazino[1,2-a]pyrimidine Chemical compound C1=CC(OC)=CC=C1C1N2C=CN=CC2=NC(C2CC2)C1 UDOJUHHNGXMMOG-UHFFFAOYSA-N 0.000 claims description 2
- XLNNLLANXOHIEJ-UHFFFAOYSA-N 4-(4-methoxyphenyl)-2-(5-nitrofuran-2-yl)-3,4-dihydro-2h-pyrazino[1,2-a]pyrimidine Chemical compound C1=CC(OC)=CC=C1C1N2C=CN=CC2=NC(C=2OC(=CC=2)[N+]([O-])=O)C1 XLNNLLANXOHIEJ-UHFFFAOYSA-N 0.000 claims description 2
- SHCXBQXBOUBRBW-UHFFFAOYSA-N 4-(4-methoxyphenyl)-3-methyl-2-(5-nitrofuran-2-yl)-3,4-dihydro-2h-pyrazino[1,2-a]pyrimidine Chemical compound C1=CC(OC)=CC=C1C1N2C=CN=CC2=NC(C=2OC(=CC=2)[N+]([O-])=O)C1C SHCXBQXBOUBRBW-UHFFFAOYSA-N 0.000 claims description 2
- NENZJBLBRUCPSQ-UHFFFAOYSA-N 4-(4-methoxyphenyl)-3-methyl-3,4-dihydro-2h-pyrazino[1,2-a]pyrimidine-2-carboxylic acid Chemical compound C1=CC(OC)=CC=C1C1N2C=CN=CC2=NC(C(O)=O)C1C NENZJBLBRUCPSQ-UHFFFAOYSA-N 0.000 claims description 2
- HOWFVKWIFBRPCW-UHFFFAOYSA-N 4-(7-bromo-2-cyclohexyl-3-methyl-3,4-dihydro-2h-pyrimido[1,2-a]pyrimidin-4-yl)phenol Chemical compound CC1C(C2CCCCC2)N=C2N=CC(Br)=CN2C1C1=CC=C(O)C=C1 HOWFVKWIFBRPCW-UHFFFAOYSA-N 0.000 claims description 2
- FAQCWPLVJMZPHU-UHFFFAOYSA-N 4-phenyl-2-pyridin-2-yl-3,4-dihydro-2h-pyrazino[1,2-a]pyrimidine-9-carboxylic acid Chemical compound N1=C2C(C(=O)O)=NC=CN2C(C=2C=CC=CC=2)CC1C1=CC=CC=N1 FAQCWPLVJMZPHU-UHFFFAOYSA-N 0.000 claims description 2
- ZQIABBZOMZQAPC-UHFFFAOYSA-N 7-bromo-4-phenylsulfanyl-2-pyridin-2-yl-3,4-dihydro-2h-pyrimido[1,2-a]pyrimidine Chemical compound N1=C2N=CC(Br)=CN2C(SC=2C=CC=CC=2)CC1C1=CC=CC=N1 ZQIABBZOMZQAPC-UHFFFAOYSA-N 0.000 claims description 2
- CLGFFVMIQRQFEE-UHFFFAOYSA-N 7-chloro-10-pyridin-2-yl-3,6,9-triazatetracyclo[10.2.1.02,11.03,8]pentadeca-4,6,8,13-tetraene-4,5-dicarbonitrile Chemical compound N1=C2C(Cl)=NC(C#N)=C(C#N)N2C2C(C=C3)CC3C2C1C1=CC=CC=N1 CLGFFVMIQRQFEE-UHFFFAOYSA-N 0.000 claims description 2
- QXMLWUJAKSCMSI-UHFFFAOYSA-N C1=CC=C2C3N4C=C(Br)C=NC4=NC(C(=O)OCC)C3CC2=C1 Chemical compound C1=CC=C2C3N4C=C(Br)C=NC4=NC(C(=O)OCC)C3CC2=C1 QXMLWUJAKSCMSI-UHFFFAOYSA-N 0.000 claims description 2
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- PBTZWKACASFDNY-UHFFFAOYSA-N OC(=O)c1cnc2=NC3=NC(C4C5CC(C=C5)C4N3C(O)=c2n1)c1ccccn1 Chemical compound OC(=O)c1cnc2=NC3=NC(C4C5CC(C=C5)C4N3C(O)=c2n1)c1ccccn1 PBTZWKACASFDNY-UHFFFAOYSA-N 0.000 claims description 2
- GADOQTRQMPJIPK-UHFFFAOYSA-N [4-(2-hydroxyethoxy)-3,4-dihydro-2h-pyrazino[1,2-a]pyrimidin-2-yl]-phenylmethanone Chemical compound N1=C2C=NC=CN2C(OCCO)CC1C(=O)C1=CC=CC=C1 GADOQTRQMPJIPK-UHFFFAOYSA-N 0.000 claims description 2
- KCZDVUCDBXGKKM-UHFFFAOYSA-N [4-(4-hydroxy-3-methoxyphenyl)-3-methyl-3,4-dihydro-2h-pyrazino[1,2-a]pyrimidin-2-yl]-phenylmethanone Chemical compound C1=C(O)C(OC)=CC(C2N3C=CN=CC3=NC(C2C)C(=O)C=2C=CC=CC=2)=C1 KCZDVUCDBXGKKM-UHFFFAOYSA-N 0.000 claims description 2
- XZZMQPSOSDDWQK-UHFFFAOYSA-N [4-(4-hydroxyphenyl)-3-methyl-3,4-dihydro-2h-pyrazino[1,2-a]pyrimidin-2-yl]-phenylmethanone Chemical compound CC1C(C(=O)C=2C=CC=CC=2)N=C2C=NC=CN2C1C1=CC=C(O)C=C1 XZZMQPSOSDDWQK-UHFFFAOYSA-N 0.000 claims description 2
- FSMMCONPXPLKEP-UHFFFAOYSA-N [4-(4-methoxyphenyl)-3-methyl-3,4-dihydro-2h-pyrazino[1,2-a]pyrimidin-2-yl]-phenylmethanone Chemical compound C1=CC(OC)=CC=C1C1N2C=CN=CC2=NC(C(=O)C=2C=CC=CC=2)C1C FSMMCONPXPLKEP-UHFFFAOYSA-N 0.000 claims description 2
- BAVRFMCXDRJGHI-UHFFFAOYSA-N [7-bromo-4-(2-hydroxyethoxy)-3,4-dihydro-2h-pyrimido[1,2-a]pyrimidin-2-yl]-phenylmethanone Chemical compound N1=C2N=CC(Br)=CN2C(OCCO)CC1C(=O)C1=CC=CC=C1 BAVRFMCXDRJGHI-UHFFFAOYSA-N 0.000 claims description 2
- FVOBUHBCAWLQTD-UHFFFAOYSA-N [7-bromo-4-(3,4-dimethoxyphenyl)-3,4-dihydro-2h-pyrimido[1,2-a]pyrimidin-2-yl]-phenylmethanone Chemical compound C1=C(OC)C(OC)=CC=C1C1N2C=C(Br)C=NC2=NC(C(=O)C=2C=CC=CC=2)C1 FVOBUHBCAWLQTD-UHFFFAOYSA-N 0.000 claims description 2
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- 238000002156 mixing Methods 0.000 claims description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 2
- UDFLURZQCCFDEY-UHFFFAOYSA-N 7-bromo-4-(4-methoxyphenyl)-3-methyl-3,4-dihydro-2h-pyrimido[1,2-a]pyrimidine-2-carboxylic acid Chemical compound C1=CC(OC)=CC=C1C1N2C=C(Br)C=NC2=NC(C(O)=O)C1C UDFLURZQCCFDEY-UHFFFAOYSA-N 0.000 claims 1
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- 101150088095 RTM2 gene Proteins 0.000 claims 1
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- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 150000003254 radicals Chemical class 0.000 description 31
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/12—Antidiarrhoeals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/04—Antipruritics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/16—Otologicals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/08—Bridged systems
-
- C—CHEMISTRY; METALLURGY
- C40—COMBINATORIAL TECHNOLOGY
- C40B—COMBINATORIAL CHEMISTRY; LIBRARIES, e.g. CHEMICAL LIBRARIES
- C40B40/00—Libraries per se, e.g. arrays, mixtures
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pain & Pain Management (AREA)
- Urology & Nephrology (AREA)
- Rheumatology (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Dermatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10050661A DE10050661A1 (de) | 2000-10-13 | 2000-10-13 | Substituierte 3,4-Dihydro-pyrimido[1,2-a]pyrimidine und 3,4-Dihydro-pyrazino[1,2-a]pyrimidine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200303634B true ZA200303634B (en) | 2004-08-12 |
Family
ID=7659596
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200303634A ZA200303634B (en) | 2000-10-13 | 2003-05-12 | Substituted 3.4-dihydro-pyrimido[1,2-A]pyrimidines and 3.4-dihydropyrazino[1,2-A]pyrimidines. |
Country Status (26)
| Country | Link |
|---|---|
| US (1) | US7226924B2 (zh) |
| EP (1) | EP1325010B1 (zh) |
| JP (1) | JP2004511485A (zh) |
| KR (1) | KR20030036923A (zh) |
| CN (1) | CN1243753C (zh) |
| AR (1) | AR035496A1 (zh) |
| AT (1) | ATE294180T1 (zh) |
| AU (1) | AU2002214007A1 (zh) |
| BR (1) | BR0114735A (zh) |
| CA (1) | CA2425685A1 (zh) |
| DE (2) | DE10050661A1 (zh) |
| EC (1) | ECSP034554A (zh) |
| ES (1) | ES2239168T3 (zh) |
| HK (1) | HK1056558A1 (zh) |
| HU (1) | HUP0302606A3 (zh) |
| IL (1) | IL155379A0 (zh) |
| MX (1) | MXPA03003199A (zh) |
| NO (1) | NO20031588D0 (zh) |
| NZ (1) | NZ525651A (zh) |
| PE (1) | PE20020477A1 (zh) |
| PL (1) | PL361777A1 (zh) |
| PT (1) | PT1325010E (zh) |
| RU (1) | RU2003113965A (zh) |
| SK (1) | SK4152003A3 (zh) |
| WO (1) | WO2002030934A1 (zh) |
| ZA (1) | ZA200303634B (zh) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2590294A1 (en) | 2004-12-13 | 2006-06-22 | Sunesis Pharmaceuticals, Inc. | Pyrido pyrimidinones, dihydro pyrimido pyrimidinones and pteridinones useful as raf kinase inhibitors |
| US20070155738A1 (en) | 2005-05-20 | 2007-07-05 | Alantos Pharmaceuticals, Inc. | Heterobicyclic metalloprotease inhibitors |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3558618A (en) * | 1968-04-01 | 1971-01-26 | Dow Chemical Co | Novel 4h-pyrazino(1,2-a)pyrimidine-4-ones |
| GB1347493A (en) * | 1971-02-11 | 1974-02-27 | Aspro Nicholas Ltd | Benzazine derivatives |
| HU178910B (en) * | 1977-08-19 | 1982-07-28 | Chinoin Gyogyszer Es Vegyeszet | Process for preparing 2,3-disubstituted-4-oxo-4h-pyrido/1,2-a/-pyrimidines |
| JP2668259B2 (ja) * | 1988-02-18 | 1997-10-27 | 塩野義製薬株式会社 | 複素環化合物および抗潰瘍剤 |
| FI94531C (fi) * | 1990-03-13 | 1995-09-25 | Ime Intermed Enterpris Sa | Menetelmä farmaseuttisesti aktiivisen 1,3,4,6,7,8-heksahydro-2H-pyrimido-(1,2-a)-pyrimidiinijohdannaisen valmistamiseksi |
| IT1263804B (it) * | 1993-01-22 | 1996-09-03 | Luso Farmaco Inst | Derivati pirimidinonici fusi con eterocicli azotati ad attivita' a ii antagonista |
| US5843951A (en) * | 1995-09-28 | 1998-12-01 | Otsuka Pharmaceutical Factory Inc. | Analgesic composition of pyrazolo(1,5-A) pyrimidines |
-
2000
- 2000-10-13 DE DE10050661A patent/DE10050661A1/de not_active Withdrawn
-
2001
- 2001-10-09 AR ARP010104730A patent/AR035496A1/es not_active Application Discontinuation
- 2001-10-10 AT AT01982417T patent/ATE294180T1/de active
- 2001-10-10 CN CNB018171591A patent/CN1243753C/zh not_active Expired - Fee Related
- 2001-10-10 JP JP2002534320A patent/JP2004511485A/ja not_active Withdrawn
- 2001-10-10 RU RU2003113965/04A patent/RU2003113965A/ru not_active Application Discontinuation
- 2001-10-10 WO PCT/EP2001/011702 patent/WO2002030934A1/de active IP Right Grant
- 2001-10-10 CA CA002425685A patent/CA2425685A1/en not_active Abandoned
- 2001-10-10 BR BR0114735-8A patent/BR0114735A/pt not_active IP Right Cessation
- 2001-10-10 EP EP01982417A patent/EP1325010B1/de not_active Expired - Lifetime
- 2001-10-10 AU AU2002214007A patent/AU2002214007A1/en not_active Abandoned
- 2001-10-10 PL PL01361777A patent/PL361777A1/xx not_active Application Discontinuation
- 2001-10-10 ES ES01982417T patent/ES2239168T3/es not_active Expired - Lifetime
- 2001-10-10 MX MXPA03003199A patent/MXPA03003199A/es active IP Right Grant
- 2001-10-10 PT PT01982417T patent/PT1325010E/pt unknown
- 2001-10-10 KR KR10-2003-7005149A patent/KR20030036923A/ko not_active Application Discontinuation
- 2001-10-10 NZ NZ525651A patent/NZ525651A/en unknown
- 2001-10-10 IL IL15537901A patent/IL155379A0/xx unknown
- 2001-10-10 HU HU0302606A patent/HUP0302606A3/hu unknown
- 2001-10-10 DE DE50106048T patent/DE50106048D1/de not_active Expired - Lifetime
- 2001-10-10 SK SK415-2003A patent/SK4152003A3/sk unknown
- 2001-10-12 PE PE2001001013A patent/PE20020477A1/es not_active Application Discontinuation
-
2003
- 2003-04-08 NO NO20031588A patent/NO20031588D0/no unknown
- 2003-04-09 US US10/409,614 patent/US7226924B2/en not_active Expired - Fee Related
- 2003-04-11 EC EC2003004554A patent/ECSP034554A/es unknown
- 2003-05-12 ZA ZA200303634A patent/ZA200303634B/en unknown
- 2003-12-09 HK HK03108915A patent/HK1056558A1/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| NZ525651A (en) | 2004-10-29 |
| HUP0302606A3 (en) | 2007-03-28 |
| RU2003113965A (ru) | 2004-12-10 |
| AU2002214007A1 (en) | 2002-04-22 |
| DE50106048D1 (de) | 2005-06-02 |
| DE10050661A1 (de) | 2002-04-18 |
| NO20031588L (no) | 2003-04-08 |
| CN1243753C (zh) | 2006-03-01 |
| KR20030036923A (ko) | 2003-05-09 |
| BR0114735A (pt) | 2003-10-14 |
| HUP0302606A2 (hu) | 2004-07-28 |
| PT1325010E (pt) | 2005-08-31 |
| CN1469879A (zh) | 2004-01-21 |
| US7226924B2 (en) | 2007-06-05 |
| EP1325010A1 (de) | 2003-07-09 |
| ES2239168T3 (es) | 2005-09-16 |
| CA2425685A1 (en) | 2003-04-11 |
| AR035496A1 (es) | 2004-06-02 |
| ATE294180T1 (de) | 2005-05-15 |
| HK1056558A1 (en) | 2004-02-20 |
| JP2004511485A (ja) | 2004-04-15 |
| SK4152003A3 (en) | 2003-10-07 |
| IL155379A0 (en) | 2003-11-23 |
| EP1325010B1 (de) | 2005-04-27 |
| NO20031588D0 (no) | 2003-04-08 |
| PE20020477A1 (es) | 2002-06-29 |
| MXPA03003199A (es) | 2004-03-18 |
| PL361777A1 (en) | 2004-10-04 |
| ECSP034554A (es) | 2003-05-26 |
| US20030220322A1 (en) | 2003-11-27 |
| WO2002030934A1 (de) | 2002-04-18 |
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