KR840008361A - 치환된 6-아릴-1,2,4-트리아졸로[4,3-b]피리다진의 제조방법 - Google Patents
치환된 6-아릴-1,2,4-트리아졸로[4,3-b]피리다진의 제조방법 Download PDFInfo
- Publication number
- KR840008361A KR840008361A KR1019840001627A KR840001627A KR840008361A KR 840008361 A KR840008361 A KR 840008361A KR 1019840001627 A KR1019840001627 A KR 1019840001627A KR 840001627 A KR840001627 A KR 840001627A KR 840008361 A KR840008361 A KR 840008361A
- Authority
- KR
- South Korea
- Prior art keywords
- carbon atoms
- alkyl
- chlorine
- phenyl
- bromine
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 18
- 125000000217 alkyl group Chemical group 0.000 claims 11
- 229910052801 chlorine Inorganic materials 0.000 claims 8
- 239000000460 chlorine Substances 0.000 claims 8
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 7
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 7
- -1 amino, acetamino Chemical group 0.000 claims 6
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 6
- 229910052794 bromium Inorganic materials 0.000 claims 6
- 229910052731 fluorine Inorganic materials 0.000 claims 6
- 239000011737 fluorine Substances 0.000 claims 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 6
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 5
- 150000001875 compounds Chemical class 0.000 claims 5
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 3
- 125000003884 phenylalkyl group Chemical group 0.000 claims 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 2
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 2
- 229910052740 iodine Inorganic materials 0.000 claims 2
- 239000011630 iodine Substances 0.000 claims 2
- 125000002346 iodo group Chemical group I* 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- KPPVNWGJXFMGAM-UUILKARUSA-N (e)-2-methyl-1-(6-methyl-3,4-dihydro-2h-quinolin-1-yl)but-2-en-1-one Chemical compound CC1=CC=C2N(C(=O)C(/C)=C/C)CCCC2=C1 KPPVNWGJXFMGAM-UUILKARUSA-N 0.000 claims 1
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims 1
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 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 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000000389 2-pyrrolyl group Chemical group [H]N1C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 claims 1
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- 150000001298 alcohols Chemical class 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 1
- 235000010290 biphenyl Nutrition 0.000 claims 1
- 239000004305 biphenyl Substances 0.000 claims 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- 238000009833 condensation Methods 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 125000006254 cycloalkyl carbonyl group Chemical group 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
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
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/08—Antiepileptics; Anticonvulsants
-
- 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
- A61P25/20—Hypnotics; Sedatives
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Neurosurgery (AREA)
- Life Sciences & Earth Sciences (AREA)
- Neurology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Biomedical Technology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Anesthesiology (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Steroid Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
Abstract
내용 없음.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (1)
- 일반식(III)의 화합물을 경우에 따라 축합제를 부가하여 가열시켜 폐환시키거나, 또는 일반식(IV)의 화합물을 일반식(V)의 아민과 반응시키거나, 또는 일반식(VI)이 화합물 또는 그의 염을 경우에 따라 축합제 또는 축합 촉매를 부가하여 일반식(VII)의 화합물과 반응시킴을 특징으로 하여 일반식(I)의 화합물 및 그의 생리적으로 허용 가능한 산염을 제조하는 방법.상기 식에서, R1및 R2는 동일하거나 상이하고, 수소, 탄소소, 1내지 6인 알킬그룹, 페닐 또는 염소를 나타내고, R3는 수소, 탄소수 1나지 6인 선상 또는 측쇄 알킬, 또는 불소, 염소, 브름, 요오드, 트리플루 오로메틸 또는 탄소수 1내지 4인 알킬로 임의로 일치환, 이치환, 또는 삼치환된 페닐을 나타내며, R4는 탄소수 1내지 6인 선상 또는 측쇄알킬, 탄소수 3내지 8인 사이클로알킬, 알킬부위가 탄소수 1내지 4이고 페닐 부위가 불소, 염소, 브롬, 요오드, 트리플루오로메틸 또는 탄소수 1내지 4인 알킬로 일치환, 이치환, 삼치환된 페닐알킬, 알킬부위가 탄소수 1내지 6인 알킬카보닐, 사이클로알킬 부위가 탄소수 5내지 7인 사이클로알킬카보닐, 불소, 염소, 브롬, 요오도, 트리플루오로메틸 또는 탄소수 1내지 4인 알킬로 임의로 일치환, 이치환 또는 삼치환된 벤조일, 또는 Ar을 나타내고, Ar은 불소, 염소, 브롬, 요오도, 탄소수 1내지 6인 알킬그룹, 탄소수 3내지 8인 사이클로알킬그룹, 탄소수 1내지 4인 알킬을 갖는 페닐알킬그룹, 각각 탄소소, 1내지 6인 알콕시 또는 알킬티오그룹, 하이드록실, 니트로, 시아노, 트리플루오로메틸 또는 카복실그룹, 탄소수 1내지 6인 알콜을 갖는 카복실그룹의 에스테르, 아미노카보닐, 아미노, 아세트 아미노, 또는 알킬 레디칼이 탄소수 1내지 6인 알콕시 카보닐 아미노 등의 레디칼 1,2,3,4 또는 5치환 될수 있는 페닐, 비페닐, 페녹시 페닐, 페닐티오페닐, 페닐설피닐페닐,페닐설포닐페닐, 1-나프틸, 2-나프틸, 2-티에닐, 3-티에닐, 2-푸릴, 2-피롤릴, 1-메틸-2-피롤릴 또는 2-, 3, 또는 4-피리딜 등과 같은 방향족 레디칼을 나타내며, R6는 염소, 브롬 또는 메틸티오 및 Ar을 나타내고, Y는 불소, 염소, 브롬, 요오드또는 토실레이드 레디칼과 같은 이탈그룹을 나타내며, Z는 0 또는 S를 나타내고,는 일반식(II)의 레디칼을 나타낼 수 있다.상기 식에서, X는 CH2, CHR5, C=O, O, S는 NR5를 나타내며, m 및 n은 1, 2 또는 3을 나타낸다.(여기서, R5는 수소, 탄소수 1내지 6인 알킬, 탄소수 3내지 8인 사이클로알킬, 알킬래디칼이 탄소수 1내지 6인 알킬카보닐, 알콕시 레디칼이 탄소수 1내지 4인 알콕시카보닐, 페닐환이 불소, 염소, 브롬, 요오드 트리플루오로메틸 또는 탄소소 1내지 6인 알킬로 일치환, 이칠환, 삼치환되는 알킬 레디칼이 탄소수 1내지 4인 임의 치환된 페닐 알킬, 임의 치환된 페닐 또는 임의 치환된 벤조일을 나타낸다).※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19833311753 DE3311753A1 (de) | 1983-03-31 | 1983-03-31 | Substituierte 6-aryl-1,2,4-triazolo(4,3-b)pyridazine - ihre herstellung und verwendung - |
| DEP3311753.5 | 1983-03-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR840008361A true KR840008361A (ko) | 1984-12-14 |
Family
ID=6195196
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019840001627A KR840008361A (ko) | 1983-03-31 | 1984-03-29 | 치환된 6-아릴-1,2,4-트리아졸로[4,3-b]피리다진의 제조방법 |
Country Status (19)
| Country | Link |
|---|---|
| EP (1) | EP0121490B1 (ko) |
| JP (1) | JPS59184179A (ko) |
| KR (1) | KR840008361A (ko) |
| AT (1) | ATE32723T1 (ko) |
| AU (1) | AU563556B2 (ko) |
| CA (1) | CA1246568A (ko) |
| DE (2) | DE3311753A1 (ko) |
| DK (1) | DK144884A (ko) |
| ES (1) | ES8501765A1 (ko) |
| FI (1) | FI841238A (ko) |
| GR (1) | GR81812B (ko) |
| HU (1) | HU189076B (ko) |
| IL (1) | IL71412A (ko) |
| MA (1) | MA20080A1 (ko) |
| NO (1) | NO841270L (ko) |
| NZ (1) | NZ207691A (ko) |
| PH (1) | PH20465A (ko) |
| PT (1) | PT78343B (ko) |
| ZA (1) | ZA842389B (ko) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4654343A (en) * | 1985-10-31 | 1987-03-31 | American Cyanamid Company | N-substituted-N[3-(1,2,4-triazolo[4,3-b]pyridazin-6-yl)phenyl]alkanamides, carbamates and ureas |
| JP2010500365A (ja) | 2006-08-07 | 2010-01-07 | インサイト・コーポレイション | キナーゼ阻害剤としてのトリアゾロトリアジン |
| AU2007323725B2 (en) | 2006-11-22 | 2014-02-20 | Incyte Holdings Corporation | Imidazotriazines and imidazopyrimidines as kinase inhibitors |
| NZ602791A (en) | 2008-05-21 | 2014-04-30 | Incyte Corp | Salts of 2-fluoro-n-methyl-4-[7-(quinolin-6-yl-methyl)- imidazo[1,2-b][1,2,4]triazin-2-yl]benzamide and processes related to preparing the same |
| EA025304B1 (ru) | 2010-02-03 | 2016-12-30 | Инсайт Холдингс Корпорейшн | ИМИДАЗО[1,2-b][1,2,4]ТРИАЗИНЫ В КАЧЕСТВЕ c-Met ИНГИБИТОРОВ |
| MX2013012661A (es) | 2011-04-29 | 2014-03-27 | Amgen Inc | Compuestos de piridazina biciclicos como inhibidores pim. |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL128809C (ko) * | 1966-06-18 | |||
| DE2113438A1 (de) * | 1971-03-19 | 1972-09-21 | Boehringer Mannheim Gmbh | Nitrofuryl-triazolo[4,3-b]pyridazinderivate |
| US3915968A (en) * | 1973-09-21 | 1975-10-28 | Lepetit Spa | Triazolopyridazines |
| DE3217325A1 (de) * | 1982-05-08 | 1983-11-10 | Hoechst Ag, 6230 Frankfurt | 3-amino-6-aryl-1,2,4-triazolo(4,3-b)-pyridazine, ihre herstellung und ihre verwendung |
| DE3222342A1 (de) * | 1982-06-14 | 1983-12-15 | Hoechst Ag, 6230 Frankfurt | 6-aryl-1,2,4-triazolo (4,3-b) pyridazin-3-carbaminate, ihre herstellung und sie enthaltende arzneimittel |
-
1983
- 1983-03-31 DE DE19833311753 patent/DE3311753A1/de not_active Withdrawn
-
1984
- 1984-02-29 DK DK144884A patent/DK144884A/da not_active Application Discontinuation
- 1984-03-26 HU HU841204A patent/HU189076B/hu unknown
- 1984-03-28 FI FI841238A patent/FI841238A/fi not_active Application Discontinuation
- 1984-03-28 AT AT84710009T patent/ATE32723T1/de not_active IP Right Cessation
- 1984-03-28 DE DE8484710009T patent/DE3469530D1/de not_active Expired
- 1984-03-28 EP EP84710009A patent/EP0121490B1/de not_active Expired
- 1984-03-29 PH PH30469A patent/PH20465A/en unknown
- 1984-03-29 KR KR1019840001627A patent/KR840008361A/ko not_active Application Discontinuation
- 1984-03-29 ES ES531084A patent/ES8501765A1/es not_active Expired
- 1984-03-29 GR GR74257A patent/GR81812B/el unknown
- 1984-03-29 NZ NZ207691A patent/NZ207691A/en unknown
- 1984-03-30 AU AU26346/84A patent/AU563556B2/en not_active Ceased
- 1984-03-30 ZA ZA842389A patent/ZA842389B/xx unknown
- 1984-03-30 JP JP59061286A patent/JPS59184179A/ja active Pending
- 1984-03-30 CA CA000451005A patent/CA1246568A/en not_active Expired
- 1984-03-30 PT PT78343A patent/PT78343B/pt not_active IP Right Cessation
- 1984-03-30 NO NO841270A patent/NO841270L/no unknown
- 1984-03-30 IL IL71412A patent/IL71412A/xx unknown
- 1984-03-31 MA MA20302A patent/MA20080A1/fr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GR81812B (ko) | 1984-12-12 |
| PT78343A (de) | 1984-04-01 |
| DE3311753A1 (de) | 1984-10-04 |
| JPS59184179A (ja) | 1984-10-19 |
| HU189076B (en) | 1986-06-30 |
| EP0121490B1 (de) | 1988-03-02 |
| IL71412A (en) | 1988-05-31 |
| CA1246568A (en) | 1988-12-13 |
| NO841270L (no) | 1984-10-01 |
| ES531084A0 (es) | 1984-12-01 |
| DK144884D0 (da) | 1984-02-29 |
| FI841238A0 (fi) | 1984-03-28 |
| DE3469530D1 (en) | 1988-04-07 |
| ZA842389B (en) | 1984-11-28 |
| HUT34193A (en) | 1985-02-28 |
| PT78343B (de) | 1986-07-14 |
| DK144884A (da) | 1984-10-01 |
| MA20080A1 (fr) | 1984-10-01 |
| AU2634684A (en) | 1984-10-04 |
| EP0121490A1 (de) | 1984-10-10 |
| IL71412A0 (en) | 1984-06-29 |
| ES8501765A1 (es) | 1984-12-01 |
| ATE32723T1 (de) | 1988-03-15 |
| NZ207691A (en) | 1986-07-11 |
| PH20465A (en) | 1987-01-14 |
| FI841238A (fi) | 1984-10-01 |
| AU563556B2 (en) | 1987-07-16 |
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