KR850004758A - 피라졸로 피리딘 유도체의 제법 - Google Patents
피라졸로 피리딘 유도체의 제법 Download PDFInfo
- Publication number
- KR850004758A KR850004758A KR1019840008098A KR840008098A KR850004758A KR 850004758 A KR850004758 A KR 850004758A KR 1019840008098 A KR1019840008098 A KR 1019840008098A KR 840008098 A KR840008098 A KR 840008098A KR 850004758 A KR850004758 A KR 850004758A
- Authority
- KR
- South Korea
- Prior art keywords
- group
- carbon atoms
- pyridine
- compound
- alkoxy
- Prior art date
Links
- 150000005229 pyrazolopyridines Chemical class 0.000 title claims 4
- 238000002360 preparation method Methods 0.000 title claims 2
- 238000000034 method Methods 0.000 claims 15
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 12
- 125000003545 alkoxy group Chemical group 0.000 claims 10
- 125000004432 carbon atom Chemical group C* 0.000 claims 10
- 150000001875 compounds Chemical class 0.000 claims 10
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 8
- 125000000217 alkyl group Chemical group 0.000 claims 7
- 125000005117 dialkylcarbamoyl group Chemical group 0.000 claims 6
- 125000005115 alkyl carbamoyl group Chemical group 0.000 claims 5
- 125000003118 aryl group Chemical group 0.000 claims 4
- -1 carboxy, carbamoyl Chemical group 0.000 claims 4
- 238000006243 chemical reaction Methods 0.000 claims 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical group CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 3
- 125000005843 halogen group Chemical group 0.000 claims 3
- 239000003960 organic solvent Substances 0.000 claims 3
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- DUQJLACVQHXDBN-UHFFFAOYSA-N 5-methoxy-n,n,7-trimethylpyrazolo[1,5-a]pyridine-3-carboxamide Chemical compound C1=C(OC)C=C(C)N2N=CC(C(=O)N(C)C)=C21 DUQJLACVQHXDBN-UHFFFAOYSA-N 0.000 claims 1
- DIQXWZKCIGDGOV-UHFFFAOYSA-N 5-methoxy-n,n-dimethylpyrazolo[1,5-a]pyridine-3-carboxamide Chemical compound C1=C(OC)C=CN2N=CC(C(=O)N(C)C)=C21 DIQXWZKCIGDGOV-UHFFFAOYSA-N 0.000 claims 1
- IHCATUCUUJOVLE-UHFFFAOYSA-N 5-phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid Chemical compound C=1C2=C(C(=O)O)C=NN2C=CC=1C1=CC=CC=C1 IHCATUCUUJOVLE-UHFFFAOYSA-N 0.000 claims 1
- MPYCQJNXWOONEX-UHFFFAOYSA-N 5-tert-butyl-N,N-dimethylpyrazolo[1,5-a]pyridine-3-carboxamide Chemical compound C(C)(C)(C)C1=CC=2N(C=C1)N=CC2C(N(C)C)=O MPYCQJNXWOONEX-UHFFFAOYSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 150000008065 acid anhydrides Chemical class 0.000 claims 1
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 150000001450 anions Chemical class 0.000 claims 1
- 125000003435 aroyl group Chemical group 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- 125000005135 aryl sulfinyl group Chemical group 0.000 claims 1
- 125000005110 aryl thio group Chemical group 0.000 claims 1
- 125000004104 aryloxy group Chemical group 0.000 claims 1
- 125000001589 carboacyl group Chemical group 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims 1
- QSTFAUBSGZTJKW-UHFFFAOYSA-N ethyl 5-phenylpyrazolo[1,5-a]pyridine-3-carboxylate Chemical group C=1C2=C(C(=O)OCC)C=NN2C=CC=1C1=CC=CC=C1 QSTFAUBSGZTJKW-UHFFFAOYSA-N 0.000 claims 1
- 150000004820 halides Chemical class 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-M iodide Chemical compound [I-] XMBWDFGMSWQBCA-UHFFFAOYSA-M 0.000 claims 1
- SETMYTKOXVGSQH-UHFFFAOYSA-N n,n,6,7-tetramethylpyrazolo[1,5-a]pyridine-3-carboxamide Chemical compound CC1=C(C)C=CC2=C(C(=O)N(C)C)C=NN21 SETMYTKOXVGSQH-UHFFFAOYSA-N 0.000 claims 1
- UELBYMRGCBBYHB-UHFFFAOYSA-N n,n-dimethyl-5-phenylpyrazolo[1,5-a]pyridine-3-carboxamide Chemical compound C=1C2=C(C(=O)N(C)C)C=NN2C=CC=1C1=CC=CC=C1 UELBYMRGCBBYHB-UHFFFAOYSA-N 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 229910000027 potassium carbonate Inorganic materials 0.000 claims 1
- DVUBDHRTVYLIPA-UHFFFAOYSA-N pyrazolo[1,5-a]pyridine Chemical compound C1=CC=CN2N=CC=C21 DVUBDHRTVYLIPA-UHFFFAOYSA-N 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- 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]
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pain & Pain Management (AREA)
- Pharmacology & Pharmacy (AREA)
- Rheumatology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB34001 | 1983-12-21 | ||
| GB838334001A GB8334001D0 (en) | 1983-12-21 | 1983-12-21 | Compositions of matter |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR850004758A true KR850004758A (ko) | 1985-07-27 |
Family
ID=10553616
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019840008098A KR850004758A (ko) | 1983-12-21 | 1984-12-19 | 피라졸로 피리딘 유도체의 제법 |
Country Status (18)
| Country | Link |
|---|---|
| JP (1) | JPS60172979A (nl) |
| KR (1) | KR850004758A (nl) |
| AT (1) | ATA404684A (nl) |
| AU (1) | AU3690684A (nl) |
| BE (1) | BE901336A (nl) |
| DE (1) | DE3447730A1 (nl) |
| DK (1) | DK616784A (nl) |
| ES (2) | ES8605516A1 (nl) |
| FI (1) | FI845022L (nl) |
| FR (1) | FR2556723A1 (nl) |
| GB (2) | GB8334001D0 (nl) |
| GR (1) | GR82507B (nl) |
| IL (1) | IL73860A0 (nl) |
| IT (1) | IT1178768B (nl) |
| LU (1) | LU85690A1 (nl) |
| NL (1) | NL8403874A (nl) |
| SE (1) | SE8406478L (nl) |
| ZA (1) | ZA849903B (nl) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20070155738A1 (en) | 2005-05-20 | 2007-07-05 | Alantos Pharmaceuticals, Inc. | Heterobicyclic metalloprotease inhibitors |
| US20100226881A1 (en) * | 2007-07-11 | 2010-09-09 | Auckland Uniservices Limited | PYRAZOLO[1,5-a]PYRIDINES AND THEIR USE IN CANCER THERAPY |
| WO2018045971A1 (zh) * | 2016-09-07 | 2018-03-15 | 上海海和药物研究开发有限公司 | 吡啶并五元芳香环类化合物、其制备方法及用途 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5154583A (en) * | 1974-11-01 | 1976-05-13 | Kyorin Seiyaku Kk | Shinkipirazoro * 1 55a * pirijinjudotaino seizoho |
| JPS5610114A (en) * | 1979-07-05 | 1981-02-02 | Grelan Pharmaceut Co Ltd | Novel analgesic and anti-inflammatory agent |
| GB2121799B (en) * | 1982-06-16 | 1985-07-10 | May & Baker Ltd | New pyrazolopyridine derivative |
-
1983
- 1983-12-21 GB GB838334001A patent/GB8334001D0/en active Pending
-
1984
- 1984-12-18 LU LU85690A patent/LU85690A1/fr unknown
- 1984-12-19 JP JP59268203A patent/JPS60172979A/ja active Pending
- 1984-12-19 AU AU36906/84A patent/AU3690684A/en not_active Abandoned
- 1984-12-19 SE SE8406478A patent/SE8406478L/xx not_active Application Discontinuation
- 1984-12-19 GR GR82507A patent/GR82507B/el unknown
- 1984-12-19 KR KR1019840008098A patent/KR850004758A/ko not_active Application Discontinuation
- 1984-12-19 IL IL73860A patent/IL73860A0/xx unknown
- 1984-12-19 FI FI845022A patent/FI845022L/fi not_active Application Discontinuation
- 1984-12-19 GB GB08431986A patent/GB2153818B/en not_active Expired
- 1984-12-19 ZA ZA849903A patent/ZA849903B/xx unknown
- 1984-12-20 DK DK616784A patent/DK616784A/da not_active Application Discontinuation
- 1984-12-20 AT AT0404684A patent/ATA404684A/de not_active IP Right Cessation
- 1984-12-20 FR FR8419522A patent/FR2556723A1/fr not_active Withdrawn
- 1984-12-20 NL NL8403874A patent/NL8403874A/nl not_active Application Discontinuation
- 1984-12-20 BE BE0/214208A patent/BE901336A/fr not_active IP Right Cessation
- 1984-12-21 DE DE19843447730 patent/DE3447730A1/de not_active Withdrawn
- 1984-12-21 IT IT24176/84A patent/IT1178768B/it active
- 1984-12-21 ES ES538957A patent/ES8605516A1/es not_active Expired
-
1985
- 1985-04-22 ES ES542457A patent/ES542457A0/es active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| SE8406478L (sv) | 1985-06-22 |
| ES8603426A1 (es) | 1985-12-16 |
| LU85690A1 (fr) | 1986-07-17 |
| ES538957A0 (es) | 1986-03-16 |
| DK616784A (da) | 1985-06-22 |
| BE901336A (fr) | 1985-06-20 |
| ES8605516A1 (es) | 1986-03-16 |
| NL8403874A (nl) | 1985-07-16 |
| DE3447730A1 (de) | 1985-07-04 |
| AU3690684A (en) | 1985-07-04 |
| FI845022A0 (fi) | 1984-12-19 |
| IT1178768B (it) | 1987-09-16 |
| ES542457A0 (es) | 1985-12-16 |
| IT8424176A0 (it) | 1984-12-21 |
| GB2153818A (en) | 1985-08-29 |
| IL73860A0 (en) | 1985-03-31 |
| GB2153818B (en) | 1987-07-29 |
| ZA849903B (en) | 1985-08-28 |
| ATA404684A (de) | 1987-08-15 |
| SE8406478D0 (sv) | 1984-12-19 |
| DK616784D0 (da) | 1984-12-20 |
| JPS60172979A (ja) | 1985-09-06 |
| FR2556723A1 (fr) | 1985-06-21 |
| GR82507B (en) | 1985-04-22 |
| GB8431986D0 (en) | 1985-01-30 |
| FI845022L (fi) | 1985-06-22 |
| GB8334001D0 (en) | 1984-02-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |