GB1351522A - 4,7-dihydro-4-oxo-1h-pyrazolo 3,4-b-pyridine-5-carboxylic acids and esters thereof - Google Patents
4,7-dihydro-4-oxo-1h-pyrazolo 3,4-b-pyridine-5-carboxylic acids and esters thereofInfo
- Publication number
- GB1351522A GB1351522A GB1376771A GB1376771A GB1351522A GB 1351522 A GB1351522 A GB 1351522A GB 1376771 A GB1376771 A GB 1376771A GB 1376771 A GB1376771 A GB 1376771A GB 1351522 A GB1351522 A GB 1351522A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ethyl
- pyrazolo
- pyridine
- alkyl
- methyl
- 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.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
- C07D231/38—Nitrogen atoms
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1351522 4,7-Dihydro-4-oxo-1H-pyrazolo- [3,4-b] pyridine-5-carboxylic acids and esters thereof E R SQUIBB & SONS Inc 7 May 1971 [28 May 1970] 13767/71 Heading C2C Novel compounds of the formula wherein R 1 is C 1-7 alkyl, phenyl or phenyl-C 1-7 alkylene; R 2 and R 3 each is hydrogen or C 1-7 alkyl and R 4 is C 1-7 alkyl may be prepared by alkylating a compound II in salt form, in an inert organic solvent, adding water to the salt of the enol form of compound I to produce an esterified compound I and optionally hydrolysing the ester group. The intermediate ethyl 1-ethyl-4-hydroxy-3- methyl - 1H - pyrazolo - [3,4 - d]pyridine - 5- carboxylate may be prepared by cyclizing diethyl {[(1 - ethyl - 3 - methyl - 5 - pyrazolyl)amino]- methylene}malonate which is in turn prepared by condensing 1-ethyl-3-methyl-5-amino pyrazole with ethoxymethylene malonic acid diethyl ester. Pharmaceutical compositions of the compounds I show hypoglycemic and anti-inflammatory activity when administered orally, parenterally or topically with the usual excipients.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US4165270A | 1970-05-28 | 1970-05-28 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1351522A true GB1351522A (en) | 1974-05-01 |
Family
ID=21917637
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1376771A Expired GB1351522A (en) | 1970-05-28 | 1971-05-07 | 4,7-dihydro-4-oxo-1h-pyrazolo 3,4-b-pyridine-5-carboxylic acids and esters thereof |
Country Status (6)
Country | Link |
---|---|
CA (1) | CA944352A (en) |
CH (1) | CH528528A (en) |
DE (1) | DE2125631A1 (en) |
FR (1) | FR2100699B1 (en) |
GB (1) | GB1351522A (en) |
HU (1) | HU162493B (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4622326A (en) * | 1985-12-23 | 1986-11-11 | Hoechst-Roussel Pharmaceuticals Inc. | 6H-isoxazolo(5,4-d)pyrazolo(3,4-b)pyridines, and their use as antihypertensive and analgesic agents |
-
1971
- 1971-05-04 CA CA112,104A patent/CA944352A/en not_active Expired
- 1971-05-07 GB GB1376771A patent/GB1351522A/en not_active Expired
- 1971-05-13 CH CH710271A patent/CH528528A/en not_active IP Right Cessation
- 1971-05-24 DE DE19712125631 patent/DE2125631A1/en active Pending
- 1971-05-25 HU HUSU000628 patent/HU162493B/hu unknown
- 1971-05-28 FR FR7119607A patent/FR2100699B1/fr not_active Expired
Also Published As
Publication number | Publication date |
---|---|
CH528528A (en) | 1972-09-30 |
FR2100699A1 (en) | 1972-03-24 |
DE2125631A1 (en) | 1971-12-09 |
HU162493B (en) | 1973-02-28 |
FR2100699B1 (en) | 1974-11-15 |
CA944352A (en) | 1974-03-26 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PLNP | Patent lapsed through nonpayment of renewal fees |