GB1317797A - Hydrazines and hydrazones of pyrazolopyridine carboxylic acids and esters - Google Patents
Hydrazines and hydrazones of pyrazolopyridine carboxylic acids and estersInfo
- Publication number
- GB1317797A GB1317797A GB2816470A GB2816470A GB1317797A GB 1317797 A GB1317797 A GB 1317797A GB 2816470 A GB2816470 A GB 2816470A GB 2816470 A GB2816470 A GB 2816470A GB 1317797 A GB1317797 A GB 1317797A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- phenyl
- formula
- compound
- alkoxy
- 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)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1317797 Pyrazolo-pyridines E R SQUIBB & SONS Inc 10 June 1970 [16 June 1969] 28164/70 Heading C2C Novel compounds of Formulµ I and II: (in which R 1 is H, alkyl or phenyl-C 1-7 alkyl, R 2 is C 1-7 alkyl, phenyl, phenyl-C 1-7 alkyl, R 6 and/or R 7 -substituted phenyl-C 1-7 alkyl or cycloalkyl-C 1-7 alkyl, R 3 is H, C 1-7 alkyl, phenyl or R 6 and/or R 7 -substituted phenyl, R 4 is H, C 1-7 alkyl, C 1-7 alkanoyl or phenyl, R 5 is H, alkyl or C 1-7 alkanoyl, each of R 6 and R 7 is halogen, C 1-7 alkyl or C 1-7 alkoxy, X is H, C 1-7 alkyl, C 1-7 hydroxyalkyl, phenyl, R 6 - and/or R 7 - substituted phenyl, phenyl-C 1-7 alkyl or R 6 and/or R 7 -substituted phenyl-C 1-7 alkyl, Y is C 1-7 alkyl, C 1-7 hydroxyalkyl, phenyl, R 6 and/or R 7 -substituted phenyl, phenyl-C 1-7 alkyl or R 6 and/or R 7 -substituted phenyl-C 1-7 alkyl or X and Y together with the adjacent carbon atom represent cycloalkylidene or 5-nitro-2- furylidene) and acid addition salts thereof, are prepared by reacting a compound of Formula III: (in which R<SP>1</SP> is Cl, OH, C 1-7 alkoxy or phenyl- C 1-7 alkoxy) with a hydrazine of formula H 2 N.NR 4 R 5 , or a salt thereof, to form a product of Formula I, and, if desired, when R 4 and R 5 in the product are both H, reacting the product with a carbonyl compound of formula XYC = O to form a product of Formula II, and optionally converting either of said products to an acid addition salt thereof. Compounds I in which R 4 is H and R 5 is C 2-7 alkyl may also be prepared by reduction of appropriately substituted compounds II. Compounds of Formula III are prepared by reacting a compound of Formula IV: with a compound of Formula V: (in which R 1 is C 1-7 alkyl or phenyl-C 1-7 alkyl) to give a compound of Formula VI: cyclizing this to give a compound III in which R<SP>1</SP> is OH and R 1 is C 1-7 alkyl or phenyl-C 1-7 alkyl, and, if desired, hydrolysing the ester group to the free acid group and/or converting the OH group to a chlorine atom or an alkoxy group. Pharmaceutical and disinfectant compositions comprise one of the above novel compounds together with a carrier. The pharmaceutical compositions may be used as antibacterial agents, as tranquillizers and in the relief of asthma, and may be in a form suitable for oral, topical or parenteral administration. The compositions may be in the form of a soap or detergent.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US83367269A | 1969-06-16 | 1969-06-16 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1317797A true GB1317797A (en) | 1973-05-23 |
Family
ID=25264992
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2816470A Expired GB1317797A (en) | 1969-06-16 | 1970-06-10 | Hydrazines and hydrazones of pyrazolopyridine carboxylic acids and esters |
Country Status (9)
Country | Link |
---|---|
JP (1) | JPS518957B1 (en) |
CA (1) | CA924721A (en) |
CH (1) | CH525227A (en) |
DE (1) | DE2028869A1 (en) |
DK (1) | DK137241B (en) |
GB (1) | GB1317797A (en) |
HU (1) | HU162876B (en) |
IE (1) | IE34268B1 (en) |
NL (1) | NL165461C (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3669950A (en) * | 1970-12-01 | 1972-06-13 | Squibb & Sons Inc | DIPYRAZOLO{8 3,4-b:3,4d{9 -PYRIDIN-3-ONES |
SI1212089T1 (en) | 1999-08-21 | 2006-08-31 | Altana Pharma Ag | Synergistic combination of roflumilast and salmeterol |
-
1970
- 1970-06-05 CA CA084791A patent/CA924721A/en not_active Expired
- 1970-06-08 IE IE73470A patent/IE34268B1/en unknown
- 1970-06-10 GB GB2816470A patent/GB1317797A/en not_active Expired
- 1970-06-11 DE DE19702028869 patent/DE2028869A1/de not_active Withdrawn
- 1970-06-15 DK DK307770A patent/DK137241B/en unknown
- 1970-06-15 HU HUSU000544 patent/HU162876B/hu unknown
- 1970-06-16 NL NL7008768A patent/NL165461C/en not_active IP Right Cessation
- 1970-06-16 JP JP5228970A patent/JPS518957B1/ja active Pending
- 1970-06-16 CH CH913470A patent/CH525227A/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
NL165461B (en) | 1980-11-17 |
HU162876B (en) | 1973-04-28 |
NL165461C (en) | 1981-04-15 |
DE2028869A1 (en) | 1970-12-23 |
DK137241C (en) | 1978-07-10 |
IE34268B1 (en) | 1975-03-19 |
NL7008768A (en) | 1970-12-18 |
IE34268L (en) | 1970-12-16 |
DK137241B (en) | 1978-02-06 |
JPS518957B1 (en) | 1976-03-22 |
CA924721A (en) | 1973-04-17 |
CH525227A (en) | 1972-07-15 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PCNP | Patent ceased through non-payment of renewal fee |