ES436155A1 - 1-oxo-1h-6-substituted pyrimido-1,2-a-quinoline-2-carboxylic acids and derivatives thereof as antiallergy agents - Google Patents
1-oxo-1h-6-substituted pyrimido-1,2-a-quinoline-2-carboxylic acids and derivatives thereof as antiallergy agentsInfo
- Publication number
- ES436155A1 ES436155A1 ES436155A ES436155A ES436155A1 ES 436155 A1 ES436155 A1 ES 436155A1 ES 436155 A ES436155 A ES 436155A ES 436155 A ES436155 A ES 436155A ES 436155 A1 ES436155 A1 ES 436155A1
- Authority
- ES
- Spain
- Prior art keywords
- lower alkoxy
- carbon atoms
- formula
- hydroxy
- oxo
- 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
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
- C07D215/38—Nitrogen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- 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
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pulmonology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Immunology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
A procedure to prepare 1-oxo-1H-6-hydroxypyrimido (1,2-a) quinolin-2-carboxylic acids and their derivatives of formula: **(See formula)** wherein each of the R1, R2, R3 and R4 benzene substituents is hydrogen, lower alkoxy, carbo (lower alkoxy), fluorine, chlorine, bromine, lower alkyl, methylthio or methylsulfinyl; R2 and R3 when taken together are 1,3-butadienyl or alkylenedioxy of 1 to 2 carbon atoms; R5 is hydroxy, lower alkoxy or substituted hydroxy (lower alkoxy); R6 is chloro, bromo or OR'6 where OR'6 is lower alkoxy, alkenyloxy of 3 to 4 carbon atoms or alkynyloxy of 3 to 4 carbon atoms; and the pharmaceutically acceptable cationic salts of those compounds wherein R5 is hydroxy; characterized by cycling a compound of the formula: **(See formula)** wherein R1 to R4 and R6 are as defined above, which are prepared in situ or preformed at elevated temperatures in the presence or absence of an inert solvent; and when it is required to convert those compounds where R6 is chlorine or bromine into OR'6 as defined above by reaction with the appropriate alcohol in the presence of an acidic catalyst; and if it is desired to convert the compounds thus prepared into the corresponding acids, into other esters and salts of the acids by hydrolysis, transesterification and treatment with metal or ammonium hydroxides, respectively. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US45679774A | 1974-04-01 | 1974-04-01 | |
US54722775A | 1975-02-05 | 1975-02-05 | |
US55496675A | 1975-03-03 | 1975-03-03 |
Publications (1)
Publication Number | Publication Date |
---|---|
ES436155A1 true ES436155A1 (en) | 1977-02-01 |
Family
ID=27412681
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES436155A Expired ES436155A1 (en) | 1974-04-01 | 1975-03-31 | 1-oxo-1h-6-substituted pyrimido-1,2-a-quinoline-2-carboxylic acids and derivatives thereof as antiallergy agents |
Country Status (14)
Country | Link |
---|---|
JP (1) | JPS5427360B2 (en) |
CA (1) | CA1033731A (en) |
DD (1) | DD119425A5 (en) |
DE (1) | DE2513930A1 (en) |
DK (1) | DK138743B (en) |
ES (1) | ES436155A1 (en) |
FI (1) | FI750891A (en) |
FR (1) | FR2265389B1 (en) |
GB (1) | GB1451423A (en) |
IE (1) | IE40893B1 (en) |
IL (1) | IL46864A0 (en) |
LU (1) | LU72184A1 (en) |
NL (1) | NL7503692A (en) |
PH (1) | PH10464A (en) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4075343A (en) * | 1976-09-13 | 1978-02-21 | Pfizer Inc. | Anti-allergenic 5-alkoxyimidazo[1,2-A]quinoline-2-carboxylic acids and derivatives thereof |
US4127720A (en) * | 1977-09-21 | 1978-11-28 | Bristol-Myers Company | Pyrimido[2,1-a]isoquinoline derivatives having antiallergy activity |
US4209620A (en) * | 1978-06-19 | 1980-06-24 | Bristol-Myers Company | Substituted 3-(1H-tetrazol-5-yl)-4H-pyrido[1,2-a]pyrimidin-4-one derivatives having antiallergy activity |
US4472401A (en) * | 1981-11-27 | 1984-09-18 | Roussel Uclaf | Pyrimido-quinoxalines having antiallergic properties |
US4510143A (en) * | 1982-02-17 | 1985-04-09 | Roussel Uclaf | Antiallergic pyrimido[1,2-a]quinoxalin-2-carboxylic acid derivatives |
WO1997037999A1 (en) * | 1996-04-04 | 1997-10-16 | University Of Nebraska Board Of Regents | Synthetic triple helix-forming compounds |
US6989392B2 (en) | 2002-06-18 | 2006-01-24 | Abbott Laboratories | 2-Aminoquinolines as melanin concentrating hormone receptor antagonists |
-
1975
- 1975-03-17 CA CA222,180A patent/CA1033731A/en not_active Expired
- 1975-03-18 IL IL46864A patent/IL46864A0/en unknown
- 1975-03-24 PH PH16958A patent/PH10464A/en unknown
- 1975-03-25 FI FI750891A patent/FI750891A/fi not_active Application Discontinuation
- 1975-03-26 DK DK130475AA patent/DK138743B/en not_active IP Right Cessation
- 1975-03-26 DE DE19752513930 patent/DE2513930A1/en not_active Ceased
- 1975-03-27 NL NL7503692A patent/NL7503692A/en not_active Application Discontinuation
- 1975-03-27 GB GB1305575A patent/GB1451423A/en not_active Expired
- 1975-03-31 ES ES436155A patent/ES436155A1/en not_active Expired
- 1975-04-01 FR FR7510140A patent/FR2265389B1/fr not_active Expired
- 1975-04-01 DD DD185117A patent/DD119425A5/xx unknown
- 1975-04-01 JP JP4022375A patent/JPS5427360B2/ja not_active Expired
- 1975-04-01 LU LU72184A patent/LU72184A1/xx unknown
- 1975-04-02 IE IE711/75A patent/IE40893B1/en unknown
Also Published As
Publication number | Publication date |
---|---|
IE40893L (en) | 1975-10-01 |
JPS5427360B2 (en) | 1979-09-10 |
PH10464A (en) | 1977-04-25 |
IL46864A0 (en) | 1975-05-22 |
DE2513930A1 (en) | 1975-10-02 |
IE40893B1 (en) | 1979-09-12 |
DD119425A5 (en) | 1976-04-20 |
CA1033731A (en) | 1978-06-27 |
DK138743C (en) | 1979-04-02 |
FR2265389A1 (en) | 1975-10-24 |
FR2265389B1 (en) | 1978-07-28 |
DK130475A (en) | 1975-10-02 |
GB1451423A (en) | 1976-10-06 |
DK138743B (en) | 1978-10-23 |
FI750891A (en) | 1975-10-02 |
NL7503692A (en) | 1975-10-03 |
LU72184A1 (en) | 1976-03-02 |
AU7937775A (en) | 1976-09-23 |
JPS50140499A (en) | 1975-11-11 |
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