GB1212174A - Process for the production of new 2-oxo-1,2-dihydroquinoline derivatives - Google Patents
Process for the production of new 2-oxo-1,2-dihydroquinoline derivativesInfo
- Publication number
- GB1212174A GB1212174A GB3386069A GB3386069A GB1212174A GB 1212174 A GB1212174 A GB 1212174A GB 3386069 A GB3386069 A GB 3386069A GB 3386069 A GB3386069 A GB 3386069A GB 1212174 A GB1212174 A GB 1212174A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- alkyl
- oxo
- reacting
- july
- 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
- LISFMEBWQUVKPJ-UHFFFAOYSA-N quinolin-2-ol Chemical class C1=CC=C2NC(=O)C=CC2=C1 LISFMEBWQUVKPJ-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 125000003118 aryl group Chemical group 0.000 abstract 2
- OBTZDIRUQWFRFZ-UHFFFAOYSA-N 2-(5-methylfuran-2-yl)-n-(4-methylphenyl)quinoline-4-carboxamide Chemical compound O1C(C)=CC=C1C1=CC(C(=O)NC=2C=CC(C)=CC=2)=C(C=CC=C2)C2=N1 OBTZDIRUQWFRFZ-UHFFFAOYSA-N 0.000 abstract 1
- FCSKOFQQCWLGMV-UHFFFAOYSA-N 5-{5-[2-chloro-4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]pentyl}-3-methylisoxazole Chemical compound O1N=C(C)C=C1CCCCCOC1=CC=C(C=2OCCN=2)C=C1Cl FCSKOFQQCWLGMV-UHFFFAOYSA-N 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 229940027991 antiseptic and disinfectant quinoline derivative Drugs 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 239000003218 coronary vasodilator agent Substances 0.000 abstract 1
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 150000003248 quinolines Chemical class 0.000 abstract 1
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
- C07D215/20—Oxygen atoms
- C07D215/22—Oxygen atoms attached in position 2 or 4
- C07D215/227—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 2
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
1,212,174. Quinoline derivatives. CASSELLA FARBWERKE MAINKUR A.G. 4 July, 1969 [5 July, 1968], No. 33860/69. Heading C2C. Novel compounds I in which R is H or 1-4 C alkyl ; R 1 is H, 1-4 C alkyl, alkenyl, aralkyl, aryl or dialkylamino, wherein the alkyl groups may be linked together directly or via a hetero atom to form a 5-7 membered ring with the N; R 2 is H, 1-4 C alkyl or aryl; R 3 is 1-4 C alkoxy; X is H, halo or 1-4 C alkyl; m is 1, 2 or 3; A 1 and A 2 are straight or branched 2-4 C alkylene and Y is H, OH or are prepared (1) by reacting a compound III with a compound IV or a functional derivative thereof (2) by reacting a compound V with a compound VI or (3) by reacting a compound VII with a compound VIII Intermediates isolated are compounds of Formulµ III and V, 2-oxo-3-R 1 -4-R 2 -7-(γ- chloro - propoxy) - 8 - X - 1,2 - dihydroquinolines and 2-oxo-3-R 1 -4-R 2 -7-(2<SP>1</SP>,3<SP>1</SP>-epoxypropoxy)-8X- 1,2-dihydro-quinolines. Pharmaceutical, compositions comprise a compound I in admixture with a suitable carrier or diluent, are administered orally and parenterally and are used as coronary dilators.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1010668A CH514611A (en) | 1968-07-05 | 1968-07-05 | Process for the preparation of derivatives of 2-oxo-1,2-dihydro-quinoline |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1212174A true GB1212174A (en) | 1970-11-11 |
Family
ID=4359412
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3386069A Expired GB1212174A (en) | 1968-07-05 | 1969-07-04 | Process for the production of new 2-oxo-1,2-dihydroquinoline derivatives |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE735694A (en) |
| CH (3) | CH514611A (en) |
| DE (1) | DE1932384A1 (en) |
| FR (1) | FR2012421A1 (en) |
| GB (1) | GB1212174A (en) |
| NL (1) | NL6909748A (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4734416A (en) * | 1978-03-30 | 1988-03-29 | Otsuka Pharmaceutical Co., Ltd. | Pharmaceutically useful carbostyril derivatives |
| US6881655B2 (en) | 2001-09-14 | 2005-04-19 | Zarlink Semiconductor Limited | Contact resistances in integrated circuits |
| US6949330B2 (en) | 2001-09-01 | 2005-09-27 | Zarlink Semiconductor Limited | Multiple level photolithography |
| EP3133066A1 (en) * | 2015-08-21 | 2017-02-22 | Merck Patent GmbH | Hydrophilic compounds for optically active devices |
| US11702396B2 (en) | 2017-02-15 | 2023-07-18 | Johnson & Johnson Surgical Vision, Inc. | Hydrophobic compounds for optically active devices |
| US11753387B2 (en) | 2017-02-15 | 2023-09-12 | Johnson & Johnson Surgical Vision, Inc. | Compounds for optically active devices |
| US11958819B2 (en) | 2015-08-21 | 2024-04-16 | Johnson & Johnson Surgical Vision, Inc. | Compounds for optically active devices |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS517672B2 (en) * | 1972-04-13 | 1976-03-10 | ||
| DE2960178D1 (en) * | 1978-06-06 | 1981-04-09 | Hoechst Ag | New substituted phenylpiperazine derivatives, pharmaceutical compositions containing them and process for their preparation |
| DE2827566A1 (en) * | 1978-06-23 | 1980-01-10 | Boehringer Mannheim Gmbh | 1,2-DIHYDRO-CHINOLIN-2-ON DERIVATIVES AND METHOD FOR THE PRODUCTION THEREOF |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE723211A (en) * | 1967-11-03 | 1969-04-30 |
-
1968
- 1968-07-05 CH CH1010668A patent/CH514611A/en not_active IP Right Cessation
- 1968-07-05 CH CH1402671A patent/CH523899A/en not_active IP Right Cessation
- 1968-07-05 CH CH1402571A patent/CH534687A/en not_active IP Right Cessation
-
1969
- 1969-06-25 NL NL6909748A patent/NL6909748A/xx unknown
- 1969-06-26 DE DE19691932384 patent/DE1932384A1/en active Pending
- 1969-07-04 BE BE735694D patent/BE735694A/xx unknown
- 1969-07-04 GB GB3386069A patent/GB1212174A/en not_active Expired
- 1969-07-07 FR FR6922940A patent/FR2012421A1/fr not_active Withdrawn
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4734416A (en) * | 1978-03-30 | 1988-03-29 | Otsuka Pharmaceutical Co., Ltd. | Pharmaceutically useful carbostyril derivatives |
| US4824840A (en) * | 1978-03-30 | 1989-04-25 | Otsuka Pharmaceutical Co., Ltd. | Carbostyril derivatives and pharmaceutical preparations containing same |
| US6949330B2 (en) | 2001-09-01 | 2005-09-27 | Zarlink Semiconductor Limited | Multiple level photolithography |
| US6881655B2 (en) | 2001-09-14 | 2005-04-19 | Zarlink Semiconductor Limited | Contact resistances in integrated circuits |
| EP3133066A1 (en) * | 2015-08-21 | 2017-02-22 | Merck Patent GmbH | Hydrophilic compounds for optically active devices |
| CN107922370A (en) * | 2015-08-21 | 2018-04-17 | 默克专利股份有限公司 | Hydrophilic compounds for optical activity apparatus |
| JP2018525444A (en) * | 2015-08-21 | 2018-09-06 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツングＭｅｒｃｋ Ｐａｔｅｎｔ Ｇｅｓｅｌｌｓｃｈａｆｔ ｍｉｔ ｂｅｓｃｈｒａｅｎｋｔｅｒ Ｈａｆｔｕｎｇ | Hydrophilic compounds for optically active devices |
| US11111226B2 (en) | 2015-08-21 | 2021-09-07 | Merck Patent Gmbh | Hydrophilic compounds for optically active devices |
| CN107922370B (en) * | 2015-08-21 | 2021-12-10 | 默克专利股份有限公司 | Hydrophilic compounds for optically active devices |
| US11958819B2 (en) | 2015-08-21 | 2024-04-16 | Johnson & Johnson Surgical Vision, Inc. | Compounds for optically active devices |
| US11702396B2 (en) | 2017-02-15 | 2023-07-18 | Johnson & Johnson Surgical Vision, Inc. | Hydrophobic compounds for optically active devices |
| US11753387B2 (en) | 2017-02-15 | 2023-09-12 | Johnson & Johnson Surgical Vision, Inc. | Compounds for optically active devices |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1932384A1 (en) | 1970-01-15 |
| NL6909748A (en) | 1970-01-07 |
| CH534687A (en) | 1973-03-15 |
| CH514611A (en) | 1971-10-31 |
| FR2012421A1 (en) | 1970-03-20 |
| CH523899A (en) | 1972-06-15 |
| BE735694A (en) | 1970-01-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |