GB1517674A - Antibacterial 6,7-methylenedioxy quinolones - Google Patents
Antibacterial 6,7-methylenedioxy quinolonesInfo
- Publication number
- GB1517674A GB1517674A GB7417/77A GB741777A GB1517674A GB 1517674 A GB1517674 A GB 1517674A GB 7417/77 A GB7417/77 A GB 7417/77A GB 741777 A GB741777 A GB 741777A GB 1517674 A GB1517674 A GB 1517674A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- formula
- image
- quinolones
- methylenedioxy
- 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
- 230000000844 anti-bacterial effect Effects 0.000 title abstract 2
- GLAOGZSTYINBGR-UHFFFAOYSA-N 5h-[1,3]dioxolo[4,5-g]quinolin-6-one Chemical class C1=C2NC(=O)C=CC2=CC2=C1OCO2 GLAOGZSTYINBGR-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 6
- 238000006243 chemical reaction Methods 0.000 abstract 2
- OAWAZQITIZDJRB-UHFFFAOYSA-N 2-chloro-2,2-difluoroacetic acid Chemical compound OC(=O)C(F)(F)Cl OAWAZQITIZDJRB-UHFFFAOYSA-N 0.000 abstract 1
- VOPWNXZWBYDODV-UHFFFAOYSA-N Chlorodifluoromethane Chemical compound FC(F)Cl VOPWNXZWBYDODV-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- -1 alkali metal salt Chemical class 0.000 abstract 1
- 239000000010 aprotic solvent Substances 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- 238000000197 pyrolysis Methods 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
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)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
In order to prepare the novel compounds of the formula (I) <IMAGE> having R3 in accordance with Patent Claim 1, compounds of the formula (II) <IMAGE> are used as starting material. The radical :CF2 is inserted into the latter compounds. This reaction takes place in an aprotic solvent, it being possible to obtain the radical either by means of the pyrolysis of an alkali metal salt of chlorodifluoroacetic acid or by means of the reaction between HCF2Cl and a base. The compounds of the formula (I) are further reacted to give compounds of the formula (IV) <IMAGE> having R in accordance with Patent Claim 3. The abovementioned compounds exhibit antibacterial activities.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US66085276A | 1976-02-23 | 1976-02-23 | |
| US05/758,331 US4147788A (en) | 1976-02-23 | 1977-01-14 | Antibacterials: 1-difluoromethyl-6,7-methylenedioxy-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid and its esters |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1517674A true GB1517674A (en) | 1978-07-12 |
Family
ID=27098199
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7417/77A Expired GB1517674A (en) | 1976-02-23 | 1977-02-22 | Antibacterial 6,7-methylenedioxy quinolones |
Country Status (24)
| Country | Link |
|---|---|
| JP (1) | JPS52118496A (en) |
| AR (1) | AR212613A1 (en) |
| AU (1) | AU510359B2 (en) |
| CA (1) | CA1077939A (en) |
| CH (1) | CH631986A5 (en) |
| DD (1) | DD129450A5 (en) |
| DE (1) | DE2706781A1 (en) |
| DK (1) | DK76077A (en) |
| ES (2) | ES456162A1 (en) |
| FI (1) | FI66175C (en) |
| FR (2) | FR2341580A1 (en) |
| GB (1) | GB1517674A (en) |
| GR (1) | GR62469B (en) |
| IE (1) | IE44701B1 (en) |
| IL (1) | IL51518A (en) |
| LU (1) | LU76818A1 (en) |
| MX (1) | MX4877E (en) |
| NL (1) | NL7701884A (en) |
| NO (2) | NO147069C (en) |
| PH (1) | PH13084A (en) |
| PT (1) | PT66219B (en) |
| SE (1) | SE434400B (en) |
| SU (1) | SU626700A3 (en) |
| YU (2) | YU49277A (en) |
-
1977
- 1977-01-27 SE SE7700871A patent/SE434400B/en unknown
- 1977-02-17 DE DE19772706781 patent/DE2706781A1/en not_active Withdrawn
- 1977-02-21 PT PT66219A patent/PT66219B/en unknown
- 1977-02-21 AR AR266624A patent/AR212613A1/en active
- 1977-02-21 AU AU22488/77A patent/AU510359B2/en not_active Expired
- 1977-02-21 CA CA272,396A patent/CA1077939A/en not_active Expired
- 1977-02-22 NO NO770580A patent/NO147069C/en unknown
- 1977-02-22 IL IL51518A patent/IL51518A/en unknown
- 1977-02-22 YU YU00492/77A patent/YU49277A/en unknown
- 1977-02-22 ES ES456162A patent/ES456162A1/en not_active Expired
- 1977-02-22 GB GB7417/77A patent/GB1517674A/en not_active Expired
- 1977-02-22 PH PH19479A patent/PH13084A/en unknown
- 1977-02-22 NL NL7701884A patent/NL7701884A/en not_active Application Discontinuation
- 1977-02-22 FI FI770567A patent/FI66175C/en not_active IP Right Cessation
- 1977-02-22 GR GR52825A patent/GR62469B/en unknown
- 1977-02-22 MX MX775452U patent/MX4877E/en unknown
- 1977-02-22 SU SU772455503A patent/SU626700A3/en active
- 1977-02-22 DD DD7700197500A patent/DD129450A5/en unknown
- 1977-02-22 LU LU76818A patent/LU76818A1/xx unknown
- 1977-02-22 FR FR7705060A patent/FR2341580A1/en active Granted
- 1977-02-22 DK DK76077A patent/DK76077A/en not_active Application Discontinuation
- 1977-02-23 CH CH226677A patent/CH631986A5/en not_active IP Right Cessation
- 1977-02-23 IE IE380/77A patent/IE44701B1/en unknown
- 1977-02-23 JP JP1974977A patent/JPS52118496A/en active Pending
-
1978
- 1978-02-27 ES ES467360A patent/ES467360A1/en not_active Expired
- 1978-05-03 FR FR7813145A patent/FR2378034A1/en active Granted
-
1982
- 1982-05-06 NO NO821500A patent/NO149138C/en unknown
- 1982-06-30 YU YU01419/82A patent/YU141982A/en unknown
Also Published As
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |