ES418331A1 - Quinoline derivatives processes for their preparation and compo sitions incorporating them - Google Patents
Quinoline derivatives processes for their preparation and compo sitions incorporating themInfo
- Publication number
- ES418331A1 ES418331A1 ES418331A ES418331A ES418331A1 ES 418331 A1 ES418331 A1 ES 418331A1 ES 418331 A ES418331 A ES 418331A ES 418331 A ES418331 A ES 418331A ES 418331 A1 ES418331 A1 ES 418331A1
- Authority
- ES
- Spain
- Prior art keywords
- radical
- carbon atoms
- alcohol
- radical containing
- formula
- 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
- 238000000034 method Methods 0.000 title abstract 2
- 229940027991 antiseptic and disinfectant quinoline derivative Drugs 0.000 title 1
- 239000000203 mixture Substances 0.000 title 1
- 125000002943 quinolinyl group Chemical class N1=C(C=CC2=CC=CC=C12)* 0.000 title 1
- -1 alcohol radical Chemical group 0.000 abstract 8
- 125000004432 carbon atom Chemical group C* 0.000 abstract 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- BNJMRELGMDUDDB-UHFFFAOYSA-N $l^{1}-sulfanylbenzene Chemical compound [S]C1=CC=CC=C1 BNJMRELGMDUDDB-UHFFFAOYSA-N 0.000 abstract 1
- NDDZXHOCOKCNBM-UHFFFAOYSA-N 5-nitroquinoline Chemical class C1=CC=C2C([N+](=O)[O-])=CC=CC2=N1 NDDZXHOCOKCNBM-UHFFFAOYSA-N 0.000 abstract 1
- CKDWPUIZGOQOOM-UHFFFAOYSA-N Carbamyl chloride Chemical compound NC(Cl)=O CKDWPUIZGOQOOM-UHFFFAOYSA-N 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 abstract 1
- RJIWZDNTCBHXAL-UHFFFAOYSA-N nitroxoline Chemical compound C1=CN=C2C(O)=CC=C([N+]([O-])=O)C2=C1 RJIWZDNTCBHXAL-UHFFFAOYSA-N 0.000 abstract 1
- 150000003254 radicals 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
- C07D215/24—Oxygen atoms attached in position 8
- C07D215/26—Alcohols; Ethers thereof
- C07D215/32—Esters
- C07D215/34—Carbamates
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Quinoline Compounds (AREA)
Abstract
Procedure for preparing new derivatives of 5-nitroquinoline of formula I: **(See formula)** in which R1 represents hydrogen or an alcohol radical containing from 1 to 6 carbon atoms, R2 represents either an alcohol radical containing from 1 to 6 carbon atoms, and R2 cannot represent a methyl radical when R1 represents a hydrogen atom Either an alcohol-oxycarbonyl radical in which the alcohol-radical contains from 1 to 6 carbon atoms, or an acyl radical containing from 1 to 6 carbon atoms, or an alcohol-sulfonyl radical containing from 1 to 6 carbon atoms, or a arylsulfonyl radical containing from 6 to 8 carbon atoms, either an alcoholyl radical in which the alcohol radical contains from 1 to 6 carbon atoms, either a phenylthio radical or a cycloalkoxy radical containing from 3 to 6 carbon atoms, either the tetrahydrofurfuryl radical or the (2-thienyl) methyl radical, characterized in that 5-nitro-8-hydroxyquinoline is reacted, in the presence of a basic agent, with carbamoyl chloride of the formula : **(See formula)** in which R1 and R2 have the aforementioned meaning. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7230894A FR2197512B1 (en) | 1972-08-31 | 1972-08-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES418331A1 true ES418331A1 (en) | 1976-03-16 |
Family
ID=9103729
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES418331A Expired ES418331A1 (en) | 1972-08-31 | 1973-08-30 | Quinoline derivatives processes for their preparation and compo sitions incorporating them |
Country Status (14)
| Country | Link |
|---|---|
| JP (1) | JPS4966683A (en) |
| BE (1) | BE804218A (en) |
| CA (1) | CA1010871A (en) |
| CH (1) | CH585718A5 (en) |
| DD (1) | DD107573A5 (en) |
| DE (1) | DE2344010A1 (en) |
| ES (1) | ES418331A1 (en) |
| FR (1) | FR2197512B1 (en) |
| GB (1) | GB1382571A (en) |
| HU (1) | HU167953B (en) |
| IL (1) | IL42969A (en) |
| IT (1) | IT990427B (en) |
| NL (1) | NL7311921A (en) |
| SU (2) | SU500756A3 (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0387510A1 (en) * | 1989-02-10 | 1990-09-19 | Bayer Ag | Substituted 8-carbamoyloxy-quinoline derivatives, process for their preparation and their use as pesticides |
| RU2154636C1 (en) * | 1999-07-30 | 2000-08-20 | Субоч Георгий Анатольевич | Method of preparing 5-nitro-8-hydroxyquinoline |
| EP3858814A4 (en) * | 2018-09-29 | 2022-10-05 | Jiangsu Yahong Meditech Co., Ltd. | NITROXOLINE PRODRUG AND ASSOCIATED USE |
| TWI874355B (en) * | 2020-02-14 | 2025-03-01 | 中國大陸商江蘇亞虹醫藥科技股份有限公司 | Prodrug of nitroxoline and use thereof |
| CN111514142B (en) * | 2020-05-29 | 2021-04-06 | 江苏亚虹医药科技股份有限公司 | Pharmaceutical composition containing nitroxoline prodrug and preparation method and application thereof |
-
1972
- 1972-08-31 FR FR7230894A patent/FR2197512B1/fr not_active Expired
-
1973
- 1973-08-13 IL IL42969A patent/IL42969A/en unknown
- 1973-08-28 CA CA179,800A patent/CA1010871A/en not_active Expired
- 1973-08-30 CH CH1245173A patent/CH585718A5/xx not_active IP Right Cessation
- 1973-08-30 GB GB4081473A patent/GB1382571A/en not_active Expired
- 1973-08-30 JP JP48096772A patent/JPS4966683A/ja active Pending
- 1973-08-30 BE BE135109A patent/BE804218A/en unknown
- 1973-08-30 NL NL7311921A patent/NL7311921A/xx not_active Application Discontinuation
- 1973-08-30 ES ES418331A patent/ES418331A1/en not_active Expired
- 1973-08-30 SU SU1959055A patent/SU500756A3/en active
- 1973-08-30 IT IT52248/73A patent/IT990427B/en active
- 1973-08-30 HU HURO744A patent/HU167953B/hu unknown
- 1973-08-31 DE DE19732344010 patent/DE2344010A1/en active Pending
- 1973-08-31 DD DD173206A patent/DD107573A5/xx unknown
-
1974
- 1974-10-14 SU SU2066959A patent/SU503519A3/en active
Also Published As
| Publication number | Publication date |
|---|---|
| SU503519A3 (en) | 1976-02-15 |
| DE2344010A1 (en) | 1974-03-07 |
| FR2197512B1 (en) | 1977-01-14 |
| BE804218A (en) | 1974-02-28 |
| IT990427B (en) | 1975-06-20 |
| IL42969A (en) | 1977-01-31 |
| FR2197512A1 (en) | 1974-03-29 |
| IL42969A0 (en) | 1973-11-28 |
| HU167953B (en) | 1976-01-28 |
| SU500756A3 (en) | 1976-01-25 |
| CA1010871A (en) | 1977-05-24 |
| DD107573A5 (en) | 1974-08-12 |
| GB1382571A (en) | 1975-02-05 |
| JPS4966683A (en) | 1974-06-27 |
| CH585718A5 (en) | 1977-03-15 |
| NL7311921A (en) | 1974-03-04 |
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