GB1426070A - Piperazine derivatives - Google Patents
Piperazine derivativesInfo
- Publication number
- GB1426070A GB1426070A GB5852773A GB5852773A GB1426070A GB 1426070 A GB1426070 A GB 1426070A GB 5852773 A GB5852773 A GB 5852773A GB 5852773 A GB5852773 A GB 5852773A GB 1426070 A GB1426070 A GB 1426070A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- chloro
- ethyl
- dihydro
- 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
- 150000004885 piperazines Chemical class 0.000 title abstract 2
- 229940066771 systemic antihistamines piperazine derivative Drugs 0.000 title abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 8
- 150000001875 compounds Chemical class 0.000 abstract 8
- 229910052799 carbon Inorganic materials 0.000 abstract 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 3
- 230000003301 hydrolyzing effect Effects 0.000 abstract 3
- 150000001721 carbon Chemical group 0.000 abstract 2
- LTMHNWPUDSTBKD-UHFFFAOYSA-N diethyl 2-(ethoxymethylidene)propanedioate Chemical compound CCOC=C(C(=O)OCC)C(=O)OCC LTMHNWPUDSTBKD-UHFFFAOYSA-N 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 2
- 229920002554 vinyl polymer Polymers 0.000 abstract 2
- BLBDTBCGPHPIJK-UHFFFAOYSA-N 4-Amino-2-chloropyridine Chemical compound NC1=CC=NC(Cl)=C1 BLBDTBCGPHPIJK-UHFFFAOYSA-N 0.000 abstract 1
- SBHJKIRVTPGZOV-UHFFFAOYSA-N 6-(4-methylpiperazin-1-yl)pyridin-2-amine Chemical compound C1CN(C)CCN1C1=CC=CC(N)=N1 SBHJKIRVTPGZOV-UHFFFAOYSA-N 0.000 abstract 1
- IMRXZDDMQDCCLT-UHFFFAOYSA-N 7-chloro-1-ethenyl-4-oxoquinoline-3-carboxylic acid Chemical compound ClC1=CC=C2C(=O)C(C(=O)O)=CN(C=C)C2=C1 IMRXZDDMQDCCLT-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000002152 alkylating effect Effects 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 238000006704 dehydrohalogenation reaction Methods 0.000 abstract 1
- CBXXUMVFQZOAPY-UHFFFAOYSA-N diethyl 2-[[[6-(4-methylpiperazin-1-yl)pyridin-2-yl]amino]methylidene]propanedioate Chemical compound CCOC(=O)C(C(=O)OCC)=CNC1=CC=CC(N2CCN(C)CC2)=N1 CBXXUMVFQZOAPY-UHFFFAOYSA-N 0.000 abstract 1
- -1 diethyl 2-chloro-4- pyridylaminomethylene malonate Chemical compound 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- DYMVTUMJRIIGHB-UHFFFAOYSA-N ethyl 7-chloro-1-(2-chloroethyl)-4-oxoquinoline-3-carboxylate Chemical compound ClC1=CC=C2C(=O)C(C(=O)OCC)=CN(CCCl)C2=C1 DYMVTUMJRIIGHB-UHFFFAOYSA-N 0.000 abstract 1
- KWAQAAXFVKJAJX-UHFFFAOYSA-N ethyl 7-chloro-1-ethyl-4-oxo-1,6-naphthyridine-3-carboxylate Chemical compound ClC1=NC=C2C(=O)C(C(=O)OCC)=CN(CC)C2=C1 KWAQAAXFVKJAJX-UHFFFAOYSA-N 0.000 abstract 1
- DANFNIHHHTWXTP-UHFFFAOYSA-N ethyl 7-chloro-4-oxo-1h-1,6-naphthyridine-3-carboxylate Chemical compound C1=C(Cl)N=CC2=C(O)C(C(=O)OCC)=CN=C21 DANFNIHHHTWXTP-UHFFFAOYSA-N 0.000 abstract 1
- XWMCHSWUDMFGSW-UHFFFAOYSA-N ethyl 7-chloro-4-oxo-1h-quinoline-3-carboxylate Chemical compound ClC1=CC=C2C(=O)C(C(=O)OCC)=CNC2=C1 XWMCHSWUDMFGSW-UHFFFAOYSA-N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- HVTICUPFWKNHNG-UHFFFAOYSA-N iodoethane Chemical compound CCI HVTICUPFWKNHNG-UHFFFAOYSA-N 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
- 238000011200 topical administration Methods 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
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
- C07D215/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3 with oxygen atoms in position 4
-
- 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
- C07D401/04—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 directly linked by a ring-member-to-ring-member bond
-
- 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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12696872A JPS5745219B2 (enrdf_load_stackoverflow) | 1972-12-18 | 1972-12-18 | |
| JP12696972A JPS5745220B2 (enrdf_load_stackoverflow) | 1972-12-18 | 1972-12-18 | |
| JP12844172A JPS5745221B2 (enrdf_load_stackoverflow) | 1972-12-21 | 1972-12-21 | |
| JP4338873A JPS5637232B2 (enrdf_load_stackoverflow) | 1973-04-17 | 1973-04-17 | |
| JP12105873A JPS5637995B2 (enrdf_load_stackoverflow) | 1973-10-26 | 1973-10-26 | |
| JP12105773A JPS5643469B2 (enrdf_load_stackoverflow) | 1973-10-26 | 1973-10-26 | |
| JP12100673A JPS5637994B2 (enrdf_load_stackoverflow) | 1973-10-27 | 1973-10-27 | |
| JP12463373A JPS5619351B2 (enrdf_load_stackoverflow) | 1973-11-06 | 1973-11-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1426070A true GB1426070A (en) | 1976-02-25 |
Family
ID=27572300
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5852773A Expired GB1426070A (en) | 1972-12-18 | 1973-12-18 | Piperazine derivatives |
Country Status (8)
| Country | Link |
|---|---|
| BE (1) | BE808772A (enrdf_load_stackoverflow) |
| CA (1) | CA1006521A (enrdf_load_stackoverflow) |
| CH (1) | CH598250A5 (enrdf_load_stackoverflow) |
| DE (1) | DE2362553A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2210413B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1426070A (enrdf_load_stackoverflow) |
| HU (1) | HU168497B (enrdf_load_stackoverflow) |
| NL (1) | NL7317317A (enrdf_load_stackoverflow) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2034698A (en) * | 1978-09-29 | 1980-06-11 | Kyorin Seiyaku Kk | Substituted quinoline carboxylic acid derivatives |
| US9079922B2 (en) | 2011-11-08 | 2015-07-14 | Actelion Pharmaceuticals Ltd | 2-oxo-oxazolidin-3,5-diyl antibiotic derivatives |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS53141286A (en) * | 1977-05-16 | 1978-12-08 | Kyorin Seiyaku Kk | Novel substituted quinolinecarboxylic acid |
| FR2424919B1 (fr) * | 1978-05-03 | 1980-10-31 | Kyorin Seiyaku Kk | Acide quinoleinecarboxylique substitue et ses derives et leur utilisation comme agents antibacteriens |
| FR2559484B2 (fr) * | 1983-07-06 | 1986-09-26 | Provesan Sa | Nouveau derive 7-(pyrrol-1-yl) de l'acide 1-ethyl-1,4-dihydro-4-oxo-(1,8-naphtyridin)-3-carboxylique, sa preparation et son application en tant que medicament |
| FR2548664B1 (fr) * | 1983-07-06 | 1986-03-21 | Provesan Sa | Derives 7-(pyrrol-l-yl) des acides l-ethyl-1,4-dihydro-4-oxoquinoleine-3-carboxyliques et l-ethyl-1,4-dihydro-4-oxo-(1,8-naphtyridine)-3-carboxyliques substitues, leur preparation et leur application en tant que medicaments |
| US4730000A (en) * | 1984-04-09 | 1988-03-08 | Abbott Laboratories | Quinoline antibacterial compounds |
| US4774246A (en) * | 1984-01-26 | 1988-09-27 | Abbott Laboratories | Quinoline antibacterial compounds |
| US4687770A (en) * | 1985-12-23 | 1987-08-18 | Abbott Laboratories | Isoxazolo-pyrido-benzoxazine and isothiazolo-pyrido-benzoxazine derivatives |
| US4689325A (en) * | 1985-12-23 | 1987-08-25 | Abbott Laboratories | Isoxazolo-pyrido-phenoxazine and isothiazolo-pyrido-phenoxazine derivatives |
| ZA874696B (en) * | 1986-07-03 | 1988-01-04 | F. Hoffmann-La Roche & Co. Aktiengesellschaft | Acyl derivatives |
| ES2051225B1 (es) * | 1992-07-23 | 1994-12-16 | Esteve Quimica Sa | Procedimiento de preparacion del acido 1-etil-6-fluoro-7-(pirrol-1-il) -1,4-dihidro-4-oxo-3-quinoleincarboxilico. |
| DK0726270T3 (da) | 1995-02-09 | 2001-07-30 | Bayer Ag | 1,6-Naphthyridoncarboxylsyrederivater |
| WO2011031745A1 (en) | 2009-09-09 | 2011-03-17 | Achaogen, Inc. | Antibacterial fluoroquinolone analogs |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3149104A (en) * | 1961-01-03 | 1964-09-15 | Sterling Drug Inc | 4-hydroxy-7-styryl-1, 8-naphthyridine-3-carboxylic acids and esters |
| US3542781A (en) * | 1968-12-23 | 1970-11-24 | Merck & Co Inc | 7-alkylamino 7-hydroxy quinoline 3-carboxylates |
-
1973
- 1973-12-17 DE DE19732362553 patent/DE2362553A1/de not_active Withdrawn
- 1973-12-17 HU HUDA000309 patent/HU168497B/hu unknown
- 1973-12-17 CA CA188,315A patent/CA1006521A/en not_active Expired
- 1973-12-18 NL NL7317317A patent/NL7317317A/xx not_active Application Discontinuation
- 1973-12-18 FR FR7345237A patent/FR2210413B1/fr not_active Expired
- 1973-12-18 GB GB5852773A patent/GB1426070A/en not_active Expired
- 1973-12-18 CH CH1772573A patent/CH598250A5/xx not_active IP Right Cessation
- 1973-12-18 BE BE138989A patent/BE808772A/xx unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2034698A (en) * | 1978-09-29 | 1980-06-11 | Kyorin Seiyaku Kk | Substituted quinoline carboxylic acid derivatives |
| US9079922B2 (en) | 2011-11-08 | 2015-07-14 | Actelion Pharmaceuticals Ltd | 2-oxo-oxazolidin-3,5-diyl antibiotic derivatives |
Also Published As
| Publication number | Publication date |
|---|---|
| BE808772A (fr) | 1974-06-18 |
| DE2362553A1 (de) | 1974-06-20 |
| NL7317317A (enrdf_load_stackoverflow) | 1974-06-20 |
| HU168497B (enrdf_load_stackoverflow) | 1976-05-28 |
| CH598250A5 (enrdf_load_stackoverflow) | 1978-04-28 |
| FR2210413B1 (enrdf_load_stackoverflow) | 1977-09-02 |
| CA1006521A (en) | 1977-03-08 |
| FR2210413A1 (enrdf_load_stackoverflow) | 1974-07-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |