GB1456964A - 1-aryl-uracils their production and their medicinal use - Google Patents
1-aryl-uracils their production and their medicinal useInfo
- Publication number
- GB1456964A GB1456964A GB1241175A GB1241175A GB1456964A GB 1456964 A GB1456964 A GB 1456964A GB 1241175 A GB1241175 A GB 1241175A GB 1241175 A GB1241175 A GB 1241175A GB 1456964 A GB1456964 A GB 1456964A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- alkyl
- represent hydrogen
- different
- aryl
- 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
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 150000001875 compounds Chemical class 0.000 abstract 5
- 239000001257 hydrogen Substances 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 150000002431 hydrogen Chemical class 0.000 abstract 3
- 150000002825 nitriles Chemical class 0.000 abstract 3
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 208000003495 Coccidiosis Diseases 0.000 abstract 1
- 206010023076 Isosporiasis Diseases 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Chemical group 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 125000004442 acylamino group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 150000002828 nitro derivatives Chemical class 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000003107 substituted aryl group Chemical group 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
- C07D207/263—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
- C07D207/27—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/116—Heterocyclic compounds
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/116—Heterocyclic compounds
- A23K20/137—Heterocyclic compounds containing two hetero atoms, of which at least one is nitrogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D207/325—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/52—Two oxygen atoms
- C07D239/54—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Polymers & Plastics (AREA)
- Animal Husbandry (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Fodder In General (AREA)
Abstract
1456964 1-Aryl-uracils BAYER AG 25 March 1975 [26 March 1974 3 May 1974 30 Nov 1974] 12411/75 Heading C2C The invention comprises novel compounds (I) wherein Ar represents optionally substituted aryl, R<SP>1</SP>, R<SP>2</SP>, R<SP>3</SP> and R<SP>4</SP> can be identical or different and represent hydrogen, alkyl, halogen, alkoxy, nitro, acylamino, nitrile, alkoxycarbonyl, trifluoromethyl or the radicals wherein R<SP>8</SP> and B<SP>9</SP> can be identical or different and represent hydrogen, alkyl or alkenyl, or wherein R<SP>8</SP> and R<SP>9</SP> together with the nitrogen atom can form a heterocyclic ring which optionally contains further hetero-atoms and, R<SP>5</SP>, R<SP>6</SP> and R<SP>7</SP> can be identical or different and represent hydrogen, alkyl, alkenyl or cyano and X represents oxygen, sulphur, SO or SO 2 or a salt thereof. They are made by reacting compounds (II) (obtained from the corresponding nitro compounds) with (R<SP>10</SP> is alkyl) and cyclizing the compounds (IV) obtained, or by reacting (II) with (R<SP>11</SP> and R<SP>12</SP> are alkyl) and heating the compounds (VII) obtained to give the nitriles (VIII) which are hydrolysed to give (I) via compounds (IX). Pharmaceutical preparations active against coccidiosis contain (I) as active ingredient. Administration may be orally, parenterally or topically.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2414612A DE2414612A1 (en) | 1974-03-26 | 1974-03-26 | 1-ARYLURACILE, THE METHOD FOR MANUFACTURING IT AND ITS USE AS A MEDICINAL PRODUCT |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1456964A true GB1456964A (en) | 1976-12-01 |
Family
ID=5911235
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1241175A Expired GB1456964A (en) | 1974-03-26 | 1975-03-25 | 1-aryl-uracils their production and their medicinal use |
Country Status (20)
| Country | Link |
|---|---|
| JP (2) | JPS50140467A (en) |
| AT (1) | AT336039B (en) |
| BE (1) | BE827119A (en) |
| CA (1) | CA1036604A (en) |
| CS (1) | CS188945B2 (en) |
| DD (1) | DD119232A5 (en) |
| DE (1) | DE2414612A1 (en) |
| DK (1) | DK139138C (en) |
| ES (1) | ES436034A1 (en) |
| FI (1) | FI750870A7 (en) |
| FR (1) | FR2265388B1 (en) |
| GB (1) | GB1456964A (en) |
| HU (1) | HU170782B (en) |
| IE (1) | IE41222B1 (en) |
| IL (1) | IL46890A0 (en) |
| LU (1) | LU72124A1 (en) |
| NL (1) | NL7503630A (en) |
| PH (1) | PH12431A (en) |
| SE (1) | SE7503470L (en) |
| ZA (1) | ZA751883B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7915257B2 (en) | 2000-08-17 | 2011-03-29 | Bayer Animal Health Gmbh | Use of triazinetrione sulfones for combating coccidiosis |
| WO2020111263A1 (en) * | 2018-11-30 | 2020-06-04 | Otsuka Pharmaceutical Co., Ltd. | Heterocyclic compounds for the treatment of epilepsy |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108530310B (en) * | 2017-03-02 | 2025-01-28 | 中国科学院上海药物研究所 | 2-(substituted benzyl)aromatic formic acid FTO inhibitor, preparation method and application thereof |
-
1974
- 1974-03-26 DE DE2414612A patent/DE2414612A1/en active Pending
-
1975
- 1975-03-19 PH PH16935A patent/PH12431A/en unknown
- 1975-03-20 CA CA222,621A patent/CA1036604A/en not_active Expired
- 1975-03-21 IL IL46890A patent/IL46890A0/en unknown
- 1975-03-24 FI FI750870A patent/FI750870A7/fi not_active Application Discontinuation
- 1975-03-24 LU LU72124A patent/LU72124A1/xx unknown
- 1975-03-24 AT AT223675A patent/AT336039B/en not_active IP Right Cessation
- 1975-03-24 JP JP50034576A patent/JPS50140467A/ja active Pending
- 1975-03-24 DD DD184981A patent/DD119232A5/xx unknown
- 1975-03-24 JP JP50034577A patent/JPS50129720A/ja active Pending
- 1975-03-25 GB GB1241175A patent/GB1456964A/en not_active Expired
- 1975-03-25 ES ES436034A patent/ES436034A1/en not_active Expired
- 1975-03-25 IE IE660/75A patent/IE41222B1/en unknown
- 1975-03-25 DK DK128175A patent/DK139138C/en active
- 1975-03-25 SE SE7503470A patent/SE7503470L/xx unknown
- 1975-03-25 ZA ZA00751883A patent/ZA751883B/en unknown
- 1975-03-25 BE BE154706A patent/BE827119A/en unknown
- 1975-03-26 CS CS752053A patent/CS188945B2/en unknown
- 1975-03-26 NL NL7503630A patent/NL7503630A/en not_active Application Discontinuation
- 1975-03-26 HU HU75BA00003235A patent/HU170782B/en unknown
- 1975-03-26 FR FR7509510A patent/FR2265388B1/fr not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7915257B2 (en) | 2000-08-17 | 2011-03-29 | Bayer Animal Health Gmbh | Use of triazinetrione sulfones for combating coccidiosis |
| WO2020111263A1 (en) * | 2018-11-30 | 2020-06-04 | Otsuka Pharmaceutical Co., Ltd. | Heterocyclic compounds for the treatment of epilepsy |
| AU2019390907B2 (en) * | 2018-11-30 | 2025-05-08 | Otsuka Pharmaceutical Co., Ltd. | Heterocyclic compounds for the treatment of epilepsy |
| US12391674B2 (en) | 2018-11-30 | 2025-08-19 | Otsuka Pharmaceutical Co., Ltd. | Heterocyclic compounds for the treatment of epilepsy |
Also Published As
| Publication number | Publication date |
|---|---|
| ES436034A1 (en) | 1977-01-01 |
| AU7952075A (en) | 1976-09-30 |
| DK139138C (en) | 1979-05-28 |
| PH12431A (en) | 1979-02-22 |
| SE7503470L (en) | 1975-09-29 |
| HU170782B (en) | 1977-09-28 |
| DK139138B (en) | 1978-12-27 |
| IE41222L (en) | 1975-09-26 |
| BE827119A (en) | 1975-09-25 |
| IE41222B1 (en) | 1979-11-21 |
| IL46890A0 (en) | 1975-05-22 |
| CA1036604A (en) | 1978-08-15 |
| NL7503630A (en) | 1975-09-30 |
| AT336039B (en) | 1977-04-12 |
| ZA751883B (en) | 1976-02-25 |
| FR2265388A1 (en) | 1975-10-24 |
| JPS50129720A (en) | 1975-10-14 |
| LU72124A1 (en) | 1976-02-04 |
| FI750870A7 (en) | 1975-09-27 |
| CS188945B2 (en) | 1979-03-30 |
| FR2265388B1 (en) | 1978-08-04 |
| DD119232A5 (en) | 1976-04-12 |
| ATA223675A (en) | 1976-08-15 |
| DE2414612A1 (en) | 1975-10-16 |
| DK128175A (en) | 1975-09-27 |
| JPS50140467A (en) | 1975-11-11 |
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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 |