HUP0102476A2 - Substituted cyclooctadepsipeptides - Google Patents
Substituted cyclooctadepsipeptidesInfo
- Publication number
- HUP0102476A2 HUP0102476A2 HU0102476A HUP0102476A HUP0102476A2 HU P0102476 A2 HUP0102476 A2 HU P0102476A2 HU 0102476 A HU0102476 A HU 0102476A HU P0102476 A HUP0102476 A HU P0102476A HU P0102476 A2 HUP0102476 A2 HU P0102476A2
- Authority
- HU
- Hungary
- Prior art keywords
- group
- alkyl
- substituted
- general formula
- groups
- Prior art date
Links
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- 229910052757 nitrogen Inorganic materials 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 229910052799 carbon Inorganic materials 0.000 abstract 3
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- -1 amino- Chemical class 0.000 abstract 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 1
- 125000001399 1,2,3-triazolyl group Chemical group N1N=NC(=C1)* 0.000 abstract 1
- RAXXELZNTBOGNW-UHFFFAOYSA-N 1H-imidazole Chemical compound C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 abstract 1
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 abstract 1
- 125000002373 5 membered heterocyclic group Chemical group 0.000 abstract 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 abstract 1
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 abstract 1
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000003282 alkyl amino group Chemical group 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 230000002141 anti-parasite Effects 0.000 abstract 1
- 239000003096 antiparasitic agent Substances 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract 1
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 1
- 125000002541 furyl group Chemical group 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K11/00—Depsipeptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
- C07K11/02—Depsipeptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof cyclic, e.g. valinomycins ; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
Abstract
A találmány tárgya (I) általános képletű szubsztituáltciklooktadepszipeptidek, amelyek képletében n értéke 0, 1 vagy 2, mértéke 1 vagy 2, R1 jelentése az orto- vagy parahelyzetben egy -SO2-Aáltalános képletű szulfonilcsoport, R2 jelentése az orto- vagyparahelyzetben egy -SO2-A általános képletű szulfonilcsoport, amelyképletekben A jelentése valamely következő csoport: amino-, mono- vagydialkilamino-csoport, ahol az alkilcsoportok 1-4 szénatomosak,bisz(hidroxialkil)amino-csoport, ahol az alkilcsoport 1-4 szénatomos,bisz(alkoxialkil)-amino-csoport, ahol az alkoxi- és alkilcsoport is 1-4 szénatomos, mono- vagy di-1-4 szénatomos alkilaminocsoport, amelyfenil-, furil-, morfolinil- vagy pridil-csoporttal szubsztituálva van,továbbá A jelentése lehet a nitrogénatomon keresztül kapcsolódótelített 5- vagy 6-tagú heterociklusos csoport, amely a nitrogénatommellett 2 vagy 2 további heteroatomként oxigént vagy nitrogénttartalmazhat és amely csoportok adott esetben szubsztituálva vannak,továbbá A jelentése lehet nitrogénatomon keresztül kapcsolódótelítetlen heterociklusos csoport a pirrazol-, imidazol-, pirrol-,1,2,4-triazol-, 1,2,3-triazol-csoportok közül, amelyek adott esetbenmég szubsztituálva lehetnek, n értéke 0, 1 vagy 2, és m értéke 1 vagy2, az adott esetben jelenlévő szubsztituensek jelentése 1-4 szénatomosalkil-, acil-, így (1-4 szénatomos alkil)karbonil-, benzoil- vagy (1-4szénatomos alkoxi)karbonilcsoport. A találmány vonatkozik továbbá afenti (I) általános képletű vegyületek előállítási eljárására,valamint a vegyületek parazita ellenes készítményekben valóalkalmazására is. ÓThe subject of the invention is substituted cyclooctadepsipeptides of the general formula (I), in which the value of n is 0, 1 or 2, the measure is 1 or 2, R1 in the ortho- or para-position is a sulfonyl group of the general formula -SO2-A, R2 is in the ortho- or para-position a -SO2- The sulfonyl group of the general formula, in which A is one of the following groups: amino-, mono- or dialkylamino group, where the alkyl groups have 1-4 carbon atoms, bis(hydroxyalkyl)amino group, where the alkyl group has 1-4 carbon atoms, bis(alkoxyalkyl)- amino group, where the alkoxy and alkyl groups are also 1-4 carbon atom, mono- or di-1-4 carbon atom alkylamino group, which is substituted by a phenyl-, furyl-, morpholinyl- or pridyl group, further A can mean saturated linked through the nitrogen atom A 5- or 6-membered heterocyclic group, which can contain oxygen or nitrogen as 2 or 2 additional heteroatoms in addition to the nitrogen atom and which groups are optionally substituted, furthermore, A can mean an unsaturated heterocyclic group connected via a nitrogen atom, pyrazole-, imidazole-, pyrrole-, 1,2 ,4-triazole, 1,2,3-triazole groups, which can optionally be substituted, n is 0, 1 or 2, and m is 1 or 2, the substituents present in the appropriate case are 1-4 carbon atom alkyl, acyl -, such as (C1-C4 alkyl)carbonyl, benzoyl or (C1-C4 alkoxy)carbonyl. The invention also relates to the production process of compounds of general formula (I) above, as well as to the use of the compounds in antiparasitic preparations. HE
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19828047A DE19828047A1 (en) | 1998-06-24 | 1998-06-24 | New sulfonyl-substituted cyclooctadepsipeptide derivatives useful for prevention and treatment of helminth infection |
| PCT/EP1999/004028 WO1999067281A1 (en) | 1998-06-24 | 1999-06-11 | Substituted cyclooctadepsipeptides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| HUP0102476A2 true HUP0102476A2 (en) | 2001-10-28 |
| HUP0102476A3 HUP0102476A3 (en) | 2003-08-28 |
Family
ID=7871814
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU0102476A HUP0102476A3 (en) | 1998-06-24 | 1999-06-11 | Substituted cyclooctadepsipeptides |
Country Status (11)
| Country | Link |
|---|---|
| EP (1) | EP1090031A1 (en) |
| JP (1) | JP2002518520A (en) |
| KR (1) | KR20010043957A (en) |
| CN (1) | CN1307586A (en) |
| AU (1) | AU4511499A (en) |
| BR (1) | BR9911574A (en) |
| CA (1) | CA2332122A1 (en) |
| DE (1) | DE19828047A1 (en) |
| HU (1) | HUP0102476A3 (en) |
| PL (1) | PL345866A1 (en) |
| WO (1) | WO1999067281A1 (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102008030764A1 (en) | 2008-06-28 | 2009-12-31 | Bayer Animal Health Gmbh | Combination of amidine derivatives with cyclic depsipeptides |
| DE102008031284A1 (en) * | 2008-07-02 | 2010-01-07 | Bayer Schering Pharma Aktiengesellschaft | New control possibility of Giardiose |
| DE102009012423A1 (en) | 2009-03-10 | 2010-09-16 | Bayer Animal Health Gmbh | Preparation based on oil |
| DE102010064245A1 (en) | 2010-12-28 | 2012-06-28 | Bayer Animal Health Gmbh | Use of macrocyclic lactones used in controlling endoparasitic filariae and gastrointestinal nematodes, particularly used in controlling heartworm |
| WO2012028556A1 (en) | 2010-08-31 | 2012-03-08 | Bayer Animal Health Gmbh | Macrocyclic lactones and their use and their combinations with other active substances |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU695021B2 (en) * | 1993-02-19 | 1998-08-06 | Meiji Seika Kaisha Ltd. | PF1022 derivative cyclic depsipeptide |
| DE4317457A1 (en) * | 1993-05-26 | 1994-12-01 | Bayer Ag | Octacyclodepsipeptides with endoparasiticidal activity |
| DE19713626A1 (en) * | 1997-04-02 | 1998-10-08 | Bayer Ag | New thiodepsipeptides to control endoparasites and a simple process for their preparation |
-
1998
- 1998-06-24 DE DE19828047A patent/DE19828047A1/en not_active Withdrawn
-
1999
- 1999-06-11 JP JP2000555932A patent/JP2002518520A/en active Pending
- 1999-06-11 CA CA002332122A patent/CA2332122A1/en not_active Abandoned
- 1999-06-11 HU HU0102476A patent/HUP0102476A3/en unknown
- 1999-06-11 AU AU45114/99A patent/AU4511499A/en not_active Abandoned
- 1999-06-11 EP EP99927953A patent/EP1090031A1/en not_active Withdrawn
- 1999-06-11 PL PL99345866A patent/PL345866A1/en not_active Application Discontinuation
- 1999-06-11 WO PCT/EP1999/004028 patent/WO1999067281A1/en not_active Application Discontinuation
- 1999-06-11 CN CN99807825A patent/CN1307586A/en active Pending
- 1999-06-11 BR BR9911574-3A patent/BR9911574A/en not_active IP Right Cessation
- 1999-06-11 KR KR1020007013553A patent/KR20010043957A/en not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| HUP0102476A3 (en) | 2003-08-28 |
| JP2002518520A (en) | 2002-06-25 |
| CA2332122A1 (en) | 1999-12-29 |
| EP1090031A1 (en) | 2001-04-11 |
| KR20010043957A (en) | 2001-05-25 |
| WO1999067281A1 (en) | 1999-12-29 |
| BR9911574A (en) | 2001-03-20 |
| CN1307586A (en) | 2001-08-08 |
| DE19828047A1 (en) | 1999-12-30 |
| AU4511499A (en) | 2000-01-10 |
| PL345866A1 (en) | 2002-01-14 |
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