DE379341T1 - Avermectinderivate. - Google Patents

Avermectinderivate.

Info

Publication number
DE379341T1
DE379341T1 DE0379341T DE90300458T DE379341T1 DE 379341 T1 DE379341 T1 DE 379341T1 DE 0379341 T DE0379341 T DE 0379341T DE 90300458 T DE90300458 T DE 90300458T DE 379341 T1 DE379341 T1 DE 379341T1
Authority
DE
Germany
Prior art keywords
hydroxy
compound
single bond
compound according
double bond
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.)
Pending
Application number
DE0379341T
Other languages
English (en)
Inventor
Michael H. Fisher
Helmut Mrozik
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=23151700&utm_source=***_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=DE379341(T1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Merck and Co Inc filed Critical Merck and Co Inc
Publication of DE379341T1 publication Critical patent/DE379341T1/de
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/01—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing oxygen
    • 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
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00—Antiparasitic agents
    • A61P33/10—Anthelmintics
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
    • C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
    • C07H17/08—Hetero rings containing eight or more ring members, e.g. erythromycins

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Genetics & Genomics (AREA)
  • Biotechnology (AREA)
  • Engineering & Computer Science (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Medicinal Chemistry (AREA)
  • Saccharide Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

Claims (11)

Europäische Patentanmeldung 90 300 458.8 Veröffentlichungs-Nr. 0 379 341 Merck & Co., Inc. Deutsche Übersetzung der veröffentlichten Ansprüche
1. Eine Verbindung mit der Formel:
NOH
wobei A in der 22,23-Stellung eine Einfachbindung bedeutet und R1 Wasserstoff oder Hydroxy oder Keton ist, oder A eine Doppelbindung
bedeutet und R1 fehlt,
R2 eine alpha-verzweigte C3-C3-Alkyl- oder -Alkenylgruppe, eine Cs-Cg-Cycloalkylgruppe, eine C5-Ca-Cycloalkyl-C1-C3-alkylgruppe oder eine Thienylgruppe ist,
R3 Hydroxy, Niedrigalkyloxy, Niedrigalkanoyloxy oder
oder
ist,
wobei R4 durch eine Einfachbindung an C-4" oder C-4' gebunden ist und Hydroxy, Amino, N-Niedrigalkylamino, &Ngr;,&Ngr;-Diniedrigalkylamino, Naedrigalkanoylamino, N-Niedrigalkylalkanoylamino oder Triniedrig
alkylsilyloxy ist, oder R4 durch eine Doppelbindung an C-4" oder C-4' gebunden ist und Keton, Semicarbazon, N-Niedrigalkylsemicarbazon, &Ngr;,&Ngr;-Diniedrigalkylsemicarbazon, Niedrigalkanoylhydrazon, Benzoylhydrazon oder Niedrigalkylbenzoylhydrazon ist, und wobei jedes R5 unabhängig Hydroxy oder Methoxy ist.
2. Eine Verbindung nach Anspruch 1 mit der Formel:
NOH
wobei A in der 22,23-Stellung eine Einfachbindung bedeutet und R1 Wasserstoff oder Hydroxy oder Keton ist, oder A eine Doppelbindung bedeutet und R1 fehlt,
R2 eine alpha-verzweigte C3-C8-Alkyl- oder -Alkenylgruppe ist und R3 Hydroxy, Niedrigalkyloxy, Niedrigalkanoyloxy oder
ist,
HjCO
HjCO
wobei R4 durch eine Einfachbindung an C-4" oder C-41 gebunden ist und Hydroxy, Amino, N-Niedrigalkylamino, &Ngr;,&Ngr;-Diniedrigalkylamino, Niedrigalkanoylamino, N-Niedrigalkylalkanoylamino oder Triniedrigalkylsilyloxy ist, oder R4 durch eine Doppelbindung an C-4" oder C-4' gebunden ist und Keton, Semicarbazon, N-Niedrigalkylsemicarbazon, &Ngr;,&Ngr;-Diniedrigalkylsemicarbazon, Niedrigalkanoylhydrazon, Benzoylhydrazon oder Niedrigalkylbenzoylhydrazon ist.
3. Eine Verbindung nach Anspruch 2, wobei A in der 22,23-Stellung eine Einfachbindung bedeutet und R1 Wasserstoff oder Hydroxy ist, oder A eine Doppelbindung bedeutet und R1 fehlt, R2 Isopropyl, sek.-Butyl oder eine alpha-verzweigte C3-C8-Alkenylgruppe ist und
H1C
ist, ' /
H3CO'
wobei R4 durch eine Einfachbindung an C-4" oder C-4' gebunden ist Jfc und Hydroxy, Amino, N-Niedrigalkylamino, Niedrigalkanoylamino oder N-Niedrigalkylalkanoylamino ist. -
4. Eine Verbindung nach Anspruch 3, wobei A in der 22,23-Stellung eine Einfachbindung bedeutet und R1 Wasserstoff oder Hydroxy ist, oder A eine Doppelbindung bedeutet und R1 fehlt, R2 Isopropyl, sek.-Butyl oder eine alpha-verzweigte C3-C8-Alkenylgruppe ist und
R3 4'-(a-L-Oleandrosyl)-a-L-oleandrosyloxy ist.
5. Die Verbindung nach Anspruch 1, die Avermectin-Bla/Blb-5-ketoxim ist.
6. Die Verbindung nach Anspruch 1, die 22,23-Dihydroavermectin-Bla/Blb-5-ketoxim ist.
7. Die Verbindung nach Anspruch 1, die 4"-Desoxy-4"-epimethylaminoavermectin-Bla/Blb-5-ketoxim ist.
8. Ein Verfahren zur Herstellung von Verbindungen nach Anspruch 1, welches die Behandlung der entsprechenden 5-Hydroxy-Verbindung mit einem milden Oxidationsmittel, gefolgt von der Behandlung mit einem Salz von Hydroxylamin, umfaßt.
9. Ein Verfahren zur Behandlung von parasitärem Befall von
Pflanzen, welches die Behandlung der befallenen Pflanze oder des Bodens, in dem die befallene Pflanze wächst, mit einer wirksamen Menge einer Verbindung nach Anspruch 1 umfaßt.
10. Eine Zusammensetzung, die sich zur Behandlung von Tieren oder Pflanzen, die mit Parasiten befallen sind, eignet und einen inerten Träger und eine Verbindung nach Anspruch 1 enthält.
11. Die Verwendung einer Verbindung nach Anspruch 1 zur
Herstellung einer Zusammensetzung, die sich zur Behandlung von
Parasitenbefall bei Tieren eignet.
DE0379341T 1989-01-19 1990-01-17 Avermectinderivate. Pending DE379341T1 (de)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US07/298,710 US5015630A (en) 1989-01-19 1989-01-19 5-oxime avermectin derivatives

Publications (1)

Publication Number Publication Date
DE379341T1 true DE379341T1 (de) 2002-04-04

Family

ID=23151700

Family Applications (4)

Application Number Title Priority Date Filing Date
DE122006000062C Active DE122006000062I2 (de) 1989-01-19 1990-01-17 Avermectinderivate
DE1990634222 Pending DE122006000062I1 (de) 1989-01-19 1990-01-17 Avermectinderivate
DE69034222T Expired - Lifetime DE69034222T2 (de) 1989-01-19 1990-01-17 Avermectinderivate
DE0379341T Pending DE379341T1 (de) 1989-01-19 1990-01-17 Avermectinderivate.

Family Applications Before (3)

Application Number Title Priority Date Filing Date
DE122006000062C Active DE122006000062I2 (de) 1989-01-19 1990-01-17 Avermectinderivate
DE1990634222 Pending DE122006000062I1 (de) 1989-01-19 1990-01-17 Avermectinderivate
DE69034222T Expired - Lifetime DE69034222T2 (de) 1989-01-19 1990-01-17 Avermectinderivate

Country Status (14)

Country Link
US (1) US5015630A (de)
EP (2) EP0379341B1 (de)
JP (1) JP2505901B2 (de)
AT (2) ATE509939T1 (de)
AU (1) AU618446B2 (de)
CA (1) CA2008150A1 (de)
DE (4) DE122006000062I2 (de)
DK (1) DK0379341T3 (de)
ES (1) ES2163381T3 (de)
IE (1) IE900200L (de)
MX (1) MX9202806A (de)
NL (1) NL300245I1 (de)
NZ (1) NZ232123A (de)
ZA (1) ZA90360B (de)

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AU618446B2 (en) 1991-12-19
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ES2163381T3 (es) 2007-02-01
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ZA90360B (en) 1991-08-28

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