BE879215A - NEW ANTI-MICROBILE TRIAZOLE DERIVATIVES - Google Patents

NEW ANTI-MICROBILE TRIAZOLE DERIVATIVES Download PDF

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Publication number
BE879215A
BE879215A BE0/197482A BE197481A BE879215A BE 879215 A BE879215 A BE 879215A BE 0/197482 A BE0/197482 A BE 0/197482A BE 197481 A BE197481 A BE 197481A BE 879215 A BE879215 A BE 879215A
Authority
BE
Belgium
Prior art keywords
emi
parts
microbile
triazole derivatives
new anti
Prior art date
Application number
BE0/197482A
Other languages
Dutch (nl)
Inventor
L Backx
R Nyfeler
J Heeres
A Hubele
Original Assignee
Janssen Pharmaceutica Nv
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
Application filed by Janssen Pharmaceutica Nv filed Critical Janssen Pharmaceutica Nv
Publication of BE879215A publication Critical patent/BE879215A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/16—Radicals substituted by halogen atoms or nitro radicals
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • Medicinal Chemistry (AREA)
  • Plant Pathology (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Pest Control & Pesticides (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Agronomy & Crop Science (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Description

       

   <EMI ID=1.1> 

  
 <EMI ID=2.1>  

  
 <EMI ID=3.1>  

  
 <EMI ID=4.1>   <EMI ID=5.1>  

  
 <EMI ID=6.1>   <EMI ID=7.1>   <EMI ID=8.1>   <EMI ID=9.1> 

  
 <EMI ID=10.1>  

  
 <EMI ID=11.1>   <EMI ID=12.1> 

  
en homogene granulaten, pillen (van

  
 <EMI ID=13.1> 

  
vloeibare preparaten:  <EMI ID=14.1>   <EMI ID=15.1>   <EMI ID=16.1>   <EMI ID=17.1>   <EMI ID=18.1> 
 <EMI ID=19.1> 
  <EMI ID=20.1> 

  

 <EMI ID=21.1> 
 

  
vervolg Tabel A 

  

 <EMI ID=22.1> 
 

  
 <EMI ID=23.1> 

  

 <EMI ID=24.1> 
 

  
 <EMI ID=25.1> 

  

 <EMI ID=26.1> 
 

  
 <EMI ID=27.1> 

  
 <EMI ID=28.1>   <EMI ID=29.1>   <EMI ID=30.1>   <EMI ID=31.1> 

  
 <EMI ID=32.1> 

  
1 lmq b*¯ 

  
 <EMI ID=33.1>   <EMI ID=34.1>   <EMI ID=35.1> 

  
evenzo een: 

  
 <EMI ID=36.1> 

  
(verbinding 111).

  
 <EMI ID=37.1> 

  
 <EMI ID=38.1> 

  
 <EMI ID=39.1>   <EMI ID=40.1>  a) 5 delea actieve stof
95 delen talk. b) 2 delen actieve stof, 1 deel sterk gedispergeerd kiezelzuur '
97 delen talk

  
 <EMI ID=41.1> 

  
 <EMI ID=42.1> 

  
bereiden.

  
5 delen actieve stof

  
0,25 deel,', epichloorhydrine 

  
 <EMI ID=43.1> 

  
3,25 delen polyethyleenglycol

  
 <EMI ID=44.1> 

  
De actieve stof wordt gemengd met epichloorhydrine en het mengsel wordt opgelost in 6 delen 2-propanon. Dan voegt men polyethyleeaglycol en

  
 <EMI ID=45.1> 

  
bereiden.

  
 <EMI ID=46.1> 

  
 <EMI ID=47.1>  1 deel natriumdibutylnaftaleensulfcnzuur

  
 <EMI ID=48.1>  c) 25 delen actieve stof <EMI ID=49.1> 

  
 <EMI ID=50.1>  d) 25 delen actieve stof <EMI ID=51.1> 

  
16,5 delen kiezelgoer

  
46 delen kaolien e) 10 delen actieve stof <EMI ID=52.1> 

  
 <EMI ID=53.1> 

  
 <EMI ID=54.1> 

  
toevoegsels en gemalen in geschikte molens en walsen. Men verkrijgt

  
 <EMI ID=55.1> 

  
 <EMI ID=56.1> 

  
 <EMI ID=57.1> 

  
 <EMI ID=58.1> 

  
 <EMI ID=59.1> 

  
 <EMI ID=60.1> 

  
 <EMI ID=61.1> 

  
25 delen actieve stof

  
2,5 delen geepoxydeerde plantaardige olie

  
 <EMI ID=62.1>   <EMI ID=63.1> 

  
geschikt zijn voor toepassing op bladeren, 

  
C. Biologische voorbeelden 

  
 <EMI ID=64.1> 

  
 <EMI ID=65.1> 

  
 <EMI ID=66.1> 

  
 <EMI ID=67.1> 

  
 <EMI ID=68.1> 

  
 <EMI ID=69.1> 

  
 <EMI ID=70.1> 

  
 <EMI ID=71.1>  

  
 <EMI ID=72.1> 

  
 <EMI ID=73.1> 

  
 <EMI ID=74.1> 

  
 <EMI ID=75.1> 

  
 <EMI ID=76.1> 

  
 <EMI ID=77.1> 

  
 <EMI ID=78.1> 

  
 <EMI ID=79.1> 

  
 <EMI ID=80.1> 

  
 <EMI ID=81.1> 

  
Voorbeeld XX

  
 <EMI ID=82.1> 

  
 <EMI ID=83.1> 

  
 <EMI ID=84.1> 

  
bereid is uit een bevochtigbaar poeder van de actieve substantie. Na

  
 <EMI ID=85.1>   <EMI ID=86.1> 

  
 <EMI ID=87.1> 

  
na de infectie.

  
 <EMI ID=88.1> 

  
 <EMI ID=89.1> 

  
 <EMI ID=90.1> 

  
 <EMI ID=91.1> 

  
 <EMI ID=92.1> 

  
 <EMI ID=93.1> 

  
 <EMI ID=94.1> 

  
 <EMI ID=95.1> 

  
 <EMI ID=96.1> 

  
 <EMI ID=97.1>   <EMI ID=98.1> 

  
 <EMI ID=99.1> 

  
 <EMI ID=100.1> 

  
 <EMI ID=101.1> 

  
 <EMI ID=102.1> 

  
 <EMI ID=103.1> 

  
 <EMI ID=104.1> 

  
 <EMI ID=105.1> 

  
 <EMI ID=106.1> 

  
 <EMI ID=107.1> 

  
De verbindingen van de formule 1 vertonen goede

  
 <EMI ID=108.1> 

  
proeven. 

  
 <EMI ID=109.1> 

  
zijn aangegeven, zijn gebleken. de infectie te reduceren, van de volgende schimmels tot minder dan 20%: 

  

 <EMI ID=110.1> 




   <EMI ID = 1.1>

  
 <EMI ID = 2.1>

  
 <EMI ID = 3.1>

  
 <EMI ID = 4.1> <EMI ID = 5.1>

  
 <EMI ID = 6.1> <EMI ID = 7.1> <EMI ID = 8.1> <EMI ID = 9.1>

  
 <EMI ID = 10.1>

  
 <EMI ID = 11.1> <EMI ID = 12.1>

  
and homogeneous granules, pills (from

  
 <EMI ID = 13.1>

  
liquid preparations: <EMI ID = 14.1> <EMI ID = 15.1> <EMI ID = 16.1> <EMI ID = 17.1> <EMI ID = 18.1>
 <EMI ID = 19.1>
  <EMI ID = 20.1>

  

 <EMI ID = 21.1>
 

  
continued Table A

  

 <EMI ID = 22.1>
 

  
 <EMI ID = 23.1>

  

 <EMI ID = 24.1>
 

  
 <EMI ID = 25.1>

  

 <EMI ID = 26.1>
 

  
 <EMI ID = 27.1>

  
 <EMI ID = 28.1> <EMI ID = 29.1> <EMI ID = 30.1> <EMI ID = 31.1>

  
 <EMI ID = 32.1>

  
1 lmq b * ¯

  
 <EMI ID = 33.1> <EMI ID = 34.1> <EMI ID = 35.1>

  
similarly one:

  
 <EMI ID = 36.1>

  
(compound 111).

  
 <EMI ID = 37.1>

  
 <EMI ID = 38.1>

  
 <EMI ID = 39.1> <EMI ID = 40.1> a) 5 delea active substance
95 parts of talc. b) 2 parts of active substance, 1 part of highly dispersed silicic acid.
97 parts of talc

  
 <EMI ID = 41.1>

  
 <EMI ID = 42.1>

  
prepare.

  
5 parts of active ingredient

  
0.25 part, epichlorohydrin

  
 <EMI ID = 43.1>

  
3.25 parts of polyethylene glycol

  
 <EMI ID = 44.1>

  
The active substance is mixed with epichlorohydrin and the mixture is dissolved in 6 parts of 2-propanone. Polyethylene glycol and are then added

  
 <EMI ID = 45.1>

  
prepare.

  
 <EMI ID = 46.1>

  
 <EMI ID = 47.1> 1 part sodium dibutylnaphthalene sulfonic acid

  
 <EMI ID = 48.1> c) 25 parts of active substance <EMI ID = 49.1>

  
 <EMI ID = 50.1> d) 25 parts of active substance <EMI ID = 51.1>

  
16.5 parts of kieselguhr

  
46 parts kaolin e) 10 parts active substance <EMI ID = 52.1>

  
 <EMI ID = 53.1>

  
 <EMI ID = 54.1>

  
additives and ground in suitable mills and rollers. One obtains

  
 <EMI ID = 55.1>

  
 <EMI ID = 56.1>

  
 <EMI ID = 57.1>

  
 <EMI ID = 58.1>

  
 <EMI ID = 59.1>

  
 <EMI ID = 60.1>

  
 <EMI ID = 61.1>

  
25 parts of active ingredient

  
2.5 parts epoxidized vegetable oil

  
 <EMI ID = 62.1> <EMI ID = 63.1>

  
suitable for application on leaves,

  
C. Biological examples

  
 <EMI ID = 64.1>

  
 <EMI ID = 65.1>

  
 <EMI ID = 66.1>

  
 <EMI ID = 67.1>

  
 <EMI ID = 68.1>

  
 <EMI ID = 69.1>

  
 <EMI ID = 70.1>

  
 <EMI ID = 71.1>

  
 <EMI ID = 72.1>

  
 <EMI ID = 73.1>

  
 <EMI ID = 74.1>

  
 <EMI ID = 75.1>

  
 <EMI ID = 76.1>

  
 <EMI ID = 77.1>

  
 <EMI ID = 78.1>

  
 <EMI ID = 79.1>

  
 <EMI ID = 80.1>

  
 <EMI ID = 81.1>

  
Example XX

  
 <EMI ID = 82.1>

  
 <EMI ID = 83.1>

  
 <EMI ID = 84.1>

  
is prepared from a wettable powder of the active substance. After

  
 <EMI ID = 85.1> <EMI ID = 86.1>

  
 <EMI ID = 87.1>

  
after the infection.

  
 <EMI ID = 88.1>

  
 <EMI ID = 89.1>

  
 <EMI ID = 90.1>

  
 <EMI ID = 91.1>

  
 <EMI ID = 92.1>

  
 <EMI ID = 93.1>

  
 <EMI ID = 94.1>

  
 <EMI ID = 95.1>

  
 <EMI ID = 96.1>

  
 <EMI ID = 97.1> <EMI ID = 98.1>

  
 <EMI ID = 99.1>

  
 <EMI ID = 100.1>

  
 <EMI ID = 101.1>

  
 <EMI ID = 102.1>

  
 <EMI ID = 103.1>

  
 <EMI ID = 104.1>

  
 <EMI ID = 105.1>

  
 <EMI ID = 106.1>

  
 <EMI ID = 107.1>

  
The compounds of the formula I show good

  
 <EMI ID = 108.1>

  
taste.

  
 <EMI ID = 109.1>

  
have been shown. reduce the infection from the following fungi to less than 20%:

  

 <EMI ID = 110.1>

Claims (1)

<EMI ID=111.1> <EMI ID = 111.1> <EMI ID=112.1> <EMI ID = 112.1> <EMI ID=113.1> <EMI ID=114.1> <EMI ID = 113.1> <EMI ID = 114.1> <EMI ID=115.1> <EMI ID=116.1> <EMI ID = 115.1> <EMI ID = 116.1>
BE0/197482A 1978-10-06 1979-09-05 NEW ANTI-MICROBILE TRIAZOLE DERIVATIVES BE879215A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US94932978A 1978-10-06 1978-10-06

Publications (1)

Publication Number Publication Date
BE879215A true BE879215A (en) 1980-04-08

Family

ID=25488926

Family Applications (1)

Application Number Title Priority Date Filing Date
BE0/197482A BE879215A (en) 1978-10-06 1979-09-05 NEW ANTI-MICROBILE TRIAZOLE DERIVATIVES

Country Status (5)

Country Link
JP (1) JPS5569579A (en)
BE (1) BE879215A (en)
PL (1) PL121893B1 (en)
SU (1) SU1431677A3 (en)
ZA (1) ZA795320B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE14731T1 (en) * 1980-12-10 1985-08-15 Ciba Geigy Ag MICROBICIDES TRIAZOLYLMETHYLDIOXOLANES AND THEIR PRODUCTION.
JP5958905B2 (en) * 2011-10-20 2016-08-02 公立大学法人秋田県立大学 Plant growth regulator
EP3925957A4 (en) 2019-02-15 2022-11-02 Tohoku University 1, 3-dioxolan derivative

Also Published As

Publication number Publication date
PL218802A1 (en) 1980-06-16
JPS6328916B2 (en) 1988-06-10
ZA795320B (en) 1981-05-27
PL121893B1 (en) 1982-06-30
SU1431677A3 (en) 1988-10-15
JPS5569579A (en) 1980-05-26

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Legal Events

Date Code Title Description
RE Patent lapsed

Owner name: JANSSEN PHARMACEUTICA N.V.

Effective date: 19900930