公开(公告)号：CA1210404A

公开(公告)日：1986-08-26

申请号：CA441619

申请日：1983-11-22

Applicant: CIBA GEIGY AG

Inventor： KUNZ WALTER ,  STURM ELMAR

IPC: A01N43/50 ,  A01N43/653 ,  A61K31/4164 ,  A61K31/4196 ,  A61P31/10 ,  C07C45/61 ,  C07C45/68 ,  C07C45/71 ,  C07D233/60 ,  C07D249/08 ,  C07D303/22 ,  C07D303/32 ,  C07D405/06 ,  C07D407/04 ,  C07D407/06 ,  C07D521/00

Abstract: Novel 1-carbonyl-1-phenyl-2-azolylethanol-derivatives The invention relates to novel 1-carbonyl-1-phenyl-2-azolylethanol derivatives of the general formula I (I), wherein R1, R2 and R3 each independently are hydrogen, halogen, C1-C4 alkyl, CF3, unsubstituted or substituted phenyl or unsubstituted or substituted phenoxy, R4 is hydrogen, C1-C10alkyl, C3-C6cycloalkyl or unsubstituted or substituted phenyl, X is -CH= or -N=, and R5 is hydrogen, C1-C12alkyl, C2-C4alkenyl, or unsubstituted or substituted benzyl, or an acid addition salt, a quaternary azolium salt or a metal complex thereof. The invention further relates to methods of preparing these compounds and to agrochemical compositions which contain them. Also described is a method of controlling phytopathogenic microorganisms and/or of regulating plant growth with the aid of these compounds.

公开(公告)号：AU5349286A

公开(公告)日：1986-08-21

申请号：AU5349286

申请日：1986-02-14

Applicant: CIBA GEIGY AG

Inventor： STURM ELMAR ,  GALLAY JEAN JACQUES ,  KRISTINSSON HAUKUR ,  PISSIOTAS GEORG

IPC: C07D263/58 ,  A61K31/496 ,  A61K31/515 ,  A61P33/10 ,  C07D233/70 ,  C07D235/26 ,  C07D239/62 ,  C07D239/66 ,  C07D249/08 ,  C07D249/12 ,  C07D263/34 ,  C07D271/06 ,  C07D271/10 ,  C07D271/113 ,  C07D277/24 ,  C07D277/34 ,  C07D277/58 ,  C07D277/68 ,  C07D285/08 ,  C07D285/12 ,  C07D285/13 ,  C07D403/12 ,  C07D413/12 ,  C07D417/12 ,  A61K31/505

Abstract: The invention relates to novel 5-(azolyloxyphenylcarbamoyl)barbituric acid derivatives of the general formula I (I) wherein X is oxygen or sulfur; R1 is C1-C6alkyl, C1-C6alkoxy, C3-C6cycloalkyl or allyl; R2 is C1-C6alkyl or allyl; R3 is an unsubstituted or substituted five-membered azole ring which is bound through carbon and is selected from the group consisting of benzimadazole, benzoxazole, benzothiazole, imidazole, oxazole, thiazole, oxadiazole, thiadiazole and triazole; and R4 and R5 are each independently of the other hydrogen, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkoxy or C1-C6haloalkoxy; and to the tautomers and salts thereof, as anthelmintic compounds. Together with suitable carriers and further assistants, these compounds may be used in particular for controlling helminths which are parasites of animals.

公开(公告)号：AU5031685A

公开(公告)日：1986-06-12

申请号：AU5031685

申请日：1985-11-25

Applicant: CIBA GEIGY AG

Inventor： STURM ELMAR ,  MAIENFISCH PETER

IPC: A01N43/90 ,  A61K31/365 ,  A61P33/10 ,  C07D493/22 ,  C07H19/01 ,  A61K31/41 ,  A61K31/415 ,  A61K31/35 ,  A61K31/655 ,  A01N33/26 ,  A01N43/16 ,  A01N43/50 ,  A01N43/64 ,  A01N43/713

Abstract: The present invention relates to milbemycin derivatives of the formula I (I) wherein X is hydrogen or beta -halogen, R is methyl, ethyl, isopropyl or sec-butyl and Az is a 5 membered heterocyclic aromatic ring which contains 2-4 nitrogen atoms and is attached in the 1-position and which is unsubstituted or substituted by one or two C1-C6alkyl groups. These compounds, and the acid addition salts and metal complexes thereof, are effective pesticides for controlling endo-and ectoparasites, especially for controlling neamatodes which are parasites of animals. The may be obtained by appropriate esterification in 5-position of milbemycin derivatives. The selective beta -halogenation of 14,15-epoxymilbemycin derivatives can be effected via the intermediate DELTA 13,14-15-hydroxymilbemycins with appropriate halogenating agents.

公开(公告)号：GB2166729A

公开(公告)日：1986-05-14

申请号：GB8522010

申请日：1985-09-04

Applicant: CIBA GEIGY AG

Inventor： STURM ELMAR ,  MEYER ALFRED

IPC: A01N43/50 ,  A01N43/653 ,  A01P3/00 ,  C07C39/00 ,  C07C45/63 ,  C07C45/71 ,  C07D233/60 ,  C07D233/64 ,  C07D249/08 ,  C07D303/08 ,  C07D303/22 ,  C07D303/34 ,  C07D521/00 ,  C07D303/02

Abstract: The compounds having the formula I: wherein Ar is an unsubstituted or substituted aromatic radical from the series comprising phenyl, biphenyl, phenoxyphenyl and naphthyl; R2 is hydrogen, fluorine or C1-C6 alkyl; and R3 is hydrogen, fluorine, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-alkylthio, phenyl, phenoxy, phenylthio or C3-C7-cycloalkyl; and each aromatic substituent or aromatic moiety of a substituent is unsubstituted or mono- or poly-substituted, by halogen, C1-C4-alkyl, C1-C4-alkoxy, c1-C4-haloalkyl, nitro and/or cyano; with the proviso that R2 and R3 cannot each simultaneously be fluorine, are new. The compounds of formula 1 are particularly useful as intermediates for 1-azolyl-2-aryl-3-fluoroalkan-2-ols which have microbicidal activity, and also themselves show some fungicidal properties.

公开(公告)号：CA1189536A

公开(公告)日：1985-06-25

申请号：CA457504

申请日：1984-06-26

Applicant: CIBA GEIGY AG

Inventor： FANKHAUSER ERNST ,  STURM ELMAR

IPC: C07C147/10

Abstract: New compounds have the formula: wherein R1 is C1-C6 alkyl, R2 and R3, each independently of the other are hydrogen, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 haloalkyl, halogen, cyano, nitro or amino or, both together in the orthoposition to each other as a -(CH=CH)2- group, complete a naphthalene ring, and R4 is a hydrazinium or ammonium ion. The new compounds are useful as active components in gametocidal compositions.

公开(公告)号：ZA843774B

公开(公告)日：1985-01-30

申请号：ZA843774

申请日：1984-05-18

Applicant: CIBA GEIGY AG

Inventor： NYFELER ROBERT ,  ZONDLER HELMUT ,  STURM ELMAR

IPC: A01N31/04 ,  A01N31/14 ,  A01N43/64 ,  C07D249/08 ,  A01N43/653 ,  B01J27/10 ,  B01J31/10 ,  B01J31/22 ,  C07B61/00 ,  C07C20060101 ,  C07C33/20 ,  C07C41/00 ,  C07C41/03 ,  C07C43/13 ,  C07C43/178 ,  C07C43/23 ,  C07C43/295 ,  C07C43/315 ,  C07C67/00 ,  C07C201/00 ,  C07C201/12 ,  C07C205/34 ,  C07C253/00 ,  C07C253/30 ,  C07C255/54 ,  C07D253/00 ,  C07D521/00 ,  C07D ,  A01N

Abstract: Essentially, a process is described for the preparation of the 1-triazolylethyl ether derivatives, defined in claim 1, of the general formula I (I) which consists in (a) reacting an oxirane of the formula II (II) at temperatures of -20 DEG to +100 DEG C., in the presence of an acid catalyst or an acid condensation agent, with an alcohol of the formula III R3-OH (III) to give a glycol monoether of the formula IV (IV) and (b) subsequently reacting the glycol monoether of the formula IV or one of its esters, in the presence of an acid-binding agent or condensation agent, at temperatures of 0 DEG to 150 DEG C., with a triazole of the formula V (V) the substituents R1, R2 ; amd R3 in the formula II to IV being as defined under formula I and M in formula V being hydrogen or a metal atom. The novel compounds within the scope of formula I and their use are also described.

公开(公告)号：HUT34011A

公开(公告)日：1985-01-28

申请号：HU192684

申请日：1984-05-18

Applicant: CIBA GEIGY AG

Inventor： NYFELER ROBERT ,  ZONDLER HELMUT ,  STURM ELMAR

IPC: A01N31/04 ,  A01N31/14 ,  C07D249/08 ,  A01N43/64 ,  A01N43/653 ,  B01J27/10 ,  B01J31/10 ,  B01J31/22 ,  C07B61/00 ,  C07C20060101 ,  C07C33/20 ,  C07C41/00 ,  C07C41/03 ,  C07C43/13 ,  C07C43/178 ,  C07C43/23 ,  C07C43/295 ,  C07C43/315 ,  C07C67/00 ,  C07C201/00 ,  C07C201/12 ,  C07C205/34 ,  C07C253/00 ,  C07C253/30 ,  C07C255/54 ,  C07D253/00 ,  C07D521/00

Abstract: Essentially, a process is described for the preparation of the 1-triazolylethyl ether derivatives, defined in claim 1, of the general formula I (I) which consists in (a) reacting an oxirane of the formula II (II) at temperatures of -20 DEG to +100 DEG C., in the presence of an acid catalyst or an acid condensation agent, with an alcohol of the formula III R3-OH (III) to give a glycol monoether of the formula IV (IV) and (b) subsequently reacting the glycol monoether of the formula IV or one of its esters, in the presence of an acid-binding agent or condensation agent, at temperatures of 0 DEG to 150 DEG C., with a triazole of the formula V (V) the substituents R1, R2 ; amd R3 in the formula II to IV being as defined under formula I and M in formula V being hydrogen or a metal atom. The novel compounds within the scope of formula I and their use are also described.

公开(公告)号：DK248184A

公开(公告)日：1984-11-20

申请号：DK248184

申请日：1984-05-17

Applicant: CIBA GEIGY AG

Inventor： NYFELER ROBERT ,  ZONDLER HELMUT ,  STURM ELMAR

IPC: A01N31/04 ,  A01N31/14 ,  A01N43/64 ,  C07D249/08 ,  A01N43/653 ,  B01J27/10 ,  B01J31/10 ,  B01J31/22 ,  C07B61/00 ,  C07C20060101 ,  C07C33/20 ,  C07C41/00 ,  C07C41/03 ,  C07C43/13 ,  C07C43/178 ,  C07C43/23 ,  C07C43/295 ,  C07C43/315 ,  C07C67/00 ,  C07C201/00 ,  C07C201/12 ,  C07C205/34 ,  C07C253/00 ,  C07C253/30 ,  C07C255/54 ,  C07D253/00 ,  C07D521/00 ,  C07D ,  C07C ,  A01N

Abstract: Essentially, a process is described for the preparation of the 1-triazolylethyl ether derivatives, defined in claim 1, of the general formula I (I) which consists in (a) reacting an oxirane of the formula II (II) at temperatures of -20 DEG to +100 DEG C., in the presence of an acid catalyst or an acid condensation agent, with an alcohol of the formula III R3-OH (III) to give a glycol monoether of the formula IV (IV) and (b) subsequently reacting the glycol monoether of the formula IV or one of its esters, in the presence of an acid-binding agent or condensation agent, at temperatures of 0 DEG to 150 DEG C., with a triazole of the formula V (V) the substituents R1, R2 ; amd R3 in the formula II to IV being as defined under formula I and M in formula V being hydrogen or a metal atom. The novel compounds within the scope of formula I and their use are also described.

公开(公告)号：ZA839259B

公开(公告)日：1984-08-29

申请号：ZA839259

申请日：1983-12-13

Applicant: CIBA GEIGY AG

Inventor： STURM ELMAR ,  MEYER ALFRED

IPC: A01N43/50 ,  A01N43/653 ,  A01P3/00 ,  C07C39/00 ,  C07C45/63 ,  C07C45/71 ,  C07D233/60 ,  C07D233/64 ,  C07D249/08 ,  C07D303/08 ,  C07D303/22 ,  C07D303/34 ,  C07D521/00 ,  C07D ,  A01N

Abstract: 1-Azolyl-2-aryl-3-fluoro-alkan-2- ols of the general formula I in which Az is 1H-1,2,4-triazole, 4H-1,2,4-triazole or 1H-imidazole; Ar is an unsubstituted or substituted aromatic radical from the series comprising phenyl, biphenyl, phenoxyphenyl and naphthyl; R1 is hydrogen, C1-C4-alkyl, C3-C5-alkenyl or benzyl; R2 is hydrogen, fluorine or C1-C6-alkyl and R3 is hydrogen, fluorine, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-alkylthio, phenyl, phenoxy, phenylthio or C3-C7-cycloalkyl, and each aromatic substituent or aromatic moiety of a substituent is unsubstituted or mono- or poly-substituted by halogen, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-haloalkyl, nitro and/or cyano; including the acid addition salts, quaternary azolium salts and metal complexes, are useful for controlling phytopathogenic microorganisms.

公开(公告)号：AU2158283A

公开(公告)日：1984-05-31

申请号：AU2158283

申请日：1983-11-22

Applicant: CIBA GEIGY AG

Inventor： STURM ELMAR ,  KUNZ WALTER

IPC: A01N43/50 ,  A01N43/653 ,  A61K31/4164 ,  A61K31/4196 ,  A61P31/10 ,  C07C45/61 ,  C07C45/68 ,  C07C45/71 ,  C07D233/60 ,  C07D249/08 ,  C07D303/22 ,  C07D303/32 ,  C07D405/06 ,  C07D407/04 ,  C07D407/06 ,  C07D521/00 ,  A01N43/64 ,  C07D303/24

Abstract: Novel 1-carbonyl-1-phenoxyphenyl-2-azolylethanol derivatives of the general formula I wherein R1 and R2 are each independently hydrogen, halogen C1-C4 alkyl or CF3, and Rn denotes one to three alkyl, alkoxy, haloalkoxy, haloalkyl, halogen and/or cyano groups, R4 is hydrogen, C1-C10 alkyl, C3-C6 cycloalkyl or unsubstituted or substituted phenyl, X is -CH= or -N=, R5 is hydrogen, C1-C12 alkyl, C2-C4 alkenyl, C2-C4 alkynyl, or unsubstituted or substituted benzyl; and A is the radical wherein R6 and R7 are each independently C1-C12 alkyl, unsubstituted or substituted phenyl, or both together form a C2-C4 alkylene bridge which is unsubstituted or substituted by one or more identical or different members selected from the group consisting of C1-C4 alkyl, C2-C4 alkenyloxymethyl or C1-C3 alkoxymethyl; and to the acid addition salts, quaternary azolium salts and metal complexes thereof, are useful for controlling phytopathogenic microorganisms and/or regulating plant growth.