Abstract:
The present invention relates to substituted 5-phenyl pyrimidines I, which carry a radical X in the 4-position of the pyrimidine ring, a radical Y in the 6-position of the pyrimidine ring, the radical X denoting a group of the formula NR 1 R 2 , OR 1a or SR 1a , in which R 1 , R 2 , independently of each other, denote hydrogen, C 1 -C 10 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 10 -haloalkyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, phenyl, or 5- or 6-membered heteroaryl or 5- or 6-membered heterocyclyl, containing 1, 2, 3 or 4 nitrogen atoms or 1, 2 or 3 nitrogen atoms and one sulfur or oxygen atom as ring members, which radicals may be unsubstituted or may carry 1, 2, 3 or 4 radicals R a1 ; or the radical NR 1 R 2 may also form a 5- or 6-membered optionally substituted heterocyclic ring, containing 1, 2, 3 or 4 nitrogen atoms or 1, 2 or 3 nitrogen atoms and one sulfur or oxygen atom as ring members, which are non-adjacent to the nitrogen of NR 1 R 2 , in which two adjacent C atoms or one N atom and one adjacent C atom can be linked by a C 1 -C 4 -alkylene chain and wherein the heterocyclic ring may be unsubstituted or may carry 1, 2, 3 or 4 radicals R a1 as defined in claim 1, R 1a has one of the meanings given for R 1 except for hydrogen; the radical Y being selected from the group consisting of halogen, cyano, C 1 -C 4 -alkyl, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, C 3 -C 6 -cycloalkyl, C 1 -C 4 -alkoxy, C 3 -C 4 -alkenyloxy, C 3 -C 4 -alkynyloxy, C 1 -C 6 -alkylthio, di-(C 1 -C 6 -alkyl)amino or C 1 -C 6 -alkylamino, where the alkyl, alkenyl and alkynyl radicals of Y may be substituted by halogen, cyano, nitro, C 1 -C 2 -alkoxy or C 1 -C 4 -alkoxycarbonyl; and wherein the pyrimidine radical may also carry a radical different from hydrogen in the 2-position and wherein the phenyl ring in the 5-position of the pyrimidine ring may be unsubstituted or carry 1, 2, 3, 4 or 5 radicals L which are different from hydrogen, and the pharmaceutically acceptable salts substituted 5-phenyl pyrimidines for use in therapy, in particular in therapy or treatment of cancerous diseases.
Abstract:
The invention relates to novel 7-amino-6-hetaryl-1,2,4-triazolo[1,5-a]pyrimidine compounds and the salts thereof that can be used in agriculture, the use of the same for controlling pathogenic fungi, and plant protection agents containing at least one such compound as an active constituent. Said novel 7-amino-6-hetaryl-1,2,4-triazolo[1,5-a]pyrimidine compounds correspond to general formula (I) wherein the substituents R 1 , R 2 , Het, X and Y have the following designations: Het represents a six-membered heteroaromatic radical selected from pyridinyl, pyridazinyl, pyrazinyl, 1,2,4-triazinyl and 1,3,5-triazinyl, the six-membered heteroaromatic radical comprising 1, 2 or 3 substituents L which are the same or different, R 1 , R 2 independently represent hydrogen, C 1 -C 8 alkyl, C 1 -C 8 halogenalkyl, C 1 -C 8 alkoxy, C 3 -C 8 cycloalkyl, C 3 -C 8 cycloalkoxy, C 5 -C 10 bicycloalkyl, C 3 -C 8 halogencycloalkyl, C 2 -C 8 alkenyl, C 2 -C 8 alkenyloxy, C 4 -C 10 alkadienyl, C 2 -C 8 halogenalkenyl, C 3 -C 8 cycloalkenyl, C 3 -C 8 halogencycloalkenyl, C 2 -C 8 alkinyl, C 2 -C 8 alkinyloxy, C 2 -C 8 halogenalkinyl, NH 2, C 1 -C 8 alkylamino, Di-C 1 -C 8 -alkylamino, phenyl, naphthyl, or a five-membered or six-membered saturated, partially unsaturated or aromatic heterocycle, X represents hydrogen, halogen, OH, cyano, C 1 -C 4 alkyl and the like, and Y represents hydrogen, halogen, cyano, C 1 -C 4 alkyl, and the like.
Abstract:
The invention relates to 6-(2,6-dichlorophenyl)-triazolopyrimidines of formula (I) wherein the substituents have the following designations: R and R represent hydrogen, alkyl, halogenalkyl, cycloalkyl, halogencycloalkyl, alkenyl, halogenalkenyl, cycloalkenyl, halogencycloalkenyl, alkinyl, halogenalkinyl or phenyl, naphthyl, or a five-membered or six-membered saturated, partially unsaturated or aromatic heterocycle containing between one and four heteroatoms from the group containing O, N or S; R and R can also form, together with the nitrogen atom to which they are bound, a five-membered or six-membered heterocycle or heteroaryl which is bound by N and contains between one and three other heteroatoms from the group containing O, N and S as a cyclic member and is substituted according to the description; and X represents alkyl, cyano, alkoxy, halogenalkoxy, alkenyloxy or halogenalkenyloxy, but does not represent C1-C4 alkyl when R and R together represent piperidin-1-yl or 4-methylpiperidin-1-yl. The invention also relates to a method for producing said compounds, agents containing the same, and the use thereof for controlling plant pathogenic fungi.
Abstract:
The invention relates to fungicidal mixtures containing in the form of active components 1) 5-methyl-7-amino-triazolopyrimidine of formula (I), wherein R is alkyl, halogenalkyl, alkenyl or cyclopentyl, R is hydrogen or alkyl, R and R together with the nitrogen atom to which they are bound may form a piperidinyl cycle substitutable by a methyl group, L is fluorine or chlorine, L , L are independently from each other hydrogen, fluorine or chlorine and 2) at least one type of active substance selected from groups A) azoles, B) strobilurins, C) acyl alanines, D) amine derivatives, E) anilinopyrimidines; F) dicarboximides; G) cinnamic acid amides and analogues thereof, H) antibiotics, K) dithiocarbamates, L) heterocyclic compounds, M) sulphur and copper fungicides, N) nitrophenyl derivatives, O) phenylpyrroles, P) sulfenic acid derivatives, Q) other fungicides and R) growth retardants according to the descriptions, wherein said mixtures contain the compounds in a synergically efficient amount. Novel triazolopyrimidines, methods for controlling pathogenic fungi using the mixtures of the compound (I) with active substances of the groups A) and R), the use the compounds (I) with the active substances of the groups A) and R) for producing said mixtures and agents containing said mixtures are also disclosed.
Abstract:
The use of substituted triazolopyrimidines of the formula I in which R 1 is alkyl, cycloalkyl, halocycloalkyl, alkenyl, haloalkenyl, cycloalkenyl, halocycloalkenyl, alkynyl, haloalkynyl or naphthyl, or a five- or six-membered saturated, partially unsaturated or aromatic heterocycle comprising one to four heteroatoms from the group consisting of O, N and S, R 2 is hydrogen or a group R 1 , where R 1 and/or R 2 may be substituted according to the description, and X is halogen; as fungicides, novel 6-(2-tolyl)triazolopyrimidines, processes for preparing these compounds, compositions comprising them and their use for controlling phytopathogenic harmful fungi.
Abstract:
The invention relates to triazolopyrimidines of the formula I in which the index n and the substituents R, R 1 , R 2 and X are as defined below: X is nitro, a group -C(S)NR 3 R 4 , a group -C(-N-OR 5 )(NR 6 R 7 ) or a group -C(-N-NR 8 R 9 )(NR 10 R 11 ), R is halogen, cyano, hydroxyl, cyanato, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, alkoxy, alkenyloxy, alkynyloxy, haloalkoxy, cycloalkyl, cycloalkenyl, cycloalkoxy, alkoxycarbonyl, alkenyloxycarbonyl, alkynyloxycarbonyl, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, alkoximinoalkyl, alkenyloximinocarbonyl, alkynyloximinoalkyl, alkylcarbonyl, alkenylcarbonyl, alkynylcarbonyl, cycloalkylcarbonyl, or a five- to ten-membered saturated, partially unsaturated or aromatic heterocycle which contains one, two, three or four heteroatoms from the group consisting of O, N or S; R 1 is alkyl in which one carbon atom may be replaced by a silicon atom, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, phenyl, naphthyl, or a five- to ten-membered saturated, partially unsaturated or aromatic heterocycle which is attached via a carbon atom and which contains one, two, three or four heteroatoms, independently of one another selected from the group consisting of O, N and S, as ring members; where R 1 may be substituted as defined in the description; R 2 is alkyl, alkenyl or alkynyl which may be substituted as defined in the description; R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 and R 11 are, independently of one another, selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkenyl or alkynyl, where the 4 lastmentioned radicals may be substituted as defined in the description; or R 3 and R 4 , R 6 and R 7 , R 8 and R 9 and/or R 10 and R 11 together with the nitrogen atom to which they are attached form a four-, five- or six-membered saturated or partially unsaturated ring which may be substituted as defined in the description; and n is 0 or an integer 1, 2, 3 or 4; and the agriculturally acceptable salts thereof, to crop protection compositions comprising at least one compound of the formula I and/or an agriculturally acceptable salt thereof and at least one liquid or solid carrier and to a method for controlling phytopathogenic harmful fungi.
Abstract:
La presente invencion se refiere a 5-fenilpirimidinas I sustituidas que llevan un radical X en la posicion 4 del anillo pirimidina, un radical Y en la posicion 6 del anillo pirimidina, el radical X que designa un grupo de la formula NR1R2, OR1a o SR1a, en donde R1, R2, de modo independiente entre si, designan hidrogeno, alquilo C1-C10, alquenilo C2-C6, alquinilo C2-C6, haloalquilo C1-C10, cicloalquilo C3-C8, halocicloalquilo C3-C8, fenilo, o heteroarilo de 5 o 6 miembros o heterociclilo de 5 o 6 miembros, que contiene 1, 2, 3 o 4 atomos de nitrogeno o 1, 2 o 3 atomos de nitrogeno y un atomo de azufre u oxigeno como miembros del anillo, cuyos radicales pueden no estar sustituidos o pueden llevar 1, 2, 3 o 4 radicales Ra1; o el radical NR1R2 tambien puede formar un anillo heterociclico opcionalmente sustituido de 5 o 6 miembros, que contiene 1, 2, 3 o 4 atomos de nitrogeno o 1, 2 o 3 atomos de nitrogeno y un atomo de azufre u oxigeno como miembros del anillo, que son no adyacentes al nitrogeno de NR1R2, en donde dos atomos de C adyacentes o un atomo de N y un atomo de C adyacente pueden unirse por una cadena alquileno C1-C4 y en donde el anillo heterociclico puede no estar sustituido o puede llevar 1, 2, 3 o 4 radicales Ra1 tal como se definio en la reivindicacion 1 R1a tiene uno de los significados dados para R1 salvo para hidrogeno; el radical Y esta seleccionado del grupo que consiste en halogeno, ciano, alquilo C1-C4, alquenilo C2-C4, alquinilo C2-C4, cicloalquilo C3-C6, alcoxi C1-C4, alqueniloxi C3-C4, alquiniloxi C3-C4, alquiltio C1-C6, di-(alquil C1-C6)amino o alquil C1-C6-amino, en donde los radicales alquilo, alquenilo y alquinilo de Y pueden estar sustituidos con halogeno, ciano, nitro, alcoxi C1-C2 o alcoxi C1-C4-carbonilo; y en donde el radical pirimidina tambien puede llevar un radical diferente de hidrogeno en la posicion 2 y en donde el anillo fenilo en la posicion 5 del anillo pirimidina puede no estar sustituido o puede llevar 1, 2, 3, 4 o 5 radicales L que son diferentes de hidrogeno, y las sales farmaceuticamente aceptables de 5-fenilpirimidinas sustituidas para usar en terapeutica, en particular en terapeutica o tratamiento de enfermedades cancerosas.