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    • 1. 发明授权
    • N-p-propargyloxyphenethyl-thioacetic acid amides
    • N-对 - 丙酰氧基苯乙基 - 硫代乙酰胺
    • US07105545B2
    • 2006-09-12
    • US10472577
    • 2002-04-02
    • Walter KunzClemens LamberthFredrik CederbaumMartin Zeller
    • Walter KunzClemens LamberthFredrik CederbaumMartin Zeller
    • A01N43/40A01N43/06A01N43/08A01N37/44A01N37/18
    • C07C327/44A01N37/36A01N43/08A01N43/10A01N43/12A01N43/30A01N43/32A01N43/40A01N43/54
    • The invention relates to N-propargyloxy-phenethyl thioacetic acid amide derivatives of the general formula (I) including the optical isomers thereof and mixtures of such isomers, wherein R1 is hydrogen, alkyl, cycloalkyl or optionally substituted aryl, R2 and R3 are each independently hydrogen or alkyl, R4 is alkyl, alkenyl or alkynyl, R5, R6, R7 and R8 are each independently hydrogen or alkyl, R9 is hydrogen, optionally substituted alkyl, optionally substituted alkenyl or optionally substituted alkynyl, R10 is optionally substituted aryl or optionally substituted heteroaryl, and Z is hydroxy, optionally substituted aryloxy, optionally substituted alkoxy, optionally substituted alkynyloxy, optionally substituted arylthio, optionally substituted alkylthio, optionally substituted alkynylthio, optionally substituted alkylsulfinyl, optionally substituted alkenysulfinyl, optionally substituted alkynylsulfinyl, optionally substituted alkylsulfonyl, optionally substituted alkenylsulfonyl, optionally substituted alkynylsulfonyl or a group —O—CO—R11, —O—CO—O—R11 or —O—CO—CO—O—R11 wherein R11 is hydrogen, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted aryl or optionally substituted heteroaryl. These compounds possess useful plant protecting properties and may advantageously be employed in agricultural practice for controlling or preventing the infestation of plants by phytopathogenic microorganisms, especially fungi
    • 本发明涉及通式(I)的N-炔丙氧基 - 苯乙基硫代乙酰胺衍生物,其包括其旋光异构体和这些异构体的混合物,其中R 1是氢,烷基,环烷基或任选取代的 芳基,R 2和R 3各自独立地是氢或烷基,R 4是烷基,烯基或炔基,R 5, R 6,R 7,R 8和R 8各自独立地为氢或烷基,R 9为 氢,任选取代的烷基,任选取代的烯基或任选取代的炔基,R 10是任选取代的芳基或任选取代的杂芳基,Z是羟基,任选取代的芳氧基,任选取代的烷氧基,任选取代的炔氧基,任选地 取代的芳硫基,任选取代的烷硫基,任选取代的炔硫基,任选取代的烷基亚磺酰基,任选取代的烯基亚磺酰基,任选的 取代的炔基亚磺酰基,任选取代的烷基磺酰基,任选取代的链烯基磺酰基,任选取代的炔基磺酰基或基团-O-CO-R 11,-O-CO-OR 11或-O- 其中R 11是氢,任选取代的烷基,任选取代的环烷基,任选取代的芳基或任选取代的杂芳基。 这些化合物具有有用的植物保护性质,并且可有利地用于农业实践中以控制或防止由植物病原微生物特别是真菌侵染植物
    • 5. 发明授权
    • Method for the protection of plants against diseases
    • 保护植物免受疾病的方法
    • US5049569A
    • 1991-09-17
    • US325848
    • 1989-03-20
    • Walter Kunz
    • Walter Kunz
    • A01N47/32A01N47/34A01N47/36A01N47/38A01N53/04C07D213/81C07D401/12C07D405/12C07D409/12C07D413/12C07D417/12
    • C07D213/81A01N47/34A01N47/36A01N47/38C07D401/12C07D405/12C07D409/12C07D413/12C07D417/12
    • Novel acylated urea derivatives of the general formula ##STR1## in which: X is hydrogen or halogen; Y is halogen; R.sub.1, R.sub.2 independently of one another are hydrogen, C.sub.1 -C.sub.6 alkyl or C.sub.1 -C.sub.6 alkyl which is substituted by halogen, cyano, C.sub.1 -C.sub.4 alkoxy or COO-C.sub.1 -C.sub.3 alkyl, or is C.sub.3 -C.sub.5 alkenyl or C.sub.3 -C.sub.5 alkenyl which is substituted by halogen, or is C.sub.3 -C.sub.5 alkynyl or C.sub.3 -C.sub.5 alkynyl which is substituted by halogen, or is C.sub.3 -C.sub.7 cycloalkyl or C.sub.3 -C.sub.7 cycloalkyl which is substituted by C.sub.1 -C.sub.2 alkyl, halogen, cyano or COO-C.sub.1 -C.sub.3 alkyl, or is phenyl, benzyl or phenyl or benzyl which are substituted by C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy or halogen; and R.sub.1 can furthermore also be the radical Q or Q which is substituted by C.sub.1 -C.sub.3 alkyl, C.sub.3 -C.sub.7 cycloalkyl, C.sub.1 -C.sub.3 alkoxy or halogen, where Q can be bonded to the N atom via a C.sub.1 -C.sub.2 alkyl; or where R.sub.1 and R.sub.2 together with the adjacent N atom from a 3- to 7-membered heterocycle which can additionally contain 1 or 2 further hetero atoms such as O, N or S, and a carbonyl group and can be substituted by C.sub.1 -C.sub.3 alkyl, halogen or COO-C.sub.1 -C.sub.3 alkyl; Q is furan-2-yl, thiophen-2-yl, isoxazol-3-yl, isoxazol-3-yl, thiazol-2-yl, 1,2,4-thiadiazol-3-yl, 1,3,4-thiadiazol-2-yl, 2-, 3- or 4-pyridyl radicals or 2-, 3- or 4-pyridyl radicals which are substituted by C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkylthio or halogen; 2-, 4- or 5-pyrimidyl radicals or 2-, 4- or 5-pyrimidyl radicals which are substituted by C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkylthio, halogen or cyclopropyl.The novel active substances have plant-protecting properties and are suitable in particular for the preventive protection of plants against infection with phytopathogenic microorganisms, such as fungi, bacteria and viruses.
    • 新型通式为“IMAGE”的酰化脲衍生物,其中:X为氢或卤素; Y为卤素; R 1,R 2彼此独立地是氢,C 1 -C 6烷基或被卤素,氰基,C 1 -C 4烷氧基或COO-C 1 -C 3烷基取代的C 1 -C 6烷基,或被被卤素取代的C 3 -C 5烯基或C 3 -C 5链烯基, 或被被卤素取代的C3-C5炔基或C3-C5炔基,或是被C1-C2烷基,卤素,氰基或COO-C1-C3烷基取代的C3-C7环烷基或C3-C7环烷基,或是苯基,苄基或苯基或 被C 1 -C 3烷基,C 1 -C 3烷氧基或卤素取代的苄基; 并且R 1还可以是被C 1 -C 3烷基,C 3 -C 7环烷基,C 1 -C 3烷氧基或卤素取代的基团Q或Q,其中Q可以通过C 1 -C 2烷基与N原子键合; 或者其中R 1和R 2与相邻的N原子一起形成3至7元杂环,其可另外含有1或2个另外的杂原子如O,N或S和羰基,并且可以被C 1 -C 3烷基 ,卤素或COO-C 1 -C 3烷基; Q是呋喃-2-基,噻吩-2-基,异恶唑-3-基,异恶唑-3-基,噻唑-2-基,1,2,4-噻二唑-3-基, C 1 -C 3烷氧基,C 1 -C 3烷硫基或卤素取代的噻唑烷-2-基,2-,3-或4-吡啶基或2-,3-或4-吡啶基; 被C 1 -C 3烷基,C 1 -C 3烷氧基,C 1 -C 3烷硫基,卤素或环丙基取代的2-,4-或5-嘧啶基或2-,4-或5-嘧啶基。 新型活性物质具有植物保护性质,特别适用于植物防止植物病原微生物如真菌,细菌和病毒感染的预防性保护。
    • 8. 发明授权
    • Fungicidal compounds
    • 杀菌化合物
    • US4443618A
    • 1984-04-17
    • US353796
    • 1982-03-02
    • Walter KunzWolfgang EckhartAdolf Hubele
    • Walter KunzWolfgang EckhartAdolf Hubele
    • A01N43/08A01N43/16A01N43/56A01N43/653C07D307/33C07D307/68C07D405/12C07D521/00C07D407/12
    • C07D307/33A01N43/08A01N43/56A01N43/653C07D231/12C07D233/56C07D249/08C07D307/68
    • N-Acylated N-phenyl-aminotetrahydro-2-furanones of the formula ##STR1## wherein R represents C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or halogen,R.sub.1 represents C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.4 -alkoxy or halogen,R.sub.2 represents hydrogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.4 -alkoxy or halogen,R.sub.3 represents hydrogen or methyl, with the total number of C atoms of the substituents R, R.sub.1, R.sub.2 and R.sub.3 in the phenyl ring not exceeding the number 8,R.sub.4 represents hydrogen or methyl, whileR.sub.5 represents one of the following groups: an alkythioalkyl or alkoxyalkyl group having 2 to 5 carbon atoms or an alkoxyalkoxymethyl group having a maximum of 6 carbon atoms, a 2-furanyl or 2-tetrahydrofuranyl group optionally substituted by halogen, a 1,2,4-triazolylmethyl group, a 1,2-pyrazolylmethyl group, or a group -CH.sub.2 -OR.sub.6 in which R.sub.6 represents a 5- or 6-membered heterocyclic having oxygen as the hetero atom are valuable fungicidal active substances. They can be used as fungicidal compositions, particularly for combating phytopathogenic fungi, e.g. against downy mildew on potatoes, tomotoes, grape vines and sugar beet and other plants. The novel compounds have a systemic action.
    • 式(I)的N-酰化N-苯基 - 氨基四氢-2-呋喃酮其中R表示C1-C4-烷基,C1-C4-烷氧基或卤素,R1表示C1-C3-烷基,C1-C4- 烷氧基或卤素,R 2表示氢,C 1 -C 3 - 烷基,C 1 -C 4 - 烷氧基或卤素,R 3表示氢或甲基,苯基环中取代基R,R 1,R 2和R 3的C原子总数不是 超过数8,R 4表示氢或甲基,而R 5表示以下基团之一:具有2至5个碳原子的烷基烷基或烷氧基烷基或具有最多6个碳原子的烷氧基烷氧基甲基,2-呋喃基或2- 任选被卤素取代的四氢呋喃基,1,2,4-三唑基甲基,1,2-吡唑基甲基或-CH2-OR6基团,其中R6表示具有氧作为杂原子的5-或6-元杂环 是有价值的杀真菌活性物质。 它们可以用作杀真菌组合物,特别是用于防治植物病原真菌,例如, 反对马铃薯,断层,葡萄藤和甜菜等植物的霜霉病。 新化合物具有全身作用。
    • 10. 发明授权
    • Microbicidal N-1'-hydrocarbyloxycarbonylethyl)-N-alkoxyacetylanilines
    • 杀菌N-1'-烃氧基羰基乙基)-N-烷氧基乙酰苯胺
    • US4330556A
    • 1982-05-18
    • US222406
    • 1981-01-05
    • Adolf HubeleWolfgang EckhardtWalter Kunz
    • Adolf HubeleWolfgang EckhardtWalter Kunz
    • C07C233/47A01N37/22A01N37/44A01N37/46A01N41/04A01N41/08A01N43/08C07C67/00C07C231/00C07C231/02C07C231/12C07C233/46C07C235/16C07C235/68C07C241/00C07C243/14C07C243/22C07C253/00C07C255/55C07C301/00C07C303/30C07C307/02C07C309/65C07C313/00C07C323/60C07D307/24C07D307/56C07D307/68C07C101/447A01N37/24
    • C07C243/00A01N37/46A01N41/04A01N41/08A01N43/08C07D307/24C07D307/68
    • Compounds of the formula ##STR1## wherein R.sub.1 and R.sub.2 independently of one another are each C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -alkoxy or halogen,R.sub.3 is hydrogen, C.sub.1 -C.sub.3 -alkyl or halogen,R.sub.4 is hydrogen or methyl, the total number of carbon atoms in R.sub.1, R.sub.2, R.sub.3 and R.sub.4 not exceeding 6,R.sub.5 is C.sub.3 -C.sub.8 -alkyl, C.sub.2 -C.sub.6 -alkenyl or C.sub.3 -C.sub.6 -alkynyl both unsubstituted or substituted by halogen, or it is C.sub.3 -C.sub.7 -cycloalkyl unsubstituted or substituted by halogen or C.sub.1 -C.sub.3 -alkyl, or it is C.sub.6 -C.sub.10 -aryl unsubstituted or substituted by halogen, cyano, nitro, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -alkoxy or C.sub.1 -C.sub.2 -halogenoalkyl,R.sub.6 is 2-furyl or 2-tetrahydrofuryl both unsubstituted or substituted by halogen, or R.sub.6 is .beta.-(C.sub.1 -C.sub.4)-alkoxyethyl, or the group CH.sub.2 Z, where Z is one of the groups (a) -X-R.sub.7, (b) -NH-N(R.sub.8)(R.sub.9), (c) -OSO.sub.2 R.sub.10 and (d) ##STR2## wherein X is oxygen or sulfur, R.sub.7 is C.sub.1 -C.sub.6 -alkyl which is unsubstituted or substituted by C.sub.1 -C.sub.2 -alkoxy, or it is C.sub.3 -C.sub.4 -alkenyl or C.sub.3 -C.sub.4 -alkynyl, R.sub.8 is hydrogen or C.sub.1 -C.sub.3 -alkyl, R.sub.9 is C.sub.1 -C.sub.3 -alkyl, or phenyl which is unsubstituted or substituted by halogen or by methyl, R.sub.10 is C.sub.1 -C.sub.4 -alkyl or mono- or di-(C.sub.1 -C.sub.3)-alkylamine, and R.sub.11 is C.sub.1 -C.sub.3 -alkyl which is unsubstituted or substituted by C.sub.1 -C.sub.2 -alkoxy constitute valuable microbicides. They can be applied, together with customary carriers and formulation additives, in the form of preparations to combat in particular phytopathogenic fungi.
    • 式(I)的化合物,其中R 1和R 2彼此独立地为C 1 -C 3 - 烷基,C 1 -C 3 - 烷氧基或卤素,R 3为氢,C 1 -C 3烷基或卤素,R 4为氢或 甲基,R1,R2,R3和R4中不超过6个碳原子的总数,R5是未被取代或被卤素取代的C 3 -C 8 - 烷基,C 2 -C 6 - 烯基或C 3 -C 6 - 炔基,或者是C 3 氰基,硝基,C 1 -C 3 - 烷基,C 1 -C 3 - 烷氧基或C 1 -C 2 - 烷氧基或C 1 -C 3 - 烷基取代的C 6 -C 10 - 芳基, 卤代烷基,R6是未被取代的或被卤素取代的2-呋喃基或2-四氢呋喃基,或R6是β-(C1-C4) - 烷氧基乙基或基团CH2Z,其中Z是(a)-X-R7 ,(b)-NH-N(R8)(R9),(c)-OSO2R10和(d)其中X是氧或硫,R7是未被取代或被C1-C2取代的C1-C6-烷基 或者是C3-C4-烯基或C3-C4-炔基,R8是氢或C1-C3-烷基,R9是C1-C3-烷基或苯基 其是未取代的或被卤素取代或被甲基取代,R 10是C 1 -C 4 - 烷基或单 - 或二 - (C 1 -C 3) - 烷基胺,R 11是未被取代或被C 1 -C 2 - 烷氧基构成有价值的杀微生物剂。 它们可以与常规载体和制剂添加剂一起以与特定植物病原真菌作战的制剂形式一起应用。