DD299638A5 - Fungizide mittel sowie substituierte aminosaeureamid-derivate und deren herstellung - Google Patents

Fungizide mittel sowie substituierte aminosaeureamid-derivate und deren herstellung Download PDF

Info

Publication number: DD299638A5
Authority: DD; German Democratic Republic
Prior art keywords: hydrogen; butyl; carbon atoms; methyl; unsubstituted
Prior art date: 1989-05-13

Application number

DD90340578A

Other languages

German (de)

English (en)

Inventor

Detlef Wollweber

Thomas Seitz

Wilhelm Brandes

Original Assignee

��@��k��

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.)

1989-05-13

Filing date

1990-05-11

Publication date

1992-04-30

1990-05-11 Application filed by ��@��k�� filed Critical ��@��k��

1992-04-30 Publication of DD299638A5 publication Critical patent/DD299638A5/de

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150000001413 amino acids Chemical class 0.000 title claims abstract description 50
238000002360 preparation method Methods 0.000 title claims abstract description 13
239000000417 fungicide Substances 0.000 title description 5
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 16
239000002253 acid Substances 0.000 claims abstract description 10
150000001412 amines Chemical class 0.000 claims abstract description 5
239000011230 binding agent Substances 0.000 claims abstract description 5
239000003054 catalyst Substances 0.000 claims abstract description 4
125000004432 carbon atom Chemical group C* 0.000 claims description 132
-1 2-phenethyl Chemical group 0.000 claims description 120
239000001257 hydrogen Substances 0.000 claims description 111
229910052739 hydrogen Inorganic materials 0.000 claims description 111
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 75
UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims description 66
125000000217 alkyl group Chemical group 0.000 claims description 64
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 62
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 45
150000001875 compounds Chemical class 0.000 claims description 42
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 41
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 40
150000002431 hydrogen Chemical class 0.000 claims description 35
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 35
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 34
125000001424 substituent group Chemical group 0.000 claims description 33
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 30
125000000753 cycloalkyl group Chemical group 0.000 claims description 29
125000000304 alkynyl group Chemical group 0.000 claims description 25
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 25
125000003342 alkenyl group Chemical group 0.000 claims description 24
239000000460 chlorine Substances 0.000 claims description 24
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 24
125000005843 halogen group Chemical group 0.000 claims description 24
125000000623 heterocyclic group Chemical group 0.000 claims description 24
229910052757 nitrogen Inorganic materials 0.000 claims description 20
125000001188 haloalkyl group Chemical group 0.000 claims description 19
238000000034 method Methods 0.000 claims description 19
125000004433 nitrogen atom Chemical group N* 0.000 claims description 19
125000005346 substituted cycloalkyl group Chemical group 0.000 claims description 17
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 16
239000011737 fluorine Substances 0.000 claims description 16
229910052731 fluorine Inorganic materials 0.000 claims description 16
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 15
125000000392 cycloalkenyl group Chemical group 0.000 claims description 15
125000000262 haloalkenyl group Chemical group 0.000 claims description 15
125000000232 haloalkynyl group Chemical group 0.000 claims description 15
125000005842 heteroatom Chemical group 0.000 claims description 15
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 14
229910052799 carbon Inorganic materials 0.000 claims description 14
229910052801 chlorine Inorganic materials 0.000 claims description 14
125000004415 heterocyclylalkyl group Chemical group 0.000 claims description 14
125000004966 cyanoalkyl group Chemical group 0.000 claims description 13
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 13
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 12
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 12
229910052794 bromium Inorganic materials 0.000 claims description 12
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 12
125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 claims description 11
125000003884 phenylalkyl group Chemical group 0.000 claims description 11
241000607479 Yersinia pestis Species 0.000 claims description 10
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 10
125000005344 pyridylmethyl group Chemical group [H]C1=C([H])C([H])=C([H])C(=N1)C([H])([H])* 0.000 claims description 10
125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims description 8
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 8
229910052760 oxygen Inorganic materials 0.000 claims description 8
239000001301 oxygen Substances 0.000 claims description 8
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 7
125000003545 alkoxy group Chemical group 0.000 claims description 7
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 6
125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 claims description 6
125000004414 alkyl thio group Chemical group 0.000 claims description 4
229920005556 chlorobutyl Polymers 0.000 claims description 4
125000004663 dialkyl amino group Chemical group 0.000 claims description 4
125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims description 4
239000003085 diluting agent Substances 0.000 claims description 4
125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 claims description 4
125000005816 fluoropropyl group Chemical group [H]C([H])(F)C([H])([H])C([H])([H])* 0.000 claims description 4
125000004438 haloalkoxy group Chemical group 0.000 claims description 4
125000004995 haloalkylthio group Chemical group 0.000 claims description 4
229910052736 halogen Inorganic materials 0.000 claims description 4
150000002367 halogens Chemical class 0.000 claims description 4
125000006000 trichloroethyl group Chemical group 0.000 claims description 4
125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 claims description 4
125000000725 trifluoropropyl group Chemical group [H]C([H])(*)C([H])([H])C(F)(F)F 0.000 claims description 4
125000006201 3-phenylpropyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
125000003282 alkyl amino group Chemical group 0.000 claims description 3
125000004369 butenyl group Chemical group C(=CCC)* 0.000 claims description 3
125000000480 butynyl group Chemical group [*]C#CC([H])([H])C([H])([H])[H] 0.000 claims description 3
125000002433 cyclopentenyl group Chemical group C1(=CCCC1)* 0.000 claims description 3
125000005817 fluorobutyl group Chemical group [H]C([H])(F)C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
125000003784 fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 claims description 3
RSAZTACSFFEQAK-UHFFFAOYSA-N methyl-[trifluoromethoxy(trifluoromethylsulfanyl)methyl]cyanamide Chemical class FC(OC(N(C)C#N)SC(F)(F)F)(F)F RSAZTACSFFEQAK-UHFFFAOYSA-N 0.000 claims description 3
125000004205 trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims description 3
125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 claims description 2
125000002373 5 membered heterocyclic group Chemical group 0.000 claims 1
125000004070 6 membered heterocyclic group Chemical group 0.000 claims 1
125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
239000003795 chemical substances by application Substances 0.000 abstract description 4
229940024606 amino acid Drugs 0.000 description 41
SZXBQTSZISFIAO-ZETCQYMHSA-N (2s)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NC(=O)OC(C)(C)C SZXBQTSZISFIAO-ZETCQYMHSA-N 0.000 description 34
229960004295 valine Drugs 0.000 description 24
KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 description 20
239000000203 mixture Substances 0.000 description 19
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 15
241000196324 Embryophyta Species 0.000 description 12
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
239000004480 active ingredient Substances 0.000 description 12
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 10
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
QJCNLJWUIOIMMF-YUMQZZPRSA-N (2s,3s)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid Chemical compound CC[C@H](C)[C@@H](C(O)=O)NC(=O)OC(C)(C)C QJCNLJWUIOIMMF-YUMQZZPRSA-N 0.000 description 8
239000002904 solvent Substances 0.000 description 8
239000003995 emulsifying agent Substances 0.000 description 7
238000009472 formulation Methods 0.000 description 7
230000001681 protective effect Effects 0.000 description 7
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
239000000126 substance Substances 0.000 description 6
GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 5
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 5
101150065749 Churc1 gene Proteins 0.000 description 5
102100038239 Protein Churchill Human genes 0.000 description 5
150000003862 amino acid derivatives Chemical class 0.000 description 5
239000008187 granular material Substances 0.000 description 5
239000000575 pesticide Substances 0.000 description 5
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
239000004606 Fillers/Extenders Substances 0.000 description 4
MDXGYYOJGPFFJL-QMMMGPOBSA-N N(alpha)-t-butoxycarbonyl-L-leucine Chemical compound CC(C)C[C@@H](C(O)=O)NC(=O)OC(C)(C)C MDXGYYOJGPFFJL-QMMMGPOBSA-N 0.000 description 4
241000233614 Phytophthora Species 0.000 description 4
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
239000000969 carrier Substances 0.000 description 4
201000010099 disease Diseases 0.000 description 4
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 4
150000002148 esters Chemical class 0.000 description 4
150000002170 ethers Chemical class 0.000 description 4
125000005740 oxycarbonyl group Chemical group [*:1]OC([*:2])=O 0.000 description 4
239000007787 solid Substances 0.000 description 4
241000894007 species Species 0.000 description 4
238000005507 spraying Methods 0.000 description 4
239000007858 starting material Substances 0.000 description 4
SZXBQTSZISFIAO-SSDOTTSWSA-N (2r)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid Chemical compound CC(C)[C@H](C(O)=O)NC(=O)OC(C)(C)C SZXBQTSZISFIAO-SSDOTTSWSA-N 0.000 description 3
HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 3
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 3
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235000007164 Oryza sativa Nutrition 0.000 description 3
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KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
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239000013543 active substance Substances 0.000 description 3
125000002877 alkyl aryl group Chemical group 0.000 description 3
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150000008064 anhydrides Chemical class 0.000 description 3
239000003814 drug Substances 0.000 description 3
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PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 3
150000002576 ketones Chemical class 0.000 description 3
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DJCIBSAEJCTZRJ-JTQLQIEISA-N (2s)-2-(cyclohexyloxycarbonylamino)-3-methylbutanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NC(=O)OC1CCCCC1 DJCIBSAEJCTZRJ-JTQLQIEISA-N 0.000 description 2
YOETUEMZNOLGDB-UHFFFAOYSA-N 2-methylpropyl carbonochloridate Chemical compound CC(C)COC(Cl)=O YOETUEMZNOLGDB-UHFFFAOYSA-N 0.000 description 2
VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 description 2
LTPVSOCPYWDIFU-UHFFFAOYSA-N 4-methoxyphenylethylamine Chemical compound COC1=CC=C(CCN)C=C1 LTPVSOCPYWDIFU-UHFFFAOYSA-N 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
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IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
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XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical class [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
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LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
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241000233622 Phytophthora infestans Species 0.000 description 2
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229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
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150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
150000001408 amides Chemical class 0.000 description 2
150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
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150000001805 chlorine compounds Chemical class 0.000 description 2
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JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
150000004656 dimethylamines Chemical class 0.000 description 2
231100000676 disease causative agent Toxicity 0.000 description 2
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CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 description 2
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UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
238000000926 separation method Methods 0.000 description 2
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239000004094 surface-active agent Substances 0.000 description 2
150000003512 tertiary amines Chemical class 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
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FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
239000004474 valine Substances 0.000 description 2
MIOPJNTWMNEORI-GMSGAONNSA-N (S)-camphorsulfonic acid Chemical compound C1C[C@@]2(CS(O)(=O)=O)C(=O)C[C@@H]1C2(C)C MIOPJNTWMNEORI-GMSGAONNSA-N 0.000 description 1
JTDGKQNNPKXKII-UHFFFAOYSA-N 1-(4-methoxyphenyl)ethanamine Chemical compound COC1=CC=C(C(C)N)C=C1 JTDGKQNNPKXKII-UHFFFAOYSA-N 0.000 description 1
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QJCNLJWUIOIMMF-UHFFFAOYSA-N 3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid Chemical compound CCC(C)C(C(O)=O)NC(=O)OC(C)(C)C QJCNLJWUIOIMMF-UHFFFAOYSA-N 0.000 description 1
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Classifications

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- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- C—CHEMISTRY; METALLURGY
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- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
- A—HUMAN NECESSITIES
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- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
- A01N37/46—N-acyl derivatives
- 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
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/84—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,4
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
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- A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
- A—HUMAN NECESSITIES
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- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/18—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, directly attached to a heterocyclic or cycloaliphatic ring
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C271/22—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
- C07C323/39—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom
- C07C323/40—Y being a hydrogen or a carbon atom
- C07C323/41—Y being a hydrogen or an acyclic carbon atom
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated

Landscapes

Life Sciences & Earth Sciences (AREA)
Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Environmental Sciences (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Plant Pathology (AREA)
Pest Control & Pesticides (AREA)
Agronomy & Crop Science (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Pyridine Compounds (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Plural Heterocyclic Compounds (AREA)

DD90340578A 1989-05-13 1990-05-11 Fungizide mittel sowie substituierte aminosaeureamid-derivate und deren herstellung DD299638A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE3915755A DE3915755A1 (de)	1989-05-13	1989-05-13	Fungizide mittel sowie substituierte aminosaeureamid-derivate und deren herstellung

Publications (1)

Publication Number	Publication Date
DD299638A5 true DD299638A5 (de)	1992-04-30

Family

ID=6380658

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD90340578A DD299638A5 (de)	1989-05-13	1990-05-11	Fungizide mittel sowie substituierte aminosaeureamid-derivate und deren herstellung

Country Status (14)

Country	Link
US (3)	US5210084A (es)
EP (1)	EP0398072B1 (es)
JP (1)	JP2867367B2 (es)
KR (1)	KR0167336B1 (es)
BR (1)	BR9002200A (es)
DD (1)	DD299638A5 (es)
DE (2)	DE3915755A1 (es)
ES (1)	ES2067589T3 (es)
GR (1)	GR3015610T3 (es)
HU (1)	HU206945B (es)
IE (1)	IE65097B1 (es)
IL (1)	IL94348A (es)
PT (1)	PT93962B (es)
ZA (1)	ZA903605B (es)

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MY126446A (en)	1998-05-13	2006-10-31	Mitsui Chemicals Incorporated	Crystalline polyimide for melt molding having good thermal stability
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CA2360740A1 (en)	1999-03-02	2000-09-08	Boehringer Ingelheim Pharmaceuticals, Inc.	Compounds useful as reversible inhibitors of cathepsin s
EP1185173B1 (en) *	1999-06-14	2003-05-28	Syngenta Participations AG	Fungicidal combinations
US6420364B1 (en)	1999-09-13	2002-07-16	Boehringer Ingelheim Pharmaceuticals, Inc.	Compound useful as reversible inhibitors of cysteine proteases
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BR0206553A (pt) *	2001-01-22	2004-06-22	Basf Ag	Misturas fungicidas, método para combater fungos nocivos, e, agente fungicida
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1989
- 1989-05-13 DE DE3915755A patent/DE3915755A1/de not_active Withdrawn
1990
- 1990-04-25 US US07/514,919 patent/US5210084A/en not_active Expired - Lifetime
- 1990-05-01 DE DE59008394T patent/DE59008394D1/de not_active Expired - Lifetime
- 1990-05-01 ES ES90108285T patent/ES2067589T3/es not_active Expired - Lifetime
- 1990-05-01 EP EP90108285A patent/EP0398072B1/de not_active Expired - Lifetime
- 1990-05-04 PT PT93962A patent/PT93962B/pt not_active IP Right Cessation
- 1990-05-10 IL IL9434890A patent/IL94348A/en not_active IP Right Cessation
- 1990-05-10 KR KR1019900006599A patent/KR0167336B1/ko not_active Expired - Fee Related
- 1990-05-11 IE IE171290A patent/IE65097B1/en not_active IP Right Cessation
- 1990-05-11 JP JP2120185A patent/JP2867367B2/ja not_active Expired - Lifetime
- 1990-05-11 BR BR909002200A patent/BR9002200A/pt not_active IP Right Cessation
- 1990-05-11 ZA ZA903605A patent/ZA903605B/xx unknown
- 1990-05-11 DD DD90340578A patent/DD299638A5/de not_active IP Right Cessation
- 1990-05-11 HU HU903009A patent/HU206945B/hu unknown
1993
- 1993-02-25 US US08/023,241 patent/US5411987A/en not_active Expired - Lifetime
1994
- 1994-11-21 US US08/343,381 patent/US5516786A/en not_active Expired - Lifetime
1995
- 1995-03-23 GR GR950400686T patent/GR3015610T3/el unknown

Also Published As

Publication number	Publication date
IE901712L (en)	1990-11-13
PT93962A (pt)	1991-01-08
KR900017476A (ko)	1990-12-19
HU206945B (en)	1993-03-01
GR3015610T3 (en)	1995-06-30
US5516786A (en)	1996-05-14
BR9002200A (pt)	1991-08-13
HU903009D0 (en)	1990-09-28
PT93962B (pt)	1996-12-31
JPH035451A (ja)	1991-01-11
IE65097B1 (en)	1995-10-04
HUT54275A (en)	1991-02-28
IL94348A (en)	1994-04-12
EP0398072A2 (de)	1990-11-22
US5411987A (en)	1995-05-02
KR0167336B1 (ko)	1999-01-15
ZA903605B (en)	1991-02-27
EP0398072A3 (de)	1992-01-02
DE3915755A1 (de)	1990-11-29
US5210084A (en)	1993-05-11
ES2067589T3 (es)	1995-04-01
EP0398072B1 (de)	1995-02-01
DE59008394D1 (de)	1995-03-16
JP2867367B2 (ja)	1999-03-08
IL94348A0 (en)	1991-03-10

Legal Events

Date	Code	Title	Description
1996-06-20	ENJ	Ceased due to non-payment of renewal fee

Publication	Publication Date	Title
EP0398072B1 (de)	1995-02-01	Aminosäureamid-Derivate
EP0472996B1 (de)	1995-02-01	Substituierte Valinamid-Derivate
EP0206004B1 (de)	1993-04-28	E-Isomere von N alpha-(2-Cyan-2-alkoximino-acetyl)-amino-säurederivaten und -peptiden
EP0425925B1 (de)	1994-08-03	Substituierte Aminosäureamid-Derivate, deren Herstellung und Verwendung
EP0628540A1 (de)	1994-12-14	2-Oximino-2-phenyl-acetamide
EP0496239B1 (de)	1995-10-11	Substituierte Aminosäureamid-Derivate deren Herstellung und Verwendung als Fungizide
EP0485794B1 (de)	1995-08-09	Substituierte Aminosäureamid-Derivate, deren Herstellung und Verwendung
EP0294667B1 (de)	1993-03-17	(2-Cyan-2-oximinoacetyl)-aminosäure-Derivate
EP0554729A1 (de)	1993-08-11	Substituierte Aminosäureamide
DE3625497A1 (de)	1988-02-11	E/z-isomerengemische und reine z-isomere von n(pfeil hoch)(alpha)(pfeil hoch)-(2-cyan-2-alkoximinoacetyl)-aminosaeurederivaten und -peptiden
EP0477639B1 (de)	1995-04-12	Substituierte Aminosäureamid-Derivate deren Herstellung und Verwendung
EP0546387B1 (de)	1996-01-31	Substituierte Oximetheramide
EP0294668B1 (de)	1993-04-07	(2-Cyan-2-oximinoacetyl)-aminosäure-Derivate
DE3625460A1 (de)	1988-02-04	N-(2-cyan-2-oximinoacetyl)-aminonitrile
DE4327596A1 (de)	1995-02-23	3-Methoxy-2-phenyl-acrylsäuremethylester
EP0398059B1 (de)	1993-08-25	Cyclopropanoylaminosäureamid-Derivate
DE3728277A1 (de)	1989-03-09	N,n'-diacylaminale
EP0319712A1 (de)	1989-06-14	N-Substituierte Dichlormaleinimide
DE3719225A1 (de)	1988-12-22	(2-cyan-2-methoximinoacetyl)-aminosaeure- derivate
DD247370A5 (de)	1987-07-08	Schaedlingsbekaempfungsmittel