RU2001112421A - Benzoylcyclohexanedione, a method for their preparation and their use as herbicides and plant growth regulators - Google Patents
Benzoylcyclohexanedione, a method for their preparation and their use as herbicides and plant growth regulatorsInfo
- Publication number
- RU2001112421A RU2001112421A RU2001112421/04A RU2001112421A RU2001112421A RU 2001112421 A RU2001112421 A RU 2001112421A RU 2001112421/04 A RU2001112421/04 A RU 2001112421/04A RU 2001112421 A RU2001112421 A RU 2001112421A RU 2001112421 A RU2001112421 A RU 2001112421A
- Authority
- RU
- Russia
- Prior art keywords
- alkyl
- carbon atoms
- amino
- optionally substituted
- mono
- Prior art date
Links
- XKLPBDMZJSWRBL-UHFFFAOYSA-N 3-benzoylcyclohexane-1,2-dione Chemical compound C=1C=CC=CC=1C(=O)C1CCCC(=O)C1=O XKLPBDMZJSWRBL-UHFFFAOYSA-N 0.000 title claims 8
- 239000004009 herbicide Substances 0.000 title claims 5
- 230000002363 herbicidal Effects 0.000 title 1
- 239000005648 plant growth regulator Substances 0.000 title 1
- 125000004432 carbon atoms Chemical group C* 0.000 claims 164
- 125000000217 alkyl group Chemical group 0.000 claims 37
- 125000003545 alkoxy group Chemical group 0.000 claims 27
- -1 hydroxy, thio, amino Chemical group 0.000 claims 27
- 125000000304 alkynyl group Chemical group 0.000 claims 25
- 125000003342 alkenyl group Chemical group 0.000 claims 24
- 229910052736 halogen Inorganic materials 0.000 claims 21
- 150000002367 halogens Chemical class 0.000 claims 20
- 229910052739 hydrogen Inorganic materials 0.000 claims 18
- 239000001257 hydrogen Substances 0.000 claims 18
- 125000000753 cycloalkyl group Chemical group 0.000 claims 17
- 150000002431 hydrogen Chemical class 0.000 claims 15
- 125000004414 alkyl thio group Chemical group 0.000 claims 14
- 125000001188 haloalkyl group Chemical group 0.000 claims 14
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 14
- 125000004093 cyano group Chemical group *C#N 0.000 claims 13
- 125000004438 haloalkoxy group Chemical group 0.000 claims 13
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 11
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 11
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 10
- 125000004441 haloalkylsulfonyl group Chemical group 0.000 claims 10
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 9
- 125000003118 aryl group Chemical group 0.000 claims 9
- 125000004995 haloalkylthio group Chemical group 0.000 claims 8
- 125000003710 aryl alkyl group Chemical group 0.000 claims 7
- 125000005291 haloalkenyloxy group Chemical group 0.000 claims 7
- 125000004692 haloalkylcarbonyl group Chemical group 0.000 claims 7
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 7
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims 6
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims 6
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 6
- 125000004440 haloalkylsulfinyl group Chemical group 0.000 claims 6
- 125000000232 haloalkynyl group Chemical group 0.000 claims 6
- 229910052760 oxygen Inorganic materials 0.000 claims 6
- 125000004656 alkyl sulfonylamino group Chemical group 0.000 claims 5
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims 5
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 5
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 5
- 125000004473 dialkylaminocarbonyl group Chemical group 0.000 claims 5
- 125000000262 haloalkenyl group Chemical group 0.000 claims 5
- 125000001072 heteroaryl group Chemical group 0.000 claims 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 5
- 229910052717 sulfur Inorganic materials 0.000 claims 5
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 4
- 125000005194 alkoxycarbonyloxy group Chemical group 0.000 claims 4
- 125000002947 alkylene group Chemical group 0.000 claims 4
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 4
- 125000005099 aryl alkyl carbonyl group Chemical group 0.000 claims 4
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims 4
- 125000005161 aryl oxy carbonyl group Chemical group 0.000 claims 4
- 125000005110 aryl thio group Chemical group 0.000 claims 4
- 125000004104 aryloxy group Chemical group 0.000 claims 4
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 4
- 150000001875 compounds Chemical class 0.000 claims 4
- 125000004465 cycloalkenyloxy group Chemical group 0.000 claims 4
- 125000006254 cycloalkyl carbonyl group Chemical group 0.000 claims 4
- 125000005112 cycloalkylalkoxy group Chemical group 0.000 claims 4
- 125000004472 dialkylaminosulfonyl group Chemical group 0.000 claims 4
- 125000004993 haloalkoxycarbonyl group Chemical group 0.000 claims 4
- 125000005223 heteroarylcarbonyl group Chemical group 0.000 claims 4
- 125000005842 heteroatoms Chemical group 0.000 claims 4
- 125000006517 heterocyclyl carbonyl group Chemical group 0.000 claims 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims 4
- 125000005090 alkenylcarbonyl group Chemical group 0.000 claims 3
- 125000005092 alkenyloxycarbonyl group Chemical group 0.000 claims 3
- 125000005087 alkynylcarbonyl group Chemical group 0.000 claims 3
- 125000006598 aminocarbonylamino group Chemical group 0.000 claims 3
- 125000004659 aryl alkyl thio group Chemical group 0.000 claims 3
- 125000005129 aryl carbonyl group Chemical group 0.000 claims 3
- 125000005199 aryl carbonyloxy group Chemical group 0.000 claims 3
- 125000005162 aryl oxy carbonyl amino group Chemical group 0.000 claims 3
- 125000005135 aryl sulfinyl group Chemical group 0.000 claims 3
- 125000005279 aryl sulfonyloxy group Chemical group 0.000 claims 3
- 125000005200 aryloxy carbonyloxy group Chemical group 0.000 claims 3
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 3
- 239000000460 chlorine Chemical group 0.000 claims 3
- 229910052801 chlorine Inorganic materials 0.000 claims 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 3
- 125000006310 cycloalkyl amino group Chemical group 0.000 claims 3
- 125000005366 cycloalkylthio group Chemical group 0.000 claims 3
- 125000005292 haloalkynyloxy group Chemical group 0.000 claims 3
- 125000005226 heteroaryloxycarbonyl group Chemical group 0.000 claims 3
- 125000005143 heteroarylsulfonyl group Chemical group 0.000 claims 3
- 125000005419 heteroarylsulfonylamino group Chemical group 0.000 claims 3
- 125000000623 heterocyclic group Chemical group 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 229910005965 SO 2 Inorganic materials 0.000 claims 2
- 125000003302 alkenyloxy group Chemical group 0.000 claims 2
- 125000005136 alkenylsulfinyl group Chemical group 0.000 claims 2
- 125000005108 alkenylthio group Chemical group 0.000 claims 2
- 125000005078 alkoxycarbonylalkyl group Chemical group 0.000 claims 2
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 claims 2
- 125000005278 alkyl sulfonyloxy group Chemical group 0.000 claims 2
- 125000005133 alkynyloxy group Chemical group 0.000 claims 2
- 125000005225 alkynyloxycarbonyl group Chemical group 0.000 claims 2
- 125000005139 alkynylsulfonyl group Chemical group 0.000 claims 2
- 125000005109 alkynylthio group Chemical group 0.000 claims 2
- 125000005098 aryl alkoxy carbonyl group Chemical group 0.000 claims 2
- 125000004657 aryl sulfonyl amino group Chemical group 0.000 claims 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 2
- 125000005356 cycloalkylalkenyl group Chemical group 0.000 claims 2
- 125000005201 cycloalkylcarbonyloxy group Chemical group 0.000 claims 2
- 125000004663 dialkyl amino group Chemical group 0.000 claims 2
- 125000004986 diarylamino group Chemical group 0.000 claims 2
- 229910052731 fluorine Inorganic materials 0.000 claims 2
- 239000011737 fluorine Chemical group 0.000 claims 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N fluorine atom Chemical group [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims 2
- 125000005221 halo alkyl carbonyl amino group Chemical group 0.000 claims 2
- 125000006812 haloalkenylaminocarbonyl group Chemical group 0.000 claims 2
- 125000006776 haloalkenylcarbonyl group Chemical group 0.000 claims 2
- 125000004443 haloalkoxycarbonylamino group Chemical group 0.000 claims 2
- 125000005203 haloalkylcarbonyloxy group Chemical group 0.000 claims 2
- 125000006814 haloalkynylaminocarbonyl group Chemical group 0.000 claims 2
- 125000006779 haloalkynylcarbonyl group Chemical group 0.000 claims 2
- 125000006785 haloalkynyloxycarbonyl group Chemical group 0.000 claims 2
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 2
- 125000005553 heteroaryloxy group Chemical group 0.000 claims 2
- 125000005368 heteroarylthio group Chemical group 0.000 claims 2
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims 2
- 125000005844 heterocyclyloxy group Chemical group 0.000 claims 2
- 125000004468 heterocyclylthio group Chemical group 0.000 claims 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 2
- 239000011630 iodine Chemical group 0.000 claims 2
- 229910052740 iodine Chemical group 0.000 claims 2
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical group II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Chemical group 0.000 claims 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical group O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims 2
- OAICVXFJPJFONN-UHFFFAOYSA-N phosphorus Chemical group [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 2
- 229910052698 phosphorus Inorganic materials 0.000 claims 2
- 239000011574 phosphorus Substances 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- 125000003107 substituted aryl group Chemical group 0.000 claims 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 2
- 239000011593 sulfur Chemical group 0.000 claims 2
- 239000000654 additive Substances 0.000 claims 1
- 150000001336 alkenes Chemical class 0.000 claims 1
- 125000006323 alkenyl amino group Chemical group 0.000 claims 1
- 125000005193 alkenylcarbonyloxy group Chemical group 0.000 claims 1
- 125000005137 alkenylsulfonyl group Chemical group 0.000 claims 1
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 claims 1
- 125000006319 alkynyl amino group Chemical group 0.000 claims 1
- 125000005198 alkynylcarbonyloxy group Chemical group 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 125000005097 aminocarbonylalkyl group Chemical group 0.000 claims 1
- 125000005140 aralkylsulfonyl group Chemical group 0.000 claims 1
- 125000005018 aryl alkenyl group Chemical group 0.000 claims 1
- 125000005015 aryl alkynyl group Chemical group 0.000 claims 1
- 125000004429 atoms Chemical group 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 125000006797 haloalkoxycarbonyloxy group Chemical group 0.000 claims 1
- 125000004447 heteroarylalkenyl group Chemical group 0.000 claims 1
- 125000005114 heteroarylalkoxy group Chemical group 0.000 claims 1
- 125000005367 heteroarylalkylthio group Chemical group 0.000 claims 1
- 125000005312 heteroarylalkynyl group Chemical group 0.000 claims 1
- 125000005222 heteroarylaminocarbonyl group Chemical group 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 1
- 125000005958 tetrahydrothienyl group Chemical group 0.000 claims 1
- 244000045561 useful plants Species 0.000 claims 1
Claims (13)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19846792.3 | 1998-10-10 | ||
DE19846792A DE19846792A1 (en) | 1998-10-10 | 1998-10-10 | New benzoyl-cycloalkanone and benzoyl-cycloalkanedione derivatives useful as herbicides, especially for selective weed control in crops, and plant growth regulators |
Publications (2)
Publication Number | Publication Date |
---|---|
RU2001112421A true RU2001112421A (en) | 2003-05-27 |
RU2237660C2 RU2237660C2 (en) | 2004-10-10 |
Family
ID=7884081
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
RU2001112421A RU2237660C2 (en) | 1998-10-10 | 1999-09-09 | Benzoylcyclohexanediones, herbicide agent and method for control of weeds based on thereof |
Country Status (33)
Country | Link |
---|---|
US (1) | US6376429B1 (en) |
EP (1) | EP1117639B1 (en) |
JP (1) | JP5005852B2 (en) |
KR (1) | KR100687993B1 (en) |
CN (1) | CN1269800C (en) |
AR (1) | AR020739A1 (en) |
AT (1) | ATE284865T1 (en) |
AU (1) | AU759279B2 (en) |
BE (1) | BE2009C051I2 (en) |
BG (1) | BG64949B1 (en) |
BR (1) | BR9914390B1 (en) |
CA (1) | CA2346796C (en) |
CO (1) | CO5210919A1 (en) |
CZ (1) | CZ301408B6 (en) |
DE (2) | DE19846792A1 (en) |
ES (1) | ES2235511T3 (en) |
FR (1) | FR09C0063I2 (en) |
HU (2) | HU229907B1 (en) |
ID (1) | ID28146A (en) |
IL (1) | IL142417A (en) |
IN (1) | IN213045B (en) |
MX (1) | MX219760B (en) |
MY (1) | MY126779A (en) |
PH (1) | PH11999002547B1 (en) |
PL (1) | PL199158B1 (en) |
PT (1) | PT1117639E (en) |
RU (1) | RU2237660C2 (en) |
SK (1) | SK286797B6 (en) |
TR (1) | TR200101036T2 (en) |
TW (1) | TWI253445B (en) |
UA (1) | UA70970C2 (en) |
WO (1) | WO2000021924A1 (en) |
ZA (1) | ZA200102862B (en) |
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-
1998
- 1998-10-10 DE DE19846792A patent/DE19846792A1/en not_active Withdrawn
-
1999
- 1999-09-09 SK SK472-2001A patent/SK286797B6/en not_active IP Right Cessation
- 1999-09-09 UA UA2001053157A patent/UA70970C2/en unknown
- 1999-09-09 WO PCT/EP1999/006627 patent/WO2000021924A1/en active IP Right Grant
- 1999-09-09 CZ CZ20011292A patent/CZ301408B6/en not_active IP Right Cessation
- 1999-09-09 PT PT99946146T patent/PT1117639E/en unknown
- 1999-09-09 JP JP2000575833A patent/JP5005852B2/en not_active Expired - Lifetime
- 1999-09-09 AT AT99946146T patent/ATE284865T1/en active
- 1999-09-09 CN CNB998119547A patent/CN1269800C/en not_active Expired - Lifetime
- 1999-09-09 KR KR1020017004509A patent/KR100687993B1/en not_active IP Right Cessation
- 1999-09-09 PL PL347319A patent/PL199158B1/en unknown
- 1999-09-09 RU RU2001112421A patent/RU2237660C2/en active
- 1999-09-09 DE DE59911289T patent/DE59911289D1/en not_active Expired - Lifetime
- 1999-09-09 TR TR2001/01036T patent/TR200101036T2/en unknown
- 1999-09-09 ID IDW20010793A patent/ID28146A/en unknown
- 1999-09-09 BR BRPI9914390-9A patent/BR9914390B1/en not_active IP Right Cessation
- 1999-09-09 HU HU0103959A patent/HU229907B1/en active Protection Beyond IP Right Term
- 1999-09-09 ES ES99946146T patent/ES2235511T3/en not_active Expired - Lifetime
- 1999-09-09 CA CA002346796A patent/CA2346796C/en not_active Expired - Lifetime
- 1999-09-09 IN IN489CH2001 patent/IN213045B/en unknown
- 1999-09-09 EP EP99946146A patent/EP1117639B1/en not_active Expired - Lifetime
- 1999-09-09 AU AU58616/99A patent/AU759279B2/en not_active Expired
- 1999-10-06 CO CO99063375A patent/CO5210919A1/en not_active Application Discontinuation
- 1999-10-07 TW TW088117321A patent/TWI253445B/en not_active IP Right Cessation
- 1999-10-07 US US09/414,455 patent/US6376429B1/en not_active Expired - Lifetime
- 1999-10-07 AR ARP990105079A patent/AR020739A1/en active IP Right Grant
- 1999-10-08 MY MYPI99004351A patent/MY126779A/en unknown
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2001
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- 2001-04-03 IL IL142417A patent/IL142417A/en not_active IP Right Cessation
- 2001-04-06 ZA ZA200102862A patent/ZA200102862B/en unknown
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2009
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- 2009-12-04 FR FR09C0063C patent/FR09C0063I2/en active Active
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