ZA200501457B - Subsituted heterocyclylpyrimidines - Google Patents
Subsituted heterocyclylpyrimidines Download PDFInfo
- Publication number
- ZA200501457B ZA200501457B ZA200501457A ZA200501457A ZA200501457B ZA 200501457 B ZA200501457 B ZA 200501457B ZA 200501457 A ZA200501457 A ZA 200501457A ZA 200501457 A ZA200501457 A ZA 200501457A ZA 200501457 B ZA200501457 B ZA 200501457B
- Authority
- ZA
- South Africa
- Prior art keywords
- case
- cyano
- carbon atoms
- fluorine
- alkyl
- Prior art date
Links
- -1 cyano, carboxyl Chemical group 0.000 claims description 366
- 125000004432 carbon atom Chemical group C* 0.000 claims description 54
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical group [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 46
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 38
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 37
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 35
- 229910052736 halogen Inorganic materials 0.000 claims description 30
- 150000002367 halogens Chemical class 0.000 claims description 30
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 29
- 150000001875 compounds Chemical class 0.000 claims description 29
- 229910052731 fluorine Chemical group 0.000 claims description 28
- 239000011737 fluorine Chemical group 0.000 claims description 28
- 239000000460 chlorine Substances 0.000 claims description 26
- 125000000217 alkyl group Chemical group 0.000 claims description 25
- 229910052801 chlorine Inorganic materials 0.000 claims description 25
- 125000001544 thienyl group Chemical group 0.000 claims description 25
- 125000002541 furyl group Chemical group 0.000 claims description 23
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 21
- 229910052794 bromium Inorganic materials 0.000 claims description 21
- 125000000304 alkynyl group Chemical group 0.000 claims description 20
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 20
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 20
- 229910052739 hydrogen Inorganic materials 0.000 claims description 20
- 239000001257 hydrogen Substances 0.000 claims description 20
- 125000001495 ethyl group Chemical class [H]C([H])([H])C([H])([H])* 0.000 claims description 19
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 19
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 18
- 125000002496 methyl group Chemical class [H]C([H])([H])* 0.000 claims description 18
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims description 17
- 125000001424 substituent group Chemical group 0.000 claims description 17
- 125000001449 isopropyl group Chemical class [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 16
- 125000004123 n-propyl group Chemical class [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 16
- 125000000959 isobutyl group Chemical class [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 15
- 125000004108 n-butyl group Chemical class [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 15
- 125000002914 sec-butyl group Chemical class [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 15
- 125000000999 tert-butyl group Chemical class [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 15
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 13
- 125000002950 monocyclic group Chemical group 0.000 claims description 13
- 229920006395 saturated elastomer Polymers 0.000 claims description 13
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 12
- 125000002618 bicyclic heterocycle group Chemical group 0.000 claims description 12
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 12
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 12
- 125000003342 alkenyl group Chemical group 0.000 claims description 11
- 125000003545 alkoxy group Chemical group 0.000 claims description 11
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 10
- 125000005092 alkenyloxycarbonyl group Chemical group 0.000 claims description 10
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims description 10
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims description 10
- 125000003282 alkyl amino group Chemical group 0.000 claims description 10
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 10
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 10
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 10
- 125000004656 alkyl sulfonylamino group Chemical group 0.000 claims description 10
- 125000005278 alkyl sulfonyloxy group Chemical group 0.000 claims description 10
- 125000004414 alkyl thio group Chemical group 0.000 claims description 10
- 125000005133 alkynyloxy group Chemical group 0.000 claims description 10
- 125000005225 alkynyloxycarbonyl group Chemical group 0.000 claims description 10
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 10
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 10
- 125000004473 dialkylaminocarbonyl group Chemical group 0.000 claims description 10
- 125000004472 dialkylaminosulfonyl group Chemical group 0.000 claims description 10
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 9
- 125000006125 ethylsulfonyl group Chemical group 0.000 claims description 9
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 9
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 9
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 claims description 8
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 8
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 claims description 8
- 125000000480 butynyl group Chemical group [*]C#CC([H])([H])C([H])([H])[H] 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 125000004775 chlorodifluoromethyl group Chemical group FC(F)(Cl)* 0.000 claims description 8
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 8
- 125000004850 cyclobutylmethyl group Chemical group C1(CCC1)C* 0.000 claims description 8
- 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 claims description 8
- 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 8
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 8
- 125000002433 cyclopentenyl group Chemical group C1(=CCCC1)* 0.000 claims description 8
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 8
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 8
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims description 8
- 125000004772 dichloromethyl group Chemical group [H]C(Cl)(Cl)* 0.000 claims description 8
- 125000006263 dimethyl aminosulfonyl group Chemical group [H]C([H])([H])N(C([H])([H])[H])S(*)(=O)=O 0.000 claims description 8
- 125000006260 ethylaminocarbonyl group Chemical group [H]N(C(*)=O)C([H])([H])C([H])([H])[H] 0.000 claims description 8
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims description 8
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 claims description 8
- 125000001501 propionyl group Chemical class O=C([*])C([H])([H])C([H])([H])[H] 0.000 claims description 8
- 125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 claims description 8
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 claims description 8
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 8
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 8
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims description 7
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims description 7
- 125000004851 cyclopentylmethyl group Chemical group C1(CCCC1)C* 0.000 claims description 7
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims description 7
- 229910052740 iodine Inorganic materials 0.000 claims description 7
- 239000011630 iodine Substances 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- 125000002757 morpholinyl group Chemical group 0.000 claims description 7
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 7
- 125000002098 pyridazinyl group Chemical group 0.000 claims description 7
- 125000000168 pyrrolyl group Chemical group 0.000 claims description 7
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims description 7
- 125000000335 thiazolyl group Chemical group 0.000 claims description 7
- 125000001425 triazolyl group Chemical group 0.000 claims description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 6
- 241000607479 Yersinia pestis Species 0.000 claims description 6
- 125000004618 benzofuryl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims description 6
- 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 claims description 6
- 125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims description 6
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims description 6
- 125000001715 oxadiazolyl group Chemical group 0.000 claims description 6
- 125000002971 oxazolyl group Chemical group 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- 239000001301 oxygen Substances 0.000 claims description 6
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 6
- 125000003386 piperidinyl group Chemical group 0.000 claims description 6
- 125000003373 pyrazinyl group Chemical group 0.000 claims description 6
- 125000004076 pyridyl group Chemical group 0.000 claims description 6
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 6
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 6
- 125000001422 pyrrolinyl group Chemical group 0.000 claims description 6
- 229910052717 sulfur Inorganic materials 0.000 claims description 6
- 125000004434 sulfur atom Chemical group 0.000 claims description 6
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims description 6
- 125000003831 tetrazolyl group Chemical group 0.000 claims description 6
- 125000001113 thiadiazolyl group Chemical group 0.000 claims description 6
- 125000000464 thioxo group Chemical group S=* 0.000 claims description 6
- 125000000623 heterocyclic group Chemical group 0.000 claims description 5
- 125000000842 isoxazolyl group Chemical group 0.000 claims description 5
- 125000002755 pyrazolinyl group Chemical group 0.000 claims description 5
- 125000004450 alkenylene group Chemical group 0.000 claims description 4
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- 125000005605 benzo group Chemical group 0.000 claims description 4
- 239000003085 diluting agent Substances 0.000 claims description 4
- 125000001153 fluoro group Chemical group F* 0.000 claims description 4
- 125000002883 imidazolyl group Chemical group 0.000 claims description 4
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- 239000000575 pesticide Substances 0.000 claims description 4
- JAFVVKTZAUYJSF-UHFFFAOYSA-N N#CO[S+](C#N)F Chemical compound N#CO[S+](C#N)F JAFVVKTZAUYJSF-UHFFFAOYSA-N 0.000 claims description 2
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 239000004606 Fillers/Extenders Substances 0.000 claims 1
- TURAMGVWNUTQKH-UHFFFAOYSA-N propa-1,2-dien-1-one Chemical class C=C=C=O TURAMGVWNUTQKH-UHFFFAOYSA-N 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- 150000003230 pyrimidines Chemical class 0.000 description 4
- 241001465754 Metazoa Species 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- 241000244206 Nematoda Species 0.000 description 2
- WSIDFIREQDHYPW-UHFFFAOYSA-N 4-bromo-1,1-difluorobut-1-ene Chemical compound FC(F)=CCCBr WSIDFIREQDHYPW-UHFFFAOYSA-N 0.000 description 1
- KJPRQQYQQGMSKD-UHFFFAOYSA-N 4-chloro-6-methyl-2-(3,4,4-trifluorobut-3-enylsulfanyl)pyrimidine Chemical compound CC1=CC(Cl)=NC(SCCC(F)=C(F)F)=N1 KJPRQQYQQGMSKD-UHFFFAOYSA-N 0.000 description 1
- UPVNBRCSYKXAJY-UHFFFAOYSA-N 6-pyridin-2-yl-1h-pyrimidine-2-thione Chemical compound N1C(=S)N=CC=C1C1=CC=CC=N1 UPVNBRCSYKXAJY-UHFFFAOYSA-N 0.000 description 1
- 241000239223 Arachnida Species 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 150000001204 N-oxides Chemical class 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000002619 bicyclic group Chemical group 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 125000001183 hydrocarbyl group Chemical group 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000000956 methoxy group Chemical class [H]C([H])([H])O* 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10238725A DE10238725A1 (de) | 2002-08-23 | 2002-08-23 | Substituierte Heterocyclypyrimidine |
Publications (1)
Publication Number | Publication Date |
---|---|
ZA200501457B true ZA200501457B (en) | 2006-04-26 |
Family
ID=31197289
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ZA200501457A ZA200501457B (en) | 2002-08-23 | 2005-02-18 | Subsituted heterocyclylpyrimidines |
Country Status (18)
Country | Link |
---|---|
US (1) | US20060106042A1 (de) |
EP (1) | EP1534701A1 (de) |
JP (1) | JP2006508059A (de) |
KR (1) | KR20050032586A (de) |
CN (1) | CN1688571A (de) |
AU (1) | AU2003271560A1 (de) |
BR (1) | BR0313751A (de) |
CA (1) | CA2496306A1 (de) |
CR (1) | CR7678A (de) |
DE (1) | DE10238725A1 (de) |
HR (1) | HRP20050270A2 (de) |
IL (1) | IL166740A0 (de) |
MX (1) | MXPA05001962A (de) |
NO (1) | NO20051500D0 (de) |
PL (1) | PL375550A1 (de) |
RU (1) | RU2005108352A (de) |
WO (1) | WO2004026858A1 (de) |
ZA (1) | ZA200501457B (de) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP5498392B2 (ja) | 2007-11-30 | 2014-05-21 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | 1,5−ジヒドロ−ピラゾロ[3,4−d]ピリミジン−4−オン誘導体及びcns障害の治療のためのpde9aモジュレーターとしてのそれらの使用 |
UA105362C2 (en) | 2008-04-02 | 2014-05-12 | Бьорингер Ингельхайм Интернациональ Гмбх | 1-heterocyclyl-1, 5-dihydro-pyrazolo [3, 4-d] pyrimidin-4-one derivatives and their use as pde9a modulators |
KR20110063447A (ko) | 2008-09-08 | 2011-06-10 | 베링거 인겔하임 인터내셔날 게엠베하 | 피라졸로피리미딘 및 cns 장애의 치료를 위한 이들의 용도 |
AU2010220293B2 (en) | 2009-03-04 | 2014-09-11 | Basf Se | 3-arylquinazolin-4-one compounds for combating invertebrate pests |
KR20120003868A (ko) | 2009-03-31 | 2012-01-11 | 베링거 인겔하임 인터내셔날 게엠베하 | 1―헤테로사이클릴―1,5―디하이드로―피라졸로[3,4―d]피리미딘―4―온 유도체 및 pde9a 조절인자로서의 이의 용도 |
KR101123178B1 (ko) * | 2009-04-09 | 2012-06-13 | (주)에스메디 | 2-아릴벤조싸이오펜 유도체 또는 이의 약학적으로 허용가능한 염, 이의 제조방법 및 이를 유효성분으로 함유하는 퇴행성 뇌질환의 진단 또는 치료용 약학적 조성물 |
BR112013003097B1 (pt) | 2010-08-12 | 2021-03-16 | Boehringer Ingelheim International Gmbh | 6-cicloalquil-pirazolopirimidinonas e composição farmacêutica |
US8809345B2 (en) | 2011-02-15 | 2014-08-19 | Boehringer Ingelheim International Gmbh | 6-cycloalkyl-pyrazolopyrimidinones for the treatment of CNS disorders |
EP3363786A1 (de) * | 2017-02-15 | 2018-08-22 | Merck Patent GmbH | Verbindungen für optisch aktive vorrichtungen |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE58904307D1 (de) * | 1988-03-19 | 1993-06-17 | Hoechst Ag | Verfahren zur herstellung von ungesaettigten halogenierten kohlenwasserstoffen. |
GB9205484D0 (en) * | 1991-03-28 | 1992-04-29 | Ici Plc | Heterocyclic compounds |
GB9219635D0 (en) * | 1992-09-16 | 1992-10-28 | Ici Plc | Heterocyclic compounds |
JP3472304B2 (ja) * | 1993-08-05 | 2003-12-02 | シンジェンタ リミテッド | フルオロアテニルチオ複素環誘導体の製造方法 |
IL112721A0 (en) * | 1994-03-10 | 1995-05-26 | Zeneca Ltd | Azole derivatives |
GB9510459D0 (en) * | 1995-05-24 | 1995-07-19 | Zeneca Ltd | Bicyclic amines |
US6080772A (en) * | 1995-06-07 | 2000-06-27 | Sugen, Inc. | Thiazole compounds and methods of modulating signal transduction |
DE19605585A1 (de) * | 1996-02-15 | 1997-08-21 | Bayer Ag | Verfahren zur Herstellung eines Gemisches aus Cyclohexylamin und Dicyclohexylamin |
GB9624611D0 (en) * | 1996-11-26 | 1997-01-15 | Zeneca Ltd | Bicyclic amine compounds |
EP0944627B1 (de) * | 1996-11-26 | 2004-02-18 | Syngenta Limited | 8-azabicyclo 3.2.1]octan-, 8-azabicyclo 3.2.1]oct-6-en-, 9-azabicyclo 3.3.1]nonan-, 9-aza-3-oxabicyclo 3.3.1]nonan- und 9-aza-3-thiabicyclo 3.3.1]nonan-derivate, ihre herstellung und ihre verwendung als insektizide |
-
2002
- 2002-08-23 DE DE10238725A patent/DE10238725A1/de not_active Withdrawn
-
2003
- 2003-08-11 RU RU2005108352/04A patent/RU2005108352A/ru not_active Application Discontinuation
- 2003-08-11 EP EP03753355A patent/EP1534701A1/de not_active Withdrawn
- 2003-08-11 AU AU2003271560A patent/AU2003271560A1/en not_active Abandoned
- 2003-08-11 US US10/524,438 patent/US20060106042A1/en not_active Abandoned
- 2003-08-11 JP JP2004536934A patent/JP2006508059A/ja active Pending
- 2003-08-11 BR BR0313751-1A patent/BR0313751A/pt not_active Application Discontinuation
- 2003-08-11 CA CA002496306A patent/CA2496306A1/en not_active Abandoned
- 2003-08-11 PL PL03375550A patent/PL375550A1/xx not_active Application Discontinuation
- 2003-08-11 KR KR1020057001913A patent/KR20050032586A/ko not_active Application Discontinuation
- 2003-08-11 CN CNA038246082A patent/CN1688571A/zh active Pending
- 2003-08-11 MX MXPA05001962A patent/MXPA05001962A/es not_active Application Discontinuation
- 2003-08-11 WO PCT/EP2003/008881 patent/WO2004026858A1/de not_active Application Discontinuation
-
2005
- 2005-02-08 IL IL16674005A patent/IL166740A0/xx unknown
- 2005-02-09 CR CR7678A patent/CR7678A/es not_active Application Discontinuation
- 2005-02-18 ZA ZA200501457A patent/ZA200501457B/en unknown
- 2005-03-21 HR HR20050270A patent/HRP20050270A2/xx not_active Application Discontinuation
- 2005-03-21 NO NO20051500A patent/NO20051500D0/no not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
JP2006508059A (ja) | 2006-03-09 |
HRP20050270A2 (en) | 2006-07-31 |
CA2496306A1 (en) | 2004-04-01 |
NO20051500L (no) | 2005-03-21 |
KR20050032586A (ko) | 2005-04-07 |
PL375550A1 (en) | 2005-11-28 |
CR7678A (es) | 2005-09-02 |
DE10238725A1 (de) | 2004-03-04 |
RU2005108352A (ru) | 2005-08-27 |
BR0313751A (pt) | 2005-06-21 |
NO20051500D0 (no) | 2005-03-21 |
WO2004026858A1 (de) | 2004-04-01 |
AU2003271560A1 (en) | 2004-04-08 |
CN1688571A (zh) | 2005-10-26 |
IL166740A0 (en) | 2006-01-15 |
EP1534701A1 (de) | 2005-06-01 |
US20060106042A1 (en) | 2006-05-18 |
MXPA05001962A (es) | 2005-04-28 |
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