http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AR-107301-A1
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_173bc2c63b34988699010ba05e5b1376 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A01N43-836 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D473-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D409-14 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D413-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D413-14 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D471-04 |
| filingDate | 2017-01-05^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_239ef5f467a8b1e7f3280cf9013380e0 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_9536ccb3abe49eb4fcec39ace6c068ff http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_a3167b5f38f62663ebe78ec9b3ab679d http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_abf830af79b0a659fd2e53c7c14426d6 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_caa6d472af07d48850f89e47f7aa8e5a |
| publicationDate | 2018-04-18^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | AR-107301-A1 |
| titleOfInvention | MICROBICIDE OXADIAZOL DERIVATIVES |
| abstract | Claim 1: A compound of formula (1), wherein n is 1 or 2; A¹ represents N or CR¹, where R¹ represents hydrogen, halogen, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy or difluoromethoxy; A² represents N or CR², where R² represents hydrogen, halogen, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy or difluoromethoxy; A³ represents N or CR³, where R³ represents hydrogen or halogen; A⁴ represents N or CR⁴, where R⁴ represents hydrogen or halogen; and where 0 or 1 or 2 of A¹, A², A³ and A⁴ are N; R⁵ and R⁶ are independently selected from hydrogen, C₁₋₄ alkyl, halogen, cyano, trifluoromethyl and difluoromethyl or R⁵ and R⁶, together with the carbon atom they share form a cyclopropyl; Z is selected from Z¹, Z², Z³, Z⁴, Z⁵ or Z⁶; where Z¹ represents a heterocyclyl attached to C (R⁵) (R⁶) via a CC bond, where the heterocyclyl moiety is a 5 or 6-membered non-aromatic ring containing 1 nitrogen in the ring system and, optionally, comprises 1, 2 or 3 additional annular members independently selected from the group consisting of O, S, N, NR⁷, C (O) or S (O) ₂, provided that the heterocycle cannot contain 2 contiguous atoms selected from O and S; Z² represents a heteroaryl attached to C (R⁵) (R⁶) via a CC bond, where the heteroaryl moiety is a 5 or 6-membered aromatic ring containing 1 nitrogen atom in the ring system and, optionally, comprises 1, 2 or 3 additional annular members independently selected from the group consisting of O, S, N or NR⁷; R⁷ is hydrogen, C₁₋₄ alkyl, C₁₋₄ alkoxy, formyl, (C₁₋₄ alkyl) carbonyl, (C₁₋₄ alkoxy) carbonyl, N- (C₁₋₄ alkyl) aminocarbonyl, N, N-di (C₁ alkyl ₋₄) aminocarbonyl, (C₁₋₄ alkyl) sulfonyl, N- (C₁₋₂ alkyl) aminosulfonyl or N, N-di (C₁₋₂ alkyl) aminosulfonyl; and where for Z¹ and Z², the heterocyclyl or heteroaryl moiety is optionally substituted with 1, 2 or 3 substituents, which may be identical or different, selected from R⁸; R⁸ represents cyano, halogen, hydroxy, C₁₋₄ alkyl, C₂₋₄ alkenyl, C₂₋₄ alkynyl, C₁₋₄ haloalkyl, C₂₋₄ haloalkenyl, C₁₋₄ alkoxy, C₁₋₄ haloalkoxy, C₃₋₄ alkenyloxy, C₃ alkynyloxy ₋₄, N- (C₁₋₄ alkyl) amino, N, N-di (C₁₋₄ alkyl) amino, (C₁₋₄ alkyl) carbonyl, (C₁₋₄ alkoxy) carbonyl, (C₁₋₄ alkyl) carbonylamino, N- (C₁₋₄ alkyl) aminocarbonyl, N, N-di (C₁₋₄ alkyl) aminocarbonyl or (C₁₋₄ alkoxy) carbonylamino; Z³ represents a heterocyclyl attached to C (R⁵) (R⁶) via a CN bond, where the heterocyclyl moiety is a 5 or 6-membered non-aromatic ring containing 1 nitrogen in the ring system and, optionally, comprises 1, 2 or 3 additional annular members independently selected from the group consisting of O, S, N, NR⁹ or C (= NO-C₁₋₄ alkyl), provided that the heterocycle cannot contain 2 contiguous atoms selected from O and S; Z⁴ represents a heteroaryl attached to C (R⁵) (R⁶) by a C-N bond, where the heteroaryl moiety is a 5-membered aromatic ring containing 1 to 4 nitrogen atoms in the ring system; R⁹ is hydrogen, C₁₋₄ alkyl, C₁₋₄ alkoxy, formyl, (C₁₋₄ alkyl) carbonyl, (C₁₋₄ alkoxy) carbonyl, N- (C₁₋₄ alkyl) aminocarbonyl or N, N-di (C₁ alkyl ₋₄) aminocarbonyl; and where for Z³ and Z⁴, the heterocyclyl or heteroaryl moiety is optionally substituted with 1, 2 or 3 substituents, which may be identical or different, selected from R¹⁰; where R¹⁰ represents: (i) cyano, halogen, hydroxy, amino, C₁₋₄ alkyl, C₂₋₄ alkenyl, C₂₋₄ alkynyl, C₁₋₄ haloalkyl, C₂₋₄ haloalkenyl, C₁₋₄ alkoxy, (C₁₋₄ alkoxy ) (C₁₋₄ alkyl), C₁₋₄ haloalkoxy, (C₁₋₄ alkyl) sulfanyl, (C₁₋₄ alkyl) sulfinyl, (C₁₋₄ alkyl) sulfonyl, (C₁₋₄ haloalkyl) sulfanyl, C₃₋₄ alkenyloxy, C₃₋₄ alkynyloxy, N- (C₁₋₄ alkyl) amino, N, N-di (C₁₋₄ alkyl) amino, formyl, hydroxycarbonyl, (C₁₋₄ alkyl) carbonyl, (C₁₋₄ alkoxy) carbonyl, (alkyl C₁₋₄) carbonylamino, aminocarbonyl, N- (C₁₋₄ alkyl) aminocarbonyl, N- (Cque alkenyl) aminocarbonyl, N- (C₂₋₄ alkynyl) aminocarbonyl, N, N-di (C₁₋₄ alkyl) aminocarbonyl , N-morpholinoaminocarbonyl, N- (C₁₋₄ alkoxy) aminocarbonyl, N- (C₁₋₄ alkyl) -N- (C₁₋₄ alkoxy) aminocarbonyl, (C₁₋₄ alkoxy) carbonylamino, (C₁₋₄ alkoxy) carbonylamino ( C₁₋₄ alkyl), N- (a lcoC₁₋₄) (C₁₋₄ alkyl) aminocarbonyl, phenylcarbonyloxy (C₁₋₄ alkyl), phenylcarbonylamino (C₁₋₄ alkyl), (C, alkyl) carbonyloxy, (haloC halo alkyl) carbonyloxy, (C₁₋ alkyl ₄) carbonyloxy (C₁₋₄ alkyl), (C₁₋₄ alkyl) carbonylamino (C₁₋₄ alkyl), (C₁₋₄ alkyl) ₃Si-; or (ii) C (O) N- (Rᵃ) (Rᵇ), where: Rᵃ represents hydrogen, C₁₋₄ alkyl, C₁₋₄ haloalkyl, C₁₋₄ cyanoalkyl, C₁₋₄ hydroxyalkyl, (C₁₋₂ alkoxy) ( C₁₋₄ alkyl), (C₁₋₂ haloalkoxy) (C₁₋₄ alkyl), C₃₋₅ alkenyl, C₃₋₅ alkynyl, amino (C₁₋₄ alkyl), N- (C₁₋₄ alkyl) amino (C₁₋ alkyl ₄), N, N-di (C₁₋₄ alkyl) amino (C₁₋₄ alkyl), formyl, (C₁₋₄ alkyl) carbonyl, (C₃₋₄ cycloalkyl) carbonyl, (C₁₋₄ haloalkyl) carbonyl, (alkyl C₁₋₄) carbonyl (C₁₋₄ alkyl), (C₁₋₄ alkoxy) carbonyl (C₁₋₄ alkyl), (C₁₋₄ alkyl) carbonyloxy (C₁₋₄ alkyl), N- (C₁₋₄ alkyl) aminocarbonyl ( C₁₋₄ alkyl), N, N-di (C₁₋₄ alkyl) aminocarbonyl (C₁₋₄ alkyl), (C₁₋₄ alkyl) sulfanyl (C₁₋₄ alkyl), (C₁₋₄ alkyl) sulfonyl, (C₁ alkyl ₋₄) sulfonyl (C₁₋₄ alkyl), (C₁₋₄ alkyl) sulfonylamino (C₁₋₄ alkyl), (C₁₋₄ alkoxy) carbonyla Mino (C₁₋₄ alkyl), (C₁₋₄ alkyl) carbonylamino (C₁₋₄ alkyl), (C₁₋₄ alkoxy) carbonylamino (C₁₋₄ alkyl), (haloC₁₋₄ alkyl) carbonylamino (C₁₋₄ alkyl) and Rᵇ represents hydrogen, hydroxy, C₁₋₄ alkyl, C halo haloalkyl, C₁₋₄ cyanoalkyl, C₁₋₄ hydroxyalkyl, (C₁₋₂ alkoxy) (C₁₋₄ alkyl), C₃₋₄ alkenyl, C₃₋₄ alkynyl, cycloalkyl C₃₋₄, (C₃₋₄ cycloalkyl) (C₁₋₂ alkyl), C₁₋₄ alkoxy, C₃₋₄ alkenyloxy, C₃₋₄ haloalkenyloxy, C₃₋₄ alkynyloxy; or Rᵃ and Rᵇ, together with the nitrogen atom to which they are attached, form a 4, 5 or 6 member cycle optionally containing an additional heteroatom or group selected from O, S, S (O) ₂, C (O ) and NRᶜ, where Rᶜ is hydrogen, methyl, methoxy, formyl or acyl; or (iii) C (O) O-Rᵈ, where: Rᵈ represents hydrogen, C₁₋₄ alkyl, C₁₋₄ haloalkyl, C₁₋₄ cyanoalkyl, C₁₋₄ hydroxyalkyl, (C₁₋₂ alkoxy) (C₁₋₄ alkyl) , (C₁₋₂ alkoxy) (C₁₋₂ alkoxy) (C₁₋₄ alkyl), (C₁₋₂ haloalkoxy) (C₁₋₄ alkyl), C₃₋₅ alkenyl, C₃₋₄ haloalkenyl, (C₃₋₄ alkenyloxy) ( C₁₋₄ alkyl), C₃₋₅ alkynyl, (C₃₋₄ alkynyloxy) (C₁₋₄ alkyl), N- (C₁₋₃ alkyl) amino (C₁₋₄ alkyl), N, N-di- (C₁₋ alkyl ₃) amino (C₁₋₄ alkyl), (C₁₋₄ alkoxy) carbonylamino (C₁₋₄ alkyl) or (C₁₋₄ alkyl) carbonylamino (C₁₋₄ alkyl); or where for Z⁴, the heteroaryl moiety is optionally substituted with 1 substituent selected from R¹¹ and also optionally substituted with 1 or 2 substituents, which may be identical or different, selected from R¹⁰; where R¹¹ represents: (i) C₃₋₈ cycloalkyl, (C₃₋₈ cycloalkyl), C₁₋₂ alkyl, N- (C₃₋₈ cycloalkyl) amino, N- (C₃₋₈ cycloalkyl) (C₁₋₂ alkyl) aminocarbonyl , phenyl, phenyl (C₁₋₂ alkyl), phenoxy (C₁₋₂ alkyl), phenyl (C₁₋₂ alkyl) sulfanyl, heteroaryl, heteroaryl (C₁₋₂ alkyl), heteroaryloxy (C₁₋₂ alkyl), N-heteroarylaminocarbonyl, wherein the heteroaryl moiety is a 5 or 6 membered aromatic ring comprising 1, 2, 3 or 4 heteroatoms individually selected from N, O and S, heterocyclyl, heterocyclyl (C₁₋₆ alkyl), heterocyclylcarbonyl where the heterocyclyl moiety is a ring non-aromatic 4 to 6 members comprising 1 or 2 heteroatoms individually selected from N, O and S, benzodioxolyl and where any of said cycloalkyl, phenyl, heteroaryl, heterocyclyl and benzodioxolyl moieties are optionally substituted with 1, 2 or 3 substituents, which they can be identical or say ferentes, selected from R¹²; or (ii) C (O) N- (Rᵉ) (Rᶠ), where: Rᵉ represents C₃₋₅ cycloalkyl, (C₃₋₅ cycloalkyl), phenyl, phenyl (C₁₋₂ alkyl), heterocyclyl , heterocyclyl (C₁₋₂ alkyl), wherein the heterocyclyl moiety is a 4 to 6 membered non-aromatic ring comprising 1, 2 or 3 ring members independently selected from the group consisting of O, S, N or S (O) ₂, provided that the heterocycle cannot contain 2 contiguous atoms selected from O and S, heteroaryl, heteroaryl (C₁₋₂ alkyl), where the heteroaryl moiety is a 5 or 6-membered aromatic ring comprising 1, 2, 3 or 4 heteroatoms individually selected from N, O and S, and where the cycloalkyl, phenyl, heterocyclyl or heteroaryl moiety is optionally substituted with 1 or 2 substituents, which may be identical or different, selected from hydroxyl, amino, formyl, acyl, cyano, halogen , methyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy or diflu oromethoxy, or the cycloalkyl or heterocyclyl moiety is optionally substituted with 1 or 2 groups that are oxo (= O), and Rᶠ represents hydrogen, C₁₋₄ alkyl, (C₁₋₄ alkoxy) (C₁₋₄ haloalkyl), C₃₋ alkenyl ₄, C₃₋₄ alkynyl, C₃₋₄ cycloalkyl, (C₃₋₄ cycloalkyl) (C₁₋₂ alkyl); or (iii) C (O) O-Rᵍ, where: Rᵍ is C₃₋₅ cycloalkyl, (C₃₋₅ cycloalkyl), phenyl, phenyl (C₁₋₂ alkyl), heterocyclyl, heterocyclyl (C₁ alkyl ₋₂), where the heterocyclyl moiety is a non-aromatic ring of 4 to 6 members comprising 1, 2 or 3 annular members independently selected from the group consisting of O, S, N or S (O) siempre, provided that the heterocycle cannot contain 2 contiguous atoms selected from O and S, heteroaryl, heteroaryl (C₁₋₂ alkyl); wherein the heteroaryl moiety is a 5 or 6 membered aromatic ring comprising 1, 2, 3 or 4 heteroatoms individually selected from N, O and S, and where the cycloalkyl, phenyl, heterocyclyl or heteroaryl moiety is optionally substituted with 1 or 2 substituents, which may be identical or different, selected from hydroxyl, formyl, acyl, cyano, halogen, methyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy or difluoromethoxy, or the cycloalkyl or heterocyclyl moiety is optionally substituted with 1 or 2 groups that are oxo (= O); or (iv) (C₁₋₄ alkyl) -ON = C (Rʰ) -, (haloCquil alkyl) -ON = C (Rʰ) -, (C₂₋₄ alkynyl) -ON = C (Rʰ), (alkynyl C₂₋₄) -ON = C (Rʰ) -, benzyl-ON = C (Rʰ) -, where Rʰ is hydrogen or methyl; R² represents cyano, fluoro, chloro, bromo, methyl, ethyl, formyl, methoxy, ethoxy, difluoromethyl, trifluoromethyl, difluoromethoxy or ethoxycarbonyl; Z⁵ represents a heterobicyclyl attached to C (R⁵) (R⁶) via a CN bond, where the heterobicyclyl moiety is a condensed, saturated, partially saturated or partially aromatic ring system of 7 to 10 members containing 1 nitrogen in the ring system and, optionally, it comprises 1, 2 or 3 additional annular members independently selected from the group consisting of O, S, N, NR¹³, C (O) or S (O) siempre, provided that the heterobicyclyl cannot contain 2 contiguous atoms selected from O and S; Z⁶ represents a heterodiaryl linked to C (R⁵) (R⁶) by a C-N bond, where the heterodiaryl moiety is a 9-member diaromatic system that contains 1 to 4 nitrogen atoms in the ring system; R¹³ is hydrogen, C₁₋₄ alkyl, C₁₋₄ alkoxy, formyl, (C₁₋₄ alkyl) carbonyl, (C₁₋₄ alkoxy) carbonyl, N- (C₁₋₄ alkyl) aminocarbonyl or N, N-di (C₁ alkyl ₋₄) aminocarbonyl; and where for Z⁵ and Z⁶, the heterobicyclyl or heterodiaryl moiety is optionally substituted with 1, 2, 3 or 4 substituents, which may be identical or different, selected from R¹⁴; R¹⁴ represents cyano, halogen, hydroxy, formyl, C₁₋₄ alkyl, C₂₋₄ alkenyl, C₂₋₄ alkynyl, C₁₋₄ haloalkyl, C₁₋₄ cyanoalkyl, C₂₋₄ haloalkenyl, C₁₋₄ alkoxy, C₁₋₄ haloalkoxy, C₃₋₄ alkenyloxy, C₃₋₄ alkynyloxy, N- (C₁₋₄ alkyl) amino, N, N-di (C₁₋₄ alkyl) amino, (C₁₋₄ alkyl) carbonyl, (C₁₋₄ alkoxy) carbonyl, ( C₁₋₄ alkyl) carbonylamino, N- (C₁₋₄ alkyl) aminocarbonyl, N, N-di (C₁₋₄ alkyl) aminocarbonyl, (C₁₋₄ alkoxy) carbonylamino, and additionally oxo (= O) for Z⁵; or where for Z⁵ and Z⁶, the heterobicyclyl or heterodiaryl moiety is optionally substituted with 1 substituent selected from R¹⁵ and also optionally substituted with 1 or 2 substituents, which may be identical or different, selected from R¹⁴; R¹⁵ is pyridinyl, benzodioxolyloxy, phenoxy or phenylsulfanyl, where phenoxy and phenylsulfanyl are optionally substituted with 1, 2 or 3 substituents, which may be identical or different, selected from chlorine, fluoro, bromine, methyl, ethyl, methoxy and ethoxy; or one of its salts or N-oxides. |
| priorityDate | 2016-01-08^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
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