JP2008519761A5 - - Google Patents
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- JP2008519761A5 JP2008519761A5 JP2007540066A JP2007540066A JP2008519761A5 JP 2008519761 A5 JP2008519761 A5 JP 2008519761A5 JP 2007540066 A JP2007540066 A JP 2007540066A JP 2007540066 A JP2007540066 A JP 2007540066A JP 2008519761 A5 JP2008519761 A5 JP 2008519761A5
- Authority
- JP
- Japan
- Prior art keywords
- amino
- carbonyl
- trimethylphenyl
- cyclohexyl
- naphthalenyl
- Prior art date
- Legal status (The legal status 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 status listed.)
- Pending
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- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 28
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 15
- -1 monoalkylamino Chemical group 0.000 claims 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 10
- 150000001875 compounds Chemical class 0.000 claims 10
- 206010012601 diabetes mellitus Diseases 0.000 claims 8
- 238000000034 method Methods 0.000 claims 8
- 150000003839 salts Chemical class 0.000 claims 8
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 8
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 7
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 claims 7
- 229910052757 nitrogen Inorganic materials 0.000 claims 7
- 229910052760 oxygen Inorganic materials 0.000 claims 7
- 239000001301 oxygen Substances 0.000 claims 7
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 7
- 239000012453 solvate Substances 0.000 claims 7
- 229910052717 sulfur Inorganic materials 0.000 claims 7
- 239000011593 sulfur Substances 0.000 claims 7
- 241000124008 Mammalia Species 0.000 claims 6
- 239000008194 pharmaceutical composition Substances 0.000 claims 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 6
- 229960000583 acetic acid Drugs 0.000 claims 5
- 235000011054 acetic acid Nutrition 0.000 claims 5
- 125000000217 alkyl group Chemical group 0.000 claims 5
- 125000003118 aryl group Chemical group 0.000 claims 5
- 125000001072 heteroaryl group Chemical group 0.000 claims 5
- 125000005842 heteroatom Chemical group 0.000 claims 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims 4
- 201000010099 disease Diseases 0.000 claims 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- 208000028867 ischemia Diseases 0.000 claims 4
- 208000031225 myocardial ischemia Diseases 0.000 claims 4
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 3
- 230000015572 biosynthetic process Effects 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- 239000000546 pharmaceutical excipient Substances 0.000 claims 3
- 239000012071 phase Substances 0.000 claims 3
- 238000010532 solid phase synthesis reaction Methods 0.000 claims 3
- 238000003786 synthesis reaction Methods 0.000 claims 3
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical compound NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 claims 3
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims 2
- 229960003767 alanine Drugs 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 2
- 125000004663 dialkyl amino group Chemical group 0.000 claims 2
- 239000012948 isocyanate Substances 0.000 claims 2
- 150000002513 isocyanates Chemical class 0.000 claims 2
- YBGWAVYJXCJCBQ-HXUWFJFHSA-N (2r)-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]butanedioic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC2=CC=CC=C2C=C1C(=O)N[C@H](CC(O)=O)C(O)=O YBGWAVYJXCJCBQ-HXUWFJFHSA-N 0.000 claims 1
- PNZJUXCYWXNOJS-MUUNZHRXSA-N (2r)-2-cyclohexyl-2-[[2-[(2,6-dimethyl-4-propylphenyl)carbamoylamino]-4-fluorobenzoyl]amino]propanoic acid Chemical compound CC1=CC(CCC)=CC(C)=C1NC(=O)NC1=CC(F)=CC=C1C(=O)N[C@@](C)(C(O)=O)C1CCCCC1 PNZJUXCYWXNOJS-MUUNZHRXSA-N 0.000 claims 1
- KMJGFTATOAQJQV-VWLOTQADSA-N (2s)-2-(4,4-difluorocyclohexyl)-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]acetic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC2=CC=CC=C2C=C1C(=O)N[C@H](C(O)=O)C1CCC(F)(F)CC1 KMJGFTATOAQJQV-VWLOTQADSA-N 0.000 claims 1
- VMRQQMMYBLNPPN-ZWNWOPDOSA-N (2s)-2-(4-hydroxycyclohexyl)-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]acetic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC2=CC=CC=C2C=C1C(=O)N[C@H](C(O)=O)C1CCC(O)CC1 VMRQQMMYBLNPPN-ZWNWOPDOSA-N 0.000 claims 1
- PGXXUARYUOJTPS-ITWBZBEWSA-N (2s)-2-(4-methylcyclohexyl)-2-[[3-[(2,4,6-trichlorophenyl)carbamoylamino]naphthalene-2-carbonyl]amino]acetic acid Chemical compound C1CC(C)CCC1[C@@H](C(O)=O)NC(=O)C1=CC2=CC=CC=C2C=C1NC(=O)NC1=C(Cl)C=C(Cl)C=C1Cl PGXXUARYUOJTPS-ITWBZBEWSA-N 0.000 claims 1
- LIZOXYKWJKVDDH-DCFJUCRTSA-N (2s)-2-[(1s)-3-(2,2,2-trifluoroacetyl)oxycyclohexyl]-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]acetic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC2=CC=CC=C2C=C1C(=O)N[C@H](C(O)=O)[C@@H]1CC(OC(=O)C(F)(F)F)CCC1 LIZOXYKWJKVDDH-DCFJUCRTSA-N 0.000 claims 1
- DSHWUCACJTVPNS-DCFJUCRTSA-N (2s)-2-[(1s)-3-hydroxycyclohexyl]-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]acetic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC2=CC=CC=C2C=C1C(=O)N[C@H](C(O)=O)[C@@H]1CC(O)CCC1 DSHWUCACJTVPNS-DCFJUCRTSA-N 0.000 claims 1
- MOUYIWPAGWNTNV-LVXARBLLSA-N (2s)-2-[(1s)-3-oxocyclohexyl]-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]acetic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC2=CC=CC=C2C=C1C(=O)N[C@H](C(O)=O)[C@@H]1CC(=O)CCC1 MOUYIWPAGWNTNV-LVXARBLLSA-N 0.000 claims 1
- XNPFMIJBGWLWLO-MHZLTWQESA-N (2s)-2-[[2-[(2,6-dimethyl-4-propylphenyl)carbamoylamino]-4-(4-methoxyphenyl)benzoyl]amino]-4-ethoxy-4-oxobutanoic acid Chemical compound CC1=CC(CCC)=CC(C)=C1NC(=O)NC1=CC(C=2C=CC(OC)=CC=2)=CC=C1C(=O)N[C@@H](CC(=O)OCC)C(O)=O XNPFMIJBGWLWLO-MHZLTWQESA-N 0.000 claims 1
- RKNQDZDZMOLAKM-VWLOTQADSA-N (2s)-2-[[2-[(2,6-dimethyl-4-propylphenyl)carbamoylamino]-4-(4-methoxyphenyl)benzoyl]amino]butanedioic acid Chemical compound CC1=CC(CCC)=CC(C)=C1NC(=O)NC1=CC(C=2C=CC(OC)=CC=2)=CC=C1C(=O)N[C@@H](CC(O)=O)C(O)=O RKNQDZDZMOLAKM-VWLOTQADSA-N 0.000 claims 1
- RQXYHVJAIRBCJV-VWLOTQADSA-N (2s)-2-[[2-[(4-butyl-2,6-dimethylphenyl)carbamoylamino]-4-fluorobenzoyl]amino]-2-cyclohexylacetic acid Chemical compound CC1=CC(CCCC)=CC(C)=C1NC(=O)NC1=CC(F)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 RQXYHVJAIRBCJV-VWLOTQADSA-N 0.000 claims 1
- YBGWAVYJXCJCBQ-FQEVSTJZSA-N (2s)-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]butanedioic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC2=CC=CC=C2C=C1C(=O)N[C@@H](CC(O)=O)C(O)=O YBGWAVYJXCJCBQ-FQEVSTJZSA-N 0.000 claims 1
- FZTWCIHSJDWTMS-NRFANRHFSA-N (2s)-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]pentanoic acid Chemical compound CCC[C@@H](C(O)=O)NC(=O)C1=CC2=CC=CC=C2C=C1NC(=O)NC1=C(C)C=C(C)C=C1C FZTWCIHSJDWTMS-NRFANRHFSA-N 0.000 claims 1
- OAPUWSORURBZQJ-KRWDZBQOSA-N (2s)-2-[[3-[[2,6-dichloro-4-(trifluoromethoxy)phenyl]carbamoylamino]naphthalene-2-carbonyl]amino]butanedioic acid Chemical compound OC(=O)C[C@@H](C(O)=O)NC(=O)C1=CC2=CC=CC=C2C=C1NC(=O)NC1=C(Cl)C=C(OC(F)(F)F)C=C1Cl OAPUWSORURBZQJ-KRWDZBQOSA-N 0.000 claims 1
- JGTFEPCCEWXOGA-QFIPXVFZSA-N (2s)-2-[[3-[[2-chloro-6-(trifluoromethyl)phenyl]carbamoylamino]naphthalene-2-carbonyl]amino]-2-cyclohexylacetic acid Chemical compound N([C@H](C(=O)O)C1CCCCC1)C(=O)C1=CC2=CC=CC=C2C=C1NC(=O)NC1=C(Cl)C=CC=C1C(F)(F)F JGTFEPCCEWXOGA-QFIPXVFZSA-N 0.000 claims 1
- QYXHHWFPIGFUQX-LJAQVGFWSA-N (2s)-2-[[4-(1,3-benzodioxol-5-yl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]-2-cyclohexylacetic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC(C=2C=C3OCOC3=CC=2)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 QYXHHWFPIGFUQX-LJAQVGFWSA-N 0.000 claims 1
- CUCNQGCEFVZELP-LJAQVGFWSA-N (2s)-2-[[4-(3,4-difluorophenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]-3-phenylmethoxypropanoic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC(C=2C=C(F)C(F)=CC=2)=CC=C1C(=O)N[C@H](C(O)=O)COCC1=CC=CC=C1 CUCNQGCEFVZELP-LJAQVGFWSA-N 0.000 claims 1
- GMSCZYHVBGWKON-QFIPXVFZSA-N (2s)-2-[[4-(3,4-difluorophenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]butanedioic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC(C=2C=C(F)C(F)=CC=2)=CC=C1C(=O)N[C@@H](CC(O)=O)C(O)=O GMSCZYHVBGWKON-QFIPXVFZSA-N 0.000 claims 1
- SASYKTGXXUGBSV-QFIPXVFZSA-N (2s)-2-[[4-(3,4-difluorophenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]pentanedioic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC(C=2C=C(F)C(F)=CC=2)=CC=C1C(=O)N[C@@H](CCC(O)=O)C(O)=O SASYKTGXXUGBSV-QFIPXVFZSA-N 0.000 claims 1
- LFKHAUUIVVVVKJ-QFIPXVFZSA-N (2s)-2-[[4-(3-fluorophenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]butanedioic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC(C=2C=C(F)C=CC=2)=CC=C1C(=O)N[C@@H](CC(O)=O)C(O)=O LFKHAUUIVVVVKJ-QFIPXVFZSA-N 0.000 claims 1
- KIWJETGZXOFSTF-NDEPHWFRSA-N (2s)-2-[[4-(4-aminophenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]-2-cyclohexylacetic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC(C=2C=CC(N)=CC=2)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 KIWJETGZXOFSTF-NDEPHWFRSA-N 0.000 claims 1
- CFPVNZFFYYCHRF-QFIPXVFZSA-N (2s)-2-[[4-chloro-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]-2-cyclohexylacetic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC(Cl)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 CFPVNZFFYYCHRF-QFIPXVFZSA-N 0.000 claims 1
- LFBWDMNWTUNNBD-SFHVURJKSA-N (2s)-2-[[4-chloro-2-[(2,6-dichlorophenyl)carbamoylamino]benzoyl]amino]-2-cyclohexylacetic acid Chemical compound N([C@H](C(=O)O)C1CCCCC1)C(=O)C1=CC=C(Cl)C=C1NC(=O)NC1=C(Cl)C=CC=C1Cl LFBWDMNWTUNNBD-SFHVURJKSA-N 0.000 claims 1
- IQADTMZJCRQGCR-DEOSSOPVSA-N (2s)-2-cyclohexyl-2-[[2-[(2,6-dichlorophenyl)carbamoylamino]-4-phenylbenzoyl]amino]acetic acid Chemical compound N([C@H](C(=O)O)C1CCCCC1)C(=O)C1=CC=C(C=2C=CC=CC=2)C=C1NC(=O)NC1=C(Cl)C=CC=C1Cl IQADTMZJCRQGCR-DEOSSOPVSA-N 0.000 claims 1
- DPAGGBMMEPPLEA-SANMLTNESA-N (2s)-2-cyclohexyl-2-[[2-[(2,6-dimethyl-4-pentylphenyl)carbamoylamino]-4-fluorobenzoyl]amino]acetic acid Chemical compound CC1=CC(CCCCC)=CC(C)=C1NC(=O)NC1=CC(F)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 DPAGGBMMEPPLEA-SANMLTNESA-N 0.000 claims 1
- DVLYGIYYRPEEQN-DEOSSOPVSA-N (2s)-2-cyclohexyl-2-[[2-[(2,6-dimethyl-4-propylphenyl)carbamoylamino]-4-fluorobenzoyl]amino]acetic acid Chemical compound CC1=CC(CCC)=CC(C)=C1NC(=O)NC1=CC(F)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 DVLYGIYYRPEEQN-DEOSSOPVSA-N 0.000 claims 1
- PGYQCNLAPKDSQL-MHZLTWQESA-N (2s)-2-cyclohexyl-2-[[2-[(2,6-dimethylphenyl)carbamoylamino]-4-(4-hydroxyphenyl)benzoyl]amino]acetic acid Chemical compound CC1=CC=CC(C)=C1NC(=O)NC1=CC(C=2C=CC(O)=CC=2)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 PGYQCNLAPKDSQL-MHZLTWQESA-N 0.000 claims 1
- KVTBKJCDPJYANX-NDEPHWFRSA-N (2s)-2-cyclohexyl-2-[[2-[(2,6-dimethylphenyl)carbamoylamino]-4-(4-methoxyphenyl)benzoyl]amino]acetic acid Chemical compound C1=CC(OC)=CC=C1C(C=C1NC(=O)NC=2C(=CC=CC=2C)C)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 KVTBKJCDPJYANX-NDEPHWFRSA-N 0.000 claims 1
- HICPAGRDRIYRQS-SANMLTNESA-N (2s)-2-cyclohexyl-2-[[2-[(2,6-dimethylphenyl)carbamoylamino]-4-pyridin-3-ylbenzoyl]amino]acetic acid Chemical compound CC1=CC=CC(C)=C1NC(=O)NC1=CC(C=2C=NC=CC=2)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 HICPAGRDRIYRQS-SANMLTNESA-N 0.000 claims 1
- DIEDGCBBMJVTTQ-VWLOTQADSA-N (2s)-2-cyclohexyl-2-[[2-[(2,6-dimethylphenyl)carbamoylamino]-4-thiophen-2-ylbenzoyl]amino]acetic acid Chemical compound CC1=CC=CC(C)=C1NC(=O)NC1=CC(C=2SC=CC=2)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 DIEDGCBBMJVTTQ-VWLOTQADSA-N 0.000 claims 1
- XIFDZADJAILVIQ-VWLOTQADSA-N (2s)-2-cyclohexyl-2-[[2-[[2,6-dichloro-4-(trifluoromethoxy)phenyl]carbamoylamino]-4-(4-methoxyphenyl)benzoyl]amino]acetic acid Chemical compound C1=CC(OC)=CC=C1C(C=C1NC(=O)NC=2C(=CC(OC(F)(F)F)=CC=2Cl)Cl)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 XIFDZADJAILVIQ-VWLOTQADSA-N 0.000 claims 1
- BHPFSCAPXQVGGX-DEOSSOPVSA-N (2s)-2-cyclohexyl-2-[[2-[[2,6-dichloro-4-(trifluoromethoxy)phenyl]carbamoylamino]-4-phenylbenzoyl]amino]acetic acid Chemical compound N([C@H](C(=O)O)C1CCCCC1)C(=O)C1=CC=C(C=2C=CC=CC=2)C=C1NC(=O)NC1=C(Cl)C=C(OC(F)(F)F)C=C1Cl BHPFSCAPXQVGGX-DEOSSOPVSA-N 0.000 claims 1
- HGHDQMKDKKPUMU-QFIPXVFZSA-N (2s)-2-cyclohexyl-2-[[2-[[2,6-dichloro-4-(trifluoromethoxy)phenyl]carbamoylamino]-5-(4-methoxyphenyl)thiophene-3-carbonyl]amino]acetic acid Chemical compound C1=CC(OC)=CC=C1C(S1)=CC(C(=O)N[C@@H](C2CCCCC2)C(O)=O)=C1NC(=O)NC1=C(Cl)C=C(OC(F)(F)F)C=C1Cl HGHDQMKDKKPUMU-QFIPXVFZSA-N 0.000 claims 1
- JFLOUFQZSGVQOB-NRFANRHFSA-N (2s)-2-cyclohexyl-2-[[2-[[2,6-dichloro-4-(trifluoromethoxy)phenyl]carbamoylamino]-5-[4-(trifluoromethoxy)phenyl]thiophene-3-carbonyl]amino]acetic acid Chemical compound N([C@H](C(=O)O)C1CCCCC1)C(=O)C=1C=C(C=2C=CC(OC(F)(F)F)=CC=2)SC=1NC(=O)NC1=C(Cl)C=C(OC(F)(F)F)C=C1Cl JFLOUFQZSGVQOB-NRFANRHFSA-N 0.000 claims 1
- XUJLFPBPUYFSHU-VWLOTQADSA-N (2s)-2-cyclohexyl-2-[[2-[[4-(cyclopropylmethyl)-2,6-dimethylphenyl]carbamoylamino]-4-fluorobenzoyl]amino]acetic acid Chemical compound C=1C(C)=C(NC(=O)NC=2C(=CC=C(F)C=2)C(=O)N[C@@H](C2CCCCC2)C(O)=O)C(C)=CC=1CC1CC1 XUJLFPBPUYFSHU-VWLOTQADSA-N 0.000 claims 1
- CTDGLQDIWIHFIA-QFIPXVFZSA-N (2s)-2-cyclohexyl-2-[[3-[(2,4,6-trichlorophenyl)carbamoylamino]naphthalene-2-carbonyl]amino]acetic acid Chemical compound N([C@H](C(=O)O)C1CCCCC1)C(=O)C1=CC2=CC=CC=C2C=C1NC(=O)NC1=C(Cl)C=C(Cl)C=C1Cl CTDGLQDIWIHFIA-QFIPXVFZSA-N 0.000 claims 1
- LZSPMCXLIBZRHM-SANMLTNESA-N (2s)-2-cyclohexyl-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]acetic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC2=CC=CC=C2C=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 LZSPMCXLIBZRHM-SANMLTNESA-N 0.000 claims 1
- MBOPBZURDPABRJ-DEOSSOPVSA-N (2s)-2-cyclohexyl-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]quinoline-2-carbonyl]amino]acetic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC2=CC=CC=C2N=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 MBOPBZURDPABRJ-DEOSSOPVSA-N 0.000 claims 1
- OQKRNCQAWNRSFF-QFIPXVFZSA-N (2s)-2-cyclohexyl-2-[[3-[(2,6-dichloro-4-fluorophenyl)carbamoylamino]naphthalene-2-carbonyl]amino]acetic acid Chemical compound N([C@H](C(=O)O)C1CCCCC1)C(=O)C1=CC2=CC=CC=C2C=C1NC(=O)NC1=C(Cl)C=C(F)C=C1Cl OQKRNCQAWNRSFF-QFIPXVFZSA-N 0.000 claims 1
- MGXCJXJUUJQRHZ-QFIPXVFZSA-N (2s)-2-cyclohexyl-2-[[3-[(2,6-dichlorophenyl)carbamoylamino]-5-(4-methoxyphenyl)thiophene-2-carbonyl]amino]acetic acid Chemical compound C1=CC(OC)=CC=C1C1=CC(NC(=O)NC=2C(=CC=CC=2Cl)Cl)=C(C(=O)N[C@@H](C2CCCCC2)C(O)=O)S1 MGXCJXJUUJQRHZ-QFIPXVFZSA-N 0.000 claims 1
- SYEKIFOUPHJXCG-QFIPXVFZSA-N (2s)-2-cyclohexyl-2-[[3-[(2,6-dichlorophenyl)carbamoylamino]naphthalene-2-carbonyl]amino]acetic acid Chemical compound N([C@H](C(=O)O)C1CCCCC1)C(=O)C1=CC2=CC=CC=C2C=C1NC(=O)NC1=C(Cl)C=CC=C1Cl SYEKIFOUPHJXCG-QFIPXVFZSA-N 0.000 claims 1
- XONCYHAPPIBUKH-NDEPHWFRSA-N (2s)-2-cyclohexyl-2-[[3-[(2,6-dimethyl-4-prop-2-ynylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]acetic acid Chemical compound CC1=CC(CC#C)=CC(C)=C1NC(=O)NC1=CC2=CC=CC=C2C=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 XONCYHAPPIBUKH-NDEPHWFRSA-N 0.000 claims 1
- LVUXSMQZOPUYNC-NDEPHWFRSA-N (2s)-2-cyclohexyl-2-[[3-[(2,6-dimethyl-4-propoxyphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]acetic acid Chemical compound CC1=CC(OCCC)=CC(C)=C1NC(=O)NC1=CC2=CC=CC=C2C=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 LVUXSMQZOPUYNC-NDEPHWFRSA-N 0.000 claims 1
- ODYYARSQQUMXPX-NDEPHWFRSA-N (2s)-2-cyclohexyl-2-[[3-[(2,6-dimethyl-4-propylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]acetic acid Chemical compound CC1=CC(CCC)=CC(C)=C1NC(=O)NC1=CC2=CC=CC=C2C=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 ODYYARSQQUMXPX-NDEPHWFRSA-N 0.000 claims 1
- FRUWRBBENKXVAY-SANMLTNESA-N (2s)-2-cyclohexyl-2-[[3-[(2-ethyl-6-methylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]acetic acid Chemical compound CCC1=CC=CC(C)=C1NC(=O)NC1=CC2=CC=CC=C2C=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 FRUWRBBENKXVAY-SANMLTNESA-N 0.000 claims 1
- SKFIKECGWBTQKZ-SANMLTNESA-N (2s)-2-cyclohexyl-2-[[3-[(4-cyclopropylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]acetic acid Chemical compound N([C@H](C(=O)O)C1CCCCC1)C(=O)C1=CC2=CC=CC=C2C=C1NC(=O)NC(C=C1)=CC=C1C1CC1 SKFIKECGWBTQKZ-SANMLTNESA-N 0.000 claims 1
- PTEMBXDMBFKQOP-MHZLTWQESA-N (2s)-2-cyclohexyl-2-[[3-[(4-ethyl-2,6-dimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]acetic acid Chemical compound CC1=CC(CC)=CC(C)=C1NC(=O)NC1=CC2=CC=CC=C2C=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 PTEMBXDMBFKQOP-MHZLTWQESA-N 0.000 claims 1
- XSZWFPQMSJZOSA-QFIPXVFZSA-N (2s)-2-cyclohexyl-2-[[3-[[2,6-dichloro-4-(trifluoromethoxy)phenyl]carbamoylamino]-5-(4-methoxyphenyl)thiophene-2-carbonyl]amino]acetic acid Chemical compound C1=CC(OC)=CC=C1C1=CC(NC(=O)NC=2C(=CC(OC(F)(F)F)=CC=2Cl)Cl)=C(C(=O)N[C@@H](C2CCCCC2)C(O)=O)S1 XSZWFPQMSJZOSA-QFIPXVFZSA-N 0.000 claims 1
- VELSBWPCKDKOGF-QFIPXVFZSA-N (2s)-2-cyclohexyl-2-[[3-[[2,6-dichloro-4-(trifluoromethoxy)phenyl]carbamoylamino]naphthalene-2-carbonyl]amino]acetic acid Chemical compound N([C@H](C(=O)O)C1CCCCC1)C(=O)C1=CC2=CC=CC=C2C=C1NC(=O)NC1=C(Cl)C=C(OC(F)(F)F)C=C1Cl VELSBWPCKDKOGF-QFIPXVFZSA-N 0.000 claims 1
- OZAQAMQVCWOOLF-VWLOTQADSA-N (2s)-2-cyclohexyl-2-[[3-[[2-(2,4,6-trichlorophenyl)acetyl]amino]naphthalene-2-carbonyl]amino]acetic acid Chemical compound N([C@H](C(=O)O)C1CCCCC1)C(=O)C1=CC2=CC=CC=C2C=C1NC(=O)CC1=C(Cl)C=C(Cl)C=C1Cl OZAQAMQVCWOOLF-VWLOTQADSA-N 0.000 claims 1
- TVZUJCFOEBDZNF-NDEPHWFRSA-N (2s)-2-cyclohexyl-2-[[3-[[2-(2,4,6-trimethylphenyl)acetyl]amino]naphthalene-2-carbonyl]amino]acetic acid Chemical compound CC1=CC(C)=CC(C)=C1CC(=O)NC1=CC2=CC=CC=C2C=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 TVZUJCFOEBDZNF-NDEPHWFRSA-N 0.000 claims 1
- BOYKKVWANATAGN-SFHVURJKSA-N (2s)-2-cyclohexyl-2-[[4,5-dichloro-2-[(2,6-dichlorophenyl)carbamoylamino]benzoyl]amino]acetic acid Chemical compound N([C@H](C(=O)O)C1CCCCC1)C(=O)C1=CC(Cl)=C(Cl)C=C1NC(=O)NC1=C(Cl)C=CC=C1Cl BOYKKVWANATAGN-SFHVURJKSA-N 0.000 claims 1
- DTIYMAKLXWWZPR-NRFANRHFSA-N (2s)-2-cyclohexyl-2-[[4,5-dichloro-2-[(2,6-dimethylphenyl)carbamoylamino]benzoyl]amino]acetic acid Chemical compound CC1=CC=CC(C)=C1NC(=O)NC1=CC(Cl)=C(Cl)C=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 DTIYMAKLXWWZPR-NRFANRHFSA-N 0.000 claims 1
- ITMPBHYELVUTFU-QFIPXVFZSA-N (2s)-2-cyclohexyl-2-[[4,5-difluoro-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]acetic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC(F)=C(F)C=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 ITMPBHYELVUTFU-QFIPXVFZSA-N 0.000 claims 1
- ITUVUCREFUHNBJ-PMERELPUSA-N (2s)-2-cyclohexyl-2-[[4-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]acetic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC(C=2C=C3OCCOC3=CC=2)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 ITUVUCREFUHNBJ-PMERELPUSA-N 0.000 claims 1
- MCWGNZNJWXNKDV-LJAQVGFWSA-N (2s)-2-cyclohexyl-2-[[4-(2-methoxyphenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]acetic acid Chemical compound COC1=CC=CC=C1C(C=C1NC(=O)NC=2C(=CC(C)=CC=2C)C)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 MCWGNZNJWXNKDV-LJAQVGFWSA-N 0.000 claims 1
- DMOWCCDOITZYJJ-NDEPHWFRSA-N (2s)-2-cyclohexyl-2-[[4-(3,4-difluorophenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]acetic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC(C=2C=C(F)C(F)=CC=2)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 DMOWCCDOITZYJJ-NDEPHWFRSA-N 0.000 claims 1
- WRPMIMJTJQWMER-MHZLTWQESA-N (2s)-2-cyclohexyl-2-[[4-(3,4-difluorophenyl)-2-[(2,6-dimethylphenyl)carbamoylamino]benzoyl]amino]acetic acid Chemical compound CC1=CC=CC(C)=C1NC(=O)NC1=CC(C=2C=C(F)C(F)=CC=2)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 WRPMIMJTJQWMER-MHZLTWQESA-N 0.000 claims 1
- BMJZYZUKEQVVEN-NDEPHWFRSA-N (2s)-2-cyclohexyl-2-[[4-(3,5-difluorophenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]acetic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC(C=2C=C(F)C=C(F)C=2)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 BMJZYZUKEQVVEN-NDEPHWFRSA-N 0.000 claims 1
- UJXZWSAODAPADZ-LJAQVGFWSA-N (2s)-2-cyclohexyl-2-[[4-(3-fluoro-4-methoxyphenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]acetic acid Chemical compound C1=C(F)C(OC)=CC=C1C(C=C1NC(=O)NC=2C(=CC(C)=CC=2C)C)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 UJXZWSAODAPADZ-LJAQVGFWSA-N 0.000 claims 1
- ONOSOIBRVHMGLZ-NDEPHWFRSA-N (2s)-2-cyclohexyl-2-[[4-(3-fluorophenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]acetic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC(C=2C=C(F)C=CC=2)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 ONOSOIBRVHMGLZ-NDEPHWFRSA-N 0.000 claims 1
- HRRGFUVVUDNBSU-PMERELPUSA-N (2s)-2-cyclohexyl-2-[[4-(4-ethoxyphenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]acetic acid Chemical compound C1=CC(OCC)=CC=C1C(C=C1NC(=O)NC=2C(=CC(C)=CC=2C)C)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 HRRGFUVVUDNBSU-PMERELPUSA-N 0.000 claims 1
- DALZSBPUIWECHY-NDEPHWFRSA-N (2s)-2-cyclohexyl-2-[[4-(4-fluorophenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]acetic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC(C=2C=CC(F)=CC=2)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 DALZSBPUIWECHY-NDEPHWFRSA-N 0.000 claims 1
- CYBPMXLZLWLVFL-NDEPHWFRSA-N (2s)-2-cyclohexyl-2-[[4-(4-hydroxyphenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]acetic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC(C=2C=CC(O)=CC=2)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 CYBPMXLZLWLVFL-NDEPHWFRSA-N 0.000 claims 1
- MGZSKJCXSQIRJH-LJAQVGFWSA-N (2s)-2-cyclohexyl-2-[[4-(4-methoxyphenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]acetic acid Chemical compound C1=CC(OC)=CC=C1C(C=C1NC(=O)NC=2C(=CC(C)=CC=2C)C)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 MGZSKJCXSQIRJH-LJAQVGFWSA-N 0.000 claims 1
- CFLWXFAONAHSJO-NDEPHWFRSA-N (2s)-2-cyclohexyl-2-[[4-(4-nitrophenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]acetic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC(C=2C=CC(=CC=2)[N+]([O-])=O)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 CFLWXFAONAHSJO-NDEPHWFRSA-N 0.000 claims 1
- RPXAYTMEEUZRSD-QHCPKHFHSA-N (2s)-2-cyclohexyl-2-[[4-(methylcarbamoylamino)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]acetic acid Chemical compound C1([C@H](NC(=O)C2=CC=C(C=C2NC(=O)NC=2C(=CC(C)=CC=2C)C)NC(=O)NC)C(O)=O)CCCCC1 RPXAYTMEEUZRSD-QHCPKHFHSA-N 0.000 claims 1
- GDLZHARWVNMOAT-LJAQVGFWSA-N (2s)-2-cyclohexyl-2-[[4-[4-(hydroxymethyl)phenyl]-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]acetic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC(C=2C=CC(CO)=CC=2)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 GDLZHARWVNMOAT-LJAQVGFWSA-N 0.000 claims 1
- GZKWEHNDMLXCBL-XIFFEERXSA-N (2s)-2-cyclohexyl-2-[[4-[4-(morpholin-4-ylmethyl)phenyl]-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]acetic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC(C=2C=CC(CN3CCOCC3)=CC=2)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 GZKWEHNDMLXCBL-XIFFEERXSA-N 0.000 claims 1
- RANVARGNLMCBAO-NDEPHWFRSA-N (2s)-2-cyclohexyl-2-[[4-phenyl-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]acetic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC(C=2C=CC=CC=2)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 RANVARGNLMCBAO-NDEPHWFRSA-N 0.000 claims 1
- KNBGXIUPPHHIEL-SANMLTNESA-N (2s)-2-cyclohexyl-2-[[5-(4-methoxyphenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]thiophene-3-carbonyl]amino]acetic acid Chemical compound C1=CC(OC)=CC=C1C(S1)=CC(C(=O)N[C@@H](C2CCCCC2)C(O)=O)=C1NC(=O)NC1=C(C)C=C(C)C=C1C KNBGXIUPPHHIEL-SANMLTNESA-N 0.000 claims 1
- IQXVKKFYLNUKKT-MHZLTWQESA-N (2s)-2-cyclohexyl-2-[[5-(4-methoxyphenyl)-3-[(2,4,6-trimethylphenyl)carbamoylamino]pyridine-2-carbonyl]amino]acetic acid Chemical compound C1=CC(OC)=CC=C1C(C=C1NC(=O)NC=2C(=CC(C)=CC=2C)C)=CN=C1C(=O)N[C@H](C(O)=O)C1CCCCC1 IQXVKKFYLNUKKT-MHZLTWQESA-N 0.000 claims 1
- PTLMRHVAGWFRJQ-VWLOTQADSA-N (2s)-2-cyclopentyl-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]acetic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC2=CC=CC=C2C=C1C(=O)N[C@H](C(O)=O)C1CCCC1 PTLMRHVAGWFRJQ-VWLOTQADSA-N 0.000 claims 1
- DITODIXMFAWTSZ-NDEPHWFRSA-N (2s)-2-cyclopentyl-2-[[4-(4-methoxyphenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]acetic acid Chemical compound C1=CC(OC)=CC=C1C(C=C1NC(=O)NC=2C(=CC(C)=CC=2C)C)=CC=C1C(=O)N[C@H](C(O)=O)C1CCCC1 DITODIXMFAWTSZ-NDEPHWFRSA-N 0.000 claims 1
- QVJHMRWWDUKACM-DEOSSOPVSA-N (2s)-3-(2,2-dimethylpropoxy)-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]propanoic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC2=CC=CC=C2C=C1C(=O)N[C@@H](COCC(C)(C)C)C(O)=O QVJHMRWWDUKACM-DEOSSOPVSA-N 0.000 claims 1
- AXPIVZSOTIKADO-QHCPKHFHSA-N (2s)-3-[(2-methylpropan-2-yl)oxy]-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]propanoic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC2=CC=CC=C2C=C1C(=O)N[C@@H](COC(C)(C)C)C(O)=O AXPIVZSOTIKADO-QHCPKHFHSA-N 0.000 claims 1
- GQUSZXYYGWDYMM-DEOSSOPVSA-N (2s)-3-butoxy-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]propanoic acid Chemical compound CCCCOC[C@@H](C(O)=O)NC(=O)C1=CC2=CC=CC=C2C=C1NC(=O)NC1=C(C)C=C(C)C=C1C GQUSZXYYGWDYMM-DEOSSOPVSA-N 0.000 claims 1
- SAKQSQBEWSFYSX-QFIPXVFZSA-N (2s)-3-ethoxy-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]propanoic acid Chemical compound CCOC[C@@H](C(O)=O)NC(=O)C1=CC2=CC=CC=C2C=C1NC(=O)NC1=C(C)C=C(C)C=C1C SAKQSQBEWSFYSX-QFIPXVFZSA-N 0.000 claims 1
- JQJBEMLZNXOIQY-SANMLTNESA-N (2s)-3-phenyl-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]propanoic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC2=CC=CC=C2C=C1C(=O)N[C@H](C(O)=O)CC1=CC=CC=C1 JQJBEMLZNXOIQY-SANMLTNESA-N 0.000 claims 1
- FAGQAOSDDQAHTM-MHZLTWQESA-N (2s)-3-phenylmethoxy-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]propanoic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC2=CC=CC=C2C=C1C(=O)N[C@H](C(O)=O)COCC1=CC=CC=C1 FAGQAOSDDQAHTM-MHZLTWQESA-N 0.000 claims 1
- QTDVWQHIDOETGM-QHCPKHFHSA-N (2s)-3-propan-2-yloxy-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]propanoic acid Chemical compound CC(C)OC[C@@H](C(O)=O)NC(=O)C1=CC2=CC=CC=C2C=C1NC(=O)NC1=C(C)C=C(C)C=C1C QTDVWQHIDOETGM-QHCPKHFHSA-N 0.000 claims 1
- NJOWKXJPMUAHSG-QHCPKHFHSA-N (2s)-4-[(2-methylpropan-2-yl)oxycarbonylamino]-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]butanoic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC2=CC=CC=C2C=C1C(=O)N[C@@H](CCNC(=O)OC(C)(C)C)C(O)=O NJOWKXJPMUAHSG-QHCPKHFHSA-N 0.000 claims 1
- CMHSYKMWGNHXKV-QHCPKHFHSA-N (2s)-4-amino-2-[[4-(4-methoxyphenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]-4-oxobutanoic acid Chemical compound C1=CC(OC)=CC=C1C1=CC=C(C(=O)N[C@@H](CC(N)=O)C(O)=O)C(NC(=O)NC=2C(=CC(C)=CC=2C)C)=C1 CMHSYKMWGNHXKV-QHCPKHFHSA-N 0.000 claims 1
- XGDKLKWSGQTMTH-QHCPKHFHSA-N (2s)-4-methyl-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]pentanoic acid Chemical compound CC(C)C[C@@H](C(O)=O)NC(=O)C1=CC2=CC=CC=C2C=C1NC(=O)NC1=C(C)C=C(C)C=C1C XGDKLKWSGQTMTH-QHCPKHFHSA-N 0.000 claims 1
- XBFMTTUCRNKMFV-QHCPKHFHSA-N (2s)-5,5-dimethyl-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]hexanoic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC2=CC=CC=C2C=C1C(=O)N[C@@H](CCC(C)(C)C)C(O)=O XBFMTTUCRNKMFV-QHCPKHFHSA-N 0.000 claims 1
- YCAVDJDBHPHXEP-QHCPKHFHSA-N (2s)-5-methyl-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]hexanoic acid Chemical compound CC(C)CC[C@@H](C(O)=O)NC(=O)C1=CC2=CC=CC=C2C=C1NC(=O)NC1=C(C)C=C(C)C=C1C YCAVDJDBHPHXEP-QHCPKHFHSA-N 0.000 claims 1
- LKYWLZDWXVGLMW-NRFANRHFSA-N (2s)-6,6,6-trifluoro-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]hexanoic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC2=CC=CC=C2C=C1C(=O)N[C@@H](CCCC(F)(F)F)C(O)=O LKYWLZDWXVGLMW-NRFANRHFSA-N 0.000 claims 1
- PFGYDXPDGSRGMN-RCRUUEGKSA-N (2s,3r)-2-[[2-[(2,6-dimethyl-4-propylphenyl)carbamoylamino]-4-(4-methoxyphenyl)benzoyl]amino]-3-[(2-methylpropan-2-yl)oxy]butanoic acid Chemical compound CC1=CC(CCC)=CC(C)=C1NC(=O)NC1=CC(C=2C=CC(OC)=CC=2)=CC=C1C(=O)N[C@@H]([C@@H](C)OC(C)(C)C)C(O)=O PFGYDXPDGSRGMN-RCRUUEGKSA-N 0.000 claims 1
- BJQXMDVHQGMWFX-DFXYEROKSA-N (2s,3r)-2-[[2-[[4-(cyclopropylmethyl)-2,6-dimethylphenyl]carbamoylamino]-4-(3-fluorophenyl)benzoyl]amino]-3-[(2-methylpropan-2-yl)oxy]butanoic acid Chemical compound CC(C)(C)O[C@H](C)[C@@H](C(O)=O)NC(=O)C1=CC=C(C=2C=C(F)C=CC=2)C=C1NC(=O)NC(C(=C1)C)=C(C)C=C1CC1CC1 BJQXMDVHQGMWFX-DFXYEROKSA-N 0.000 claims 1
- HZMNQIFWFLFAFN-PIKZIKFNSA-N (2s,3r)-2-[[4-(2-methoxyphenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]-3-[(2-methylpropan-2-yl)oxy]butanoic acid Chemical compound COC1=CC=CC=C1C1=CC=C(C(=O)N[C@@H]([C@@H](C)OC(C)(C)C)C(O)=O)C(NC(=O)NC=2C(=CC(C)=CC=2C)C)=C1 HZMNQIFWFLFAFN-PIKZIKFNSA-N 0.000 claims 1
- IVTWTRKNKDMKHF-WINIVTDRSA-N (2s,3r)-2-[[4-(3,4-difluorophenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]-3-[(2-methylpropan-2-yl)oxy]butanoic acid Chemical compound CC(C)(C)O[C@H](C)[C@@H](C(O)=O)NC(=O)C1=CC=C(C=2C=C(F)C(F)=CC=2)C=C1NC(=O)NC1=C(C)C=C(C)C=C1C IVTWTRKNKDMKHF-WINIVTDRSA-N 0.000 claims 1
- QVYCWEMVWQKRJH-OLILMLBXSA-N (2s,3r)-2-[[4-(3,4-difluorophenyl)-2-[(2,6-dimethyl-4-propylphenyl)carbamoylamino]benzoyl]amino]-3-[(2-methylpropan-2-yl)oxy]butanoic acid Chemical compound CC1=CC(CCC)=CC(C)=C1NC(=O)NC1=CC(C=2C=C(F)C(F)=CC=2)=CC=C1C(=O)N[C@@H]([C@@H](C)OC(C)(C)C)C(O)=O QVYCWEMVWQKRJH-OLILMLBXSA-N 0.000 claims 1
- WUFIMPRWQDXAMW-HRFSGMKKSA-N (2s,3r)-2-[[4-(3-fluorophenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]-3-[(2-methylpropan-2-yl)oxy]butanoic acid Chemical compound CC(C)(C)O[C@H](C)[C@@H](C(O)=O)NC(=O)C1=CC=C(C=2C=C(F)C=CC=2)C=C1NC(=O)NC1=C(C)C=C(C)C=C1C WUFIMPRWQDXAMW-HRFSGMKKSA-N 0.000 claims 1
- XGTWUMJDHFUSBH-HRFSGMKKSA-N (2s,3r)-2-[[4-(4-fluorophenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]-3-[(2-methylpropan-2-yl)oxy]butanoic acid Chemical compound CC(C)(C)O[C@H](C)[C@@H](C(O)=O)NC(=O)C1=CC=C(C=2C=CC(F)=CC=2)C=C1NC(=O)NC1=C(C)C=C(C)C=C1C XGTWUMJDHFUSBH-HRFSGMKKSA-N 0.000 claims 1
- ZYAQEXLNQYIHNU-PIKZIKFNSA-N (2s,3r)-2-[[4-(4-methoxyphenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]-3-[(2-methylpropan-2-yl)oxy]butanoic acid Chemical compound C1=CC(OC)=CC=C1C1=CC=C(C(=O)N[C@@H]([C@@H](C)OC(C)(C)C)C(O)=O)C(NC(=O)NC=2C(=CC(C)=CC=2C)C)=C1 ZYAQEXLNQYIHNU-PIKZIKFNSA-N 0.000 claims 1
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- SIVVDUDKHBTSKI-CLOONOSVSA-N (2s,3r)-3-[(2-methylpropan-2-yl)oxy]-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]butanoic acid Chemical compound CC(C)(C)O[C@H](C)[C@@H](C(O)=O)NC(=O)C1=CC2=CC=CC=C2C=C1NC(=O)NC1=C(C)C=C(C)C=C1C SIVVDUDKHBTSKI-CLOONOSVSA-N 0.000 claims 1
- NFEHTHYGFWCOJE-HRFSGMKKSA-N (2s,3r)-3-[(2-methylpropan-2-yl)oxy]-2-[[3-[[2-(2,4,6-trimethylphenyl)acetyl]amino]naphthalene-2-carbonyl]amino]butanoic acid Chemical compound CC(C)(C)O[C@H](C)[C@@H](C(O)=O)NC(=O)C1=CC2=CC=CC=C2C=C1NC(=O)CC1=C(C)C=C(C)C=C1C NFEHTHYGFWCOJE-HRFSGMKKSA-N 0.000 claims 1
- LKBNLSFEFYTSCW-ZBLYBZFDSA-N (2s,3r)-3-[(2-methylpropan-2-yl)oxy]-2-[[4-phenyl-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]butanoic acid Chemical compound CC(C)(C)O[C@H](C)[C@@H](C(O)=O)NC(=O)C1=CC=C(C=2C=CC=CC=2)C=C1NC(=O)NC1=C(C)C=C(C)C=C1C LKBNLSFEFYTSCW-ZBLYBZFDSA-N 0.000 claims 1
- VFXCDESXOOWVLU-BCHFMIIMSA-N (2s,3r)-3-cyclobutyloxy-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]butanoic acid Chemical compound O([C@H](C)[C@H](NC(=O)C=1C(=CC2=CC=CC=C2C=1)NC(=O)NC=1C(=CC(C)=CC=1C)C)C(O)=O)C1CCC1 VFXCDESXOOWVLU-BCHFMIIMSA-N 0.000 claims 1
- KNXPXTCHVCTQBO-GDJIYFAZSA-N (2s,3r)-3-cyclobutyloxy-2-[[4-(3,4-difluorophenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]butanoic acid Chemical compound O([C@H](C)[C@H](NC(=O)C=1C(=CC(=CC=1)C=1C=C(F)C(F)=CC=1)NC(=O)NC=1C(=CC(C)=CC=1C)C)C(O)=O)C1CCC1 KNXPXTCHVCTQBO-GDJIYFAZSA-N 0.000 claims 1
- BEYABHAZRRWMOS-DGPALRBDSA-N (2s,3r)-3-phenylmethoxy-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]pentanoic acid Chemical compound O([C@H](CC)[C@H](NC(=O)C=1C(=CC2=CC=CC=C2C=1)NC(=O)NC=1C(=CC(C)=CC=1C)C)C(O)=O)CC1=CC=CC=C1 BEYABHAZRRWMOS-DGPALRBDSA-N 0.000 claims 1
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- NVAFMKGSIOBCFA-UHFFFAOYSA-N 1-[[4-(4-methoxyphenyl)-2-[(2,4,6-trimethylphenyl)carbamoylamino]benzoyl]amino]cycloheptane-1-carboxylic acid Chemical compound C1=CC(OC)=CC=C1C(C=C1NC(=O)NC=2C(=CC(C)=CC=2C)C)=CC=C1C(=O)NC1(C(O)=O)CCCCCC1 NVAFMKGSIOBCFA-UHFFFAOYSA-N 0.000 claims 1
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- HXEXKLWLHOSVIT-UHFFFAOYSA-N 1-[[5-(3,4-difluorophenyl)-3-[(2,4,6-trimethylphenyl)carbamoylamino]thiophene-2-carbonyl]amino]cyclohexane-1-carboxylic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=C(C(=O)NC2(CCCCC2)C(O)=O)SC(C=2C=C(F)C(F)=CC=2)=C1 HXEXKLWLHOSVIT-UHFFFAOYSA-N 0.000 claims 1
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- HNFVEDJDVKGSAV-UHFFFAOYSA-N 1-[[5-(4-methoxyphenyl)-3-[(2,4,6-trimethylphenyl)carbamoylamino]thiophene-2-carbonyl]amino]cyclooctane-1-carboxylic acid Chemical compound C1=CC(OC)=CC=C1C1=CC(NC(=O)NC=2C(=CC(C)=CC=2C)C)=C(C(=O)NC2(CCCCCCC2)C(O)=O)S1 HNFVEDJDVKGSAV-UHFFFAOYSA-N 0.000 claims 1
- XAFDPVZFEUGUAT-UHFFFAOYSA-N 1-[[5-(4-methoxyphenyl)-3-[(2,4,6-trimethylphenyl)carbamoylamino]thiophene-2-carbonyl]amino]cyclopentane-1-carboxylic acid Chemical compound C1=CC(OC)=CC=C1C1=CC(NC(=O)NC=2C(=CC(C)=CC=2C)C)=C(C(=O)NC2(CCCC2)C(O)=O)S1 XAFDPVZFEUGUAT-UHFFFAOYSA-N 0.000 claims 1
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- PXLOSBDARKDVEX-UHFFFAOYSA-N 2-(1,4-dioxaspiro[4.5]decan-8-yl)-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]acetic acid Chemical compound CC1=CC(C)=CC(C)=C1NC(=O)NC1=CC2=CC=CC=C2C=C1C(=O)NC(C(O)=O)C1CCC2(OCCO2)CC1 PXLOSBDARKDVEX-UHFFFAOYSA-N 0.000 claims 1
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Families Citing this family (29)
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| JP4765353B2 (ja) * | 2004-03-22 | 2011-09-07 | 住友化学株式会社 | (1−アルケニル)シクロプロパン化合物の製造方法 |
| EP1676834A1 (en) | 2004-12-30 | 2006-07-05 | Sanofi-Aventis Deutschland GmbH | Fused bicyclic carboxamide derivates for use as CXCR2 inhibitors in the treatment of inflammation |
| PE20110235A1 (es) | 2006-05-04 | 2011-04-14 | Boehringer Ingelheim Int | Combinaciones farmaceuticas que comprenden linagliptina y metmorfina |
| JP5232144B2 (ja) | 2006-06-28 | 2013-07-10 | サノフイ | Cxcr2阻害剤 |
| WO2008000408A1 (en) | 2006-06-28 | 2008-01-03 | Sanofi-Aventis | Cxcr2 antagonists |
| KR20090023645A (ko) | 2006-06-28 | 2009-03-05 | 사노피-아벤티스 | 신규한 cxcr2 억제제 |
| JP5352455B2 (ja) | 2006-06-30 | 2013-11-27 | サノフイ | Cxcr2阻害剤 |
| GB0619611D0 (en) * | 2006-10-04 | 2006-11-15 | Ark Therapeutics Ltd | Compounds and their use |
| DE102007012284A1 (de) | 2007-03-16 | 2008-09-18 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue substituierte Arylsulfonylglycine, deren Herstellung und deren Verwendung als Arzneimittel |
| DE102007035334A1 (de) | 2007-07-27 | 2009-01-29 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue substituierte Arylsulfonylglycine, deren Herstellung und deren Verwendung als Arzneimittel |
| DE102007035333A1 (de) | 2007-07-27 | 2009-01-29 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue substituierte Arylsulfonylglycine, deren Herstellung und deren Verwendung als Arzneimittel |
| KR20100087300A (ko) * | 2007-09-28 | 2010-08-04 | 글락소스미스클라인 엘엘씨 | 글리코겐 포스포릴라아제 억제제 화합물 및 이의 약학적 조성물 |
| KR20100075568A (ko) * | 2007-09-28 | 2010-07-02 | 글락소스미스클라인 엘엘씨 | 글리코겐 포스포릴라아제 억제제 화합물 및 이의 약제 조성물 |
| RU2529484C2 (ru) * | 2008-05-05 | 2014-09-27 | Санофи-Авентис | Ациламино-замещенные производные конденсированных циклопентанкарбоновых кислот и их применение в качестве фармацевтических средств |
| WO2009155156A1 (en) * | 2008-06-18 | 2009-12-23 | Merck & Co., Inc. | Inhibitors of janus kinases |
| WO2010092440A1 (en) * | 2009-02-16 | 2010-08-19 | Inserm (Institut National De La Sante Et De La Recherche Medicale) | Cxcr2 receptor antagonists for the treatment or the prevention of insulin resistance |
| AR079022A1 (es) * | 2009-11-02 | 2011-12-21 | Sanofi Aventis | Derivados de acido carboxilico ciclico sustituidos con acilamino, su uso como productos farmaceuticos, composicion farmaceutica y metodo de preparacion |
| WO2011109470A1 (en) | 2010-03-05 | 2011-09-09 | Boehringer Ingelheim International Gmbh | Heteroaryl nitrile compounds useful as inhibitors of cathepsin-s |
| WO2011159781A2 (en) * | 2010-06-17 | 2011-12-22 | Senomyx, Inc. | Bitter taste modulators |
| SI2864291T1 (sl) | 2012-06-26 | 2017-01-31 | Bayer Pharma Aktiengesellschaft | N-(4-(kinolin-4-iloksi)cikloheksil(metil))(hetero)arilkarboksamidi kot antagonisti receptorja androgena, njihova izdelava in uporaba kot medicinski izdelki |
| GB201211309D0 (en) * | 2012-06-26 | 2012-08-08 | Fujifilm Mfg Europe Bv | Process for preparing membranes |
| CN111978319B (zh) | 2014-06-27 | 2023-08-11 | 诺格拉制药有限公司 | 芳基受体调制剂及其制备和使用方法 |
| WO2017156071A1 (en) | 2016-03-09 | 2017-09-14 | Blade Therapeutics, Inc. | Cyclic keto-amide compounds as calpain modulators and methods of production and use thereof |
| EP3481835A4 (en) | 2016-07-05 | 2020-02-26 | Blade Therapeutics, Inc. | CALPAIN MODULATORS AND THERAPEUTIC USE THEREOF |
| BR112019006110A2 (pt) | 2016-09-28 | 2019-09-10 | Blade Therapeutics Inc | moduladores de calpaína e usos terapêuticos dos mesmos |
| JP2021515767A (ja) | 2018-03-07 | 2021-06-24 | バイエル・アクチエンゲゼルシヤフト | Erk5阻害剤の同定及び使用 |
| BR112021010453A2 (pt) | 2018-12-19 | 2021-08-24 | Leo Pharma A/S | Composto, e, composição farmacêutica |
| WO2020234103A1 (en) | 2019-05-21 | 2020-11-26 | Bayer Aktiengesellschaft | Identification and use of kras inhibitors |
| WO2021152113A1 (en) | 2020-01-31 | 2021-08-05 | Bayer Aktiengesellschaft | Substituted 2,3-benzodiazepines derivatives |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59181257A (ja) * | 1983-03-31 | 1984-10-15 | Chugai Pharmaceut Co Ltd | ウレイドベンズアミド誘導体 |
| JPS61268678A (ja) * | 1985-05-17 | 1986-11-28 | バイエル・アクチエンゲゼルシヤフト | 生産増進剤 |
| US5145845A (en) * | 1991-05-14 | 1992-09-08 | Warner-Lambert Co. | Substituted 2-carboxylindoles having pharmaceutical activity |
| EA002124B1 (ru) * | 1995-11-24 | 2001-12-24 | Смитклайн Бичам С.П.А. | Производные хинолина |
| US6417393B1 (en) * | 1996-05-24 | 2002-07-09 | Neurosearch A/S | Phenyl derivatives containing an acidic group, their preparation and their use as chloride channel blockers |
| WO1998052558A1 (en) * | 1997-05-23 | 1998-11-26 | Bayer Corporation | INHIBITION OF p38 KINASE ACTIVITY BY ARYL UREAS |
| US6093742A (en) * | 1997-06-27 | 2000-07-25 | Vertex Pharmaceuticals, Inc. | Inhibitors of p38 |
| US7125875B2 (en) * | 1999-04-15 | 2006-10-24 | Bristol-Myers Squibb Company | Cyclic protein tyrosine kinase inhibitors |
| CA2385882C (en) * | 1999-09-24 | 2009-11-24 | Genentech, Inc. | Tyrosine derivatives |
| GB0008264D0 (en) * | 2000-04-04 | 2000-05-24 | Smithkline Beecham Plc | Novel method and compounds |
| US20040023961A1 (en) * | 2002-02-11 | 2004-02-05 | Bayer Corporation | Aryl ureas with raf kinase and angiogenisis inhibiting activity |
| JP2005535710A (ja) * | 2002-08-09 | 2005-11-24 | トランス テック ファーマ,インコーポレイテッド | アリールおよびヘテロアリール化合物ならびに凝固を調節する方法 |
| AU2003258491A1 (en) * | 2002-09-05 | 2004-03-29 | Neurosearch A/S | Amide derivatives and their use as chloride channel blockers |
| JP2006507329A (ja) * | 2002-11-21 | 2006-03-02 | ニューロサーチ、アクティーゼルスカブ | 新規アリールウレイド安息香酸誘導体及びその使用 |
| EP1670804A2 (en) * | 2003-09-10 | 2006-06-21 | GPC Biotech AG | Heterobicyclic compounds as pharmaceutically active agents |
| US20050085531A1 (en) * | 2003-10-03 | 2005-04-21 | Hodge Carl N. | Thiophene-based compounds exhibiting ATP-utilizing enzyme inhibitory activity, and compositions, and uses thereof |
| BRPI0508762A (pt) * | 2004-04-16 | 2007-08-14 | Genentech Inc | método de aumento do esgotamento de células b em mamìferos, método de aumento da eficácia do esgotamento de células b, método de tratamento de malignidade ou neoplasma de células b, método de alìvio de disfunção autoimunológica regulada por células b, método de esgotamento das células b e composição |
-
2005
- 2005-11-04 AU AU2005304962A patent/AU2005304962B2/en not_active Ceased
- 2005-11-04 KR KR1020077013158A patent/KR20070086044A/ko not_active Withdrawn
- 2005-11-04 CN CNA2005800462669A patent/CN101098852A/zh active Pending
- 2005-11-04 US US11/718,804 patent/US20070249670A1/en not_active Abandoned
- 2005-11-04 JP JP2007540066A patent/JP2008519761A/ja active Pending
- 2005-11-04 BR BRPI0517567-4A patent/BRPI0517567A/pt not_active IP Right Cessation
- 2005-11-04 RU RU2007119427/04A patent/RU2007119427A/ru not_active Application Discontinuation
- 2005-11-04 EP EP05839433A patent/EP1812383A1/en not_active Withdrawn
- 2005-11-04 WO PCT/US2005/039956 patent/WO2006052722A1/en not_active Ceased
- 2005-11-04 SG SG200905516-1A patent/SG155229A1/en unknown
- 2005-11-04 CA CA002586446A patent/CA2586446A1/en not_active Abandoned
- 2005-11-04 MX MX2007005590A patent/MX2007005590A/es not_active Application Discontinuation
-
2007
- 2007-04-30 IL IL182863A patent/IL182863A0/en unknown
- 2007-04-30 NO NO20072223A patent/NO20072223L/no not_active Application Discontinuation
- 2007-05-08 ZA ZA200703713A patent/ZA200703713B/xx unknown
- 2007-06-08 MA MA29978A patent/MA29090B1/fr unknown
-
2010
- 2010-02-12 AU AU2010200531A patent/AU2010200531A1/en not_active Abandoned
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