JP2010536740A5 - - Google Patents
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- JP2010536740A5 JP2010536740A5 JP2010520669A JP2010520669A JP2010536740A5 JP 2010536740 A5 JP2010536740 A5 JP 2010536740A5 JP 2010520669 A JP2010520669 A JP 2010520669A JP 2010520669 A JP2010520669 A JP 2010520669A JP 2010536740 A5 JP2010536740 A5 JP 2010536740A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- thiazole
- amino
- carbonyl
- amide
- 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.)
- Ceased
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- -1 bromo, cyclopropyl Chemical group 0.000 claims 64
- 150000001408 amides Chemical class 0.000 claims 22
- 150000001875 compounds Chemical class 0.000 claims 20
- 125000000217 alkyl group Chemical group 0.000 claims 15
- VSQMBZXCDDTZAF-UHFFFAOYSA-N 6-methylimidazo[2,1-b][1,3]thiazole-5-carboxylic acid Chemical compound S1C=CN2C(C(O)=O)=C(C)N=C21 VSQMBZXCDDTZAF-UHFFFAOYSA-N 0.000 claims 14
- 125000001424 substituent group Chemical group 0.000 claims 14
- 150000003839 salts Chemical class 0.000 claims 11
- 229910052736 halogen Inorganic materials 0.000 claims 7
- 150000002367 halogens Chemical class 0.000 claims 7
- 229910052739 hydrogen Inorganic materials 0.000 claims 7
- 239000001257 hydrogen Substances 0.000 claims 7
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 7
- 125000003118 aryl group Chemical group 0.000 claims 6
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- OVVDFORZEGKEJM-UHFFFAOYSA-N 1-methylindazole-3-carboxylic acid Chemical compound C1=CC=C2N(C)N=C(C(O)=O)C2=C1 OVVDFORZEGKEJM-UHFFFAOYSA-N 0.000 claims 3
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 3
- YFOICSSNYXWWBW-UHFFFAOYSA-N 2-methyl-5-(4-methylphenyl)-1,3-thiazole-4-carboxylic acid Chemical compound S1C(C)=NC(C(O)=O)=C1C1=CC=C(C)C=C1 YFOICSSNYXWWBW-UHFFFAOYSA-N 0.000 claims 2
- 239000004480 active ingredient Substances 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 125000004565 2,3-dihydrobenzofuran-4-yl group Chemical group O1CCC2=C1C=CC=C2* 0.000 claims 1
- PDYQJEHUHVAGQX-UHFFFAOYSA-N 2-amino-5-(3-chlorophenyl)-n-(cyclopropylmethyl)-n-[2-[(1-methylindazole-3-carbonyl)amino]ethyl]-1,3-thiazole-4-carboxamide Chemical compound C12=CC=CC=C2N(C)N=C1C(=O)NCCN(C(=O)C1=C(SC(N)=N1)C=1C=C(Cl)C=CC=1)CC1CC1 PDYQJEHUHVAGQX-UHFFFAOYSA-N 0.000 claims 1
- CAUBOFJBXMTYRS-UHFFFAOYSA-N 2-amino-5-(3-chlorophenyl)-n-cyclopropyl-n-[2-(2,3-dihydro-1,4-benzodioxine-5-carbonylamino)ethyl]-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC(Cl)=CC=1C=1SC(N)=NC=1C(=O)N(CCNC(=O)C=1C=2OCCOC=2C=CC=1)C1CC1 CAUBOFJBXMTYRS-UHFFFAOYSA-N 0.000 claims 1
- ZRNNIUYEZBKUJU-UHFFFAOYSA-N 2-amino-5-(3-chlorophenyl)-n-cyclopropyl-n-[2-[(1-methylindazole-3-carbonyl)amino]ethyl]-1,3-thiazole-4-carboxamide Chemical compound C12=CC=CC=C2N(C)N=C1C(=O)NCCN(C(=O)C1=C(SC(N)=N1)C=1C=C(Cl)C=CC=1)C1CC1 ZRNNIUYEZBKUJU-UHFFFAOYSA-N 0.000 claims 1
- CWASEUYAUQXDAM-UHFFFAOYSA-N 2-amino-n-(cyclopropylmethyl)-5-(3-fluorophenyl)-n-[2-[(1-methylindazole-3-carbonyl)amino]ethyl]-1,3-thiazole-4-carboxamide Chemical compound C12=CC=CC=C2N(C)N=C1C(=O)NCCN(C(=O)C1=C(SC(N)=N1)C=1C=C(F)C=CC=1)CC1CC1 CWASEUYAUQXDAM-UHFFFAOYSA-N 0.000 claims 1
- ITXUKUPAAVVJGH-UHFFFAOYSA-N 2-amino-n-(cyclopropylmethyl)-5-(3-methoxyphenyl)-n-[2-[(1-methylindazole-3-carbonyl)amino]ethyl]-1,3-thiazole-4-carboxamide Chemical compound COC1=CC=CC(C2=C(N=C(N)S2)C(=O)N(CCNC(=O)C=2C3=CC=CC=C3N(C)N=2)CC2CC2)=C1 ITXUKUPAAVVJGH-UHFFFAOYSA-N 0.000 claims 1
- SBNTWASSQZTQKK-UHFFFAOYSA-N 2-amino-n-(cyclopropylmethyl)-5-(4-fluorophenyl)-n-[2-[(1-methylindazole-3-carbonyl)amino]ethyl]-1,3-thiazole-4-carboxamide Chemical compound C12=CC=CC=C2N(C)N=C1C(=O)NCCN(C(=O)C1=C(SC(N)=N1)C=1C=CC(F)=CC=1)CC1CC1 SBNTWASSQZTQKK-UHFFFAOYSA-N 0.000 claims 1
- UKOUMUHYGQMLIO-UHFFFAOYSA-N 2-amino-n-(cyclopropylmethyl)-n-[2-(2,3-dihydro-1,4-benzodioxine-5-carbonylamino)ethyl]-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(N)=NC=1C(=O)N(CCNC(=O)C=1C=2OCCOC=2C=CC=1)CC1CC1 UKOUMUHYGQMLIO-UHFFFAOYSA-N 0.000 claims 1
- KFZUEUTXTYWHSU-UHFFFAOYSA-N 2-amino-n-(cyclopropylmethyl)-n-[2-[(1-methylindazole-3-carbonyl)amino]ethyl]-5-(3-methylphenyl)-1,3-thiazole-4-carboxamide Chemical compound CC1=CC=CC(C2=C(N=C(N)S2)C(=O)N(CCNC(=O)C=2C3=CC=CC=C3N(C)N=2)CC2CC2)=C1 KFZUEUTXTYWHSU-UHFFFAOYSA-N 0.000 claims 1
- VTMNKCJAAVEVDL-UHFFFAOYSA-N 2-amino-n-(cyclopropylmethyl)-n-[2-[(1-methylindazole-3-carbonyl)amino]ethyl]-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C12=CC=CC=C2N(C)N=C1C(=O)NCCN(C(=O)C1=C(SC(N)=N1)C=1C=CC=CC=1)CC1CC1 VTMNKCJAAVEVDL-UHFFFAOYSA-N 0.000 claims 1
- YRDRCCXGCCHGBQ-UHFFFAOYSA-N 2-amino-n-[2-(1-benzofuran-4-carbonylamino)ethyl]-5-(3-chlorophenyl)-n-cyclopropyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC(Cl)=CC=1C=1SC(N)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)C1CC1 YRDRCCXGCCHGBQ-UHFFFAOYSA-N 0.000 claims 1
- TVCAGLYHSWKSRJ-UHFFFAOYSA-N 2-amino-n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-(cyclopropylmethyl)-5-(3-fluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC(F)=CC=1C=1SC(N)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)CC1CC1 TVCAGLYHSWKSRJ-UHFFFAOYSA-N 0.000 claims 1
- LJMVOXTUQBXBJN-UHFFFAOYSA-N 2-amino-n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-(cyclopropylmethyl)-5-(3-methoxyphenyl)-1,3-thiazole-4-carboxamide Chemical compound COC1=CC=CC(C2=C(N=C(N)S2)C(=O)N(CCNC(=O)C=2C=3C=COC=3C=CC=2)CC2CC2)=C1 LJMVOXTUQBXBJN-UHFFFAOYSA-N 0.000 claims 1
- SCBLREZNXOORTB-UHFFFAOYSA-N 2-amino-n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-(cyclopropylmethyl)-5-(3-methylphenyl)-1,3-thiazole-4-carboxamide Chemical compound CC1=CC=CC(C2=C(N=C(N)S2)C(=O)N(CCNC(=O)C=2C=3C=COC=3C=CC=2)CC2CC2)=C1 SCBLREZNXOORTB-UHFFFAOYSA-N 0.000 claims 1
- UNGCRHHRSKFQAD-UHFFFAOYSA-N 2-amino-n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-(cyclopropylmethyl)-5-(4-fluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C=1C=C(F)C=CC=1C=1SC(N)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)CC1CC1 UNGCRHHRSKFQAD-UHFFFAOYSA-N 0.000 claims 1
- RFHDAVOBXGDHQR-UHFFFAOYSA-N 2-amino-n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-(cyclopropylmethyl)-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(N)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)CC1CC1 RFHDAVOBXGDHQR-UHFFFAOYSA-N 0.000 claims 1
- AECFLPPHWMCCTN-UHFFFAOYSA-N 2-amino-n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-cyclopropyl-5-(3-fluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC(F)=CC=1C=1SC(N)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)C1CC1 AECFLPPHWMCCTN-UHFFFAOYSA-N 0.000 claims 1
- AIMKCDGVMZVNRX-UHFFFAOYSA-N 2-amino-n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-cyclopropyl-5-(3-methoxyphenyl)-1,3-thiazole-4-carboxamide Chemical compound COC1=CC=CC(C2=C(N=C(N)S2)C(=O)N(CCNC(=O)C=2C=3C=COC=3C=CC=2)C2CC2)=C1 AIMKCDGVMZVNRX-UHFFFAOYSA-N 0.000 claims 1
- PIHKEMMFROEAKB-UHFFFAOYSA-N 2-amino-n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-cyclopropyl-5-(3-methylphenyl)-1,3-thiazole-4-carboxamide Chemical compound CC1=CC=CC(C2=C(N=C(N)S2)C(=O)N(CCNC(=O)C=2C=3C=COC=3C=CC=2)C2CC2)=C1 PIHKEMMFROEAKB-UHFFFAOYSA-N 0.000 claims 1
- ZOOUIDXMVWCCDQ-UHFFFAOYSA-N 2-amino-n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-cyclopropyl-5-(4-fluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C=1C=C(F)C=CC=1C=1SC(N)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)C1CC1 ZOOUIDXMVWCCDQ-UHFFFAOYSA-N 0.000 claims 1
- BOKSKKBCKBAJIW-UHFFFAOYSA-N 2-amino-n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-cyclopropyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(N)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)C1CC1 BOKSKKBCKBAJIW-UHFFFAOYSA-N 0.000 claims 1
- QCEDICSIPLCTQA-UHFFFAOYSA-N 2-amino-n-cyclopropyl-5-(3-fluorophenyl)-n-[2-[(1-methylindazole-3-carbonyl)amino]ethyl]-1,3-thiazole-4-carboxamide Chemical compound C12=CC=CC=C2N(C)N=C1C(=O)NCCN(C(=O)C1=C(SC(N)=N1)C=1C=C(F)C=CC=1)C1CC1 QCEDICSIPLCTQA-UHFFFAOYSA-N 0.000 claims 1
- NEYUVURBORHCCB-UHFFFAOYSA-N 2-amino-n-cyclopropyl-5-(3-methoxyphenyl)-n-[2-[(1-methylindazole-3-carbonyl)amino]ethyl]-1,3-thiazole-4-carboxamide Chemical compound COC1=CC=CC(C2=C(N=C(N)S2)C(=O)N(CCNC(=O)C=2C3=CC=CC=C3N(C)N=2)C2CC2)=C1 NEYUVURBORHCCB-UHFFFAOYSA-N 0.000 claims 1
- NPDLUJPOROCDCH-UHFFFAOYSA-N 2-amino-n-cyclopropyl-5-(4-fluorophenyl)-n-[2-[(1-methylindazole-3-carbonyl)amino]ethyl]-1,3-thiazole-4-carboxamide Chemical compound C12=CC=CC=C2N(C)N=C1C(=O)NCCN(C(=O)C1=C(SC(N)=N1)C=1C=CC(F)=CC=1)C1CC1 NPDLUJPOROCDCH-UHFFFAOYSA-N 0.000 claims 1
- MHXCJKPVJHFYJV-UHFFFAOYSA-N 2-amino-n-cyclopropyl-n-[2-(2,3-dihydro-1,4-benzodioxine-5-carbonylamino)ethyl]-5-(3-fluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC(F)=CC=1C=1SC(N)=NC=1C(=O)N(CCNC(=O)C=1C=2OCCOC=2C=CC=1)C1CC1 MHXCJKPVJHFYJV-UHFFFAOYSA-N 0.000 claims 1
- WGMIKMPNFFBWSC-UHFFFAOYSA-N 2-amino-n-cyclopropyl-n-[2-(2,3-dihydro-1,4-benzodioxine-5-carbonylamino)ethyl]-5-(3-methoxyphenyl)-1,3-thiazole-4-carboxamide Chemical compound COC1=CC=CC(C2=C(N=C(N)S2)C(=O)N(CCNC(=O)C=2C=3OCCOC=3C=CC=2)C2CC2)=C1 WGMIKMPNFFBWSC-UHFFFAOYSA-N 0.000 claims 1
- BJMVYNZUIQIHAE-UHFFFAOYSA-N 2-amino-n-cyclopropyl-n-[2-(2,3-dihydro-1,4-benzodioxine-5-carbonylamino)ethyl]-5-(3-methylphenyl)-1,3-thiazole-4-carboxamide Chemical compound CC1=CC=CC(C2=C(N=C(N)S2)C(=O)N(CCNC(=O)C=2C=3OCCOC=3C=CC=2)C2CC2)=C1 BJMVYNZUIQIHAE-UHFFFAOYSA-N 0.000 claims 1
- USFTXTZEFRYRFR-UHFFFAOYSA-N 2-amino-n-cyclopropyl-n-[2-(2,3-dihydro-1,4-benzodioxine-5-carbonylamino)ethyl]-5-(4-fluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C=1C=C(F)C=CC=1C=1SC(N)=NC=1C(=O)N(CCNC(=O)C=1C=2OCCOC=2C=CC=1)C1CC1 USFTXTZEFRYRFR-UHFFFAOYSA-N 0.000 claims 1
- CSEWYJMWIQZIJJ-UHFFFAOYSA-N 2-amino-n-cyclopropyl-n-[2-(2,3-dihydro-1,4-benzodioxine-5-carbonylamino)ethyl]-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(N)=NC=1C(=O)N(CCNC(=O)C=1C=2OCCOC=2C=CC=1)C1CC1 CSEWYJMWIQZIJJ-UHFFFAOYSA-N 0.000 claims 1
- BTUWDRMXZYAQGY-UHFFFAOYSA-N 2-amino-n-cyclopropyl-n-[2-[(1-methylindazole-3-carbonyl)amino]ethyl]-5-(3-methylphenyl)-1,3-thiazole-4-carboxamide Chemical compound CC1=CC=CC(C2=C(N=C(N)S2)C(=O)N(CCNC(=O)C=2C3=CC=CC=C3N(C)N=2)C2CC2)=C1 BTUWDRMXZYAQGY-UHFFFAOYSA-N 0.000 claims 1
- QZQPJXVUEYNOLW-UHFFFAOYSA-N 2-amino-n-cyclopropyl-n-[2-[(1-methylindazole-3-carbonyl)amino]ethyl]-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C12=CC=CC=C2N(C)N=C1C(=O)NCCN(C(=O)C1=C(SC(N)=N1)C=1C=CC=CC=1)C1CC1 QZQPJXVUEYNOLW-UHFFFAOYSA-N 0.000 claims 1
- HKYBFLVBMUJZPV-UHFFFAOYSA-N 2-bromo-n-(cyclopropylmethyl)-5-(3-methoxyphenyl)-n-[2-[(1-methylindazole-3-carbonyl)amino]ethyl]-1,3-thiazole-4-carboxamide Chemical compound COC1=CC=CC(C2=C(N=C(Br)S2)C(=O)N(CCNC(=O)C=2C3=CC=CC=C3N(C)N=2)CC2CC2)=C1 HKYBFLVBMUJZPV-UHFFFAOYSA-N 0.000 claims 1
- RKWWULYALIHFJG-UHFFFAOYSA-N 2-bromo-n-(cyclopropylmethyl)-n-[2-[(1-methylindazole-3-carbonyl)amino]ethyl]-5-(4-methylphenyl)-1,3-thiazole-4-carboxamide Chemical compound C1=CC(C)=CC=C1C1=C(C(=O)N(CCNC(=O)C=2C3=CC=CC=C3N(C)N=2)CC2CC2)N=C(Br)S1 RKWWULYALIHFJG-UHFFFAOYSA-N 0.000 claims 1
- CYWZXFJKTQZINY-UHFFFAOYSA-N 2-bromo-n-cyclopropyl-5-(3-methoxyphenyl)-n-[2-[(1-methylindazole-3-carbonyl)amino]ethyl]-1,3-thiazole-4-carboxamide Chemical compound COC1=CC=CC(C2=C(N=C(Br)S2)C(=O)N(CCNC(=O)C=2C3=CC=CC=C3N(C)N=2)C2CC2)=C1 CYWZXFJKTQZINY-UHFFFAOYSA-N 0.000 claims 1
- SJJHLXXNJWTTFY-UHFFFAOYSA-N 2-bromo-n-cyclopropyl-n-[2-(2,3-dihydro-1,4-benzodioxine-5-carbonylamino)ethyl]-5-(3-methoxyphenyl)-1,3-thiazole-4-carboxamide Chemical compound COC1=CC=CC(C2=C(N=C(Br)S2)C(=O)N(CCNC(=O)C=2C=3OCCOC=3C=CC=2)C2CC2)=C1 SJJHLXXNJWTTFY-UHFFFAOYSA-N 0.000 claims 1
- OQXCNTVFUGFAKJ-UHFFFAOYSA-N 2-bromo-n-cyclopropyl-n-[2-(2,3-dihydro-1,4-benzodioxine-5-carbonylamino)ethyl]-5-(4-methylphenyl)-1,3-thiazole-4-carboxamide Chemical compound C1=CC(C)=CC=C1C1=C(C(=O)N(CCNC(=O)C=2C=3OCCOC=3C=CC=2)C2CC2)N=C(Br)S1 OQXCNTVFUGFAKJ-UHFFFAOYSA-N 0.000 claims 1
- SXCQUJBYUQEUEE-UHFFFAOYSA-N 2-bromo-n-cyclopropyl-n-[2-[(1-methylindazole-3-carbonyl)amino]ethyl]-5-(4-methylphenyl)-1,3-thiazole-4-carboxamide Chemical compound C1=CC(C)=CC=C1C1=C(C(=O)N(CCNC(=O)C=2C3=CC=CC=C3N(C)N=2)C2CC2)N=C(Br)S1 SXCQUJBYUQEUEE-UHFFFAOYSA-N 0.000 claims 1
- IKIDLUICQHHWKP-UHFFFAOYSA-N 2-cyclopropyl-5-(3-methylphenyl)-1,3-thiazole-4-carboxylic acid Chemical compound CC1=CC=CC(C2=C(N=C(S2)C2CC2)C(O)=O)=C1 IKIDLUICQHHWKP-UHFFFAOYSA-N 0.000 claims 1
- DETNRAFQTNXTAW-UHFFFAOYSA-N 2-cyclopropyl-n-(cyclopropylmethyl)-5-(3-methoxyphenyl)-n-[2-[(1-methylindazole-3-carbonyl)amino]ethyl]-1,3-thiazole-4-carboxamide Chemical compound COC1=CC=CC(C2=C(N=C(S2)C2CC2)C(=O)N(CCNC(=O)C=2C3=CC=CC=C3N(C)N=2)CC2CC2)=C1 DETNRAFQTNXTAW-UHFFFAOYSA-N 0.000 claims 1
- IEPBGVWKZFSEFU-UHFFFAOYSA-N 2-cyclopropyl-n-(cyclopropylmethyl)-n-[2-(2,3-dihydro-1,4-benzodioxine-5-carbonylamino)ethyl]-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=2OCCOC=2C=1C(=O)NCCN(C(=O)C1=C(SC(=N1)C1CC1)C=1C=CC=CC=1)CC1CC1 IEPBGVWKZFSEFU-UHFFFAOYSA-N 0.000 claims 1
- WLXBSLQRQDSSKW-UHFFFAOYSA-N 2-cyclopropyl-n-(cyclopropylmethyl)-n-[2-[(1-methylindazole-3-carbonyl)amino]ethyl]-5-(3-methylphenyl)-1,3-thiazole-4-carboxamide Chemical compound CC1=CC=CC(C2=C(N=C(S2)C2CC2)C(=O)N(CCNC(=O)C=2C3=CC=CC=C3N(C)N=2)CC2CC2)=C1 WLXBSLQRQDSSKW-UHFFFAOYSA-N 0.000 claims 1
- TVRXIHYDFVZLRG-UHFFFAOYSA-N 2-cyclopropyl-n-(cyclopropylmethyl)-n-[2-[(1-methylindazole-3-carbonyl)amino]ethyl]-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C12=CC=CC=C2N(C)N=C1C(=O)NCCN(C(=O)C1=C(SC(=N1)C1CC1)C=1C=CC=CC=1)CC1CC1 TVRXIHYDFVZLRG-UHFFFAOYSA-N 0.000 claims 1
- YTGZVADHWFMCNP-UHFFFAOYSA-N 5-(3-cyanophenyl)-n-(cyclopropylmethyl)-2-methyl-n-[2-[(1-methylindazole-3-carbonyl)amino]ethyl]-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC(C#N)=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C2=CC=CC=C2N(C)N=1)CC1CC1 YTGZVADHWFMCNP-UHFFFAOYSA-N 0.000 claims 1
- QCQUMOJSPKIXGE-UHFFFAOYSA-N 5-(3-cyanophenyl)-n-(cyclopropylmethyl)-n-[2-(2,3-dihydro-1,4-benzodioxine-5-carbonylamino)ethyl]-2-methyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC(C#N)=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2OCCOC=2C=CC=1)CC1CC1 QCQUMOJSPKIXGE-UHFFFAOYSA-N 0.000 claims 1
- ONQHPEZCPKDZRV-UHFFFAOYSA-N 5-(3-cyanophenyl)-n-cyclopropyl-2-methyl-n-[2-[(1-methylindazole-3-carbonyl)amino]ethyl]-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC(C#N)=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C2=CC=CC=C2N(C)N=1)C1CC1 ONQHPEZCPKDZRV-UHFFFAOYSA-N 0.000 claims 1
- HHXKNGRNDSGMLG-UHFFFAOYSA-N 5-(4-chlorophenyl)-2-methyl-1,3-thiazole-4-carboxylic acid Chemical compound S1C(C)=NC(C(O)=O)=C1C1=CC=C(Cl)C=C1 HHXKNGRNDSGMLG-UHFFFAOYSA-N 0.000 claims 1
- LUODIVPWTSGZAP-UHFFFAOYSA-N 5-(4-chlorophenyl)-n-(cyclopropylmethyl)-2-methyl-n-[2-[(1-methylindazole-3-carbonyl)amino]ethyl]-1,3-thiazole-4-carboxamide Chemical compound C=1C=C(Cl)C=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C2=CC=CC=C2N(C)N=1)CC1CC1 LUODIVPWTSGZAP-UHFFFAOYSA-N 0.000 claims 1
- AXNSQAGXSNUTHT-UHFFFAOYSA-N 5-(4-chlorophenyl)-n-cyclopropyl-2-methyl-n-[2-[(1-methylindazole-3-carbonyl)amino]ethyl]-1,3-thiazole-4-carboxamide Chemical compound C=1C=C(Cl)C=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C2=CC=CC=C2N(C)N=1)C1CC1 AXNSQAGXSNUTHT-UHFFFAOYSA-N 0.000 claims 1
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- KMLGNWLYDRDUKP-UHFFFAOYSA-N n-[1-(1-benzofuran-4-carbonylamino)-3-phenylpropan-2-yl]-n-benzyl-2-methyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(C)=NC=1C(=O)N(C(CNC(=O)C=1C=2C=COC=2C=CC=1)CC=1C=CC=CC=1)CC1=CC=CC=C1 KMLGNWLYDRDUKP-UHFFFAOYSA-N 0.000 claims 1
- QARPMDZQRPJBEC-UHFFFAOYSA-N n-[1-(1-benzofuran-4-carbonylamino)-4-methylpentan-2-yl]-2-methyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=2OC=CC=2C=1C(=O)NCC(CC(C)C)NC(=O)C=1N=C(C)SC=1C1=CC=CC=C1 QARPMDZQRPJBEC-UHFFFAOYSA-N 0.000 claims 1
- OTUMXLMAHZREQK-UHFFFAOYSA-N n-[1-(1-benzofuran-4-carbonylamino)-4-methylpentan-2-yl]-n,2-dimethyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=2OC=CC=2C=1C(=O)NCC(CC(C)C)N(C)C(=O)C=1N=C(C)SC=1C1=CC=CC=C1 OTUMXLMAHZREQK-UHFFFAOYSA-N 0.000 claims 1
- LHTHZMWOQDGTND-UHFFFAOYSA-N n-[1-(1-benzofuran-4-carbonylamino)-4-methylpentan-2-yl]-n-benzyl-2-methyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=2OC=CC=2C=1C(=O)NCC(CC(C)C)N(C(=O)C1=C(SC(C)=N1)C=1C=CC=CC=1)CC1=CC=CC=C1 LHTHZMWOQDGTND-UHFFFAOYSA-N 0.000 claims 1
- KVUKIKWBGPQYEU-UHFFFAOYSA-N n-[1-(1-benzofuran-4-carbonylamino)-4-phenylbutan-2-yl]-2-methyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(C)=NC=1C(=O)NC(CNC(=O)C=1C=2C=COC=2C=CC=1)CCC1=CC=CC=C1 KVUKIKWBGPQYEU-UHFFFAOYSA-N 0.000 claims 1
- PWEJURCTDWVVGA-UHFFFAOYSA-N n-[1-(1-benzofuran-4-carbonylamino)-4-phenylbutan-2-yl]-n,2-dimethyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound N1=C(C)SC(C=2C=CC=CC=2)=C1C(=O)N(C)C(CNC(=O)C=1C=2C=COC=2C=CC=1)CCC1=CC=CC=C1 PWEJURCTDWVVGA-UHFFFAOYSA-N 0.000 claims 1
- ZFWHXRYEEMYVIV-UHFFFAOYSA-N n-[1-(1-benzofuran-4-carbonylamino)-4-phenylbutan-2-yl]-n-benzyl-2-methyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(C)=NC=1C(=O)N(C(CCC=1C=CC=CC=1)CNC(=O)C=1C=2C=COC=2C=CC=1)CC1=CC=CC=C1 ZFWHXRYEEMYVIV-UHFFFAOYSA-N 0.000 claims 1
- DPYQTKLUMRYXAH-UHFFFAOYSA-N n-[1-(1-benzofuran-4-carbonylamino)propan-2-yl]-2-methyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=2OC=CC=2C=1C(=O)NCC(C)NC(=O)C=1N=C(C)SC=1C1=CC=CC=C1 DPYQTKLUMRYXAH-UHFFFAOYSA-N 0.000 claims 1
- MCLBRDBRCQWTJP-UHFFFAOYSA-N n-[1-(1-benzofuran-4-carbonylamino)propan-2-yl]-n,2-dimethyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=2OC=CC=2C=1C(=O)NCC(C)N(C)C(=O)C=1N=C(C)SC=1C1=CC=CC=C1 MCLBRDBRCQWTJP-UHFFFAOYSA-N 0.000 claims 1
- KJAKYOZCMFXQIM-UHFFFAOYSA-N n-[1-(1-benzofuran-4-carbonylamino)propan-2-yl]-n-benzyl-2-methyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=2OC=CC=2C=1C(=O)NCC(C)N(C(=O)C1=C(SC(C)=N1)C=1C=CC=CC=1)CC1=CC=CC=C1 KJAKYOZCMFXQIM-UHFFFAOYSA-N 0.000 claims 1
- CMIJOZZEYALWLU-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)-1-cyclopropylethyl]-2-methyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(C)=NC=1C(=O)NC(CNC(=O)C=1C=2C=COC=2C=CC=1)C1CC1 CMIJOZZEYALWLU-UHFFFAOYSA-N 0.000 claims 1
- BFFFDINOGVIUIJ-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)-1-cyclopropylethyl]-n,2-dimethyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound N1=C(C)SC(C=2C=CC=CC=2)=C1C(=O)N(C)C(CNC(=O)C=1C=2C=COC=2C=CC=1)C1CC1 BFFFDINOGVIUIJ-UHFFFAOYSA-N 0.000 claims 1
- VQYKPJANGCCNTG-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)-1-cyclopropylethyl]-n-benzyl-2-methyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(C)=NC=1C(=O)N(C(CNC(=O)C=1C=2C=COC=2C=CC=1)C1CC1)CC1=CC=CC=C1 VQYKPJANGCCNTG-UHFFFAOYSA-N 0.000 claims 1
- RWWVHFOYBPSYBO-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-2-bromo-n-(cyclopropylmethyl)-5-(3-methoxyphenyl)-1,3-thiazole-4-carboxamide Chemical compound COC1=CC=CC(C2=C(N=C(Br)S2)C(=O)N(CCNC(=O)C=2C=3C=COC=3C=CC=2)CC2CC2)=C1 RWWVHFOYBPSYBO-UHFFFAOYSA-N 0.000 claims 1
- ICXIXFPRNQSPJT-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-2-bromo-n-(cyclopropylmethyl)-5-(4-methylphenyl)-1,3-thiazole-4-carboxamide Chemical compound C1=CC(C)=CC=C1C1=C(C(=O)N(CCNC(=O)C=2C=3C=COC=3C=CC=2)CC2CC2)N=C(Br)S1 ICXIXFPRNQSPJT-UHFFFAOYSA-N 0.000 claims 1
- DSCYCHFSAXBKQA-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-2-bromo-n-cyclopropyl-5-(3-methoxyphenyl)-1,3-thiazole-4-carboxamide Chemical compound COC1=CC=CC(C2=C(N=C(Br)S2)C(=O)N(CCNC(=O)C=2C=3C=COC=3C=CC=2)C2CC2)=C1 DSCYCHFSAXBKQA-UHFFFAOYSA-N 0.000 claims 1
- KWEQOTFEPDWKIM-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-2-bromo-n-cyclopropyl-5-(4-methylphenyl)-1,3-thiazole-4-carboxamide Chemical compound C1=CC(C)=CC=C1C1=C(C(=O)N(CCNC(=O)C=2C=3C=COC=3C=CC=2)C2CC2)N=C(Br)S1 KWEQOTFEPDWKIM-UHFFFAOYSA-N 0.000 claims 1
- LAOJEDZIJBBVHO-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-2-cyclopropyl-n-(cyclopropylmethyl)-5-(3-methoxyphenyl)-1,3-thiazole-4-carboxamide Chemical compound COC1=CC=CC(C2=C(N=C(S2)C2CC2)C(=O)N(CCNC(=O)C=2C=3C=COC=3C=CC=2)CC2CC2)=C1 LAOJEDZIJBBVHO-UHFFFAOYSA-N 0.000 claims 1
- ZBGURWWSIVPAKC-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-2-cyclopropyl-n-(cyclopropylmethyl)-5-(3-methylphenyl)-1,3-thiazole-4-carboxamide Chemical compound CC1=CC=CC(C2=C(N=C(S2)C2CC2)C(=O)N(CCNC(=O)C=2C=3C=COC=3C=CC=2)CC2CC2)=C1 ZBGURWWSIVPAKC-UHFFFAOYSA-N 0.000 claims 1
- FGSJWXZPEJMKLR-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-2-cyclopropyl-n-(cyclopropylmethyl)-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=2OC=CC=2C=1C(=O)NCCN(C(=O)C1=C(SC(=N1)C1CC1)C=1C=CC=CC=1)CC1CC1 FGSJWXZPEJMKLR-UHFFFAOYSA-N 0.000 claims 1
- DNIRMUITSGSEBQ-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-2-methyl-5-phenyl-n-(2-phenylethyl)-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)CCC1=CC=CC=C1 DNIRMUITSGSEBQ-UHFFFAOYSA-N 0.000 claims 1
- VEERWIQYZQSXKM-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-2-methyl-5-phenyl-n-(3-phenylpropyl)-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)CCCC1=CC=CC=C1 VEERWIQYZQSXKM-UHFFFAOYSA-N 0.000 claims 1
- LIWSOLYYTOKZNY-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-2-methyl-5-phenyl-n-[[4-(trifluoromethyl)phenyl]methyl]-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)CC1=CC=C(C(F)(F)F)C=C1 LIWSOLYYTOKZNY-UHFFFAOYSA-N 0.000 claims 1
- PYRJKYUMWDFJCT-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-2-methyl-n-(2-methylpropyl)-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=2OC=CC=2C=1C(=O)NCCN(CC(C)C)C(=O)C=1N=C(C)SC=1C1=CC=CC=C1 PYRJKYUMWDFJCT-UHFFFAOYSA-N 0.000 claims 1
- RTZNPIUKKMHTIX-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-5-(3-cyanophenyl)-n-(cyclopropylmethyl)-2-methyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC(C#N)=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)CC1CC1 RTZNPIUKKMHTIX-UHFFFAOYSA-N 0.000 claims 1
- CNAAVVJXNOVWCH-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-5-(3-cyanophenyl)-n-cyclopropyl-2-methyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC(C#N)=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)C1CC1 CNAAVVJXNOVWCH-UHFFFAOYSA-N 0.000 claims 1
- KDPGVDSGICDDIM-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-5-(4-chlorophenyl)-n-(cyclopropylmethyl)-2-methyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=C(Cl)C=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)CC1CC1 KDPGVDSGICDDIM-UHFFFAOYSA-N 0.000 claims 1
- NYJWBAXCKUDVAJ-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-5-(4-fluorophenyl)-n,2-dimethyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=2OC=CC=2C=1C(=O)NCCN(C)C(=O)C=1N=C(C)SC=1C1=CC=C(F)C=C1 NYJWBAXCKUDVAJ-UHFFFAOYSA-N 0.000 claims 1
- ABCQPLWHTAKBON-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n,2-dicyclopropyl-5-(3-methoxyphenyl)-1,3-thiazole-4-carboxamide Chemical compound COC1=CC=CC(C2=C(N=C(S2)C2CC2)C(=O)N(CCNC(=O)C=2C=3C=COC=3C=CC=2)C2CC2)=C1 ABCQPLWHTAKBON-UHFFFAOYSA-N 0.000 claims 1
- ROMVBRXCYZXSGP-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n,2-dicyclopropyl-5-(3-methylphenyl)-1,3-thiazole-4-carboxamide Chemical compound CC1=CC=CC(C2=C(N=C(S2)C2CC2)C(=O)N(CCNC(=O)C=2C=3C=COC=3C=CC=2)C2CC2)=C1 ROMVBRXCYZXSGP-UHFFFAOYSA-N 0.000 claims 1
- LZARJVBABOVZIH-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n,2-dicyclopropyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=2OC=CC=2C=1C(=O)NCCN(C(=O)C1=C(SC(=N1)C1CC1)C=1C=CC=CC=1)C1CC1 LZARJVBABOVZIH-UHFFFAOYSA-N 0.000 claims 1
- FUVZPTKOFNKEJB-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n,2-dimethyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=2OC=CC=2C=1C(=O)NCCN(C)C(=O)C=1N=C(C)SC=1C1=CC=CC=C1 FUVZPTKOFNKEJB-UHFFFAOYSA-N 0.000 claims 1
- RAJRGIUOYNWFOA-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-(3,3-dimethylbutyl)-2-methyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N(CCNC(=O)C=2C=3C=COC=3C=CC=2)CCC(C)(C)C)=C1C1=CC=CC=C1 RAJRGIUOYNWFOA-UHFFFAOYSA-N 0.000 claims 1
- LFHZKWLXPIQFDZ-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-(cyclohexylmethyl)-2-methyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)CC1CCCCC1 LFHZKWLXPIQFDZ-UHFFFAOYSA-N 0.000 claims 1
- PZAGFEISIWHDQP-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-(cyclopropylmethyl)-2-methyl-5-(4-methylphenyl)-1,3-thiazole-4-carboxamide Chemical compound C=1C=C(C)C=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)CC1CC1 PZAGFEISIWHDQP-UHFFFAOYSA-N 0.000 claims 1
- DMGASQNATOXBQU-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-(cyclopropylmethyl)-2-methyl-5-[3-(trifluoromethyl)phenyl]-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC(C(F)(F)F)=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)CC1CC1 DMGASQNATOXBQU-UHFFFAOYSA-N 0.000 claims 1
- PGXUCBJIQFWJBO-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-(cyclopropylmethyl)-2-methyl-5-[4-(trifluoromethyl)phenyl]-1,3-thiazole-4-carboxamide Chemical compound C=1C=C(C(F)(F)F)C=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)CC1CC1 PGXUCBJIQFWJBO-UHFFFAOYSA-N 0.000 claims 1
- UVVMHIRRYXGGIQ-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-(cyclopropylmethyl)-2-methyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)CC1CC1 UVVMHIRRYXGGIQ-UHFFFAOYSA-N 0.000 claims 1
- FQAYKYOIIQMUNQ-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-(cyclopropylmethyl)-5-(2-fluorophenyl)-2-methyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=C(F)C=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)CC1CC1 FQAYKYOIIQMUNQ-UHFFFAOYSA-N 0.000 claims 1
- STRXNSWVBWCYRZ-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-(cyclopropylmethyl)-5-(3,4-dimethylphenyl)-2-methyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=C(C)C(C)=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)CC1CC1 STRXNSWVBWCYRZ-UHFFFAOYSA-N 0.000 claims 1
- DGTUAXVECFTQAV-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-(cyclopropylmethyl)-5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC(F)=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)CC1CC1 DGTUAXVECFTQAV-UHFFFAOYSA-N 0.000 claims 1
- XFSWAPSCJCPCIN-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-(cyclopropylmethyl)-5-(3-methoxyphenyl)-2-methyl-1,3-thiazole-4-carboxamide Chemical compound COC1=CC=CC(C2=C(N=C(C)S2)C(=O)N(CCNC(=O)C=2C=3C=COC=3C=CC=2)CC2CC2)=C1 XFSWAPSCJCPCIN-UHFFFAOYSA-N 0.000 claims 1
- CIYYQKOMGUQNOO-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-[(4-fluorophenyl)methyl]-2-methyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)CC1=CC=C(F)C=C1 CIYYQKOMGUQNOO-UHFFFAOYSA-N 0.000 claims 1
- NTCKTGFPEYKLGT-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-benzyl-2-methyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)CC1=CC=CC=C1 NTCKTGFPEYKLGT-UHFFFAOYSA-N 0.000 claims 1
- FCNWEWUKESWWTC-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-benzyl-5-(4-fluorophenyl)-2-methyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=C(F)C=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)CC1=CC=CC=C1 FCNWEWUKESWWTC-UHFFFAOYSA-N 0.000 claims 1
- NMEBPGFWNGTBJW-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-cyclopropyl-2-methyl-5-[3-(trifluoromethyl)phenyl]-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC(C(F)(F)F)=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)C1CC1 NMEBPGFWNGTBJW-UHFFFAOYSA-N 0.000 claims 1
- RIRVPTSLMNUFJX-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-cyclopropyl-2-methyl-5-[4-(trifluoromethyl)phenyl]-1,3-thiazole-4-carboxamide Chemical compound C=1C=C(C(F)(F)F)C=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)C1CC1 RIRVPTSLMNUFJX-UHFFFAOYSA-N 0.000 claims 1
- MUGHFDXVWNNCLK-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-cyclopropyl-2-methyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)C1CC1 MUGHFDXVWNNCLK-UHFFFAOYSA-N 0.000 claims 1
- NNFKAQHBAYIZON-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-cyclopropyl-5-(2-fluorophenyl)-2-methyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=C(F)C=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)C1CC1 NNFKAQHBAYIZON-UHFFFAOYSA-N 0.000 claims 1
- MOLKIGRHAWJIJU-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-cyclopropyl-5-(3,4-dimethylphenyl)-2-methyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=C(C)C(C)=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)C1CC1 MOLKIGRHAWJIJU-UHFFFAOYSA-N 0.000 claims 1
- XVTBYLJWGGRNMR-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-cyclopropyl-5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC(F)=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2C=COC=2C=CC=1)C1CC1 XVTBYLJWGGRNMR-UHFFFAOYSA-N 0.000 claims 1
- FXKAYKKAQGOCTL-UHFFFAOYSA-N n-[2-(1-benzofuran-4-carbonylamino)ethyl]-n-cyclopropyl-5-(3-methoxyphenyl)-2-methyl-1,3-thiazole-4-carboxamide Chemical compound COC1=CC=CC(C2=C(N=C(C)S2)C(=O)N(CCNC(=O)C=2C=3C=COC=3C=CC=2)C2CC2)=C1 FXKAYKKAQGOCTL-UHFFFAOYSA-N 0.000 claims 1
- ILURMEHRPYFDFH-UHFFFAOYSA-N n-[2-(2,3-dihydro-1,4-benzodioxine-5-carbonylamino)ethyl]-2-methyl-5-phenyl-n-(2-phenylethyl)-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2OCCOC=2C=CC=1)CCC1=CC=CC=C1 ILURMEHRPYFDFH-UHFFFAOYSA-N 0.000 claims 1
- HFDWDSPIXFAKSX-UHFFFAOYSA-N n-[2-(2,3-dihydro-1,4-benzodioxine-5-carbonylamino)ethyl]-2-methyl-5-phenyl-n-(3-phenylpropyl)-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2OCCOC=2C=CC=1)CCCC1=CC=CC=C1 HFDWDSPIXFAKSX-UHFFFAOYSA-N 0.000 claims 1
- IXWPDBHGEQPSFL-UHFFFAOYSA-N n-[2-(2,3-dihydro-1,4-benzodioxine-5-carbonylamino)ethyl]-2-methyl-5-phenyl-n-[[4-(trifluoromethyl)phenyl]methyl]-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2OCCOC=2C=CC=1)CC1=CC=C(C(F)(F)F)C=C1 IXWPDBHGEQPSFL-UHFFFAOYSA-N 0.000 claims 1
- INIGVKRMICCJLA-UHFFFAOYSA-N n-[2-(2,3-dihydro-1,4-benzodioxine-5-carbonylamino)ethyl]-2-methyl-n-(2-methylpropyl)-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=2OCCOC=2C=1C(=O)NCCN(CC(C)C)C(=O)C=1N=C(C)SC=1C1=CC=CC=C1 INIGVKRMICCJLA-UHFFFAOYSA-N 0.000 claims 1
- DFJJXDNSVVZOIH-UHFFFAOYSA-N n-[2-(2,3-dihydro-1,4-benzodioxine-5-carbonylamino)ethyl]-n,2-dimethyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=2OCCOC=2C=1C(=O)NCCN(C)C(=O)C=1N=C(C)SC=1C1=CC=CC=C1 DFJJXDNSVVZOIH-UHFFFAOYSA-N 0.000 claims 1
- QNVHVWLPZXUBHM-UHFFFAOYSA-N n-[2-(2,3-dihydro-1,4-benzodioxine-5-carbonylamino)ethyl]-n-(3,3-dimethylbutyl)-2-methyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N(CCNC(=O)C=2C=3OCCOC=3C=CC=2)CCC(C)(C)C)=C1C1=CC=CC=C1 QNVHVWLPZXUBHM-UHFFFAOYSA-N 0.000 claims 1
- KRQYNEARPNJSMY-UHFFFAOYSA-N n-[2-(2,3-dihydro-1,4-benzodioxine-5-carbonylamino)ethyl]-n-[(4-fluorophenyl)methyl]-2-methyl-5-phenyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1C=2OCCOC=2C=CC=1)CC1=CC=C(F)C=C1 KRQYNEARPNJSMY-UHFFFAOYSA-N 0.000 claims 1
- MCGPAIULRMBJAY-UHFFFAOYSA-N n-[2-(2,3-dihydro-1-benzofuran-7-carbonylamino)ethyl]-5-(4-fluorophenyl)-n,2-dimethyl-1,3-thiazole-4-carboxamide Chemical compound C=1C=CC=2CCOC=2C=1C(=O)NCCN(C)C(=O)C=1N=C(C)SC=1C1=CC=C(F)C=C1 MCGPAIULRMBJAY-UHFFFAOYSA-N 0.000 claims 1
- KYQXOHORPJBSEX-UHFFFAOYSA-N n-[2-[(2-amino-5-phenyl-1,3-thiazole-4-carbonyl)-(cyclopropylmethyl)amino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound CC=1N=C2SC=CN2C=1C(=O)NCCN(C(=O)C1=C(SC(N)=N1)C=1C=CC=CC=1)CC1CC1 KYQXOHORPJBSEX-UHFFFAOYSA-N 0.000 claims 1
- OLXMMJKXONHJFB-UHFFFAOYSA-N n-[2-[(2-amino-5-phenyl-1,3-thiazole-4-carbonyl)-cyclopropylamino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound CC=1N=C2SC=CN2C=1C(=O)NCCN(C(=O)C1=C(SC(N)=N1)C=1C=CC=CC=1)C1CC1 OLXMMJKXONHJFB-UHFFFAOYSA-N 0.000 claims 1
- GJFSYVCZQFTEQU-UHFFFAOYSA-N n-[2-[(2-phenylbenzoyl)amino]propyl]-1-benzofuran-4-carboxamide Chemical compound C=1C=CC=2OC=CC=2C=1C(=O)NCC(C)NC(=O)C1=CC=CC=C1C1=CC=CC=C1 GJFSYVCZQFTEQU-UHFFFAOYSA-N 0.000 claims 1
- WCTBSLBBHDZLFX-UHFFFAOYSA-N n-[2-[(4-fluorophenyl)methyl-(2-methyl-5-phenyl-1,3-thiazole-4-carbonyl)amino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1N2C=CSC2=NC=1C)CC1=CC=C(F)C=C1 WCTBSLBBHDZLFX-UHFFFAOYSA-N 0.000 claims 1
- SIFSMYIHLBXGDJ-UHFFFAOYSA-N n-[2-[3,3-dimethylbutyl-(2-methyl-5-phenyl-1,3-thiazole-4-carbonyl)amino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N(CCNC(=O)C=2N3C=CSC3=NC=2C)CCC(C)(C)C)=C1C1=CC=CC=C1 SIFSMYIHLBXGDJ-UHFFFAOYSA-N 0.000 claims 1
- NMVMKCSZWUKXLS-UHFFFAOYSA-N n-[2-[[2-amino-5-(3-chlorophenyl)-1,3-thiazole-4-carbonyl]-(cyclopropylmethyl)amino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound CC=1N=C2SC=CN2C=1C(=O)NCCN(C(=O)C1=C(SC(N)=N1)C=1C=C(Cl)C=CC=1)CC1CC1 NMVMKCSZWUKXLS-UHFFFAOYSA-N 0.000 claims 1
- HUMGWROQIQYZGY-UHFFFAOYSA-N n-[2-[[2-amino-5-(3-chlorophenyl)-1,3-thiazole-4-carbonyl]-cyclopropylamino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound CC=1N=C2SC=CN2C=1C(=O)NCCN(C(=O)C1=C(SC(N)=N1)C=1C=C(Cl)C=CC=1)C1CC1 HUMGWROQIQYZGY-UHFFFAOYSA-N 0.000 claims 1
- RRAGLQQTNWLUKD-UHFFFAOYSA-N n-[2-[[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-(cyclopropylmethyl)amino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound CC=1N=C2SC=CN2C=1C(=O)NCCN(C(=O)C1=C(SC(N)=N1)C=1C=C(F)C=CC=1)CC1CC1 RRAGLQQTNWLUKD-UHFFFAOYSA-N 0.000 claims 1
- INVVQYFFGBUMSX-UHFFFAOYSA-N n-[2-[[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-cyclopropylamino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound CC=1N=C2SC=CN2C=1C(=O)NCCN(C(=O)C1=C(SC(N)=N1)C=1C=C(F)C=CC=1)C1CC1 INVVQYFFGBUMSX-UHFFFAOYSA-N 0.000 claims 1
- YKRXFGWWZMYBDY-UHFFFAOYSA-N n-[2-[[2-amino-5-(3-methoxyphenyl)-1,3-thiazole-4-carbonyl]-(cyclopropylmethyl)amino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound COC1=CC=CC(C2=C(N=C(N)S2)C(=O)N(CCNC(=O)C=2N3C=CSC3=NC=2C)CC2CC2)=C1 YKRXFGWWZMYBDY-UHFFFAOYSA-N 0.000 claims 1
- IJZNLQBBKTZZJP-UHFFFAOYSA-N n-[2-[[2-amino-5-(3-methoxyphenyl)-1,3-thiazole-4-carbonyl]-cyclopropylamino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound COC1=CC=CC(C2=C(N=C(N)S2)C(=O)N(CCNC(=O)C=2N3C=CSC3=NC=2C)C2CC2)=C1 IJZNLQBBKTZZJP-UHFFFAOYSA-N 0.000 claims 1
- OJPPEHNBHLHZLA-UHFFFAOYSA-N n-[2-[[2-amino-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-cyclopropylamino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound CC=1N=C2SC=CN2C=1C(=O)NCCN(C(=O)C1=C(SC(N)=N1)C=1C=C(C)C=CC=1)C1CC1 OJPPEHNBHLHZLA-UHFFFAOYSA-N 0.000 claims 1
- ATXRHKFXKQFTDJ-UHFFFAOYSA-N n-[2-[[2-amino-5-(4-fluorophenyl)-1,3-thiazole-4-carbonyl]-(cyclopropylmethyl)amino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound CC=1N=C2SC=CN2C=1C(=O)NCCN(C(=O)C1=C(SC(N)=N1)C=1C=CC(F)=CC=1)CC1CC1 ATXRHKFXKQFTDJ-UHFFFAOYSA-N 0.000 claims 1
- AYUNIWHLXGNSJM-UHFFFAOYSA-N n-[2-[[2-amino-5-(4-fluorophenyl)-1,3-thiazole-4-carbonyl]-cyclopropylamino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound CC=1N=C2SC=CN2C=1C(=O)NCCN(C(=O)C1=C(SC(N)=N1)C=1C=CC(F)=CC=1)C1CC1 AYUNIWHLXGNSJM-UHFFFAOYSA-N 0.000 claims 1
- VAXJYMBLYMBBPJ-UHFFFAOYSA-N n-[2-[[2-bromo-5-(3-methoxyphenyl)-1,3-thiazole-4-carbonyl]-(cyclopropylmethyl)amino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound COC1=CC=CC(C2=C(N=C(Br)S2)C(=O)N(CCNC(=O)C=2N3C=CSC3=NC=2C)CC2CC2)=C1 VAXJYMBLYMBBPJ-UHFFFAOYSA-N 0.000 claims 1
- COIWTOBARQHJDJ-UHFFFAOYSA-N n-[2-[[2-bromo-5-(4-methylphenyl)-1,3-thiazole-4-carbonyl]-cyclopropylamino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound CC=1N=C2SC=CN2C=1C(=O)NCCN(C(=O)C1=C(SC(Br)=N1)C=1C=CC(C)=CC=1)C1CC1 COIWTOBARQHJDJ-UHFFFAOYSA-N 0.000 claims 1
- MJXSPUXGIMQXNY-UHFFFAOYSA-N n-[2-[[2-cyclopropyl-5-(3-methoxyphenyl)-1,3-thiazole-4-carbonyl]-(cyclopropylmethyl)amino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound COC1=CC=CC(C2=C(N=C(S2)C2CC2)C(=O)N(CCNC(=O)C=2N3C=CSC3=NC=2C)CC2CC2)=C1 MJXSPUXGIMQXNY-UHFFFAOYSA-N 0.000 claims 1
- QOZIPHCKKGXUTP-UHFFFAOYSA-N n-[2-[[5-(3-cyanophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-cyclopropylamino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound C=1C=CC(C#N)=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1N2C=CSC2=NC=1C)C1CC1 QOZIPHCKKGXUTP-UHFFFAOYSA-N 0.000 claims 1
- HQMILTMYSACADK-UHFFFAOYSA-N n-[2-[[5-(4-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-(cyclopropylmethyl)amino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound C=1C=C(Cl)C=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1N2C=CSC2=NC=1C)CC1CC1 HQMILTMYSACADK-UHFFFAOYSA-N 0.000 claims 1
- UFTUZAXHMDEMTD-UHFFFAOYSA-N n-[2-[[5-(4-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-cyclopropylamino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound C=1C=C(Cl)C=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1N2C=CSC2=NC=1C)C1CC1 UFTUZAXHMDEMTD-UHFFFAOYSA-N 0.000 claims 1
- HCPOHBAGPRTDAP-UHFFFAOYSA-N n-[2-[[5-(4-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-methylamino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound CC=1N=C2SC=CN2C=1C(=O)NCCN(C)C(=O)C=1N=C(C)SC=1C1=CC=C(F)C=C1 HCPOHBAGPRTDAP-UHFFFAOYSA-N 0.000 claims 1
- WMIREBOPPAUHHO-UHFFFAOYSA-N n-[2-[benzyl-(2-methyl-5-phenyl-1,3-thiazole-4-carbonyl)amino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1N2C=CSC2=NC=1C)CC1=CC=CC=C1 WMIREBOPPAUHHO-UHFFFAOYSA-N 0.000 claims 1
- BSTNLAVHVXBKQK-UHFFFAOYSA-N n-[2-[benzyl-(2-methyl-5-phenyl-1,3-thiazole-4-carbonyl)amino]propyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound CC=1N=C2SC=CN2C=1C(=O)NCC(C)N(C(=O)C1=C(SC(C)=N1)C=1C=CC=CC=1)CC1=CC=CC=C1 BSTNLAVHVXBKQK-UHFFFAOYSA-N 0.000 claims 1
- GAVXZCWCKNXSMU-UHFFFAOYSA-N n-[2-[benzyl-(2-phenylbenzoyl)amino]-2-cyclopropylethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound CC=1N=C2SC=CN2C=1C(=O)NCC(N(CC=1C=CC=CC=1)C(=O)C=1C(=CC=CC=1)C=1C=CC=CC=1)C1CC1 GAVXZCWCKNXSMU-UHFFFAOYSA-N 0.000 claims 1
- FGYRHKNXWQDYDK-UHFFFAOYSA-N n-[2-[benzyl-(2-phenylbenzoyl)amino]-3-methylbutyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound CC=1N=C2SC=CN2C=1C(=O)NCC(C(C)C)N(C(=O)C=1C(=CC=CC=1)C=1C=CC=CC=1)CC1=CC=CC=C1 FGYRHKNXWQDYDK-UHFFFAOYSA-N 0.000 claims 1
- YJCYQYNSSHZNHU-UHFFFAOYSA-N n-[2-[benzyl-(2-phenylbenzoyl)amino]-3-phenylpropyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound CC=1N=C2SC=CN2C=1C(=O)NCC(N(CC=1C=CC=CC=1)C(=O)C=1C(=CC=CC=1)C=1C=CC=CC=1)CC1=CC=CC=C1 YJCYQYNSSHZNHU-UHFFFAOYSA-N 0.000 claims 1
- QIJHAKBJQRKDIO-UHFFFAOYSA-N n-[2-[benzyl-(2-phenylbenzoyl)amino]-4-methylpentyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound CC=1N=C2SC=CN2C=1C(=O)NCC(CC(C)C)N(C(=O)C=1C(=CC=CC=1)C=1C=CC=CC=1)CC1=CC=CC=C1 QIJHAKBJQRKDIO-UHFFFAOYSA-N 0.000 claims 1
- BOVNVVARRWJJAD-UHFFFAOYSA-N n-[2-[benzyl-(2-phenylbenzoyl)amino]-4-phenylbutyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound CC=1N=C2SC=CN2C=1C(=O)NCC(N(CC=1C=CC=CC=1)C(=O)C=1C(=CC=CC=1)C=1C=CC=CC=1)CCC1=CC=CC=C1 BOVNVVARRWJJAD-UHFFFAOYSA-N 0.000 claims 1
- UHQBPGZXKKJNKH-UHFFFAOYSA-N n-[2-[benzyl-(2-phenylbenzoyl)amino]propyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound CC=1N=C2SC=CN2C=1C(=O)NCC(C)N(C(=O)C=1C(=CC=CC=1)C=1C=CC=CC=1)CC1=CC=CC=C1 UHQBPGZXKKJNKH-UHFFFAOYSA-N 0.000 claims 1
- GMOJMSVBOAKDDZ-UHFFFAOYSA-N n-[2-[benzyl-[5-(4-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]amino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound C=1C=C(F)C=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1N2C=CSC2=NC=1C)CC1=CC=CC=C1 GMOJMSVBOAKDDZ-UHFFFAOYSA-N 0.000 claims 1
- WBFKLNTXNLEOKH-UHFFFAOYSA-N n-[2-[cyclohexylmethyl-(2-methyl-5-phenyl-1,3-thiazole-4-carbonyl)amino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1N2C=CSC2=NC=1C)CC1CCCCC1 WBFKLNTXNLEOKH-UHFFFAOYSA-N 0.000 claims 1
- DHJBWWZGKHHBKS-UHFFFAOYSA-N n-[2-[cyclopropyl-(2-cyclopropyl-5-phenyl-1,3-thiazole-4-carbonyl)amino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound CC=1N=C2SC=CN2C=1C(=O)NCCN(C(=O)C1=C(SC(=N1)C1CC1)C=1C=CC=CC=1)C1CC1 DHJBWWZGKHHBKS-UHFFFAOYSA-N 0.000 claims 1
- QYGBTOVUGCTHNV-UHFFFAOYSA-N n-[2-[cyclopropyl-(2-methyl-5-phenyl-1,3-thiazole-4-carbonyl)amino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound C=1C=CC=CC=1C=1SC(C)=NC=1C(=O)N(CCNC(=O)C=1N2C=CSC2=NC=1C)C1CC1 QYGBTOVUGCTHNV-UHFFFAOYSA-N 0.000 claims 1
- LXKMEAMDCCKMCZ-UHFFFAOYSA-N n-[2-[cyclopropyl-[2-(3-methylphenyl)benzoyl]amino]ethyl]-1-benzofuran-4-carboxamide Chemical compound CC1=CC=CC(C=2C(=CC=CC=2)C(=O)N(CCNC(=O)C=2C=3C=COC=3C=CC=2)C2CC2)=C1 LXKMEAMDCCKMCZ-UHFFFAOYSA-N 0.000 claims 1
- MZBHOKPOECCTRK-UHFFFAOYSA-N n-[2-[cyclopropyl-[2-(3-methylphenyl)benzoyl]amino]ethyl]-1-methylindazole-3-carboxamide Chemical compound CC1=CC=CC(C=2C(=CC=CC=2)C(=O)N(CCNC(=O)C=2C3=CC=CC=C3N(C)N=2)C2CC2)=C1 MZBHOKPOECCTRK-UHFFFAOYSA-N 0.000 claims 1
- ZFQYWUWXMFNRBD-UHFFFAOYSA-N n-[2-[cyclopropyl-[2-(3-methylphenyl)benzoyl]amino]ethyl]-2,3-dihydro-1,4-benzodioxine-5-carboxamide Chemical compound CC1=CC=CC(C=2C(=CC=CC=2)C(=O)N(CCNC(=O)C=2C=3OCCOC=3C=CC=2)C2CC2)=C1 ZFQYWUWXMFNRBD-UHFFFAOYSA-N 0.000 claims 1
- HFRPWAVUICNEHT-UHFFFAOYSA-N n-[2-[cyclopropyl-[2-(3-methylphenyl)benzoyl]amino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound CC=1N=C2SC=CN2C=1C(=O)NCCN(C(=O)C=1C(=CC=CC=1)C=1C=C(C)C=CC=1)C1CC1 HFRPWAVUICNEHT-UHFFFAOYSA-N 0.000 claims 1
- QHPIIDRLDUDESM-UHFFFAOYSA-N n-[2-[cyclopropyl-[2-(4-fluorophenyl)benzoyl]amino]ethyl]-1-benzofuran-4-carboxamide Chemical compound C1=CC(F)=CC=C1C1=CC=CC=C1C(=O)N(C1CC1)CCNC(=O)C1=CC=CC2=C1C=CO2 QHPIIDRLDUDESM-UHFFFAOYSA-N 0.000 claims 1
- NMIGXTGPUBZLEA-UHFFFAOYSA-N n-[2-[cyclopropyl-[2-(4-fluorophenyl)benzoyl]amino]ethyl]-1-methylindazole-3-carboxamide Chemical compound C12=CC=CC=C2N(C)N=C1C(=O)NCCN(C(=O)C=1C(=CC=CC=1)C=1C=CC(F)=CC=1)C1CC1 NMIGXTGPUBZLEA-UHFFFAOYSA-N 0.000 claims 1
- LUKRAHDUHAQQHJ-UHFFFAOYSA-N n-[2-[cyclopropyl-[2-(4-fluorophenyl)benzoyl]amino]ethyl]-2,3-dihydro-1,4-benzodioxine-5-carboxamide Chemical compound C1=CC(F)=CC=C1C1=CC=CC=C1C(=O)N(C1CC1)CCNC(=O)C1=CC=CC2=C1OCCO2 LUKRAHDUHAQQHJ-UHFFFAOYSA-N 0.000 claims 1
- FVRRONQVEMEWHP-UHFFFAOYSA-N n-[2-[cyclopropyl-[2-(4-fluorophenyl)benzoyl]amino]ethyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound CC=1N=C2SC=CN2C=1C(=O)NCCN(C(=O)C=1C(=CC=CC=1)C=1C=CC(F)=CC=1)C1CC1 FVRRONQVEMEWHP-UHFFFAOYSA-N 0.000 claims 1
- VMSHZKRNYAGXKQ-UHFFFAOYSA-N n-[2-[cyclopropyl-[2-(4-methylphenyl)benzoyl]amino]ethyl]-1-benzofuran-4-carboxamide Chemical compound C1=CC(C)=CC=C1C1=CC=CC=C1C(=O)N(C1CC1)CCNC(=O)C1=CC=CC2=C1C=CO2 VMSHZKRNYAGXKQ-UHFFFAOYSA-N 0.000 claims 1
- KJYOXZSFSWDKGS-UHFFFAOYSA-N n-[2-[cyclopropyl-[2-(4-methylphenyl)benzoyl]amino]ethyl]-1-methylindazole-3-carboxamide Chemical compound C1=CC(C)=CC=C1C1=CC=CC=C1C(=O)N(C1CC1)CCNC(=O)C1=NN(C)C2=CC=CC=C12 KJYOXZSFSWDKGS-UHFFFAOYSA-N 0.000 claims 1
- KMNHEMHGQJGOAN-UHFFFAOYSA-N n-[2-[cyclopropyl-[2-(4-methylphenyl)benzoyl]amino]ethyl]-2,3-dihydro-1,4-benzodioxine-5-carboxamide Chemical compound C1=CC(C)=CC=C1C1=CC=CC=C1C(=O)N(C1CC1)CCNC(=O)C1=CC=CC2=C1OCCO2 KMNHEMHGQJGOAN-UHFFFAOYSA-N 0.000 claims 1
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Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
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| PCT/IB2008/053264 WO2009022311A2 (en) | 2007-08-15 | 2008-08-14 | 1,2-diamido-ethylene derivatives as orexin antagonists |
Publications (2)
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| JP2010536740A JP2010536740A (ja) | 2010-12-02 |
| JP2010536740A5 true JP2010536740A5 (OSRAM) | 2011-09-15 |
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| JP2010520669A Ceased JP2010536740A (ja) | 2007-08-15 | 2008-08-14 | １，２−ジアミド−エチレン誘導体 |
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| US (1) | US20110263662A1 (OSRAM) |
| EP (1) | EP2188282B1 (OSRAM) |
| JP (1) | JP2010536740A (OSRAM) |
| KR (1) | KR20100055464A (OSRAM) |
| CN (1) | CN101778846B (OSRAM) |
| AU (1) | AU2008288151A1 (OSRAM) |
| BR (1) | BRPI0815079A2 (OSRAM) |
| CA (1) | CA2694993A1 (OSRAM) |
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| MX (1) | MX2010001575A (OSRAM) |
| RU (1) | RU2010109455A (OSRAM) |
| WO (1) | WO2009022311A2 (OSRAM) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8084601B2 (en) | 2008-09-11 | 2011-12-27 | Royal Holloway And Bedford New College Royal Holloway, University Of London | Oligomers |
| WO2010044054A1 (en) * | 2008-10-14 | 2010-04-22 | Actelion Pharmaceuticals Ltd | Phenethylamide derivatives and their heterocyclic analogues |
| US8680275B2 (en) | 2009-10-23 | 2014-03-25 | Janssen Pharmaceutica Nv | Fused heterocyclic compounds as orexin receptor modulators |
| KR101859409B1 (ko) | 2009-10-23 | 2018-05-18 | 얀센 파마슈티카 엔.브이. | 오렉신 수용체 조절제로서의 이치환된 옥타하이드로피롤로［3,4-ｃ］피롤 |
| US9062044B2 (en) | 2009-10-23 | 2015-06-23 | Janssen Pharmaceutica Nv | Disubstituted octahydropyrrolo[3,4-c]pyrroles as orexin receptor modulators |
| WO2011073316A1 (en) * | 2009-12-18 | 2011-06-23 | Novartis Ag | 4-aryl-butane-1,3-diamides |
| JP5847830B2 (ja) * | 2010-11-10 | 2016-01-27 | アクテリオン ファーマシューティカルズ リミテッドＡｃｔｅｌｉｏｎ Ｐｈａｒｍａｃｅｕｔｉｃａｌｓ Ｌｔｄ | オレキシン受容体拮抗薬として有用なラクタム誘導体 |
| US9586962B2 (en) | 2011-04-20 | 2017-03-07 | Janssen Pharmaceutica Nv | Disubstituted octahydropyrrolo [3,4-C] pyrroles as orexin receptor modulators |
| US9440982B2 (en) | 2012-02-07 | 2016-09-13 | Eolas Therapeutics, Inc. | Substituted prolines/piperidines as orexin receptor antagonists |
| NZ628491A (en) | 2012-02-07 | 2016-06-24 | Eolas Therapeutics Inc | Substituted prolines / piperidines as orexin receptor antagonists |
| AR098436A1 (es) * | 2013-11-19 | 2016-05-26 | Actelion Pharmaceuticals Ltd | Compuestos tricíclicos de piperidina |
| JP6663909B2 (ja) | 2014-08-13 | 2020-03-13 | エオラス セラピューティクス， インコーポレイテッド | オレキシンレセプターモジュレーターとしてのジフルオロピロリジン |
| GB201415569D0 (en) * | 2014-09-03 | 2014-10-15 | C4X Discovery Ltd | Therapeutic Compounds |
| GB201601703D0 (en) | 2016-01-29 | 2016-03-16 | C4X Discovery Ltd | Therapeutic compounds |
| SI3414241T1 (sl) | 2016-02-12 | 2022-10-28 | Astrazeneca Ab | Halo-substituitani piperidini kot modulatorji receptorja oreksina |
| PT3426251T (pt) | 2016-03-10 | 2022-07-27 | Janssen Pharmaceutica Nv | Métodos de tratamento da depressão utilizando antagonistas dos recetores de orexina-2 |
| US20190151304A1 (en) | 2016-05-10 | 2019-05-23 | Inserm (Institut National De La Santé Et De La Rechercjae Médicale | Methods and pharmaceutical compositions for the treatment of autoimmune inflammatory |
| GB201702174D0 (en) | 2017-02-09 | 2017-03-29 | Benevolentai Bio Ltd | Orexin receptor antagonists |
| GB201707504D0 (en) | 2017-05-10 | 2017-06-21 | Benevolentai Bio Ltd | Orexin receptor antagonists |
| GB201707499D0 (en) | 2017-05-10 | 2017-06-21 | Benevolentai Bio Ltd | Orexin receptor antagonists |
| WO2025224168A1 (en) | 2024-04-24 | 2025-10-30 | Idorsia Pharmaceuticals Ltd | Aryl sulfone and sulfanone derivatives as orexin receptor modulators |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2381995A (en) | 1994-04-29 | 1995-11-29 | Pharmacia & Upjohn Company | Methanol derivatives for treatment of retroviral infections especially hiv infections |
| AU2001272476A1 (en) * | 2000-06-16 | 2001-12-24 | Smithkline Beecham Plc | Piperidines for use as orexin receptor antagonists |
| JP4028711B2 (ja) * | 2001-10-31 | 2007-12-26 | 株式会社アーレスティ | 金型冷却装置 |
| GB0130341D0 (en) | 2001-12-19 | 2002-02-06 | Smithkline Beecham Plc | Compounds |
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2008
- 2008-08-14 KR KR1020107005493A patent/KR20100055464A/ko not_active Withdrawn
- 2008-08-14 BR BRPI0815079-6A2A patent/BRPI0815079A2/pt not_active IP Right Cessation
- 2008-08-14 CN CN2008801035335A patent/CN101778846B/zh not_active Expired - Fee Related
- 2008-08-14 US US12/673,382 patent/US20110263662A1/en not_active Abandoned
- 2008-08-14 MX MX2010001575A patent/MX2010001575A/es not_active Application Discontinuation
- 2008-08-14 WO PCT/IB2008/053264 patent/WO2009022311A2/en not_active Ceased
- 2008-08-14 CA CA2694993A patent/CA2694993A1/en not_active Abandoned
- 2008-08-14 ES ES08807317T patent/ES2400830T3/es active Active
- 2008-08-14 JP JP2010520669A patent/JP2010536740A/ja not_active Ceased
- 2008-08-14 EP EP08807317A patent/EP2188282B1/en not_active Not-in-force
- 2008-08-14 AU AU2008288151A patent/AU2008288151A1/en not_active Abandoned
- 2008-08-14 RU RU2010109455/04A patent/RU2010109455A/ru not_active Application Discontinuation
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