KR20060124646A - 1-아칸-2-올 치환된 피페라진 및 피페리딘 화합물 - Google Patents

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Publication number

KR20060124646A

KR20060124646A KR1020067011920A KR20067011920A KR20060124646A KR 20060124646 A KR20060124646 A KR 20060124646A KR 1020067011920 A KR1020067011920 A KR 1020067011920A KR 20067011920 A KR20067011920 A KR 20067011920A KR 20060124646 A KR20060124646 A KR 20060124646A

Authority

KR

South Korea

Prior art keywords

yloxy

methylbenzothiazol

piperazinyl

propyl

hydroxy

Prior art date

2003-12-18

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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• GLUUGHFHXGJENI-UHFFFAOYSA-N diethylenediamine Natural products C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 title description 5
• 150000004885 piperazines Chemical class 0.000 title description 3
• 150000003053 piperidines Chemical class 0.000 title 1
• 150000001875 compounds Chemical class 0.000 claims abstract description 260
• 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 30
• 201000010099 disease Diseases 0.000 claims abstract description 17
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 17
• 206010002383 Angina Pectoris Diseases 0.000 claims abstract description 10
• 206010007559 Cardiac failure congestive Diseases 0.000 claims abstract description 6
• 208000024172 Cardiovascular disease Diseases 0.000 claims abstract description 6
• 206010022562 Intermittent claudication Diseases 0.000 claims abstract description 6
• 206010012601 diabetes mellitus Diseases 0.000 claims abstract description 6
• 208000021156 intermittent vascular claudication Diseases 0.000 claims abstract description 6
• 208000010125 myocardial infarction Diseases 0.000 claims abstract description 6
• 206010003130 Arrhythmia supraventricular Diseases 0.000 claims abstract description 5
• 208000007718 Stable Angina Diseases 0.000 claims abstract description 5
• 206010047281 Ventricular arrhythmia Diseases 0.000 claims abstract description 5
• 206010002388 Angina unstable Diseases 0.000 claims abstract description 4
• 208000007814 Unstable Angina Diseases 0.000 claims abstract description 4
• 201000004332 intermediate coronary syndrome Diseases 0.000 claims abstract description 4
• -1 2-methoxy-4-chlorophenoxy Chemical group 0.000 claims description 259
• 125000000217 alkyl group Chemical group 0.000 claims description 68
• 150000001412 amines Chemical class 0.000 claims description 48
• 125000001072 heteroaryl group Chemical group 0.000 claims description 47
• 239000001257 hydrogen Substances 0.000 claims description 44
• 229910052739 hydrogen Inorganic materials 0.000 claims description 44
• 238000000034 method Methods 0.000 claims description 43
• 125000004193 piperazinyl group Chemical group 0.000 claims description 31
• 150000002431 hydrogen Chemical class 0.000 claims description 27
• 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 25
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 24
• 125000004432 carbon atom Chemical group C* 0.000 claims description 21
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 21
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 20
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 17
• HNJBEVLQSNELDL-UHFFFAOYSA-N gamma-butyrolactam Natural products O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 claims description 17
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
• 125000002947 alkylene group Chemical group 0.000 claims description 14
• 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 14
• 125000000547 substituted alkyl group Chemical group 0.000 claims description 13
• 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 11
• 239000000546 pharmaceutical excipient Substances 0.000 claims description 10
• 125000004429 atom Chemical group 0.000 claims description 9
• 239000008194 pharmaceutical composition Substances 0.000 claims description 9
• 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims description 8
• 125000003107 substituted aryl group Chemical group 0.000 claims description 8
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 8
• 125000005017 substituted alkenyl group Chemical group 0.000 claims description 7
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 7
• FCOVEHXMSLZUFC-LJQANCHMSA-N (2r)-1-[4-[2-(4-chlorophenoxy)ethyl]piperazin-1-yl]-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propan-2-ol Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CCOC1=CC=C(Cl)C=C1 FCOVEHXMSLZUFC-LJQANCHMSA-N 0.000 claims description 6
• 125000005346 substituted cycloalkyl group Chemical group 0.000 claims description 6
• USQYEHICAINAAI-HXUWFJFHSA-N (2r)-1-[4-(4-cyclopentyloxybutyl)piperazin-1-yl]-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propan-2-ol Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CCCCOC1CCCC1 USQYEHICAINAAI-HXUWFJFHSA-N 0.000 claims description 5
• 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims description 5
• 241000124008 Mammalia Species 0.000 claims description 5
• 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 5
• 208000014674 injury Diseases 0.000 claims description 5
• MWXVDZJCDVEGLN-OAQYLSRUSA-N (2r)-1-[(2-methyl-1,3-benzothiazol-5-yl)oxy]-3-[4-(4-phenoxybutyl)piperazin-1-yl]propan-2-ol Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CCCCOC1=CC=CC=C1 MWXVDZJCDVEGLN-OAQYLSRUSA-N 0.000 claims description 4
• UYTQMSKZRODTTA-XMMPIXPASA-N (2r)-1-[4-[4-(2,3-dihydro-1h-inden-5-yloxy)butyl]piperazin-1-yl]-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propan-2-ol Chemical compound C1=C2CCCC2=CC(OCCCCN2CCN(CC2)C[C@@H](O)COC=2C=C3N=C(SC3=CC=2)C)=C1 UYTQMSKZRODTTA-XMMPIXPASA-N 0.000 claims description 4
• UUHMQYDKZGABNM-FYYLOGMGSA-N (3r)-1-(4-fluorophenyl)-3-[[1-[(2r)-2-hydroxy-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propyl]piperidin-4-yl]amino]pyrrolidin-2-one Chemical compound C([C@H](C1=O)NC2CCN(CC2)C[C@@H](O)COC=2C=C3N=C(SC3=CC=2)C)CN1C1=CC=C(F)C=C1 UUHMQYDKZGABNM-FYYLOGMGSA-N 0.000 claims description 4
• CPHXLFKIUVVIOQ-UHFFFAOYSA-N 2-(trifluoromethoxy)benzaldehyde Chemical group FC(F)(F)OC1=CC=CC=C1C=O CPHXLFKIUVVIOQ-UHFFFAOYSA-N 0.000 claims description 4
• LWWCXHIXJNVTSN-VGAJERRHSA-N 3-[[4-[(2r)-2-hydroxy-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propyl]piperazin-1-yl]methyl]-1-phenylpyrrolidine-2,5-dione Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CC(C1=O)CC(=O)N1C1=CC=CC=C1 LWWCXHIXJNVTSN-VGAJERRHSA-N 0.000 claims description 4
• KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
• YLRPALOQCRHPPQ-HXUWFJFHSA-N n-[2-[4-[(2r)-2-hydroxy-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propyl]piperazin-1-yl]ethyl]-4-(trifluoromethyl)benzamide Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CCNC(=O)C1=CC=C(C(F)(F)F)C=C1 YLRPALOQCRHPPQ-HXUWFJFHSA-N 0.000 claims description 4
• 125000004426 substituted alkynyl group Chemical group 0.000 claims description 4
• ZZYPAHYVBGCVGZ-LJQANCHMSA-N (2r)-1-[(2-methyl-1,3-benzothiazol-5-yl)oxy]-3-[4-(2-phenoxyethyl)piperazin-1-yl]propan-2-ol Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CCOC1=CC=CC=C1 ZZYPAHYVBGCVGZ-LJQANCHMSA-N 0.000 claims description 3
• RJEDNSMPHIARKY-HXUWFJFHSA-N (2r)-1-[(2-methyl-1,3-benzothiazol-5-yl)oxy]-3-[4-(3-phenoxypropyl)piperazin-1-yl]propan-2-ol Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CCCOC1=CC=CC=C1 RJEDNSMPHIARKY-HXUWFJFHSA-N 0.000 claims description 3
• CAQVVOUVAFINPX-HXUWFJFHSA-N (2r)-1-[(2-methyl-1,3-benzothiazol-5-yl)oxy]-3-[4-[2-(2-methylphenoxy)ethyl]piperazin-1-yl]propan-2-ol Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CCOC1=CC=CC=C1C CAQVVOUVAFINPX-HXUWFJFHSA-N 0.000 claims description 3
• NLJDIJWXVUOJFD-RUZDIDTESA-N (2r)-1-[(2-methyl-1,3-benzothiazol-5-yl)oxy]-3-[4-[2-(4-phenylphenoxy)ethyl]piperazin-1-yl]propan-2-ol Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CCOC(C=C1)=CC=C1C1=CC=CC=C1 NLJDIJWXVUOJFD-RUZDIDTESA-N 0.000 claims description 3
• PXXCLIPMCDDJJV-LJQANCHMSA-N (2r)-1-[(2-methyl-1,3-benzothiazol-5-yl)oxy]-3-[4-[2-[4-(trifluoromethyl)phenoxy]ethyl]piperazin-1-yl]propan-2-ol Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CCOC1=CC=C(C(F)(F)F)C=C1 PXXCLIPMCDDJJV-LJQANCHMSA-N 0.000 claims description 3
• YTFYLKVQTIMNDL-RIBGEGAISA-N (2r)-1-[(2-methyl-1,3-benzothiazol-5-yl)oxy]-3-[4-[4-(1,2,3,4-tetrahydronaphthalen-1-yloxy)butyl]piperazin-1-yl]propan-2-ol Chemical compound C1CCC2=CC=CC=C2C1OCCCCN(CC1)CCN1C[C@@H](O)COC1=CC=C(SC(C)=N2)C2=C1 YTFYLKVQTIMNDL-RIBGEGAISA-N 0.000 claims description 3
• ZLUCCAXVBWMFNA-RUZDIDTESA-N (2r)-1-[(2-methyl-1,3-benzothiazol-5-yl)oxy]-3-[4-[4-(5,6,7,8-tetrahydronaphthalen-2-yloxy)butyl]piperazin-1-yl]propan-2-ol Chemical compound C1CCCC2=CC(OCCCCN3CCN(CC3)C[C@@H](O)COC=3C=C4N=C(SC4=CC=3)C)=CC=C21 ZLUCCAXVBWMFNA-RUZDIDTESA-N 0.000 claims description 3
• OCYNFJYVYJHILJ-DPUSYNFFSA-N (2r)-1-[(2-methyl-1,3-benzothiazol-5-yl)oxy]-3-[4-[4-[(4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl)oxy]butyl]piperazin-1-yl]propan-2-ol Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CCCCOC1C(C2(C)C)(C)CCC2C1 OCYNFJYVYJHILJ-DPUSYNFFSA-N 0.000 claims description 3
• ATLPWOXYMCXYFK-OAQYLSRUSA-N (2r)-1-[(2-methyl-1,3-benzothiazol-5-yl)oxy]-3-[4-[4-[4-(trifluoromethyl)phenoxy]butyl]piperazin-1-yl]propan-2-ol Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CCCCOC1=CC=C(C(F)(F)F)C=C1 ATLPWOXYMCXYFK-OAQYLSRUSA-N 0.000 claims description 3
• VRJPOOAFZYANCT-LJQANCHMSA-N (2r)-1-[4-(4-cyclobutyloxybutyl)piperazin-1-yl]-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propan-2-ol Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CCCCOC1CCC1 VRJPOOAFZYANCT-LJQANCHMSA-N 0.000 claims description 3
• ZGQUGDSVCSKSRS-OAQYLSRUSA-N (2r)-1-[4-(4-cyclohexyloxybutyl)piperazin-1-yl]-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propan-2-ol Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CCCCOC1CCCCC1 ZGQUGDSVCSKSRS-OAQYLSRUSA-N 0.000 claims description 3
• PFMDEVGDEAHHHN-LJQANCHMSA-N (2r)-1-[4-[2-(2-methoxyphenoxy)ethyl]piperazin-1-yl]-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propan-2-ol Chemical compound COC1=CC=CC=C1OCCN1CCN(C[C@@H](O)COC=2C=C3N=C(C)SC3=CC=2)CC1 PFMDEVGDEAHHHN-LJQANCHMSA-N 0.000 claims description 3
• QHOSMFPDYSEGQO-LJQANCHMSA-N (2r)-1-[4-[2-(3,5-dichlorophenoxy)ethyl]piperazin-1-yl]-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propan-2-ol Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CCOC1=CC(Cl)=CC(Cl)=C1 QHOSMFPDYSEGQO-LJQANCHMSA-N 0.000 claims description 3
• BEVFHHAVOBHUMN-LJQANCHMSA-N (2r)-1-[4-[2-(4-fluorophenoxy)ethyl]piperazin-1-yl]-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propan-2-ol Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CCOC1=CC=C(F)C=C1 BEVFHHAVOBHUMN-LJQANCHMSA-N 0.000 claims description 3
• CGBXLNUGMNCNTB-LJQANCHMSA-N (2r)-1-[4-[2-(4-methoxyphenoxy)ethyl]piperazin-1-yl]-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propan-2-ol Chemical compound C1=CC(OC)=CC=C1OCCN1CCN(C[C@@H](O)COC=2C=C3N=C(C)SC3=CC=2)CC1 CGBXLNUGMNCNTB-LJQANCHMSA-N 0.000 claims description 3
• VKWFULSNZYOQFY-LJQANCHMSA-N (2r)-1-[4-[2-[3,5-bis(trifluoromethyl)phenoxy]ethyl]piperazin-1-yl]-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propan-2-ol Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CCOC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 VKWFULSNZYOQFY-LJQANCHMSA-N 0.000 claims description 3
• QYFGVPIQAZCOAF-HXUWFJFHSA-N (2r)-1-[4-[3-(4-fluorophenoxy)propyl]piperazin-1-yl]-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propan-2-ol Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CCCOC1=CC=C(F)C=C1 QYFGVPIQAZCOAF-HXUWFJFHSA-N 0.000 claims description 3
• WTZWFUJGWNPUIK-OAQYLSRUSA-N (2r)-1-[4-[4-(4-chlorophenoxy)butyl]piperazin-1-yl]-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propan-2-ol Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CCCCOC1=CC=C(Cl)C=C1 WTZWFUJGWNPUIK-OAQYLSRUSA-N 0.000 claims description 3
• POQATYDECVVVMK-OADZCNSWSA-N (2r)-1-[4-[4-(4-tert-butylcyclohexyl)oxybutyl]piperazin-1-yl]-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propan-2-ol Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CCCCOC1CCC(C(C)(C)C)CC1 POQATYDECVVVMK-OADZCNSWSA-N 0.000 claims description 3
• SJWJDFCBAIMPAS-DENIHFKCSA-N (3r)-1-(2-fluorophenyl)-3-[[1-[(2r)-2-hydroxy-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propyl]piperidin-4-yl]amino]pyrrolidin-2-one Chemical compound C([C@H](C1=O)NC2CCN(CC2)C[C@@H](O)COC=2C=C3N=C(SC3=CC=2)C)CN1C1=CC=CC=C1F SJWJDFCBAIMPAS-DENIHFKCSA-N 0.000 claims description 3
• PXYXGDHQGRXQKT-GWQXNCQPSA-N (3r)-1-(4-chlorophenyl)-3-[4-[2-hydroxy-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propyl]piperazin-1-yl]pyrrolidin-2-one Chemical compound C([C@H](C1=O)N2CCN(CC2)CC(O)COC=2C=C3N=C(SC3=CC=2)C)CN1C1=CC=C(Cl)C=C1 PXYXGDHQGRXQKT-GWQXNCQPSA-N 0.000 claims description 3
• KDCWTCPOXYVKRI-PLEWWHCXSA-N 1-(2-chlorophenyl)-3-[4-[(2r)-2-hydroxy-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propyl]piperazin-1-yl]pyrrolidine-2,5-dione Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1C(C1=O)CC(=O)N1C1=CC=CC=C1Cl KDCWTCPOXYVKRI-PLEWWHCXSA-N 0.000 claims description 3
• PURFTEAEBRTKHP-UHFFFAOYSA-N 1-(3-fluorophenyl)-3-[4-[2-hydroxy-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propyl]piperazin-1-yl]pyrrolidine-2,5-dione Chemical class C=1C=C2SC(C)=NC2=CC=1OCC(O)CN(CC1)CCN1C(C1=O)CC(=O)N1C1=CC=CC(F)=C1 PURFTEAEBRTKHP-UHFFFAOYSA-N 0.000 claims description 3
• NEZJSLPQIBAXFV-LWMIZPGFSA-N 1-(3-tert-butyl-4-chlorophenyl)-3-[[4-[(2r)-2-hydroxy-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propyl]piperazin-1-yl]methyl]pyrrolidine-2,5-dione Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CC(C1=O)CC(=O)N1C1=CC=C(Cl)C(C(C)(C)C)=C1 NEZJSLPQIBAXFV-LWMIZPGFSA-N 0.000 claims description 3
• DXWNHPIOSOCWNR-LCQOSCCDSA-N 1-(4-bromophenyl)-3-[4-[(2r)-2-hydroxy-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propyl]piperazin-1-yl]pyrrolidine-2,5-dione Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1C(C1=O)CC(=O)N1C1=CC=C(Br)C=C1 DXWNHPIOSOCWNR-LCQOSCCDSA-N 0.000 claims description 3
• UYTDAJFFSZCAQP-LCQOSCCDSA-N 1-(4-chlorophenyl)-3-[4-[(2r)-2-hydroxy-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propyl]piperazin-1-yl]pyrrolidine-2,5-dione Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1C(C1=O)CC(=O)N1C1=CC=C(Cl)C=C1 UYTDAJFFSZCAQP-LCQOSCCDSA-N 0.000 claims description 3
• GHXAZDGBQBOFLG-BDPMCISCSA-N 1-(4-chlorophenyl)-3-[[4-[(2r)-2-hydroxy-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propyl]piperazin-1-yl]methyl]pyrrolidine-2,5-dione Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CC(C1=O)CC(=O)N1C1=CC=C(Cl)C=C1 GHXAZDGBQBOFLG-BDPMCISCSA-N 0.000 claims description 3
• VRPJXMGTABXXJG-CILPGNKCSA-N 1-(4-ethenylphenyl)-3-[4-[(2r)-2-hydroxy-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propyl]piperazin-1-yl]pyrrolidine-2,5-dione Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1C(C1=O)CC(=O)N1C1=CC=C(C=C)C=C1 VRPJXMGTABXXJG-CILPGNKCSA-N 0.000 claims description 3
• XLILBFINWDQOPW-LCQOSCCDSA-N 1-(4-fluorophenyl)-3-[4-[(2r)-2-hydroxy-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propyl]piperazin-1-yl]pyrrolidine-2,5-dione Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1C(C1=O)CC(=O)N1C1=CC=C(F)C=C1 XLILBFINWDQOPW-LCQOSCCDSA-N 0.000 claims description 3
• MGLISTZAOQASOP-HSZRJFAPSA-N 1-[3-[[4-[(2r)-2-hydroxy-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propyl]piperazin-1-yl]methyl]naphthalen-1-yl]pyrrolidine-2,5-dione Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CC(C=C1C=CC=CC1=1)=CC=1N1C(=O)CCC1=O MGLISTZAOQASOP-HSZRJFAPSA-N 0.000 claims description 3
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• UWNDAXVJJYCJRM-JOCHJYFZSA-N 2-[4-[4-[4-[(2r)-2-hydroxy-3-[(2-methyl-1,3-benzothiazol-5-yl)oxy]propyl]piperazin-1-yl]butoxy]phenoxy]-2-methylpropanoic acid Chemical compound C([C@@H](O)COC=1C=C2N=C(SC2=CC=1)C)N(CC1)CCN1CCCCOC1=CC=C(OC(C)(C)C(O)=O)C=C1 UWNDAXVJJYCJRM-JOCHJYFZSA-N 0.000 claims description 3
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