JP2017510554A5 - - Google Patents
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- Publication number
- JP2017510554A5 JP2017510554A5 JP2016551710A JP2016551710A JP2017510554A5 JP 2017510554 A5 JP2017510554 A5 JP 2017510554A5 JP 2016551710 A JP2016551710 A JP 2016551710A JP 2016551710 A JP2016551710 A JP 2016551710A JP 2017510554 A5 JP2017510554 A5 JP 2017510554A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- alkyl
- amino
- piperidin
- phenylcyclopropyl
- 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.)
- Granted
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- 125000000217 alkyl group Chemical group 0.000 claims 117
- 150000003839 salts Chemical class 0.000 claims 63
- 150000001875 compounds Chemical class 0.000 claims 53
- 125000005843 halogen group Chemical group 0.000 claims 36
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 31
- 125000003118 aryl group Chemical group 0.000 claims 30
- -1 cyanomethyl Chemical group 0.000 claims 30
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims 28
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 21
- 229910052799 carbon Inorganic materials 0.000 claims 21
- 125000001424 substituent group Chemical group 0.000 claims 21
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims 19
- 125000004966 cyanoalkyl group Chemical group 0.000 claims 16
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 13
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 12
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 12
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 11
- 229910052739 hydrogen Inorganic materials 0.000 claims 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 10
- 229910052717 sulfur Inorganic materials 0.000 claims 10
- 125000005842 heteroatom Chemical group 0.000 claims 9
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 8
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 8
- 239000003814 drug Substances 0.000 claims 8
- 229910052760 oxygen Inorganic materials 0.000 claims 8
- 239000008194 pharmaceutical composition Substances 0.000 claims 8
- 125000006568 (C4-C7) heterocycloalkyl group Chemical group 0.000 claims 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 6
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims 5
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 5
- 125000000260 trans-2-phenylcyclopropyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])[C@]1([H])C([H])([H])[C@@]1([H])* 0.000 claims 5
- 125000003342 alkenyl group Chemical group 0.000 claims 4
- 125000000304 alkynyl group Chemical group 0.000 claims 4
- 125000004429 atom Chemical group 0.000 claims 4
- 201000011510 cancer Diseases 0.000 claims 4
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 4
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 3
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims 3
- 206010028980 Neoplasm Diseases 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 125000003282 alkyl amino group Chemical group 0.000 claims 3
- 125000004414 alkyl thio group Chemical group 0.000 claims 3
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 3
- 125000003386 piperidinyl group Chemical group 0.000 claims 3
- 125000001544 thienyl group Chemical group 0.000 claims 3
- 208000024893 Acute lymphoblastic leukemia Diseases 0.000 claims 2
- 208000014697 Acute lymphocytic leukaemia Diseases 0.000 claims 2
- 208000036762 Acute promyelocytic leukaemia Diseases 0.000 claims 2
- 208000032791 BCR-ABL1 positive chronic myelogenous leukemia Diseases 0.000 claims 2
- 208000010833 Chronic myeloid leukaemia Diseases 0.000 claims 2
- 208000032027 Essential Thrombocythemia Diseases 0.000 claims 2
- 208000031671 Large B-Cell Diffuse Lymphoma Diseases 0.000 claims 2
- 208000033761 Myelogenous Chronic BCR-ABL Positive Leukemia Diseases 0.000 claims 2
- 208000006664 Precursor Cell Lymphoblastic Leukemia-Lymphoma Diseases 0.000 claims 2
- 208000033826 Promyelocytic Acute Leukemia Diseases 0.000 claims 2
- 208000017733 acquired polycythemia vera Diseases 0.000 claims 2
- 125000002393 azetidinyl group Chemical group 0.000 claims 2
- 150000001721 carbon Chemical group 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 2
- 206010012818 diffuse large B-cell lymphoma Diseases 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 201000005787 hematologic cancer Diseases 0.000 claims 2
- 208000024200 hematopoietic and lymphoid system neoplasm Diseases 0.000 claims 2
- 125000002883 imidazolyl group Chemical group 0.000 claims 2
- 206010028537 myelofibrosis Diseases 0.000 claims 2
- 208000037244 polycythemia vera Diseases 0.000 claims 2
- 208000003476 primary myelofibrosis Diseases 0.000 claims 2
- 125000003226 pyrazolyl group Chemical group 0.000 claims 2
- 125000002098 pyridazinyl group Chemical group 0.000 claims 2
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 2
- SOAHNSKFZYGGEX-BJKOFHAPSA-N (1-aminocyclobutyl)-[4-[(4-fluorophenyl)methyl]-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methanone Chemical compound FC1=CC=C(CC2(CCN(CC2)C(=O)C2(CCC2)N)CN[C@H]2[C@@H](C2)C2=CC=CC=C2)C=C1 SOAHNSKFZYGGEX-BJKOFHAPSA-N 0.000 claims 1
- SLTZFKXINVPGSG-RBUKOAKNSA-N (1-aminocyclopentyl)-[4-methyl-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methanone Chemical compound CC1(CCN(CC1)C(=O)C1(CCCC1)N)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 SLTZFKXINVPGSG-RBUKOAKNSA-N 0.000 claims 1
- AQJLQUFCVASXPB-ZWKOTPCHSA-N (1-methylimidazol-4-yl)-[4-methyl-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methanone Chemical compound CC1(CCN(CC1)C(=O)C=1N=CN(C1)C)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 AQJLQUFCVASXPB-ZWKOTPCHSA-N 0.000 claims 1
- HXBXFCQWRMIMLT-VQTJNVASSA-N (1R,2S)-N-[[1-[(4-fluorophenyl)methyl]azetidin-3-yl]methyl]-2-phenylcyclopropan-1-amine Chemical compound FC1=CC=C(CN2CC(C2)CN[C@H]2[C@@H](C2)C2=CC=CC=C2)C=C1 HXBXFCQWRMIMLT-VQTJNVASSA-N 0.000 claims 1
- VONUFLPVRCWPKX-RBUKOAKNSA-N (1R,2S)-N-[[4-(methoxymethyl)-1-(1-methylpyrazol-3-yl)sulfonylpiperidin-4-yl]methyl]-2-phenylcyclopropan-1-amine Chemical compound COCC1(CCN(CC1)S(=O)(=O)C1=NN(C=C1)C)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 VONUFLPVRCWPKX-RBUKOAKNSA-N 0.000 claims 1
- OZAONMXVFGFFDB-VQTJNVASSA-N (1R,2S)-N-[[4-(methoxymethyl)-1-(1-methylpyrazol-4-yl)sulfonylpiperidin-4-yl]methyl]-2-phenylcyclopropan-1-amine Chemical compound COCC1(CCN(CC1)S(=O)(=O)C=1C=NN(C1)C)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 OZAONMXVFGFFDB-VQTJNVASSA-N 0.000 claims 1
- XVKYTMDZBYKDLP-RBUKOAKNSA-N (1R,2S)-N-[[4-(methoxymethyl)-1-(2-methylpyrazol-3-yl)sulfonylpiperidin-4-yl]methyl]-2-phenylcyclopropan-1-amine Chemical compound COCC1(CCN(CC1)S(=O)(=O)C1=CC=NN1C)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 XVKYTMDZBYKDLP-RBUKOAKNSA-N 0.000 claims 1
- VITZMUSBMJOMAU-ZWKOTPCHSA-N (2-aminopyrimidin-5-yl)-[4-methyl-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methanone Chemical compound CC1(CCN(CC1)C(=O)C=1C=NC(=NC1)N)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 VITZMUSBMJOMAU-ZWKOTPCHSA-N 0.000 claims 1
- ADXGOWHSMAENJW-RBUKOAKNSA-N (3-fluorophenyl)-[3-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]azetidin-1-yl]methanone Chemical compound FC=1C=C(C(=O)N2CC(C2)CN[C@H]2[C@@H](C2)C2=CC=CC=C2)C=CC1 ADXGOWHSMAENJW-RBUKOAKNSA-N 0.000 claims 1
- VSNYMMTZRZKBMV-RBUKOAKNSA-N (3-hydroxyazetidin-1-yl)-[4-(methoxymethyl)-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methanone Chemical compound COCC1(CCN(CC1)C(=O)N1CC(C1)O)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 VSNYMMTZRZKBMV-RBUKOAKNSA-N 0.000 claims 1
- LFYBHODARDYZBG-VQTJNVASSA-N (3-methoxyphenyl)-[3-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]azetidin-1-yl]methanone Chemical compound COC=1C=C(C(=O)N2CC(C2)CN[C@H]2[C@@H](C2)C2=CC=CC=C2)C=CC1 LFYBHODARDYZBG-VQTJNVASSA-N 0.000 claims 1
- ZWVPAXGAELUSCM-JLMCIHFGSA-N (3-methoxypiperidin-1-yl)-[3-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]azetidin-1-yl]methanone Chemical compound COC1CN(CCC1)C(=O)N1CC(C1)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 ZWVPAXGAELUSCM-JLMCIHFGSA-N 0.000 claims 1
- QZWXAWCOMNELDT-YDUIRMPASA-N (3-phenoxypiperidin-1-yl)-[3-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]azetidin-1-yl]methanone Chemical compound O(C1=CC=CC=C1)C1CN(CCC1)C(=O)N1CC(C1)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 QZWXAWCOMNELDT-YDUIRMPASA-N 0.000 claims 1
- XPQIIEXKHBFDQX-RBUKOAKNSA-N (4-fluorophenyl)-[3-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]azetidin-1-yl]methanone Chemical compound FC1=CC=C(C(=O)N2CC(C2)CN[C@H]2[C@@H](C2)C2=CC=CC=C2)C=C1 XPQIIEXKHBFDQX-RBUKOAKNSA-N 0.000 claims 1
- CHMTVVVUSLEWPW-XZOQPEGZSA-N (4-hydroxy-4-phenylpiperidin-1-yl)-[3-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]azetidin-1-yl]methanone Chemical compound C1(=CC=CC=C1)C1(CCN(CC1)C(=O)N1CC(C1)CN[C@H]1[C@@H](C1)C1=CC=CC=C1)O CHMTVVVUSLEWPW-XZOQPEGZSA-N 0.000 claims 1
- QIQCCTGHPWVZSM-LEWJYISDSA-N (4-hydroxypiperidin-1-yl)-[4-(methoxymethyl)-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methanone Chemical compound COCC1(CCN(CC1)C(=O)N1CCC(CC1)O)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 QIQCCTGHPWVZSM-LEWJYISDSA-N 0.000 claims 1
- FWIVWIBIZXMCNC-DOTOQJQBSA-N (5-amino-1H-pyrazol-4-yl)-[4-methyl-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methanone Chemical compound CC1(CCN(CC1)C(=O)C=1C(=NNC1)N)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 FWIVWIBIZXMCNC-DOTOQJQBSA-N 0.000 claims 1
- SLBPMFIYCBPGGO-XUZZJYLKSA-N (5-fluorospiro[1,2-dihydroindole-3,4'-piperidine]-1'-yl)-[3-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]azetidin-1-yl]methanone Chemical compound FC=1C=C2C3(CNC2=CC1)CCN(CC3)C(=O)N3CC(C3)CN[C@H]3[C@@H](C3)C3=CC=CC=C3 SLBPMFIYCBPGGO-XUZZJYLKSA-N 0.000 claims 1
- KCHQHSGAMGHQSK-PKOBYXMFSA-N (6-aminopyridazin-3-yl)-[4-(methoxymethyl)-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methanone Chemical compound COCC1(CCN(CC1)C(=O)C1=CC=C(N=N1)N)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 KCHQHSGAMGHQSK-PKOBYXMFSA-N 0.000 claims 1
- JOOYFEVIUSPWJE-FUHWJXTLSA-N (6-aminopyridazin-3-yl)-[4-methyl-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methanone Chemical compound CC1(CCN(CC1)C(=O)C1=CC=C(N=N1)N)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 JOOYFEVIUSPWJE-FUHWJXTLSA-N 0.000 claims 1
- FPSQMGPANOOROJ-LEWJYISDSA-N 1-[(4-fluorophenyl)methyl]-N-[(1R,2S)-2-phenylcyclopropyl]piperidin-4-amine Chemical compound FC1=CC=C(CN2CCC(CC2)N[C@H]2[C@@H](C2)C2=CC=CC=C2)C=C1 FPSQMGPANOOROJ-LEWJYISDSA-N 0.000 claims 1
- VJFSXNAKZDCINM-RBUKOAKNSA-N 1-[3-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]azetidine-1-carbonyl]piperidine-4-carbonitrile Chemical compound C1(=CC=CC=C1)[C@H]1[C@@H](C1)NCC1CN(C1)C(=O)N1CCC(CC1)C#N VJFSXNAKZDCINM-RBUKOAKNSA-N 0.000 claims 1
- ZBPAYLBHWULFPT-RBUKOAKNSA-N 1-[4-(methoxymethyl)-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidine-1-carbonyl]cyclopropane-1-carbonitrile Chemical compound COCC1(CCN(CC1)C(=O)C1(CC1)C#N)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 ZBPAYLBHWULFPT-RBUKOAKNSA-N 0.000 claims 1
- GYNFNBWRBNJQAY-BJKOFHAPSA-N 1-[[4-(cyclobutylmethoxymethyl)-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methyl]cyclobutane-1-carboxylic acid Chemical compound C1(CCC1)COCC1(CCN(CC1)CC1(CCC1)C(=O)O)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 GYNFNBWRBNJQAY-BJKOFHAPSA-N 0.000 claims 1
- HAOQZWCUJFVTPM-XZOQPEGZSA-N 1-[[4-(cyclobutylmethoxymethyl)-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methyl]cyclopropane-1-carboxylic acid Chemical compound C1(CCC1)COCC1(CCN(CC1)CC1(CC1)C(=O)O)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 HAOQZWCUJFVTPM-XZOQPEGZSA-N 0.000 claims 1
- IJWMKGNGHJPQRQ-LOSJGSFVSA-N 1-[[4-(cyclohexyloxymethyl)-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methyl]cyclobutane-1-carboxylic acid Chemical compound C1(CCCCC1)OCC1(CCN(CC1)CC1(CCC1)C(=O)O)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 IJWMKGNGHJPQRQ-LOSJGSFVSA-N 0.000 claims 1
- LHDBDRJSXYLAEY-BJKOFHAPSA-N 1-[[4-(cyclohexyloxymethyl)-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methyl]cyclopropane-1-carboxylic acid Chemical compound C1(CCCCC1)OCC1(CCN(CC1)CC1(CC1)C(=O)O)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 LHDBDRJSXYLAEY-BJKOFHAPSA-N 0.000 claims 1
- SFNUNNPWVAFSIB-LEWJYISDSA-N 1-[[4-(ethoxymethyl)-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methyl]cyclobutane-1-carboxylic acid Chemical compound C(C)OCC1(CCN(CC1)CC1(CCC1)C(=O)O)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 SFNUNNPWVAFSIB-LEWJYISDSA-N 0.000 claims 1
- FITOWUHOVCAWQI-VQTJNVASSA-N 1-[[4-(ethoxymethyl)-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methyl]cyclopropane-1-carboxylic acid Chemical compound C(C)OCC1(CCN(CC1)CC1(CC1)C(=O)O)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 FITOWUHOVCAWQI-VQTJNVASSA-N 0.000 claims 1
- NKYSMFSRMSTFJE-QYAPWVIVSA-N 1-[[4-(methoxymethyl)-4-[1-[[(1R,2S)-2-phenylcyclopropyl]amino]ethyl]piperidin-1-yl]methyl]cyclobutane-1-carboxylic acid Chemical compound COCC1(CCN(CC1)CC1(CCC1)C(=O)O)C(C)N[C@H]1[C@@H](C1)C1=CC=CC=C1 NKYSMFSRMSTFJE-QYAPWVIVSA-N 0.000 claims 1
- WBPWDDPSYSUQJA-VQTJNVASSA-N 1-[[4-(methoxymethyl)-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methyl]cyclobutane-1-carboxylic acid Chemical compound COCC1(CCN(CC1)CC1(CCC1)C(=O)O)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 WBPWDDPSYSUQJA-VQTJNVASSA-N 0.000 claims 1
- OUHFLPHJVJYMBF-LEWJYISDSA-N 1-[[4-(methoxymethyl)-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methyl]cyclopentane-1-carboxylic acid Chemical compound COCC1(CCN(CC1)CC1(CCCC1)C(=O)O)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 OUHFLPHJVJYMBF-LEWJYISDSA-N 0.000 claims 1
- WXVYOBVVDHYKDR-RBUKOAKNSA-N 1-[[4-(methoxymethyl)-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methyl]cyclopropane-1-carboxylic acid Chemical compound COCC1(CCN(CC1)CC1(CC1)C(=O)O)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 WXVYOBVVDHYKDR-RBUKOAKNSA-N 0.000 claims 1
- SLGVTHWQMQIMBW-UHFFFAOYSA-N 1-[[4-(methoxymethyl)-4-[[[2-(2-methoxyphenyl)cyclopropyl]amino]methyl]piperidin-1-yl]methyl]cyclobutane-1-carboxylic acid Chemical compound COCC1(CCN(CC1)CC1(CCC1)C(=O)O)CNC1C(C1)C1=C(C=CC=C1)OC SLGVTHWQMQIMBW-UHFFFAOYSA-N 0.000 claims 1
- CLNSMUQWWKZARQ-LOSJGSFVSA-N 1-[[4-[(2-cyanophenoxy)methyl]-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methyl]cyclobutane-1-carboxylic acid Chemical compound C(#N)C1=C(OCC2(CCN(CC2)CC2(CCC2)C(=O)O)CN[C@H]2[C@@H](C2)C2=CC=CC=C2)C=CC=C1 CLNSMUQWWKZARQ-LOSJGSFVSA-N 0.000 claims 1
- GOIZVSLYXPEOOA-BJKOFHAPSA-N 1-[[4-[(2-cyanophenoxy)methyl]-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methyl]cyclopropane-1-carboxylic acid Chemical compound C(#N)C1=C(OCC2(CCN(CC2)CC2(CC2)C(=O)O)CN[C@H]2[C@@H](C2)C2=CC=CC=C2)C=CC=C1 GOIZVSLYXPEOOA-BJKOFHAPSA-N 0.000 claims 1
- OBPJTNQRLCABSA-LADGPHEKSA-N 1-[[4-[(2-fluorophenoxy)methyl]-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methyl]cyclobutane-1-carboxylic acid Chemical compound FC1=C(OCC2(CCN(CC2)CC2(CCC2)C(=O)O)CN[C@H]2[C@@H](C2)C2=CC=CC=C2)C=CC=C1 OBPJTNQRLCABSA-LADGPHEKSA-N 0.000 claims 1
- STZLGHHZQLGPOW-JTHBVZDNSA-N 1-[[4-[(2-fluorophenoxy)methyl]-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methyl]cyclopropane-1-carboxylic acid Chemical compound FC1=C(OCC2(CCN(CC2)CC2(CC2)C(=O)O)CN[C@H]2[C@@H](C2)C2=CC=CC=C2)C=CC=C1 STZLGHHZQLGPOW-JTHBVZDNSA-N 0.000 claims 1
- SGSBYMOOZWAAGR-IZZNHLLZSA-N 1-[[4-[(3-cyanophenoxy)methyl]-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methyl]cyclobutane-1-carboxylic acid Chemical compound C(#N)C=1C=C(OCC2(CCN(CC2)CC2(CCC2)C(=O)O)CN[C@H]2[C@@H](C2)C2=CC=CC=C2)C=CC1 SGSBYMOOZWAAGR-IZZNHLLZSA-N 0.000 claims 1
- HDCRRCYDJGFTFR-LOSJGSFVSA-N 1-[[4-[(3-cyanophenoxy)methyl]-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methyl]cyclopropane-1-carboxylic acid Chemical compound C(#N)C=1C=C(OCC2(CCN(CC2)CC2(CC2)C(=O)O)CN[C@H]2[C@@H](C2)C2=CC=CC=C2)C=CC1 HDCRRCYDJGFTFR-LOSJGSFVSA-N 0.000 claims 1
- IXTOKMCDFLOINY-IZZNHLLZSA-N 1-[[4-[(3-cyanophenyl)methyl]-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methyl]cyclobutane-1-carboxylic acid Chemical compound C(#N)C=1C=C(CC2(CCN(CC2)CC2(CCC2)C(=O)O)CN[C@H]2[C@@H](C2)C2=CC=CC=C2)C=CC1 IXTOKMCDFLOINY-IZZNHLLZSA-N 0.000 claims 1
- KIKTUCZVZVPEKU-LOSJGSFVSA-N 1-[[4-[(3-cyanophenyl)methyl]-4-[[[(1R,2S)-2-phenylcyclopropyl]amino]methyl]piperidin-1-yl]methyl]cyclopropane-1-carboxylic acid Chemical compound C(#N)C=1C=C(CC2(CCN(CC2)CC2(CC2)C(=O)O)CN[C@H]2[C@@H](C2)C2=CC=CC=C2)C=CC1 KIKTUCZVZVPEKU-LOSJGSFVSA-N 0.000 claims 1
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