JP2009518357A5 - - Google Patents
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- Publication number
- JP2009518357A5 JP2009518357A5 JP2008543818A JP2008543818A JP2009518357A5 JP 2009518357 A5 JP2009518357 A5 JP 2009518357A5 JP 2008543818 A JP2008543818 A JP 2008543818A JP 2008543818 A JP2008543818 A JP 2008543818A JP 2009518357 A5 JP2009518357 A5 JP 2009518357A5
- Authority
- JP
- Japan
- Prior art keywords
- diaza
- bicyclo
- nonane
- methyl
- pyridazin
- 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.)
- Abandoned
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- -1 selenophenyl Chemical group 0.000 claims 15
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 14
- 239000008194 pharmaceutical composition Substances 0.000 claims 8
- 201000010099 disease Diseases 0.000 claims 7
- 208000035475 disorder Diseases 0.000 claims 7
- 208000002193 Pain Diseases 0.000 claims 6
- 125000000217 alkyl group Chemical group 0.000 claims 6
- 125000002541 furyl group Chemical group 0.000 claims 6
- 125000000623 heterocyclic group Chemical group 0.000 claims 6
- 125000000168 pyrrolyl group Chemical group 0.000 claims 6
- 125000001544 thienyl group Chemical group 0.000 claims 6
- 125000001475 halogen functional group Chemical group 0.000 claims 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 5
- 125000003545 alkoxy group Chemical group 0.000 claims 4
- 125000001715 oxadiazolyl group Chemical group 0.000 claims 4
- 125000002971 oxazolyl group Chemical group 0.000 claims 4
- 125000003373 pyrazinyl group Chemical group 0.000 claims 4
- 125000002098 pyridazinyl group Chemical group 0.000 claims 4
- 125000004076 pyridyl group Chemical group 0.000 claims 4
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 125000001113 thiadiazolyl group Chemical group 0.000 claims 4
- 125000000335 thiazolyl group Chemical group 0.000 claims 4
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 3
- 208000032131 Diabetic Neuropathies Diseases 0.000 claims 3
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 claims 3
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 3
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims 3
- 125000002527 bicyclic carbocyclic group Chemical group 0.000 claims 3
- 125000002837 carbocyclic group Chemical group 0.000 claims 3
- 125000004966 cyanoalkyl group Chemical group 0.000 claims 3
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 125000002883 imidazolyl group Chemical group 0.000 claims 3
- 125000001041 indolyl group Chemical group 0.000 claims 3
- 125000001786 isothiazolyl group Chemical group 0.000 claims 3
- 125000000842 isoxazolyl group Chemical group 0.000 claims 3
- 125000001624 naphthyl group Chemical group 0.000 claims 3
- 125000003226 pyrazolyl group Chemical group 0.000 claims 3
- 201000000980 schizophrenia Diseases 0.000 claims 3
- 125000001424 substituent group Chemical group 0.000 claims 3
- 125000004306 triazinyl group Chemical group 0.000 claims 3
- 125000001425 triazolyl group Chemical group 0.000 claims 3
- 125000004952 trihaloalkoxy group Chemical group 0.000 claims 3
- 208000032841 Bulimia Diseases 0.000 claims 2
- 206010006550 Bulimia nervosa Diseases 0.000 claims 2
- 208000010886 Peripheral nerve injury Diseases 0.000 claims 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 2
- ZPUCINDJVBIVPJ-LJISPDSOSA-N cocaine Chemical compound O([C@H]1C[C@@H]2CC[C@@H](N2C)[C@H]1C(=O)OC)C(=O)C1=CC=CC=C1 ZPUCINDJVBIVPJ-LJISPDSOSA-N 0.000 claims 2
- 230000006735 deficit Effects 0.000 claims 2
- 125000001188 haloalkyl group Chemical group 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- BQJCRHHNABKAKU-KBQPJGBKSA-N morphine Chemical compound O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O BQJCRHHNABKAKU-KBQPJGBKSA-N 0.000 claims 2
- 239000000126 substance Substances 0.000 claims 2
- 208000011580 syndromic disease Diseases 0.000 claims 2
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 claims 1
- FGOQONPFPVZWHX-UHFFFAOYSA-N 2-(4-chlorophenyl)-5-(9-methyl-3,9-diazabicyclo[3.3.1]nonan-3-yl)-1,3,4-thiadiazole Chemical compound CN1C(C2)CCCC1CN2C(S1)=NN=C1C1=CC=C(Cl)C=C1 FGOQONPFPVZWHX-UHFFFAOYSA-N 0.000 claims 1
- IDISALVIHFLVGH-UHFFFAOYSA-N 2-(9-methyl-3,9-diazabicyclo[3.3.1]nonan-3-yl)-5-phenyl-1,3,4-thiadiazole Chemical compound CN1C(C2)CCCC1CN2C(S1)=NN=C1C1=CC=CC=C1 IDISALVIHFLVGH-UHFFFAOYSA-N 0.000 claims 1
- XSQQPNAJQNHRDG-UHFFFAOYSA-N 3-(6-phenylpyridazin-3-yl)-3,9-diazabicyclo[3.3.1]nonane Chemical compound C1C(N2)CCCC2CN1C(N=N1)=CC=C1C1=CC=CC=C1 XSQQPNAJQNHRDG-UHFFFAOYSA-N 0.000 claims 1
- CYNAMJOAZBZKAX-UHFFFAOYSA-N 3-(6-phenylpyridazin-3-yl)-9-propan-2-yl-3,9-diazabicyclo[3.3.1]nonane Chemical compound CC(C)N1C(C2)CCCC1CN2C(N=N1)=CC=C1C1=CC=CC=C1 CYNAMJOAZBZKAX-UHFFFAOYSA-N 0.000 claims 1
- VUWLIVJBMFYYTA-UHFFFAOYSA-N 3-[5-(1-benzofuran-2-yl)pyrimidin-2-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound C1=CC=C2OC(C3=CN=C(N=C3)N3CC4CCCC(C3)N4C)=CC2=C1 VUWLIVJBMFYYTA-UHFFFAOYSA-N 0.000 claims 1
- KEMGSELFJOETLU-UHFFFAOYSA-N 3-[5-(1h-indol-5-yl)pyrimidin-2-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound C1=C2NC=CC2=CC(C2=CN=C(N=C2)N2CC3CCCC(C2)N3C)=C1 KEMGSELFJOETLU-UHFFFAOYSA-N 0.000 claims 1
- IKRUSLRJFTUYHB-UHFFFAOYSA-N 3-[5-(furan-2-yl)pyrimidin-2-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound CN1C(C2)CCCC1CN2C(N=C1)=NC=C1C1=CC=CO1 IKRUSLRJFTUYHB-UHFFFAOYSA-N 0.000 claims 1
- DHFHVVFDTGXXGW-UHFFFAOYSA-N 3-[5-(furan-3-yl)pyrimidin-2-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound CN1C(C2)CCCC1CN2C(N=C1)=NC=C1C=1C=COC=1 DHFHVVFDTGXXGW-UHFFFAOYSA-N 0.000 claims 1
- PUYRDTPXVOXEAZ-UHFFFAOYSA-N 3-[6-(1,3-benzodioxol-5-yl)pyridazin-3-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound C1=C2OCOC2=CC(C2=CC=C(N=N2)N2CC3CCCC(C2)N3C)=C1 PUYRDTPXVOXEAZ-UHFFFAOYSA-N 0.000 claims 1
- RMBARHWXTKPXTF-UHFFFAOYSA-N 3-[6-(1-benzofuran-2-yl)pyridazin-3-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound C1=CC=C2OC(C3=CC=C(N=N3)N3CC4CCCC(C3)N4C)=CC2=C1 RMBARHWXTKPXTF-UHFFFAOYSA-N 0.000 claims 1
- VZYSWDFEPJQXTQ-UHFFFAOYSA-N 3-[6-(1-benzothiophen-2-yl)pyridazin-3-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound C1=CC=C2SC(C3=CC=C(N=N3)N3CC4CCCC(C3)N4C)=CC2=C1 VZYSWDFEPJQXTQ-UHFFFAOYSA-N 0.000 claims 1
- OHRXMAVNLQVSHQ-UHFFFAOYSA-N 3-[6-(1h-indol-5-yl)pyridazin-3-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound C1=C2NC=CC2=CC(C2=CC=C(N=N2)N2CC3CCCC(C2)N3C)=C1 OHRXMAVNLQVSHQ-UHFFFAOYSA-N 0.000 claims 1
- KKYYDKUWGOVCGA-UHFFFAOYSA-N 3-[6-(2,3-difluorophenyl)pyridazin-3-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound CN1C(C2)CCCC1CN2C(N=N1)=CC=C1C1=CC=CC(F)=C1F KKYYDKUWGOVCGA-UHFFFAOYSA-N 0.000 claims 1
- XSGLPUSPWSLWGK-UHFFFAOYSA-N 3-[6-(2,3-dihydro-1,4-benzodioxin-6-yl)pyridazin-3-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound O1CCOC2=CC(C3=CC=C(N=N3)N3CC4CCCC(C3)N4C)=CC=C21 XSGLPUSPWSLWGK-UHFFFAOYSA-N 0.000 claims 1
- YZFUYFPDFPMBDN-UHFFFAOYSA-N 3-[6-(2,3-dimethoxyphenyl)pyridazin-3-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound COC1=CC=CC(C=2N=NC(=CC=2)N2CC3CCCC(N3C)C2)=C1OC YZFUYFPDFPMBDN-UHFFFAOYSA-N 0.000 claims 1
- JXUDAISOBGNDHQ-UHFFFAOYSA-N 3-[6-(2-fluorophenyl)pyridazin-3-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound CN1C(C2)CCCC1CN2C(N=N1)=CC=C1C1=CC=CC=C1F JXUDAISOBGNDHQ-UHFFFAOYSA-N 0.000 claims 1
- XFXGDPHXKMDYST-UHFFFAOYSA-N 3-[6-(2-methoxyphenyl)pyridazin-3-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound COC1=CC=CC=C1C1=CC=C(N2CC3CCCC(N3C)C2)N=N1 XFXGDPHXKMDYST-UHFFFAOYSA-N 0.000 claims 1
- OJZHWYNIPYNESI-UHFFFAOYSA-N 3-[6-(3,4-difluorophenyl)pyridazin-3-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound CN1C(C2)CCCC1CN2C(N=N1)=CC=C1C1=CC=C(F)C(F)=C1 OJZHWYNIPYNESI-UHFFFAOYSA-N 0.000 claims 1
- IOENKEPDMCPFPM-UHFFFAOYSA-N 3-[6-(3,4-dimethoxyphenyl)pyridazin-3-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound C1=C(OC)C(OC)=CC=C1C1=CC=C(N2CC3CCCC(N3C)C2)N=N1 IOENKEPDMCPFPM-UHFFFAOYSA-N 0.000 claims 1
- BIOCLXADHCTJJA-UHFFFAOYSA-N 3-[6-(3-chlorophenyl)pyridazin-3-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound CN1C(C2)CCCC1CN2C(N=N1)=CC=C1C1=CC=CC(Cl)=C1 BIOCLXADHCTJJA-UHFFFAOYSA-N 0.000 claims 1
- SHZQLOVONNAGPP-UHFFFAOYSA-N 3-[6-(3-fluorophenyl)pyridazin-3-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound CN1C(C2)CCCC1CN2C(N=N1)=CC=C1C1=CC=CC(F)=C1 SHZQLOVONNAGPP-UHFFFAOYSA-N 0.000 claims 1
- PYOUOBGQJNWMCN-UHFFFAOYSA-N 3-[6-(3-methoxyphenyl)pyridazin-3-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound COC1=CC=CC(C=2N=NC(=CC=2)N2CC3CCCC(N3C)C2)=C1 PYOUOBGQJNWMCN-UHFFFAOYSA-N 0.000 claims 1
- ODYJYCSNOBKQJA-UHFFFAOYSA-N 3-[6-(4-chlorophenyl)pyridazin-3-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound CN1C(C2)CCCC1CN2C(N=N1)=CC=C1C1=CC=C(Cl)C=C1 ODYJYCSNOBKQJA-UHFFFAOYSA-N 0.000 claims 1
- IJEACVLCQBWHBA-UHFFFAOYSA-N 3-[6-(4-fluorophenyl)pyridazin-3-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound CN1C(C2)CCCC1CN2C(N=N1)=CC=C1C1=CC=C(F)C=C1 IJEACVLCQBWHBA-UHFFFAOYSA-N 0.000 claims 1
- UFPXNUQARADVFM-UHFFFAOYSA-N 3-[6-(4-methoxyphenyl)pyridazin-3-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound C1=CC(OC)=CC=C1C1=CC=C(N2CC3CCCC(N3C)C2)N=N1 UFPXNUQARADVFM-UHFFFAOYSA-N 0.000 claims 1
- KVDZBHUCZJIWTJ-UHFFFAOYSA-N 3-[6-(5-chlorothiophen-2-yl)pyridazin-3-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound CN1C(C2)CCCC1CN2C(N=N1)=CC=C1C1=CC=C(Cl)S1 KVDZBHUCZJIWTJ-UHFFFAOYSA-N 0.000 claims 1
- VZOUJCBJYJVQBQ-UHFFFAOYSA-N 3-[6-(9-methyl-3,9-diazabicyclo[3.3.1]nonan-3-yl)pyridazin-3-yl]aniline Chemical compound CN1C(C2)CCCC1CN2C(N=N1)=CC=C1C1=CC=CC(N)=C1 VZOUJCBJYJVQBQ-UHFFFAOYSA-N 0.000 claims 1
- QNFKEPYFXNMHBG-UHFFFAOYSA-N 3-[6-(furan-2-yl)pyridazin-3-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound CN1C(C2)CCCC1CN2C(N=N1)=CC=C1C1=CC=CO1 QNFKEPYFXNMHBG-UHFFFAOYSA-N 0.000 claims 1
- IQHDJOUFKKIVFV-UHFFFAOYSA-N 3-[6-(furan-3-yl)pyridazin-3-yl]-9-methyl-3,9-diazabicyclo[3.3.1]nonane Chemical compound CN1C(C2)CCCC1CN2C(N=N1)=CC=C1C=1C=COC=1 IQHDJOUFKKIVFV-UHFFFAOYSA-N 0.000 claims 1
- JFWZGJMWQOKJMP-UHFFFAOYSA-N 9-(2-methoxyethyl)-3-(6-phenylpyridazin-3-yl)-3,9-diazabicyclo[3.3.1]nonane Chemical compound COCCN1C(C2)CCCC1CN2C(N=N1)=CC=C1C1=CC=CC=C1 JFWZGJMWQOKJMP-UHFFFAOYSA-N 0.000 claims 1
- JRHLBFCRXCSEPV-UHFFFAOYSA-N 9-methyl-3-(5-naphthalen-2-ylpyrimidin-2-yl)-3,9-diazabicyclo[3.3.1]nonane Chemical compound C1=CC=CC2=CC(C3=CN=C(N=C3)N3CC4CCCC(C3)N4C)=CC=C21 JRHLBFCRXCSEPV-UHFFFAOYSA-N 0.000 claims 1
- GAJASBATEWQDPZ-UHFFFAOYSA-N 9-methyl-3-(5-phenylpyrimidin-2-yl)-3,9-diazabicyclo[3.3.1]nonane Chemical compound CN1C(C2)CCCC1CN2C(N=C1)=NC=C1C1=CC=CC=C1 GAJASBATEWQDPZ-UHFFFAOYSA-N 0.000 claims 1
- UTXORWNBSQBQHP-UHFFFAOYSA-N 9-methyl-3-(5-thiophen-2-ylpyrimidin-2-yl)-3,9-diazabicyclo[3.3.1]nonane Chemical compound CN1C(C2)CCCC1CN2C(N=C1)=NC=C1C1=CC=CS1 UTXORWNBSQBQHP-UHFFFAOYSA-N 0.000 claims 1
- GPYXLWLDRHEQQL-UHFFFAOYSA-N 9-methyl-3-(5-thiophen-3-ylpyrimidin-2-yl)-3,9-diazabicyclo[3.3.1]nonane Chemical compound CN1C(C2)CCCC1CN2C(N=C1)=NC=C1C=1C=CSC=1 GPYXLWLDRHEQQL-UHFFFAOYSA-N 0.000 claims 1
- STSJVLWHJVKQCN-UHFFFAOYSA-N 9-methyl-3-(6-naphthalen-2-ylpyridazin-3-yl)-3,9-diazabicyclo[3.3.1]nonane Chemical compound C1=CC=CC2=CC(C3=CC=C(N=N3)N3CC4CCCC(C3)N4C)=CC=C21 STSJVLWHJVKQCN-UHFFFAOYSA-N 0.000 claims 1
- YBVCONMKJCCKQC-UHFFFAOYSA-N 9-methyl-3-(6-phenylpyridazin-3-yl)-3,9-diazabicyclo[3.3.1]nonane Chemical compound CN1C(C2)CCCC1CN2C(N=N1)=CC=C1C1=CC=CC=C1 YBVCONMKJCCKQC-UHFFFAOYSA-N 0.000 claims 1
- KYCGHQNQAAJCII-UHFFFAOYSA-N 9-methyl-3-(6-thiophen-2-ylpyridazin-3-yl)-3,9-diazabicyclo[3.3.1]nonane Chemical compound CN1C(C2)CCCC1CN2C(N=N1)=CC=C1C1=CC=CS1 KYCGHQNQAAJCII-UHFFFAOYSA-N 0.000 claims 1
- FGMNOBQFMPYCPT-UHFFFAOYSA-N 9-methyl-3-(6-thiophen-3-ylpyridazin-3-yl)-3,9-diazabicyclo[3.3.1]nonane Chemical compound CN1C(C2)CCCC1CN2C(N=N1)=CC=C1C=1C=CSC=1 FGMNOBQFMPYCPT-UHFFFAOYSA-N 0.000 claims 1
- NCKJDGFAVZUBPM-UHFFFAOYSA-N 9-methyl-3-[6-(1h-pyrrol-2-yl)pyridazin-3-yl]-3,9-diazabicyclo[3.3.1]nonane Chemical compound CN1C(C2)CCCC1CN2C(N=N1)=CC=C1C1=CC=CN1 NCKJDGFAVZUBPM-UHFFFAOYSA-N 0.000 claims 1
- GQYYKRWORSNPBS-UHFFFAOYSA-N 9-methyl-3-[6-[3-(trifluoromethyl)phenyl]pyridazin-3-yl]-3,9-diazabicyclo[3.3.1]nonane Chemical compound CN1C(C2)CCCC1CN2C(N=N1)=CC=C1C1=CC=CC(C(F)(F)F)=C1 GQYYKRWORSNPBS-UHFFFAOYSA-N 0.000 claims 1
- ZSLOGSYNSRFQFQ-UHFFFAOYSA-N 9-methyl-3-[6-[4-(trifluoromethyl)phenyl]pyridazin-3-yl]-3,9-diazabicyclo[3.3.1]nonane Chemical compound CN1C(C2)CCCC1CN2C(N=N1)=CC=C1C1=CC=C(C(F)(F)F)C=C1 ZSLOGSYNSRFQFQ-UHFFFAOYSA-N 0.000 claims 1
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| AU2007213670A1 (en) | 2006-02-10 | 2007-08-16 | Neurosearch A/S | 3,9-diazabicyclo[3.3.1]nonane derivatives and their use as monoamine neurotransmitter re-uptake inhibitors |
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| CN101379063A (zh) | 2006-02-10 | 2009-03-04 | 神经研究公司 | 3,9-二氮杂双环[3.3.1]壬烷衍生物及其作为单胺神经递质再摄取抑制剂的用途 |
| JP2009526777A (ja) | 2006-02-14 | 2009-07-23 | ノイロサーチ アクティーゼルスカブ | ニコチン性アセチルコリン受容体作用薬としての３，９−ジアザビシクロ（３．３．１）ノナ−３−イル−アリールメタノン誘導体 |
| EP2029607A1 (en) | 2006-05-23 | 2009-03-04 | NeuroSearch A/S | Novel 8,10-diaza-bicycloý4.3.1¨decane derivatives and their medical use |
| US8314119B2 (en) | 2006-11-06 | 2012-11-20 | Abbvie Inc. | Azaadamantane derivatives and methods of use |
| US20110142758A1 (en) * | 2008-06-10 | 2011-06-16 | Neurosearch A/S | Indolyl-pyridazinyl-diazabicyclononane derivatives in labelled and unlabelled form and their use in diagnostic methods |
| AR072297A1 (es) | 2008-06-27 | 2010-08-18 | Novartis Ag | Derivados de indol-2-il-piridin-3-ilo, composicion farmaceutica que los comprende y su uso en medicamentos para el tratamiento de enfermedades mediadas por la sintasa aldosterona. |
| JO3250B1 (ar) | 2009-09-22 | 2018-09-16 | Novartis Ag | إستعمال منشطات مستقبل نيكوتينيك أسيتيل كولين ألفا 7 |
| CN103180321A (zh) | 2010-09-23 | 2013-06-26 | Abbvie公司 | 氮杂金刚烷衍生物的一水合物 |
| US8729263B2 (en) | 2012-08-13 | 2014-05-20 | Novartis Ag | 1,4-disubstituted pyridazine analogs there of and methods for treating SMN-deficiency-related conditions |
| EP3634953B1 (en) | 2017-06-05 | 2024-01-03 | PTC Therapeutics, Inc. | Compounds for treating huntington's disease |
| EA202092001A1 (ru) | 2018-03-27 | 2021-01-29 | ПиТиСи ТЕРАПЬЮТИКС, ИНК. | Соединения для лечения болезни гентингтона |
| CN108658762B (zh) * | 2018-06-12 | 2021-03-02 | 浙江凯普化工有限公司 | 一种脂环邻二酯的合成方法 |
| WO2020005877A1 (en) | 2018-06-27 | 2020-01-02 | Ptc Therapeutics, Inc. | Heteroaryl compounds for treating huntington's disease |
| HRP20240935T1 (hr) | 2018-06-27 | 2024-11-22 | Ptc Therapeutics, Inc. | Heterociklični i heteroaril spojevi za liječenje huntingtonove bolesti |
| JP7649257B2 (ja) | 2019-05-13 | 2025-03-19 | ピーティーシー セラピューティクス， インコーポレイテッド | ハンチントン病を処置するための化合物 |
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| US3293251A (en) * | 1966-12-20 | Rearrangement process for j,b-diaza- bicyclo-(j,z,i)-octane derivatives | ||
| US5478939A (en) * | 1994-07-20 | 1995-12-26 | American Cyanamid Company | (R,R) and (S,S) 2,5-diazabicyclo [2,2,1]heptane derivatives |
| NZ500645A (en) | 1997-05-30 | 2001-06-29 | Neurosearch As | 9-Azabicyclo[3.3.1]non-2-ene and nonane derivatives as cholinergic ligands at nicotinic ACh receptors |
| CA2289574C (en) | 1997-05-30 | 2007-04-24 | Neurosearch A/S | 8-azabicyclo(3,2,1)oct-2-ene and octane derivatives as cholinergic ligands at nicotinic ach receptors |
| FR2786770B1 (fr) | 1998-12-04 | 2001-01-19 | Synthelabo | Derives de 1,4-diazabicyclo[3.2.2.]nonane, leur preparation et leur application en therapeutique |
| TR200102162T2 (tr) | 1999-01-29 | 2001-12-21 | Abbott Laboratories | Nikotinik asetilkolin reseptör ligandları olarak diazabisiklik türevler. |
| US7265115B2 (en) * | 1999-01-29 | 2007-09-04 | Abbott Laboratories | Diazabicyclic CNS active agents |
| EP1177196B1 (en) | 1999-05-04 | 2004-03-10 | Neurosearch A/S | Heteroaryl diazabicycloalkanes, their preparation and use |
| JP2003534344A (ja) | 2000-05-25 | 2003-11-18 | ターガセプト，インコーポレイテッド | ニコチン性コリン受容体リガンドとしてのヘテロアリールジアザビシクロアルカン |
| FR2809732B1 (fr) | 2000-05-31 | 2002-07-19 | Sanofi Synthelabo | DERIVES DE 4(-2-PHENYLTHIAZOL-5-yl)-1,4-DIAZABICYCLO-[3.2.2] NONANE, LEUR PREPARATION ET LEUR APPLICATION ENTHERAPEUTIQUE |
| FR2809731B1 (fr) | 2000-05-31 | 2002-07-19 | Sanofi Synthelabo | Derives de 1,4-diazabicyclo-[3.2.2] nonane-pheylisoxazole, leur preparation et leur application en therapeutique |
| ATE287888T1 (de) * | 2000-07-04 | 2005-02-15 | Neurosearch As | Aryl- und heteroaryldiazabicycloalkane, deren zubereitung und verwendung |
| WO2002096911A1 (en) * | 2001-06-01 | 2002-12-05 | Neurosearch A/S | Novel heteroaryl-diazabicyclo-alkanes as cns-modulators |
| FR2832713B1 (fr) | 2001-11-23 | 2004-02-13 | Sanofi Synthelabo | Derives de 4-(1,3,4-thiadiazol-2-yl)-1,4-diazabicyclo[3.2.2] nonane, leur preparation et leur application en therapeutique |
| FR2832712B1 (fr) | 2001-11-23 | 2004-02-13 | Sanofi Synthelabo | Derives de 4-(oxadiazol-3-yl)-1,4-diazabicyclo[3.2.2]nonane, leur preparation et leur application en therapeutique |
| DE60310548T2 (de) | 2002-05-07 | 2007-05-10 | Neurosearch A/S | Diazabicyclische biarylderivate |
| DK1562945T3 (da) | 2002-11-11 | 2007-03-05 | Neurosearch As | Hidtil ukendte diazebicykliske biarylderivater |
| US7399765B2 (en) * | 2003-09-19 | 2008-07-15 | Abbott Laboratories | Substituted diazabicycloalkane derivatives |
| BRPI0415683A (pt) * | 2003-11-03 | 2006-12-19 | Warner Lambert Co | inibidores da reabsorção de norepinefrina para o tratamento de distúrbios do sistema nervoso central |
| EP1805183B1 (en) | 2004-10-20 | 2010-12-29 | NeuroSearch A/S | Novel diazabicyclic aryl derivatives and their medical use |
| CA2588961A1 (en) | 2004-11-30 | 2006-06-08 | Neurosearch A/S | Novel diazabicyclic aryl derivatives as cholinergy ligands |
| WO2006087306A2 (en) | 2005-02-16 | 2006-08-24 | Neurosearch A/S | Diazabicyclic aryl derivatives and their use as cholinergic ligands at the nicotinic acetylcholine receptors |
| JP5052952B2 (ja) * | 2007-05-07 | 2012-10-17 | 東芝機械株式会社 | マイクロレンズ転写成形用ロールの製造方法および製造装置 |
| AR071997A1 (es) * | 2008-06-04 | 2010-07-28 | Bristol Myers Squibb Co | Forma cristalina de 6-((4s)-2-metil-4-(2-naftil)-1,2,3,4-tetrahidroisoquinolin-7-il)piridazin-3-amina |
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