JP2008545783A5 - - Google Patents
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- Publication number
- JP2008545783A5 JP2008545783A5 JP2008515858A JP2008515858A JP2008545783A5 JP 2008545783 A5 JP2008545783 A5 JP 2008545783A5 JP 2008515858 A JP2008515858 A JP 2008515858A JP 2008515858 A JP2008515858 A JP 2008515858A JP 2008545783 A5 JP2008545783 A5 JP 2008545783A5
- Authority
- JP
- Japan
- Prior art keywords
- pyrazolo
- alkyl
- pyrimidin
- imidazo
- compound
- 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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- 150000001875 compounds Chemical class 0.000 claims description 27
- 125000000217 alkyl group Chemical group 0.000 claims 29
- 125000003118 aryl group Chemical group 0.000 claims 13
- 229910052799 carbon Inorganic materials 0.000 claims 11
- 229910052736 halogen Inorganic materials 0.000 claims 11
- 150000002367 halogens Chemical class 0.000 claims 11
- 125000001072 heteroaryl group Chemical group 0.000 claims 11
- 238000000034 method Methods 0.000 claims 10
- -1 N-dialkylamino Inorganic materials 0.000 claims 9
- 125000003710 aryl alkyl group Chemical group 0.000 claims 9
- OFCNXPDARWKPPY-UHFFFAOYSA-N allopurinol Chemical compound OC1=NC=NC2=C1C=NN2 OFCNXPDARWKPPY-UHFFFAOYSA-N 0.000 claims 8
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 8
- 150000003839 salts Chemical group 0.000 claims 8
- 229910052757 nitrogen Inorganic materials 0.000 claims 6
- OOOBGFAUGXVKGI-UHFFFAOYSA-N 5,6-dihydropyrazolo[3,4-d]pyrimidin-4-one Chemical compound O=C1NCN=C2N=NC=C12 OOOBGFAUGXVKGI-UHFFFAOYSA-N 0.000 claims 5
- LVZWSLJZHVFIQJ-UHFFFAOYSA-N Cyclopropane Chemical compound C1CC1 LVZWSLJZHVFIQJ-UHFFFAOYSA-N 0.000 claims 5
- 125000000440 benzylamino group Chemical group [H]N(*)C([H])([H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 5
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 5
- 125000004076 pyridyl group Chemical group 0.000 claims 5
- 125000001113 thiadiazolyl group Chemical group 0.000 claims 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 4
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims 4
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- 125000001769 aryl amino group Chemical group 0.000 claims 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 3
- 125000001188 haloalkyl group Chemical group 0.000 claims 3
- 125000005241 heteroarylamino group Chemical group 0.000 claims 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 3
- 239000000651 prodrug Chemical group 0.000 claims 3
- 229940002612 prodrug Drugs 0.000 claims 3
- ZOOGRGPOEVQQDX-UUOKFMHZSA-N 3',5'-cyclic GMP Chemical compound C([C@H]1O2)OP(O)(=O)O[C@H]1[C@@H](O)[C@@H]2N1C(N=C(NC2=O)N)=C2N=C1 ZOOGRGPOEVQQDX-UUOKFMHZSA-N 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- 208000006096 Attention Deficit Disorder with Hyperactivity Diseases 0.000 claims 2
- 208000036864 Attention deficit/hyperactivity disease Diseases 0.000 claims 2
- 208000028698 Cognitive impairment Diseases 0.000 claims 2
- 208000018737 Parkinson disease Diseases 0.000 claims 2
- 125000005129 aryl carbonyl group Chemical group 0.000 claims 2
- 208000015802 attention deficit-hyperactivity disease Diseases 0.000 claims 2
- 208000010877 cognitive disease Diseases 0.000 claims 2
- 125000005114 heteroarylalkoxy group Chemical group 0.000 claims 2
- 125000005223 heteroarylcarbonyl group Chemical group 0.000 claims 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- RDTIPFRJCLQNJL-LJQANCHMSA-N (11R)-5-anilino-8,11-dimethyl-4-[(4-phenylphenyl)methyl]-1,3,4,8,10-pentazatricyclo[7.3.0.02,6]dodeca-2,5,9-trien-7-one Chemical compound C([C@H](N=1)C)N2C=1N(C)C(=O)C(=C1NC=3C=CC=CC=3)C2=NN1CC(C=C1)=CC=C1C1=CC=CC=C1 RDTIPFRJCLQNJL-LJQANCHMSA-N 0.000 claims 1
- POHKHFSAOABVTH-VWLOTQADSA-N (11R)-5-anilino-8-methyl-4-[(4-phenylphenyl)methyl]-11-propan-2-yl-1,3,4,8,10-pentazatricyclo[7.3.0.02,6]dodeca-2,5,9-trien-7-one Chemical compound C([C@H](N=1)C(C)C)N2C=1N(C)C(=O)C(=C1NC=3C=CC=CC=3)C2=NN1CC(C=C1)=CC=C1C1=CC=CC=C1 POHKHFSAOABVTH-VWLOTQADSA-N 0.000 claims 1
- KZBJZBLKWSLVOS-SANMLTNESA-N (11R)-5-benzyl-8-methyl-4-[(4-phenylphenyl)methyl]-11-propan-2-yl-1,3,4,8,10-pentazatricyclo[7.3.0.02,6]dodeca-2,5,9-trien-7-one Chemical compound C([C@H](N=1)C(C)C)N2C=1N(C)C(=O)C(=C1CC=3C=CC=CC=3)C2=NN1CC(C=C1)=CC=C1C1=CC=CC=C1 KZBJZBLKWSLVOS-SANMLTNESA-N 0.000 claims 1
- GDTCOIJFWPQJOS-UXHICEINSA-N (11R,15S)-5-anilino-8-methyl-4-[(4-methylsulfonylphenyl)methyl]-1,3,4,8,10-pentazatetracyclo[7.6.0.02,6.011,15]pentadeca-2,5,9-trien-7-one Chemical compound N1([C@H]2CCC[C@H]2N=C1N(C(C1=C2NC=3C=CC=CC=3)=O)C)C1=NN2CC1=CC=C(S(C)(=O)=O)C=C1 GDTCOIJFWPQJOS-UXHICEINSA-N 0.000 claims 1
- DNWPSPOTOOQJAD-RPBOFIJWSA-N (11R,15S)-5-anilino-8-methyl-4-[(4-phenylphenyl)methyl]-1,3,4,8,10-pentazatetracyclo[7.6.0.02,6.011,15]pentadeca-2,5,9-trien-7-one Chemical compound N1([C@H]2CCC[C@H]2N=C1N(C(C1=C2NC=3C=CC=CC=3)=O)C)C1=NN2CC(C=C1)=CC=C1C1=CC=CC=C1 DNWPSPOTOOQJAD-RPBOFIJWSA-N 0.000 claims 1
- VFCNKEMDWFEMIT-LJQANCHMSA-N (12R)-5-anilino-8,12-dimethyl-4-[(4-phenylphenyl)methyl]-1,3,4,8,10-pentazatricyclo[7.3.0.02,6]dodeca-2,5,9-trien-7-one Chemical compound C([C@H]1C)N=C(N(C(=O)C2=C3NC=4C=CC=CC=4)C)N1C2=NN3CC(C=C1)=CC=C1C1=CC=CC=C1 VFCNKEMDWFEMIT-LJQANCHMSA-N 0.000 claims 1
- OUNXNLRJDVSZSN-MOPGFXCFSA-N (6ar,9as)-5,6a,7,8,9,9a-hexahydro-5-methyl-3-(phenylamino)-2-(4-trifluoromethyl-benzyl)-cyclopent[4,5]imidazo[1,2-a]pyrazolo[4,3-e]pyrimidin-4(2h)-one Chemical compound N1([C@H]2CCC[C@H]2N=C1N(C(C1=C2NC=3C=CC=CC=3)=O)C)C1=NN2CC1=CC=C(C(F)(F)F)C=C1 OUNXNLRJDVSZSN-MOPGFXCFSA-N 0.000 claims 1
- 125000004512 1,2,3-thiadiazol-4-yl group Chemical group S1N=NC(=C1)* 0.000 claims 1
- DNCYBUMDUBHIJZ-UHFFFAOYSA-N 1h-pyrimidin-6-one Chemical compound O=C1C=CN=CN1 DNCYBUMDUBHIJZ-UHFFFAOYSA-N 0.000 claims 1
- URIOKNBMKROHSV-UHFFFAOYSA-N 2-(biphenyl-4-ylmethyl)-7,8-dihydro-5,7,7-trimethyl-[2h]-imidazo-[1,2-a]pyrazolo[4,3-e]pyrimidin-4(5h)-one Chemical compound C1=C2C(=O)N(C)C3=NC(C)(C)CN3C2=NN1CC(C=C1)=CC=C1C1=CC=CC=C1 URIOKNBMKROHSV-UHFFFAOYSA-N 0.000 claims 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- SRETYLZYPIDWJS-UHFFFAOYSA-N 3-benzyl-2-(biphenyl-4-ylmethyl)-7,8-dihydro-5,7,7-trimethyl-[2h]-imidazo-[1,2-a]pyrazolo[4,3-e]pyrimidin-4(5h)-one Chemical compound C=1C=CC=CC=1CC1=C2C(=O)N(C)C3=NC(C)(C)CN3C2=NN1CC(C=C1)=CC=C1C1=CC=CC=C1 SRETYLZYPIDWJS-UHFFFAOYSA-N 0.000 claims 1
- ZWFDBJOOTMRGAM-UHFFFAOYSA-N 5-anilino-8,11,11-trimethyl-3-[(4-phenylphenyl)methyl]-1,3,4,8,10-pentazatricyclo[7.3.0.02,6]dodeca-2(6),4,9-trien-7-one Chemical compound O=C1N(C)C2=NC(C)(C)CN2C(N(N=2)CC=3C=CC(=CC=3)C=3C=CC=CC=3)=C1C=2NC1=CC=CC=C1 ZWFDBJOOTMRGAM-UHFFFAOYSA-N 0.000 claims 1
- NCGOHHUTVVTFHA-UHFFFAOYSA-N 5-anilino-8,11,11-trimethyl-3-[[4-(thiadiazol-4-yl)phenyl]methyl]-1,3,4,8,10-pentazatricyclo[7.3.0.02,6]dodeca-2(6),4,9-trien-7-one Chemical compound O=C1N(C)C2=NC(C)(C)CN2C(N(N=2)CC=3C=CC(=CC=3)C=3N=NSC=3)=C1C=2NC1=CC=CC=C1 NCGOHHUTVVTFHA-UHFFFAOYSA-N 0.000 claims 1
- MNXHQSSGIULDQB-UHFFFAOYSA-N 5-anilino-8,12,12-trimethyl-4-[(4-phenylphenyl)methyl]-1,3,4,8,10-pentazatricyclo[7.4.0.02,6]trideca-2,5,9-trien-7-one Chemical compound N12CC(C)(C)CN=C2N(C)C(=O)C(=C2NC=3C=CC=CC=3)C1=NN2CC(C=C1)=CC=C1C1=CC=CC=C1 MNXHQSSGIULDQB-UHFFFAOYSA-N 0.000 claims 1
- NSDAHLNHHJYAFQ-UHFFFAOYSA-N 8,11,11-trimethyl-3-[(4-phenylphenyl)methyl]-5-[N-[(4-phenylphenyl)methyl]anilino]-1,3,4,8,10-pentazatricyclo[7.3.0.02,6]dodeca-2(6),4,9-trien-7-one Chemical compound O=C1N(C)C2=NC(C)(C)CN2C2=C1C(N(CC=1C=CC(=CC=1)C=1C=CC=CC=1)C=1C=CC=CC=1)=NN2CC(C=C1)=CC=C1C1=CC=CC=C1 NSDAHLNHHJYAFQ-UHFFFAOYSA-N 0.000 claims 1
- 208000024827 Alzheimer disease Diseases 0.000 claims 1
- 208000019901 Anxiety disease Diseases 0.000 claims 1
- 208000023275 Autoimmune disease Diseases 0.000 claims 1
- 208000020925 Bipolar disease Diseases 0.000 claims 1
- 206010007559 Cardiac failure congestive Diseases 0.000 claims 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 1
- 206010012289 Dementia Diseases 0.000 claims 1
- 101001117089 Drosophila melanogaster Calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1 Proteins 0.000 claims 1
- 208000012661 Dyskinesia Diseases 0.000 claims 1
- 208000023105 Huntington disease Diseases 0.000 claims 1
- 206010020772 Hypertension Diseases 0.000 claims 1
- 208000016285 Movement disease Diseases 0.000 claims 1
- 206010038743 Restlessness Diseases 0.000 claims 1
- 206010039085 Rhinitis allergic Diseases 0.000 claims 1
- 201000001880 Sexual dysfunction Diseases 0.000 claims 1
- 208000006011 Stroke Diseases 0.000 claims 1
- 241000534944 Thia Species 0.000 claims 1
- 206010044565 Tremor Diseases 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 1
- 201000010105 allergic rhinitis Diseases 0.000 claims 1
- 230000036506 anxiety Effects 0.000 claims 1
- 125000001691 aryl alkyl amino group Chemical group 0.000 claims 1
- 208000006673 asthma Diseases 0.000 claims 1
- 230000001363 autoimmune Effects 0.000 claims 1
- 208000026106 cerebrovascular disease Diseases 0.000 claims 1
- 125000002720 diazolyl group Chemical group 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 206010013663 drug dependence Diseases 0.000 claims 1
- 125000001475 halogen functional group Chemical group 0.000 claims 1
- 208000035231 inattentive type attention deficit hyperactivity disease Diseases 0.000 claims 1
- 208000027866 inflammatory disease Diseases 0.000 claims 1
- 230000005764 inhibitory process Effects 0.000 claims 1
- 208000002815 pulmonary hypertension Diseases 0.000 claims 1
- 231100000872 sexual dysfunction Toxicity 0.000 claims 1
- 230000019491 signal transduction Effects 0.000 claims 1
- 208000019116 sleep disease Diseases 0.000 claims 1
- 208000020685 sleep-wake disease Diseases 0.000 claims 1
- 208000011117 substance-related disease Diseases 0.000 claims 1
- 125000003831 tetrazolyl group Chemical group 0.000 claims 1
- 125000001425 triazolyl group Chemical group 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 0 *c1c(*)c(*)c(C*=C)c(*)c1* Chemical compound *c1c(*)c(*)c(C*=C)c(*)c1* 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000012024 dehydrating agents Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US68771505P | 2005-06-06 | 2005-06-06 | |
| US60/687,715 | 2005-06-06 | ||
| PCT/US2006/022066 WO2006133261A2 (en) | 2005-06-06 | 2006-06-06 | Organic compounds |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012116786A Division JP5649614B2 (ja) | 2005-06-06 | 2012-05-22 | 有機化合物 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2008545783A JP2008545783A (ja) | 2008-12-18 |
| JP2008545783A5 true JP2008545783A5 (https=) | 2011-01-06 |
| JP5084725B2 JP5084725B2 (ja) | 2012-11-28 |
Family
ID=37499079
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008515858A Active JP5084725B2 (ja) | 2005-06-06 | 2006-06-06 | 有機化合物 |
| JP2012116786A Active JP5649614B2 (ja) | 2005-06-06 | 2012-05-22 | 有機化合物 |
| JP2014184489A Pending JP2015007121A (ja) | 2005-06-06 | 2014-09-10 | 有機化合物 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012116786A Active JP5649614B2 (ja) | 2005-06-06 | 2012-05-22 | 有機化合物 |
| JP2014184489A Pending JP2015007121A (ja) | 2005-06-06 | 2014-09-10 | 有機化合物 |
Country Status (10)
| Country | Link |
|---|---|
| US (3) | US8273750B2 (https=) |
| EP (1) | EP1888534B1 (https=) |
| JP (3) | JP5084725B2 (https=) |
| KR (2) | KR20140022114A (https=) |
| CN (2) | CN101248050B (https=) |
| AU (1) | AU2006255028B2 (https=) |
| BR (1) | BRPI0611095B8 (https=) |
| CA (1) | CA2611312C (https=) |
| ES (1) | ES2645371T3 (https=) |
| WO (1) | WO2006133261A2 (https=) |
Families Citing this family (62)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL160307A0 (en) | 2001-08-31 | 2004-07-25 | Univ Rockefeller | Phosphodiesterase activity and regulation of phosphodiesterase 1-b-mediated signaling in brain |
| AU2006255028B2 (en) | 2005-06-06 | 2012-04-19 | Intra-Cellular Therapies, Inc. | Organic compounds |
| US20080194592A1 (en) * | 2005-08-23 | 2008-08-14 | Intra-Cellular Therapies, Inc. | Organic Compounds |
| KR20090042227A (ko) * | 2006-06-06 | 2009-04-29 | 인트라-셀룰라 써래피스, 인코퍼레이티드. | 유기 화합물 |
| WO2008063505A1 (en) | 2006-11-13 | 2008-05-29 | Intra-Cellular Therapies, Inc. | Organic compounds |
| WO2008070095A1 (en) * | 2006-12-05 | 2008-06-12 | Intra-Cellular Therapies, Inc. | Novel uses |
| EP2240028B1 (en) * | 2007-12-06 | 2016-07-20 | Intra-Cellular Therapies, Inc. | Pyrazolopyrimidine-4,6-dione derivatives and their use as pharmaceutical |
| AU2012204137B2 (en) * | 2007-12-06 | 2015-06-18 | Intra-Cellular Therapies, Inc. | Organic compounds |
| KR20120012831A (ko) * | 2007-12-06 | 2012-02-10 | 인트라-셀룰라 써래피스, 인코퍼레이티드. | 유기 화합물 |
| US20120070443A1 (en) * | 2008-12-02 | 2012-03-22 | University Of Utah Research Foundation | Pde1 as a target therapeutic in heart disease |
| EP2367431B1 (en) | 2008-12-06 | 2015-08-05 | Intra-Cellular Therapies, Inc. | Organic compounds |
| MA32942B1 (fr) | 2008-12-06 | 2012-01-02 | Intra Cellular Therapies Inc | Composes organiques |
| BRPI0922809A2 (pt) | 2008-12-06 | 2018-05-29 | Intracellular Therapies Inc | compostos orgânicos |
| EP2367430B1 (en) | 2008-12-06 | 2014-08-13 | Intra-Cellular Therapies, Inc. | Organic compounds |
| JP5778582B2 (ja) | 2008-12-06 | 2015-09-16 | イントラ−セルラー・セラピーズ・インコーポレイテッドＩｎｔｒａ−Ｃｅｌｌｕｌａｒ Ｔｈｅｒａｐｉｅｓ， Ｉｎｃ． | 有機化合物 |
| KR20110103949A (ko) * | 2008-12-06 | 2011-09-21 | 인트라-셀룰라 써래피스, 인코퍼레이티드. | 유기 화합물 |
| WO2010098839A1 (en) * | 2009-02-25 | 2010-09-02 | Intra-Cellular Therapies, Inc. | Pde 1 inhibitors for ophthalmic disorders |
| JP2012526810A (ja) * | 2009-05-13 | 2012-11-01 | イントラ−セルラー・セラピーズ・インコーポレイテッド | 有機化合物 |
| JP6166534B2 (ja) | 2009-08-05 | 2017-07-19 | イントラ−セルラー・セラピーズ・インコーポレイテッドＩｎｔｒａ−Ｃｅｌｌｕｌａｒ Ｔｈｅｒａｐｉｅｓ， Ｉｎｃ． | 新規調節タンパク質および阻害剤 |
| WO2011043816A1 (en) * | 2009-10-08 | 2011-04-14 | Intra-Cellular Therapies, Inc. | Phosphodiesterase 1-targeting tracers and methods |
| WO2011153135A1 (en) | 2010-05-31 | 2011-12-08 | Intra-Cellular Therapies, Inc. | Organic compounds |
| WO2011153136A1 (en) | 2010-05-31 | 2011-12-08 | Intra-Cellular Therapies, Inc. | Organic compounds |
| TW201206937A (en) * | 2010-05-31 | 2012-02-16 | Intra Cellular Therapies Inc | Organic compounds |
| EP2576551A4 (en) * | 2010-05-31 | 2014-04-16 | Intra Cellular Therapies Inc | ORGANIC CONNECTIONS |
| JP6051210B2 (ja) * | 2011-06-10 | 2016-12-27 | イントラ−セルラー・セラピーズ・インコーポレイテッドＩｎｔｒａ−Ｃｅｌｌｕｌａｒ Ｔｈｅｒａｐｉｅｓ， Ｉｎｃ． | 有機化合物 |
| KR20140146192A (ko) * | 2012-04-14 | 2014-12-24 | 인트라-셀룰라 써래피스, 인코퍼레이티드. | 유기 화합물 |
| AR091507A1 (es) * | 2012-06-21 | 2015-02-11 | Intra Cellular Therapies Inc | SALES DE (6aR,9aS)-5,6a,7,8,9,9a-HEXAHIDRO-5-METIL-3-(FENILAMINO)-2-((4-(6-FLUOROPIRIDIN-2-IL)FENIL)METIL)-CICLOPENT[4,5]IMIDAZO[1,2-a]PIRAZOLO[4,3-e]PIRIMIDIN-4(2H)-ONA |
| CN103012287B (zh) * | 2012-12-24 | 2015-06-17 | 济南圣泉唐和唐生物科技有限公司 | 6-氯-3-甲基脲嘧啶的制备方法 |
| US9801882B2 (en) | 2013-02-17 | 2017-10-31 | Intra-Cellular Therapies, Inc. | Phosphodiesterase-1 inhibitors and their use in treatment of cardiovascular diseases |
| KR102240326B1 (ko) | 2013-03-15 | 2021-04-13 | 인트라-셀룰라 써래피스, 인코퍼레이티드. | 유기 화합물 |
| EP2968338B1 (en) | 2013-03-15 | 2019-01-09 | Intra-Cellular Therapies, Inc. | Pde1 inhibitors for use in the treatment and/or prevention of cns injuries, and pns diseases, disorders or injuries |
| US9630971B2 (en) | 2013-06-21 | 2017-04-25 | Intra-Cellular Therapies, Inc. | Free base crystals |
| JP6696904B2 (ja) * | 2014-01-08 | 2020-05-20 | イントラ−セルラー・セラピーズ・インコーポレイテッドＩｎｔｒａ−Ｃｅｌｌｕｌａｒ Ｔｈｅｒａｐｉｅｓ， Ｉｎｃ． | 製剤および医薬組成物 |
| EP3157926B1 (en) | 2014-06-20 | 2019-05-15 | Intra-Cellular Therapies, Inc. | Organic compounds |
| US10005789B2 (en) | 2014-08-07 | 2018-06-26 | Intra-Cellular Therapies, Inc. | Organic compounds |
| US10285992B2 (en) | 2014-08-07 | 2019-05-14 | Intra-Cellular Therapies, Inc. | Combinations of PDE1 inhibitors and NEP inhibitors and associated methods |
| US9546175B2 (en) | 2014-08-07 | 2017-01-17 | Intra-Cellular Therapies, Inc. | Organic compounds |
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