JP2012510993A5 - - Google Patents
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- Publication number
- JP2012510993A5 JP2012510993A5 JP2011539520A JP2011539520A JP2012510993A5 JP 2012510993 A5 JP2012510993 A5 JP 2012510993A5 JP 2011539520 A JP2011539520 A JP 2011539520A JP 2011539520 A JP2011539520 A JP 2011539520A JP 2012510993 A5 JP2012510993 A5 JP 2012510993A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- aryl
- optionally
- free
- salt form
- 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
Links
- 150000001875 compounds Chemical class 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims 46
- 125000003118 aryl group Chemical group 0.000 claims 34
- -1 aryl luma Chemical compound 0.000 claims 16
- 125000001072 heteroaryl group Chemical group 0.000 claims 16
- 150000003839 salts Chemical group 0.000 claims 14
- 229910052799 carbon Inorganic materials 0.000 claims 13
- 125000005843 halogen group Chemical group 0.000 claims 13
- 229910052757 nitrogen Inorganic materials 0.000 claims 12
- 125000003545 alkoxy group Chemical group 0.000 claims 11
- 229910052739 hydrogen Inorganic materials 0.000 claims 10
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 10
- 125000005842 heteroatom Chemical group 0.000 claims 8
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 6
- 125000005549 heteroarylene group Chemical group 0.000 claims 6
- 229910052736 halogen Inorganic materials 0.000 claims 5
- 150000002367 halogens Chemical class 0.000 claims 5
- LVZWSLJZHVFIQJ-UHFFFAOYSA-N Cyclopropane Chemical compound C1CC1 LVZWSLJZHVFIQJ-UHFFFAOYSA-N 0.000 claims 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 3
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 2
- 125000003282 alkyl amino group Chemical group 0.000 claims 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 2
- 125000002947 alkylene group Chemical group 0.000 claims 2
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims 2
- 125000000732 arylene group Chemical group 0.000 claims 2
- 230000006315 carbonylation Effects 0.000 claims 2
- 238000005810 carbonylation reaction Methods 0.000 claims 2
- 125000005241 heteroarylamino group Chemical group 0.000 claims 2
- 125000005223 heteroarylcarbonyl group Chemical group 0.000 claims 2
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 2
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- 241000238366 Cephalopoda Species 0.000 claims 1
- 241000023320 Luma <angiosperm> Species 0.000 claims 1
- 235000018936 Vitellaria paradoxa Nutrition 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 0 C*(C1)(C2*)*1(C)C(*)(*)N=C(N(*)C(C1=C(N)I*)=O)N2C1=NC Chemical compound C*(C1)(C2*)*1(C)C(*)(*)N=C(N(*)C(C1=C(N)I*)=O)N2C1=NC 0.000 description 6
- KKJWYLGEEIGXKY-MSLYCLFWSA-N CN(C1=N[C@H](CCC2)[C@H]2N1c1n[n](Cc(cc2)ccc2-c2cccc(F)n2)c(S(c2ccccc2)=O)c11)C1=O Chemical compound CN(C1=N[C@H](CCC2)[C@H]2N1c1n[n](Cc(cc2)ccc2-c2cccc(F)n2)c(S(c2ccccc2)=O)c11)C1=O KKJWYLGEEIGXKY-MSLYCLFWSA-N 0.000 description 2
- BWWMTDSQDBVSTD-MSOLQXFVSA-N CN(C1=N[C@H](CCC2)[C@H]2N1c1n[n](Cc(cc2)ccc2-c2cccc(F)n2)c(SC)c11)C1=O Chemical compound CN(C1=N[C@H](CCC2)[C@H]2N1c1n[n](Cc(cc2)ccc2-c2cccc(F)n2)c(SC)c11)C1=O BWWMTDSQDBVSTD-MSOLQXFVSA-N 0.000 description 2
- UUDXWZNIEMXNPC-PKTZIBPZSA-N CN(C1=N[C@H](CCC2)[C@H]2N1c1n[n](Cc(cc2)ccc2-c2cccc(F)n2)c(Sc2ccccc2)c11)C1=O Chemical compound CN(C1=N[C@H](CCC2)[C@H]2N1c1n[n](Cc(cc2)ccc2-c2cccc(F)n2)c(Sc2ccccc2)c11)C1=O UUDXWZNIEMXNPC-PKTZIBPZSA-N 0.000 description 2
- JCKMKEGCPWQQNW-RTWAWAEBSA-N CN(C1=N[C@H](CCC2)[C@H]2N1c1n[n](Cc(cc2)ccc2-c2cccc(F)n2)c(Sc2ncccc2)c11)C1=O Chemical compound CN(C1=N[C@H](CCC2)[C@H]2N1c1n[n](Cc(cc2)ccc2-c2cccc(F)n2)c(Sc2ncccc2)c11)C1=O JCKMKEGCPWQQNW-RTWAWAEBSA-N 0.000 description 2
- YIXXXUZODMRZPT-SJORKVTESA-N CSc([n](Cc(cc1)ccc1-c1cccc(F)n1)nc1N2C(N3)=N[C@H]4[C@@H]2CCC4)c1C3=O Chemical compound CSc([n](Cc(cc1)ccc1-c1cccc(F)n1)nc1N2C(N3)=N[C@H]4[C@@H]2CCC4)c1C3=O YIXXXUZODMRZPT-SJORKVTESA-N 0.000 description 2
- YNESATAKKCNGOF-UHFFFAOYSA-N lithium bis(trimethylsilyl)amide Chemical class [Li+].C[Si](C)(C)[N-][Si](C)(C)C YNESATAKKCNGOF-UHFFFAOYSA-N 0.000 description 2
- SCVJRXQHFJXZFZ-KVQBGUIXSA-N 2-amino-9-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3h-purine-6-thione Chemical class C1=2NC(N)=NC(=S)C=2N=CN1[C@H]1C[C@H](O)[C@@H](CO)O1 SCVJRXQHFJXZFZ-KVQBGUIXSA-N 0.000 description 1
- LXUVCOJHWZLYEI-IVBQKCMFSA-N CC(C)(C1)CN=C(N(C)C(/C2=C(/NCc(cc3)ccc3Cl)\S(c(cc3)ccc3F)(=O)=O)=O)N1C2=N Chemical compound CC(C)(C1)CN=C(N(C)C(/C2=C(/NCc(cc3)ccc3Cl)\S(c(cc3)ccc3F)(=O)=O)=O)N1C2=N LXUVCOJHWZLYEI-IVBQKCMFSA-N 0.000 description 1
- BDXPWLPFVQDCSR-PWBAXPPHSA-O CC(C)(CN1C(/C2=C(\NCc3ccc(C(F)(F)F)cc3)/S(c3ccccc3)(=O)=O)=[NH2+])N=C1N(C)C2=O Chemical compound CC(C)(CN1C(/C2=C(\NCc3ccc(C(F)(F)F)cc3)/S(c3ccccc3)(=O)=O)=[NH2+])N=C1N(C)C2=O BDXPWLPFVQDCSR-PWBAXPPHSA-O 0.000 description 1
- XEDORQPIOURYOG-DLQVPRDJSA-N CC(C)[C@H](CN1C(/C2=C(\NCc3ccc(C(F)(F)F)cc3)/Sc(cc3)ccc3O)=N)N=C1N(C)C2=O Chemical compound CC(C)[C@H](CN1C(/C2=C(\NCc3ccc(C(F)(F)F)cc3)/Sc(cc3)ccc3O)=N)N=C1N(C)C2=O XEDORQPIOURYOG-DLQVPRDJSA-N 0.000 description 1
- VBNQYFMGKYUBLQ-FHLZENDYSA-N CN(C1=NC(CCC2)C2N1C(/C1=C(\NCc(cc2)ccc2-c2ccccc2)/S(c(cc2)ccc2F)(=O)=O)=N)C1=O Chemical compound CN(C1=NC(CCC2)C2N1C(/C1=C(\NCc(cc2)ccc2-c2ccccc2)/S(c(cc2)ccc2F)(=O)=O)=N)C1=O VBNQYFMGKYUBLQ-FHLZENDYSA-N 0.000 description 1
- MDJQDKIBJMAJOK-GGFKVMBASA-O CN(C1=NC(CCCC2)C2N1C(/C1=C(\NCc2ccc(C(F)(F)F)cc2)/Sc2ccccc2)=[NH2+])C1=O Chemical compound CN(C1=NC(CCCC2)C2N1C(/C1=C(\NCc2ccc(C(F)(F)F)cc2)/Sc2ccccc2)=[NH2+])C1=O MDJQDKIBJMAJOK-GGFKVMBASA-O 0.000 description 1
- LFAIQBITTKITAQ-IOUYNQRBSA-N CN(C1=N[C@@H](CCC2)[C@@H]2N1C(/C1=C(\NCc2ccc(C(F)(F)F)cc2)/Sc2ccccc2)=N)C1=O Chemical compound CN(C1=N[C@@H](CCC2)[C@@H]2N1C(/C1=C(\NCc2ccc(C(F)(F)F)cc2)/Sc2ccccc2)=N)C1=O LFAIQBITTKITAQ-IOUYNQRBSA-N 0.000 description 1
- MDWVHNDENOEJGZ-BWFRZDNYSA-N CN(C1=N[C@@H](CCCC2)[C@@H]2N1C(/C1=C(\NCc(cc2)ccc2-c2ncccc2)/S(c2ccccc2)=O)=N)C1=O Chemical compound CN(C1=N[C@@H](CCCC2)[C@@H]2N1C(/C1=C(\NCc(cc2)ccc2-c2ncccc2)/S(c2ccccc2)=O)=N)C1=O MDWVHNDENOEJGZ-BWFRZDNYSA-N 0.000 description 1
- KHDUOCAUQFDYKR-SZNYOIBYSA-N CN(C1=N[C@H](CCC2)[C@H]2N1C(/C1=C(\NCc(cc2)ccc2-c2ncccc2)/S(c2ccccc2)=O)=N)C1=O Chemical compound CN(C1=N[C@H](CCC2)[C@H]2N1C(/C1=C(\NCc(cc2)ccc2-c2ncccc2)/S(c2ccccc2)=O)=N)C1=O KHDUOCAUQFDYKR-SZNYOIBYSA-N 0.000 description 1
- FSAAJDSEQYKNDQ-HZKCDRNSSA-O CN(C1=N[C@H](CCC2)[C@H]2N1C(/C1=C(\NCc(cc2)ccc2-c2ncccc2)/Sc2ccccc2)=[NH2+])C1=O Chemical compound CN(C1=N[C@H](CCC2)[C@H]2N1C(/C1=C(\NCc(cc2)ccc2-c2ncccc2)/Sc2ccccc2)=[NH2+])C1=O FSAAJDSEQYKNDQ-HZKCDRNSSA-O 0.000 description 1
- NMDGAYFDPHVHKH-MSOLQXFVSA-N CN(C1=N[C@H](CCC2)[C@H]2N1c1n[n](Cc(cc2)ccc2-c2cccc(F)n2)c(S(C)(=O)=O)c11)C1=O Chemical compound CN(C1=N[C@H](CCC2)[C@H]2N1c1n[n](Cc(cc2)ccc2-c2cccc(F)n2)c(S(C)(=O)=O)c11)C1=O NMDGAYFDPHVHKH-MSOLQXFVSA-N 0.000 description 1
- PAVHQSKDUSIPQO-RQRDFJDXSA-N CN(C1=N[C@H](CCC2)[C@H]2N1c1n[n](Cc(cc2)ccc2-c2cccc(F)n2)c([S@@](C)=O)c11)C1=O Chemical compound CN(C1=N[C@H](CCC2)[C@H]2N1c1n[n](Cc(cc2)ccc2-c2cccc(F)n2)c([S@@](C)=O)c11)C1=O PAVHQSKDUSIPQO-RQRDFJDXSA-N 0.000 description 1
- PAVHQSKDUSIPQO-MZDMPTQBSA-N CN(C1=N[C@H](CCC2)[C@H]2N1c1n[n](Cc(cc2)ccc2-c2cccc(F)n2)c([S@](C)=O)c11)C1=O Chemical compound CN(C1=N[C@H](CCC2)[C@H]2N1c1n[n](Cc(cc2)ccc2-c2cccc(F)n2)c([S@](C)=O)c11)C1=O PAVHQSKDUSIPQO-MZDMPTQBSA-N 0.000 description 1
- JMKUWPNQTMLAOO-LFJDEJNOSA-N CN(C1=N[C@H](CCCC2)[C@H]2N1C(/C1=C(\NCC2CCCCC2)/S(c(cc2)ccc2F)(=O)=O)=N)C1=O Chemical compound CN(C1=N[C@H](CCCC2)[C@H]2N1C(/C1=C(\NCC2CCCCC2)/S(c(cc2)ccc2F)(=O)=O)=N)C1=O JMKUWPNQTMLAOO-LFJDEJNOSA-N 0.000 description 1
- XDTSOBSHTMMSBI-HHPIGJHJSA-N CN(C1=N[C@H](CO)CN1C(/C1=C(\NCc2ccc(C(F)(F)F)cc2)/Sc2ccccc2)=N)C1=O Chemical compound CN(C1=N[C@H](CO)CN1C(/C1=C(\NCc2ccc(C(F)(F)F)cc2)/Sc2ccccc2)=N)C1=O XDTSOBSHTMMSBI-HHPIGJHJSA-N 0.000 description 1
- CNQSPIGJWIZWBY-LUWBCPACSA-N C[C@H](CN1C(/C2=C(\NCc(cc3)ccc3-c3ccccc3)/S(c3ccccc3)(=O)=O)=N)N=C1N(C)C2=O Chemical compound C[C@H](CN1C(/C2=C(\NCc(cc3)ccc3-c3ccccc3)/S(c3ccccc3)(=O)=O)=N)N=C1N(C)C2=O CNQSPIGJWIZWBY-LUWBCPACSA-N 0.000 description 1
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12044208P | 2008-12-06 | 2008-12-06 | |
| US61/120,442 | 2008-12-06 | ||
| PCT/US2009/006439 WO2010065149A1 (en) | 2008-12-06 | 2009-12-07 | Organic compounds |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012510993A JP2012510993A (ja) | 2012-05-17 |
| JP2012510993A5 true JP2012510993A5 (enExample) | 2014-07-31 |
| JP5778582B2 JP5778582B2 (ja) | 2015-09-16 |
Family
ID=42233533
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011539520A Expired - Fee Related JP5778582B2 (ja) | 2008-12-06 | 2009-12-07 | 有機化合物 |
Country Status (23)
| Country | Link |
|---|---|
| US (4) | US8536159B2 (enExample) |
| EP (1) | EP2367429B1 (enExample) |
| JP (1) | JP5778582B2 (enExample) |
| KR (1) | KR20110095881A (enExample) |
| CN (1) | CN102231953A (enExample) |
| AU (1) | AU2009322901A1 (enExample) |
| BR (1) | BRPI0922348A2 (enExample) |
| CA (1) | CA2740391A1 (enExample) |
| CL (1) | CL2011001263A1 (enExample) |
| CO (1) | CO6390083A2 (enExample) |
| CR (1) | CR20110312A (enExample) |
| DO (1) | DOP2011000173A (enExample) |
| EA (1) | EA201170770A1 (enExample) |
| EC (1) | ECSP11011184A (enExample) |
| ES (1) | ES2638912T3 (enExample) |
| IL (1) | IL213314A0 (enExample) |
| MA (1) | MA32938B1 (enExample) |
| MX (1) | MX2011005933A (enExample) |
| PE (1) | PE20110922A1 (enExample) |
| SG (1) | SG171775A1 (enExample) |
| TN (1) | TN2011000246A1 (enExample) |
| WO (1) | WO2010065149A1 (enExample) |
| ZA (1) | ZA201103631B (enExample) |
Families Citing this family (61)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20140022114A (ko) | 2005-06-06 | 2014-02-21 | 다케다 야쿠힌 고교 가부시키가이샤 | 유기 화합물 |
| WO2007143705A2 (en) | 2006-06-06 | 2007-12-13 | Intra-Cellular Therapies, Inc. | Organic compounds |
| US9198924B2 (en) * | 2006-11-13 | 2015-12-01 | Intra-Cellular Therapies, Inc. | Organic compounds |
| US9006258B2 (en) | 2006-12-05 | 2015-04-14 | Intra-Cellular Therapies, Inc. | Method of treating female sexual dysfunction with a PDE1 inhibitor |
| CN101969774A (zh) * | 2007-12-06 | 2011-02-09 | 细胞内治疗公司 | 有机化合物 |
| ES2436780T3 (es) | 2007-12-06 | 2014-01-07 | Takeda Pharmaceutical Company Limited | Compuestos orgánicos |
| KR20110103949A (ko) * | 2008-12-06 | 2011-09-21 | 인트라-셀룰라 써래피스, 인코퍼레이티드. | 유기 화합물 |
| CA2740385A1 (en) | 2008-12-06 | 2010-06-10 | Intra-Cellular Therapies, Inc. | Organic compounds |
| CN102231953A (zh) * | 2008-12-06 | 2011-11-02 | 细胞内治疗公司 | 有机化合物 |
| JP5989993B2 (ja) | 2008-12-06 | 2016-09-07 | 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 |
| EA201170772A1 (ru) | 2008-12-06 | 2012-03-30 | Интра-Селлулар Терапиз, Инк. | Органические соединения |
| US8697710B2 (en) | 2008-12-06 | 2014-04-15 | Intra-Cellular Therapies, Inc. | Optionally substituted 3-amino-4-(thioxo or imino)-4,5-dihydro-2H-pyrazolo [3,4-d]pyrimidin-6(7H)-ones |
| EP2400970A4 (en) * | 2009-02-25 | 2012-07-18 | Intra Cellular Therapies Inc | PDE-1-HEMMER FOR EYE DRESSING |
| 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 |
| EP2485771A4 (en) * | 2009-10-08 | 2014-11-12 | Intra Cellular Therapies Inc | TRACER AND METHODS TAGGED ON PHOSPHODIESTERASE 1 |
| WO2011153136A1 (en) | 2010-05-31 | 2011-12-08 | Intra-Cellular Therapies, Inc. | Organic compounds |
| WO2011153135A1 (en) | 2010-05-31 | 2011-12-08 | Intra-Cellular Therapies, Inc. | Organic compounds |
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| US10561656B2 (en) * | 2011-06-10 | 2020-02-18 | Intra-Cellular Therapies, Inc. | Organic compounds |
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| CN110498800A (zh) * | 2013-06-21 | 2019-11-26 | 细胞内治疗公司 | 游离碱晶体 |
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2009
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- 2009-12-07 US US13/133,033 patent/US8536159B2/en active Active
- 2009-12-07 ES ES09830744.0T patent/ES2638912T3/es active Active
- 2009-12-07 PE PE2011001169A patent/PE20110922A1/es not_active Application Discontinuation
- 2009-12-07 AU AU2009322901A patent/AU2009322901A1/en not_active Abandoned
- 2009-12-07 SG SG2011036589A patent/SG171775A1/en unknown
- 2009-12-07 MA MA33969A patent/MA32938B1/fr unknown
- 2009-12-07 EP EP09830744.0A patent/EP2367429B1/en active Active
- 2009-12-07 EA EA201170770A patent/EA201170770A1/ru unknown
- 2009-12-07 KR KR1020117013115A patent/KR20110095881A/ko not_active Withdrawn
- 2009-12-07 WO PCT/US2009/006439 patent/WO2010065149A1/en not_active Ceased
- 2009-12-07 JP JP2011539520A patent/JP5778582B2/ja not_active Expired - Fee Related
- 2009-12-07 BR BRPI0922348-7A patent/BRPI0922348A2/pt not_active IP Right Cessation
- 2009-12-07 MX MX2011005933A patent/MX2011005933A/es not_active Application Discontinuation
- 2009-12-07 CA CA2740391A patent/CA2740391A1/en not_active Abandoned
-
2011
- 2011-05-17 ZA ZA2011/03631A patent/ZA201103631B/en unknown
- 2011-05-17 TN TN2011000246A patent/TN2011000246A1/fr unknown
- 2011-05-30 CL CL2011001263A patent/CL2011001263A1/es unknown
- 2011-06-02 IL IL213314A patent/IL213314A0/en unknown
- 2011-06-06 CR CR20110312A patent/CR20110312A/es unknown
- 2011-06-06 DO DO2011000173A patent/DOP2011000173A/es unknown
- 2011-06-29 CO CO11081343A patent/CO6390083A2/es active IP Right Grant
- 2011-07-05 EC EC2011011184A patent/ECSP11011184A/es unknown
-
2013
- 2013-09-06 US US14/020,016 patent/US20140005155A1/en not_active Abandoned
-
2014
- 2014-10-03 US US14/506,394 patent/US20150038474A1/en not_active Abandoned
-
2015
- 2015-04-30 US US14/700,746 patent/US20160083390A1/en not_active Abandoned
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