JP2009539863A5 - - Google Patents
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- Publication number
- JP2009539863A5 JP2009539863A5 JP2009514471A JP2009514471A JP2009539863A5 JP 2009539863 A5 JP2009539863 A5 JP 2009539863A5 JP 2009514471 A JP2009514471 A JP 2009514471A JP 2009514471 A JP2009514471 A JP 2009514471A JP 2009539863 A5 JP2009539863 A5 JP 2009539863A5
- Authority
- JP
- Japan
- Prior art keywords
- enantiomer
- compound
- mixture
- weight
- sleep
- 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 68
- 239000000203 mixture Substances 0.000 claims 55
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims 32
- 229910052805 deuterium Inorganic materials 0.000 claims 32
- 230000007958 sleep Effects 0.000 claims 25
- 239000008194 pharmaceutical composition Substances 0.000 claims 20
- 201000010099 disease Diseases 0.000 claims 19
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 19
- 208000011580 syndromic disease Diseases 0.000 claims 13
- 150000003839 salts Chemical class 0.000 claims 11
- 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 10
- 239000012453 solvate Substances 0.000 claims 10
- 239000000651 prodrug Substances 0.000 claims 9
- 229940002612 prodrug Drugs 0.000 claims 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 8
- 229910052739 hydrogen Inorganic materials 0.000 claims 8
- 239000001257 hydrogen Substances 0.000 claims 8
- 102000004300 GABA-A Receptors Human genes 0.000 claims 7
- 108090000839 GABA-A Receptors Proteins 0.000 claims 7
- 241000124008 Mammalia Species 0.000 claims 7
- 206010000117 Abnormal behaviour Diseases 0.000 claims 6
- 208000007590 Disorders of Excessive Somnolence Diseases 0.000 claims 6
- 208000025535 REM sleep behavior disease Diseases 0.000 claims 6
- 208000005793 Restless legs syndrome Diseases 0.000 claims 6
- 208000013738 Sleep Initiation and Maintenance disease Diseases 0.000 claims 6
- 206010041347 Somnambulism Diseases 0.000 claims 6
- 230000001773 anti-convulsant effect Effects 0.000 claims 6
- 239000002249 anxiolytic agent Substances 0.000 claims 6
- 230000000949 anxiolytic effect Effects 0.000 claims 6
- 230000009286 beneficial effect Effects 0.000 claims 6
- 206010020765 hypersomnia Diseases 0.000 claims 6
- 230000000147 hypnotic effect Effects 0.000 claims 6
- 206010022437 insomnia Diseases 0.000 claims 6
- 206010025482 malaise Diseases 0.000 claims 6
- 201000003631 narcolepsy Diseases 0.000 claims 6
- 208000013651 non-24-hour sleep-wake syndrome Diseases 0.000 claims 6
- 208000001797 obstructive sleep apnea Diseases 0.000 claims 6
- 201000002859 sleep apnea Diseases 0.000 claims 6
- 208000019116 sleep disease Diseases 0.000 claims 6
- 208000020685 sleep-wake disease Diseases 0.000 claims 6
- 238000002560 therapeutic procedure Methods 0.000 claims 5
- 102000018832 Cytochromes Human genes 0.000 claims 4
- 108010052832 Cytochromes Proteins 0.000 claims 4
- 102000001708 Protein Isoforms Human genes 0.000 claims 4
- 108010029485 Protein Isoforms Proteins 0.000 claims 4
- 230000036470 plasma concentration Effects 0.000 claims 3
- 108010026925 Cytochrome P-450 CYP2C19 Proteins 0.000 claims 2
- 108010000561 Cytochrome P-450 CYP2C8 Proteins 0.000 claims 2
- 108010000543 Cytochrome P-450 CYP2C9 Proteins 0.000 claims 2
- 108010001237 Cytochrome P-450 CYP2D6 Proteins 0.000 claims 2
- 108010081668 Cytochrome P-450 CYP3A Proteins 0.000 claims 2
- 102100029363 Cytochrome P450 2C19 Human genes 0.000 claims 2
- 102100029359 Cytochrome P450 2C8 Human genes 0.000 claims 2
- 102100029358 Cytochrome P450 2C9 Human genes 0.000 claims 2
- 102100021704 Cytochrome P450 2D6 Human genes 0.000 claims 2
- 102100033075 Prostacyclin synthase Human genes 0.000 claims 2
- 239000002207 metabolite Substances 0.000 claims 2
- 108010064377 prostacyclin synthetase Proteins 0.000 claims 2
- 108010073030 25-Hydroxyvitamin D3 1-alpha-Hydroxylase Proteins 0.000 claims 1
- 102100036285 25-hydroxyvitamin D-1 alpha hydroxylase, mitochondrial Human genes 0.000 claims 1
- 102100032645 7-alpha-hydroxycholest-4-en-3-one 12-alpha-hydroxylase Human genes 0.000 claims 1
- -1 CYP39 Proteins 0.000 claims 1
- 108010074918 Cytochrome P-450 CYP1A1 Proteins 0.000 claims 1
- 108010074922 Cytochrome P-450 CYP1A2 Proteins 0.000 claims 1
- 108010020070 Cytochrome P-450 CYP2B6 Proteins 0.000 claims 1
- 108010001202 Cytochrome P-450 CYP2E1 Proteins 0.000 claims 1
- 102100031476 Cytochrome P450 1A1 Human genes 0.000 claims 1
- 102100026533 Cytochrome P450 1A2 Human genes 0.000 claims 1
- 102100027417 Cytochrome P450 1B1 Human genes 0.000 claims 1
- 102100038742 Cytochrome P450 2A13 Human genes 0.000 claims 1
- 102100036194 Cytochrome P450 2A6 Human genes 0.000 claims 1
- 102100038739 Cytochrome P450 2B6 Human genes 0.000 claims 1
- 102100029368 Cytochrome P450 2C18 Human genes 0.000 claims 1
- 102100024889 Cytochrome P450 2E1 Human genes 0.000 claims 1
- 102100031461 Cytochrome P450 2J2 Human genes 0.000 claims 1
- 102100026515 Cytochrome P450 2S1 Human genes 0.000 claims 1
- 102100039205 Cytochrome P450 3A4 Human genes 0.000 claims 1
- 102100039208 Cytochrome P450 3A5 Human genes 0.000 claims 1
- 102100039203 Cytochrome P450 3A7 Human genes 0.000 claims 1
- 102100027567 Cytochrome P450 4A11 Human genes 0.000 claims 1
- 102100027419 Cytochrome P450 4B1 Human genes 0.000 claims 1
- 102100024916 Cytochrome P450 4F11 Human genes 0.000 claims 1
- 102100024918 Cytochrome P450 4F12 Human genes 0.000 claims 1
- 102100024902 Cytochrome P450 4F2 Human genes 0.000 claims 1
- 102100024901 Cytochrome P450 4F3 Human genes 0.000 claims 1
- 102100024899 Cytochrome P450 4F8 Human genes 0.000 claims 1
- 102100022027 Cytochrome P450 4X1 Human genes 0.000 claims 1
- 102100022034 Cytochrome P450 4Z1 Human genes 0.000 claims 1
- 102100038637 Cytochrome P450 7A1 Human genes 0.000 claims 1
- 102100038698 Cytochrome P450 7B1 Human genes 0.000 claims 1
- 108010036233 Cytochrome P450 Family 46 Proteins 0.000 claims 1
- 102000023526 Cytochrome P450 Family 46 Human genes 0.000 claims 1
- 101000725164 Homo sapiens Cytochrome P450 1B1 Proteins 0.000 claims 1
- 101000957389 Homo sapiens Cytochrome P450 2A13 Proteins 0.000 claims 1
- 101000875170 Homo sapiens Cytochrome P450 2A6 Proteins 0.000 claims 1
- 101000919360 Homo sapiens Cytochrome P450 2C18 Proteins 0.000 claims 1
- 101000941723 Homo sapiens Cytochrome P450 2J2 Proteins 0.000 claims 1
- 101000855328 Homo sapiens Cytochrome P450 2S1 Proteins 0.000 claims 1
- 101000745715 Homo sapiens Cytochrome P450 3A7 Proteins 0.000 claims 1
- 101000725111 Homo sapiens Cytochrome P450 4A11 Proteins 0.000 claims 1
- 101000909111 Homo sapiens Cytochrome P450 4F11 Proteins 0.000 claims 1
- 101000909108 Homo sapiens Cytochrome P450 4F12 Proteins 0.000 claims 1
- 101000909122 Homo sapiens Cytochrome P450 4F2 Proteins 0.000 claims 1
- 101000909121 Homo sapiens Cytochrome P450 4F3 Proteins 0.000 claims 1
- 101000909112 Homo sapiens Cytochrome P450 4F8 Proteins 0.000 claims 1
- 101000896935 Homo sapiens Cytochrome P450 4Z1 Proteins 0.000 claims 1
- 101000957672 Homo sapiens Cytochrome P450 7A1 Proteins 0.000 claims 1
- 101000957674 Homo sapiens Cytochrome P450 7B1 Proteins 0.000 claims 1
- 101000875401 Homo sapiens Sterol 26-hydroxylase, mitochondrial Proteins 0.000 claims 1
- 101000653005 Homo sapiens Thromboxane-A synthase Proteins 0.000 claims 1
- 101000855326 Homo sapiens Vitamin D 25-hydroxylase Proteins 0.000 claims 1
- 101710146773 Lanosterol 14-alpha demethylase Proteins 0.000 claims 1
- 102100021695 Lanosterol 14-alpha demethylase Human genes 0.000 claims 1
- 102100026372 Putative inactive cytochrome P450 2G1 Human genes 0.000 claims 1
- 108010058254 Steroid 12-alpha-Hydroxylase Proteins 0.000 claims 1
- 102100036325 Sterol 26-hydroxylase, mitochondrial Human genes 0.000 claims 1
- 102100030973 Thromboxane-A synthase Human genes 0.000 claims 1
- 102100026523 Vitamin D 25-hydroxylase Human genes 0.000 claims 1
- 239000002775 capsule Substances 0.000 claims 1
- 108010026647 cytochrome P-450 4X1 Proteins 0.000 claims 1
- 108010062869 cytochrome P-450 CYP2G1 Proteins 0.000 claims 1
- 108010018719 cytochrome P-450 CYP4B1 Proteins 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 238000001802 infusion Methods 0.000 claims 1
- 230000005764 inhibitory process Effects 0.000 claims 1
- 238000001990 intravenous administration Methods 0.000 claims 1
- 230000004060 metabolic process Effects 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 0 CC(C(C)=C)C(C(C(C(C1=*2)C(O)=C(C)C(O)=C1O)=C2c1ccc(C)cc1)(O)O)=O Chemical compound CC(C(C)=C)C(C(C(C(C1=*2)C(O)=C(C)C(O)=C1O)=C2c1ccc(C)cc1)(O)O)=O 0.000 description 2
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US81093506P | 2006-06-05 | 2006-06-05 | |
| US60/810,935 | 2006-06-05 | ||
| PCT/US2007/069953 WO2007143468A2 (en) | 2006-06-05 | 2007-05-30 | Preparation and utility of substituted imidazopyridine compounds with hypnotic effects |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2009539863A JP2009539863A (ja) | 2009-11-19 |
| JP2009539863A5 true JP2009539863A5 (enExample) | 2010-07-15 |
| JP5528105B2 JP5528105B2 (ja) | 2014-06-25 |
Family
ID=38802216
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009514471A Active JP5528105B2 (ja) | 2006-06-05 | 2007-05-30 | 催眠効果を持つ置換イミダゾピリジン化合物の調製と利用 |
Country Status (8)
| Country | Link |
|---|---|
| US (3) | US7772248B2 (enExample) |
| EP (1) | EP2024365A4 (enExample) |
| JP (1) | JP5528105B2 (enExample) |
| CN (1) | CN101516879A (enExample) |
| AU (1) | AU2007256893A1 (enExample) |
| BR (1) | BRPI0711491A2 (enExample) |
| CA (1) | CA2654445A1 (enExample) |
| WO (1) | WO2007143468A2 (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2007256893A1 (en) * | 2006-06-05 | 2007-12-13 | Auspex Pharmaceuticals, Inc. | Preparation and utility of substituted imidazopyridine compounds with hypnotic effects |
| US20090076007A1 (en) * | 2007-09-17 | 2009-03-19 | Protia, Llc | Deuterium-enriched aprepitant |
| US20090076066A1 (en) * | 2007-09-19 | 2009-03-19 | Protia, Llc | Deuterium-enriched zolpidem |
| US20110053968A1 (en) | 2009-06-09 | 2011-03-03 | Auspex Pharmaceuticals, Inc. | Aminopyrimidine inhibitors of tyrosine kinase |
| CN102869775A (zh) | 2009-09-30 | 2013-01-09 | 哈佛大学校长及研究员协会 | 通过调节自噬抑制基因产物调节自噬的方法 |
| AU2010312651A1 (en) * | 2009-10-26 | 2012-05-03 | Otsuka Pharmaceutical Co., Ltd. | Benzazepine compound |
| WO2011059080A1 (ja) * | 2009-11-16 | 2011-05-19 | 第一三共株式会社 | 同位体置換されたジアミン誘導体 |
| WO2015120110A2 (en) | 2014-02-07 | 2015-08-13 | Auspex Pharmaceuticals, Inc. | Novel pharmaceutical formulations |
| CN107982375B (zh) * | 2017-12-04 | 2021-07-16 | 黑龙江参鸽药业有限公司 | 一种风寒双离拐片的制备方法 |
| WO2019175737A1 (en) * | 2018-03-12 | 2019-09-19 | University Of Notre Dame Du Lac | Deuterated imidazopyridines |
| CN111423456A (zh) * | 2020-04-03 | 2020-07-17 | 南京昊绿生物科技有限公司 | 一种利福昔明-d6的合成工艺 |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2492382A1 (fr) * | 1980-10-22 | 1982-04-23 | Synthelabo | Derives d'imidazo (1,2-a) pyridine, leur preparation et leur application en therapeutique |
| ES2293638T3 (es) | 1994-03-25 | 2008-03-16 | Isotechnika, Inc. | Mejora de la eficacia de farmacos por deuteracion. |
| US6221335B1 (en) | 1994-03-25 | 2001-04-24 | Isotechnika, Inc. | Method of using deuterated calcium channel blockers |
| EP1005863A1 (en) * | 1998-12-04 | 2000-06-07 | Synthelabo | Controlled-release dosage forms comprising a short acting hypnotic or a salt thereof |
| US6440710B1 (en) | 1998-12-10 | 2002-08-27 | The Scripps Research Institute | Antibody-catalyzed deuteration, tritiation, dedeuteration or detritiation of carbonyl compounds |
| EP1104760B1 (en) | 1999-12-03 | 2003-03-12 | Pfizer Products Inc. | Sulfamoylheteroaryl pyrazole compounds as anti-inflammatory/analgesic agents |
| EP1134290A3 (en) * | 2000-03-14 | 2004-01-02 | Pfizer Products Inc. | Pharmacophore models for the identification of the CYP2D6 inhibitory potency of selective serotonin reuptake inhibitors |
| DE10121638A1 (de) * | 2001-05-03 | 2002-11-14 | Boehringer Ingelheim Pharma | Verfahren zur Herstellung von Imidazopyridinen |
| TW200413273A (en) | 2002-11-15 | 2004-08-01 | Wako Pure Chem Ind Ltd | Heavy hydrogenation method of heterocyclic rings |
| BRPI0406596A (pt) * | 2003-01-22 | 2005-12-20 | Pfizer Prod Inc | Métodos para tratar a dor articular e melhorar o sono utilizando um agonista/antagonista de estrogênio |
| CA2614223A1 (en) * | 2005-02-24 | 2006-08-31 | Dr Pharma Nova, Llc | A registry method and control system for dea schedule ii-v medicines |
| US20080033011A1 (en) * | 2005-07-29 | 2008-02-07 | Concert Pharmaceuticals Inc. | Novel benzo[d][1,3]-dioxol derivatives |
| US7750168B2 (en) | 2006-02-10 | 2010-07-06 | Sigma-Aldrich Co. | Stabilized deuteroborane-tetrahydrofuran complex |
| AU2007256893A1 (en) | 2006-06-05 | 2007-12-13 | Auspex Pharmaceuticals, Inc. | Preparation and utility of substituted imidazopyridine compounds with hypnotic effects |
| US20080058351A1 (en) * | 2006-06-30 | 2008-03-06 | Concert Pharmaceuticals Inc. | Novel heterobicyclic compounds |
| US20080103154A1 (en) | 2006-08-24 | 2008-05-01 | Concert Pharmaceuticals Inc. | 3, 4-dihydro-2(IH)-quinolinone and 2(1H)-quinolinone derivatives |
| US20080318964A1 (en) | 2007-06-19 | 2008-12-25 | Protia, Llc | Deuterium-enriched eszopiclone |
| US20090062312A1 (en) * | 2007-08-29 | 2009-03-05 | Protia, Llc | Deuterium-enriched indiplon |
| US20090076066A1 (en) * | 2007-09-19 | 2009-03-19 | Protia, Llc | Deuterium-enriched zolpidem |
| EP2454259A1 (en) | 2009-06-23 | 2012-05-23 | Concert Pharmaceuticals Inc. | Deuterium-modified triazolo-pyridazine derivatives as gaba-a receptor modulators |
| WO2011002451A1 (en) | 2009-06-30 | 2011-01-06 | Hewlett-Packard Development Company, L.P. | Optimizing file block communications in a virtual distributed file system |
| WO2011011712A1 (en) | 2009-07-24 | 2011-01-27 | Concert Pharmaceuticals, Inc. | Substituted imidazotriazines |
| WO2011047315A1 (en) | 2009-10-15 | 2011-04-21 | Concert Pharmaceuticals, Inc. | Subsitituted benzimidazoles |
-
2007
- 2007-05-30 AU AU2007256893A patent/AU2007256893A1/en not_active Abandoned
- 2007-05-30 EP EP07784206A patent/EP2024365A4/en not_active Withdrawn
- 2007-05-30 CN CNA2007800290943A patent/CN101516879A/zh active Pending
- 2007-05-30 WO PCT/US2007/069953 patent/WO2007143468A2/en not_active Ceased
- 2007-05-30 BR BRPI0711491-5A patent/BRPI0711491A2/pt not_active IP Right Cessation
- 2007-05-30 JP JP2009514471A patent/JP5528105B2/ja active Active
- 2007-05-30 CA CA002654445A patent/CA2654445A1/en not_active Abandoned
- 2007-05-30 US US11/755,634 patent/US7772248B2/en active Active
-
2009
- 2009-09-01 US US12/552,254 patent/US8101633B2/en active Active
- 2009-09-01 US US12/552,152 patent/US20100121067A1/en not_active Abandoned
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