CA2690379A1

CA2690379A1 - Substituted piperazines

Substituted piperazines Download PDF

Info

Publication number: CA2690379A1
Authority: CA; Canada
Prior art keywords: compound; recited; inhibitors; deuterium; agents
Prior art date: 2007-06-13
Legal status : Abandoned

Application number

CA2690379A

Other languages

English (en)

French (fr)

Inventor

Thomas G. Gant

Sepehr Sarshar

Current Assignee

Auspex Pharmaceuticals Inc

Original Assignee

Individual

Priority date

2007-06-13

Filing date

2008-06-12

Publication date

2008-12-24

2008-06-12 Application filed by Individual filed Critical Individual

2008-12-24 Publication of CA2690379A1 publication Critical patent/CA2690379A1/en

Status Abandoned legal-status Critical Current

Links

150000004885 piperazines Chemical class 0.000 title abstract description 8
239000008194 pharmaceutical composition Substances 0.000 claims abstract description 104
238000000034 method Methods 0.000 claims abstract description 102
150000001875 compounds Chemical class 0.000 claims description 256
229910052805 deuterium Inorganic materials 0.000 claims description 151
YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims description 149
-1 antiproliferatives Substances 0.000 claims description 106
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 74
229910052739 hydrogen Inorganic materials 0.000 claims description 73
239000001257 hydrogen Substances 0.000 claims description 73
208000035475 disorder Diseases 0.000 claims description 70
239000000203 mixture Substances 0.000 claims description 67
108091006146 Channels Proteins 0.000 claims description 58
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 55
239000003814 drug Substances 0.000 claims description 54
239000000546 pharmaceutical excipient Substances 0.000 claims description 40
229940002612 prodrug Drugs 0.000 claims description 31
239000000651 prodrug Substances 0.000 claims description 31
229940079593 drug Drugs 0.000 claims description 30
150000003839 salts Chemical class 0.000 claims description 29
239000002207 metabolite Substances 0.000 claims description 27
230000036470 plasma concentration Effects 0.000 claims description 25
239000003112 inhibitor Substances 0.000 claims description 24
230000003247 decreasing effect Effects 0.000 claims description 23
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PCZOHLXUXFIOCF-UHFFFAOYSA-N Monacolin X Natural products C12C(OC(=O)C(C)CC)CC(C)C=C2C=CC(C)C1CCC1CC(O)CC(=O)O1 PCZOHLXUXFIOCF-UHFFFAOYSA-N 0.000 claims description 4
229910002651 NO3 Inorganic materials 0.000 claims description 4
IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 claims description 4
TUZYXOIXSAXUGO-UHFFFAOYSA-N Pravastatin Natural products C1=CC(C)C(CCC(O)CC(O)CC(O)=O)C2C(OC(=O)C(C)CC)CC(O)C=C21 TUZYXOIXSAXUGO-UHFFFAOYSA-N 0.000 claims description 4
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