CA2515596C

CA2515596C - Cannabinoid receptor ligands and uses thereof

Cannabinoid receptor ligands and uses thereof Download PDF

Info

Publication number: CA2515596C
Authority: CA; Canada
Prior art keywords: alkyl; alkylamino; heteroaryl; fully saturated; optionally substituted
Prior art date: 2003-02-10
Legal status : Expired - Fee Related

Application number

CA002515596A

Other languages

English (en)

French (fr)

Other versions

CA2515596A1 (en

Inventor

David Andrew Griffith

Current Assignee

Pfizer Products Inc

Original Assignee

Pfizer Products Inc

Priority date

2003-02-10

Filing date

2004-01-28

Publication date

2008-07-29

2004-01-28 Application filed by Pfizer Products Inc filed Critical Pfizer Products Inc

2004-08-19 Publication of CA2515596A1 publication Critical patent/CA2515596A1/en

2008-07-29 Application granted granted Critical

2008-07-29 Publication of CA2515596C publication Critical patent/CA2515596C/en

2024-01-28 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

102000018208 Cannabinoid Receptor Human genes 0.000 title abstract description 19
108050007331 Cannabinoid receptor Proteins 0.000 title abstract description 19
239000003446 ligand Substances 0.000 title abstract description 16
150000001875 compounds Chemical class 0.000 claims abstract description 290
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 51
241001465754 Metazoa Species 0.000 claims abstract description 37
238000011282 treatment Methods 0.000 claims abstract description 32
201000010099 disease Diseases 0.000 claims abstract description 24
-1 cyano, hydroxy, amino Chemical group 0.000 claims description 196
125000001072 heteroaryl group Chemical group 0.000 claims description 156
125000003118 aryl group Chemical group 0.000 claims description 153
125000003282 alkyl amino group Chemical group 0.000 claims description 147
125000000217 alkyl group Chemical group 0.000 claims description 143
125000000623 heterocyclic group Chemical group 0.000 claims description 132
229910052739 hydrogen Inorganic materials 0.000 claims description 123
239000001257 hydrogen Substances 0.000 claims description 123
125000001424 substituent group Chemical group 0.000 claims description 118
239000000126 substance Substances 0.000 claims description 106
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 89
125000002252 acyl group Chemical group 0.000 claims description 86
150000003839 salts Chemical class 0.000 claims description 86
125000002837 carbocyclic group Chemical group 0.000 claims description 85
150000002431 hydrogen Chemical group 0.000 claims description 83
238000000034 method Methods 0.000 claims description 60
229920006395 saturated elastomer Polymers 0.000 claims description 60
239000005977 Ethylene Substances 0.000 claims description 57
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 55
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 47
150000003951 lactams Chemical group 0.000 claims description 46
125000004423 acyloxy group Chemical group 0.000 claims description 45
150000002596 lactones Chemical group 0.000 claims description 44
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QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 41
229910052760 oxygen Inorganic materials 0.000 claims description 41
239000001301 oxygen Substances 0.000 claims description 41
125000004442 acylamino group Chemical group 0.000 claims description 40
239000012453 solvate Substances 0.000 claims description 38
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 35
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 33
239000011593 sulfur Chemical group 0.000 claims description 33
229910052717 sulfur Inorganic materials 0.000 claims description 33
229910052757 nitrogen Inorganic materials 0.000 claims description 27
125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 26
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 26
239000003814 drug Substances 0.000 claims description 25
125000005842 heteroatom Chemical group 0.000 claims description 25
125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims description 24
239000000546 pharmaceutical excipient Substances 0.000 claims description 24
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125000006163 5-membered heteroaryl group Chemical group 0.000 claims description 2
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