JP2006517220A

JP2006517220A - カンナビノイド受容体リガンド及びその使用

カンナビノイド受容体リガンド及びその使用 Download PDF

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Publication number: JP2006517220A
Authority: JP; Japan
Prior art keywords: alkyl; group; alkylamino; heteroaryl; aryl
Prior art date: 2003-02-10
Legal status : Withdrawn

Application number

JP2006502398A

Other languages

English (en)

Japanese (ja)

Other versions

JP2006517220A5 (https=

Inventor

アンドリューグリフィス，デイビッド

Original Assignee

ファイザー・プロダクツ・インク

Priority date

2003-02-10

Filing date

2004-01-28

Publication date

2006-07-20

2004-01-28 Application filed by ファイザー・プロダクツ・インク filed Critical ファイザー・プロダクツ・インク

2006-07-20 Publication of JP2006517220A publication Critical patent/JP2006517220A/ja

2007-01-18 Publication of JP2006517220A5 publication Critical patent/JP2006517220A5/ja

Status Withdrawn legal-status Critical Current

Links

102000018208 Cannabinoid Receptor Human genes 0.000 title abstract description 17
108050007331 Cannabinoid receptor Proteins 0.000 title abstract description 17
239000003446 ligand Substances 0.000 title abstract description 15
150000001875 compounds Chemical class 0.000 claims abstract description 279
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 47
241001465754 Metazoa Species 0.000 claims abstract description 33
238000011282 treatment Methods 0.000 claims abstract description 33
201000010099 disease Diseases 0.000 claims abstract description 21
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 171
125000003118 aryl group Chemical group 0.000 claims description 151
125000001072 heteroaryl group Chemical group 0.000 claims description 148
-1 cyano, hydroxy, amino Chemical group 0.000 claims description 144
125000000623 heterocyclic group Chemical group 0.000 claims description 130
239000001257 hydrogen Substances 0.000 claims description 123
229910052739 hydrogen Inorganic materials 0.000 claims description 123
125000001424 substituent group Chemical group 0.000 claims description 117
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 111
125000003282 alkyl amino group Chemical group 0.000 claims description 106
125000003636 chemical group Chemical group 0.000 claims description 90
229920006395 saturated elastomer Polymers 0.000 claims description 84
125000002252 acyl group Chemical group 0.000 claims description 83
150000003839 salts Chemical class 0.000 claims description 83
125000002837 carbocyclic group Chemical group 0.000 claims description 80
150000002431 hydrogen Chemical class 0.000 claims description 80
125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 62
238000000034 method Methods 0.000 claims description 61
239000005977 Ethylene Substances 0.000 claims description 57
125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims description 51
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 50
150000003951 lactams Chemical group 0.000 claims description 46
125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 45
125000004423 acyloxy group Chemical group 0.000 claims description 44
150000002596 lactones Chemical group 0.000 claims description 44
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 43
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 42
239000001301 oxygen Substances 0.000 claims description 42
229910052760 oxygen Inorganic materials 0.000 claims description 42
125000004442 acylamino group Chemical group 0.000 claims description 40
125000006310 cycloalkyl amino group Chemical group 0.000 claims description 39
239000012453 solvate Substances 0.000 claims description 36
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 28
125000005842 heteroatom Chemical group 0.000 claims description 27
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 25
239000003814 drug Substances 0.000 claims description 24
125000006603 (C1-C3) alkylaminosulfonyl group Chemical group 0.000 claims description 22
239000000546 pharmaceutical excipient Substances 0.000 claims description 21
239000008177 pharmaceutical agent Substances 0.000 claims description 20
125000000217 alkyl group Chemical group 0.000 claims description 19
239000008194 pharmaceutical composition Substances 0.000 claims description 19
239000003085 diluting agent Substances 0.000 claims description 18
239000003795 chemical substances by application Substances 0.000 claims description 17
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 16
125000000229 (C1-C4)alkoxy group Chemical class 0.000 claims description 13
GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical group NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 claims description 13
125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 13
229940122820 Cannabinoid receptor antagonist Drugs 0.000 claims description 11
230000027455 binding Effects 0.000 claims description 11
239000003536 cannabinoid receptor antagonist Substances 0.000 claims description 11
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 11
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 9
125000003277 amino group Chemical group 0.000 claims description 9
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125000004356 hydroxy functional group Chemical group O* 0.000 claims description 9
150000004677 hydrates Chemical class 0.000 claims description 8
125000003107 substituted aryl group Chemical group 0.000 claims description 7
239000003610 charcoal Substances 0.000 claims description 6
125000004093 cyano group Chemical class *C#N 0.000 claims description 6
125000004122 cyclic group Chemical group 0.000 claims description 6
125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 5
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 5
230000036961 partial effect Effects 0.000 claims description 4
125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 3
125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims description 3
238000004519 manufacturing process Methods 0.000 claims description 3
125000006559 (C1-C3) alkylamino group Chemical group 0.000 claims description 2
125000006163 5-membered heteroaryl group Chemical group 0.000 claims description 2
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239000012044 organic layer Substances 0.000 description 29
JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 28
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239000012267 brine Substances 0.000 description 22
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JVVRJMXHNUAPHW-UHFFFAOYSA-N 1h-pyrazol-5-amine Chemical compound NC=1C=CNN=1 JVVRJMXHNUAPHW-UHFFFAOYSA-N 0.000 description 10
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