NZ562144A - Spirocyclic heterocyclic derivatives and methods of their use - Google Patents

Info

Publication number

NZ562144A

NZ562144A NZ562144A NZ56214406A NZ562144A NZ 562144 A NZ562144 A NZ 562144A NZ 562144 A NZ562144 A NZ 562144A NZ 56214406 A NZ56214406 A NZ 56214406A NZ 562144 A NZ562144 A NZ 562144A

Authority

NZ

New Zealand

Prior art keywords

alkyl

compound

compounds

treatment

derivative

Prior art date

2005-03-31

Links

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• 125000000623 heterocyclic group Chemical group 0.000 title claims description 12
• 238000000034 method Methods 0.000 title description 97
• 150000001875 compounds Chemical class 0.000 claims abstract description 636
• 125000000217 alkyl group Chemical group 0.000 claims abstract description 320
• -1 2-hydroxy-phenyl Chemical group 0.000 claims abstract description 279
• 238000011282 treatment Methods 0.000 claims abstract description 172
• 150000003839 salts Chemical class 0.000 claims abstract description 79
• 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 61
• 239000002253 acid Substances 0.000 claims abstract description 46
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 41
• 239000012453 solvate Substances 0.000 claims abstract description 36
• 239000003795 chemical substances by application Substances 0.000 claims abstract description 35
• 150000001204 N-oxides Chemical class 0.000 claims abstract description 33
• 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims abstract description 29
• 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 21
• 208000004296 neuralgia Diseases 0.000 claims abstract description 14
• 239000003937 drug carrier Substances 0.000 claims abstract description 11
• 206010021639 Incontinence Diseases 0.000 claims abstract description 10
• 125000005213 alkyl heteroaryl group Chemical group 0.000 claims abstract description 10
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• 239000000203 mixture Substances 0.000 claims description 65
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• UVITTYOJFDLOGI-UHFFFAOYSA-N (1,2,5-trimethyl-4-phenylpiperidin-4-yl) propanoate Chemical compound C=1C=CC=CC=1C1(OC(=O)CC)CC(C)N(C)CC1C UVITTYOJFDLOGI-UHFFFAOYSA-N 0.000 claims description 2
• LGFMXOTUSSVQJV-NEYUFSEYSA-N (4r,4ar,7s,7ar,12bs)-9-methoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1h-4,12-methanobenzofuro[3,2-e]isoquinoline-7-ol;(4r,4ar,7s,7ar,12bs)-3-methyl-2,4,4a,7,7a,13-hexahydro-1h-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol;1-[(3,4-dimethoxyphenyl)methyl]-6 Chemical compound Cl.Cl.Cl.O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O.C([C@H]1[C@H](N(CC[C@@]112)C)C3)=C[C@H](O)[C@@H]1OC1=C2C3=CC=C1OC.C1=C(OC)C(OC)=CC=C1CC1=NC=CC2=CC(OC)=C(OC)C=C12 LGFMXOTUSSVQJV-NEYUFSEYSA-N 0.000 claims description 2
• TVYLLZQTGLZFBW-ZBFHGGJFSA-N (R,R)-tramadol Chemical compound COC1=CC=CC([C@]2(O)[C@H](CCCC2)CN(C)C)=C1 TVYLLZQTGLZFBW-ZBFHGGJFSA-N 0.000 claims description 2
• IYNWSQDZXMGGGI-NUEKZKHPSA-N 3-hydroxymorphinan Chemical compound C1CCC[C@H]2[C@H]3CC4=CC=C(O)C=C4[C@]21CCN3 IYNWSQDZXMGGGI-NUEKZKHPSA-N 0.000 claims description 2
• USSIQXCVUWKGNF-UHFFFAOYSA-N 6-(dimethylamino)-4,4-diphenylheptan-3-one Chemical compound C=1C=CC=CC=1C(CC(C)N(C)C)(C(=O)CC)C1=CC=CC=C1 USSIQXCVUWKGNF-UHFFFAOYSA-N 0.000 claims description 2
• 229940127291 Calcium channel antagonist Drugs 0.000 claims description 2
• IJVCSMSMFSCRME-KBQPJGBKSA-N Dihydromorphine Chemical compound O([C@H]1[C@H](CC[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O IJVCSMSMFSCRME-KBQPJGBKSA-N 0.000 claims description 2
• OGDVEMNWJVYAJL-LEPYJNQMSA-N Ethyl morphine Chemical compound C([C@H]1[C@H](N(CC[C@@]112)C)C3)=C[C@H](O)[C@@H]1OC1=C2C3=CC=C1OCC OGDVEMNWJVYAJL-LEPYJNQMSA-N 0.000 claims description 2
• OGDVEMNWJVYAJL-UHFFFAOYSA-N Ethylmorphine Natural products C1C(N(CCC234)C)C2C=CC(O)C3OC2=C4C1=CC=C2OCC OGDVEMNWJVYAJL-UHFFFAOYSA-N 0.000 claims description 2
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• IDBPHNDTYPBSNI-UHFFFAOYSA-N N-(1-(2-(4-Ethyl-5-oxo-2-tetrazolin-1-yl)ethyl)-4-(methoxymethyl)-4-piperidyl)propionanilide Chemical compound C1CN(CCN2C(N(CC)N=N2)=O)CCC1(COC)N(C(=O)CC)C1=CC=CC=C1 IDBPHNDTYPBSNI-UHFFFAOYSA-N 0.000 claims description 2
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• 239000008896 Opium Substances 0.000 claims description 2
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• 241000700159 Rattus Species 0.000 claims description 2
• 229940123445 Tricyclic antidepressant Drugs 0.000 claims description 2
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• RHUWRJWFHUKVED-UHFFFAOYSA-N dimenoxadol Chemical compound C=1C=CC=CC=1C(C(=O)OCCN(C)C)(OCC)C1=CC=CC=C1 RHUWRJWFHUKVED-UHFFFAOYSA-N 0.000 claims description 2
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