OA12899A - Synergistic combination of an alphan-2-delta ligand and a PDEV inhibitor for use in the treatment ofpain. - Google Patents

Info

Publication number

OA12899A

OA12899A OA1200500037A OA1200500037A OA12899A OA 12899 A OA12899 A OA 12899A OA 1200500037 A OA1200500037 A OA 1200500037A OA 1200500037 A OA1200500037 A OA 1200500037A OA 12899 A OA12899 A OA 12899A

Authority

OA

OAPI

Prior art keywords

methyl

acid

pain

combination

ethyl

Prior art date

2002-08-15

Links

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• Global Dossier
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• 239000003112 inhibitor Substances 0.000 title claims abstract description 57
• 239000003446 ligand Substances 0.000 title claims abstract description 44
• 239000011885 synergistic combination Substances 0.000 title claims description 14
• 238000011282 treatment Methods 0.000 title description 23
• BNRNXUUZRGQAQC-UHFFFAOYSA-N sildenafil Chemical compound CCCC1=NN(C)C(C(N2)=O)=C1N=C2C(C(=CC=1)OCC)=CC=1S(=O)(=O)N1CCN(C)CC1 BNRNXUUZRGQAQC-UHFFFAOYSA-N 0.000 claims abstract description 123
• UGJMXCAKCUNAIE-UHFFFAOYSA-N Gabapentin Chemical compound OC(=O)CC1(CN)CCCCC1 UGJMXCAKCUNAIE-UHFFFAOYSA-N 0.000 claims abstract description 118
• 208000002193 Pain Diseases 0.000 claims abstract description 88
• 229960002870 gabapentin Drugs 0.000 claims abstract description 62
• 229960003310 sildenafil Drugs 0.000 claims abstract description 61
• AYXYPKUFHZROOJ-ZETCQYMHSA-N pregabalin Chemical compound CC(C)C[C@H](CN)CC(O)=O AYXYPKUFHZROOJ-ZETCQYMHSA-N 0.000 claims abstract description 29
• 229960001233 pregabalin Drugs 0.000 claims abstract description 29
• 229960000835 tadalafil Drugs 0.000 claims abstract description 13
• SECKRCOLJRRGGV-UHFFFAOYSA-N Vardenafil Chemical compound CCCC1=NC(C)=C(C(N=2)=O)N1NC=2C(C(=CC=1)OCC)=CC=1S(=O)(=O)N1CCN(CC)CC1 SECKRCOLJRRGGV-UHFFFAOYSA-N 0.000 claims abstract description 11
• 229960002381 vardenafil Drugs 0.000 claims abstract description 11
• 230000000069 prophylactic effect Effects 0.000 claims abstract description 10
• 238000002638 palliative care Methods 0.000 claims abstract description 9
• 238000011321 prophylaxis Methods 0.000 claims abstract description 9
• 238000009109 curative therapy Methods 0.000 claims abstract description 8
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 43
• 241000282414 Homo sapiens Species 0.000 claims description 33
• 208000004454 Hyperalgesia Diseases 0.000 claims description 31
• 150000003839 salts Chemical class 0.000 claims description 30
• 206010053552 allodynia Diseases 0.000 claims description 28
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 28
• 229960000583 acetic acid Drugs 0.000 claims description 24
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• 230000003068 static effect Effects 0.000 claims description 19
• WOXKDUGGOYFFRN-IIBYNOLFSA-N tadalafil Chemical compound C1=C2OCOC2=CC([C@@H]2C3=C(C4=CC=CC=C4N3)C[C@H]3N2C(=O)CN(C3=O)C)=C1 WOXKDUGGOYFFRN-IIBYNOLFSA-N 0.000 claims description 18
• 230000002195 synergetic effect Effects 0.000 claims description 13
• 125000004528 pyrimidin-5-yl group Chemical group N1=CN=CC(=C1)* 0.000 claims description 11
• 239000002590 phosphodiesterase V inhibitor Substances 0.000 claims description 7
• 238000011552 rat model Methods 0.000 claims description 7
• 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 6
• 241000282412 Homo Species 0.000 claims description 6
• XKWDZEJCUWTBOM-BDAKNGLRSA-N (3s,5r)-3-amino-5-methylnonanoic acid Chemical compound CCCC[C@@H](C)C[C@H](N)CC(O)=O XKWDZEJCUWTBOM-BDAKNGLRSA-N 0.000 claims description 5
• JXEHXYFSIOYTAH-SFYZADRCSA-N imagabalin Chemical compound CCC[C@@H](C)C[C@H](N)CC(O)=O JXEHXYFSIOYTAH-SFYZADRCSA-N 0.000 claims description 4
• GUEQOLSQPOTTME-RQJHMYQMSA-N (3s,5r)-3-amino-5-methylheptanoic acid Chemical compound CC[C@@H](C)C[C@H](N)CC(O)=O GUEQOLSQPOTTME-RQJHMYQMSA-N 0.000 claims description 3
• 239000008194 pharmaceutical composition Substances 0.000 claims description 3
• KKXFMWXZXDUYBF-UHFFFAOYSA-N 3-(aminomethyl)-5-methyloctanoic acid Chemical compound CCCC(C)CC(CN)CC(O)=O KKXFMWXZXDUYBF-UHFFFAOYSA-N 0.000 claims 1
• SGPGESCZOCHFCL-UHFFFAOYSA-N Tilisolol hydrochloride Chemical compound [Cl-].C1=CC=C2C(=O)N(C)C=C(OCC(O)C[NH2+]C(C)(C)C)C2=C1 SGPGESCZOCHFCL-UHFFFAOYSA-N 0.000 claims 1
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• 208000021722 neuropathic pain Diseases 0.000 abstract 1
• IEHKWSGCTWLXFU-IIBYNOLFSA-N tadalafil Chemical compound C1=C2OCOC2=CC([C@@H]2C3=C([C]4C=CC=CC4=N3)C[C@H]3N2C(=O)CN(C3=O)C)=C1 IEHKWSGCTWLXFU-IIBYNOLFSA-N 0.000 abstract 1
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• 125000000217 alkyl group Chemical group 0.000 description 118
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• 125000005843 halogen group Chemical group 0.000 description 35
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• 125000001424 substituent group Chemical group 0.000 description 29
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• 229910052757 nitrogen Inorganic materials 0.000 description 26
• 125000003545 alkoxy group Chemical group 0.000 description 25
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• 238000006243 chemical reaction Methods 0.000 description 17
• 239000003814 drug Substances 0.000 description 17
• 239000001257 hydrogen Substances 0.000 description 17
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 17
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• 229910052717 sulfur Inorganic materials 0.000 description 17
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• FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 15
• ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 15
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• 125000000623 heterocyclic group Chemical group 0.000 description 11
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 11
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