JP2006506352A5 - - Google Patents
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- JP2006506352A5 JP2006506352A5 JP2004536438A JP2004536438A JP2006506352A5 JP 2006506352 A5 JP2006506352 A5 JP 2006506352A5 JP 2004536438 A JP2004536438 A JP 2004536438A JP 2004536438 A JP2004536438 A JP 2004536438A JP 2006506352 A5 JP2006506352 A5 JP 2006506352A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- haloalkyl
- pyrido
- dihydroxy
- pyrazine
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 125000000217 alkyl group Chemical group 0.000 claims 93
- 125000001424 substituent group Chemical group 0.000 claims 20
- 229920006395 saturated elastomer Polymers 0.000 claims 14
- 150000001875 compounds Chemical class 0.000 claims 12
- 125000005843 halogen group Chemical group 0.000 claims 12
- 125000005842 heteroatom Chemical group 0.000 claims 12
- -1 -O-C 1-6 haloalkyl Chemical group 0.000 claims 11
- 125000003118 aryl group Chemical group 0.000 claims 11
- 229910052799 carbon Inorganic materials 0.000 claims 11
- 125000001188 haloalkyl group Chemical group 0.000 claims 10
- 229910052760 oxygen Inorganic materials 0.000 claims 10
- 150000003839 salts Chemical class 0.000 claims 10
- 229910052717 sulfur Inorganic materials 0.000 claims 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 8
- 150000001721 carbon Chemical group 0.000 claims 7
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 6
- 229910052736 halogen Inorganic materials 0.000 claims 6
- 150000002367 halogens Chemical class 0.000 claims 6
- 125000000623 heterocyclic group Chemical group 0.000 claims 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 6
- 125000004434 sulfur atom Chemical group 0.000 claims 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims 5
- 125000001153 fluoro group Chemical group F* 0.000 claims 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 4
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims 4
- 125000001246 bromo group Chemical group Br* 0.000 claims 4
- 125000004432 carbon atom Chemical group C* 0.000 claims 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims 4
- 125000004176 4-fluorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1F)C([H])([H])* 0.000 claims 3
- 125000000304 alkynyl group Chemical group 0.000 claims 3
- 125000004076 pyridyl group Chemical group 0.000 claims 3
- 238000006467 substitution reaction Methods 0.000 claims 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 2
- 208000030507 AIDS Diseases 0.000 claims 2
- 108010002459 HIV Integrase Proteins 0.000 claims 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 208000015181 infectious disease Diseases 0.000 claims 2
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- GMPNMTAVQOSAMU-UHFFFAOYSA-N (+/-)-1-[(benzyloxy)methyl]-2-(4-fluorobenzyl)-4,5-dihydroxy-1,1a,2,8a-tetrahydrocyclopropa[e]pyrido[1,2-a]pyrazine-3,7-dione Chemical compound C12N(CC=3C=CC(F)=CC=3)C(=O)C3=C(O)C(O)=CC(=O)N3C2C1COCC1=CC=CC=C1 GMPNMTAVQOSAMU-UHFFFAOYSA-N 0.000 claims 1
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 1
- CBPWJNSTIAQAPD-UHFFFAOYSA-N 2-[(3,4-difluorophenyl)methyl]-8,9-dihydroxy-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound O=C1C2=C(O)C(O)=CC(=O)N2CCN1CC1=CC=C(F)C(F)=C1 CBPWJNSTIAQAPD-UHFFFAOYSA-N 0.000 claims 1
- GJVHDDXVABUKSG-UHFFFAOYSA-N 2-[(3-chloro-4-fluorophenyl)methyl]-8,9-dihydroxy-7-(piperidin-1-ylmethyl)-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound C1CN2C(=O)C(CN3CCCCC3)=C(O)C(O)=C2C(=O)N1CC1=CC=C(F)C(Cl)=C1 GJVHDDXVABUKSG-UHFFFAOYSA-N 0.000 claims 1
- VPLYPNIQVTUPJL-UHFFFAOYSA-N 2-[(3-chlorophenyl)methyl]-8,9-dihydroxy-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound O=C1C2=C(O)C(O)=CC(=O)N2CCN1CC1=CC=CC(Cl)=C1 VPLYPNIQVTUPJL-UHFFFAOYSA-N 0.000 claims 1
- JYVUKNBQCXGQNC-UHFFFAOYSA-N 2-[(4-fluoro-2-methylsulfanylphenyl)methyl]-8,9-dihydroxypyrido[1,2-a]pyrazine-1,6-dione Chemical compound CSC1=CC(F)=CC=C1CN1C(=O)C2=C(O)C(O)=CC(=O)N2C=C1 JYVUKNBQCXGQNC-UHFFFAOYSA-N 0.000 claims 1
- KBPPMKCDNNNMGN-UHFFFAOYSA-N 2-[(4-fluorophenyl)methyl]-8,9-dihydroxy-1,6-dioxo-3,4-dihydropyrido[1,2-a]pyrazine-7-carbonitrile Chemical compound C1CN2C(=O)C(C#N)=C(O)C(O)=C2C(=O)N1CC1=CC=C(F)C=C1 KBPPMKCDNNNMGN-UHFFFAOYSA-N 0.000 claims 1
- DWGMJZOSEGIGHX-UHFFFAOYSA-N 2-[(4-fluorophenyl)methyl]-8,9-dihydroxy-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound O=C1C2=C(O)C(O)=CC(=O)N2CCN1CC1=CC=C(F)C=C1 DWGMJZOSEGIGHX-UHFFFAOYSA-N 0.000 claims 1
- IXEGSRNCQWDDKT-UHFFFAOYSA-N 2-[(4-fluorophenyl)methyl]-8,9-dihydroxy-3-methyl-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound CC1CN(C(C=C(O)C=2O)=O)C=2C(=O)N1CC1=CC=C(F)C=C1 IXEGSRNCQWDDKT-UHFFFAOYSA-N 0.000 claims 1
- BTFLVNZODFQYRQ-UHFFFAOYSA-N 2-[(4-fluorophenyl)methyl]-8,9-dihydroxy-4-(hydroxymethyl)-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound O=C1C2=C(O)C(O)=CC(=O)N2C(CO)CN1CC1=CC=C(F)C=C1 BTFLVNZODFQYRQ-UHFFFAOYSA-N 0.000 claims 1
- NJMQNGMMRKBYDN-UHFFFAOYSA-N 2-[(4-fluorophenyl)methyl]-8,9-dihydroxy-4-(phenylmethoxymethyl)-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound C1N(CC=2C=CC(F)=CC=2)C(=O)C2=C(O)C(O)=CC(=O)N2C1COCC1=CC=CC=C1 NJMQNGMMRKBYDN-UHFFFAOYSA-N 0.000 claims 1
- GYMYHTBPOFVHJB-UHFFFAOYSA-N 2-[(4-fluorophenyl)methyl]-8,9-dihydroxy-7-(morpholin-4-ylmethyl)pyrido[1,2-a]pyrazine-1,6-dione Chemical compound O=C1C(CN2CCOCC2)=C(O)C(O)=C(C2=O)N1C=CN2CC1=CC=C(F)C=C1 GYMYHTBPOFVHJB-UHFFFAOYSA-N 0.000 claims 1
- NAKGRDNQYPGDEV-UHFFFAOYSA-N 2-[(4-fluorophenyl)methyl]-8,9-dihydroxy-7-(piperidin-1-ylmethyl)-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound C1CN2C(=O)C(CN3CCCCC3)=C(O)C(O)=C2C(=O)N1CC1=CC=C(F)C=C1 NAKGRDNQYPGDEV-UHFFFAOYSA-N 0.000 claims 1
- DLMLMNBHQBJXQO-UHFFFAOYSA-N 2-[(4-fluorophenyl)methyl]-8,9-dihydroxy-7-(piperidin-1-ylmethyl)pyrido[1,2-a]pyrazine-1,6-dione Chemical compound O=C1C(CN2CCCCC2)=C(O)C(O)=C(C2=O)N1C=CN2CC1=CC=C(F)C=C1 DLMLMNBHQBJXQO-UHFFFAOYSA-N 0.000 claims 1
- BIMXXQKOYZJTDS-UHFFFAOYSA-N 2-[(4-fluorophenyl)methyl]-8,9-dihydroxy-7-(thiomorpholin-4-ylmethyl)pyrido[1,2-a]pyrazine-1,6-dione Chemical compound O=C1C(CN2CCSCC2)=C(O)C(O)=C(C2=O)N1C=CN2CC1=CC=C(F)C=C1 BIMXXQKOYZJTDS-UHFFFAOYSA-N 0.000 claims 1
- UIECDTUFPLZPHN-UHFFFAOYSA-N 2-[(4-fluorophenyl)methyl]-8,9-dihydroxy-7-[(3-oxopiperazin-1-yl)methyl]-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound C1CN2C(=O)C(CN3CC(=O)NCC3)=C(O)C(O)=C2C(=O)N1CC1=CC=C(F)C=C1 UIECDTUFPLZPHN-UHFFFAOYSA-N 0.000 claims 1
- DGRZAUZEYGQJAF-UHFFFAOYSA-N 2-[(4-fluorophenyl)methyl]-8,9-dihydroxy-7-[(3-oxopiperazin-1-yl)methyl]pyrido[1,2-a]pyrazine-1,6-dione Chemical compound O=C1C(CN2CC(=O)NCC2)=C(O)C(O)=C(C2=O)N1C=CN2CC1=CC=C(F)C=C1 DGRZAUZEYGQJAF-UHFFFAOYSA-N 0.000 claims 1
- AZXNXCLXKSOHAL-UHFFFAOYSA-N 2-[(4-fluorophenyl)methyl]-8,9-dihydroxy-7-[(4-methyl-3-oxopiperazin-1-yl)methyl]-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound C1C(=O)N(C)CCN1CC(C1=O)=C(O)C(O)=C2N1CCN(CC=1C=CC(F)=CC=1)C2=O AZXNXCLXKSOHAL-UHFFFAOYSA-N 0.000 claims 1
- AHZBNKHTCACHMW-UHFFFAOYSA-N 2-[(4-fluorophenyl)methyl]-8,9-dihydroxy-7-[(4-methyl-3-oxopiperazin-1-yl)methyl]pyrido[1,2-a]pyrazine-1,6-dione Chemical compound C1C(=O)N(C)CCN1CC1=C(O)C(O)=C2C(=O)N(CC=3C=CC(F)=CC=3)C=CN2C1=O AHZBNKHTCACHMW-UHFFFAOYSA-N 0.000 claims 1
- SSLLIQOJSJJRRO-UHFFFAOYSA-N 2-[(4-fluorophenyl)methyl]-8,9-dihydroxy-7-[[1-(2,2,2-trifluoroacetyl)piperidin-4-yl]methyl]-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound C1CN2C(=O)C(CC3CCN(CC3)C(=O)C(F)(F)F)=C(O)C(O)=C2C(=O)N1CC1=CC=C(F)C=C1 SSLLIQOJSJJRRO-UHFFFAOYSA-N 0.000 claims 1
- QUTHJVAKAKENDV-UHFFFAOYSA-N 2-[(4-fluorophenyl)methyl]-8,9-dihydroxy-7-iodo-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound C1CN2C(=O)C(I)=C(O)C(O)=C2C(=O)N1CC1=CC=C(F)C=C1 QUTHJVAKAKENDV-UHFFFAOYSA-N 0.000 claims 1
- SKUXSWQHAPRAKK-UHFFFAOYSA-N 2-[(4-fluorophenyl)methyl]-8,9-dihydroxy-7-methyl-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound C1CN2C(=O)C(C)=C(O)C(O)=C2C(=O)N1CC1=CC=C(F)C=C1 SKUXSWQHAPRAKK-UHFFFAOYSA-N 0.000 claims 1
- XYUTVJYLIPYRLC-UHFFFAOYSA-N 2-[1-(4-fluorophenyl)ethyl]-8,9-dihydroxy-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound C1CN(C(C=C(O)C=2O)=O)C=2C(=O)N1C(C)C1=CC=C(F)C=C1 XYUTVJYLIPYRLC-UHFFFAOYSA-N 0.000 claims 1
- SGFNNLYTSVJUFM-UHFFFAOYSA-N 2-benzyl-8,9-dihydroxy-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound O=C1C2=C(O)C(O)=CC(=O)N2CCN1CC1=CC=CC=C1 SGFNNLYTSVJUFM-UHFFFAOYSA-N 0.000 claims 1
- NEBKFZNNRODVKL-UHFFFAOYSA-N 3-(ethoxymethyl)-5-[(4-fluorophenyl)methyl]-8,9-dihydroxy-1,5-diazatricyclo[5.4.0.02,4]undeca-7,9-diene-6,11-dione Chemical compound CCOCC1C2C1N(C(C=C(O)C=1O)=O)C=1C(=O)N2CC1=CC=C(F)C=C1 NEBKFZNNRODVKL-UHFFFAOYSA-N 0.000 claims 1
- YWFZVOXGCWEKMX-UHFFFAOYSA-N 5-[(4-fluorophenyl)methyl]-7,8-dihydroxypyrido[1,2-a]quinoxaline-6,10-dione Chemical compound O=C1C2=C(O)C(O)=CC(=O)N2C2=CC=CC=C2N1CC1=CC=C(F)C=C1 YWFZVOXGCWEKMX-UHFFFAOYSA-N 0.000 claims 1
- PRRZTXWLBOJJLA-UHFFFAOYSA-N 5-[(4-fluorophenyl)methyl]-8,9-dihydroxy-3-(methoxymethyl)-1,5-diazatricyclo[5.4.0.02,4]undeca-7,9-diene-6,11-dione Chemical compound COCC1C2C1N(C(C=C(O)C=1O)=O)C=1C(=O)N2CC1=CC=C(F)C=C1 PRRZTXWLBOJJLA-UHFFFAOYSA-N 0.000 claims 1
- ZQBCALDUDJYCDR-UHFFFAOYSA-N 5-[(4-fluorophenyl)methyl]-8,9-dihydroxy-3-(propoxymethyl)-1,5-diazatricyclo[5.4.0.02,4]undeca-7,9-diene-6,11-dione Chemical compound CCCOCC1C2C1N(C(C=C(O)C=1O)=O)C=1C(=O)N2CC1=CC=C(F)C=C1 ZQBCALDUDJYCDR-UHFFFAOYSA-N 0.000 claims 1
- SIVAIVAMXWKLPV-UHFFFAOYSA-N 7-[(1-acetylpiperidin-2-yl)methyl]-2-[(4-fluorophenyl)methyl]-8,9-dihydroxy-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound CC(=O)N1CCCCC1CC(C1=O)=C(O)C(O)=C2N1CCN(CC=1C=CC(F)=CC=1)C2=O SIVAIVAMXWKLPV-UHFFFAOYSA-N 0.000 claims 1
- BLPGHKGCNAJRCG-UHFFFAOYSA-N 7-[(1-acetylpiperidin-4-yl)methyl]-2-[(4-fluorophenyl)methyl]-8,9-dihydroxy-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound C1CN(C(=O)C)CCC1CC(C1=O)=C(O)C(O)=C2N1CCN(CC=1C=CC(F)=CC=1)C2=O BLPGHKGCNAJRCG-UHFFFAOYSA-N 0.000 claims 1
- QHWKIXKCMNGRSR-UHFFFAOYSA-N 7-[(dimethylamino)methyl]-2-[(4-fluorophenyl)methyl]-8,9-dihydroxy-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound C1CN2C(=O)C(CN(C)C)=C(O)C(O)=C2C(=O)N1CC1=CC=C(F)C=C1 QHWKIXKCMNGRSR-UHFFFAOYSA-N 0.000 claims 1
- BEKWCDHIHKYUFU-UHFFFAOYSA-N 7-[[1-(cyclopropylmethyl)piperidin-2-yl]methyl]-2-[(4-fluorophenyl)methyl]-8,9-dihydroxy-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound C1CN2C(=O)C(CC3N(CCCC3)CC3CC3)=C(O)C(O)=C2C(=O)N1CC1=CC=C(F)C=C1 BEKWCDHIHKYUFU-UHFFFAOYSA-N 0.000 claims 1
- DMXMJVFXEJSXSO-UHFFFAOYSA-N 7-[[1-(cyclopropylmethyl)piperidin-3-yl]methyl]-2-[(4-fluorophenyl)methyl]-8,9-dihydroxy-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound C1CN2C(=O)C(CC3CN(CC4CC4)CCC3)=C(O)C(O)=C2C(=O)N1CC1=CC=C(F)C=C1 DMXMJVFXEJSXSO-UHFFFAOYSA-N 0.000 claims 1
- DQJCPBNTEWWPSV-UHFFFAOYSA-N 7-bromo-2-[(4-fluorophenyl)methyl]-8,9-dihydroxy-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound C1CN2C(=O)C(Br)=C(O)C(O)=C2C(=O)N1CC1=CC=C(F)C=C1 DQJCPBNTEWWPSV-UHFFFAOYSA-N 0.000 claims 1
- CRPDBLVSRJAESU-UHFFFAOYSA-N C(C1=CC=CC=C1)N1C(C=2N(C=C1)C(C=C(C2O)O)=O)=O.FC2=CC=C(CN1C(C=3N(C=C1)C(C=C(C3O)O)=O)=O)C=C2 Chemical compound C(C1=CC=CC=C1)N1C(C=2N(C=C1)C(C=C(C2O)O)=O)=O.FC2=CC=C(CN1C(C=3N(C=C1)C(C=C(C3O)O)=O)=O)C=C2 CRPDBLVSRJAESU-UHFFFAOYSA-N 0.000 claims 1
- ZATKOSXZUXZDDN-UHFFFAOYSA-N C1(=CC(=CC=C1)CN1C(C=2N(CC1)C(C=C(C2O)O)=O)=O)C2=CC=CC=C2.C(#N)C=2C=C(CN1C(C=3N(CC1)C(C=C(C3O)O)=O)=O)C=CC2 Chemical compound C1(=CC(=CC=C1)CN1C(C=2N(CC1)C(C=C(C2O)O)=O)=O)C2=CC=CC=C2.C(#N)C=2C=C(CN1C(C=3N(CC1)C(C=C(C3O)O)=O)=O)C=CC2 ZATKOSXZUXZDDN-UHFFFAOYSA-N 0.000 claims 1
- DSGAZTQUBZTIJR-UHFFFAOYSA-N ClC=1C=C(CN2C(C=3N(CC2)C(C=C(C3O)O)=O)=O)C=CC1Cl.ClC1=CC=C(CN3C(C=2N(CC3)C(C=C(C2O)O)=O)=O)C=C1 Chemical compound ClC=1C=C(CN2C(C=3N(CC2)C(C=C(C3O)O)=O)=O)C=CC1Cl.ClC1=CC=C(CN3C(C=2N(CC3)C(C=C(C2O)O)=O)=O)C=C1 DSGAZTQUBZTIJR-UHFFFAOYSA-N 0.000 claims 1
- CPDIEMHTNMZDKH-UHFFFAOYSA-N FC1=CC=C(CN2C(C=3N(C(C2)(C)C)C(C=C(C3O)O)=O)=O)C=C1.FC1=CC=C(CN3C(C=2N(C(C3)C)C(C=C(C2O)O)=O)=O)C=C1 Chemical compound FC1=CC=C(CN2C(C=3N(C(C2)(C)C)C(C=C(C3O)O)=O)=O)C=C1.FC1=CC=C(CN3C(C=2N(C(C3)C)C(C=C(C2O)O)=O)=O)C=C1 CPDIEMHTNMZDKH-UHFFFAOYSA-N 0.000 claims 1
- 125000005336 allyloxy group Chemical group 0.000 claims 1
- 125000002618 bicyclic heterocycle group Chemical group 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- HWYHDWGGACRVEH-UHFFFAOYSA-N n-methyl-n-(4-pyrrolidin-1-ylbut-2-ynyl)acetamide Chemical compound CC(=O)N(C)CC#CCN1CCCC1 HWYHDWGGACRVEH-UHFFFAOYSA-N 0.000 claims 1
- 0 *C(C(*)(*)N(C1=C(C(O)=C2*)O)C2=O)N(*)C1=O Chemical compound *C(C(*)(*)N(C1=C(C(O)=C2*)O)C2=O)N(*)C1=O 0.000 description 2
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US40974102P | 2002-09-11 | 2002-09-11 | |
| PCT/US2003/028366 WO2004024078A2 (en) | 2002-09-11 | 2003-09-10 | Dihydroxypyridopyrazine-1,6-dione compounds useful as hiv integrase inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2006506352A JP2006506352A (ja) | 2006-02-23 |
| JP2006506352A5 true JP2006506352A5 (https=) | 2006-10-26 |
Family
ID=31993997
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004536438A Withdrawn JP2006506352A (ja) | 2002-09-11 | 2003-09-10 | Ｈｉｖインテグラーゼ阻害剤として有用なジヒドロキシピリドピラジン−１，６−ジオン化合物 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US7517532B2 (https=) |
| EP (1) | EP1549315A4 (https=) |
| JP (1) | JP2006506352A (https=) |
| AU (1) | AU2003267098B2 (https=) |
| CA (1) | CA2498111A1 (https=) |
| WO (1) | WO2004024078A2 (https=) |
Families Citing this family (52)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005538184A (ja) * | 2002-09-11 | 2005-12-15 | メルク エンド カムパニー インコーポレーテッド | Ｈｉｖインテグラーゼ阻害剤として有用な８−ヒドロキシ−１−オキソ−テトラヒドロピロロピラジン化合物 |
| TW200510425A (en) | 2003-08-13 | 2005-03-16 | Japan Tobacco Inc | Nitrogen-containing fused ring compound and use thereof as HIV integrase inhibitor |
| JP2005232103A (ja) * | 2004-02-20 | 2005-09-02 | Nagase & Co Ltd | 光学活性なビシナルジアミンおよびその製造方法 |
| US7476666B2 (en) | 2004-06-09 | 2009-01-13 | Merck & Co., Inc. | HIV integrase inhibitors |
| US7745459B2 (en) | 2004-09-21 | 2010-06-29 | Japan Tobacco Inc. | Quinolizinone compound and use thereof as HIV integrase inhibitor |
| EP1973906A1 (en) * | 2004-12-23 | 2008-10-01 | Virochem Pharma Inc. | Hydroxydihydropyridopy razine-1,8-diones and methods for inhibiting hiv integrase |
| ATE516026T1 (de) * | 2005-02-21 | 2011-07-15 | Shionogi & Co | Bicyclisches carbamoylpyridonderivat mit hiv- integrase-hemmender wirkung |
| US7964413B2 (en) | 2005-03-10 | 2011-06-21 | Gen-Probe Incorporated | Method for continuous mode processing of multiple reaction receptacles in a real-time amplification assay |
| US8129385B2 (en) * | 2005-04-28 | 2012-03-06 | Shionogi & Co., Ltd. | Substituted 5-hydroxy-3,4,6,9,9a, 10-hexanhydro-2h-1-oxa04a,8a-diaza-anthracene-6,10-dioness |
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| JP2007528394A (ja) * | 2004-03-09 | 2007-10-11 | メルク エンド カムパニー インコーポレーテッド | Ｈｉｖインテグラーゼ阻害薬 |
-
2003
- 2003-09-10 CA CA002498111A patent/CA2498111A1/en not_active Abandoned
- 2003-09-10 AU AU2003267098A patent/AU2003267098B2/en not_active Ceased
- 2003-09-10 US US10/526,275 patent/US7517532B2/en not_active Expired - Fee Related
- 2003-09-10 EP EP03749574A patent/EP1549315A4/en not_active Withdrawn
- 2003-09-10 WO PCT/US2003/028366 patent/WO2004024078A2/en not_active Ceased
- 2003-09-10 JP JP2004536438A patent/JP2006506352A/ja not_active Withdrawn
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