JP2016179996A5 - - Google Patents
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- JP2016179996A5 JP2016179996A5 JP2016122743A JP2016122743A JP2016179996A5 JP 2016179996 A5 JP2016179996 A5 JP 2016179996A5 JP 2016122743 A JP2016122743 A JP 2016122743A JP 2016122743 A JP2016122743 A JP 2016122743A JP 2016179996 A5 JP2016179996 A5 JP 2016179996A5
- Authority
- JP
- Japan
- Prior art keywords
- pharmaceutical composition
- compound according
- hiv
- additional therapeutic
- pharmaceutically acceptable
- 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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- 150000001875 compounds Chemical class 0.000 claims description 94
- 239000003814 drug Substances 0.000 claims description 30
- 239000008194 pharmaceutical composition Substances 0.000 claims description 26
- 239000003112 inhibitor Substances 0.000 claims description 23
- 230000002401 inhibitory effect Effects 0.000 claims description 23
- -1 arobudine Chemical compound 0.000 claims description 19
- 150000003839 salts Chemical class 0.000 claims description 16
- 239000011780 sodium chloride Substances 0.000 claims description 16
- 239000002777 nucleoside Substances 0.000 claims description 15
- 150000003833 nucleoside derivatives Chemical class 0.000 claims description 15
- 208000005721 HIV Infections Diseases 0.000 claims description 13
- 102000015084 HIV Reverse Transcriptase Human genes 0.000 claims description 13
- 108010078851 HIV Reverse Transcriptase Proteins 0.000 claims description 13
- 201000001820 human immunodeficiency virus infectious disease Diseases 0.000 claims description 13
- 241000580858 Simian-Human immunodeficiency virus Species 0.000 claims description 12
- 108010092799 EC 2.7.7.49 Proteins 0.000 claims description 10
- 102000033147 ERVK-25 Human genes 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 8
- 239000002773 nucleotide Substances 0.000 claims description 8
- 125000003729 nucleotide group Chemical group 0.000 claims description 8
- 239000002259 anti human immunodeficiency virus agent Substances 0.000 claims description 7
- 239000004030 hiv protease inhibitor Substances 0.000 claims description 7
- 239000003085 diluting agent Substances 0.000 claims description 3
- 239000003937 drug carrier Substances 0.000 claims description 3
- 229960004556 Tenofovir Drugs 0.000 claims 4
- SGOIRFVFHAKUTI-ZCFIWIBFSA-N Tenofovir Chemical compound N1=CN=C2N(C[C@@H](C)OCP(O)(O)=O)C=NC2=C1N SGOIRFVFHAKUTI-ZCFIWIBFSA-N 0.000 claims 4
- XQSPYNMVSIKCOC-NTSWFWBYSA-N (2R-cis)-4-amino-5-fluoro-1-(2-(hydroxymethyl)-1,3-oxathiolan-5-yl)-2(1H)-Pyrimidinone Chemical compound C1=C(F)C(N)=NC(=O)N1[C@H]1O[C@@H](CO)SC1 XQSPYNMVSIKCOC-NTSWFWBYSA-N 0.000 claims 2
- SUPKOOSCJHTBAH-UHFFFAOYSA-N 2-(6-aminopurin-9-yl)ethoxymethylphosphonic acid Chemical compound NC1=NC=NC2=C1N=CN2CCOCP(O)(O)=O SUPKOOSCJHTBAH-UHFFFAOYSA-N 0.000 claims 2
- MCGSCOLBFJQGHM-SCZZXKLOSA-N Abacavir Chemical compound C=12N=CN([C@H]3C=C[C@@H](CO)C3)C2=NC(N)=NC=1NC1CC1 MCGSCOLBFJQGHM-SCZZXKLOSA-N 0.000 claims 2
- 229960004693 Tenofovir disoproxil fumarate Drugs 0.000 claims 2
- 229960004748 abacavir Drugs 0.000 claims 2
- 229960001997 adefovir Drugs 0.000 claims 2
- 229960000366 emtricitabine Drugs 0.000 claims 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N fumaric acid Chemical compound OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 2
- VCMJCVGFSROFHV-WZGZYPNHSA-N tenofovir disoproxil fumarate Chemical compound OC(=O)\C=C\C(O)=O.N1=CN=C2N(C[C@@H](C)OCP(=O)(OCOC(=O)OC(C)C)OCOC(=O)OC(C)C)C=NC2=C1N VCMJCVGFSROFHV-WZGZYPNHSA-N 0.000 claims 2
- RTJUXLYUUDBAJN-KVQBGUIXSA-N 2-amino-9-[(2R,4S,5R)-4-fluoro-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one Chemical compound C1=2NC(N)=NC(=O)C=2N=CN1[C@H]1C[C@H](F)[C@@H](CO)O1 RTJUXLYUUDBAJN-KVQBGUIXSA-N 0.000 claims 1
- JTEGQNOMFQHVDC-NKWVEPMBSA-N 4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-1,2-dihydropyrimidin-2-one Chemical compound O=C1N=C(N)C=CN1[C@H]1O[C@@H](CO)SC1 JTEGQNOMFQHVDC-NKWVEPMBSA-N 0.000 claims 1
- HSBKFSPNDWWPSL-VDTYLAMSSA-N 4-amino-5-fluoro-1-[(2S,5R)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]pyrimidin-2-one Chemical compound C1=C(F)C(N)=NC(=O)N1[C@@H]1C=C[C@H](CO)O1 HSBKFSPNDWWPSL-VDTYLAMSSA-N 0.000 claims 1
- 229950005846 Amdoxovir Drugs 0.000 claims 1
- RYMCFYKJDVMSIR-RNFRBKRXSA-N Apricitabine Chemical compound O=C1N=C(N)C=CN1[C@@H]1S[C@H](CO)OC1 RYMCFYKJDVMSIR-RNFRBKRXSA-N 0.000 claims 1
- 229950006528 Elvucitabine Drugs 0.000 claims 1
- 229960001627 Lamivudine Drugs 0.000 claims 1
- 229960001203 Stavudine Drugs 0.000 claims 1
- XNKLLVCARDGLGL-JGVFFNPUSA-N Stavudine Chemical compound O=C1NC(=O)C(C)=CN1[C@H]1C=C[C@@H](CO)O1 XNKLLVCARDGLGL-JGVFFNPUSA-N 0.000 claims 1
- 229960002555 Zidovudine Drugs 0.000 claims 1
- HBOMLICNUCNMMY-XLPZGREQSA-N Zidovudine Chemical compound O=C1NC(=O)C(C)=CN1[C@@H]1O[C@H](CO)[C@@H](N=[N+]=[N-])C1 HBOMLICNUCNMMY-XLPZGREQSA-N 0.000 claims 1
- SCTJKHUUZLXJIP-RUZDIDTESA-N [(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethyl-(3-hexadecoxypropoxy)phosphinic acid Chemical compound N1=CN=C2N(C[C@@H](C)OCP(O)(=O)OCCCOCCCCCCCCCCCCCCCC)C=NC2=C1N SCTJKHUUZLXJIP-RUZDIDTESA-N 0.000 claims 1
- RLAHNGKRJJEIJL-RFZPGFLSSA-N [(2R,4R)-4-(2,6-diaminopurin-9-yl)-1,3-dioxolan-2-yl]methanol Chemical compound C12=NC(N)=NC(N)=C2N=CN1[C@H]1CO[C@@H](CO)O1 RLAHNGKRJJEIJL-RFZPGFLSSA-N 0.000 claims 1
- WXJFKKQWPMNTIM-VWLOTQADSA-N [(2S)-1-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxypropan-2-yl]oxymethyl-(3-hexadecoxypropoxy)phosphinic acid Chemical compound CCCCCCCCCCCCCCCCOCCCOP(O)(=O)CO[C@H](CO)CN1C=CC(N)=NC1=O WXJFKKQWPMNTIM-VWLOTQADSA-N 0.000 claims 1
- WREGKURFCTUGRC-POYBYMJQSA-N ddC Chemical compound O=C1N=C(N)C=CN1[C@@H]1O[C@H](CO)CC1 WREGKURFCTUGRC-POYBYMJQSA-N 0.000 claims 1
- BXZVVICBKDXVGW-NKWVEPMBSA-N ddIno Chemical compound O1[C@H](CO)CC[C@@H]1N1C(NC=NC2=O)=C2N=C1 BXZVVICBKDXVGW-NKWVEPMBSA-N 0.000 claims 1
- 229960002656 didanosine Drugs 0.000 claims 1
- 238000002347 injection Methods 0.000 claims 1
- 239000007924 injection Substances 0.000 claims 1
- 229960000523 zalcitabine Drugs 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 description 27
- 239000001257 hydrogen Substances 0.000 description 27
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 21
- 229910052736 halogen Inorganic materials 0.000 description 17
- 150000002367 halogens Chemical class 0.000 description 17
- 125000000217 alkyl group Chemical group 0.000 description 8
- 125000004429 atoms Chemical group 0.000 description 8
- 150000002431 hydrogen Chemical class 0.000 description 6
- 125000002837 carbocyclic group Chemical group 0.000 description 5
- 125000004432 carbon atoms Chemical group C* 0.000 description 5
- 125000000623 heterocyclic group Chemical group 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 125000004215 2,4-difluorophenyl group Chemical group [H]C1=C([H])C(*)=C(F)C([H])=C1F 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 3
- 125000006583 (C1-C3) haloalkyl group Chemical group 0.000 description 2
- 0 *CNC(C(C1=O)=CN(CC(C2IC3CC2)N3C2=O)C2=C1O)=[U] Chemical compound *CNC(C(C1=O)=CN(CC(C2IC3CC2)N3C2=O)C2=C1O)=[U] 0.000 description 2
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 description 2
- 125000004211 3,5-difluorophenyl group Chemical group [H]C1=C(F)C([H])=C(*)C([H])=C1F 0.000 description 2
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 description 2
- 229940079593 drugs Drugs 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 230000001225 therapeutic Effects 0.000 description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 2
- PRPKJZJTIZHKQJ-IJVYSGKQSA-N CCC(CCC1C2)(C2[C@H]1O[C@H]1CN(C=C(C(NCc(c(F)ccc2)c2F)=O)C2=O)C3=C2O)N1C3O Chemical compound CCC(CCC1C2)(C2[C@H]1O[C@H]1CN(C=C(C(NCc(c(F)ccc2)c2F)=O)C2=O)C3=C2O)N1C3O PRPKJZJTIZHKQJ-IJVYSGKQSA-N 0.000 description 1
- DDGUCUJEWDCPJV-SEFYAATASA-N OC1=C(C(N2[C@H](C3)[C@H]4C[C@@H]2CC4)=O)N3C=C(C(NCc(c(F)cc(F)c2)c2F)=O)C1=O Chemical compound OC1=C(C(N2[C@H](C3)[C@H]4C[C@@H]2CC4)=O)N3C=C(C(NCc(c(F)cc(F)c2)c2F)=O)C1=O DDGUCUJEWDCPJV-SEFYAATASA-N 0.000 description 1
- 125000001072 heteroaryl group Chemical group 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000006011 modification reaction Methods 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
Applications Claiming Priority (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201261745375P | 2012-12-21 | 2012-12-21 | |
US61/745,375 | 2012-12-21 | ||
US201361788397P | 2013-03-15 | 2013-03-15 | |
US61/788,397 | 2013-03-15 | ||
US201361845803P | 2013-07-12 | 2013-07-12 | |
US61/845,803 | 2013-07-12 |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2015549669A Division JP6028105B2 (ja) | 2012-12-21 | 2013-12-19 | 多環式カルバモイルピリドン化合物およびその薬学的用途 |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2018179844A Division JP6571256B2 (ja) | 2012-12-21 | 2018-09-26 | 多環式カルバモイルピリドン化合物およびその薬学的用途 |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2016179996A JP2016179996A (ja) | 2016-10-13 |
JP2016179996A5 true JP2016179996A5 (US07585860-20090908-C00112.png) | 2017-02-02 |
JP6411409B2 JP6411409B2 (ja) | 2018-10-24 |
Family
ID=49917297
Family Applications (6)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2015549669A Active JP6028105B2 (ja) | 2012-12-21 | 2013-12-19 | 多環式カルバモイルピリドン化合物およびその薬学的用途 |
JP2016122743A Active JP6411409B2 (ja) | 2012-12-21 | 2016-06-21 | 多環式カルバモイルピリドン化合物およびその薬学的用途 |
JP2018179844A Active JP6571256B2 (ja) | 2012-12-21 | 2018-09-26 | 多環式カルバモイルピリドン化合物およびその薬学的用途 |
JP2019145317A Active JP6933690B2 (ja) | 2012-12-21 | 2019-08-07 | 多環式カルバモイルピリドン化合物およびその薬学的用途 |
JP2021134172A Active JP7301918B2 (ja) | 2012-12-21 | 2021-08-19 | 多環式カルバモイルピリドン化合物およびその薬学的用途 |
JP2023101636A Pending JP2023134483A (ja) | 2012-12-21 | 2023-06-21 | 多環式カルバモイルピリドン化合物およびその薬学的用途 |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2015549669A Active JP6028105B2 (ja) | 2012-12-21 | 2013-12-19 | 多環式カルバモイルピリドン化合物およびその薬学的用途 |
Family Applications After (4)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2018179844A Active JP6571256B2 (ja) | 2012-12-21 | 2018-09-26 | 多環式カルバモイルピリドン化合物およびその薬学的用途 |
JP2019145317A Active JP6933690B2 (ja) | 2012-12-21 | 2019-08-07 | 多環式カルバモイルピリドン化合物およびその薬学的用途 |
JP2021134172A Active JP7301918B2 (ja) | 2012-12-21 | 2021-08-19 | 多環式カルバモイルピリドン化合物およびその薬学的用途 |
JP2023101636A Pending JP2023134483A (ja) | 2012-12-21 | 2023-06-21 | 多環式カルバモイルピリドン化合物およびその薬学的用途 |
Country Status (42)
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