JP2013527243A5 - - Google Patents
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- JP2013527243A5 JP2013527243A5 JP2013513340A JP2013513340A JP2013527243A5 JP 2013527243 A5 JP2013527243 A5 JP 2013527243A5 JP 2013513340 A JP2013513340 A JP 2013513340A JP 2013513340 A JP2013513340 A JP 2013513340A JP 2013527243 A5 JP2013527243 A5 JP 2013527243A5
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- JP
- Japan
- Prior art keywords
- group
- alkyl
- compound
- substituted
- formula
- 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 27
- 125000000217 alkyl group Chemical group 0.000 claims 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 10
- 125000000753 cycloalkyl group Chemical group 0.000 claims 6
- 208000030507 AIDS Diseases 0.000 claims 5
- 229910052799 carbon Inorganic materials 0.000 claims 5
- 239000003814 drug Substances 0.000 claims 5
- 125000001072 heteroaryl group Chemical group 0.000 claims 5
- 125000000547 substituted alkyl group Chemical group 0.000 claims 5
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims 4
- 230000000840 anti-viral effect Effects 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 125000001475 halogen functional group Chemical group 0.000 claims 3
- 229940126154 HIV entry inhibitor Drugs 0.000 claims 2
- 230000002924 anti-infective effect Effects 0.000 claims 2
- 239000003443 antiviral agent Substances 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 229940079593 drug Drugs 0.000 claims 2
- 239000002835 hiv fusion inhibitor Substances 0.000 claims 2
- 239000002955 immunomodulating agent Substances 0.000 claims 2
- 229940121354 immunomodulator Drugs 0.000 claims 2
- 230000002584 immunomodulator Effects 0.000 claims 2
- 208000015181 infectious disease Diseases 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 229940124597 therapeutic agent Drugs 0.000 claims 2
- 229930192474 thiophene Natural products 0.000 claims 2
- 125000006163 5-membered heteroaryl group Chemical group 0.000 claims 1
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([H])[H] 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical compound C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- WCPAKWJPBJAGKN-UHFFFAOYSA-N oxadiazole Chemical group C1=CON=N1 WCPAKWJPBJAGKN-UHFFFAOYSA-N 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- -1 substituted Chemical class 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 1
- 0 CC(C)([C@]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@](CC1)[C@]2(C)[C@](C)(CC2)[C@]1[C@@]([C@@](CC1)C(C)=C)[C@@]21*=O Chemical compound CC(C)([C@]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@](CC1)[C@]2(C)[C@](C)(CC2)[C@]1[C@@]([C@@](CC1)C(C)=C)[C@@]21*=O 0.000 description 3
- IYXWIGIBQRBZEA-SOPZNGSOSA-N CC(C)[C@H](CC1)[C@H]([C@@H](CC2)[C@@](C)(CC3)[C@](C)(CC4)[C@H]2[C@@](C)(CC2)[C@@H]4C(C)(C)[C@H]2c(cc2)ccc2C(O)=O)[C@]13C(NCCC(O)=O)=O Chemical compound CC(C)[C@H](CC1)[C@H]([C@@H](CC2)[C@@](C)(CC3)[C@](C)(CC4)[C@H]2[C@@](C)(CC2)[C@@H]4C(C)(C)[C@H]2c(cc2)ccc2C(O)=O)[C@]13C(NCCC(O)=O)=O IYXWIGIBQRBZEA-SOPZNGSOSA-N 0.000 description 2
- ICCXRMCAZXIEKB-DLOZVDQESA-N CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(N(CCC1)C1C(O)=O)=O Chemical compound CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(N(CCC1)C1C(O)=O)=O ICCXRMCAZXIEKB-DLOZVDQESA-N 0.000 description 1
- PNYXMECLMCGFQO-IVTMKUIASA-N CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NC1(CC1)c1ncccc1)=O Chemical compound CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NC1(CC1)c1ncccc1)=O PNYXMECLMCGFQO-IVTMKUIASA-N 0.000 description 1
- GISHHOXBHMHXAT-LXMJURFTSA-N CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NCCN(C)CCOC(CCC(O)=O)=O)=O Chemical compound CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NCCN(C)CCOC(CCC(O)=O)=O)=O GISHHOXBHMHXAT-LXMJURFTSA-N 0.000 description 1
- DJDFBYUCRSCJOY-YDDYIPHKSA-N CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NCCN)=O Chemical compound CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NCCN)=O DJDFBYUCRSCJOY-YDDYIPHKSA-N 0.000 description 1
- HOEUXIFGSWBPRD-MLQCUHPCSA-N CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NCCNc(cc1)ccc1C(O)=O)=O Chemical compound CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NCCNc(cc1)ccc1C(O)=O)=O HOEUXIFGSWBPRD-MLQCUHPCSA-N 0.000 description 1
- NIIANVHGHGAQHR-PIHDDTHSSA-N CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NCCc(cc1)ccc1OC)=O Chemical compound CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NCCc(cc1)ccc1OC)=O NIIANVHGHGAQHR-PIHDDTHSSA-N 0.000 description 1
- JCAHWJXOEGWXMM-RPAAZHKCSA-N CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NCCc1cccnc1)=O Chemical compound CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NCCc1cccnc1)=O JCAHWJXOEGWXMM-RPAAZHKCSA-N 0.000 description 1
- FKZMLTXZYUTDEJ-WECSNRJHSA-N CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NCc1c[o]cc1)=O Chemical compound CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NCc1c[o]cc1)=O FKZMLTXZYUTDEJ-WECSNRJHSA-N 0.000 description 1
- JHFVLSGGKCWBBT-WECSNRJHSA-N CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NCc1ccc[s]1)=O Chemical compound CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NCc1ccc[s]1)=O JHFVLSGGKCWBBT-WECSNRJHSA-N 0.000 description 1
- VWFKFNBWBFXWHB-MTDMPAKNSA-N CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NCc1nc(cccc2)c2[nH]1)=O Chemical compound CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NCc1nc(cccc2)c2[nH]1)=O VWFKFNBWBFXWHB-MTDMPAKNSA-N 0.000 description 1
- BKAYPESJABYHRZ-NFEAHYNFSA-N CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NCc1ncc[s]1)=O Chemical compound CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NCc1ncc[s]1)=O BKAYPESJABYHRZ-NFEAHYNFSA-N 0.000 description 1
- ZTLKAKJRMUYOQJ-ZNXZYOFTSA-N CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(Nc1nc(C(O)=O)c(C)[s]1)=O Chemical compound CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(Nc1nc(C(O)=O)c(C)[s]1)=O ZTLKAKJRMUYOQJ-ZNXZYOFTSA-N 0.000 description 1
- ZBAMSHSTLVXZLA-FGTRPOGWSA-N CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(Nc1ncc(C(O)=O)[s]1)=O Chemical compound CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(Nc1ncc(C(O)=O)[s]1)=O ZBAMSHSTLVXZLA-FGTRPOGWSA-N 0.000 description 1
- PATBAKZXMYHORB-KXVYAZENSA-N CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(Nc1ncc(C)[s]1)=O Chemical compound CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(Nc1ncc(C)[s]1)=O PATBAKZXMYHORB-KXVYAZENSA-N 0.000 description 1
- HBQNBVRDYIMTRX-LWVALZDHSA-N CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(Nc1nnc[s]1)=O Chemical compound CC(C)([C@@H]1CC2)C(c(cc3)ccc3C(O)=O)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(Nc1nnc[s]1)=O HBQNBVRDYIMTRX-LWVALZDHSA-N 0.000 description 1
- RBKAZZIJGKVWQX-ZHOFKQHZSA-N CC(C)[C@H](CC1)[C@H]([C@@H](CC2)[C@@](C)(CC3)[C@](C)(CC4)[C@H]2[C@@](C)(CC2)[C@@H]4C(C)(C)[C@H]2c(cc2)ccc2C(O)=O)[C@]13C(NCCN(C)C)=O Chemical compound CC(C)[C@H](CC1)[C@H]([C@@H](CC2)[C@@](C)(CC3)[C@](C)(CC4)[C@H]2[C@@](C)(CC2)[C@@H]4C(C)(C)[C@H]2c(cc2)ccc2C(O)=O)[C@]13C(NCCN(C)C)=O RBKAZZIJGKVWQX-ZHOFKQHZSA-N 0.000 description 1
- REUSEPFORFXNQD-AXODBVIISA-N CC(C)[C@H](CC1)[C@H]([C@@H](CC2)[C@@](C)(CC3)[C@](C)(CC4)[C@H]2[C@@](C)(CC2)[C@@H]4C(C)(C)[C@H]2c(cc2)ccc2C(O)=O)[C@]13C(NCCc1ccccn1)=O Chemical compound CC(C)[C@H](CC1)[C@H]([C@@H](CC2)[C@@](C)(CC3)[C@](C)(CC4)[C@H]2[C@@](C)(CC2)[C@@H]4C(C)(C)[C@H]2c(cc2)ccc2C(O)=O)[C@]13C(NCCc1ccccn1)=O REUSEPFORFXNQD-AXODBVIISA-N 0.000 description 1
- DNQNHJSTDGTCIR-IWISFVJQSA-N CCN1C(CNC([C@@](CC[C@H]2C(C)=C)(CC3)[C@H]2[C@@H](CC2)[C@]3(C)[C@](C)(CC3)[C@H]2[C@]2(C)[C@@H]3C(C)(C)C(c(cc3)ccc3C(O)=O)=CC2)=O)CCC1 Chemical compound CCN1C(CNC([C@@](CC[C@H]2C(C)=C)(CC3)[C@H]2[C@@H](CC2)[C@]3(C)[C@](C)(CC3)[C@H]2[C@]2(C)[C@@H]3C(C)(C)C(c(cc3)ccc3C(O)=O)=CC2)=O)CCC1 DNQNHJSTDGTCIR-IWISFVJQSA-N 0.000 description 1
- DGMMBLTVYFUCLD-UHFFFAOYSA-N NCCC(N(CC1)CCC1C(O)=O)=O Chemical compound NCCC(N(CC1)CCC1C(O)=O)=O DGMMBLTVYFUCLD-UHFFFAOYSA-N 0.000 description 1
- FZWUTBBNGPSHBP-UHFFFAOYSA-N NCCC(N(CCC1)C1C(O)=O)=O Chemical compound NCCC(N(CCC1)C1C(O)=O)=O FZWUTBBNGPSHBP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US35133210P | 2010-06-04 | 2010-06-04 | |
| US61/351,332 | 2010-06-04 | ||
| PCT/US2011/038884 WO2011153319A1 (en) | 2010-06-04 | 2011-06-02 | C-28 amides of modified c-3 betulinic acid derivatives as hiv maturation inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013527243A JP2013527243A (ja) | 2013-06-27 |
| JP2013527243A5 true JP2013527243A5 (enExample) | 2014-07-17 |
| JP5755731B2 JP5755731B2 (ja) | 2015-07-29 |
Family
ID=44627254
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013513340A Expired - Fee Related JP5755731B2 (ja) | 2010-06-04 | 2011-06-02 | Ｈｉｖ成熟阻害剤としての修飾ｃ−３ベツリン酸誘導体のｃ−２８アミド |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US8802661B2 (enExample) |
| EP (1) | EP2576586B1 (enExample) |
| JP (1) | JP5755731B2 (enExample) |
| CN (1) | CN102985438B (enExample) |
| AR (1) | AR081638A1 (enExample) |
| BR (1) | BR112012030810A2 (enExample) |
| CA (1) | CA2801491C (enExample) |
| DK (1) | DK2576586T3 (enExample) |
| EA (1) | EA026140B1 (enExample) |
| ES (1) | ES2548905T3 (enExample) |
| HR (1) | HRP20150977T1 (enExample) |
| HU (1) | HUE026662T2 (enExample) |
| MX (1) | MX2012013628A (enExample) |
| PL (1) | PL2576586T3 (enExample) |
| PT (1) | PT2576586E (enExample) |
| RS (1) | RS54239B1 (enExample) |
| SI (1) | SI2576586T1 (enExample) |
| SM (1) | SMT201500272B (enExample) |
| TW (1) | TW201201792A (enExample) |
| WO (1) | WO2011153319A1 (enExample) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2012212509B2 (en) * | 2011-01-31 | 2016-01-21 | ViiV Healthcare UK (No.4) Limited | C-17 and C-3 modified triterpenoids with HIV maturation inhibitory activity |
| EA023578B1 (ru) * | 2011-01-31 | 2016-06-30 | Бристол-Маерс Сквибб Компани | C28-амины c3-модифицированных производных бетулиновой кислоты в качестве ингибиторов созревания вич |
| CA2849475A1 (en) | 2011-09-21 | 2013-03-28 | Bristol-Myers Squibb Company | Novel betulinic acid derivatives with antiviral activity |
| US8906889B2 (en) * | 2012-02-15 | 2014-12-09 | Bristol-Myers Squibb Company | C-3 cycloalkenyl triterpenoids with HIV maturation inhibitory activity |
| US8889854B2 (en) * | 2012-05-07 | 2014-11-18 | Bristol-Myers Squibb Company | C-17 bicyclic amines of triterpenoids with HIV maturation inhibitory activity |
| US9637516B2 (en) | 2012-12-31 | 2017-05-02 | Hetero Research Foundation | Betulinic acid proline derivatives as HIV inhibitors |
| US20140221361A1 (en) * | 2013-02-06 | 2014-08-07 | Bristol-Myers Squibb Company | C-19 modified triterpenoids with hiv maturation inhibitory activity |
| CN105102468A (zh) | 2013-02-25 | 2015-11-25 | 百时美施贵宝公司 | 用于治疗hiv的c-3烷基和烯基修饰的桦木酸衍生物 |
| LT3129392T (lt) | 2014-04-11 | 2020-11-10 | VIIV Healthcare UK(No.4) Limited | Triterpenoidai, pasižymintys živ brandinimą inhibuojančiu aktyvumu, pakeisti 3-ioje padėtyje nearomatiniu žiedu, turinčiu halogenalkilo pakaitą |
| US9920090B2 (en) | 2014-06-19 | 2018-03-20 | VIIV Healthcare UK (No.5) Limited | Betulinic acid derivatives with HIV maturation inhibitory activity |
| US20170129916A1 (en) | 2014-06-26 | 2017-05-11 | Hetero Research Foundation | Novel betulinic proline imidazole derivatives as hiv inhibitors |
| WO2015198263A2 (en) * | 2014-06-26 | 2015-12-30 | Hetero Research Foundation | Novel betulinic proline substituted derivatives as hiv inhibitors |
| EP3218387A1 (en) * | 2014-11-14 | 2017-09-20 | VIIV Healthcare UK (No.5) Limited | Oxolupene derivatives |
| JP2017533934A (ja) | 2014-11-14 | 2017-11-16 | ヴィーブ ヘルスケア ユーケー（ナンバー５）リミテッド | Ｃ１７アリール置換ベツリン酸類似体 |
| MA40886B1 (fr) | 2015-02-09 | 2020-03-31 | Hetero Research Foundation | Nouveau triterpénone en c-3 avec des dérivés d'amide inverse en c-28 en tant qu'inhibiteurs du vih |
| WO2016147099A2 (en) | 2015-03-16 | 2016-09-22 | Hetero Research Foundation | C-3 novel triterpenone with c-28 amide derivatives as hiv inhibitors |
| KR20180028534A (ko) | 2015-07-28 | 2018-03-16 | 글락소스미스클라인 인털렉츄얼 프로퍼티 (넘버 2) 리미티드 | Hiv 감염을 예방하거나 치료하기 위한 베투인 유도체 |
| RU2018105352A (ru) | 2015-07-28 | 2019-08-29 | ГлаксоСмитКлайн Интеллекчуал Проперти (N2) Лимитед | Производные бетулина для предупреждения или лечения ВИЧ-инфекций |
| US20180273579A1 (en) * | 2015-09-24 | 2018-09-27 | Glaxosmithkline Intellectual Property (No.2) Limited | Compounds with hiv maturation inhibitory activity |
| WO2017125870A1 (en) | 2016-01-20 | 2017-07-27 | Glaxosmithkline Intellectual Property (No.2) Limited | Amine derivatives of lupanes with hiv maturation inhibitory activity |
| AR107512A1 (es) | 2016-02-04 | 2018-05-09 | VIIV HEALTHCARE UK Nº 5 LTD | Triterpenoides modificados en c-3 y c-17 como inhibidores del vih-1 |
| WO2018002849A1 (en) * | 2016-06-30 | 2018-01-04 | VIIV Healthcare UK (No.5) Limited | Triterpenoid inhibitors of human immunodeficiency virus replication |
| US20210347813A1 (en) | 2018-04-24 | 2021-11-11 | Viiv Healthcare Uk (No. 5) Limited | Compounds with hiv maturation inhibitory activity |
| PL237998B1 (pl) | 2018-05-28 | 2021-06-28 | Narodowy Inst Lekow | Fosfonowe pochodne kwasu 3-karboksyacylobetulinowego, sposób ich otrzymywania oraz ich zastosowanie |
| US10343997B1 (en) | 2018-12-04 | 2019-07-09 | King Saud University | Ursolic acid derivatives |
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| US5962527A (en) | 1995-03-21 | 1999-10-05 | The Board Of Trustees Of The University Of Illinois | Method and composition for treating cancers |
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| ES2281960T3 (es) * | 1998-03-02 | 2007-10-01 | The University Of North Carolina At Chapel Hill | Derivados acilados de betulina y dihidrobetulina, su preparacion y su uso. |
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2011
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- 2011-06-02 ES ES11726564.5T patent/ES2548905T3/es active Active
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- 2011-06-02 EA EA201270800A patent/EA026140B1/ru not_active IP Right Cessation
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