JP2005531602A5 - - Google Patents
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- Publication number
- JP2005531602A5 JP2005531602A5 JP2004509686A JP2004509686A JP2005531602A5 JP 2005531602 A5 JP2005531602 A5 JP 2005531602A5 JP 2004509686 A JP2004509686 A JP 2004509686A JP 2004509686 A JP2004509686 A JP 2004509686A JP 2005531602 A5 JP2005531602 A5 JP 2005531602A5
- Authority
- JP
- Japan
- Prior art keywords
- homocamptothecin
- group
- alkyl
- branched
- compound
- 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.)
- Granted
Links
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 18
- -1 2-methylbutoxy Chemical group 0.000 claims 16
- 150000001875 compounds Chemical class 0.000 claims 15
- 229910052739 hydrogen Inorganic materials 0.000 claims 13
- 239000001257 hydrogen Substances 0.000 claims 13
- KLWPJMFMVPTNCC-UHFFFAOYSA-N Camptothecin Natural products CCC1(O)C(=O)OCC2=C1C=C3C4Nc5ccccc5C=C4CN3C2=O KLWPJMFMVPTNCC-UHFFFAOYSA-N 0.000 claims 10
- VSJKWCGYPAHWDS-FQEVSTJZSA-N camptothecin Chemical group C1=CC=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)[C@]5(O)CC)C4=NC2=C1 VSJKWCGYPAHWDS-FQEVSTJZSA-N 0.000 claims 10
- 229940127093 camptothecin Drugs 0.000 claims 10
- VSJKWCGYPAHWDS-UHFFFAOYSA-N dl-camptothecin Natural products C1=CC=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)C5(O)CC)C4=NC2=C1 VSJKWCGYPAHWDS-UHFFFAOYSA-N 0.000 claims 10
- 238000000034 method Methods 0.000 claims 9
- 150000002431 hydrogen Chemical class 0.000 claims 8
- 239000008194 pharmaceutical composition Substances 0.000 claims 7
- 125000000217 alkyl group Chemical group 0.000 claims 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- 238000006680 Reformatsky reaction Methods 0.000 claims 4
- 125000000468 ketone group Chemical group 0.000 claims 4
- 239000000203 mixture Substances 0.000 claims 4
- KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 claims 4
- 125000000623 heterocyclic group Chemical group 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- KIWSYRHAAPLJFJ-DNZSEPECSA-N n-[(e,2z)-4-ethyl-2-hydroxyimino-5-nitrohex-3-enyl]pyridine-3-carboxamide Chemical group [O-][N+](=O)C(C)C(/CC)=C/C(=N/O)/CNC(=O)C1=CC=CN=C1 KIWSYRHAAPLJFJ-DNZSEPECSA-N 0.000 claims 3
- 125000004548 quinolin-3-yl group Chemical group N1=CC(=CC2=CC=CC=C12)* 0.000 claims 3
- 125000006726 (C1-C5) alkenyl group Chemical group 0.000 claims 2
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 claims 2
- 239000004480 active ingredient Substances 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 150000002923 oximes Chemical class 0.000 claims 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims 1
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 1
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 1
- 125000005915 C6-C14 aryl group Chemical group 0.000 claims 1
- 102000003915 DNA Topoisomerases Human genes 0.000 claims 1
- 108090000323 DNA Topoisomerases Proteins 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical class O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 claims 1
- 208000030852 Parasitic disease Diseases 0.000 claims 1
- 208000036142 Viral infection Diseases 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 239000002246 antineoplastic agent Substances 0.000 claims 1
- 125000003435 aroyl group Chemical group 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 125000003147 glycosyl group Chemical group 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 239000013067 intermediate product Substances 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 230000003071 parasitic effect Effects 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
- 229940035893 uracil Drugs 0.000 claims 1
- 230000009385 viral infection Effects 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ITRM2002A000305 | 2002-05-31 | ||
| IT2002RM000305A ITRM20020305A1 (it) | 2002-05-31 | 2002-05-31 | Camptotecine con anello lattonico modificato. |
| PCT/IT2003/000328 WO2003101995A2 (en) | 2002-05-31 | 2003-05-28 | Camptothecins with a modified lactone ring |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005531602A JP2005531602A (ja) | 2005-10-20 |
| JP2005531602A5 true JP2005531602A5 (https=) | 2006-07-13 |
| JP4693410B2 JP4693410B2 (ja) | 2011-06-01 |
Family
ID=11456338
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004509686A Expired - Fee Related JP4693410B2 (ja) | 2002-05-31 | 2003-05-28 | 修飾ラクトン環を有するカンプトテシン |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US7273873B2 (https=) |
| EP (2) | EP1719775B1 (https=) |
| JP (1) | JP4693410B2 (https=) |
| KR (1) | KR101042042B1 (https=) |
| CN (1) | CN1656100A (https=) |
| AR (1) | AR040139A1 (https=) |
| AT (2) | ATE403659T1 (https=) |
| AU (2) | AU2003241160B2 (https=) |
| BR (2) | BR0311333A (https=) |
| CA (2) | CA2485201C (https=) |
| CY (2) | CY1107311T1 (https=) |
| DE (2) | DE60322754D1 (https=) |
| DK (2) | DK1719775T3 (https=) |
| ES (2) | ES2273002T7 (https=) |
| IT (1) | ITRM20020305A1 (https=) |
| MX (1) | MXPA04011682A (https=) |
| PE (1) | PE20050120A1 (https=) |
| PL (1) | PL374346A1 (https=) |
| PT (2) | PT1719775E (https=) |
| SI (2) | SI1511752T1 (https=) |
| TW (1) | TWI325866B (https=) |
| WO (1) | WO2003101995A2 (https=) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2852606A1 (fr) * | 2003-03-18 | 2004-09-24 | Inst Nat Sante Rech Med | Moyens pour inhiber simultanement l'expression de plusieurs genes impliques dans une pathologie |
| ITRM20030344A1 (it) * | 2003-07-14 | 2005-01-15 | Ist Naz Stud Cura Dei Tumori | 7-n-poliamminoalchil(ossi)imminometilcamptotecine recanti gruppi protettivi. |
| PT2170900E (pt) | 2007-08-01 | 2013-01-24 | Sigma Tau Ind Farmaceuti | Forma cristalina ii de 7-(dimetoximetil)-camptotecina, sua utilização como intermediário e produtos obtidos a partir dela |
| CN102746314B (zh) * | 2011-04-18 | 2016-07-06 | 华东师范大学 | 含有稳定7元内酯环的喜树碱类化合物、制备方法和用途 |
| CN104530066A (zh) * | 2015-01-06 | 2015-04-22 | 华东师范大学 | 一类新型高喜树碱衍生物、制备方法和用途 |
| CA3099155A1 (en) | 2018-05-14 | 2019-11-21 | Nuvation Bio Inc. | Anti-cancer nuclear hormone receptor-targeting compounds |
| CA3138197A1 (en) | 2019-05-14 | 2020-11-19 | Nuvation Bio Inc. | Anti-cancer nuclear hormone receptor-targeting compounds |
| EP4058464A1 (en) | 2019-11-13 | 2022-09-21 | Nuvation Bio Inc. | Anti-cancer nuclear hormone receptor-targeting compounds |
| MX2023011241A (es) | 2021-03-23 | 2023-10-03 | Nuvation Bio Inc | Compuestos dirigidos a receptores de hormonas nucleares contra el cancer. |
| JP2024516024A (ja) | 2021-05-03 | 2024-04-11 | ニューベイション・バイオ・インコーポレイテッド | 抗がん核内ホルモン受容体標的化化合物 |
| WO2024073626A2 (en) * | 2022-09-28 | 2024-04-04 | Nuvation Bio Inc. | Anti-cancer nuclear hormone receptor-targeting compounds |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57116076A (en) * | 1981-01-09 | 1982-07-19 | Yakult Honsha Co Ltd | Novel camptothecin derivative and its preparation |
| US4399276A (en) * | 1981-01-09 | 1983-08-16 | Kabushiki Kaisha Yakult Honsha | 7-Substituted camptothecin derivatives |
| FR2532591A1 (fr) | 1982-09-02 | 1984-03-09 | Hutchinson | Nouveau dispositif de securite pour pneumatiques de vehicules ou autres engins |
| DE69623961T2 (de) * | 1995-06-21 | 2003-05-08 | Societe De Conseils De Recherches Et D'applications Scientifiques (S.C.R.A.S.), Paris | Camptothecinanaloge, verfahren zur ihrer herstellung, ihre verwendungals arzneimittel und diese enthaltende pharmazeutische zusammenfassungen |
| EP1044977B1 (en) | 1999-03-09 | 2002-05-02 | Sigma-Tau Industrie Farmaceutiche Riunite S.p.A. | Camptothecin derivatives having antitumor activity |
-
2002
- 2002-05-31 IT IT2002RM000305A patent/ITRM20020305A1/it unknown
-
2003
- 2003-05-26 TW TW092114164A patent/TWI325866B/zh not_active IP Right Cessation
- 2003-05-28 DK DK06116366T patent/DK1719775T3/da active
- 2003-05-28 BR BR0311333-7A patent/BR0311333A/pt not_active IP Right Cessation
- 2003-05-28 AT AT06116366T patent/ATE403659T1/de active
- 2003-05-28 CA CA2485201A patent/CA2485201C/en not_active Expired - Fee Related
- 2003-05-28 DK DK03730480.5T patent/DK1511752T5/da active
- 2003-05-28 ES ES03730480T patent/ES2273002T7/es active Active
- 2003-05-28 DE DE60322754T patent/DE60322754D1/de not_active Expired - Lifetime
- 2003-05-28 US US10/511,724 patent/US7273873B2/en not_active Expired - Fee Related
- 2003-05-28 AT AT03730480T patent/ATE339422T1/de active
- 2003-05-28 PT PT06116366T patent/PT1719775E/pt unknown
- 2003-05-28 WO PCT/IT2003/000328 patent/WO2003101995A2/en not_active Ceased
- 2003-05-28 DE DE60308368T patent/DE60308368T3/de not_active Expired - Lifetime
- 2003-05-28 BR BR0311329-9A patent/BR0311329A/pt not_active IP Right Cessation
- 2003-05-28 EP EP06116366A patent/EP1719775B1/en not_active Expired - Lifetime
- 2003-05-28 EP EP03730480A patent/EP1511752B3/en not_active Expired - Lifetime
- 2003-05-28 MX MXPA04011682A patent/MXPA04011682A/es active IP Right Grant
- 2003-05-28 PL PL03374346A patent/PL374346A1/xx unknown
- 2003-05-28 CA CA2706635A patent/CA2706635A1/en not_active Abandoned
- 2003-05-28 SI SI200330509T patent/SI1511752T1/sl unknown
- 2003-05-28 CN CNA038125439A patent/CN1656100A/zh active Pending
- 2003-05-28 KR KR1020047016880A patent/KR101042042B1/ko not_active Expired - Fee Related
- 2003-05-28 JP JP2004509686A patent/JP4693410B2/ja not_active Expired - Fee Related
- 2003-05-28 ES ES06116366T patent/ES2312090T3/es not_active Expired - Lifetime
- 2003-05-28 SI SI200331380T patent/SI1719775T1/sl unknown
- 2003-05-28 PT PT03730480T patent/PT1511752E/pt unknown
- 2003-05-28 AU AU2003241160A patent/AU2003241160B2/en not_active Ceased
- 2003-05-30 PE PE2003000529A patent/PE20050120A1/es not_active Application Discontinuation
- 2003-05-30 AR ARP030101915A patent/AR040139A1/es unknown
-
2006
- 2006-11-14 CY CY20061101648T patent/CY1107311T1/el unknown
-
2008
- 2008-10-31 CY CY20081101240T patent/CY1108793T1/el unknown
-
2009
- 2009-11-12 AU AU2009236044A patent/AU2009236044B8/en not_active Ceased
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