HRP20090651T1 - Novi analozi kamptotecina, postupak za njihovu pripremu i farmaceutski pripravci koji sadrže navedene spojeve - Google Patents
Novi analozi kamptotecina, postupak za njihovu pripremu i farmaceutski pripravci koji sadrže navedene spojeve Download PDFInfo
- Publication number
- HRP20090651T1 HRP20090651T1 HR20090651T HRP20090651T HRP20090651T1 HR P20090651 T1 HRP20090651 T1 HR P20090651T1 HR 20090651 T HR20090651 T HR 20090651T HR P20090651 T HRP20090651 T HR P20090651T HR P20090651 T1 HRP20090651 T1 HR P20090651T1
- Authority
- HR
- Croatia
- Prior art keywords
- group
- optionally substituted
- alkyl
- atom
- groups
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract 26
- -1 camptothecin analogues compounds Chemical class 0.000 title claims 8
- 238000000034 method Methods 0.000 title claims 4
- 238000002360 preparation method Methods 0.000 title claims 2
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims abstract 40
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 25
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract 18
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract 14
- 125000003545 alkoxy group Chemical group 0.000 claims abstract 13
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims abstract 13
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract 13
- 125000004430 oxygen atom Chemical group O* 0.000 claims abstract 11
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract 10
- 125000005843 halogen group Chemical group 0.000 claims abstract 10
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract 9
- 125000003107 substituted aryl group Chemical group 0.000 claims abstract 9
- 229910052717 sulfur Inorganic materials 0.000 claims abstract 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 8
- 125000004043 oxo group Chemical group O=* 0.000 claims abstract 8
- 125000003342 alkenyl group Chemical group 0.000 claims abstract 7
- 125000000304 alkynyl group Chemical group 0.000 claims abstract 7
- 125000004434 sulfur atom Chemical group 0.000 claims abstract 7
- 125000002252 acyl group Chemical group 0.000 claims abstract 6
- 125000003277 amino group Chemical group 0.000 claims abstract 6
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract 6
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims abstract 6
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims abstract 6
- 125000004423 acyloxy group Chemical group 0.000 claims abstract 4
- 125000003282 alkyl amino group Chemical group 0.000 claims abstract 4
- 125000002947 alkylene group Chemical group 0.000 claims abstract 4
- 125000004193 piperazinyl group Chemical group 0.000 claims abstract 4
- 125000005936 piperidyl group Chemical group 0.000 claims abstract 4
- 125000006684 polyhaloalkyl group Polymers 0.000 claims abstract 4
- 125000000168 pyrrolyl group Chemical group 0.000 claims abstract 4
- 229910003827 NRaRb Inorganic materials 0.000 claims abstract 3
- 125000004450 alkenylene group Chemical group 0.000 claims abstract 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims abstract 3
- 125000004419 alkynylene group Chemical group 0.000 claims abstract 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract 3
- 125000004122 cyclic group Chemical group 0.000 claims abstract 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract 3
- 125000002950 monocyclic group Chemical group 0.000 claims abstract 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract 3
- 125000000466 oxiranyl group Chemical group 0.000 claims abstract 3
- 125000006580 bicyclic heterocycloalkyl group Chemical group 0.000 claims abstract 2
- 239000002253 acid Substances 0.000 claims 17
- 150000003839 salts Chemical class 0.000 claims 17
- 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 16
- 125000003118 aryl group Chemical group 0.000 claims 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 4
- 125000005160 aryl oxy alkyl group Chemical group 0.000 claims 3
- 125000005885 heterocycloalkylalkyl group Chemical group 0.000 claims 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 2
- 239000013543 active substance Substances 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 125000002619 bicyclic group Chemical group 0.000 claims 2
- 230000015572 biosynthetic process Effects 0.000 claims 2
- 125000005842 heteroatom Chemical group 0.000 claims 2
- 125000006578 monocyclic heterocycloalkyl group Chemical group 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- 239000000825 pharmaceutical preparation Substances 0.000 claims 2
- 125000006239 protecting group Chemical group 0.000 claims 2
- 239000000126 substance Substances 0.000 claims 2
- 239000011593 sulfur Substances 0.000 claims 2
- 238000003786 synthesis reaction Methods 0.000 claims 2
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 claims 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 125000004442 acylamino group Chemical group 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 125000004104 aryloxy group Chemical group 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 239000003638 chemical reducing agent Substances 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 125000005046 dihydronaphthyl group Chemical group 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 125000003392 indanyl group Chemical group C1(CCC2=CC=CC=C12)* 0.000 claims 1
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000001624 naphthyl group Chemical group 0.000 claims 1
- 231100000252 nontoxic Toxicity 0.000 claims 1
- 230000003000 nontoxic effect Effects 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 238000000746 purification Methods 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims 1
- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
- C07D471/14—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/4738—Quinolines; Isoquinolines ortho- or peri-condensed with heterocyclic ring systems
- A61K31/4745—Quinolines; Isoquinolines ortho- or peri-condensed with heterocyclic ring systems condensed with ring systems having nitrogen as a ring hetero atom, e.g. phenantrolines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/22—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains four or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0508365A FR2889528B1 (fr) | 2005-08-05 | 2005-08-05 | Nouveaux composes analogues de la camptothecine, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| PCT/FR2006/001900 WO2007017584A1 (fr) | 2005-08-05 | 2006-08-04 | Nouveaux composes analogues de la camptothecine, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP20090651T1 true HRP20090651T1 (hr) | 2010-01-31 |
Family
ID=36216982
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HR20090651T HRP20090651T1 (hr) | 2005-08-05 | 2009-12-08 | Novi analozi kamptotecina, postupak za njihovu pripremu i farmaceutski pripravci koji sadrže navedene spojeve |
Country Status (30)
| Country | Link |
|---|---|
| US (1) | US20100168150A1 (es) |
| EP (1) | EP1910376B1 (es) |
| JP (1) | JP2009505963A (es) |
| KR (1) | KR20080032006A (es) |
| CN (1) | CN101233140B (es) |
| AR (1) | AR055596A1 (es) |
| AT (1) | ATE444297T1 (es) |
| AU (1) | AU2006277862A1 (es) |
| BR (1) | BRPI0614522A2 (es) |
| CA (1) | CA2617951A1 (es) |
| CY (1) | CY1110545T1 (es) |
| DE (1) | DE602006009524D1 (es) |
| DK (1) | DK1910376T3 (es) |
| EA (1) | EA014754B1 (es) |
| ES (1) | ES2334263T3 (es) |
| FR (1) | FR2889528B1 (es) |
| GE (1) | GEP20115229B (es) |
| HK (1) | HK1123048A1 (es) |
| HR (1) | HRP20090651T1 (es) |
| MA (1) | MA29648B1 (es) |
| MX (1) | MX2008001559A (es) |
| NO (1) | NO20081157L (es) |
| NZ (1) | NZ565397A (es) |
| PL (1) | PL1910376T3 (es) |
| PT (1) | PT1910376E (es) |
| RS (1) | RS51061B (es) |
| SI (1) | SI1910376T1 (es) |
| UA (1) | UA95254C2 (es) |
| WO (1) | WO2007017584A1 (es) |
| ZA (1) | ZA200801992B (es) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2889527A1 (fr) * | 2005-08-05 | 2007-02-09 | Servier Lab | Nouveaux composes analogues de la camptothecine, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2801309B1 (fr) * | 1999-11-18 | 2002-01-04 | Adir | Nouveaux composes analogues de la camptothecine, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| US6699876B2 (en) * | 1999-11-18 | 2004-03-02 | Les Laboratoires Servier | Camptothecin analogue compounds |
| US6403604B1 (en) * | 2001-03-01 | 2002-06-11 | California Pacific Medical Center | Nitrogen-based camptothecin derivatives |
| US6933302B2 (en) * | 2002-06-03 | 2005-08-23 | California Pacific Medical Center | Nitrogen-based homo-camptothecin derivatives |
| CN100443486C (zh) * | 2002-09-11 | 2008-12-17 | 中国医学科学院药物研究所 | 7-酯化和7,20-双酯化的喜树碱衍生物及其制法和其药物组合物与用途 |
| FR2889527A1 (fr) * | 2005-08-05 | 2007-02-09 | Servier Lab | Nouveaux composes analogues de la camptothecine, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
-
2005
- 2005-08-05 FR FR0508365A patent/FR2889528B1/fr not_active Expired - Fee Related
-
2006
- 2006-08-04 EA EA200800392A patent/EA014754B1/ru not_active IP Right Cessation
- 2006-08-04 US US11/990,104 patent/US20100168150A1/en not_active Abandoned
- 2006-08-04 DK DK06794287T patent/DK1910376T3/da active
- 2006-08-04 UA UAA200802669A patent/UA95254C2/ru unknown
- 2006-08-04 NZ NZ565397A patent/NZ565397A/en unknown
- 2006-08-04 PL PL06794287T patent/PL1910376T3/pl unknown
- 2006-08-04 ES ES06794287T patent/ES2334263T3/es active Active
- 2006-08-04 JP JP2008524548A patent/JP2009505963A/ja active Pending
- 2006-08-04 SI SI200630464T patent/SI1910376T1/sl unknown
- 2006-08-04 ZA ZA200801992A patent/ZA200801992B/xx unknown
- 2006-08-04 AT AT06794287T patent/ATE444297T1/de active
- 2006-08-04 WO PCT/FR2006/001900 patent/WO2007017584A1/fr active Application Filing
- 2006-08-04 BR BRPI0614522-1A patent/BRPI0614522A2/pt not_active IP Right Cessation
- 2006-08-04 DE DE602006009524T patent/DE602006009524D1/de active Active
- 2006-08-04 RS RSP-2009/0501A patent/RS51061B/sr unknown
- 2006-08-04 GE GEAP200610545A patent/GEP20115229B/en unknown
- 2006-08-04 CA CA002617951A patent/CA2617951A1/fr not_active Abandoned
- 2006-08-04 AR ARP060103406A patent/AR055596A1/es unknown
- 2006-08-04 CN CN2006800280345A patent/CN101233140B/zh not_active Expired - Fee Related
- 2006-08-04 PT PT06794287T patent/PT1910376E/pt unknown
- 2006-08-04 MX MX2008001559A patent/MX2008001559A/es active IP Right Grant
- 2006-08-04 EP EP06794287A patent/EP1910376B1/fr active Active
- 2006-08-04 AU AU2006277862A patent/AU2006277862A1/en not_active Abandoned
- 2006-08-04 KR KR1020087005341A patent/KR20080032006A/ko not_active Application Discontinuation
-
2008
- 2008-01-28 MA MA30600A patent/MA29648B1/fr unknown
- 2008-03-05 NO NO20081157A patent/NO20081157L/no not_active Application Discontinuation
-
2009
- 2009-01-09 HK HK09100240.9A patent/HK1123048A1/xx not_active IP Right Cessation
- 2009-11-09 CY CY20091101160T patent/CY1110545T1/el unknown
- 2009-12-08 HR HR20090651T patent/HRP20090651T1/hr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PT1910376E (pt) | 2009-11-05 |
| EP1910376A1 (fr) | 2008-04-16 |
| RS51061B (sr) | 2010-10-31 |
| UA95254C2 (ru) | 2011-07-25 |
| PL1910376T3 (pl) | 2009-12-31 |
| AU2006277862A1 (en) | 2007-02-15 |
| WO2007017584A1 (fr) | 2007-02-15 |
| CN101233140B (zh) | 2011-05-25 |
| ATE444297T1 (de) | 2009-10-15 |
| ZA200801992B (en) | 2009-07-29 |
| NZ565397A (en) | 2011-06-30 |
| NO20081157L (no) | 2008-03-05 |
| AR055596A1 (es) | 2007-08-29 |
| FR2889528A1 (fr) | 2007-02-09 |
| CY1110545T1 (el) | 2015-04-29 |
| US20100168150A1 (en) | 2010-07-01 |
| MA29648B1 (fr) | 2008-07-01 |
| EA200800392A1 (ru) | 2008-08-29 |
| ES2334263T3 (es) | 2010-03-08 |
| FR2889528B1 (fr) | 2007-09-07 |
| EP1910376B1 (fr) | 2009-09-30 |
| CA2617951A1 (fr) | 2007-02-15 |
| CN101233140A (zh) | 2008-07-30 |
| HK1123048A1 (en) | 2009-06-05 |
| MX2008001559A (es) | 2008-02-15 |
| KR20080032006A (ko) | 2008-04-11 |
| EA014754B1 (ru) | 2011-02-28 |
| BRPI0614522A2 (pt) | 2019-04-24 |
| JP2009505963A (ja) | 2009-02-12 |
| SI1910376T1 (sl) | 2010-01-29 |
| DE602006009524D1 (de) | 2009-11-12 |
| DK1910376T3 (da) | 2010-01-11 |
| GEP20115229B (en) | 2011-06-10 |
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