HRP20100563T1 - Derivati dihidropirazolopirimidinona - Google Patents
Derivati dihidropirazolopirimidinona Download PDFInfo
- Publication number
- HRP20100563T1 HRP20100563T1 HR20100563T HRP20100563T HRP20100563T1 HR P20100563 T1 HRP20100563 T1 HR P20100563T1 HR 20100563 T HR20100563 T HR 20100563T HR P20100563 T HRP20100563 T HR P20100563T HR P20100563 T1 HRP20100563 T1 HR P20100563T1
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- Croatia
- Prior art keywords
- group
- phenyl
- dihydro
- amino
- salt
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- 150000001875 compounds Chemical class 0.000 claims abstract 25
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract 20
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 10
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims abstract 8
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims abstract 7
- -1 vinyl-2-ylidene group Chemical group 0.000 claims abstract 7
- 125000002947 alkylene group Chemical group 0.000 claims abstract 6
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims abstract 6
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims abstract 6
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims abstract 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract 5
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 claims abstract 5
- 229910052760 oxygen Inorganic materials 0.000 claims abstract 5
- 239000001301 oxygen Substances 0.000 claims abstract 5
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims abstract 5
- 229910052717 sulfur Inorganic materials 0.000 claims abstract 5
- 239000011593 sulfur Substances 0.000 claims abstract 5
- 229910052736 halogen Inorganic materials 0.000 claims abstract 4
- 125000005843 halogen group Chemical group 0.000 claims abstract 4
- 150000002367 halogens Chemical class 0.000 claims abstract 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract 3
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract 3
- 125000005678 ethenylene group Chemical group [H]C([*:1])=C([H])[*:2] 0.000 claims abstract 2
- 150000003839 salts Chemical class 0.000 claims 19
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 13
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 9
- 239000000824 cytostatic agent Substances 0.000 claims 8
- 230000001085 cytostatic effect Effects 0.000 claims 8
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 6
- VSJKWCGYPAHWDS-FQEVSTJZSA-N camptothecin Chemical class C1=CC=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)[C@]5(O)CC)C4=NC2=C1 VSJKWCGYPAHWDS-FQEVSTJZSA-N 0.000 claims 5
- 102000014150 Interferons Human genes 0.000 claims 4
- 108010050904 Interferons Proteins 0.000 claims 4
- 230000002152 alkylating effect Effects 0.000 claims 4
- 230000000340 anti-metabolite Effects 0.000 claims 4
- 229940100197 antimetabolite Drugs 0.000 claims 4
- 239000002256 antimetabolite Substances 0.000 claims 4
- 239000002246 antineoplastic agent Substances 0.000 claims 4
- 239000003972 antineoplastic antibiotic Substances 0.000 claims 4
- 239000003937 drug carrier Substances 0.000 claims 4
- 239000000945 filler Substances 0.000 claims 4
- 239000000367 immunologic factor Substances 0.000 claims 4
- 239000000203 mixture Substances 0.000 claims 4
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- 229940121358 tyrosine kinase inhibitor Drugs 0.000 claims 4
- 239000005483 tyrosine kinase inhibitor Substances 0.000 claims 4
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- 206010028980 Neoplasm Diseases 0.000 claims 3
- 201000011510 cancer Diseases 0.000 claims 3
- 239000003795 chemical substances by application Substances 0.000 claims 3
- 238000002360 preparation method Methods 0.000 claims 3
- BKWJAKQVGHWELA-UHFFFAOYSA-N 1-[6-(2-hydroxypropan-2-yl)-2-pyridinyl]-6-[4-(4-methyl-1-piperazinyl)anilino]-2-prop-2-enyl-3-pyrazolo[3,4-d]pyrimidinone Chemical compound C1CN(C)CCN1C(C=C1)=CC=C1NC1=NC=C2C(=O)N(CC=C)N(C=3N=C(C=CC=3)C(C)(C)O)C2=N1 BKWJAKQVGHWELA-UHFFFAOYSA-N 0.000 claims 2
- JMFPCAYGFUVNGO-UHFFFAOYSA-N 1-[6-(2-hydroxypropan-2-yl)pyridin-2-yl]-6-[4-(4-methylpiperazin-1-yl)anilino]-2-prop-2-ynylpyrazolo[3,4-d]pyrimidin-3-one Chemical compound C1CN(C)CCN1C(C=C1)=CC=C1NC1=NC=C2C(=O)N(CC#C)N(C=3N=C(C=CC=3)C(C)(C)O)C2=N1 JMFPCAYGFUVNGO-UHFFFAOYSA-N 0.000 claims 2
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- NWIBSHFKIJFRCO-WUDYKRTCSA-N Mytomycin Chemical compound C1N2C(C(C(C)=C(N)C3=O)=O)=C3[C@@H](COC(N)=O)[C@@]2(OC)[C@@H]2[C@H]1N2 NWIBSHFKIJFRCO-WUDYKRTCSA-N 0.000 claims 2
- GQPLMRYTRLFLPF-UHFFFAOYSA-N Nitrous Oxide Chemical compound [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 claims 2
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- 125000004430 oxygen atom Chemical group O* 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- 230000035945 sensitivity Effects 0.000 claims 2
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- FDKXTQMXEQVLRF-ZHACJKMWSA-N (E)-dacarbazine Chemical compound CN(C)\N=N\c1[nH]cnc1C(N)=O FDKXTQMXEQVLRF-ZHACJKMWSA-N 0.000 claims 1
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- 102100025573 1-alkyl-2-acetylglycerophosphocholine esterase Human genes 0.000 claims 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- AOJJSUZBOXZQNB-VTZDEGQISA-N 4'-epidoxorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@@H](O)[C@H](C)O1 AOJJSUZBOXZQNB-VTZDEGQISA-N 0.000 claims 1
- CDXFYOYLEPJCGY-UHFFFAOYSA-N 6-[3-(hydroxymethyl)-4-(4-methylpiperazin-1-yl)anilino]-2-prop-2-enyl-1-pyridin-2-ylpyrazolo[3,4-d]pyrimidin-3-one Chemical compound C1CN(C)CCN1C(C(=C1)CO)=CC=C1NC1=NC=C2C(=O)N(CC=C)N(C=3N=CC=CC=3)C2=N1 CDXFYOYLEPJCGY-UHFFFAOYSA-N 0.000 claims 1
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- WLCZTRVUXYALDD-IBGZPJMESA-N 7-[[(2s)-2,6-bis(2-methoxyethoxycarbonylamino)hexanoyl]amino]heptoxy-methylphosphinic acid Chemical compound COCCOC(=O)NCCCC[C@H](NC(=O)OCCOC)C(=O)NCCCCCCCOP(C)(O)=O WLCZTRVUXYALDD-IBGZPJMESA-N 0.000 claims 1
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- OGWKCGZFUXNPDA-UHFFFAOYSA-N vincristine Natural products C1C(CC)(O)CC(CC2(C(=O)OC)C=3C(=CC4=C(C56C(C(C(OC(C)=O)C7(CC)C=CCN(C67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)CN1CCC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-UHFFFAOYSA-N 0.000 claims 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/415—1,2-Diazoles
- A61K31/4162—1,2-Diazoles condensed with heterocyclic ring 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Abstract
Spoj opće formule (I): naznačen time što, A1 se odabire prema sljedećoj formuli (aa1): R1c je atom vodika, C2-6alkenil skupina ili skupina -Q3-A3(R1d)R1e;A3 je atom dušika ili metin ili 1-vinil-2-iliden skupina po izboru supstituirana hidroksilnom skupinom, C1-6alkilnom skupinom ili hidroksi-C1-6alkilnom skupinom; Q3 je jednostruka veza ili C1-6alkilen skupina, gdje jedna ili više metilenskih skupina koje tvore alkilensku skupinu mogu nezavisno jedna od druge biti zamijenjene atomom kisika, sumpora, karbonilnom, sulfinilnom ili sulfonilnom skupinom, i/ili supstituirane atomom halogena, cijano, hidroksilnom ili C1-6alkil skupinom; R1d i R1e su nezavisno jedan od drugog atom vodika, halogena, cijano skupina, hidroksilna skupina, C1-6alkil skupina ili hidroksil-C1-6alkil skupina, ili zajedno tvore C1-6alkilen skupinu gdje jedna ili više metilenskih skupina koje tvore alkilensku skupinu mogu nezavisno jedna od druge biti zamijenjene atomom kisika, sumpora, sulfinilnom, sulfonilnom, karbonilnom, vinilenskom ili of -N(R1f)- skupinom, i/ili supstituirane hidroksilnom ili
Claims (17)
1. Spoj opće formule (I):
[image]
naznačen time što,
A1 se odabire prema sljedećoj formuli (aa1):
[image]
R1c je atom vodika, C2-6alkenil skupina ili skupina -Q3-A3(R1d)R1e;
A3 je atom dušika ili metin ili 1-vinil-2-iliden skupina po izboru supstituirana hidroksilnom skupinom, C1-6alkilnom skupinom ili hidroksi-C1-6alkilnom skupinom;
Q3 je jednostruka veza ili C1-6alkilen skupina, gdje jedna ili više metilenskih skupina koje tvore alkilensku skupinu mogu nezavisno jedna od druge biti zamijenjene atomom kisika, sumpora, karbonilnom, sulfinilnom ili sulfonilnom skupinom, i/ili supstituirane atomom halogena, cijano, hidroksilnom ili C1-6alkil skupinom;
R1d i R1e su nezavisno jedan od drugog atom vodika, halogena, cijano skupina, hidroksilna skupina, C1-6alkil skupina ili hidroksil-C1-6alkil skupina, ili zajedno tvore C1-6alkilen skupinu gdje jedna ili više metilenskih skupina koje tvore alkilensku skupinu mogu nezavisno jedna od druge biti zamijenjene atomom kisika, sumpora, sulfinilnom, sulfonilnom, karbonilnom, vinilenskom ili of -N(R1f)- skupinom, i/ili supstituirane hidroksilnom ili C1-6alkil skupinom;
R1f je atom vodika, C1-6alkil skupina, halo-C1-6alkil skupina, C2-6alkenil skupina ili C2-7alkanoil skupina;
R1 je C2-6alkenil skupina ili C2-6alkinil skupina;
R2 je fenil, piridil ili tienil skupina, koja može imati skupinu -Q4-A4(R1g)R1h;
A4 je atom dušika, ili je metinska skupina koja po izboru može biti supstituirana atomom halogena, hidroksilnom, C1-6alkil ili hidroksi-C1-6alkil skupinom;
Q4 je jednostruka veza ili C1-6alkilen skupina, gdje jedna ili više metilenskih skupina koje tvore alkilensku skupinu mogu nezavisno jedna od druge biti zamijenjene atomom kisika ili C1-6alkil skupinom, ili supstituirane C1-6alkil skupinom;
R1g i R1h su nezavisno jedan od drugog atom vodika, halogena, cijano, hidroksilna, C1-6alkil, C1-6alkoksi-C1-6alkil, C2-7alkanoil, C2-7alkoksikarbonil ili C1-6alkilsulfonil skupina, ili zajedno tvore C1-6alkilen skupina, gdje jedna ili više metilenskih skupina koje tvore alkilensku skupinu mogu nezavisno jedna od druge biti zamijenjene atomom kisika, sumpora, sulfinilnom, sulfonilnom, karbonilnom ili of -N(R1i)- skupinom, i/ili supstituirane atomom halogena ili C1-6alkil skupinom;
R1i je atom vodika, C1-6alkil skupina ili halo-C1-6alkil skupina;
R5 i R6 su nezavisno jedan od drugog atom vodika, C1-6alkil ili hidroksi-C1-6alkil skupina,
ili njegova sol.
2. Spoj prema zahtjevu 1, ili njegova sol, naznačen time što R1 je C2-6alkenil skupina.
3. Spoj prema zahtjevu 2, ili njegova sol, naznačen time što R1 je alil skupina.
4. Spoj prema bilo kojem od prethodnih zahtjeva, ili njegova sol, naznačen time što R2 je fenil ili piridil skupina sa skupinom -Q4-A4(R1g)R1h.
5. Spoj prema bilo kojem od prethodnih zahtjeva, ili njegova sol, naznačen time što R1c je atom vodika ili skupina -Q3-A3(R1d)R1e, a u skupini -Q3-A3(R1d)R1e;
(i) A3 je metin skupina po izboru supstituirana hidroksil ili C1-6alkil skupinom, Q3 je jednostruka veza, a R1d i R1e su nezavisno jedan od drugog atoma vodika ili C1-6alkil skupina; ili
(ii) A3 je metin skupina po izboru supstituirana hidroksil ili C1-6alkil skupinom, Q3 je C1-6alkilen skupina gdje jedna ili više metilenskih skupina koje tvore C1-6alkilen skupinu mogu nezavisno jedna od druge biti zamijenjene atomom kisika, karbonilnom ili sulfonilnom skupinom, i/ili supstituirane hidroksilnom skupinom, a R1d i R1e su nezavisno jedan od drugog atom vodika, halogena, cijano skupina ili C1-6alkil skupina.
6. Spoj prema zahtjevu 1, ili njegova sol, naznačen time što je to spoj kako slijedi:
3-(2-alil-6-{[4-(4-metilpiperazin-1-il)fenil]amino}-3-okso-1,2-dihidro-3H-pirazolo[3,4-]pirimidin-1-il)-N,N-dimetilbenzamid,
2-alil-1-[3-(1-hidroksi- 1-metiletil)fenil]-6- {[4-(4-metilpiperazin-1-il)fenil]amino}-1,2-dihidro-3Hpirazolo[3,4-d]pirimidin-3-on,
2-alil-1-[3-(dimetilaminometil)fenil]-6-{[4-(4-metilpiperazin-1-il)fenil]amino}-1,2-dihidro-3H-pirazolo[3,4-d]pirimidin-3-on,
2-alil-6-{[3-hidroksimetil-4-(4-metilpiperazin-1-il)fenil]amino}-1-piridin-2-il-1,2-dihidro-3H-pirazolo[3,4-d]pirimidin-3-on,
2-alil-1-(6-aminopiridin-2-il)-6-[{4-(4-metilpiperazin-1-il)fenil]amino}-1,2-dihidro-3H-pirazolo[3,4-d]pirimidin-3-on,
2-alil-1-[6-(1-hidroksi-1-metiletil)piridin-2-il]-6-{[4-(4-metilpiperazin-1-il)fenil]amino}-1,2-dihidro-3H-pirazolo[3,4-d]pirimidin-3-on,
2-alil-6-{[4-(4-etilpiperazin-1-il)fenil]amino}-1-[6-(1-hidroksi-1-metiletil)piridin-2-il]-1,2-dihidro-3Hpirazolo[3,4-d]pirimidin-3-on,
6-{[4-(4-acetilpiperazin-1-il)fenil]amino}-2-alil-1-[6-(1-hidroksi-1-metiletil)piridin-2-il]-1,2-dihidro-3Hpirazolo[3,4-d]pirimidin-3-on,
2-alil-6-({4-[4-(2-hidroksietil)piperazin-1-il]fenil}amino)-1-[6-(1-hidroksi-1-metiletil)piridin-2-il]-1,2-dihidro-3H-pirazolo[3,4-d]pirimidin-3-on,
2-alil-1-[6-(2-hidroksi-2-metilpropil)piridin-2-il]-6-{[4-(1-metilpiperidin-4-il)fenil]amino}-1,2-dihidro-3H-pirazolo[3,4-d]pirimidin-3-on,
2-alil-6-{[4-(4-metilpiperazin-1-il)fenil]amino}-1-[6-(2-oksopirolidin-1-il)piridin-2-il]-1,2-dihidro-3Hpirazolo[3,4-d]pirimidin-3-on,
N-{[6-(2-alil-6-{[4-(4-metilpiperazin-1-il)fenil]amino}-3-okso-1,2-dihidro-3H-pirazolo[3,4-d]pirimidin-1-il)piridin-2-il]metil}-N-metilmetansulfonamid, ili
1-[6-(1-hidroksi-1-metiletil)piridin-2-il]-6-{[4-(4-metilpiperazin-1-il)fenil]amino}-2-(2-propinil)-1,2-dihidro-3H-pirazolo[3,4-d]pirimidin-3-on.
7. Spoj prema zahtjevu 1, ili njegova sol, naznačen time što je to spoj 3-(2-alil-6-{[4-(4-metilpiperazin-1-il)fenil] amino}-3-okso-1,2-dihidro-3H-pirazolo[3,4-d]pirimidin-1-il)-N,N-dimetilbenzamid.
8. Spoj prema zahtjevu 1, ili njegova sol, naznačen time što je to spoj 2-alil-1-[6-(1-hidroksi-1-metiletil)piridin-2-il]-6-{[4-(4-metilpiperazin-1-il)fenil]amino}-1,2-dihidro-3H-pirazolo[3,4-d]pirimidin-3-on.
9. Spoj prema zahtjevu 1, ili njegova sol, naznačen time što je to spoj 1-[6-(1-hidroksi-1-metiletil)piridin-2-il]-6-{[4-(4-metilpiperazin-1-il)fenil]amino}-2-(2-propinil)-1,2-dihidro-3H-pirazolo[3,4-d]pirimidin-3-on.
10. Farmaceutska smjesa, naznačena time što sadrži terapijski učinkovitu količinu spoja iz bilo kojeg od prethodnih zahtjeva, ili njegovu sol, i farmaceutski prihvatljiv nosač ili punilo.
11. Spoj prema bilo kojem od zahtjeva 1 do 9, ili njegova sol, naznačeni time što se koriste za liječenje.
12. Spoj prema bilo kojem od zahtjeva 1 do 9, ili njegova sol, naznačeni time što se koriste za liječenje raka.
13. Uporaba spoja prema bilo kojem od zahtjeva 1 do 9, ili njegova sol, naznačena time što se radi o uporabi za proizvodnju lijeka za liječenje raka.
14. Spoj prema bilo kojem od zahtjeva 1 do 9, ili njegova sol, naznačeni time što se koriste kao sredstvo koje pojačava osjetljivost stanica na zračenje.
15. Kombinirani pripravak za istodobnu, odvojenu ili uzastopnu primjenu u liječenju raka, naznačen time što sadrži sljedeća dva odvojena pripravka (a) i (b):
(a) pripravak koji sadrži, zajedno s farmaceutski prihvatljivim nosačem ili punilom, spoj prema bilo kojem od zahtjeva 1 do 9 ili njegovu farmaceutski prihvatljivu sol; i
(b) pripravak koji sadrži, zajedno s farmaceutski prihvatljivim nosačem ili punilom, jedno sredstvo protiv raka izabrano iz skupine koja obuhvaća alkilirajuće citosatike, antimetabolite, citotoksične antibiotike, biljne citostatike, spojeve kompleksa koordiniranih platinom, derivate kamptotecina, inhibitore tirozin kinaze, monoklonska antitijela, interferone, modifikatore biološkog odgovora i druga sredstva protiv raka ili njihove farmaceutski prihvatljive soli, pri čemu:
alkilirajući citostatici su N-oksid dušikova plikavca, ciklofosfamid, ifosfamid, melfalan, busulfan, mitobronitol, karbokvon, tiotepa, ranimustin, nimustin, temozolomid i karmustin;
antimetaboliti su metotreksat, 6-merkaptopurin ribozid, merkaptopurin, 5-fluorouracil, tegafur, doksifluridin, karmofur, citarabin, citarabin ocfosfat, enocitabin, S-1, gemcitabin, fludarabin, i pemetreksed dinatrij;
citotoksični antibiotici su aktinomicin D, doksorubicin, daunorubicin, neocarzinostatin, bleomicin, peplomicin, mitomicin C, aclarubicin, pirarubicin, epirubicin, zinostatin stimalamer, idarubicin, sirolimus i valrubicin;
biljni citostatici su vinkristin, vinblastin, vindeshin, etopozid, sobuzoksan, docetaksel, paklitaksel i vinorelbin;
spojevi kompleksi koordinirani platinom su cisplatin, karboplatin, nedaplatin i oksaliplatin;
derivati kamptotecina su irinotekan, topotekan i kamptotecin;
inhibitori tirozin kinaze su gefitinib, imatinib i erlotinib;
monoklonska antitijela su cetuksimab, bevacizumab, rituksimab, bevacizumab, alemtuzumab i trastuzumab;
interferoni su interferon α, interferon α-2a, interferon α-2b, interferon β, interferon γ-1a i interferon γ-n1,
modifikatore biološkog odgovora su krestin, lentinan, sizofiran, picibanil ili ubenimeks, i
ostala sredstva protiv raka su mitoksantron, L-asparaginaza, prokarbazin, dakarbazin, hidroksikarbamid, pentostatin, tretinoin, alefacept, darbepoetin alfa, anastrozol, eksemestan, bicalutamid, leuprorelin, flutamid, fulvestrant, pegaptanib oktanatrij, denileukin diftitoks, aldesleukin, tirotropin alfa, arsenov trioksid, bortezomib, kapecitabin i goserelin.
16. Farmaceutka smjesa, naznačena time što zajedno s farmaceutski prihvatljivim nosačem ili punilom sadrži spoj prema bilo kojem od zahtjeva 1 do 9, ili njegovu farmaceutski prihvatljivu sol, i sredstvo protiv raka izabrano iz skupine koja obuhvaća alkilirajuće citosatike, antimetabolite, citotoksične antibiotike, biljne citostatike, spojeve kompleksa koordiniranih platinom, derivate kamptotecina, inhibitore tirozin kinaze, monoklonska antitijela, modifikatore biološkog odgovora i druga sredstva protiv raka ili njihove farmaceutski prihvatljive soli, pri čemu je definicija svakog od tih sredstava jednaka kao što je određeno u zahtjevu 15.
17. Pojačivač osjetljivosti na sredstvo protiv raka koje sadrži farmaceutsku smjesu prema zahtjevu 10, naznačen time što se sredstvo protiv raka izabire iz skupine koja obuhvaća alkilirajuće citosatike, antimetabolite, citotoksične antibiotike, biljne citostatike, spojeve kompleksa koordiniranih platinom, derivate kamptotecina, inhibitore tirozin kinaze, monoklonska antitijela, modifikatore biološkog odgovora i druga sredstva protiv raka ili njihove farmaceutski prihvatljive soli, pri čemu je definicija svakog od tih sredstava jednaka kao što je određeno u zahtjevu 15.
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