HRP20230455T1 - Antitumorski spojevi - Google Patents
Antitumorski spojevi Download PDFInfo
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- HRP20230455T1 HRP20230455T1 HRP20230455TT HRP20230455T HRP20230455T1 HR P20230455 T1 HRP20230455 T1 HR P20230455T1 HR P20230455T T HRP20230455T T HR P20230455TT HR P20230455 T HRP20230455 T HR P20230455T HR P20230455 T1 HRP20230455 T1 HR P20230455T1
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- Prior art keywords
- substituted
- unsubstituted
- cancer
- alkyl
- butyl
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- 150000001875 compounds Chemical class 0.000 title claims 22
- 230000000259 anti-tumor effect Effects 0.000 title 1
- 125000006710 (C2-C12) alkenyl group Chemical group 0.000 claims 9
- 125000006711 (C2-C12) alkynyl group Chemical group 0.000 claims 9
- 150000003839 salts Chemical class 0.000 claims 9
- 150000002148 esters Chemical class 0.000 claims 8
- 229910052739 hydrogen Inorganic materials 0.000 claims 8
- 239000001257 hydrogen Substances 0.000 claims 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 8
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims 6
- 206010028980 Neoplasm Diseases 0.000 claims 6
- 201000011510 cancer Diseases 0.000 claims 6
- 206010009944 Colon cancer Diseases 0.000 claims 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 5
- 239000002552 dosage form Substances 0.000 claims 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 4
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 4
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 4
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 4
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 4
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 3
- 206010006187 Breast cancer Diseases 0.000 claims 3
- 208000026310 Breast neoplasm Diseases 0.000 claims 3
- 208000001333 Colorectal Neoplasms Diseases 0.000 claims 3
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims 3
- 206010061902 Pancreatic neoplasm Diseases 0.000 claims 3
- 206010041067 Small cell lung cancer Diseases 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims 3
- 201000005202 lung cancer Diseases 0.000 claims 3
- 208000020816 lung neoplasm Diseases 0.000 claims 3
- 208000015486 malignant pancreatic neoplasm Diseases 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 3
- 208000002154 non-small cell lung carcinoma Diseases 0.000 claims 3
- 201000002528 pancreatic cancer Diseases 0.000 claims 3
- 208000008443 pancreatic carcinoma Diseases 0.000 claims 3
- 208000000587 small cell lung carcinoma Diseases 0.000 claims 3
- 208000029729 tumor suppressor gene on chromosome 11 Diseases 0.000 claims 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims 2
- 206010033128 Ovarian cancer Diseases 0.000 claims 2
- 206010061535 Ovarian neoplasm Diseases 0.000 claims 2
- 206010060862 Prostate cancer Diseases 0.000 claims 2
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims 2
- 206010039491 Sarcoma Diseases 0.000 claims 2
- 208000005718 Stomach Neoplasms Diseases 0.000 claims 2
- 208000029742 colonic neoplasm Diseases 0.000 claims 2
- 239000003937 drug carrier Substances 0.000 claims 2
- 206010017758 gastric cancer Diseases 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 201000011549 stomach cancer Diseases 0.000 claims 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical group Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims 1
- 229910002651 NO3 Inorganic materials 0.000 claims 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims 1
- 229910019142 PO4 Inorganic materials 0.000 claims 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims 1
- DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 claims 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 1
- 150000001413 amino acids Chemical class 0.000 claims 1
- 239000011575 calcium Substances 0.000 claims 1
- 229910052791 calcium Inorganic materials 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 229940049920 malate Drugs 0.000 claims 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N malic acid Chemical compound OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims 1
- IWYDHOAUDWTVEP-UHFFFAOYSA-M mandelate Chemical compound [O-]C(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-M 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 1
- 239000010452 phosphate Substances 0.000 claims 1
- 239000011591 potassium Substances 0.000 claims 1
- 229910052700 potassium Inorganic materials 0.000 claims 1
- 239000011734 sodium Substances 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 claims 1
- 229940095064 tartrate Drugs 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
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D515/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen, oxygen, and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D515/22—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen, oxygen, and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains four or more hetero rings
-
- 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
- A61K31/4995—Pyrazines or piperazines forming part of bridged ring systems
-
- 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
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Claims (17)
1. Spoj sa formulom IC, ili njegova farmaceutski prihvatljiva sol ili ester:
[image]
pri čemu:
X je -NH-;
R1 je -OH ili -CN;
R2 je -C(=O)Ra grupa;
R3 je vodik ili -ORb grupa;
R4 je odabran od -CHzOH i -CH2O-(C=O)Rc;
Ra je odabran od vodika, supstituiranog ili nesupstituiranog C1-C12 alkila, supstituiranog ili nesupstituiranog C2-C12 alkenila, i supstituiranog ili nesupstituiranog C2-C12 alkinila;
Rb je odabran od supstituiranog ili nesupstituiranog C1-C12 alkila, supstituiranog ili nesupstituiranog C2-C12 alkenila i supstituiranog ili nesupstituiranog C2-C12 alkinila; i
Rc je odabran od supstituiranog ili nesupstituiranog C1-C12 alkila, supstituiranog ili nesupstituiranog C2-C12 alkenila, i supstituiranog ili nesupstituiranog C2-C12 alkinila.
2. Spoj prema patentnom zahtjevu 1 odabran od formula ICa ili ICb, ili njegova farmaceutski prihvatljiva sol ili ester:
[image]
pri čemu:
X je -NH-;
R1 je -OH ili -CN;
R2 je -C(=O)Ra grupa;
R3 je vodik ili -ORb grupa;
R4 je odabran od -CHzOH i -CH2OC(=O)Rc;
Ra je odabran od vodika, supstituiranog ili nesupstituiranog C1-C12 alkila, supstituiranog ili nesupstituiranog C2-C12 alkenila, i supstituiranog ili nesupstituiranog C2-C12 alkinila; i
Rb je odabran od supstituiranog ili nesupstituiranog C1-C12 alkila, supstituiranog ili nesupstituiranog C2-C12 alkenila, i supstituiranog ili nesupstituiranog C2-C12 alkinila; i
Rc je odabran od supstituiranog ili nesupstituiranog C1-C12 alkila, supstituiranog ili nesupstituiranog C2-C12 alkenila, i supstituiranog ili nesupstituiranog C2-C12 alkinila.
3. Spoj prema patentnom zahtjevu 1 ili 2, pri čemu R4 je odabran od -CHzOH i - CH2O(C=O)Rc pri čemu Rc je supstituirani ili nesupstituirani C1-C6 alkil; poželjno pri čemu je Rc odabran od supstituiranog ili nesupstituiranog metila, supstituiranog ili nesupstituiranog etila, supstituiranog ili nesupstituiranog n-propila, supstituiranog ili nesupstituiranog izopropila, supstituiranog ili nesupstituiranog n-butila, supstituiranog ili nesupstituiranog izobutila, supstituiranog ili nesupstituiranog sek-butila, i supstituiranog ili nesupstituiranog terc-butila; pri čemu je dalje poželjno Rc metil.
4. Spoj prema bilo kojem od patentnih zahtjeva 1 do 3 pri čemu R4 je -CHzOH.
5. Spoj prema bilo kojem od patentnih zahtjeva 1 do 4, pri čemu R1 je -OH.
6. Spoj prema bilo kojem od patentnih zahtjeva 1 do 5, pri čemu R2 je -C(=O)Ra grupa pri čemu Ra je supstituirani ili nesupstituirani C1-C6 alkil; pri čemu je poželjno Ra odabran od supstituiranog ili nesupstituiranog metila, supstituiranog ili nesupstituiranog etila, supstituiranog ili nesupstituiranog n-propila, supstituiranog ili nesupstituiranog izopropila, supstituiranog ili nesupstituiranog n-butila, supstituiranog ili nesupstituiranog izobutila, supstituiranog ili nesupstituiranog sek-butila i supstituiranog ili nesupstituiranog terc-butila, pri čemu je poželjno R2 acetil.
7. Spoj prema bilo kojem od patentnih zahtjeva 1 do 6, pri čemu R3 je vodik ili -ORb pri čemu Rb je supstituirani ili nesupstituirani C1-C6 alkil; pri čemu je poželjno Rb odabran od supstituiranog ili nesupstituiranog metila, supstituiranog ili nesupstituiranog etila, supstituiranog ili nesupstituiranog n-propila, supstituiranog ili nesupstituiranog izopropila, supstituiranog ili nesupstituiranog n-butila, supstituiranog ili nesupstituiranog izobutila, supstituiranog ili nesupstituiranog sek-butila i supstituiranog ili nesupstituiranog terc-butila, pri čemu poželjno R3 je vodik.
8. Spoj prema patentnom zahtjevu 7 pri čemu R3 je -ORb pri čemu Rb je supstituirani ili nesupstituirani C1-C6 alkil; pri čemu je poželjno Rb odabran od supstituiranog ili nesupstituiranog metila, supstituiranog ili nesupstituiranog etila, supstituiranog ili nesupstituiranog n-propila, supstituiranog ili nesupstituiranog izopropila, supstituiranog ili nesupstituiranog n-butila, supstituiranog ili nesupstituiranog izobutila, supstituiranog ili nesupstituiranog sek-butila i supstituiranog ili nesupstituiranog terc-butila, poželjno pri čemu R3 je metoksi.
9. Spoj prema patentnom zahtjevu 1 sa formulom:
[image]
[image]
ili njegova farmaceutski prihvatljiva sol ili ester.
10. Spoj prema bilo kojem od patentnih zahtjeva 1 do 9, pri čemu je sol odabrana od hidroklorida, hidrobromida, hidrojodida, sulfata, nitrata, fosfata, acetata, trifluoroacetata, maleata, fumarata, citrata, oksalata, sukcinata, tartrata, malata, mandelata, metan sulfonata, p-toluen sulfonata, natrija, kalija, kalcija, amonija, etilendiamina, etanolamina, N,N-dialkilenetanolamina, trietanolamina i baznih aminokiselina.
11. Farmaceutska kompozicija koja sadrži spoj prema bilo kojem od patentnih zahtjeva 1 do 10 ili njegovu farmaceutski prihvatljivu sol ili ester i farmaceutski prihvatljiv nosač.
12. Dozni oblik koji sadrži farmaceutsku kompoziciju prema patentnom zahtjevu 11.
13. Spoj prema bilo kojem od patentnih zahtjeva 1 do 10, ili njegova farmaceutski prihvatljiva sol ili ester, ili kompozicija prema patentnom zahtjevu 11, ili dozni oblik prema patentnom zahtjevu 12, za primjenu kao lijek.
14. Spoj prema bilo kojem od patentnih zahtjeva 1 do 10, ili njegova farmaceutski prihvatljiva sol ili ester, kompozicija prema patentnom zahtjevu 11, ili dozni oblik prema patentnom zahtjevu 12, za primjenu u liječenju raka.
15. Spoj, kompozicija ili dozni oblik za primjenu prema patentnom zahtjevu 14, pri čemu je rak odabran od raka pluća uključujući nesitnostanični rak pluća i sitnostanični rak pluća, raka debelog crijeva, kolorektalnog raka, raka dojke, raka gušterače, sarkoma, raka jajnika, raka prostate i raka želuca; pri čemu je poželjno rak odabran od raka pluća uključujući nesitnostanični rak pluća i sitnostanični rak pluća, raka dojke, raka gušterače i kolorektalnog raka.
16. Proces dobivanja spoja kako je definirano u bilo kojem od patentnih zahtjeva 1 do 10 ili njegove farmaceutski prihvatljive soli ili estera:
koji obuhvaća korak reagiranja spoja formule II sa spojem formule III da se dobije spoj formule IV:
[image]
pri čemu (gdje je dozvoljeno mogućim supstituentnim grupama):
X je -NH-;
R2 je -C(=O)Ra grupa;
R3 je vodik ili -ORb grupa;
R4 je odabran od -CHzOH i -CH2OC(=O)Rc;
Ra je odabran od vodika, supstituiranog ili nesupstituiranog C1-C12 alkila, supstituiranog ili nesupstituiranog C2-C12 alkenila, supstituiranog ili nesupstituiranog C2-C12 alkinila;
Rb je odabran od supstituiranog ili nesupstituiranog C1-C12 alkila, supstituiranog ili nesupstituiranog C2-C12 alkenila, i supstituiranog ili nesupstituiranog C2-C12 alkinila; i
Rc je odabran od supstituiranog ili nesupstituiranog C1-C12 alkila, supstituiranog ili nesupstituiranog C2-C12 alkenila, i supstituiranog ili nesupstituiranog C2-C12 alkinila;
i koji po izboru obuhvaća dodatni korak zamjene cijano grupe u spoju formule IV sa hidroksi grupom da se dobije spoj formule IC, pri čemu R1 je OH.
17. Komplet koji sadrži terapijski efikasnu količinu spoja prema bilo kojem patentom zahtjevu 1 do 10 ili njegove farmaceutski prihvatljive soli ili estera i farmaceutski prihvatljiv nosač; komplet koji po izboru dalje sadrži uputstva za primjenu spoja u liječenju raka, i poželjnije raka odabranog od raka pluća, uključujući nesitnostanični rak pluća i sitnostanični rak pluća, raka debelog crijeva, raka dojke, raka gušterače, sarkoma, raka jajnika, raka prostate, kolorektalnog raka i raka želuca.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP17382228 | 2017-04-27 | ||
| EP17382497 | 2017-07-26 | ||
| EP18720255.1A EP3615544B9 (en) | 2017-04-27 | 2018-04-27 | Antitumoral compounds |
| PCT/EP2018/060868 WO2018197663A1 (en) | 2017-04-27 | 2018-04-27 | Antitumoral compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP20230455T1 true HRP20230455T1 (hr) | 2023-07-21 |
Family
ID=62063080
Family Applications (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HRP20230433TT HRP20230433T1 (hr) | 2017-04-27 | 2018-04-27 | Antitumorski spojevi |
| HRP20231233TT HRP20231233T1 (hr) | 2017-04-27 | 2018-04-27 | Antitumorski spojevi |
| HRP20230455TT HRP20230455T1 (hr) | 2017-04-27 | 2018-04-27 | Antitumorski spojevi |
| HRP20191443 HRP20191443T1 (hr) | 2017-04-27 | 2019-08-09 | Antitumorska sjedinjenja |
| HRP20191442 HRP20191442T1 (hr) | 2017-04-27 | 2019-08-09 | Antitumorska sjedinjenja |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HRP20230433TT HRP20230433T1 (hr) | 2017-04-27 | 2018-04-27 | Antitumorski spojevi |
| HRP20231233TT HRP20231233T1 (hr) | 2017-04-27 | 2018-04-27 | Antitumorski spojevi |
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| JOP20190254A1 (ar) * | 2017-04-27 | 2019-10-27 | Pharma Mar Sa | مركبات مضادة للأورام |
| TWI824043B (zh) * | 2018-10-25 | 2023-12-01 | 西班牙商瑪製藥股份有限公司 | 藥物抗體共軛物 |
| JP2023503318A (ja) * | 2019-11-21 | 2023-01-27 | ファルマ、マール、ソシエダード、アノニマ | ルルビネクテジン製剤で小細胞肺がんを処置する方法 |
| WO2021214126A1 (en) | 2020-04-21 | 2021-10-28 | Pharma Mar, S.A. | Drug antibody conjugates |
| TW202144369A (zh) * | 2020-04-26 | 2021-12-01 | 大陸商江蘇恆瑞醫藥股份有限公司 | 海鞘素類衍生物及其製備方法與醫藥用途 |
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