HRP20220339T1 - Antibakterijski spojevi - Google Patents
Antibakterijski spojevi Download PDFInfo
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- HRP20220339T1 HRP20220339T1 HRP20220339TT HRP20220339T HRP20220339T1 HR P20220339 T1 HRP20220339 T1 HR P20220339T1 HR P20220339T T HRP20220339T T HR P20220339TT HR P20220339 T HRP20220339 T HR P20220339T HR P20220339 T1 HRP20220339 T1 HR P20220339T1
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- 150000001875 compounds Chemical class 0.000 title claims 28
- 230000000844 anti-bacterial effect Effects 0.000 title 1
- 125000001424 substituent group Chemical group 0.000 claims 16
- 125000005843 halogen group Chemical group 0.000 claims 15
- 125000003118 aryl group Chemical group 0.000 claims 14
- 125000000217 alkyl group Chemical group 0.000 claims 11
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 10
- 125000001153 fluoro group Chemical group F* 0.000 claims 9
- 239000001257 hydrogen Substances 0.000 claims 8
- 229910052739 hydrogen Inorganic materials 0.000 claims 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 7
- 229910052757 nitrogen Inorganic materials 0.000 claims 7
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 6
- 229910052731 fluorine Inorganic materials 0.000 claims 5
- 239000011737 fluorine Substances 0.000 claims 5
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 201000008827 tuberculosis Diseases 0.000 claims 4
- 125000005647 linker group Chemical group 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 3
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 2
- 229940121383 antituberculosis agent Drugs 0.000 claims 2
- 125000004429 atom Chemical group 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 125000004122 cyclic group Chemical group 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 125000005842 heteroatom Chemical group 0.000 claims 2
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- 239000000814 tuberculostatic agent Substances 0.000 claims 2
- 125000002733 (C1-C6) fluoroalkyl group Chemical group 0.000 claims 1
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [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 compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000003368 amide group Chemical group 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 125000002619 bicyclic 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
- 125000002837 carbocyclic group Chemical group 0.000 claims 1
- 125000003262 carboxylic acid ester group Chemical class [H]C([H])([*:2])OC(=O)C([H])([H])[*:1] 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 238000005859 coupling reaction Methods 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 239000011630 iodine Substances 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
- 125000000335 thiazolyl group Chemical group 0.000 claims 1
- 125000001425 triazolyl group Chemical group 0.000 claims 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 1
Classifications
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- 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
- C07D471/02—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 two hetero rings
- C07D471/04—Ortho-condensed systems
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- 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
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
- A61K31/404—Indoles, e.g. pindolol
-
- 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
- A61K31/425—Thiazoles
- A61K31/429—Thiazoles 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
- A61K31/435—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
- A61K31/4353—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 ortho- or peri-condensed with heterocyclic ring systems
- A61K31/437—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 ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
-
- 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
- A61K31/438—The ring being spiro-condensed with carbocyclic or 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
- A61K31/435—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
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/444—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring heteroatom, e.g. amrinone
-
- 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
- A61K31/4709—Non-condensed quinolines and containing further heterocyclic rings
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- 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
- 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
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
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- 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
- A61K31/498—Pyrazines or piperazines ortho- and peri-condensed with carbocyclic ring systems, e.g. quinoxaline, phenazine
-
- 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
- A61K31/4985—Pyrazines or piperazines ortho- or peri-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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
- A61P31/06—Antibacterial agents for tuberculosis
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
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- 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
- C07D487/10—Spiro-condensed systems
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen 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 two hetero rings
- C07D513/04—Ortho-condensed systems
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
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- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pulmonology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Claims (20)
1. Spoj s formulom (IA) za upotrebu u liječenju tuberkuloze
[image]
naznačen time što
R1 predstavlja vodik;
L1 predstavlja -CH2-;
X1 predstavlja po izboru fenilensku ili naftilensku aromatsku poveznu skupinu (koja povezna skupina može sama po sebi biti po izboru supstituirana s jednim ili više supstituenata odabranih između fluora, -OH, -OC1-6 alkila i C1-6 alkila, pri čemu su posljednja dva alkilna ostatka sami po izboru supstituirani s jednim ili više fluoro atoma);
Xa predstavlja C(H) ili N;
Xb predstavlja C(H), N, O (u kojem slučaju L2 nije prisutan) ili C=O (u kojem slučaju L2 također nije prisutan);
q1 predstavlja -CH2-, -CH2-CH2-, -O-CH2- ili "-";
q2 predstavlja -CH2- ili -CH2-CH2-;
q3 predstavlja -CH2- ili -CH2-CH2-;
q4 predstavlja -CH2- ili -CH2-CH2-;
kada Xb predstavlja O ili C=O, tada L2 nije prisutan;
kada Xb predstavlja C(H) ili N, tada L2 može predstavljati vodik, halo, -ORf, -C(O)-Rg, C1-6 alkil (po izboru supstituiran s jednim ili više halo, npr. atomima fluora) ili aromatsku skupinu (po izboru supstituiranu s jednim ili više supstituenata odabranih od halo, C1-6 alkila (sam je po izboru supstituiran s jednim ili više supstituenata odabranih od fluoro, -CF3 i/ili -SF5), -OC1-6alkila (sam je po izboru supstituiran s jednim ili više fluoro atoma),-O-fenila (sam je po izboru supstituiran s halo, C1-6alkil, C1-6fluoroalkil i/ili -OC1-6alkil) ili -SF5); ili, kada je vezan na dušik, tj. kada Xb je N, L2 predstavlja -S(O)2-C1-6alkil po izboru supstituiran s jednim ili više fluoro atoma;
Rf predstavlja vodik, C1-6 alkil (po izboru supstituiran s jednim ili više fluora) ili aromatsku skupinu (sama je po izboru supstituirana s jednim ili više supstituenata odabranih od halo, C1-6alkila i -OC1-6alkila, pri čemu posljednja dva alkilna ostatka mogu sami po izboru mogu biti supstituirani s jednim ili više fluoro atoma);
Rg predstavlja vodik ili C1-6alkil (po izboru supstituiran s jednim ili više supstituenata odabranih od fluora, ili -OC1-3 alkila, koji je potonji dio također izborno supstituiran s jednim ili više fluoro atoma) ili aromatsku skupinu (po izboru supstituiranu s jednim ili više supstituenata odabranih od halo, C1-6 alkila ili -OC1-6alkila);
prsten A može biti vezan na potrebnu amidnu skupinu (tj. dio -C(O)-N(R1)-) putem jedne od dvije moguće veze predstavljene točkastim linijama, koje su veze povezane s prstenom A na dva različita atoma (tog prstena);
prsten A je 5-eročlani aromatski prsten koji sadrži najmanje jedan heteroatom (po mogućnosti koji sadrži najmanje jedan dušikov atom);
prsten B je 5- ili 6-eročlani prsten, koji može biti aromatski ili nearomatski, po izboru sadrži jedan do četiri heteroatoma (poželjno odabrana od dušika, kisika i sumpora);
bilo prsten A i/ili prsten B može biti po izboru supstituiran s jednim ili više supstituenata odabranih između: halo, C1-6 alkil (po izboru supstituiran s jednim ili više halo, npr. fluoro atoma) i/ili -OC1-6alkil (sam je po izboru supstituiran s jednim ili više fluoro atoma),
ili njegova farmaceutski prihvatljiva sol.
2. Spoj za upotrebu prema patentnom zahtjevu 1, naznačen time što X1 predstavlja:
[image]
ili
[image]
u kojem su takve vezne skupine po izboru supstituirane s jednim ili više supstituenata odabranih od fluoro, CH3, CF3, -OCH3 i -OCF3.
3. Spoj za upotrebu prema zahtjevu 1 ili zahtjevu 2, naznačen time što je spirociklički dio, tj. kombinirani prsten koji sadrži Xa i Xb predstavljen kako slijedi:
[image]
[image]
[image]
[image]
[image]
4. Spoj za upotrebu prema bilo kojem od prethodnih patentnih zahtjeva naznačen time što:
prsten A je predstavljen na sljedeći način:
[image]
[image]
i/ili
prsten B je predstavljen na sljedeći način:
[image]
[image]
[image]
[image]
[image]
pri čemu "SUB" i "Sub" predstavljaju jedan ili više mogućih supstituenata na relevantnom atomu (npr. atomu ugljika ili dušika).
5. Spoj za upotrebu prema bilo kojem od prethodnih patentnih zahtjeva, naznačen time što su kombinirani sustavi prstenova, tj. prsten A i prsten B predstavljeni kako slijedi:
[image]
[image]
[image]
[image]
[image]
[image]
[image]
[image]
gdje "SUB" predstavlja jedan ili više mogućih supstituenata na biciklu (tj. na prstenu A i/ili na prstenu B) i "Sub" predstavlja mogući izborni supstituent na N atomu bicikla (u ovom kontekstu nesupstituiran značilo bi "NH").
6. Spoj za upotrebu prema bilo kojem od prethodnih patentnih zahtjeva, naznačen time što:
najmanje jedan od Xa i Xb predstavlja N i drugi predstavlja C(H), N ili (u slučaju Xb) O; i/ili
oba Xa i Xb ne predstavljaju C(H).
7. Spoj za upotrebu prema bilo kojem od prethodnih patentnih zahtjeva, naznačen time što L2 predstavlja vodik, halo, -ORf, -C(O)Rg, ili aromatsku skupinu (izborno supstituiranu s jednim ili dva supstituenta) odabrana između -OC1-6alkila (sam je po izboru supstituiran s jednim ili više fluoro atoma) ili -SF5, ili, alternativno sa halo).
8. Spoj za upotrebu prema patentnom zahtjevu 7, naznačen time što Rf predstavlja C1-6alkil ili arilnu skupinu izborno supstituiranu s C1-3alkilo, (sama je po izboru supstituirana s jednim ili više fluoro atoma, tako da tvori npr. skupinu -CF3 ) i/ili Rg predstavlja C1-3alkil (po izboru supstituiran s fluorom) ili fenil.
9. Spoj za upotrebu prema bilo kojem od patentnih zahtjeva 1-6, naznačen time što kada Xb je N i L2 predstavlja -S(O)2-C1-6alkil, tada predstavlja -S(O)2CF3.
10. Spoj s formulom (IA) kako je definiran u zahtjevu 1 ali naznačen time što:
L1 predstavlja -CH2-;
X1 nije prisutan ili X1 predstavlja karbocikličku aromatsku poveznu skupinu;
kada X1 predstavlja karbocikličku skupinu poveznicu on predstavlja fenilen (npr. 1,4-fenilen) na primjer:
[image]
najmanje jedan od Xa i Xb predstavlja N i drugi predstavlja C(Rc), N ili (u slučaju Xb) O;
3- do 6-eročlani prsten koji sadrži Xa i Xb spiro-cikal vezan na 4- do 6-eročlani prsten;
u jednom aspektu L2 predstavlja aromatsku skupinu (kako je ovdje definirano) po izboru supstituiranu kako je ovdje definirano, i/ili, u drugom aspektu L2 predstavlja -ORf u kojem Rf predstavlja arilnu skupinu (kako je ovdje definirano) po izboru supstituiranu kako je ovdje definirano;
kada L2 predstavlja (po izboru supstituiranu) aromatsku skupinu, to može biti fenil ili 5- ili 6-eročlana heterociklička skupina (npr. koja sadrži najmanje jedan atom dušika, tako da tvori piridil, tiazolil ili triazolil prsten; u glavnoj realizaciji heterociklička skupina je piridil), gdje su izborni supstituenti kao što je ovdje definirano;
izborni supstituenti na aromatskim L2 skupinama su odabrani između halo, C1-6 alkil, -CF3, - OC1-6 alkil i -OCF3;
kada Rf predstavlja arilnu skupinu, tada je poželjno fenil izborno supstituiran s C1-3 alkilom, sam po izboru supstituiran s fluorom);
prsten A i prsten B zajedno predstavljaju 8 ili 9-člani biciklički prsten (prsten A je 5-eročlani prsten, a prsten B može biti 5- ili 6-eročlani prsten, u kojem su oba prstena poželjno aromatska) koji sadrži najmanje jedan dušikov atom (i u glavnoj izvedbi, najmanje jedan dušikov atom koji je zajednički za oba prstena);
izborni supstituenti na prstenu A i prstenu B su halo, C1-3 alkil i -OC1-3 alkil,
ili njegova farmaceutski prihvatljiva sol.
11. Spoj s formulom (IB) kako je dolje prikazan:
[image]
pri čemu
cijeli brojevi su kao što je definirano u bilo kojem od zahtjeva 1-10, i gdje:
n1, n2, n3 i n4 neovisno predstavljaju 1;
najmanje jedan od Xa i Xb predstavlja N i drugi predstavlja CH ili N.
12. Spoj prema patentnom zahtjevu 11, sa slijedećom formulom:
[image]
naznačen time što
R1 predstavlja vodik;
L1 predstavlja -CH2-;
X1 predstavlja karbocikličku aromatsku povezujuću skupinu koja je:
1,4-fenilen:
[image]
najmanje jedan od Xa i Xb predstavlja N i drugi predstavlja CH ili N;
L2 predstavlja -S(O)2-C1-6alkil po izboru supstituiran s jednim ili više fluoro atoma;
kombinirani sustavi prstenova, tj. prsten A i prsten B predstavljeni su na sljedeći način:
[image]
i "SUB" predstavlja izborne supstituente na prstenu A i prstenu B i predstavljaju halo, C1-3 alkil i -OC1-3 alkil,
ili njegova farmaceutski prihvatljiva sol.
13. Spoj:
[image]
ili njegova farmaceutski prihvatljiva sol.
14. Spoj kako je definiran u bilo kojem od patentnih zahtjeva 10 do 13, naznačen time što se koristi kao lijek.
15. Farmaceutski pripravak naznačen time što sadrži farmaceutski prihvatljiv nosač i, kao aktivni sastojak, terapeutski učinkovitu količinu spoja kako je definirano u bilo kojem od patentnih zahtjeva 10-13.
16. Spoj prema bilo kojem od patentnih zahtjeva 10-13 za uporabu u liječenju tuberkuloze.
17. Upotreba spoja prema bilo kojem od patentnih zahtjeva 1 do 13 za proizvodnju lijeka za liječenje tuberkuloze.
18. Kombinacija (a) spoja prema bilo kojem od patentnih zahtjeva 1 do 13, i (b) jednog ili više drugih sredstava protiv tuberkuloze.
19. Proizvod naznačen time što sadrži (a) spoj prema bilo kojem od zahtjeva 1 do 13, i (b) jedno ili više drugih sredstava protiv tuberkuloze, kao kombinirani pripravak za istovremenu, odvojenu ili sekvencijalnu upotrebu u liječenju tuberkuloze.
20. Postupak za pripravu spoja s formulom (IA) prema patentnom zahtjevu 10, koji obuhvaća:
(i) reakciju spoja s formulom (II),
[image]
u kojoj su cijeli brojevi definirani u zahtjevu 1, sa spojem s formulom (III),
LG1-L2 (III)
pri čemu L2 je kao što je definirano u zahtjevu 1 (ali kada L2 nije vodik, halo ili vezan za O ili S), i LG1 je prikladna odlazeća skupina;
(ii) reakciju spoja s formulom (IV),
[image]
pri čemu su cijeli brojevi kao što je definirano u zahtjevu 1, ili njegov prikladan derivat, kao što je derivat estera karboksilne kiseline, sa spojem s formulom (V)
[image]
pri čemu su cijeli brojevi kao što je gore definirano, pod reakcijskim uvjetima amidnog sparivanja;
(iii) sparivanje spoja s formulom (VI),
[image]
pri čemu su cijeli brojevi kao što je definirano u zahtjevu 1, i LG2 predstavlja prikladnu odlazeću skupinu, sa spojem s formulom (VI),
[image]
pri čemu su cijeli brojevi kao što je definirano u zahtjevu 1;
(iv) sparivanje spoja s formulom (VIII),
[image]
pri čemu su cijeli brojevi kao što je definirano u zahtjevu 1, i LG3 predstavlja prikladnu odlazeću skupinu kako je gore opisano u odnosu na LG2 (i može naročito predstavljati klor, brom ili jod), sa spojem s formulom (IX),
LG4-L2 (IX)
pri čemu L2 je kao što je definirano u zahtjevu 1 (ali pri čemu L2 nije vodik, halo ili vezan za O ili S), i LG4 je prikladna skupina.
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BR112017028318B1 (pt) * | 2015-07-02 | 2024-02-20 | Janssen Sciences Ireland Uc | Composto antibacteriano, seu uso, processo para sua preparação,produto que o contém, composição farmacêutica e combinação |
CA3026010A1 (en) | 2016-06-16 | 2017-12-21 | Janssen Sciences Ireland Unlimited Company | Heterocyclic compounds as antibacterials |
BR112018075939A2 (pt) | 2016-06-16 | 2019-04-09 | Janssen Sciences Ireland Unlimited Company | compostos heterocíclicos como antibacterianos |
BR112019017901A2 (pt) | 2017-03-01 | 2020-05-12 | Janssen Sciences Ireland Unlimited Company | Terapia de combinação |
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