RU2002129353A - Терапевтические сочетания гипотензивного и антиангиогенного лекарственных средств - Google Patents
Терапевтические сочетания гипотензивного и антиангиогенного лекарственных средствInfo
- Publication number
- RU2002129353A RU2002129353A RU2002129353/14A RU2002129353A RU2002129353A RU 2002129353 A RU2002129353 A RU 2002129353A RU 2002129353/14 A RU2002129353/14 A RU 2002129353/14A RU 2002129353 A RU2002129353 A RU 2002129353A RU 2002129353 A RU2002129353 A RU 2002129353A
- Authority
- RU
- Russia
- Prior art keywords
- methoxy
- quinazoline
- yloxy
- agent
- use according
- Prior art date
Links
- 239000003814 drug Substances 0.000 title claims abstract 4
- 230000001772 anti-angiogenic effect Effects 0.000 title claims 2
- 208000001953 Hypotension Diseases 0.000 title 1
- 208000021822 hypotensive Diseases 0.000 title 1
- 230000001077 hypotensive effect Effects 0.000 title 1
- 230000001225 therapeutic effect Effects 0.000 title 1
- 239000004037 angiogenesis inhibitor Substances 0.000 claims abstract 14
- 239000002220 antihypertensive agent Substances 0.000 claims abstract 10
- 229940030600 antihypertensive agent Drugs 0.000 claims abstract 8
- 230000033115 angiogenesis Effects 0.000 claims abstract 4
- 201000010099 disease Diseases 0.000 claims abstract 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract 4
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract 4
- 241001465754 Metazoa Species 0.000 claims abstract 3
- 241000124008 Mammalia Species 0.000 claims abstract 2
- 238000004519 manufacturing process Methods 0.000 claims abstract 2
- 238000000034 method Methods 0.000 claims abstract 2
- 150000003839 salts Chemical class 0.000 claims 7
- 229940002612 prodrug Drugs 0.000 claims 5
- 239000000651 prodrug Substances 0.000 claims 5
- 239000012453 solvate Substances 0.000 claims 5
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- -1 4-fluorindol-5-yloxy Chemical group 0.000 claims 2
- 239000005541 ACE inhibitor Substances 0.000 claims 2
- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 229940044094 angiotensin-converting-enzyme inhibitor Drugs 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- GCABIYVOJWRUBO-MRXNPFEDSA-N (2r)-1-[4-[(4-fluoro-2-methyl-1h-indol-5-yl)oxy]-6-methoxyquinazolin-7-yl]oxy-3-pyrrolidin-1-ylpropan-2-ol Chemical compound C([C@@H](O)COC1=CC2=NC=NC(OC=3C(=C4C=C(C)NC4=CC=3)F)=C2C=C1OC)N1CCCC1 GCABIYVOJWRUBO-MRXNPFEDSA-N 0.000 claims 1
- YAIZIOMJNQKWHW-UHFFFAOYSA-N 4-[(4-fluoro-1h-indol-5-yl)oxy]-6-methoxy-7-(3-pyrrolidin-1-ylpropoxy)quinazoline Chemical compound COC1=CC2=C(OC=3C(=C4C=CNC4=CC=3)F)N=CN=C2C=C1OCCCN1CCCC1 YAIZIOMJNQKWHW-UHFFFAOYSA-N 0.000 claims 1
- QLKYLLNKQLYUCK-UHFFFAOYSA-N 4-[(4-fluoro-1h-indol-5-yl)oxy]-6-methoxy-7-[(1-methylpiperidin-4-yl)methoxy]quinazoline Chemical compound COC1=CC2=C(OC=3C(=C4C=CNC4=CC=3)F)N=CN=C2C=C1OCC1CCN(C)CC1 QLKYLLNKQLYUCK-UHFFFAOYSA-N 0.000 claims 1
- QIAQSHWCWZYWDB-UHFFFAOYSA-N 4-[(4-fluoro-1h-indol-5-yl)oxy]-6-methoxy-7-[2-(1-methylpiperidin-4-yl)ethoxy]quinazoline Chemical compound COC1=CC2=C(OC=3C(=C4C=CNC4=CC=3)F)N=CN=C2C=C1OCCC1CCN(C)CC1 QIAQSHWCWZYWDB-UHFFFAOYSA-N 0.000 claims 1
- OWHNSMAGPUBAHX-UHFFFAOYSA-N 4-[(4-fluoro-1h-indol-5-yl)oxy]-6-methoxy-7-[3-(4-methylpiperazin-1-yl)propoxy]quinazoline Chemical compound COC1=CC2=C(OC=3C(=C4C=CNC4=CC=3)F)N=CN=C2C=C1OCCCN1CCN(C)CC1 OWHNSMAGPUBAHX-UHFFFAOYSA-N 0.000 claims 1
- XXJWYDDUDKYVKI-UHFFFAOYSA-N 4-[(4-fluoro-2-methyl-1H-indol-5-yl)oxy]-6-methoxy-7-[3-(1-pyrrolidinyl)propoxy]quinazoline Chemical compound COC1=CC2=C(OC=3C(=C4C=C(C)NC4=CC=3)F)N=CN=C2C=C1OCCCN1CCCC1 XXJWYDDUDKYVKI-UHFFFAOYSA-N 0.000 claims 1
- NZMWZMBJACHTSF-UHFFFAOYSA-N 4-[(4-fluoro-2-methyl-1h-indol-5-yl)oxy]-6-methoxy-7-(3-piperidin-1-ylpropoxy)quinazoline Chemical compound COC1=CC2=C(OC=3C(=C4C=C(C)NC4=CC=3)F)N=CN=C2C=C1OCCCN1CCCCC1 NZMWZMBJACHTSF-UHFFFAOYSA-N 0.000 claims 1
- XWOGDYNDOQKNBW-UHFFFAOYSA-N 4-[(4-fluoro-2-methyl-1h-indol-5-yl)oxy]-6-methoxy-7-[(1-methylpiperidin-4-yl)methoxy]quinazoline Chemical compound COC1=CC2=C(OC=3C(=C4C=C(C)NC4=CC=3)F)N=CN=C2C=C1OCC1CCN(C)CC1 XWOGDYNDOQKNBW-UHFFFAOYSA-N 0.000 claims 1
- WKHMXMYWJGLMDQ-UHFFFAOYSA-N 4-[(4-fluoro-2-methyl-1h-indol-5-yl)oxy]-6-methoxy-7-[2-(1-methylpiperidin-4-yl)ethoxy]quinazoline Chemical compound COC1=CC2=C(OC=3C(=C4C=C(C)NC4=CC=3)F)N=CN=C2C=C1OCCC1CCN(C)CC1 WKHMXMYWJGLMDQ-UHFFFAOYSA-N 0.000 claims 1
- UBQBLLUOQUWFBD-UHFFFAOYSA-N 4-[(4-fluoro-2-methyl-1h-indol-5-yl)oxy]-6-methoxy-7-[3-(4-methylpiperazin-1-yl)propoxy]quinazoline Chemical compound COC1=CC2=C(OC=3C(=C4C=C(C)NC4=CC=3)F)N=CN=C2C=C1OCCCN1CCN(C)CC1 UBQBLLUOQUWFBD-UHFFFAOYSA-N 0.000 claims 1
- CUXRYZZQLQTALS-UHFFFAOYSA-N 4-[(6-fluoro-1h-indol-5-yl)oxy]-6-methoxy-7-(3-pyrrolidin-1-ylpropoxy)quinazoline Chemical compound COC1=CC2=C(OC=3C(=CC=4NC=CC=4C=3)F)N=CN=C2C=C1OCCCN1CCCC1 CUXRYZZQLQTALS-UHFFFAOYSA-N 0.000 claims 1
- VWIOUOMKJGDTHR-UHFFFAOYSA-N 6-methoxy-4-[(2-methyl-1h-indol-5-yl)oxy]-7-(3-pyrrolidin-1-ylpropoxy)quinazoline Chemical compound COC1=CC2=C(OC=3C=C4C=C(C)NC4=CC=3)N=CN=C2C=C1OCCCN1CCCC1 VWIOUOMKJGDTHR-UHFFFAOYSA-N 0.000 claims 1
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 claims 1
- 229940127291 Calcium channel antagonist Drugs 0.000 claims 1
- 108010007859 Lisinopril Proteins 0.000 claims 1
- 102000009484 Vascular Endothelial Growth Factor Receptors Human genes 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 239000005557 antagonist Substances 0.000 claims 1
- 239000002876 beta blocker Substances 0.000 claims 1
- 229940097320 beta blocking agent Drugs 0.000 claims 1
- 239000000480 calcium channel blocker Substances 0.000 claims 1
- 229960000830 captopril Drugs 0.000 claims 1
- FAKRSMQSSFJEIM-RQJHMYQMSA-N captopril Chemical compound SC[C@@H](C)C(=O)N1CCC[C@H]1C(O)=O FAKRSMQSSFJEIM-RQJHMYQMSA-N 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 239000003112 inhibitor Substances 0.000 claims 1
- 229960002394 lisinopril Drugs 0.000 claims 1
- RLAWWYSOJDYHDC-BZSNNMDCSA-N lisinopril Chemical compound C([C@H](N[C@@H](CCCCN)C(=O)N1[C@@H](CCC1)C(O)=O)C(O)=O)CC1=CC=CC=C1 RLAWWYSOJDYHDC-BZSNNMDCSA-N 0.000 claims 1
- 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims 1
- JWVCLYRUEFBMGU-UHFFFAOYSA-N quinazoline Chemical compound N1=CN=CC2=CC=CC=C21 JWVCLYRUEFBMGU-UHFFFAOYSA-N 0.000 claims 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical group 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
- UHTHHESEBZOYNR-UHFFFAOYSA-N vandetanib Chemical group COC1=CC(C(/N=CN2)=N/C=3C(=CC(Br)=CC=3)F)=C2C=C1OCC1CCN(C)CC1 UHTHHESEBZOYNR-UHFFFAOYSA-N 0.000 claims 1
- 230000008728 vascular permeability Effects 0.000 claims 1
- 239000004066 vascular targeting agent Substances 0.000 claims 1
Classifications
-
- 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
-
- 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
- A61K31/517—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with carbocyclic ring systems, e.g. quinazoline, perimidine
-
- 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
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- A—HUMAN NECESSITIES
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- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/16—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- A61K38/55—Protease inhibitors
- A61K38/556—Angiotensin converting enzyme inhibitors
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
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- A61P27/00—Drugs for disorders of the senses
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- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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- A61P3/00—Drugs for disorders of the metabolism
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- Cardiology (AREA)
- Rheumatology (AREA)
- Pain & Pain Management (AREA)
- Obesity (AREA)
- Hematology (AREA)
- Emergency Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
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Claims (14)
1. Применение сочетания антиангиогенного средства и гипотензивного средства при изготовлении лекарственного средства для лечения болезненного состояния, связанного с ангиогенезом у теплокровного млекопитающего, такого как человек.
2. Применение по п.1, где антиангиогенное средство воздействует на уровень содержания оксида азота.
3. Применение по п.1, где антиангиогенное средство представляет собой ингибитор VEGF рецепторной тирозинкиназы.
4. Применение по п.3, где антиангиогенное средство выбрано из следующих соединений:
6-метокси-4-(2-метилиндол-5-илокси)-7-(3-(пирролидин-1-ил)пропокси)хиназолин,
4-(4-фториндол-5-илокси)-6-метокси-7-(1-метилпиперидин-4-илметокси)хиназолин,
4-(4-фториндол-5-илокси)-6-метокси-7-(3-(4-метилпиперазин-1-ил)пропокси)хиназолин,
4-(6-фториндол-5-илокси)-6-метокси-7-(3-(пирролидин-1-ил)пропокси)хиназолин,
4-(4-фториндол-5-илокси)-6-метокси-7-(3-(пирролидин-1-ил)пропокси)хиназолин,
4-(4-фториндол-5-илокси)-6-метокси-7-(3-пиперидин-пропокси)хиназолин,
4-(4-фтор-2-метилиндол-5-илокси)-6-метокси-7-(3-(пирролидин-1-ил)пропокси)хиназолин,
4-(4-фтор-2-метилиндол-5-илокси)-6-метокси-7-(3-пиперидинопропокси)хиназолин,
4-(4-фтор-2-метилиндол-5-илокси)-6-метокси-7-((1-метилпиперидин-4-ил)метокси)хиназолин,
4-(4-фтор-2-метилиндол-5-илокси)-6-метокси-7-(3-(4-метилпиперазин-1-ил)пропокси)хиназолин,
4-(4-фториндол-5-илокси)-6-метокси-7-(2-(1-метилпиперидин-4-ил)этокси)хиназолин,
(2R)-7-(2-гидрокси-3-(пирролидин-1-ил)пропокси)-4-(4-фтор-2-метилиндол-5-илокси)-6-метоксихиназолин, и
4-(4-фтор-2-метилиндол-5-илокси)-6-метокси-7-(2-(1-метилпиперидин-4-ил)этокси)хиназолин или их фармацевтически приемлемых солей.
5. Применение по п.3, где антиангиогенное средство представляет собой соединение формулы II
где m представляет собой целое число от 1 до 3;
R1 представляет собой галоген или C1-3-алкил;
X1 представляет собой -О-;
R2 представляет собой группу, выбранную из следующих трех групп:
1) С1-5-алкил-R3a (где R3a представляет собой пиперидин-4-ил, который может содержать один или два заместителя, выбранных из гидроксильной группы, галогена, C1-4-алкила, C1-4-гидроксиалкила и C1-4-алкоксигруппы);
2) С2-5-алкенил-R3a (где R3a принимает значения, определенные выше);
3) C2-5-алкинил-Rза (где Rзa принимает значения, определенные выше);
и где любая алкильная, алкенильная или алкинильная группа может содержать один или несколько заместителей, выбранных из гидроксилькой группы, галогена и аминогруппы;
или его фармацевтически приемлемую соль, сольват или пролекарство.
6. Применение по любому из пп.1-3 и 5, где антиангиогенное средство представляет собой 4-(4-бром-2-фторанилино)-6-метокси-7-(1-метилпиперидин-4-илметокси)хиназолин или его фармацевтически приемлемую соль.
7. Применение по п.1, где антиангиогенное средство представляет собой средство сосудистого действия (vascular targeting agent).
8. Применение по п.7, где антиангиогенное средство представляет собой N-ацетилколхинол-О-фосфат.
9. Применение по любому из предыдущих пунктов, где гипотензивное средство представляет собой блокатор кальциевых каналов, A-II антагонист, АСЕ ингибитор или β-блокатор.
10. Применение по любому из предыдущих пунктов, где гипотензивное средство представляет собой АСЕ ингибитор.
11. Применение по п.10, где гипотензивное средство представляет собой лизиноприл или каптоприл.
12. Фармацевтическая композиция, включающая a) антиангиогенное средство или его фармацевтически приемлемую соль, сольват или пролекарство; b) гипотензивное средство или его фармацевтически приемлемую соль, сольват или пролекарство; и, необязательно, c) фармацевтически приемлемый носитель или разбавитель.
13. Набор лекарственных средств для применения при получении антиангиогенного эффекта и/или эффекта снижения сосудистой проницаемости у теплокровного животного, такого как человек, включающий a) антиангиогенное средство или его фармацевтически приемлемую соль, сольват или пролекарство, или фармацевтическую композицию; b) гипотензивное средство или его фармацевтически приемлемую соль, сольват или пролекарство, или фармацевтическую композицию; и, c) контейнер для размещения указанных средств.
14. Способ лечения болезненного состояния, связанного с ангиогенезом, включающий введение эффективного количества сочетания антиангиогенного средства и гипотензивного средства теплокровному животному, такому как человек.
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- 2001-04-02 PL PL01357605A patent/PL357605A1/xx not_active Application Discontinuation
- 2001-04-02 EP EP06003576A patent/EP1658849A3/en not_active Withdrawn
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2002
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