SK282236B6 - Chinazolínové deriváty, spôsob ich prípravy, farmaceutický prostriedok, ktorý ich obsahuje a ich použitie - Google Patents
Chinazolínové deriváty, spôsob ich prípravy, farmaceutický prostriedok, ktorý ich obsahuje a ich použitie Download PDFInfo
- Publication number
- SK282236B6 SK282236B6 SK1454-97A SK145497A SK282236B6 SK 282236 B6 SK282236 B6 SK 282236B6 SK 145497 A SK145497 A SK 145497A SK 282236 B6 SK282236 B6 SK 282236B6
- Authority
- SK
- Slovakia
- Prior art keywords
- formula
- chloro
- quinazoline
- pharmaceutically acceptable
- fluoroanilino
- Prior art date
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Classifications
-
- 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
-
- 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
-
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
- C07D239/94—Nitrogen atoms
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Description
Príklad | Test (a) | Test (b) |
1 | IC50 (μΜ) 0,02 | ic5o 0,1 |
2 | 0,09 | 0,7 |
3 | 0,01 | 0,4 |
4 | 0,01 | 0,1 |
5 | 0,06 | 0,2 |
β | 0,01 | 0,1 |
7 | 0,09 | 0,3 |
8 | 0,4B | 0,9 |
9 | 0,01 | 0.1 |
12 | 0,06 | 0,16 |
13 | 0,07 | 0,12 |
14 | 0,67 | 0,3 |
15 | 0,07 | 0,64 |
17 | 0,05 | 0,15 |
18 | 0,27 | 0.39 |
19 | 0,52 | 0,45 |
20 | 0,67 | 0,55 |
21 | 0,06 | 0,12 |
22 | 0.1 | 0,19 |
23 | 0,06 | 0,16 |
zlúčenina X laktóza Ph.Eur. sodná soľ kroskarmelózy pasta kukuričného Škrobu (5 V hmotn./obj.pasta) stearát horečnatý (b) tableta II | 100 182,75 12,0 2,25 3,0 mg/tableta |
zlúčenina X | 50 |
laktóza Ph.Eur. | 223,75 |
sodná soľ kroskarmelózy | 6,0 |
kukuričný Škrob | 15,0 |
polyvinylpyrolidón | 2,25 |
stearát horečnatý | 3,0 |
(c) tableta III | mg/tableta |
zlúčenina X | 1,0 |
laktóza Ph.Eur. | 93,25 |
sodná soľ kroskarmelózy pasta kukuričného Škrobu | 4,0 |
(5 t hmotn./obj. pasta) | 0,75 |
stearát horečnatý | 1,0 |
d) kapsule | mg/kapsule |
zlúčenina X | 10 |
laktóza Ph.Eur. | 488,5 |
stearát horečnatý | 1,5 |
í) injekcia I | (50 mg/ml) |
zlúčenina X | 5,0 t hmotn./obj. |
1 M roztok hydroxidu sodného 0,1 M kyselina chlorovodíková (na úpravu pH na 7,6) | 15,0 % hmotn./obj. |
polyetylénglykol 400 voda na injekcie do 100 % | 4,5 % hmotn./obj. |
) injekcie II | (10 mg/ml) |
zlúčenina X | 1,0% hmotn./obj. |
fosforečnan sodný BP | 3,6 % hmotn./obj. |
0,1 M roztok hydroxidu sodného voda na injekcie do 100 t | 15.0 % hmotn./obj. |
I injekcie III | (1 mg/ml, puf rované na pH 6) |
zlúčenina x | 0,1 t hmotn./obj. |
fosforečnan sodný BP | 2,26 1 hmotn./obj |
kyselina citrónová | 0,38 % hmotn./obj |
polyetylénglykol 400 voda na injekcie do 100 % | 3,5 % hmotn./obj. |
Claims (15)
- PATENTOVÉ NÁROKY1. Chinazolínový derivát všeobecného vzorca (I) kde (R2)n je 3',4'-difluór, 3',4'-dichlór, 3'-fluór-4'-chlór alebo 3'-chlór-4'-fluór,R3 je metoxyskupina aR1 je 2-dimetylaminoetoxyskupina,
- 2- dietylaminoetoxyskupina,
- 3- dimetylaminopropoxyskupina, 3 -dietylaminopropoxyskupina,2- (pyrolidin-1 -yl)etoxyskupina,3- (pyrolidin-1 -yl)propoxyskupina,2- piperidinoetoxyskupina,3- piperidinopropoxyskupina,2- morfolinoetoxyskupina,3- morfolinopropoxyskupina,2-(4-metylpiperazin-1 -yl)etoxyskupina,2- (imidazol-1 -yljetoxyskupina,3- (imidazol-1 -yljpropoxyskupina,2- [di-(2-metoxyetyl)amino]etoxyskupina alebo3- morfolino-2-hydroxypropoxyskupina alebo jeho farmaceutický použiteľná adičná soľ s kyselinou.2. Chinazolínový derivát všeobecného vzorca (I), podľa nároku 1, kde (R2)„ je 3'-fluór-4'-chlór alebo 3'-chlór-4’-fluór;R3 je metoxyskupina aR1 je 2-dimetylaminoetoxyskupina,2-dietylaminoetoxyskupina, 3 -dimetylaminopropoxyskupina, 3 -dietylaminopropoxyskupina,2- (pyrolidin-1 -yljetoxyskupina,3- (pyrolidin-1 -yljpropoxyskupina, 2-piperidinoetoxy,3 -piperidinopropoxy 2-morfolinoetoxyskupina, 3 -morfolinopropoxyskupina, 2-(4-metylpiperazin-1 -yl)etoxyskupina, 2-(imidazol-1 -yl)etoxyskupina, 3 -imidazol-1 -yl)propoxy,2- [di-(2-metoxyetyl)amino]etoxyskupina alebo3- morfolino-2-hydroxypropoxyskupÍna alebo jeho farmaceutický použiteľná adičná soľ s jednou alebo dvomi molekulami kyseliny.3. Chinazolínový derivát všeobecného vzorca (I), podľa nároku 1, kde (R2)„ je 3',4°-difluór, 3',4'-dichlór, 3'-fluór-4'-chlór alebo 3'-chlór-4'-fluór,R3 je metoxyskupina a R1 je 3-morfolinopropoxyskupina alebo jeho farmaceutický použiteľná adičná soľ s kyselinou.
- 4. Chinazolínový derivát všeobecného vzorca (I) podľa nároku 1, ktorým je:4- (3'-chlór-4’-fluóranilino)-7-metoxy-6-(2-pyrolidin-l-yletoxy)chinazolín alebo jeho farmaceutický použiteľná adičná soľ s kyselinou.
- 5. Chinazolínový derivát všeobecného vzorca (I), podľa nároku 1, ktoiým je:4-(3'-chlór-4'-fluóranilino)-7-metoxy-6-(2-morfolinoetoxyjchinazolín alebo jeho farmaceutický použiteľná adičná soľ s kyselinou.
- 6. Chinazolínový derivát všeobecného vzorca (I), podľa nároku 1, ktorým je:4-(3'-chlór-4'-fluóranilino)-6-(3-dietylaminopropoxy)-7-metoxychinazolín alebo jeho farmaceutický použiteľná adičná soľ s kyselinou.
- 7. Chinazolínový derivát všeobecného vzorca (I), podľa nároku 1, ktorým je:4-(3'-chlór-4'-fluóranilino)-7-metoxy-6-(3-pyrolidin-l-ylpropoxy)chinazolín alebo jeho farmaceutický použiteľná adičná soľ s kyselinou.
- 8. Chinazolínový derivát všeobecného vzorca (I), podľa nároku 1, ktorým je:4-(3,-chlór-4'-fluóranilino)-6-(3-dimetylaminopropoxy)-7-metoxychinazolín alebo jeho farmaceutický použiteľná adičná soľ s kyselinou.
- 9. Chinazolínový derivát všeobecného vzorca (I) podľa nároku 1, ktorým je:4-(3,,4'-difluóranilino)-7-metoxy-6-(3-morfolinopropoxy)chinazolín alebo jeho farmaceutický použiteľná adičná soľ s kyselinou.
- 10. Chinazolínový derivát všeobecného vzorca (I), podľa nároku 1, ktorým je:4-(3'-chlór-4,-fluóranilino)-7-metoxy-6-(3-piperidinopropoxyjchinazolín alebo jeho farmaceutický použiteľná adičná soľ s kyselinou.
- 11. Chinazolínový derivát všeobecného vzorca (I), podľa nároku 1, ktorým je:4-(3'-chlór-4'-fluóranilino)-7-metoxy-6-(3-morfolmopropoxyjchinazolln alebo jeho farmaceutický použiteľná adičná soľ s kyselinou.
- 12. Hydrochlorid chinazolínového derivátu všeobecného vzorca (I) ako je nárokovaný v nároku 11.
- 13. Spôsob prípravy chinazolínového derivátu všeobecného vzorca (I) alebo jeho farmaceutický prijateľnej soli, ako je nárokované v ktoromkoľvek z nárokov 1 až 12, vyznačujúci sa tým, že zahŕňa (a) reakciu chinazolínu všeobecného vzorca (II) sa alkyluje chinazolínový derivát všeobecného vzorca (I), kde R'je hydroxyskupina, (c) na prípravu zlúčenín všeobecného vzorca (I), kde R1 je aminosubstituovaná etoxylová alebo propoxylová skupina, reaguje zlúčenina všeobecného vzorca (I), kde R1 je hydroxyetoxyskupina alebo hydroxypropoxyskupina alebo jej reaktívny derivát s vhodným amínom, alebo (d) na prípravu zlúčenín všeobecného vzorca (I), kde R1 je 3-morfolino-2-hydroxypropoxyskupina, reaguje zlúčenina všeobecného vzorca (I), kde R* je 2,3-epoxypropoxyskupina s morfolínom, potom sa prípadne pripraví farmaceutický prijateľná soľ chinazolínového derivátu všeobecného vzorca (I) reakciou tohto derivátu s vhodnou kyselinou zvyčajnými spôsobmi.
- 14. Farmaceutický prostriedok, vyznačuj úci sa t ý m , že obsahuje chinazolínový derivát všeobecného vzorca (I) alebo jeho farmaceutický prijateľnú soľ, podľa nárokov 1 až 12, spolu s farmaceutický prijateľným riedidlom alebo nosičom.
- 15. Použitie chinazolínového derivátu všeobecného vzorca (I) alebo jeho farmaceutický prijateľnej soli, podľa ktoréhokoľvek z nárokov 1 až 12, na prípravu liečiva vyvolávajúceho antiproliferačný účinok u teplokrvných živočíchov.Koniec dokumentu kde Zje odštiepiteľná skupina, s anilínom všeobecného vzorca (III) (III) (b) na prípravu zlúčenín všeobecného vzorca (I), kde R1 je aminosubstituovaná etoxylová alebo propoxylová skupina,
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB9508538.7A GB9508538D0 (en) | 1995-04-27 | 1995-04-27 | Quinazoline derivatives |
PCT/GB1996/000961 WO1996033980A1 (en) | 1995-04-27 | 1996-04-23 | Quinazoline derivatives |
Publications (2)
Publication Number | Publication Date |
---|---|
SK145497A3 SK145497A3 (en) | 1998-02-04 |
SK282236B6 true SK282236B6 (sk) | 2001-12-03 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SK1454-97A SK282236B6 (sk) | 1995-04-27 | 1996-04-23 | Chinazolínové deriváty, spôsob ich prípravy, farmaceutický prostriedok, ktorý ich obsahuje a ich použitie |
Country Status (39)
Country | Link |
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US (1) | US5770599A (sk) |
EP (1) | EP0823900B1 (sk) |
JP (1) | JP3040486B2 (sk) |
KR (1) | KR100296656B1 (sk) |
CN (1) | CN1100046C (sk) |
AR (1) | AR003944A1 (sk) |
AT (1) | ATE198329T1 (sk) |
AU (1) | AU699163B2 (sk) |
BG (1) | BG62730B1 (sk) |
BR (1) | BRPI9608082B8 (sk) |
CA (1) | CA2215732C (sk) |
CZ (1) | CZ288489B6 (sk) |
DE (2) | DE122009000076I1 (sk) |
DK (1) | DK0823900T3 (sk) |
EE (1) | EE03482B1 (sk) |
EG (1) | EG24134A (sk) |
ES (1) | ES2153098T3 (sk) |
FR (1) | FR09C0065I2 (sk) |
GB (1) | GB9508538D0 (sk) |
GR (1) | GR3035211T3 (sk) |
HK (1) | HK1005371A1 (sk) |
HR (1) | HRP960204B1 (sk) |
HU (1) | HU223313B1 (sk) |
IL (1) | IL118045A (sk) |
LU (1) | LU91631I2 (sk) |
MY (1) | MY114425A (sk) |
NL (1) | NL300429I1 (sk) |
NO (2) | NO309472B1 (sk) |
NZ (1) | NZ305444A (sk) |
PL (1) | PL189182B1 (sk) |
PT (1) | PT823900E (sk) |
RO (1) | RO117849B1 (sk) |
RU (1) | RU2153495C2 (sk) |
SI (1) | SI0823900T1 (sk) |
SK (1) | SK282236B6 (sk) |
TW (1) | TW436486B (sk) |
UA (1) | UA52602C2 (sk) |
WO (1) | WO1996033980A1 (sk) |
ZA (1) | ZA963358B (sk) |
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- 1996-04-24 AR ARP960102305A patent/AR003944A1/es unknown
- 1996-04-25 HR HR960204A patent/HRP960204B1/xx not_active IP Right Cessation
- 1996-04-25 MY MYPI96001577A patent/MY114425A/en unknown
- 1996-04-26 US US08/638,331 patent/US5770599A/en not_active Expired - Lifetime
- 1996-04-26 ZA ZA963358A patent/ZA963358B/xx unknown
- 1996-04-26 IL IL11804596A patent/IL118045A/en active Protection Beyond IP Right Term
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1997
- 1997-10-24 NO NO974940A patent/NO309472B1/no not_active IP Right Cessation
- 1997-11-18 BG BG102052A patent/BG62730B1/bg unknown
-
1998
- 1998-05-25 HK HK98104504A patent/HK1005371A1/xx not_active IP Right Cessation
-
2001
- 2001-01-11 GR GR20010400025T patent/GR3035211T3/el unknown
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2009
- 2009-12-15 FR FR09C0065C patent/FR09C0065I2/fr active Active
- 2009-12-16 NO NO2009028C patent/NO2009028I1/no unknown
- 2009-12-17 NL NL300429C patent/NL300429I1/nl unknown
- 2009-12-17 LU LU91631C patent/LU91631I2/fr unknown
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