UY26041A1 - BICYCLE HETERO CYCLES, MEDICINES CONTAINING THESE COMPOUNDS, THEIR USE AND PROCEDURES FOR THEIR PREPARATION - Google Patents
BICYCLE HETERO CYCLES, MEDICINES CONTAINING THESE COMPOUNDS, THEIR USE AND PROCEDURES FOR THEIR PREPARATIONInfo
- Publication number
- UY26041A1 UY26041A1 UY26041A UY26041A UY26041A1 UY 26041 A1 UY26041 A1 UY 26041A1 UY 26041 A UY26041 A UY 26041A UY 26041 A UY26041 A UY 26041A UY 26041 A1 UY26041 A1 UY 26041A1
- Authority
- UY
- Uruguay
- Prior art keywords
- group
- alkylene
- substituted
- atom
- optionally substituted
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title 1
- 239000003814 drug Substances 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 abstract 2
- -1 1,2-vinylene group Chemical group 0.000 abstract 1
- 125000004343 1-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C([H])([H])[H] 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 206010028980 Neoplasm Diseases 0.000 abstract 1
- 102000004022 Protein-Tyrosine Kinases Human genes 0.000 abstract 1
- 108090000412 Protein-Tyrosine Kinases Proteins 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000002618 bicyclic heterocycle group Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 125000005677 ethinylene group Chemical group [*:2]C#C[*:1] 0.000 abstract 1
- KTRMJZKBFCFXLV-UHFFFAOYSA-N ethyl 2-[4-[3-[4-(3-bromoanilino)-6-(prop-2-enoylamino)quinazolin-7-yl]oxypropyl]piperazin-1-yl]acetate Chemical compound C1CN(CC(=O)OCC)CCN1CCCOC1=CC2=NC=NC(NC=3C=C(Br)C=CC=3)=C2C=C1NC(=O)C=C KTRMJZKBFCFXLV-UHFFFAOYSA-N 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000001841 imino group Chemical group [H]N=* 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 210000004072 lung Anatomy 0.000 abstract 1
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 230000000144 pharmacologic effect Effects 0.000 abstract 1
- 230000026683 transduction Effects 0.000 abstract 1
- 238000010361 transduction Methods 0.000 abstract 1
Classifications
-
- 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
-
- 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
- A61K31/4706—4-Aminoquinolines; 8-Aminoquinolines, e.g. chloroquine, primaquine
-
- 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
-
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
-
- 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
-
- 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
- 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
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Heterociclos bicíclicos de la fórmula general (I), en donde: Ra contiene un átomo de hidrógeno o un grupo alquilo; Rb contiene un grupo fenilo, bencilo ó 1-feniletilo, en los que el núcleo de fenilo está sustituido; Rc y Rd, que pueden ser iguales o diferentes, contienen en cada caso un átomo de hidrógeno, flúor o cloro, un grupo metoxi o metilo eventualmente sustituido; X contiene un grupo metino sustituido con un grupo ciano, o un átomo de nitrógeno; A contiene un átomo de oxígeno o un grupo imino eventualmente sustituido con un grupo alquilo; B contiene un grupo carbonilo o sulfonilo; C contiene un grupo 1,3-alenileno, 1,1- ó 1,2-vinileno, que en cada caso pueden estar sustituidos, un grupo etinileno o un grupo 1,3-butadien-1,4-ileno eventualmente sustituido; D contiene grupo alquileno, CO-alquileno o SO2-alquileno, o en el caso de que D esté unido a un átomo de carbono del radical E, contiene también un enlace o, en el caso de que D esté unido a un átomo de nitrógeno del radical E, contiene también un grupo carbonilo o sulfonilo; E contiene un grupo R6O-CO-alquilen-NR5, (R7O-PO-OR8)-alquilen-NR5 ó (R7O-PO-R9)-alquilen-NR5. Por ejemplo: 4-((3-bromofenil)amino)-7-(3-(4-((etoxicarbonil)metil)-piperazin-1-il)propiloxi)-6-((vinilcarbonil)amino)-quinazolina. La invención presenta también sus tautómeros, sus esteroisómeros y sus sales, en particular sus sales fisiologicamente compatibles con ácidos o bases inorgánicas u rogánicas, que presentan valiosas propiedades farmacológicas, en particular un efecto inhibidor sobre las transducción de senales inducidas por tirosina-quinasas, a su empleo para el tratamiento de enfermedades, en particular tumorales. pulmonares y de las vías respiratorias, y a su preparación.Bicyclic heterocycles of the general formula (I), wherein: Ra contains a hydrogen atom or an alkyl group; Rb contains a phenyl, benzyl or 1-phenylethyl group, in which the phenyl nucleus is substituted; Rc and Rd, which may be the same or different, each contain a hydrogen, fluorine or chlorine atom, an optionally substituted methoxy or methyl group; X contains a methine group substituted with a cyano group, or a nitrogen atom; A contains an oxygen atom or an imino group optionally substituted with an alkyl group; B contains a carbonyl or sulfonyl group; C contains a 1,3-alelenylene, 1,1- or 1,2-vinylene group, which in each case can be substituted, an ethynylene group or an optionally substituted 1,3-butadien-1,4-ylene group; D contains alkylene, CO-alkylene or SO2-alkylene group, or in the case that D is attached to a carbon atom of radical E, it also contains a bond or, in the case that D is attached to a nitrogen atom of radical E, it also contains a carbonyl or sulfonyl group; E contains a group R6O-CO-alkylene-NR5, (R7O-PO-OR8) -alkylene-NR5 or (R7O-PO-R9) -alkylene-NR5. For example: 4 - ((3-bromophenyl) amino) -7- (3- (4 - ((ethoxycarbonyl) methyl) -piperazin-1-yl) propyloxy) -6 - ((vinylcarbonyl) amino) -quinazoline. The invention also presents its tautomers, its stereoisomers and its salts, in particular its physiologically compatible salts with inorganic or roganic acids or bases, which have valuable pharmacological properties, in particular an inhibitory effect on the transduction of signals induced by tyrosine kinases, to its use for the treatment of diseases, particularly tumors. lung and airways, and their preparation.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE1999108567 DE19908567A1 (en) | 1999-02-27 | 1999-02-27 | New 4-amino-quinazoline or quinoline derivatives, are tyrosine kinase-mediated signal transduction inhibitors useful e.g. for treating tumors, polyps or respiratory or gastrointestinal diseases |
DE1999111366 DE19911366A1 (en) | 1999-03-15 | 1999-03-15 | New 4-amino-quinazoline or quinoline derivatives, are tyrosine kinase-mediated signal transduction inhibitors useful e.g. for treating tumors, polyps or respiratory or gastrointestinal diseases |
DE1999128306 DE19928306A1 (en) | 1999-06-21 | 1999-06-21 | New 4-amino-quinazoline or quinoline derivatives, are tyrosine kinase-mediated signal transduction inhibitors useful e.g. for treating tumors, polyps or respiratory or gastrointestinal diseases |
DE19954816A DE19954816A1 (en) | 1999-11-13 | 1999-11-13 | New 4-amino-quinazoline or quinoline derivatives, are tyrosine kinase-mediated signal transduction inhibitors useful e.g. for treating tumors, polyps or respiratory or gastrointestinal diseases |
Publications (1)
Publication Number | Publication Date |
---|---|
UY26041A1 true UY26041A1 (en) | 2000-09-29 |
Family
ID=37516076
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
UY26041A UY26041A1 (en) | 1999-02-27 | 2000-02-28 | BICYCLE HETERO CYCLES, MEDICINES CONTAINING THESE COMPOUNDS, THEIR USE AND PROCEDURES FOR THEIR PREPARATION |
Country Status (5)
Country | Link |
---|---|
AR (1) | AR031668A1 (en) |
CO (1) | CO5251386A1 (en) |
EA (1) | EA200100830A1 (en) |
UY (1) | UY26041A1 (en) |
YU (1) | YU60501A (en) |
-
2000
- 2000-02-24 EA EA200100830A patent/EA200100830A1/en unknown
- 2000-02-24 YU YU60501A patent/YU60501A/en unknown
- 2000-02-25 CO CO00013546A patent/CO5251386A1/en not_active Application Discontinuation
- 2000-02-28 AR ARP000100873A patent/AR031668A1/en not_active Withdrawn
- 2000-02-28 UY UY26041A patent/UY26041A1/en not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
CO5251386A1 (en) | 2003-02-28 |
YU60501A (en) | 2004-07-15 |
EA200100830A1 (en) | 2002-04-25 |
AR031668A1 (en) | 2003-10-01 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
109 | Application deemed to be withdrawn |
Effective date: 20100111 |