CO5251472A1 - Derivados sustituidos del acido n-bencil-indol-3-il-glioxilico con efecto antitumoral - Google Patents
Derivados sustituidos del acido n-bencil-indol-3-il-glioxilico con efecto antitumoralInfo
- Publication number
- CO5251472A1 CO5251472A1 CO00097375A CO00097375A CO5251472A1 CO 5251472 A1 CO5251472 A1 CO 5251472A1 CO 00097375 A CO00097375 A CO 00097375A CO 00097375 A CO00097375 A CO 00097375A CO 5251472 A1 CO5251472 A1 CO 5251472A1
- Authority
- CO
- Colombia
- Prior art keywords
- group
- radical
- cooh
- amino
- alkyl
- Prior art date
Links
- 239000002253 acid Substances 0.000 title abstract 2
- 230000000259 anti-tumor effect Effects 0.000 title abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 17
- -1 nitro, amino Chemical group 0.000 abstract 14
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 9
- 229910052736 halogen Inorganic materials 0.000 abstract 6
- 150000002367 halogens Chemical class 0.000 abstract 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 6
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 5
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 abstract 5
- 239000001257 hydrogen Substances 0.000 abstract 5
- 125000003277 amino group Chemical group 0.000 abstract 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 4
- 125000006624 (C1-C6) alkoxycarbonylamino group Chemical group 0.000 abstract 3
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 abstract 3
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 abstract 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 229940024606 amino acid Drugs 0.000 abstract 2
- 235000001014 amino acid Nutrition 0.000 abstract 2
- 150000001413 amino acids Chemical class 0.000 abstract 2
- 229960001230 asparagine Drugs 0.000 abstract 2
- 125000004429 atom Chemical group 0.000 abstract 2
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 abstract 2
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 abstract 2
- 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 125000005862 (C1-C6)alkanoyl group Chemical group 0.000 abstract 1
- FQUYSHZXSKYCSY-UHFFFAOYSA-N 1,4-diazepane Chemical group C1CNCCNC1 FQUYSHZXSKYCSY-UHFFFAOYSA-N 0.000 abstract 1
- MRDIZANPJLYUKO-UHFFFAOYSA-N 2-(1-benzylindol-3-yl)-2-oxoacetic acid Chemical class C12=CC=CC=C2C(C(=O)C(=O)O)=CN1CC1=CC=CC=C1 MRDIZANPJLYUKO-UHFFFAOYSA-N 0.000 abstract 1
- DCXYFEDJOCDNAF-UHFFFAOYSA-N Asparagine Natural products OC(=O)C(N)CC(N)=O DCXYFEDJOCDNAF-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- DCXYFEDJOCDNAF-REOHCLBHSA-N L-asparagine Chemical compound OC(=O)[C@@H](N)CC(N)=O DCXYFEDJOCDNAF-REOHCLBHSA-N 0.000 abstract 1
- 125000006294 amino alkylene group Chemical group 0.000 abstract 1
- 125000005239 aroylamino group Chemical group 0.000 abstract 1
- 125000005421 aryl sulfonamido group Chemical group 0.000 abstract 1
- 235000009582 asparagine Nutrition 0.000 abstract 1
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 abstract 1
- 125000004744 butyloxycarbonyl group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 abstract 1
- 125000004494 ethyl ester group Chemical group 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 150000004702 methyl esters Chemical class 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 125000004193 piperazinyl group Chemical group 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 125000005493 quinolyl group Chemical group 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 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
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicinal Preparation (AREA)
- Indole Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19962300A DE19962300A1 (de) | 1999-12-23 | 1999-12-23 | Substituierte N-Benzyl-Indol-3-yl-glyoxylsäure-Derivate mit Antitumorwirkung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CO5251472A1 true CO5251472A1 (es) | 2003-02-28 |
Family
ID=7934006
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CO00097375A CO5251472A1 (es) | 1999-12-23 | 2000-12-22 | Derivados sustituidos del acido n-bencil-indol-3-il-glioxilico con efecto antitumoral |
Country Status (31)
| Country | Link |
|---|---|
| US (1) | US6432987B2 (https=) |
| EP (1) | EP1240157B1 (https=) |
| JP (1) | JP2003519137A (https=) |
| KR (1) | KR100747425B1 (https=) |
| CN (1) | CN1283637C (https=) |
| AR (1) | AR027098A1 (https=) |
| AT (1) | ATE259364T1 (https=) |
| AU (1) | AU772745B2 (https=) |
| BG (1) | BG106924A (https=) |
| BR (1) | BR0016712A (https=) |
| CA (1) | CA2395259A1 (https=) |
| CO (1) | CO5251472A1 (https=) |
| CZ (1) | CZ20022094A3 (https=) |
| DE (2) | DE19962300A1 (https=) |
| DK (1) | DK1240157T3 (https=) |
| ES (1) | ES2215768T3 (https=) |
| HK (1) | HK1054038B (https=) |
| HU (1) | HUP0203716A3 (https=) |
| IL (1) | IL150235A0 (https=) |
| MX (1) | MXPA02006229A (https=) |
| NO (1) | NO324750B1 (https=) |
| NZ (2) | NZ519977A (https=) |
| PL (1) | PL195014B1 (https=) |
| PT (1) | PT1240157E (https=) |
| RU (1) | RU2266280C2 (https=) |
| SK (1) | SK8752002A3 (https=) |
| TR (1) | TR200400601T4 (https=) |
| TW (1) | TWI284128B (https=) |
| UA (1) | UA75060C2 (https=) |
| WO (1) | WO2001047913A2 (https=) |
| ZA (1) | ZA200204896B (https=) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19814838C2 (de) * | 1998-04-02 | 2001-01-18 | Asta Medica Ag | Indolyl-3-glyoxylsäure-Derivate mit Antitumorwirkung |
| DE19946301A1 (de) * | 1998-04-02 | 2001-04-19 | Asta Medica Ag | Indolyl-3-glyoxylsäure-Derivate mit therapeutisch wertvollen Eigenschaften |
| DE10037310A1 (de) * | 2000-07-28 | 2002-02-07 | Asta Medica Ag | Neue Indolderivate und deren Verwendung als Arzneimittel |
| DE10318611A1 (de) * | 2003-04-24 | 2004-11-11 | Elbion Ag | 4-, 6- oder 7-Hydroxyindole mit N-Oxidgruppen und deren Verwendung als Therapeutika |
| DE10318609A1 (de) * | 2003-04-24 | 2004-11-11 | Elbion Ag | 5-Hydroxyindole mit N-Oxidgruppen und deren Verwendung als Therapeutika |
| EP1641777A1 (de) * | 2003-06-05 | 2006-04-05 | Zentaris GmbH | Indolderivate mit apoptose induzierender wirkung |
| US7211588B2 (en) * | 2003-07-25 | 2007-05-01 | Zentaris Gmbh | N-substituted indolyl-3-glyoxylamides, their use as medicaments and process for their preparation |
| WO2005023761A2 (en) | 2003-09-11 | 2005-03-17 | Kemia, Inc. | Cytokine inhibitors |
| US7268159B2 (en) * | 2003-09-25 | 2007-09-11 | Wyeth | Substituted indoles |
| DE102004031538A1 (de) * | 2004-06-29 | 2006-02-09 | Baxter International Inc., Deerfield | Pharmazeutische Darreichungsform zur oralen Verabreichung eines schwerlöslichen Wirkstoffs, Verfahren zu deren Herstellung und Kit |
| US8604055B2 (en) | 2004-12-31 | 2013-12-10 | Dr. Reddy's Laboratories Ltd. | Substituted benzylamino quinolines as cholesterol ester-transfer protein inhibitors |
| CA2605214C (en) | 2004-12-31 | 2016-07-12 | Reddy Us Therapeutics, Inc. | Benzylamine derivatives as cetp inhibitors |
| EP2363128B1 (en) * | 2005-03-11 | 2016-02-17 | Vertex Pharmaceuticals Incorporated | Indole modulators of ATP-binding cassette transporters |
| SG176477A1 (en) * | 2006-08-07 | 2011-12-29 | Ironwood Pharmaceuticals Inc | Indole compounds |
| CA2670778A1 (en) * | 2006-11-28 | 2008-06-05 | Ziopharm Oncology, Inc. | Use of indolyl-3-glyoxylic acid derivatives including indibulin, alone or in combination with further agents for treating cancer |
| SG175390A1 (en) | 2009-04-29 | 2011-12-29 | Amarin Corp Plc | Pharmaceutical compositions comprising epa and a cardiovascular agent and methods of using the same |
| AR084433A1 (es) | 2010-12-22 | 2013-05-15 | Ironwood Pharmaceuticals Inc | Inhibidores de la faah y composiciones farmaceuticas que los contienen |
| EP2744803A2 (en) | 2011-08-18 | 2014-06-25 | Dr. Reddy's Laboratories Ltd. | Substituted heterocyclic amine compounds as cholestryl ester-transfer protein (cetp) inhibitors |
| MX352074B (es) | 2011-09-27 | 2017-11-08 | Dr Reddys Laboratories Ltd | Derivados de 5-bencilaminometil-6-aminopirazolo [3,4-b] piridina como inhibidores de proteina de transferencia de ester de colesterilo (cetp) utiles para el tratamiento de aterosclerosis. |
Family Cites Families (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1028812A (en) * | 1962-08-28 | 1966-05-11 | Ici Ltd | Indole derivatives |
| EP0639567A1 (en) * | 1992-05-08 | 1995-02-22 | Otsuka Pharmaceutical Factory, Inc. | Indole derivative |
| IL109311A0 (en) * | 1993-04-16 | 1994-07-31 | Lilly Co Eli | 1H-indole-3-acetamide sPla2 inhibitors |
| NZ281431A (en) * | 1994-02-22 | 1997-09-22 | Merrell Pharma Inc | Alkylamide-substituted indole derivatives |
| PL180523B1 (pl) * | 1994-04-01 | 2001-02-28 | Eli Lilly & Co | Nowy zwiazek, pochodna 1H-indolo-3-glioksylamidu i srodek farmaceutyczny PL PL PL PL PL PL PL PL PL PL |
| DE19636150A1 (de) * | 1996-09-06 | 1998-03-12 | Asta Medica Ag | N-substituierte Indol-3-glyoxylamide mit antiasthmatischer, antiallergischer und immunsuppressiver/immunmodulierender Wirkung |
| AU6229298A (en) * | 1997-02-20 | 1998-09-09 | Shionogi & Co., Ltd. | Indole dicarboxylic acid derivatives |
| US5972988A (en) * | 1997-03-26 | 1999-10-26 | Eli Lilly And Company | Method for treatment of chronic bronchitis using indole compounds |
| WO1998047507A1 (en) * | 1997-04-24 | 1998-10-29 | Shionogi & Co., Ltd. | Method for the treatment of stroke using n-heterocyclic glyoxylamide compounds |
| TW455581B (en) * | 1997-06-26 | 2001-09-21 | Lilly Co Eli | Process for preparing 4-substituted-1H-indole-3-glyoxamides |
| JP2001513555A (ja) * | 1997-08-28 | 2001-09-04 | イーライ・リリー・アンド・カンパニー | 非リウマチ様関節炎の処置方法 |
| AU9664198A (en) * | 1997-09-26 | 1999-04-23 | Eli Lilly And Company | Method for the treatment of cystic fibrosis |
| CA2309135A1 (en) * | 1997-10-27 | 1999-05-06 | Michael Lyle Denney | N,n-diethylglycolamido ester prodrugs of indole spla2 inhibitors |
| WO1999021545A1 (en) * | 1997-10-27 | 1999-05-06 | Eli Lilly And Company | ISOPROPYL ESTER PRODRUGS OF INDOLE sPLA2 INHIBITORS |
| EP1039911B1 (en) * | 1997-10-27 | 2005-05-25 | Eli Lilly And Company | MORPHOLINO-N-ETHYL ESTER PRODRUGS OF INDOLE sPLA 2 INHIBITORS |
| WO1999024033A1 (en) * | 1997-11-12 | 1999-05-20 | Shionogi & Co., Ltd. | Method for the treatment of disorders associated with apoptosis using n-heterocyclic glyoxylamide compounds |
| WO1999025339A1 (en) * | 1997-11-14 | 1999-05-27 | Eli Lilly And Company | Treatment for alzheimer's disease |
| SK12752000A3 (sk) * | 1998-02-25 | 2001-03-12 | Genetics Institute, Inc. | Inhibítory fosfolipázových enzýmov, farmaceutický prostriedok s ich obsahom a ich použitie |
| DE19814838C2 (de) * | 1998-04-02 | 2001-01-18 | Asta Medica Ag | Indolyl-3-glyoxylsäure-Derivate mit Antitumorwirkung |
| DZ2770A1 (fr) * | 1998-04-17 | 2003-12-01 | Lilly Co Eli | Procédé de préparation de 1h-indol-3 glyoxamides substituées en position 4. |
| DE19818964A1 (de) * | 1998-04-28 | 1999-11-04 | Dresden Arzneimittel | Neue Hydroxyindole, deren Verwendung als Inhibitoren der Phospodiesterase 4 und Verfahren zu deren Herstellung |
| PL198983B1 (pl) * | 1998-04-28 | 2008-08-29 | Elbion Ag | Nowe hydroksyindole, ich zastosowanie jako inhibitorów fosfodiesterazy 4 oraz sposoby ich wytwarzania |
| CA2330856A1 (en) * | 1998-05-01 | 1999-11-11 | Eli Lilly And Company | Spla2 inhibitor compounds for treatment of disease |
| PL344571A1 (en) * | 1998-05-01 | 2001-11-05 | Lilly Co Eli | Spla2 |
| WO2000067802A1 (en) * | 1999-05-10 | 2000-11-16 | Protarga, Inc. | Fatty acid-n-substituted indol-3-glyoxyl-amide compositions and uses thereof |
| TWI269654B (en) * | 1999-09-28 | 2007-01-01 | Baxter Healthcare Sa | N-substituted indole-3-glyoxylamide compounds having anti-tumor action |
-
1999
- 1999-12-23 DE DE19962300A patent/DE19962300A1/de not_active Withdrawn
-
2000
- 2000-12-15 US US09/736,431 patent/US6432987B2/en not_active Expired - Fee Related
- 2000-12-19 MX MXPA02006229A patent/MXPA02006229A/es active IP Right Grant
- 2000-12-19 IL IL15023500A patent/IL150235A0/xx not_active IP Right Cessation
- 2000-12-19 UA UA2002076107A patent/UA75060C2/uk unknown
- 2000-12-19 RU RU2002120462/04A patent/RU2266280C2/ru not_active IP Right Cessation
- 2000-12-19 JP JP2001549383A patent/JP2003519137A/ja not_active Withdrawn
- 2000-12-19 AT AT00983349T patent/ATE259364T1/de not_active IP Right Cessation
- 2000-12-19 PT PT00983349T patent/PT1240157E/pt unknown
- 2000-12-19 NZ NZ519977A patent/NZ519977A/en unknown
- 2000-12-19 DK DK00983349T patent/DK1240157T3/da active
- 2000-12-19 NZ NZ533731A patent/NZ533731A/en unknown
- 2000-12-19 PL PL355684A patent/PL195014B1/pl unknown
- 2000-12-19 CZ CZ20022094A patent/CZ20022094A3/cs unknown
- 2000-12-19 SK SK875-2002A patent/SK8752002A3/sk unknown
- 2000-12-19 HK HK03106408.0A patent/HK1054038B/zh not_active IP Right Cessation
- 2000-12-19 AU AU20119/01A patent/AU772745B2/en not_active Ceased
- 2000-12-19 WO PCT/EP2000/012947 patent/WO2001047913A2/de not_active Ceased
- 2000-12-19 DE DE50005284T patent/DE50005284D1/de not_active Expired - Fee Related
- 2000-12-19 BR BR0016712-6A patent/BR0016712A/pt not_active Application Discontinuation
- 2000-12-19 EP EP00983349A patent/EP1240157B1/de not_active Expired - Lifetime
- 2000-12-19 KR KR1020027007933A patent/KR100747425B1/ko not_active Expired - Fee Related
- 2000-12-19 TR TR2004/00601T patent/TR200400601T4/xx unknown
- 2000-12-19 HU HU0203716A patent/HUP0203716A3/hu unknown
- 2000-12-19 ES ES00983349T patent/ES2215768T3/es not_active Expired - Lifetime
- 2000-12-19 CA CA002395259A patent/CA2395259A1/en not_active Abandoned
- 2000-12-19 CN CNB008182094A patent/CN1283637C/zh not_active Expired - Fee Related
- 2000-12-19 TW TW089127265A patent/TWI284128B/zh not_active IP Right Cessation
- 2000-12-22 AR ARP000106916A patent/AR027098A1/es not_active Application Discontinuation
- 2000-12-22 CO CO00097375A patent/CO5251472A1/es not_active Application Discontinuation
-
2002
- 2002-06-19 ZA ZA200204896A patent/ZA200204896B/en unknown
- 2002-06-21 NO NO20023039A patent/NO324750B1/no unknown
- 2002-07-16 BG BG106924A patent/BG106924A/bg unknown
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