HUP0500100A2 - 1,3-diarylprop-2-en-1-ones, pharmaceutical compositions containing the same and use thereof - Google Patents
1,3-diarylprop-2-en-1-ones, pharmaceutical compositions containing the same and use thereofInfo
- Publication number
- HUP0500100A2 HUP0500100A2 HU0500100A HUP0500100A HUP0500100A2 HU P0500100 A2 HUP0500100 A2 HU P0500100A2 HU 0500100 A HU0500100 A HU 0500100A HU P0500100 A HUP0500100 A HU P0500100A HU P0500100 A2 HUP0500100 A2 HU P0500100A2
- Authority
- HU
- Hungary
- Prior art keywords
- carbon atom
- group
- alkyl
- trimethoxyphenyl
- atom alkyl
- Prior art date
Links
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- -1 COO(R4) Chemical group 0.000 abstract 7
- 229910052799 carbon Inorganic materials 0.000 abstract 6
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 125000006701 (C1-C7) alkyl group Chemical group 0.000 abstract 1
- 206010028980 Neoplasm Diseases 0.000 abstract 1
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 abstract 1
- 101100054666 Streptomyces halstedii sch3 gene Proteins 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001413 amino acids Chemical class 0.000 abstract 1
- 201000011510 cancer Diseases 0.000 abstract 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 abstract 1
- 125000000524 functional group Chemical group 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000005346 substituted cycloalkyl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C225/00—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
- C07C225/22—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
-
- 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
- C07D405/06—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 carbon chain containing only aliphatic carbon atoms
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C225/00—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
- C07C225/02—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton
- C07C225/14—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being unsaturated
- C07C225/16—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
- C07C237/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C279/30—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to nitro or nitroso groups
- C07C279/32—N-nitroguanidines
- C07C279/36—Substituted N-nitroguanidines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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
- C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyrrole Compounds (AREA)
- Indole Compounds (AREA)
- Bending Of Plates, Rods, And Pipes (AREA)
- Detergent Compositions (AREA)
Abstract
A találmány tárgya (I) általános képletű vegyületek - a képletben a) Yjelentése előnyösen halogénatom, egyenes láncú 1-7 szénatomos alkil,elágazó láncú 1-7 szénatomos alkil-, szubsztituált egyenes láncú 1-7szénatomos alkil-, NH2, NH(R4), N(R4)2, aralkil-, szubsztituáltaralkil-, COOH, COO(R4), CONH2, CONH(R4), CON(R4)2, CN csoport, b) Ar2jelentése (a) képletű csoport, amely képletben R1 és R2 közül az egyikjelentése NH2, NH2.HZ, NHC(O)-aminosav, NH-(GP), N=(GP) csoport, aholaz aminosav jelentése előnyösen szerin, és ahol GP jelentése egymetabolizálható szubsztituens, amely lehetővé teszi a funkciós csoportcseréjét: NH-(GP)<NH2 vagy N=(GP)<NH2 és ahol HZ jelentése egy szervesvagy szervetlen sav; és R1 és R2 közül a másik jelentése CH3, C2H5,OCH3, OC2H5, SCH3, NH(R5), N(R5)2, N(R5)(GP), N(R5)C(O)-aminosav, aholR5 jelentése 1-2 szénatomos alkilcsoport, és ha két R5 csoport vanjelen, azok együttesen egy gyűrűt is alkothatnak; c) X jelentése O,NOH, NO(R3), ahol R3 jelentése H, egyenes láncú 1-7 szénatomos alkil-,elágazó láncú 1-7 szénatomos alkil-, cikloalkil-, halogénezett egyenesláncú 1-7 szénatomos alkil, halogénezett elágazó láncú 1-7 szénatomosalkil-, szubsztituált cikloalkil-, halogénezett cikloalkil-, aralkil-vagy szubsztituált aralkilcsoport; és d) Ar jelentése előnyösen 2,5-dimetoxifenil-, 2,3,4-trimetoxifenil-, 3,4,5-trimetoxifenil-, 2,3,5-trimetoxifenil-, 2,4,5-trimetoxifenil-, 2,3,4,5-tetrametoxifenil vagy3-metoxi-4,5-metiléndioxi-csoport, A találmány vonatkozik továbbá afenti (I) általános képletű vegyületek alkalmazására és a vegyületekettartalmazó gyógyszerkészítményekre, amelyek alkalmasak rákosbetegségek kezelésére. ÓThe subject of the invention is compounds of the general formula (I) - in the formula a) Y is preferably a halogen atom, straight chain 1-7 carbon atom alkyl, branched chain 1-7 carbon atom alkyl-, substituted straight chain 1-7 carbon atom alkyl-, NH2, NH(R4) , N(R4)2, aralkyl, substituted aralkyl, COOH, COO(R4), CONH2, CONH(R4), CON(R4)2, CN group, b) Ar2 is a group of formula (a), in which R1 and R2 one of which means NH2, NH2.HZ, NHC(O)-amino acid, NH-(GP), N=(GP) group, where the amino acid is preferably serine, and where GP is a metabolizable substituent that allows the exchange of the functional group: NH -(GP)<NH 2 or N=(GP)<NH 2 and wherein HZ is an organic or inorganic acid; and the other of R1 and R2 is CH3, C2H5,OCH3, OC2H5, SCH3, NH(R5), N(R5)2, N(R5)(GP), N(R5)C(O)-amino acid, where R5 is C1-C2 alkyl group, and if two R5 groups are present, they can together form a ring; c) X is O, NOH, NO(R3), where R3 is H, straight chain 1-7 carbon atom alkyl, branched chain 1-7 carbon atom alkyl, cycloalkyl, halogenated straight chain 1-7 carbon atom alkyl, halogenated branched chain C1-C7 alkyl, substituted cycloalkyl, halogenated cycloalkyl, aralkyl or substituted aralkyl; and d) Ar is preferably 2,5-dimethoxyphenyl-, 2,3,4-trimethoxyphenyl-, 3,4,5-trimethoxyphenyl-, 2,3,5-trimethoxyphenyl-, 2,4,5-trimethoxyphenyl-, 2 ,3,4,5-tetramethoxyphenyl or 3-methoxy-4,5-methylenedioxy group. The invention also relates to the use of compounds of general formula (I) and pharmaceutical preparations containing the compounds, which are suitable for the treatment of cancer. HE
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0115739A FR2833008B1 (en) | 2001-12-05 | 2001-12-05 | 1,3-DIARYLPROP-2-IN-1-ONES, COMPOSITIONS CONTAINING THEM, AND USE |
FR0214217 | 2002-11-14 | ||
PCT/FR2002/004143 WO2003048106A2 (en) | 2001-12-05 | 2002-12-03 | 1,3-diarylprop-2-en-1-ones, compositions containing same and use thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
HUP0500100A2 true HUP0500100A2 (en) | 2005-05-30 |
Family
ID=26213287
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU0500100A HUP0500100A2 (en) | 2001-12-05 | 2002-12-03 | 1,3-diarylprop-2-en-1-ones, pharmaceutical compositions containing the same and use thereof |
Country Status (23)
Country | Link |
---|---|
EP (1) | EP1453790A2 (en) |
JP (1) | JP2005531494A (en) |
KR (1) | KR20050044712A (en) |
CN (1) | CN1612856A (en) |
AR (1) | AR037479A1 (en) |
AU (1) | AU2002365644A1 (en) |
BR (1) | BR0214694A (en) |
CA (1) | CA2469193A1 (en) |
CO (1) | CO5580759A2 (en) |
EA (1) | EA006803B1 (en) |
HR (1) | HRP20040508A2 (en) |
HU (1) | HUP0500100A2 (en) |
IL (1) | IL162223A0 (en) |
MA (1) | MA27351A1 (en) |
MX (1) | MXPA04005226A (en) |
NZ (1) | NZ533224A (en) |
PA (1) | PA8558501A1 (en) |
PE (1) | PE20030758A1 (en) |
PL (1) | PL370676A1 (en) |
RS (1) | RS47804A (en) |
SV (1) | SV2003001422A (en) |
TW (1) | TW200300685A (en) |
WO (1) | WO2003048106A2 (en) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2854399B1 (en) * | 2003-04-30 | 2006-11-17 | Aventis Pharma Sa | 1-ARYL-3- (INDOL-5-YL) -PROP-2-EN-1-ONES, COMPOSITIONS CONTAINING SAME AND USE THEREOF |
EP1598353A1 (en) | 2004-05-17 | 2005-11-23 | Boehringer Ingelheim International GmbH | Pyrrolobenzimidazolones and their use as antiproliferative agents |
WO2017103637A1 (en) | 2015-12-18 | 2017-06-22 | Blirt S.A. | Diphenylpropane compounds and their cytotoxic activity |
CN109467549B (en) * | 2018-12-07 | 2021-02-09 | 中国药科大学 | Quinoline-substituted chalcone compound, preparation method and application thereof |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4904697A (en) * | 1987-04-09 | 1990-02-27 | Merrell Dow Pharmaceuticals Inc. | Controlling the growth of certain tumor tissue with chalcone derivatives |
JPH08277242A (en) * | 1995-02-08 | 1996-10-22 | Kyowa Hakko Kogyo Co Ltd | Propenone derivative |
ATE259353T1 (en) * | 1995-12-01 | 2004-02-15 | Kyowa Hakko Kogyo Kk | PROPENONE DERIVATIVES |
EP0996432A2 (en) * | 1997-06-26 | 2000-05-03 | Statens Seruminstitut | Biologically active 1,3-bis-aromatic-prop-2-en-1-ones, 1,3-bis-aromatic-propan-1-ones, and 1,3-bis-aromatic-prop-2-yn-1-ones |
-
2002
- 2002-11-21 PE PE2002001118A patent/PE20030758A1/en not_active Application Discontinuation
- 2002-11-22 PA PA20028558501A patent/PA8558501A1/en unknown
- 2002-11-26 TW TW091134346A patent/TW200300685A/en unknown
- 2002-11-29 AR ARP020104618A patent/AR037479A1/en unknown
- 2002-12-02 SV SV2002001422A patent/SV2003001422A/en not_active Application Discontinuation
- 2002-12-03 EP EP02804242A patent/EP1453790A2/en not_active Withdrawn
- 2002-12-03 CN CNA028268601A patent/CN1612856A/en active Pending
- 2002-12-03 NZ NZ533224A patent/NZ533224A/en unknown
- 2002-12-03 JP JP2003549299A patent/JP2005531494A/en not_active Abandoned
- 2002-12-03 WO PCT/FR2002/004143 patent/WO2003048106A2/en not_active Application Discontinuation
- 2002-12-03 PL PL02370676A patent/PL370676A1/en unknown
- 2002-12-03 EA EA200400764A patent/EA006803B1/en not_active IP Right Cessation
- 2002-12-03 AU AU2002365644A patent/AU2002365644A1/en not_active Abandoned
- 2002-12-03 KR KR1020047008656A patent/KR20050044712A/en not_active Application Discontinuation
- 2002-12-03 RS YU47804A patent/RS47804A/en unknown
- 2002-12-03 HU HU0500100A patent/HUP0500100A2/en unknown
- 2002-12-03 BR BR0214694-0A patent/BR0214694A/en not_active IP Right Cessation
- 2002-12-03 CA CA002469193A patent/CA2469193A1/en not_active Abandoned
- 2002-12-03 MX MXPA04005226A patent/MXPA04005226A/en unknown
- 2002-12-03 IL IL16222302A patent/IL162223A0/en unknown
-
2004
- 2004-06-01 MA MA27708A patent/MA27351A1/en unknown
- 2004-06-03 CO CO04052091A patent/CO5580759A2/en not_active Application Discontinuation
- 2004-06-04 HR HR20040508A patent/HRP20040508A2/en not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
MA27351A1 (en) | 2005-06-01 |
AR037479A1 (en) | 2004-11-10 |
CO5580759A2 (en) | 2005-11-30 |
WO2003048106A3 (en) | 2004-03-25 |
EP1453790A2 (en) | 2004-09-08 |
EA006803B1 (en) | 2006-04-28 |
KR20050044712A (en) | 2005-05-12 |
PA8558501A1 (en) | 2003-09-05 |
JP2005531494A (en) | 2005-10-20 |
CA2469193A1 (en) | 2003-06-12 |
AU2002365644A1 (en) | 2003-06-17 |
RS47804A (en) | 2006-12-15 |
PL370676A1 (en) | 2005-05-30 |
CN1612856A (en) | 2005-05-04 |
EA200400764A1 (en) | 2004-12-30 |
BR0214694A (en) | 2004-12-14 |
NZ533224A (en) | 2006-03-31 |
TW200300685A (en) | 2003-06-16 |
PE20030758A1 (en) | 2003-10-07 |
HRP20040508A2 (en) | 2005-08-31 |
IL162223A0 (en) | 2005-11-20 |
WO2003048106A2 (en) | 2003-06-12 |
MXPA04005226A (en) | 2004-10-11 |
SV2003001422A (en) | 2003-07-10 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FD9A | Lapse of provisional protection due to non-payment of fees |