HUP0202707A2 - Sejtdifferenciálódást előidéző szerek és hiszton dezacetiláz inhibitorok új osztálya, valamint ezeket tartalmazó gyógyászati készítmények és alkalmazásuk - Google Patents
Sejtdifferenciálódást előidéző szerek és hiszton dezacetiláz inhibitorok új osztálya, valamint ezeket tartalmazó gyógyászati készítmények és alkalmazásukInfo
- Publication number
- HUP0202707A2 HUP0202707A2 HU0202707A HUP0202707A HUP0202707A2 HU P0202707 A2 HUP0202707 A2 HU P0202707A2 HU 0202707 A HU0202707 A HU 0202707A HU P0202707 A HUP0202707 A HU P0202707A HU P0202707 A2 HUP0202707 A2 HU P0202707A2
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- general formula
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- 239000003795 chemical substances by application Substances 0.000 title 1
- 230000002492 cytodifferentiating effect Effects 0.000 title 1
- 239000003276 histone deacetylase inhibitor Substances 0.000 title 1
- 229940121372 histone deacetylase inhibitor Drugs 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- NEAQRZUHTPSBBM-UHFFFAOYSA-N 2-hydroxy-3,3-dimethyl-7-nitro-4h-isoquinolin-1-one Chemical group C1=C([N+]([O-])=O)C=C2C(=O)N(O)C(C)(C)CC2=C1 NEAQRZUHTPSBBM-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000003282 alkyl amino group Chemical group 0.000 abstract 2
- 125000005647 linker group Chemical group 0.000 abstract 2
- 238000002360 preparation method Methods 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- 206010028980 Neoplasm Diseases 0.000 abstract 1
- 229910006074 SO2NH2 Inorganic materials 0.000 abstract 1
- 125000001165 hydrophobic group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- -1 hydroxyamino, hydroxyl Chemical group 0.000 abstract 1
- 230000035755 proliferation Effects 0.000 abstract 1
- 125000000565 sulfonamide group Chemical group 0.000 abstract 1
- 125000003396 thiol group Chemical group [H]S* 0.000 abstract 1
- 125000004044 trifluoroacetyl group Chemical group FC(C(=O)*)(F)F 0.000 abstract 1
- 210000004881 tumor cell Anatomy 0.000 abstract 1
- 230000004614 tumor growth Effects 0.000 abstract 1
Classifications
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- C07C235/70—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/72—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atoms of the carboxamide groups bound to acyclic carbon atoms
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- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen 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
- C07D213/72—Nitrogen atoms
- C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- C07C233/02—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
- C07C233/04—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C233/07—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring
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- C07C233/12—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups
- C07C233/13—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
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- C07C235/72—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atoms of the carboxamide groups bound to acyclic carbon atoms
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- C07C237/12—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 having the nitrogen atom of at least one of the carboxamide groups bound to an acyclic carbon atom of a hydrocarbon radical substituted by carboxyl groups
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- C07C237/22—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 having nitrogen atoms of amino groups bound to the carbon skeleton of the acid part, further acylated
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- C07C259/06—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids having carbon atoms of hydroxamic groups bound to hydrogen atoms or to acyclic carbon atoms
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- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
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- C07C311/02—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
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- C07C311/02—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C311/03—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atoms of the sulfonamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C311/06—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atoms of the sulfonamide groups bound to hydrogen atoms or to acyclic carbon atoms to acyclic carbon atoms of hydrocarbon radicals substituted by carboxyl groups
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- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
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- 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
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- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
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- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
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- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/44—Amides thereof
- C07F9/4461—Amides thereof the amide moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4465—Amides thereof the amide moiety containing a substituent or a structure which is considered as characteristic of aliphatic amines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
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Abstract
A találmány tárgyát az (I) általános képletű vegyületek, valamintezeket tartalmazó gyógyászati készítmények képezik. A találmányszerinti vegyületek és ezeket tartalmazó gyógyászati készítményekeredményesen alkalmazhatók a daganatos betegségek növekedésénekleállítására és a daganatos sejtek burjánzásának gátlására. Az (I)általános képletben R1 és R2 jelentése azonos vagy egymástól eltérőhidrofób csoport; R3 jelentése hidroxámsav-, hidroxi-amino-,hidroxil-, amino-, alkil-amino- vagy alkil-oxi-csoport; és n értéke 3-10-ig terjedő egész szám, a 10-et is beleértve. Az (I) általánosképletű vegyületek közül különösen előnyösek az (I-17) és (I-19)általános képletű vegyületek, ahol a képletekben R1 és R2 jelentése az(I) általános képletnél megadottal azonos; R5 jelentése -C(O)-NHOH(hidroxámsav csoport), -C(O)-CF3 (trifluor-acetil-csoport), -NH-P(O)OH-CH3, -SO2NH2 (szulfonamidcsoport), -SH (tiolcsoport), -C(O)R6,ahol R6 jelentése hidroxil-, amino-, alkil-amino- vagy alkil-oxi-csoport, továbbá n értéke 3-10-ig terjedő egész szám, és L jelentésekapcsoló csoport, ahol kapcsoló csoportként jelen lehet -(CH2)-, -C(O)-, -S-, -O-, -(CH=CH)-, -fenil- vagy -cikloalkilcsoport vagy ezekbármilyen kombinációja. Ó
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PCT/US2000/023232 WO2001018171A2 (en) | 1999-09-08 | 2000-08-24 | Novel class of cytodifferentiating agents and histone deacetylase inhibitors, and methods of use thereof |
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- 2000-08-24 JP JP2001522383A patent/JP2003509343A/ja active Pending
- 2000-08-24 CN CN00814006A patent/CN1378450A/zh active Pending
- 2000-08-24 YU YU22402A patent/YU22402A/sh unknown
- 2000-08-24 EA EA200601252A patent/EA200601252A1/ru unknown
- 2000-08-24 TR TR2002/01052T patent/TR200201052T2/xx unknown
- 2000-08-24 MX MXPA02002505A patent/MXPA02002505A/es not_active Application Discontinuation
- 2000-08-24 KR KR1020027003114A patent/KR20020059393A/ko not_active Application Discontinuation
- 2000-08-24 HU HU0202707A patent/HUP0202707A3/hu unknown
- 2000-08-24 UA UA2002042818A patent/UA74345C2/uk unknown
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- 2000-08-24 US US09/645,430 patent/US6511990B1/en not_active Expired - Lifetime
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US6511990B1 (en) | 2003-01-28 |
US7345174B2 (en) | 2008-03-18 |
BR0014254A (pt) | 2002-08-27 |
EP1231919A4 (en) | 2005-02-23 |
NZ517613A (en) | 2004-01-30 |
EA007649B1 (ru) | 2006-12-29 |
MXPA02002505A (es) | 2004-09-10 |
EP1231919B1 (en) | 2015-09-30 |
PL364175A1 (en) | 2004-12-13 |
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HUP0202707A3 (en) | 2003-11-28 |
TR200201052T2 (tr) | 2003-01-21 |
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CN1378450A (zh) | 2002-11-06 |
US20070010536A1 (en) | 2007-01-11 |
EA200601252A1 (ru) | 2006-10-27 |
WO2001018171A2 (en) | 2001-03-15 |
PL200861B1 (pl) | 2009-02-27 |
IL148497A0 (en) | 2002-09-12 |
US7126001B2 (en) | 2006-10-24 |
CA2383999A1 (en) | 2001-03-15 |
EP1231919A2 (en) | 2002-08-21 |
JP2003509343A (ja) | 2003-03-11 |
US20040002506A1 (en) | 2004-01-01 |
YU22402A (sh) | 2006-01-16 |
KR20020059393A (ko) | 2002-07-12 |
SK3302002A3 (en) | 2002-07-02 |
WO2001018171A3 (en) | 2002-06-27 |
UA74345C2 (uk) | 2005-12-15 |
US20070010669A1 (en) | 2007-01-11 |
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