Abstract

The invention relates to chiral compounds with monoterpene skeleton of general formula (I) - where in the formula X stands for O or H2; W stands for O, S, N-R2 or Ph-R3; Y stands for O or N-R4; R1 stands for H, C1-4Alk or (C2)1-4-Ph; R2 stands for C1-4Alk or Ph-R3; R3 stands for H, C1-4Alk, C1-4Alk-O or Hlg; R4 stands for H or Ph; and one of the signs --- means the presence of a double bond and the other means the absense of a double bond, with the proviso that only one of W and Y may simultaneously stand for oxygen - as well as to their prodrugs and salts formed with pharmaceutically acceptable acids. Furthermore, the invention relates to cytostatic pharmaceutical compositions comprising one or more compounds of general formula (I) and usual inert pharmaceutical carriers and/or auxiliary agents, to the use of the compounds of general formula (I) for preparing cytostatic pharmaceutical compositions as well as to the treatment and/or curing of cancerous illnesses.

IPC Classes  ?

• C07D 239/70 - Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
• C07D 265/18 - 1,3-OxazinesHydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring with hetero atoms directly attached in position 2
• A61K 31/517 - PyrimidinesHydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with carbocyclic ring systems, e.g. quinazoline, perimidine
• A61K 31/536 - Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and at least one oxygen as the ring hetero atoms, e.g. 1,2-oxazines ortho- or peri-condensed with carbocyclic ring systems
• A61P 35/00 - Antineoplastic agents

Abstract

The invention relates to chiral cyclic β-amino acids of Formula (I) and their salts formed with pharmaceutically acceptable acids or bases, wherein the main meanings of the substituents are as follows: R stands for C1-4 Alk; X stands for -COOH, -CONH2, -CONH(C1-4 Alk), -CON(C1-4 Alk)2, -COO(C1-4 Alk), -COPhe-O-(C1-4 Alk) or -CH2OH; Y stands for -NH2, -NHBoc, -NHFmoc, -NH(C1-4 Alk), -N(C1-4 Alk)2, -NHCH2Ph, or Ar-NH-C(=X0)-N(R0)- wherein Ar stands for a phenyl group substituted by C1-4 alkoxy or halogen, X0 stands for O or S, and R0 stands for hydrogen or benzyl; and X + Y stands for -CONH- vagy -CON(Boc)-; with the proviso that when X stands for -COOH, then Y may be only different from -NH2. The invention also relates to pharmaceutical compositions having multidrug-resistance reversing effect that contain one or more compound(s) of Formula (I) or a salt thereof and inert pharmaceutical carriers and/or auxiliary agents. The invention also relates to carboxylic acids of Formula (XX) and their salts.

IPC Classes  ?

• C07C 229/50 - Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino or carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups and carboxyl groups bound to carbon atoms being part of the same condensed ring system
• C07C 271/24 - Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a ring other than a six-membered aromatic ring
• C07C 275/30 - Derivatives of urea, i.e. compounds containing any of the groups the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by halogen atoms, or by nitro or nitroso groups
• C07C 275/34 - Derivatives of urea, i.e. compounds containing any of the groups the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by singly-bound oxygen atoms having nitrogen atoms of urea groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
• C07C 335/14 - Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of rings other than six-membered aromatic rings
• C07C 335/16 - Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
• C07C 335/18 - Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by singly-bound oxygen atoms