SUBSTITUTED PIPERIDINE-2,6-DIONES AND METHODS OF THEIR SYNTHESIS
organic chemistry, chemical technology. SUBSTANCE: invention relates to novel substituted piperidine-2,6-diones of the formula (I): where Z means -C(R1R2)-CH2 or -C(R1)-CH-; R1 means phthalimide when Z means -C(R1R2)-CH2- or phthalimide radical substituted once or twice with hydroxy-group, methoxy-g...
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| creator | TSVINGENBERGER KAJ EHGER KURT VNENDT STEFAN TSIMMER OSVAL'D VINTER VERNER TOJBERT UVEH |
| description | organic chemistry, chemical technology. SUBSTANCE: invention relates to novel substituted piperidine-2,6-diones of the formula (I): where Z means -C(R1R2)-CH2 or -C(R1)-CH-; R1 means phthalimide when Z means -C(R1R2)-CH2- or phthalimide radical substituted once or twice with hydroxy-group, methoxy-group or amino-group when Z means -C(R1)= CH-; R2 means hydrogen atom or C1-6-alkyl group; R3 means hydrogen atom, C1-6-alkyl group or aromatic ring system, and R4 means C1-6-alkyl or aromatic ring. Compounds of the formula (I) show inhibitory effect on release of TNF-alpha (tumor necrosis alpha-factor) and on an antigen-induced synthesis of interleukin-2. Compounds of the formula (I) can be synthesized by condensation of phthalic anhydride with substituted glutamic acid followed by cyclization of synthesized product and its conversion to amide. Another method of synthesis of compound of the formula (I) involves condensation of phthalic anhydride with substituted 3-aminoglutaconimide or 5-substituted 3-aminoglutarimide. EFFECT: new compounds indicated above, valuable medicinal properties, improved methods of synthesis. 5 cl, 1 tbl, 4 ex |
| format | Patent |
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SUBSTANCE: invention relates to novel substituted piperidine-2,6-diones of the formula (I): where Z means -C(R1R2)-CH2 or -C(R1)-CH-; R1 means phthalimide when Z means -C(R1R2)-CH2- or phthalimide radical substituted once or twice with hydroxy-group, methoxy-group or amino-group when Z means -C(R1)= CH-; R2 means hydrogen atom or C1-6-alkyl group; R3 means hydrogen atom, C1-6-alkyl group or aromatic ring system, and R4 means C1-6-alkyl or aromatic ring. Compounds of the formula (I) show inhibitory effect on release of TNF-alpha (tumor necrosis alpha-factor) and on an antigen-induced synthesis of interleukin-2. Compounds of the formula (I) can be synthesized by condensation of phthalic anhydride with substituted glutamic acid followed by cyclization of synthesized product and its conversion to amide. Another method of synthesis of compound of the formula (I) involves condensation of phthalic anhydride with substituted 3-aminoglutaconimide or 5-substituted 3-aminoglutarimide. 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SUBSTANCE: invention relates to novel substituted piperidine-2,6-diones of the formula (I): where Z means -C(R1R2)-CH2 or -C(R1)-CH-; R1 means phthalimide when Z means -C(R1R2)-CH2- or phthalimide radical substituted once or twice with hydroxy-group, methoxy-group or amino-group when Z means -C(R1)= CH-; R2 means hydrogen atom or C1-6-alkyl group; R3 means hydrogen atom, C1-6-alkyl group or aromatic ring system, and R4 means C1-6-alkyl or aromatic ring. Compounds of the formula (I) show inhibitory effect on release of TNF-alpha (tumor necrosis alpha-factor) and on an antigen-induced synthesis of interleukin-2. Compounds of the formula (I) can be synthesized by condensation of phthalic anhydride with substituted glutamic acid followed by cyclization of synthesized product and its conversion to amide. Another method of synthesis of compound of the formula (I) involves condensation of phthalic anhydride with substituted 3-aminoglutaconimide or 5-substituted 3-aminoglutarimide. 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SUBSTANCE: invention relates to novel substituted piperidine-2,6-diones of the formula (I): where Z means -C(R1R2)-CH2 or -C(R1)-CH-; R1 means phthalimide when Z means -C(R1R2)-CH2- or phthalimide radical substituted once or twice with hydroxy-group, methoxy-group or amino-group when Z means -C(R1)= CH-; R2 means hydrogen atom or C1-6-alkyl group; R3 means hydrogen atom, C1-6-alkyl group or aromatic ring system, and R4 means C1-6-alkyl or aromatic ring. Compounds of the formula (I) show inhibitory effect on release of TNF-alpha (tumor necrosis alpha-factor) and on an antigen-induced synthesis of interleukin-2. Compounds of the formula (I) can be synthesized by condensation of phthalic anhydride with substituted glutamic acid followed by cyclization of synthesized product and its conversion to amide. Another method of synthesis of compound of the formula (I) involves condensation of phthalic anhydride with substituted 3-aminoglutaconimide or 5-substituted 3-aminoglutarimide. EFFECT: new compounds indicated above, valuable medicinal properties, improved methods of synthesis. 5 cl, 1 tbl, 4 ex</abstract><edition>7</edition><oa>free_for_read</oa></addata></record> |
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| subjects | CHEMISTRY HETEROCYCLIC COMPOUNDS HUMAN NECESSITIES HYGIENE MEDICAL OR VETERINARY SCIENCE METALLURGY ORGANIC CHEMISTRY PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS |
| title | SUBSTITUTED PIPERIDINE-2,6-DIONES AND METHODS OF THEIR SYNTHESIS |
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