Purpose: To investigate the role of a thiol-containing biologically active compound in lipid peroxidation of membranes. Materials and methods: Thiyl radicals were generated from 3-(2-mercaptoethyl)quinazoline-2,4(1H,3H)-dione (MECH) using pulse radiolysis and gamma -radiolysis in aqueous and alcoholic solutions saturated with N2O. The products were analysed by 1H NMR and by HPLC. Results: The thiyl radicals abstract bisallylic hydrogens from {cis-9,cis-12}-methyl linoleate, yielding a pentadienyl radical. In the absence of oxygen, a thiyl radical-induced cis/trans-isomerization leads to linoleic-type isomers. These chain-type isomerization reactions can occur with the long living pentadienyl radical, followed by a 'repair' reaction of the attached thiol, and with the thiyl radical adduct with a double bond of the fatty acid residue. Conclusions: The results show that the mechanism of cis/trans isomerization is an integral part of the thiyl radical attack on polyunsaturated fatty acids in homogeneous solut...

Thiyl radical-induced cis/trans-isomerization of methyl linoleate in methanol and of linoleic acid residues in liposomes.

The aim of the invention is the discovery and investigation of novel chemical entities of a non-proteinogenic structure which have a matrix-metalloproteinase(MMP)-inhibiting effect. Said aim is achieved by means of the synthesis of dimercaptoalkyl-substituted quinazolin-2,4(1H,3H)-diones. Compounds of the above substance class display an unexpectedly clear and hence pharmacologically interesting MMP-inhibiting effect.

New 1-(dimercaptoalkyl)-quinazoline-2,4(1H,3H)-diones, are stable matrix metalloproteinase inhibitors useful e.g. for treating rheumatism, tumor metastasis or sunburn

Polycyclic pyrimidine-2,4(1H, 3H)-dione having functionalized alkyl radicals in 1-and/or 3-position; method for its preparation and pharmaceutical preparations therefrom; the aim of the invention is to produce and characterize the title compounds and determine their physiological activity. That aim is achieved by providing synthesis pathways, by producing the substances and by providing the specific characteristics of the substance. In pharmaceutical preparations, the substances produced develop a remarkable collagen-inhibiting effect. 1-(3-mercaptoprop-1-yl)-3-methxl-chinazoline-2,4(1H, 3H)-dione is cited as an example.

Polycyclic pyrimidine-2,4(1h, 3h)-dione with functionalized alkyl radicals in 1- and/or 3-position, method for the production thereof and pharmaceutical preparations

The invention relates to a method for producing quinazoline-dione derivatives and the use of said derivatives.

Method for producing quinazoline-diones in solid phase and use of the same

Polycyclic pyrimidine-2,4(1H,3H)-diones with functionalized alkyl residues at the 1-, the 3-, or both position(s); methods for their synthesis, production, and pharmaceutical preparation. The invention concerns the synthesis of the above-described compounds, their chemical and structural characterization, and the analysis of their physiological/pharmacological activities in vitro and in vivo. These goals have been attained by the specification of routes of synthesis, methods for the production of the compounds, and the presentation of compound-specific characteristics. The substances encompassed by the present invention demonstrate pharmacologically significant collangenase/matrix metalloproteinase inhibitory activities. The specific example 1-(3-mercaptoprop-1-yl)-3-methyl-chinazolin-2,4(1H,3H)-dione will be presented in detail.

Polycyclic pyrimidine -2,4(1H,3H)-diones with functionalized alkyl residues at the 1- and/or 3-position(s); methods for their synthesis and pharmaceutical preparation

of EP0454060The invention relates to 3-(mercaptoalkyl) quinazoline-2,4(1H,3H)-diones of the formula I in which: R denotes hydrogen, 6-methyl, 6-fluoro, 6-chloro, 6-bromo or 6,7-dimethoxy, R denotes hydrogen or methyl and n denotes 1 or 2, including their salts and tautomers, a process for their preparation and their use in pharmaceutical compositions. The compounds of the formula I are distinguished by advantageous immunostimulating or immunorestorative and antiviral activity, so that they can be employed favourably in human and veterinary medicine for the treatment of immune diseases and virus infections.

3- (Mercaptoalkyl) quinazoline-2,4 (1H, 3H) -dione, processes for their preparation and pharmaceutical preparations

A compound or its tautomer of Formula I, ##STR1## wherein R 1 is hydrogen, a 6-methyl, 6-fluoro, 6-chloro, 6-bromo, or 6,7-dimethoxy residue, R 2 is hydrogen, or a methyl residue, and n is 1 or 2, and tautomers and their pharmaceutically acceptable alkali, or ammonium salts.

3-(mercaptoalkyl)quinazoline

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3- (Mercaptoalkyl) quinazoline-2,4 (1H, 3H) -dione, processes for their preparation and pharmaceutical preparations

3-(mercaptoalkyl)quinazoline