Some ω-(2-amino-6-hydroxy-4-oxo-3,4-dihydro-5-pyrimidinyl) alkanoic acids, their derivatives and analogues

1980 ◽  
Vol 45 (12) ◽  
pp. 3583-3592 ◽  
Author(s):  
Miroslav Semonský ◽  
Antonín Černý ◽  
Jiří Křepelka ◽  
Rudolf Kotva ◽  
Bohumil Kakáč ◽  
...  
Keyword(s):  
Ethyl Ester ◽  
Spectral Methods ◽  
Barbituric Acid ◽  
Thiobarbituric Acid ◽  
Point Of View ◽  
Antineoplastic Effect ◽  
Alkanoic Acids ◽  
Derivatives Of ◽  
Acyl Derivatives

Condensation of 1,1,ω-alkanetricarboxylic acids triethyl esters XIV-XXI with guanidine gave ω-(2-amino-6-hydroxy-4-oxo-3,4-dihydro-5-pyrimidinyl) alkanoic acids I-IV, VI-VIII, XIII of which some were converted to derivatives (ethyl ester V, N-acyl derivatives XI and XII). Similarly, triester XVII gave by condensation with urea or thiourea the analogous 5-substituted derivatives of barbituric acid X, and thiobarbituric acid IX, respectively. The structures of selected compounds of this group (IV, V, IX-XI and XIII) were determined by spectral methods. Of interest, from the pharmacological point of view, has proved compound IV, which exhibited a significant antineoplastic effect on some experimental tumours in mice and rats, and enhanced the action of some current cytostatics.

Some 2-substituted derivatives of 5-(2-amino-6-hydroxy-4-oxo-3,4-dihydro-5-pyrimidinyl)pentanoic acid

1981 ◽  
Vol 46 (6) ◽  
pp. 1397-1404 ◽  
Author(s):  
Rudolf Kotva ◽  
Jiří Křepelka ◽  
Antonín Černý ◽  
Vojtěch Pujman ◽  
Miroslav Semonský
Keyword(s):  
Point Of View ◽  
Pentanoic Acid ◽  
Antineoplastic Effect ◽  
Derivatives Of

On condensation of 6-substituted trialkyl esters of 2-carboxy-1,7-heptanedioic acids XIII-XXIII with guanidineand subsequent saponification 2-substituted 5-(2-amino-6-hydroxy-4-oxo-3,4-dihydro-5-pyrimidinyl)pentanoic acids II-XII were prepared. From the pharmacological point of view some of the substances prepared had a potentiating effect on the antileukemia effect of 5-fluorouracil in mice and the antineoplastic effect manifested by a diminution of the tumours in animals with experimental tumours.

Further Observations on Sodium Amytal Experiments

1942 ◽  
Vol 88 (370) ◽  
pp. 122-126
Author(s):  
F. Reitmann
Keyword(s):  
Barbituric Acid ◽  
Point Of View ◽  
Special Position ◽  
Catatonic Schizophrenia ◽  
Derivatives Of

Derivatives of barbituric acid are in general sedatives, hypnotics and analgesics, but sodium amytal (S.A.) occupies a special position, because of its effect on certain mental and nervous conditions. It produces transient amelioration in catatonic schizophrenia and hypnosis-like conditions in neuroses. The latter is important through the fact that one is able to study hypnosis from a different pharmacological point of view.

ChemInform Abstract: 6(7)-ACYL DERIVATIVES OF THE ETHYL ESTER OF PERIMIDINE-2-CARBAMIC ACID

1981 ◽  
Vol 12 (8) ◽  
Author(s):  
S. K. DRUSVYATSKAYA ◽  
B. V. LOPATIN ◽  
A. F. BEKHLI ◽  
A. S. NAIDENOVA ◽  
V. I. DZHABAROVA
Keyword(s):  
Ethyl Ester ◽  
Carbamic Acid ◽  
Derivatives Of ◽  
Acyl Derivatives

scholarly journals Buthalital and methitural – 5,5-substituted derivatives of 2-thiobarbituric acid forming the same type of hydrogen-bonded chain

2017 ◽  
Vol 73 (12) ◽  
pp. 1908-1912
Author(s):  
Thomas Gelbrich ◽  
Ulrich J. Griesser
Keyword(s):  
Hydrogen Bonds ◽  
Barbituric Acid ◽  
Thiobarbituric Acid ◽  
Pyrimidine Ring ◽  
Chain Structure ◽  
Derivatives Of ◽  
Hydrogen Bonded

The molecule of buthalital, (I) [systematic name: 5-(2-methylpropyl)-5-(prop-2-en-1-yl)-2-sulfanylidene-1,3-diazinane-4,6-dione], C11H16N2O2S, exhibits a planar pyrimidine ring, whereas the pyrimidine ring of methitural, (II) [systematic name: 5-(1-methylbutyl)-5-[2-(methylsulfanyl)ethyl]-2-sulfanylidene-1,3-diazinane-4,6-dione], C12H20N2O2S2, is slightly puckered. (I) and (II) contain the same hydrogen-bonded chain structure in which each molecule is connected,viafour N—H...O=C hydrogen bonds, to two other molecules, resulting in a hydrogen-bonded chain displaying a sequence ofR22(8) rings. The same type of N—H...O=C hydrogen-bonded chain has previously been found in several 5,5-disubstituted derivatives of barbituric acid which are chemically closely related to (I) and (II).

ChemInform Abstract: SYNTHESIS OF ALKYL AND ACYL DERIVATIVES OF THE ETHYL ESTER OF N-FORMYL-α-ALANINE

1977 ◽  
Vol 8 (36) ◽  
pp. no-no
Author(s):  
Z. I. ITOV ◽  
S. D. L'VOVA ◽  
V. I. GUNAR ◽  
A. R. BEKKER
Keyword(s):  
Ethyl Ester ◽  
Derivatives Of ◽  
Acyl Derivatives

scholarly journals Synthesis of acylic derivatives of prolylleucylglycinamide

2019 ◽  
Vol 55 (4) ◽  
pp. 429-435
Author(s):  
V. A. Haidukevich ◽  
S. K. Petkevich ◽  
E. G. Karankevich ◽  
P. V. Kurman ◽  
Z. I. Kuvaeva ◽  
...  
Keyword(s):  
Formic Acid ◽  
Hydrogen Chloride ◽  
Carboxylic Acids ◽  
Ethyl Ester ◽  
Ammonia Solution ◽  
Dioxane Solution ◽  
Mixed Anhydride ◽  
Derivatives Of ◽  
Acyl Derivatives ◽  
Methanolic Ammonia

Tert-butyloxycarbonylprolylleucylglycinamide is obtained both by the interaction of tert-butyloxycarbonylprol ylleucylglycine ethyl ester with a methanolic ammonia solution and by the reaction of glycine amide with a mixed anhydride which was synthesized from tert-butyloxycarbonylprolylleucine and isobutylchloroformate. The removal of the tert-butyloxycarbonyl group by the action of formic acid or a dioxane solution of hydrogen chloride and treatment of the resulting salts with the corresponding base yielded a prolylleucylglycinamide, by the interaction of which with acetic, benzoic or 5-phenylisoxazole-3-carboxylic acids chlorides acyl derivatives of prolylleucylglycinamide are obtained.

Some derivatives of 4-aryl-2,3-dicyano-1-naphthol

1981 ◽  
Vol 46 (6) ◽  
pp. 1523-1529 ◽  
Author(s):  
Jiří Křepelka ◽  
Iva Vančurová ◽  
Jiří Holubek
Keyword(s):  
Spectral Methods ◽  
Aluminium Chloride ◽  
Partial Substitution ◽  
Anhydrous Aluminium Chloride ◽  
Antineoplastic Effect ◽  
Derivatives Of

Reactions of vicinal aromatic dibromo derivatives Ia-d with the system copper(I) cyanide-tetramethylurea gave the vicinal dicyano derivatives IIa-d; products of partial substitution, Va-d, demethylation and deacetylation, IIIa-c, were also formed. The compounds IIIa-c were also prepared by direct demethylation of compounds IIa-c with the system anhydrous aluminium chloride-dichloroethane. The structures of selected compounds were determined by spectral methods. Compounds IIa-d have proved to have a moderate antineoplastic effect in animals with some transplantable experimental tumours.

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