N-substituted derivatives of 6,11-dihydrodibenzo[b,e]thiepin-11-amine and related compounds; Synthesis and pharmacological screening

1988 ◽  
Vol 53 (4) ◽  
pp. 860-869 ◽  
Author(s):  
Vladimír Valenta ◽  
Hana Hulinská ◽  
Jiří Holubek ◽  
Antonín Dlabač ◽  
Jan Metyš ◽  
...  
Keyword(s):  
Local Anaesthetic ◽  
Antiarrhythmic Activity ◽  
The Other ◽  
Gastric Ulcers ◽  
Substitution Reactions ◽  
Amino Esters ◽  
Pharmacological Screening ◽  
The One ◽  
Derivatives Of ◽  
Related Compounds

Reactions of N-(6,11-dihydrodibenzo[b,e]thiepin-11-yl)chloroacetamide (II) with dimethylamine, morpholine, and 2-(1-piperazinyl)ethanol afforded the amino amides III-V. Substitution reactions of 11-chloro-6,11-dihydrodibenzo[b,e]thiepin with ethylenediamine and N,N-dimethylethylenediamine gave the diamines VI and VII. 6,11-Dihydrodibenzo[b,e]thiepin-11-amine (I) was treated with ethyl chloroacetate and ethyl 2-bromopropionate to give the amino esters X and XI which were transformed on the one hand to the acids VIII and IX, and to the amides XII and XIII on the other. (6,11-Dihydrodibenzo[b,e]thiepin -11-yl)methylamine (XVIa) and (10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5-yl)methylamine (XVIb) were transformed via the chloroacetamides XVIIa and XVIIb to the (4-methyl-1-piperazinyl)acetamides XVa and XVb. Compound V showed local anaesthetic and antiarrhythmic activity, the diamine VII had antihistamine and antireserpine effects, the amide XII was found to be an anticonvulsant, and the piperazines XVa and XVb inhibited effectively the formation of the indomethacin-induced gastric ulcers in rats.

1-(4-Cyclopentylphenyl)ethylamine and derivatives: Synthesis and pharmacological screening

1981 ◽  
Vol 46 (9) ◽  
pp. 2234-2244 ◽  
Author(s):  
Zdeněk Vejdělek ◽  
Jiří Holubek ◽  
Marie Bartošová ◽  
Miroslav Protiva
Keyword(s):  
Local Anaesthetic ◽  
Title Compound ◽  
Starting Material ◽  
Ritter Reaction ◽  
Hypotensive Activity ◽  
Substitution Reactions ◽  
Spasmolytic Activity ◽  
Pharmacological Screening ◽  
Neurotropic Effects ◽  
Derivatives Of

Reduction of 4-cyclopentylacetophenone oxime gave the title compound II which was transformed by a combination of acylation, alkylation, reduction and substitution reactions to compounds III-XI. 2-Benzylcyclopentanone oxime was reduced to 2-benzylcyclopentylamine (XVI) and converted by a reaction with methylmagnesium iodide and by the following Ritter reaction to the formamide derivative XVIII which was used as the starting material for preparing amines XIX-XXI. The local anaesthetic and spasmolytic activity were the most typical neurotropic effects of derivatives of compound II. 2-Benzyl-1-methylcyclopentylamine and derivatives XIX-XXI have some hypotensive activity.

1-(3-Dimethylamino-1-phenylpropyl)piperazines and related compounds: Synthesis and pharmacological screening

1981 ◽  
Vol 46 (11) ◽  
pp. 2729-2733 ◽  
Author(s):  
Jiří Jílek ◽  
Josef Pomykáček ◽  
Jiří Němec ◽  
Miroslav Protiva
Keyword(s):  
Short Duration ◽  
Secondary Amine ◽  
Thionyl Chloride ◽  
Local Anaesthetic ◽  
Antiarrhythmic Action ◽  
Substitution Reactions ◽  
Pharmacological Screening ◽  
Hydrolysis Of ◽  
Related Compounds ◽  
Antiarrhythmic Effects

Substitution reactions of N,N-dimethyl-3-chloro-3-phenylpropylamine with 1-methylpiperazine and a series of analogues afforded 1-(3-dimethylamino-1-phenylpropyl)piperazines I-V. A similar substitution with piperidine resulted in the diamine VIII. Hydrolysis of the carbamate V gave the secondary amine VI which was transformed by alkylation with cyclopropylmethyl bromide to compound VII. 3-Dimethylamino-3-phenylpropanol was treated with thionyl chloride to give N,N-dimethyl-3-chloro-3-phenylpropylamine (IX) which reacted with 1-methylpiperazine and afforded the triamine X. The maleates of the amines prepared exhibited hypotensive effects of short duration (III, IV, VI, VII, X) and moderate antiarrhythmic effects (V-VIII). The phenylpiperazine derivative III showed a significant antiarrhythmic action and a high local anaesthetic activity.

4-(Aminoacylamido)-s-hydrindacenes and related compounds: Synthesis and pharmacological screening

1982 ◽  
Vol 47 (12) ◽  
pp. 3297-3305 ◽  
Author(s):  
Zdeněk Vejdělek ◽  
Jiří Holubek ◽  
Marie Bartošová ◽  
Miroslav Protiva
Keyword(s):  
Methyl Iodide ◽  
Alkaline Hydrolysis ◽  
Local Anaesthetic ◽  
Antiarrhythmic Activity ◽  
Chloroacetyl Chloride ◽  
Benzoyl Isothiocyanate ◽  
Pharmacological Screening ◽  
High Degree ◽  
Related Compounds ◽  
Imidazoline Derivative

Chloracylamido derivatives IIIa-Va were obtained by acylation of 4-amino-s-hydrindacene with chloroacetyl chloride, 2-chloropropionyl chloride and 3-chloropropionyl chloride; their reactions with excessive diethylamine, pyrrolidine, piperidine and morpholine afforded the title compounds IIIbcde-Vbcde. A reaction of 4-amino-s-hydrindacene with benzoyl isothiocyanate gave 1-benzoyl-3-(s-hydrindacen-4-yl)thiourea (VI) whose mild alkaline hydrolysis resulted in N-(s-hydrindacen-4-yl)thiourea (VII). The following treatment with methyl iodide and then with ethylenediamine afforded the imidazoline derivative VIII in a low yield. N-(s-Hydrindacen-4-yl)-2-piperidinoacetamide (IIId) in the form of the hydrochloride revealed a high degree of local anaesthetic and antiarrhythmic activity.

α-Benzyldopamine and some related compounds: Synthesis and pharmacological screening

1984 ◽  
Vol 49 (4) ◽  
pp. 1002-1008
Author(s):  
Vladimír Valenta ◽  
Antonín Dlabač ◽  
Martin Valchář ◽  
Miroslav Protiva
Keyword(s):  
Thionyl Chloride ◽  
Hydrobromic Acid ◽  
The Other ◽  
Methyl Derivative ◽  
Claisen Reaction ◽  
Pharmacological Screening ◽  
The One ◽  
Related Compounds ◽  
Ethyl Phenylacetate ◽  
Antiarrhythmic Effects

Claisen reaction of 3,4-dimethoxyphenylacetonitrile with ethyl phenylacetate, the following stepwise hydrolysis and decarboxylation afforded the amide V 1-(3,4-dimethoxyphenyl)-3-phenylpropan-2-one (VI). Leuckart reaction resulted in the crude formamide derivative IIIb which was subjected to alkaline hydrolysis to the primary amine Ib on the one hand, and to reduction to the secondary amine IIb on the other. Demethylation with hydrobromic acid gave hydrobromides of 1-(3,4-dihydroxyphenyl)-3-phenyl-2-propylamine (title compound Ia) and its N-methyl derivative IIa. The alcohol VII, obtained by reduction of the ketone VI, was transformed by treatment with thionyl chloride to the chloro compound VIII which afforded by substitution reaction with 1-methylpiperazine the piperazine derivative IX. While the methoxylated amines Ib and IIb have mild stimulating and some antiarrhythmic effects, N-methyl-α-benzyldopamine (IIa) displayed a clear dopaminomimetic character.

1-[2-(2-Hydroxymethylphenylthio)benzyl]-4-methylpiperzine and related compounds as potential antidepressants: Synthesis and pharmacological acreening

1984 ◽  
Vol 49 (4) ◽  
pp. 1009-1020 ◽  
Author(s):  
Irena Červená ◽  
Miroslav Protiva
Keyword(s):  
Potassium Carbonate ◽  
Secondary Alcohol ◽  
The Other ◽  
Lithium Aluminium Hydride ◽  
Keto Acid ◽  
Open Model ◽  
Lithium Aluminium ◽  
Neuroleptic Agent ◽  
The One ◽  
Related Compounds

Heating of 1-(2-iodobenzoyl)-4-methylpiperazine (II) with thiophenol and its 2-methyl, 4-methyl, 4-chloro and 2-hydroxymethyl derivatives in dimethylformamide in the presence of potassium carbonate, copper and cuprous iodide gave the piperazides IV-VIII; compound VIII was transformed by reduction with lithium aluminium hydride to the title compound I. The acid IX, obtained by a reaction of 5-chloro-2-iodobenzoic acid with 2-methylthiophenol, was reduced to the alcohol X, which was transformed via the chloride XI to 1-[5-chloro-2-(2-methylphenylthio)-benzyl]-4-methylpiperazine (XII), an open model of the neuroleptic agent clorothepin. Heating of 2,5-dichloroacetophenone with thiosalicylic acid afforded the keto acid XIII whose reaction with 1-methylpiperazine was carried out with the help of N,N"-carbonyldiimidazole. The piperazide XIV obtained was reduced on the one hand with sodium borohydride to the secondary alcohol XV, and with lithium aluminium hydride to 1-(2-[4-chloro-2-(1-hydroxyethyl)phenylthio]benzyl)-4-methylpiperazine (XVI) on the other. None of the dibasic piperazines (I, XII, XVI) did show antireserpine activity. In the general screening, some of the piperazides displayed a mild hypotensive (II, VIII, XIV, XV), adrenolytic (VIII), mild stimulating and antitussic (V), and spasmolytic, antiinflammatory and negatively ino- and chronotropic (XIV) activities.

Polyhedral boron derivatives of porphyrins and phthalocyanines

2001 ◽  
Vol 05 (11) ◽  
pp. 767-781 ◽  
Author(s):  
VLADIMIR I. BREGADZE ◽  
IGOR B. SIVAEV ◽  
DETLEF GABEL ◽  
DIETER WÖHRLE
Keyword(s):  
Neutron Capture ◽  
Tumor Therapy ◽  
The Other ◽  
Medical Applications ◽  
Neutron Capture Therapy ◽  
Current Interest ◽  
Boron Compounds ◽  
Other Hand ◽  
The One ◽  
Derivatives Of

The synthesis of compounds containing polyhedral boron cages and porphyrin or phthalocyanine units connected covalently in one molecule is reviewed. The importance of these compounds arises, on the one hand, from the use of polyhedral boron derivatives in neutron capture therapy for cancer; on the other hand, porphyrins and phthalocyanines are known as photosensitizers in photodynamic tumor therapy. Current interest in the binding of polyhedral boron compounds to porphyrins and phthalocyanines is due to the observation that porphyrins and phthalocyanines show improved uptake and good persistence in tissues. Medical applications of compounds containing polyhedral boron cages and porphyrin or phthalocyanine units in one molecule are briefly discussed.

Potential nootropic agents: Synthesis of some (2-oxo-1-pyrrolidinyl)acetamides and some related compounds

1990 ◽  
Vol 55 (11) ◽  
pp. 2756-2764 ◽  
Author(s):  
Vladimír Valenta ◽  
Jiří Holubek ◽  
Emil Svátek ◽  
Martin Valchář ◽  
Ivan Krejčí ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Survival Time ◽  
Acetyl Chloride ◽  
The Other ◽  
Anticonvulsant Effect ◽  
Mixed Anhydride ◽  
Ester Exchange ◽  
Nootropic Agents ◽  
The One ◽  
Related Compounds

Ethyl (2-oxo-1-pyrrolidinyl)acetate was transformed by ester exchange to the 2-dimethylaminoethyl ester VI which was converted to the choline iodide ester VII. The mixed anhydride of (2-oxo-1-pyrrolidinyl)acetic acid and monoethyl carbonate was reacted with ethyl aminoacetate to give the ester VIII which was transformed on the one hand to the amide IX, and to the 2-dimethylaminoethyl ester X on the other. Reaction of the latter with methyl iodide afforded a further choline iodide ester XI. Reactions of (2-oxo-1-pyrrolidinyl)acetyl chloride with 4-chloroaniline and 3-aminopyridine gave the amides XII and XIV. The anilide XIII was obtained from 2-(2-oxo-1-pyrrolidinyl)butyric acid and 4-chloroaniline by means of dicyclohexylcarbodiimide. The benzo analogue (XV) of piracetam (I) was synthesized from oxindole via the ester XVI. The anilide XII (V⁄FB-16 536) was found to potentiate significantly the anticonvulsant effect of diazepam in mice, to prolong the survival time of mice under conditions of nitrogen anoxia, and to prolong significantly the duration of the "gasping reflex" in mice.

scholarly journals Higgs inflation and its extensions and the further refining dS swampland conjecture

2021 ◽  
Vol 81 (12) ◽  
Author(s):  
Yang Liu
Keyword(s):  
Scalar Potential ◽  
Cosmological Parameters ◽  
The Other ◽  
De Sitter ◽  
Inflation Model ◽  
Link Type ◽  
Second Derivatives ◽  
The One ◽  
Derivatives Of ◽  
Inflationary Models

AbstractOn the one hand, Andriot and Roupec (Fortsch Phys, 1800105, 2019) proposed an alternative refined de Sitter conjecture, which gives a natural condition on a combination of the first and second derivatives of the scalar potential (Andriot and Roupec 2019). On the other hand, in our previous article (Liu in Eur Phys J Plus 136:901, 2021) , we have found that Palatini Higgs inflation model is in strong tension with the refined de Sitter swampland conjecture (Liu 2021). Therefore, following our previous research, in this article we examine if Higgs inflation model and its two variations: Palatini Higgs inflation and Higgs-Dilaton model (Rubio in Front Astron Space Sci, 10.3389/fspas.2018.00050, 2019) can satisfy the “further refining de Sitter swampland conjecture” or not. Based on observational data (Ade et al., Phys Rev Lett 121:221301, 2018; Akrami et al., Planck 2018 results. X. Constraints on inflation, arXiv:1807.06211 [astro-ph.CO], 2018; Aghanim et al., Planck 2018 results: VI. Cosmological parameters, arXiv:1807.06209 [astro-ph.CO], 2018), we find that these three inflationary models can always satisfy this new swampland conjecture if only we adjust the relevant parameters a, $$b = 1-a$$ b = 1 - a and q. Therefore, if the “further refining de Sitter swampland conjecture” does indeed hold, then the three inflationary models might all be in “landscape”.

GUANIDINE: A SIMPLE MOLECULE WITH GREAT POTENTIAL: FROM CATALYSTS TO BIOCIDES AND MOLECULAR GLUES

INEOS OPEN ◽  
2021 ◽  
Author(s):  
F. V. Drozdov ◽  
◽  
V. M. Kotov ◽  
Keyword(s):  
Smart Materials ◽  
Crucial Role ◽  
Chemical Properties ◽  
Structural Features ◽  
The Other ◽  
Synthetic Drugs ◽  
Guanidine Derivatives ◽  
Living Organisms ◽  
The One ◽  
Related Compounds

This review is devoted to the general methods for obtaining guanidine derivatives and related compounds, their chemical properties, and structural features. On the one hand, guanidine and its derivatives play a crucial role in the metabolism of living organisms. On the other hand, owing to their unique properties and simple synthesis, the guanidine derivatives are used as synthetic drugs and biocidal agents, catalysts, ligands, and sweeteners. Furthermore, the guanidine derivatives serve as a basis for the creation of modern smart materials.

scholarly journals XIV. On some new derivatives of chloroform

1856 ◽  
Vol 7 ◽  
pp. 135-138 ◽  
Keyword(s):  
Hydrochloric Acid ◽  
Chemical Reactions ◽  
The Other ◽  
The One ◽  
Derivatives Of

According to the results of recent researches in the constitution of salts and the methods thence introduced of explaining chemical reactions, it is equally correct to represent such a reaction as that of hydrochloric acid on hydrate of potash, as consisting in an exchange of hydrogen of the one for potassium of the other, or of chlorine in one for peroxide of hydrogen in the other.

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