scholarly journals A Convenient Synthesis and Spectral Studies of Diamines Derivatives

Author(s):  
Sudershan Reddy Gondi ◽  
Michael B. Jacobsson ◽  
Christiana Julia Rissing ◽  
David Y. Son

<div>A new series of substituted anthranilic esters derivatives linked with a 1,3-dithiolane and</div><div>benzyloximino moiety was synthesized using the simple esterfication reaction and products were</div><div>fully characterized. The isolated yields of these compounds range from 59 to 96%. 1,3-</div><div>dithiolane ester and the benzyloxy substituted diamine derivatives are white solids and stable to</div><div>air and moisture. The synthesized compounds can be exhibits UV-vis absorption properties by</div><div>their structures with a amine or amide group, It is observed that absorption maximum is excellent</div><div>for 2,6-disubstituted benzyloxy esters which can be explained by electron transfer or conjugation</div><div>is steric effect in ortho substitution from the amino group and the amide group.</div>

2021 ◽  
Author(s):  
Sudershan Reddy Gondi ◽  
Michael B. Jacobsson ◽  
Christiana Julia Rissing ◽  
David Y. Son

<div>A new series of substituted anthranilic esters derivatives linked with a 1,3-dithiolane and</div><div>benzyloximino moiety was synthesized using the simple esterfication reaction and products were</div><div>fully characterized. The isolated yields of these compounds range from 59 to 96%. 1,3-</div><div>dithiolane ester and the benzyloxy substituted diamine derivatives are white solids and stable to</div><div>air and moisture. The synthesized compounds can be exhibits UV-vis absorption properties by</div><div>their structures with a amine or amide group, It is observed that absorption maximum is excellent</div><div>for 2,6-disubstituted benzyloxy esters which can be explained by electron transfer or conjugation</div><div>is steric effect in ortho substitution from the amino group and the amide group.</div>


In the case of quaternary compounds of the styryl quinoline series and of the analogous benzthiazole derivatives a powerful trypanocidal effect in vivo has been shown to depend on the presence in the substance of a free basic group in one of the nuclei, and anacylamino (especially acetyl) or urethane group in the other, and also on the styryl linkage—each playing a definite part in contributing to the action (Browning, Cohen, Ellingworth and Gulbransen, 1929, 1931). This is exemplified by 2( p -aminostyryl)-6 acetylamino quinoline methochloride (No. 8), 2( p -dimethylamino styryl)-6 acetylamino quinoline methochloride (No. 25), 2( p -acetylamino)-6 dimethylamino quinoline methochloride (No. 90) and 2( p -dimethylamino styryl) quinolyl (6) urethane (Me) methochloride (No. 125). The effect of acetylation of the amino group parallels that dis­covered by Ehrlich and his co-workers in the case of p -amino phenyl arsinic acid. Gough and King (1930) have recently made the important observation that in the latter series the introduction of an amide group converts the therapeutically inactive carboxylic and sulphonic acids into active compounds. Accordingly, the effect of substituting a carboxylamide group for the acylamino in compounds of the type of No. 25 and its anil analogue (No. 62) has been investigated. In addition, the position of the carboxylamide group has been varied. These substances were further examined for antiseptic action, the results being shown in the table. Trypanocidal properties have been tested on T. brucei infections in mice as in previous work. The striking observation has been made that only those compounds with the carboxylamide group in the 6 position are therapeutically active, the anils being only slightly less effective than the styryl analogues ( cf . Nos. 410, 409 and 385, 403). This contrasts with what is found in the acetylamino derivatives, since the styryl compounds of the latter are highly active as compared with the corresponding anils. The carboxy-ethylamides (420, 419) are more toxic and less trypanocidal than the corresponding amides and methylamides.


1992 ◽  
Vol 57 (1) ◽  
pp. 56-63 ◽  
Author(s):  
Emil Halámek ◽  
Zbyněk Kobliha

Nine new Tammelin esters were studied on the basis of the chloroform extracts of their ion associates with bromophenol blue. A study was made of the effect of the alkyl on the amino and amido groups of dialkylaminoethyl dialkylamidofluorophosphate and on the extraction efficiency of the ion pair. An increase in the number of carbon atoms on the amide group leads to the increase in the extraction efficiency of the ion pairs as a consequence of the increasing hydrophobicity. A further contribution to the increase in the extraction efficiency with increasing number of carbon atoms in the alkyls of the amino nitrogen is clearly retarded by the increasing basicity of the amino group. An extraction spectrophotometric determination of the test derivatives of dialkylaminoethyl dialkylamidofluorophosphate was developed and the interferences from precursors in the synthesis were examined.


Synthesis ◽  
1972 ◽  
Vol 1972 (07) ◽  
pp. 376-378 ◽  
Author(s):  
G. I. NIKISHIN ◽  
M. G. VINOGRADOV ◽  
G. P. IL'INA

1956 ◽  
Vol 34 (9) ◽  
pp. 1163-1167 ◽  
Author(s):  
L. C. Vining ◽  
W. A. Taber

Candidin, the antifungal antibiotic produced by Streptomycesviridoflavus, has been isolated in crystalline form. Analyses and equivalent weight values best fit a molecular formula C46H75NO17. The substance is amphoteric and probably contains one carboxyl and one amino group. Infrared spectral evidence also indicates a polyhydroxylated structure, and the absorption in the visible region shows the presence of a conjugated heptaene chromophore. An additional conjugated diene elsewhere in the molecule is suggested by hydrogenation values and the absorption maximum at 228 mμ.


1993 ◽  
Vol 18 (4) ◽  
Author(s):  
BhagwanS. Garg ◽  
Vinod Kumar ◽  
MalladiJ. Reddy
Keyword(s):  

2010 ◽  
Vol 110 (9) ◽  
pp. 387-388 ◽  
Author(s):  
E. R. Kellenbach ◽  
H. van den Elst ◽  
R. Boelens ◽  
G. A. van der Marel ◽  
J. H. van Boom ◽  
...  

1995 ◽  
Vol 73 (10) ◽  
pp. 1605-1615 ◽  
Author(s):  
Andrew J. McKerrow ◽  
Erwin Buncel ◽  
Peter M. Kazmaier

In characterizing the UV–visible absorption properties of a series of seven anilino class squaraine dyes in dimethyl sulfoxide (DMSO) – water mixtures, spectral features characteristic of aggregation were observed. These included hypsochromic and hypochromic shifts of the absorption maximum, relative to the nonassociated state of these dyes. Previously aggregation of this class of squaraine dyes had only been reported in studies of Langmuir–Blodgett (LB) films prepared with squaraine dyes. In the present study two distinctly different and novel solution dye aggregates, designated as type A and type B, were identified on the basis of their characteristic absorption properties. The type A aggregate was characterized by an absorption maximum that was hypsochromically and hypochromically shifted, in comparison with that of the nonassociated dyes, and had a secondary absorption occurring at approximately the same wavelength at which nonassociated squaraine dyes absorb. These spectral features are believed to be the result of a "face-to-face" alignment of molecules in the aggregate. The type B aggregate featured a broad absorption typically from 525 to 700 nm. Based on similarities between the spectral features of type B aggregates and LB films of surfactant squaraines, the alignment of molecules in the solution aggregate was believed to be such that the electron-deficient squarylium moieties interacted with the electron-rich dialkylamino phenyl moieties. Certain squaraine dyes that were investigated as part of this study were found to form both type A and type B aggregates, depending upon the composition of the DMSO–water medium. Typically, the type A aggregate formed preferentially in media of intermediate DMSO content (50–70% DMSO) and the type B aggregate in more water-rich media (<20% DMSO). In the intervening region it was possible to monitor spectroscopically a dynamic conversion from the type B aggregate to the type A aggregate. An examination of structure–property relationships indicated that dyes with less hydrophobic N-alkyl substituents formed only type A aggregates. Squaraine dyes with more hydrophobic N-alkyl substituents were found to form type B aggregates in water and type A aggregates in some DMSO–water mixtures. A model of squaraine aggregation was proposed in which the type A squaraine aggregate was "thermodynamically" preferred while the type B aggregate was "kinetically" preferred. The stability of the type B aggregate was proposed to be enhanced by increasing hydrophobicity of the N-alkyl substituents and decreased by increasing amounts of DMSO in the solvent system. Keywords: squaraine dyes, aggregation, crystallochromy, solvent effects.


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