Predicting skin permeation rate from nuclear magnetic resonance spectra

2016 ◽  
Vol 18 (16) ◽  
pp. 4468-4474 ◽  
Author(s):  
Nan An ◽  
John-Hanson Machado ◽  
Yuechuan Tang ◽  
Jakub Kostal ◽  
Adelina Voutchkova-Kostal
Keyword(s):  
Molecular Weight ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Spectroscopic Data ◽  
Chemical Structure ◽  
Skin Permeation ◽  
Permeation Rate ◽  
Organic Chemicals ◽  
Predictive Method ◽  
Nuclear Magnetic Resonance Spectra

A predictive method is reported for estimating skin permeation of organic chemicals exclusively from NMR spectroscopic data and molecular weight, which does not require knowledge of chemical structure.

Reaction of glyoxal at the ortho position of phenols. Synthesis of 5a,10b-dihydrobenzofuro[2,3-b]benzofurans and 2-(3-benzofuranyl)phenols

1967 ◽  
Vol 45 (15) ◽  
pp. 1777-1784 ◽  
Author(s):  
E. C. M. Coxworth
Keyword(s):  
Molecular Weight ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Ortho Position ◽  
Acidic Media ◽  
Nuclear Magnetic Resonance Spectra ◽  
Acid Catalyzed ◽  
Magnetic Resonance Spectra ◽  
Nuclear Magnetic

The acid-catalyzed reaction of glyoxal at the ortho position of phenols has been shown to yield, as initial products, substituted 5a,10b-dihydrobenzofuro[2,3-b]benzofurans, such structures being indicated by the nuclear magnetic resonance spectra, and confirmed in several cases by synthesis via an unambiguous route. At higher temperatures in acidic media, and in the absence of glyoxal, these initial products were converted into the corresponding 2-(3-benzofuranyl)phenols. When glyoxal was present in acidic media, the 2-(3-benzofuranyl)phenols reacted further to give unidentified products of appreciably higher molecular weight.

INVESTIGATION OF THE STRUCTURE OF 1,5-METHYLENE-QUINOLIZIDINIUM ION

1966 ◽  
Vol 44 (1) ◽  
pp. 13-22 ◽  
Author(s):  
O. E. Edwards ◽  
Gábor Fodor ◽  
Léo Marion
Keyword(s):  
Molecular Weight ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Rigorous Proof ◽  
Nuclear Magnetic Resonance Spectra ◽  
Salt Structure ◽  
Magnetic Resonance Spectra ◽  
Nuclear Magnetic

Galinovsky observed that O-tosyllupinine (II) readily isomerized to a quaternary tosylate. Without rigorous proof he assigned to this a monomeric azetidinium salt structure. A study of the infrared and nuclear magnetic resonance spectra and molecular weight of the compound confirms the 1,5-methylene-quinolizidinium salt structure III.

scholarly journals Synthesis of a Bis-oxabicyclo[5.4.0] Derivative and their Theoretical Evaluation as a Dopamine, Serotonin Transporters Inhibitor

2020 ◽  
Vol 11 (3) ◽  
pp. 10746-10754
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Chemical Structure ◽  
Serotonin Transporters ◽  
Theoretical Evaluation ◽  
Lower Affinity ◽  
Docking Model ◽  
Nuclear Magnetic Resonance Spectra ◽  
Protein Transporters ◽  
Magnetic Resonance Spectra

The aim of this investigation was to synthesize a bis-oxabicyclo[5.4.0] derivative (compound 6) was prepared from Fluoro-2,4-dinitrobenzene. The chemical structure of the compounds was determined using nuclear magnetic resonance spectra. Besides, the theoretical activity of compound 6 on either dopamine (4m48 protein) or serotonin (5i6z protein) transporters was evaluated using fluoxetine and altropone as controls in a Docking model. The data found indicate a higher interaction of 6 with 5i6z protein compared with fluoxetine. In addition, 6 could have lower affinity by 4m48 protein in comparison with altropone. All data showed that compound 6 could be good dopamine, serotonin transporters inhibitor.

scholarly journals Degradation of (±)-synephrine by Arthrobacter synephrinum. Oxidation of 3,4-dihydroxyphenylacetate to 2-hydroxy-5-carboxymethyl-muconate semialdehyde

1977 ◽  
Vol 167 (1) ◽  
pp. 163-170 ◽  
Author(s):  
R K Kutty ◽  
N A Devi ◽  
M Veeraswamy ◽  
S Ramesh ◽  
P V S Rao
Keyword(s):  
Molecular Weight ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Reaction Rates ◽  
Nuclear Magnetic Resonance Spectra ◽  
Chemical Behaviour ◽  
Magnetic Resonance Spectra ◽  
Nuclear Magnetic

1. Cell-free extracts of Arthrobacter synephrinum catalyse the oxidation of 3,4-dihydroxy-phenylacetate. 2. The product of oxidation was characterized as 2-hydroxy-5-carboxymethylmuconate semialdehyde from its chemical behaviour as well as from nuclear-magnetic-resonance spectra. 3. A 3,4-dihydroxyphenylacetate 2,3-dioxygenase (EC 1.13.11.15) was partially purified from A. synephrinum. 4. The enzyme had a Km of 25 micrometer towards its substrate and exhibited typical Michaelis-Menten kinetics. 5. The enzyme also catalysed the oxidation of 3,4-dihydroxymandelate and 3,4-dihydroxyphenylpropionate, at reaction rates of 0.5 and 0.04 respectively of that for 3,4-dihydroxyphenylacetate. 6. The enzyme was sensitive to treatment with thiol-specific reagents. 7. The molecular weight of the enzyme as determined by Sephadex G-200 chromatography was approx. 282000.

scholarly journals Synthesis of Two Testosterone Derivatives and their Theoretical Evaluation as Serotonin Reuptake Transporter Inhibitors

2021 ◽  
Vol 11 (5) ◽  
pp. 12462-12470
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Serotonin Transporter ◽  
Serotonin Reuptake ◽  
Chemical Structure ◽  
Theoretical Study ◽  
Theoretical Evaluation ◽  
Docking Model ◽  
Nuclear Magnetic Resonance Spectra ◽  
Serotonin Reuptake Transporter

This investigation aimed to synthesize two testosterone derivatives (4 and 7) from either testosterone 3-oxime or testosterone 3-(O-carboxymethyl)oxime. The chemical structure of the compounds was determined using nuclear magnetic resonance spectra. Besides, testosterone derivatives' theoretical activity on serotonin transporter (5i6z protein) was evaluated using fluoxetine as a control in a Docking model. The results showed a higher interaction of both compounds 4 and 7 with a 5i6z protein surface compared with fluoxetine. In conclusion, it's noteworthy that reagents used in this investigation no require special conditions. Also, the theoretical study showed that either compounds 4 or 7 could be good serotonin transporter inhibitors.

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