e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Correlation between lipophilicity and reactivity under biomimetic conditions of β-hydroxybarbiturates

O LaFont, J Chastang, C Cavé, M Miocque

Index: Lafont; Chastang; Cave; Miocque European Journal of Medicinal Chemistry, 1988 , vol. 23, # 3 p. 283 - 289

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Citation Number: 1

Abstract

Abstract The effects of lipophilicity are studied on a chemical equilibrium between β- hydroxybarbiturates and corresponding allophanoyl γ-lactones under biomimetic conditions, in order to show that this physicochemical parameter is not only active in vivo on drug disposition, but also on the kinetics of chemical reactions.

N/A Structure

~61%

2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(2-hydroxyethyl)-5-methyl- Structure

2,4,6(1H,3H,5H)...

N-carbamoyl-3-methyl-2-oxotetrahydrofuran-3-carboxamide Structure

N-carbamoyl-3-m...

~99%

2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(2-hydroxyethyl)-5-methyl- Structure

2,4,6(1H,3H,5H)...

3-methyl-2-oxo-oxolane-3-carboxylic acid Structure

3-methyl-2-oxo-...

~%

2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(2-hydroxyethyl)-5-methyl- Structure

2,4,6(1H,3H,5H)...

5-ethyl-5-(2-vinyloxy-ethyl)-barbituric acid Structure

5-ethyl-5-(2-vi...

~69%

Barbituric acid, 5-ethyl-5-(2-hydroxyethyl)- Structure

Barbituric acid...

N-carbamoyl-3-ethyl-2-oxotetrahydrofuran-3-carboxamide Structure

N-carbamoyl-3-e...

~74%

Barbituric acid, 5-ethyl-5-(2-hydroxyethyl)- Structure

Barbituric acid...

SECOBARBITAL Structure

~71%

2,4,6(1H,3H,5H)-Pyrimidinetrione,5-(2-hydroxypropyl)-5-(1-methylbutyl)- Structure

2,4,6(1H,3H,5H)...

N-carbamoyl-5-methyl-2-oxo-3-(pentan-2-yl)tetrahydrofuran-3-carboxamide Structure

N-carbamoyl-5-m...

~72%

2,4,6(1H,3H,5H)-Pyrimidinetrione,5-(2-hydroxypropyl)-5-(1-methylbutyl)- Structure

2,4,6(1H,3H,5H)...

N-carbamoyl-5-methyl-2-oxo-3-prop-2-enyloxolane-3-carboxamide Structure

N-carbamoyl-5-m...

~%

Proxibarbal Structure

2,4,6(1H,3H,5H)-Pyrimidinetrione,5-ethyl-5-(2-propen-1-yl)- Structure

2,4,6(1H,3H,5H)...

~67%

5-ethyl-5-(2-hydroxypropyl)-1,3-diazinane-2,4,6-trione Structure

5-ethyl-5-(2-hy...

3-ethyl-5-methyl-2-oxo-tetrahydro-furan-3-carboxylic acid carbamoylamide Structure

3-ethyl-5-methy...

~71%

5-ethyl-5-(2-hydroxypropyl)-1,3-diazinane-2,4,6-trione Structure

5-ethyl-5-(2-hy...

N/A Structure

~77%

5-(2-hydroxyethyl)-5-(3-methylbutyl)-1,3-diazinane-2,4,6-trione Structure

5-(2-hydroxyeth...

Condensations of α-Carbethoxy-α-methyl-γ-butyrolactone

[Skinner; Herbener Journal of the American Chemical Society, 1953 , vol. 75, p. 3031]

Condensations of α-Carbethoxy-α-methyl-γ-butyrolactone

[Skinner; Herbener Journal of the American Chemical Society, 1953 , vol. 75, p. 3031]