4321-58-8Relevant articles and documents
ESTERS OF AMINO CARBOXYLIC ACIDS AND A PROCESS TO PREPARE THEM
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Page/Page column 9-10, (2020/01/31)
The present invention relates to a process to prepare esters of an amino carboxylic acid of the formula (I) wherein R is an alkyl group containing 5 to 16 carbon atoms that may be branched or linear, k is a value of 1 to 3, m is an integer from 0 to 25, A is -CH2-CH2- or - CH2CH(CH3)- or -CH2-CH(CH2-CH3)-, n is an integer of at least 3 and at most 8, each R1 is a hydrogen atom, each R2 is independently a hydrogen atom or methyl or ethyl group, preferably each R2 is a hydrogen atom, and wherein X is an anion derivable from deprotonating a Br?nsted-Lowry acid comprising the steps of reacting an aminocarboxylic acid present as a cyclic amide of the formula (II) and an alkanol of the formula R-(0-A)mOH in the presence of the Br?nsted-Lowry acid at a temperature of between 60 and 200 degrees C wherein the total molar amount of aminocarboxylic acid to the molar amount of the alkanol is between 1 :0.8 and 1 :1.5 and wherein the Br?nsted-Lowry acid is not added to the reaction mixture until least 50% of the total of the alkanol and cyclic amide are added to the reaction mixture.
Salts of 4-aminobutyric acid and 6-aminohexanoic acid behaving as molecular Velcro
Rademeyer,Van Der Westhuizen
, p. 6821 - 6836 (2017/11/27)
The crystal structures of eight novel carboxyalkylammonium salts, (+H3N(CH2)nCOOH)X-, are reported, with n = 4 and X = Cl, Br and I in structures 1, 2 and 3, respectively, and n = 6 and X = Cl, Br·0.5H2O, Cl·0.5H2O, NO3 and ClO4 in structures 4, 5, 6, 7 and 8. The members of this family of compounds were found to display significant structural diversity, and a careful analysis of the structures employing the principles of crystal engineering was done to explain the observed trends and differences, specifically also the interdigitation or non-interdigitation of alkyl chains. It was found that a primary hydrogen bonding network formed between the ammonium groups and halide or oxo-anions, which plays a major structure-directing role. The structures may be likened to molecular Velcro, in which secondary hydrogen bonding interactions involving the carboxylic acid groups act as "hooks" to link primary networks.
Transkarbams as transdermal permeation enhancers: Effects of ester position and ammonium carbamate formation
Novotny, Michal,Hrabálek, Alexandr,Jan??ová, Barbora,Novotny, Jakub,Vávrová, Kate?ina
scheme or table, p. 2726 - 2728 (2010/08/04)
Transkarbam 12, an ammonium carbamate formed by the reaction of dodecyl 6-aminohexanoate with carbon dioxide, is a highly active, broad-spectrum, nontoxic, and nonirritant transdermal permeation enhancer. It probably acts by a dual mechanism: a part of its activity is associated with the carbamic acid salt and/or its decomposition in the acidic stratum corneum. The ammonium ester thereby released is an active enhancer species as well, and its activity highly depends on the position of the ester group.