4321-58-8

Usage

Uses

Used in Pharmaceutical Industry:
ε-Aminocaproic Acid Hydrochloride is used as a pharmaceutical agent for its enzyme-inhibiting properties. It is particularly effective in inhibiting the activity of plasmin, a serine protease enzyme that plays a crucial role in the breakdown of blood clots. By inhibiting plasmin, ε-Aminocaproic Acid Hydrochloride can help prevent excessive bleeding and is often used in the treatment of conditions such as hemophilia and other bleeding disorders.
Used in Chemical Synthesis:
ε-Aminocaproic Acid Hydrochloride is used as a chemical intermediate for the synthesis of various compounds, including esters of 6-aminohexanoic acid. These esters have potential applications in the development of new drugs and other chemical products. The hydrochloride salt form of ε-Aminocaproic Acid provides a convenient and stable starting material for these synthetic processes.
Used in Research and Development:
ε-Aminocaproic Acid Hydrochloride is also used as a research tool in the field of biochemistry and molecular biology. It can be employed in laboratory experiments to study the effects of enzyme inhibition on various biological processes. Additionally, it can be used to investigate the structure-activity relationships of related compounds and to develop new inhibitors with improved properties.

Upstream product

• 29640-13-9 methyl 6-isocyanatohexanoate 
• 70288-80-1 6-methoxycarbonylaminohexanoic acid methyl ester 
• 5180-73-4 6-(Ethoxycarbonylamino)hexansaeure-ethylester 
• 7647-01-0 hydrogenchloride 
• 6404-29-1 6-(tert-butoxycarbonylamino)hexanoic acid 
• 105-60-2 caprolactam 
• 5100-36-7 6-isocyanato-hexanoic acid ethyl ester 
• 14273-90-6 methyl 6-bromohexanoate 
• 60-32-2 6-aminohexanoic acid 

Downstream Products

• 42771-37-9 6-(3,4,5-Trimethoxy-benzenesulfonylamino)-hexanoic acid 
• 60-32-2 6-aminohexanoic acid 
• 5100-26-5 6-<3-(4-Ethoxy-phenyl)-ureido>-hexansaeure- 
• 5100-18-5 6-(3-Phenyl-ureido)-hexansaeure-anilid 
• 5100-25-4 N-Methyl-6-isocyanato-hexansaeure-anilid 
• 39874-56-1 dodecyl 6-aminohexanoate 
• 16625-94-8 octyl 6-aminohexanoate 
• 372-52-1 6-amino-n-caproic acid n-hexyl ester 
• 14183-89-2 6-(5-anilinomethylene-4-oxo-2-thioxo-thiazolidin-3-yl)-hexanoic acid isopropyl ester 
• 14253-86-2 6-(5-anilinomethylene-4-oxo-2-thioxo-thiazolidin-3-yl)-hexanoic acid ethyl ester 
• 14183-91-6 6-[5-(N-acetyl-anilinomethylene)-4-oxo-2-thioxo-thiazolidin-3-yl]-hexanoic acid isopropyl ester 
• 14183-90-5 6-[5-(N-acetyl-anilinomethylene)-4-oxo-2-thioxo-thiazolidin-3-yl]-hexanoic acid ethyl ester 
• 75980-37-9 ω-aminocaproic acid octyl ester hydrochloride 
• 111652-28-9 6-aminohexanoicacid hydrochloride complex 

Relevant academic research and scientific papers

ESTERS OF AMINO CARBOXYLIC ACIDS AND A PROCESS TO PREPARE THEM

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

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.

ISOLATION AND PURIFICATION OF 6-AMINOCAPROIC ACID

The present invention relates to a new process for the isolation and purification of 6-aminocaproic acid, which is a known inhibitor of enzymes responsible for fibrinolysis and is used in the treatment of coagulopathies and severe post-operative bleedings.

An Efficient Route to N-Monosubstituted Guanidino-Lactams

A small library of guanidino-lactams were synthesized in four steps and good overall yields by following the routes: preparation of guanylating agents, synthesis of protected guanidino-acids, cyclization to fully protected guanidino-lactams, and deprotection to the target compounds. The guanidino-lactams were assayed as antimicrobials on E. coli showing no significant antibiotic activity.

Transkarbams as transdermal permeation enhancers: Effects of ester position and ammonium carbamate formation

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.

Thermodynamics of protonation of amino acid carboxylate groups from 50 to 125°C

Flow calorimetry has been used to study the interaction of glycine, DL-α-alanine, DL-2-aminobutyric acid, β-alanine, 4-aminobutyric acid, and 6-aminocaproic acid with protons in aqueous solutions from 323.15 K to 398.15 K and at 1.52 MPa. LogK, ΔH°, ΔS°, and ΔC°p for the protonation of the carboxylate groups of these amino acids have been obtained at each temperature studied. Equations are given expressing these values as functions of temperature. The protonation reactions are exothermic at lower temperatures and become endothermic as temperature increases. The logK, ΔH°, and ΔS° values are close together over the temperature range studied for the protonation of α-amino acids, i.e., glycine, DL-α-a/anine, and 2-aminobutyric acid. At each temperature, the magnitudes of these thermodynamic quantities increase as the number of methylene groups between the amino group and the carboxylate group increases. The ΔC°p value for the protonation of the carboxyl group is found to lie between those of an isocoulombic reaction and a charge reduction reaction. At 323.15 K, the protonation reactions of the carboxylate groups have larger ΔC°p values which approach those associated with charge reduction reactions. As the temperature increases, ΔC°p decreases and approaches those found for isocoulombic reactions. This result is explained by considering long-range and short-range solvent effects. The trend in ΔH° and ΔS° with temperature and with charge separation in the zwitterions is interpreted in terms of solvent-solute interactions and the electrostatic interaction of the two oppositely charged groups within the molecule.

Automatic dishwashing compositions comprising multiquaternary bleach activators

Improved detergent compositions, especially granular automatic dishwashing detergents, comprising multiquaternary bleach activators are provided. The bleach activators contain multiple quaternary nitrogen groups, preferably at least three such groups and preferably have at least one quaternary nitrogen group in the peracid-forming portion of the bleach activator as well as at least one quaternary nitrogen group in the leaving-group portion.

The Use of Crown Ethers in Peptide Chemistry. Part 1. Syntheses of Amino Acid Complexes with the Cyclic Polyether 18-Crown-6 and their Oligomerisation in Dicyclohexylcarbodi-imide-containing Solutions

The synthesis of amino acid complexes with the cyclic polyether 18-crown-6 and their solubility properties in organic solvents are described.Oligo homo-amino acid peptides have been prepared using the crown ether complexes and dicyclohexylcarbodi-imide as coupling agent.The mechanism leading to the formation of the oligopeptides has been discussed and proved to involve the transferring of one N-H proton from the crown ether complex to the carbodi-imide nitrogen.

Aminosaeuren, I. Darstellung von Aminosaeuren aus Halogencarbonsaeure-alkylestern mit Alkalimetallcyanaten

α- and ω-halo- as well as α,ω-dihalocarboxylic alkyl esters react with potassium cyanate in the presence of alcohol at 80 - 120 deg C in dipolar aprotic solvents to yield α- and ω-(alkoxycarbonylamino)- and α,ω-bis(alkoxycarbonylamino)carboxylic alkyl esters, respectively, in good yields.Hydrolytic cleavage of these mono- or diurethanes with an aqueous solution of hydrochloric acid/formic acid leads to the corresponding amino acid hydrochlorides in nearly quantitative yields.

Process for the production of aminoacid hydrochlorides/or diaminoacid dihydrochlorides

Aminoacid hydrochlorides or diaminoacid dihydrochlorides are produced by first reacting a halocarboxylic acid ester with an alkali metal cyanate in the presence of an alcohol to form the corresponding mono- or diurethane and then saponifying this to the corresponding mono- or dihydrochloride. The new process is relatively versatile in its use and above all opens up an elegant synthesis route for lysine.