6-Aminocaproic acid

Base Information

• Chemical Name: 6-Aminocaproic acid
• CAS No.: 60-32-2
• Molecular Formula: C6H13NO2
• Molecular Weight: 131.175
• Hs Code.: 29224995
• Mol file: 60-32-2.mol

Synonyms:Caproicacid, e-amino- (3CI);6-Amino-n-hexanoic acid;6-Aminocaproic acid;6-Aminohexanoic acid;ACS;Acepramin;Amicar;Amikar;CL10304;CY 116;Caplamin;Capramol;Caprolisin;EACA;Epsamon;Epsicapron;Epsilon S;Hemocaprol;Hemopar;Hepin;NSC 212532;NSC 26154;NSC 400230;e-Amino-n-hexanoic acid;e-Aminocaproic acid;e-Leucine;e-Norleucine;w-Aminocaproic acid;w-Aminohexanoic acid;

Chemical Property of 6-Aminocaproic acid

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.00495mmHg at 25°C
• Melting Point: 207-209 °C (dec.)(lit.)
• Refractive Index: 1.4870 (estimate)
• Boiling Point: 255.6 °C at 760 mmHg
• PKA: 4.373(at 25℃)
• Flash Point: 108.4 °C
• PSA: 63.32000
• Density: 1.042 g/cm³
• LogP: 1.29040
• Storage Temp.: 2-8°C
• Solubility.: H2O: 50 mg/mL
• Water Solubility.: SOLUBLE
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 131.094628657
• Heavy Atom Count: 9
• Complexity: 77.6

Purity/Quality:

99% ^*data from raw suppliers

ACS ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CCC(=O)[O-])CC[NH3+]
• Description: 6-aminocaproic acid (Brand name: Amicar) is a kind of synthetic derivative of lysine. Since it is a analogue of amino acid lysine, it can act as the inhibitor for enzymes that need to bind to that particular lysine residue, e.g. the proteolytic enzyme such as plasmin, which is responsible for fibrinolysis. Therefore, it has anti-fibrinolytic activity. It also competitively inhibits activation of plasminogen, thereby reducing conversion of plasminogen to plasmin. Based on this property, it can be used for the treatment of acute bleeding due to elevated fibrinolytic activity in many clinical situations. It can also indicated by FDA for the prevention of recurrent hemorrhage in patients of traumatic hyphema. It may also act as a prophylactic against the vascular disease due to its inhibitory effect on the formation of lipoprotein which is the risk factor of vascular disease.
• Uses: EACA is directly soluble in water at 25 mg/ml. As an inhibitor of plasmin it is has been utilized in the clotting buffer for fibrinogen assays. This buffer is 10 mM potassium and sodium phosphate, pH 6.4, with 0.20 g CaCl2, 5 g 6-Aminohexanoic acid, 1 g sodium azide, and 9 g NaCl in 1 liter. The buffer is stable indefinitely at room temperature. 6-Aminohexanoic Acid is a reagent commonly used for the extraction of aldehydes from reaction mixtures. 6-Aminohexanoic Acid has also been shown to improve solubilization of membrane proteins in elect rophoresis. Studies suggest that 6-Aminohexanoic Acid inhibits the activation of the first component of the complement system.

Technology Process of 6-Aminocaproic acid

There total 66 articles about 6-Aminocaproic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.4%

caprolactam (105-60-2,9012-16-2) → 6-aminohexanoic acid (60-32-2,93208-38-9)

Guidance literature:

With dodecatungstosilic acid; water; at 75 ℃; for 6h; Reagent/catalyst; Large scale;

Reference yield: 99.0%

methyl 6-oxohexanoate (6654-36-0) → caprolactam (105-60-2,9012-16-2) + poly(6-aminocaproamide-co-6-aminocaproic acid) + 6-aminocaproic amide (373-04-6) + methyl 6-aminohexanoate hydrochloride (2780-89-4) + 6-aminohexanoic acid (60-32-2,93208-38-9)

Guidance literature:

methyl 6-oxohexanoate; With ammonia; In methanol; water; at 35 ℃; for 0.00416667h; under 22502.3 Torr;

With hydrogen; 5 % ruthenium on Al2O3; In methanol; water; at 120 ℃; for 22h; under 22502.3 Torr;

Reference yield: 99.0%

6-bromohexanoic acid (4224-70-8) → 6-aminohexanoic acid (60-32-2,93208-38-9)

Guidance literature:

With ammonium hydroxide; In water; at 20 ℃; for 24h;

DOI:10.1016/j.dyepig.2019.108047

upstream raw materials:

caprolactam

5-cyanopentanoic acid

1-amino-5-cyanopentane

6,6-dichloro-hex-5-enylamine

Downstream raw materials:

6-phthalimidohexanoic acid

N-(2,4-dinitrophenyl)-ε-amino-n-caproic acid

ε-guanidinocaproic acid

6-(benzoylamino)hexanoic acid

Refernces

Branched supramolecular polymers formed by bifunctional cyclodextrin derivatives

10.1016/j.tet.2008.05.040

The study focuses on the synthesis and characterization of branched supramolecular polymers derived from bifunctional cyclodextrin (CD) derivatives. The researchers prepared these polymers by mixing 3-cinnamamide-α-CD (1) with 3-Na-cinnamamidehexancarbonyl-N3-cinnamamide-lysinamide-α-CD (3) and 3-cinnamamidehexanamide-α-CD (2) with 3. The study revealed that compounds 1 and 2 formed linear supramolecular polymers, while compound 3, featuring two guest moieties, resulted in hyperbranched supramolecular polymers. The physical properties of these polymers were examined through viscosity measurements in aqueous solutions, showing that the introduction of compound 3 as a branching unit significantly increased the viscosity. The supramolecular polymers did not exhibit a viscosity increase on their own, but their mixtures formed highly viscous solutions and fibers, attributed to branching of linear supramolecular polymers by compound 3 and interactions such as hydrophobic and hydrogen bonding between the polymers. The research provides insights into the formation and properties of supramolecular polymers with potential applications in material science.