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6-Aminocaproic acid

Description References
6-Aminocaproic acid
6-Aminocaproic acid structure
CAS No.
60-32-2
Chemical Name:
6-Aminocaproic acid
Synonyms
ACS;EACS;EACA;177jd;cy116;Hepin;Amikar;Amicar;CY 116;177 J.D
CBNumber:
CB5223888
Molecular Formula:
C6H13NO2
Formula Weight:
131.17
MOL File:
60-32-2.mol

6-Aminocaproic acid Properties

Melting point:
207-209 °C (dec.)(lit.)
Boiling point:
242.49°C (rough estimate)
Density 
1.03 g/mL at 20 °C
vapor pressure 
<0.1 hPa (20 °C)
refractive index 
1.4870 (estimate)
Flash point:
207-209°C
storage temp. 
2-8°C
solubility 
H2O: 50 mg/mL
form 
powder
pka
4.373(at 25℃)
color 
white
Odor
Odorless
PH
7.0-7.5 (50g/l, H2O, 20℃)
Water Solubility 
SOLUBLE
Merck 
14,432
BRN 
906872
InChIKey
SLXKOJJOQWFEFD-UHFFFAOYSA-N
CAS DataBase Reference
60-32-2(CAS DataBase Reference)
EWG's Food Scores
1-3
FDA UNII
U6F3787206
NIST Chemistry Reference
Hexanoic acid, 6-amino-(60-32-2)
EPA Substance Registry System
Hexanoic acid, 6-amino- (60-32-2)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H320-H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P305+P351+P338+P337+P313
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  2
RTECS  MO6300000
TSCA  Yes
HS Code  29224995
Toxicity LD50 in rats (g/kg): 7.0 i.p.; ~3.3 i.v. (Hallesy)
NFPA 704
1
2 0

6-Aminocaproic acid price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.00145 6-Aminohexanoic acid for synthesis 5 g $24.7 2021-03-22 Buy
Sigma-Aldrich 8.00145 6-Aminohexanoic acid for synthesis 250 g $57.35 2021-03-22 Buy
Sigma-Aldrich A0420000 Aminocaproic acid European Pharmacopoeia (EP) Reference Standard $190 2021-03-22 Buy
Sigma-Aldrich 8.00145 6-Aminohexanoic acid for synthesis 1 kg $207.2 2021-03-22 Buy
Sigma-Aldrich 07260 6-Aminohexanoic acid ≥98.5% (NT) 60-32-2 100g $115 2021-03-22 Buy

6-Aminocaproic acid Chemical Properties,Uses,Production

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.

References

https://pubchem.ncbi.nlm.nih.gov/compound/6-aminohexanoic_acid#section=Pharmacology-and-Biochemistry
https://en.wikipedia.org/wiki/Aminocaproic_acid

Chemical Properties

white crystalline powder

Originator

Epsilon,Roche,W. Germany,1962

Uses

hemostatic

Uses

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.

Uses

Propylparaben Food preservative

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.

Definition

ChEBI: An amino-acid anion that is the conjugate base of 6-aminohexanoic acid.

Manufacturing Process

5 kg of caprolactam were heated with 40 liters of water in a pressure vessel at 250°C for a period of four hours. These quantities of reactants correspond to a water:lactam molecular ratio of 50:1. After cooling, the small quantity of the nonsoluble substance that is formed is filtered off, and the filtrate is evaporated as far as possible. The resulting concentrate is mixed with three times its volume of strong alcohol, thereby causing the desired product, epsilon-aminocaproic acid (6-aminohexanoic acid), to crystallize out. After separating the crystalline product thus obtained, a further quantity of epsilonaminocaproic acid can be obtained from the mother liquid if desired.

brand name

Amicar (Xanodyne).

Therapeutic Function

Antifibrinolytic

Mechanism of action

Because binding of plasminogen or plasmin to fibrinogen or fibrin is mediated by lysine groups that are part of the structures of fibrin and fibrinogen, aminocaproic acid, which is a structural analog of lysine that only differs in that it has one less amino group, acts as a competitive inhibitor for binding of plasmin(ogen) to fibrin. Aminocaproic acid shifts the homeostatic balance on the side of coagulation, thus restoring fibrinolytic mechanism activity. Aminocaproic acid, which is not a procoagulant, such as those used during surgical intervention and various pathological conditions, is accompanied by an elevation in fibrinolytic activity of blood and tissue. It is used to stop bleeding.

Safety Profile

Moderately toxic by intravenous route. Human systemic effects by ingestion: changes in tubules (includmg acute renal failure, acute tubular necrosis), hematuria, and increased body temperature. Experimental reproductive effects. An eye irritant. When heated to decomposition it emits toxic fumes such as NOx,.

Chemical Synthesis

Aminocaproic acid (24.4.1) is synthesized by hydrolyzing ε -caprolactam at high temperature.

Veterinary Drugs and Treatments

Aminocaproic acid has been used as a treatment to degenerative myelopathy (seen primarily in German shepherds), but no controlled studies documenting its efficacy were located. There is interest in evaluating aminocaproic acid for adjunctive treatment of thrombocytopenia in dogs, but efficacy and safety for this purpose remains to be investigated. In humans, it is primarily used for treating hyperfibrinolysis-induced hemorrhage.

6-Aminocaproic acid Preparation Products And Raw materials

Raw materials

Preparation Products


6-Aminocaproic acid Suppliers

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View Lastest Price from 6-Aminocaproic acid manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2020-12-18 6-Aminocaproic acid
60-32-2
US $10.00-100.00 / KG 0.5KG >99% 20tons Anhui Rencheng Technology Co., Ltd
2021-03-23 6-Aminocaproic acid
60-32-2
US $625.00 / KG 1KG 99 5tons Hebei Chisure Biotechnology Co.LTD
2021-03-24 6-Aminocaproic acid
60-32-2
US $100.00 / PCS 1KG 99% 10 mt Hebei Guanlang Biotechnology Co., Ltd.

6-Aminocaproic acid Spectrum


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