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6-Aminocaproic acid

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
MSDS File:
SDS

6-Aminocaproic acid Properties

Melting point 207-209 °C (dec.) (lit.)
Boiling point 242.49°C (rough estimate)
Density 1.042 g/cm3
vapor pressure <0.1 hPa (20 °C)
refractive index 1.4870 (estimate)
Flash point 207-209°C
storage temp. Store below +30°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
ATC code B02AA01
NCI Drug Dictionary Amicar
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(71)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.00145 6-Aminohexanoic acid for synthesis 60-32-2 5 g $29.5 2022-05-15 Buy
Sigma-Aldrich 8.00145 6-Aminohexanoic acid for synthesis 60-32-2 250 g $68.2 2022-05-15 Buy
Sigma-Aldrich 8.00145 6-Aminohexanoic acid for synthesis 60-32-2 1 kg $246 2022-05-15 Buy
Sigma-Aldrich 8.00145 6-Aminohexanoic acid for synthesis 60-32-2 5 kg $848 2022-05-15 Buy
Sigma-Aldrich 07260 6-Aminohexanoic acid ≥98.5% (NT) 60-32-2 100g $127 2022-05-15 Buy
Product number Packaging Price Buy
8.00145 5 g $29.5 Buy
8.00145 250 g $68.2 Buy
8.00145 1 kg $246 Buy
8.00145 5 kg $848 Buy
07260 100g $127 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

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.

Uses

Propylparaben Food preservative

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

hemostatic

Definition

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

Application

6-Aminohexanoic acid was used as a biochemical reagent. 6-Aminocaproic acid is used in organic synthesis. As an anti-fibrinolytic agent. Used as a hemostatic agent. 6-aminocaproic acid has a significant effect on some severe bleeding caused by increased fibrinolytic activity. It is suitable for oozing or local bleeding during various surgical operations. 6-aminocaproic acid is also used for hemoptysis, gastrointestinal bleeding and bleeding disorders in obstetrics and gynecology. 6-Aminocaproic acid works by inhibiting the fibrinolytic system. Mainly used for hemorrhage caused by elevated plasmin activity, such as obstetrics and gynecology hemorrhage, hemorrhage after prostate, liver, pancreas, lung and other visceral operations. Early intraoperative medication or preoperative medication can reduce intraoperative oozing and reduce blood transfusion volume.
6-Aminocaproic acid is an anti-fibrinolytic drug with a similar chemical structure to lysine. It can qualitatively inhibit the binding of plasminogen to fibrin and prevent its activation, thereby inhibiting fibrinolysis and achieving hemostasis. Aminocaproic acid is a monoaminocarboxylic acid, which can inhibit the conversion of plasminogen into plasmin and its binding to fibrin. For severe bleeding caused by hyperfibrinolysis caused by increased activation of plasminogen, can have therapeutic effect.

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

General Description

Aminocaproic acid is a synthetic inhibitor of fibrinolysis and is utilized for the control of excessive bleeding in patients with amegakaryocytic thrombocytopenia.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Biochem/physiol Actions

Lysine analog. Promotes rapid dissociation of plasmin, thereby inhibiting the activation of plasminogen and subsequent fibrinolysis. Reported to inhibit plasminogen binding to activated platelets. An early report indicated that it inhibits the activation of the first component of the complement system. Binds and inactivates Carboxypeptidase B.

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.

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View Lastest Price from 6-Aminocaproic acid manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2022-02-25 6-Aminocaproic acid
60-32-2
US $625.00 / KG 1KG 99 5tons Shanxi Naipu Import and Export Co.,Ltd
2022-02-24 6-Aminocaproic acid
60-32-2
US $10.00-100.00 / KG 0.5KG >99% 20tons Anhui Rencheng Technology Co., Ltd
2021-12-01 6-Aminocaproic Acid
60-32-2
US $10.00 / Kg/Drum 1KG 98% 10 ton Hebei Crovell Biotech Co Ltd
177 J.D 177 J.D. 177j.d. 177jd 6-amino-hexanoicaci Acepramin Acepramine ACS Afibrin Amicar Amikar Aminokapron Atsemin Caplamin Capracid capralense Capramol Capranol Caprocid Caprolisin CL 10304 cl10304 CY 116 cy116 eacakabi EACS e-aminocaproicacid Epsamon Epsicapron Epsikapron Epsilcapramin epsilon S epsilon-Amino-n-hexanoic acid EPSILON-AMINO HEXANOIC ACID EPSILON-AMINO-N-CAPROIC ACID EPSILON-AMINOCAPROIC ACID H-E-ACP-OH H-EPSILON-ACP-OH H-EPSILON-AHX-OH H-EPSILON-AMINOCAPROIC ACID H-AHX(6)-OH H-6-AHX-OH H-ACP(6)-OH H-ACP-OH EACA NH2-(CH2)5-COOH OMEGA-AMINOCAPROIC ACID ETA-AMINOCAPROIC ACID 6-AMINOCAPROIC ACID SIGMAULTRA 6-Aminohexanoic acid 1 M Solution 6-AminocaproicAcid,>99% H-6-Aca-OH~epsilon-Aminocaproic acid~6-Aminohexanoic acid~EACA H-EAhx-OH 6-Amino-n-caproic acid;6-Aminohexanoic acid aminocaproic acid,EACA 6-AMinocaproic acid, 99+% 500GR Aminocaproic AMinocaproic-d6 Acidd6