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6-Aminocaproic acid

6-Aminocaproic acid Structure
CAS No.
60-32-2
Chemical Name:
6-Aminocaproic acid
Synonyms
6-AMINOHEXANOIC ACID;ACS;Aminocaproic;6-aminohexanoate;EACA;Amicar;H-ACP-OH;Hepin;177 J.D;aminocaproic acid,EACA
CBNumber:
CB5223888
Molecular Formula:
C6H13NO2
Molecular Weight:
131.17
MOL File:
60-32-2.mol
MSDS File:
SDS
Modify Date:
2024/6/17 11:00:44

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
LogP 0.027 (est)
CAS DataBase Reference 60-32-2(CAS DataBase Reference)
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(27)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) A7824 6-Aminocaproic acid BioUltra, ≥99% 60-32-2 25G ₹4838.78 2022-06-14 Buy
Sigma-Aldrich(India) A7824 6-Aminocaproic acid BioUltra, ≥99% 60-32-2 100G ₹10944.08 2022-06-14 Buy
Sigma-Aldrich(India) PHR1224 Aminocaproic acid Pharmaceutical Secondary Standard; Certified Reference Material 60-32-2 1G ₹8346.08 2022-06-14 Buy
Sigma-Aldrich(India) A7824 6-Aminocaproic acid BioUltra, ≥99% 60-32-2 500G ₹36198.8 2022-06-14 Buy
Sigma-Aldrich(India) A7824 6-Aminocaproic acid BioUltra, ≥99% 60-32-2 1KG ₹60154.53 2022-06-14 Buy
Product number Packaging Price Buy
A7824 25G ₹4838.78 Buy
A7824 100G ₹10944.08 Buy
PHR1224 1G ₹8346.08 Buy
A7824 500G ₹36198.8 Buy
A7824 1KG ₹60154.53 Buy

6-Aminocaproic acid Chemical Properties,Uses,Production

Chemical Properties

white crystalline powder. Leaf crystals were obtained from ether. Odorless, bitter taste. Melting point 202 ~ 207 ℃ (decomposition). Soluble in water, slightly soluble in methanol, insoluble in ethanol, ether and chloroform.

Definition

ChEBI: 6-aminohexanoic acid is an epsilon-amino acid comprising hexanoic acid carrying an amino substituent at position C-6. Used to control postoperative bleeding, and to treat overdose effects of the thrombolytic agents streptokinase and tissue plasminogen activator. It has a role as an antifibrinolytic drug, a hematologic agent and a metabolite. It is an epsilon-amino acid and an omega-amino fatty acid. It derives from a hexanoic acid. It is a conjugate acid of a 6-aminohexanoate. It is a tautomer of a 6-aminohexanoic acid zwitterion.

Preparation

6-aminocaproic acid is obtained by hydrolysis of 6-(N-benzoylamino)capronitrile in the presence of hydrochloric acid, or by hydrolysis of caprolactam in the presence of hydrochloric acid, and then treated with ammonium hydroxide.

Application

6-Aminohexanoic acid was used as a biochemical reagent. It is also 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 used for hemoptysis, gastrointestinal bleeding and bleeding disorders in obstetrics and gynecology.
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.

General Description

6-Aminocaproic acid is a synthetic inhibitor of fibrinolysis and is utilized for the control of excessive bleeding in patients with amegakaryocytic thrombocytopenia. It also is a protease inhibitor that displays anticancer activity but is limited by cytotoxicity.

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,.

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