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Substance Name: Aminocaproic acid [USAN:USP:INN:BAN]
RN: 60-32-2
UNII: U6F3787206
InChIKey: SLXKOJJOQWFEFD-UHFFFAOYSA-N

Note

  • An antifibrinolytic agent that acts by inhibiting plasminogen activators which have fibrinolytic properties.

Molecular Formula

  • C6-H13-N-O2

Molecular Weight

  • 131.1737
 

Classification Codes

  • Antifibrinolytic Agents
  • Coagulants
  • Fibrin Modulating Agents
  • Hematologic Agents
  • Hemostatic
  • Hemostatics
  • Human Data
  • Reproductive Effect
  • Skin / Eye Irritant

Names and Synonyms

Name of Substance

  • 6-Aminocaproic acid
  • 6-Aminohexanoic acid
  • Aminocaproic acid [USAN:USP:INN:BAN]
  • epsilon-Aminocaproic acid
  • Hexanoic acid, 6-amino-

MeSH Heading

  • Aminocaproic Acid

Synonyms

  • 177 J.D.
  • 4-04-00-02695 (Beilstein Handbook Reference)
  • 6-Amino-n-hexanoic acid
  • 6-Aminocaproic acid
  • 6-Aminohexanoic acid
  • Acepramin
  • Acepramine
  • Acide aminocaproique
  • Acide aminocaproique [French]
  • Acido aminocaproico
  • Acido aminocaproico [DCIT,Spanish]
  • Acidum aminocaproicum
  • Acidum aminocaproicum [Latin]
  • ACS
  • Afibrin
  • AI3-14512
  • Amicar
  • Amikar
  • Aminocaproic
  • Aminocaproic acid
  • Aminocaproic acid in plastic container
  • Aminokapron
  • Atsemin
  • BRN 0906872
  • Caplamin
  • Capracid
  • Capralense
  • Capramol
  • Caprocid
  • Caprolisin
  • CCRIS 7706
  • CL 10304
  • CY 116
  • CY-116
  • EACA
  • Eaca kabi
  • EACS
  • EINECS 200-469-3
  • Epsamon
  • Epsicapron
  • Epsikapron
  • Epsilcapramin
  • Epsilon Aminocaproic Acid
  • Epsilon S
  • epsilon-Amino-n-hexanoic acid
  • epsilon-Aminocaproic acid
  • Epsilon-Aminocapronsaeure
  • Epsilon-aminocapronzuur
  • epsilon-Aminohexanoic acid
  • epsilon-Leucine
  • epsilon-Norleucine
  • Hemocaprol
  • Hemopar
  • Hepin
  • Hexanoic acid, 6-amino-
  • HSDB 3005
  • Ipsilon
  • JD 177
  • Kyselina omega-aminokapronova
  • Kyselina omega-aminokapronova [Czech]
  • NSC 26154
  • NSC 400230
  • NSC-26154
  • omega-Aminocaproic acid
  • omega-Aminohexanoic acid
  • Respramin
  • UNII-U6F3787206

Systematic Names

  • Aminocaproic acid
  • Hexanoic acid, 6-amino-

Registry Numbers

CAS Registry Number

  • 60-32-2

FDA UNII

  • U6F3787206

Other Registry Numbers

  • 87867-96-7
  • 93208-38-9

System Generated Number

  • 0000060322

Structure Descriptors

InChI

1S/C6H13NO2/c7-5-3-1-2-4-6(8)9/h1-5,7H2,(H,8,9)

InChIKey

SLXKOJJOQWFEFD-UHFFFAOYSA-N

Smiles

C(CC(=O)O)CCCN

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 7gm/kg (7000mg/kg)   Drugs in Japan Vol. 6, Pg. 79, 1982.
dog LDLo intravenous 2150mg/kg (2150mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Pharmacologist. Vol. 3, Pg. 62, 1961.
guinea pig LDLo intravenous 19800mg/kg (19800mg/kg)   Anesthesie, Analgesie, Reanimation. Vol. 22, Pg. 481, 1965.
man TDLo multiple routes 14400mg/kg/59 (14400mg/kg) KIDNEY, URETER, AND BLADDER: HEMATURIA

BEHAVIORAL: MUSCLE WEAKNESS
British Journal of Urology. Vol. 60, Pg. 81, 1987.
man TDLo oral 1778mg/kg/8D- (1778mg/kg)   American Journal of Kidney Diseases. Vol. 8, Pg. 441, 1986.
man TDLo oral 1778mg/kg/8D- (1778mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

KIDNEY, URETER, AND BLADDER: HEMATURIA
American Journal of Kidney Diseases. Vol. 8, Pg. 441, 1986.
monkey LD50 intravenous > 2gm/kg (2000mg/kg)   Drugs in Japan Vol. 6, Pg. 79, 1982.
monkey LD50 oral > 7gm/kg (7000mg/kg)   Drugs in Japan Vol. 6, Pg. 79, 1982.
mouse LD50 intravenous 4900mg/kg (4900mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Anesthesie, Analgesie, Reanimation. Vol. 22, Pg. 481, 1965.
mouse LD50 oral 14300mg/kg (14300mg/kg)   Drugs in Japan Vol. 6, Pg. 79, 1982.
mouse LD50 subcutaneous 5790mg/kg (5790mg/kg)   Drugs in Japan Vol. -, Pg. 62, 1995.
rabbit LD50 intravenous 2gm/kg (2000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 9, Pg. 759, 1967.
rat LD oral > 10gm/kg (10000mg/kg)   Pharmacologist. Vol. 3, Pg. 62, 1961.
rat LD50 intraperitoneal 7gm/kg (7000mg/kg)   Pharmacologist. Vol. 3, Pg. 62, 1961.
rat LD50 intravenous 3300mg/kg (3300mg/kg)   Pharmacologist. Vol. 3, Pg. 62, 1961.
women TDLo oral 12600mg/kg/5W (12600mg/kg) BLOOD: "CHANGES IN SERUM COMPOSITION (E.G., TP, BILIRUBIN, CHOLESTEROL)"

BEHAVIORAL: MUSCLE WEAKNESS
Postgraduate Medical Journal. Vol. 55, Pg. 282, 1979.
women TDLo oral 33600mg/kg/14 (33600mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION
Postgraduate Medical Journal. Vol. 55, Pg. 282, 1979.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 205 deg C   EXP
pKa Dissociation Constant 4.43 (none) 25 EXP
log P (octanol-water) -2.95E+00 (none)   EXP
Water Solubility 5.05E+05 mg/L 25 EXP
Vapor Pressure 3.01E-09 mm Hg 25 EST
Henry's Law Constant 1.75E-10 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.73E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.