aminocaproic acid 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
163 60-32-2

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • aminocaproic acid
  • 6-Aminocaproic acid
  • 6-Aminohexanoic acid
  • acepramin
  • epsilon-aminocaproic acid
An antifibrinolytic agent that acts by inhibiting plasminogen activators which have fibrinolytic properties.
  • Molecular weight: 131.18
  • Formula: C6H13NO2
  • CLOGP: -2.23
  • LIPINSKI: 0
  • HAC: 3
  • HDO: 2
  • TPSA: 63.32
  • ALOGS: -0.46
  • ROTB: 5
  • Status: OFP
    • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
16 g O
16 g P

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 3 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 333 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 65 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 1524.67 µM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
Vd (Volume of distribution) 0.39 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 2.50 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.92 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 4.90 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
June 3, 1964 FDA CLOVER PHARMS

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Fear 54.25 34.62 17 1043 15749 63472213
Renal injury 53.60 34.62 15 1045 9424 63478538
Anhedonia 46.98 34.62 14 1046 10960 63477002
Injury 45.94 34.62 23 1037 73224 63414738
Unevaluable event 44.01 34.62 20 1040 51366 63436596
Emotional distress 38.78 34.62 16 1044 32533 63455429
Multiple organ dysfunction syndrome 36.08 34.62 18 1042 56734 63431228

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Fear 148.02 31.58 42 1515 10434 34944940
Injury 147.38 31.58 49 1508 20638 34934736
Renal injury 132.00 31.58 39 1518 11156 34944218
Unevaluable event 125.63 31.58 49 1508 32541 34922833
Anhedonia 109.74 31.58 31 1526 7554 34947820
Emotional distress 108.54 31.58 36 1521 14990 34940384
Factor VIII inhibition 82.28 31.58 14 1543 312 34955062
Renal failure 68.43 31.58 52 1505 130505 34824869
Anxiety 66.66 31.58 46 1511 99382 34855992
Stress 61.51 31.58 29 1528 30318 34925056
Multiple organ dysfunction syndrome 50.23 31.58 35 1522 76531 34878843
Pain 46.50 31.58 51 1506 204624 34750750
Renal impairment 33.34 31.58 30 1527 94483 34860891
Haemorrhage 32.51 31.58 23 1534 51347 34904027
Haemarthrosis 32.50 31.58 10 1547 3249 34952125

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Fear 168.83 31.05 50 2283 21936 79720119
Renal injury 163.39 31.05 46 2287 16881 79725174
Unevaluable event 155.22 31.05 59 2274 55526 79686529
Injury 146.17 31.05 62 2271 77434 79664621
Anhedonia 132.53 31.05 38 2295 14860 79727195
Emotional distress 124.53 31.05 46 2287 39923 79702132
Factor VIII inhibition 94.93 31.05 15 2318 323 79741732
Renal failure 90.61 31.05 62 2271 200906 79541149
Anxiety 70.27 31.05 58 2275 248454 79493601
Multiple organ dysfunction syndrome 68.50 31.05 43 2290 120203 79621852
Stress 67.91 31.05 37 2296 79575 79662480
Renal impairment 53.45 31.05 41 2292 157742 79584313
Product dispensing error 33.07 31.05 13 2320 13250 79728805
Death 32.88 31.05 59 2274 566455 79175600

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC B02AA01 BLOOD AND BLOOD FORMING ORGANS
ANTIHEMORRHAGICS
ANTIFIBRINOLYTICS
Amino acids
FDA PE N0000175632 Decreased Fibrinolysis
FDA EPC N0000175634 Antifibrinolytic Agent
CHEBI has role CHEBI:25212 metabolites
CHEBI has role CHEBI:48675 antifibrinolytic agent
CHEBI has role CHEBI:50248 hematologic agents
MeSH PA D000933 Antifibrinolytic Agents
MeSH PA D003029 Coagulants
MeSH PA D006401 Hematologic Agents
MeSH PA D006490 Hemostatics

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Postsurgical Hemorrhage indication
Hyperfibrinolysis Induced Hemorrhage indication
Prevention of Peri-Operative Hemorrhage off-label use
Hemorrhaging in Hemophilia off-label use
Prevention of Hemorrhage with Cardiovascular Instability from Cardiopulmonary Bypass - CABG off-label use
Blood in urine contraindication 34436003
Disseminated intravascular coagulation contraindication 67406007 DOID:11247
Kidney disease contraindication 90708001 DOID:557
Disease of liver contraindication 235856003 DOID:409
Thrombosis contraindication 439127006
Increased Creatine Phosphokinase contraindication




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 4.22 acidic
pKa2 10.69 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])		Mechanism
action		Bioact sourceMoA source
Plasminogen Enzyme INHIBITOR IC50 4.40 CHEMBL CHEMBL
Tissue-type plasminogen activator Enzyme INHIBITOR DRUGBANK CHEMBL

External reference:

IDSource
4017911 VUID
N0000170207 NUI
D00160 KEGG_DRUG
99 RXNORM
C0000608 UMLSCUI
CHEBI:16586 CHEBI
ACA PDB_CHEM_ID
CHEMBL1046 ChEMBL_ID
564 PUBCHEM_CID
DB00513 DRUGBANK_ID
D015119 MESH_DESCRIPTOR_UI
1189 INN_ID
6574 IUPHAR_LIGAND_ID
U6F3787206 UNII
4169 MMSL
4207 MMSL
d00528 MMSL
360246003 SNOMEDCT_US
59882007 SNOMEDCT_US
4017911 VANDF
002072 NDDF

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
AMINOCAPROIC ACID HUMAN PRESCRIPTION DRUG LABEL 1 0404-9812 INJECTION, SOLUTION 250 mg INTRAVENOUS ANDA 12 sections
AMINOCAPROIC ACID HUMAN PRESCRIPTION DRUG LABEL 1 0404-9812 INJECTION, SOLUTION 250 mg INTRAVENOUS ANDA 12 sections
Aminocaproic Acid HUMAN PRESCRIPTION DRUG LABEL 1 0409-4346 INJECTION, SOLUTION 250 mg INTRAVENOUS ANDA 20 sections
Aminocaproic Acid HUMAN PRESCRIPTION DRUG LABEL 1 0409-4346 INJECTION, SOLUTION 250 mg INTRAVENOUS ANDA 20 sections
Aminocaproic Acid HUMAN PRESCRIPTION DRUG LABEL 1 0517-9120 INJECTION, SOLUTION 250 mg INTRAVENOUS ANDA 19 sections
Aminocaproic Acid HUMAN PRESCRIPTION DRUG LABEL 1 0517-9191 INJECTION, SOLUTION 250 mg INTRAVENOUS ANDA 20 sections
Aminocaproic acid HUMAN PRESCRIPTION DRUG LABEL 1 0904-7165 TABLET 500 mg ORAL ANDA 19 sections
Aminocaproic Acid HUMAN PRESCRIPTION DRUG LABEL 1 13925-530 TABLET 500 mg ORAL ANDA 19 sections
Aminocaproic Acid HUMAN PRESCRIPTION DRUG LABEL 1 13925-531 TABLET 1000 mg ORAL ANDA 19 sections
Aminocaproic Acid HUMAN PRESCRIPTION DRUG LABEL 1 17478-447 SYRUP 0.25 g ORAL NDA authorized generic 18 sections
Aminocaproic Acid HUMAN PRESCRIPTION DRUG LABEL 1 17478-447 SYRUP 0.25 g ORAL NDA authorized generic 18 sections
Aminocaproic Acid HUMAN PRESCRIPTION DRUG LABEL 1 17478-768 TABLET 500 mg ORAL NDA authorized generic 18 sections
Aminocaproic Acid HUMAN PRESCRIPTION DRUG LABEL 1 17478-768 TABLET 500 mg ORAL NDA authorized generic 18 sections
Aminocaproic Acid HUMAN PRESCRIPTION DRUG LABEL 1 17478-769 TABLET 1000 mg ORAL NDA authorized generic 18 sections
Aminocaproic Acid HUMAN PRESCRIPTION DRUG LABEL 1 17478-769 TABLET 1000 mg ORAL NDA authorized generic 18 sections
AMINOCAPROIC ACID HUMAN PRESCRIPTION DRUG LABEL 1 31722-035 SOLUTION 0.25 g ORAL ANDA 19 sections
Solmeet denti doctor HUMAN OTC DRUG LABEL 4 42352-2001 PASTE, DENTIFRICE 0.05 g DENTAL unapproved drug other 8 sections
Solmeet HUMAN OTC DRUG LABEL 4 42352-3001 PASTE, DENTIFRICE 0.05 g DENTAL unapproved drug other 8 sections
Solmeet HUMAN OTC DRUG LABEL 4 42352-7001 PASTE, DENTIFRICE 0.05 g DENTAL unapproved drug other 8 sections
Solmeet denti doctor HUMAN OTC DRUG LABEL 4 42352-8001 PASTE, DENTIFRICE 0.05 g DENTAL unapproved drug other 8 sections
Aminocaproic Acid Human Prescription Drug Label 1 42799-054 TABLET 500 mg ORAL ANDA 18 sections
AMICAR HUMAN PRESCRIPTION DRUG LABEL 1 49411-050 TABLET 500 mg ORAL NDA 19 sections
AMICAR HUMAN PRESCRIPTION DRUG LABEL 1 49411-050 TABLET 500 mg ORAL NDA 19 sections
AMICAR HUMAN PRESCRIPTION DRUG LABEL 1 49411-050 TABLET 500 mg ORAL NDA 19 sections
AMICAR HUMAN PRESCRIPTION DRUG LABEL 1 49411-051 TABLET 1000 mg ORAL NDA 19 sections
AMICAR HUMAN PRESCRIPTION DRUG LABEL 1 49411-051 TABLET 1000 mg ORAL NDA 19 sections
AMICAR HUMAN PRESCRIPTION DRUG LABEL 1 49411-051 TABLET 1000 mg ORAL NDA 19 sections
AMICAR HUMAN PRESCRIPTION DRUG LABEL 1 49411-052 SOLUTION 0.25 g ORAL NDA 19 sections
AMICAR HUMAN PRESCRIPTION DRUG LABEL 1 49411-052 SOLUTION 0.25 g ORAL NDA 19 sections
AMICAR HUMAN PRESCRIPTION DRUG LABEL 1 49411-052 SOLUTION 0.25 g ORAL NDA 19 sections