aminocaproic acid indications/contra

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: -2.24
  • LIPINSKI: 0
  • HAC: 3
  • HDO: 2
  • TPSA: 63.32
  • ALOGS: -0.46
  • ROTB: 5

Drug dosage:

DoseUnitRoute
16 g O
16 g P

Approvals:

DateAgencyCompanyOrphan
June 3, 1964 FDA CLOVER PHARMS

FDA Adverse Event Reporting System

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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
Milk-alkali syndrome 936.57 35.76 102 505 56 3385196
Hypercalcaemia 613.98 35.76 102 505 3635 3381617
Metabolic alkalosis 218.73 35.76 32 575 455 3384797
Acute kidney injury 176.87 35.76 61 546 49622 3335630
Asphyxia 155.78 35.76 28 579 1488 3383764
Arteriosclerosis coronary artery 143.67 35.76 29 578 2865 3382387
Drug dispensing error 101.63 35.76 23 584 3885 3381367
Medication error 98.42 35.76 28 579 11843 3373409
Calciphylaxis 90.23 35.76 15 592 496 3384756
Salivary gland calculus 65.22 35.76 9 598 80 3385172
Hypocalcaemia 58.51 35.76 16 591 5805 3379447
Gastrooesophageal reflux disease 55.55 35.76 18 589 11673 3373579
Nephrocalcinosis 54.78 35.76 9 598 275 3384977
Sialoadenitis 53.97 35.76 9 598 302 3384950
Condition aggravated 52.64 35.76 24 583 39209 3346043
Drug interaction 51.61 35.76 25 582 46787 3338465
Coma 50.31 35.76 17 590 12535 3372717
Overdose 49.42 35.76 22 585 33956 3351296
Polyuria 42.55 35.76 10 597 1971 3383281
Renal failure 37.46 35.76 18 589 32922 3352330

Pharmacologic Action:

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SourceCodeDescription
ATC B02AA01 BLOOD AND BLOOD FORMING ORGANS
ANTIHEMORRHAGICS
ANTIFIBRINOLYTICS
Amino acids
CHEBI has role CHEBI:48675 antifibrinolytic drug
CHEBI has role CHEBI:50248 hematologic agent
FDA EPC N0000175634 Antifibrinolytic Agent
FDA PE N0000175632 Decreased Fibrinolysis
MeSH PA D000933 Antifibrinolytic Agents
MeSH PA D003029 Coagulants
MeSH PA D050299 Fibrin Modulating Agents
MeSH PA D006401 Hematologic Agents
MeSH PA D006490 Hemostatics

Drug Use (View source of the data)

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DiseaseRelationSNOMED_IDDOID
Postsurgical Hemorrhage indication
Hyperfibrinolysis Induced Hemorrhage indication
Blood in urine contraindication 34436003
Disseminated intravascular coagulation contraindication 67406007 DOID:11247
Kidney disease contraindication 90708001 DOID:2527
Disease of liver contraindication 235856003 DOID:409
Thrombosis contraindication 439127006
Increased Creatine Phosphokinase contraindication
Hemorrhaging in Hemophilia off-label use
Prevention of Hemorrhage with Cardiovascular Instability from Cardiopulmonary Bypass - CABG off-label use
Prevention of Peri-Operative Hemorrhage off-label use

Acid dissociation constants calculated using MoKa v3.0.0

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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:

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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:

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IDSource
CHEBI:16586 CHEBI
DB00513 DRUGBANK_ID
4017911 VUID
N0000170207 NUI
C0000608 UMLSCUI
6574 IUPHAR_LIGAND_ID
D00160 KEGG_DRUG
4017911 VANDF
99 RXNORM
59882007 SNOMEDCT_US
360246003 SNOMEDCT_US
4207 MMSL
4169 MMSL
d00528 MMSL
N0000170207 NDFRT
N0000146262 NDFRT
002072 NDDF
CHEMBL1046 ChEMBL_ID
U6F3787206 UNII
1189 INN_ID
D015119 MESH_DESCRIPTOR_UI
564 PUBCHEM_CID

Pharmaceutical products:

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ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
AMINOCAPROIC ACID HUMAN PRESCRIPTION DRUG LABEL 1 0409-4346 INJECTION, SOLUTION 250 mg INTRAVENOUS ANDA 12 sections
Aminocaproic Acid HUMAN PRESCRIPTION DRUG LABEL 1 0517-9120 INJECTION, SOLUTION 250 mg INTRAVENOUS ANDA 13 sections
Solmeet denti doctor HUMAN OTC DRUG LABEL 3 42352-2001 PASTE, DENTIFRICE 0.05 g DENTAL unapproved drug other 7 sections
Solmeet HUMAN OTC DRUG LABEL 3 42352-3001 PASTE, DENTIFRICE 0.05 g DENTAL unapproved drug other 7 sections
Solmeet HUMAN OTC DRUG LABEL 3 42352-7001 PASTE, DENTIFRICE 0.05 g DENTAL unapproved drug other 7 sections
Solmeet denti doctor HUMAN OTC DRUG LABEL 3 42352-8001 PASTE, DENTIFRICE 0.05 g DENTAL unapproved drug other 7 sections
AMICAR HUMAN PRESCRIPTION DRUG LABEL 1 49411-050 TABLET 500 mg ORAL NDA 13 sections
AMICAR HUMAN PRESCRIPTION DRUG LABEL 1 49411-051 TABLET 1000 mg ORAL NDA 13 sections
AMICAR HUMAN PRESCRIPTION DRUG LABEL 1 49411-052 SOLUTION 0.25 g ORAL NDA 13 sections
BAMBOO SALT Eunganggo Jook Yeom Toothpaste HUMAN OTC DRUG LABEL 5 53208-459 PASTE 0.05 g DENTAL OTC monograph not final 4 sections
BAMBOO SALT Eunganggo Jook Yeom HUMAN OTC DRUG LABEL 5 53208-505 PASTE 0.05 g DENTAL OTC monograph not final 8 sections
NAVI Black and C-Clinic HUMAN OTC DRUG LABEL 3 55526-0005 PASTE 0.12 g DENTAL OTC monograph final 7 sections
Aminocaproic Acid HUMAN PRESCRIPTION DRUG LABEL 1 61748-044 SYRUP 0.25 g ORAL ANDA 13 sections
Aminocaproic Acid HUMAN PRESCRIPTION DRUG LABEL 1 61748-045 TABLET 500 mg ORAL ANDA 13 sections
Aminocaproic Acid HUMAN PRESCRIPTION DRUG LABEL 1 61748-046 TABLET 1000 mg ORAL NDA authorized generic 13 sections
AMICAR HUMAN PRESCRIPTION DRUG LABEL 1 69189-0354 TABLET 500 mg ORAL NDA 13 sections
Exoden White Tooth HUMAN OTC DRUG LABEL 2 70602-002 PASTE 0.30 g TOPICAL unapproved drug other 7 sections
YUMAKI ORIGINAL MINT TOOTH HUMAN OTC DRUG LABEL 4 71746-010 PASTE, DENTIFRICE 0.05 g TOPICAL unapproved drug other 8 sections