aminocaproic acid

Trade name: amicar

Small moleculeapproved

Approved

Jun 3, 1964

6-Aminocaproic acid (epsilon-aminocaproic acid, marketed as Amicar) is an ant fibrinolytic agent that acts by inhibiting plasminogen activators, which have fibrinolytic properties. It is useful in enhancing hemostasis when fibrinolysis contributes to bleeding. In life threatening situations, transfusion of appropriate blood products and other emergency measures may be required. Fibrinolytic bleeding may frequently be associated with surgical complications following heart surgery (with or without cardiac bypass procedures) and portacaval shunt; hematological disorders such as a megakaryocytic thrombocytopenia (accompanying aplastic anemia); hepatic cirrhosis; and neoplastic disease such as carcinoma of the prostate, lung, stomach, and cervix. Aminocaproic acid binds reversibly to the kringle domain of plasminogen and blocks the binding of plasminogen to fibrin and its activation to plasmin. With NO activation of plasmin, there is a reduction in fibrinolysis. The drug should NOT be administered without a definite diagnosis and/or laboratory finding indicative of hyperfibrinolysis (hyperplasminemia). Inhibition of fibrinolysis by aminocaproic acid may theoretically result in clotting or thrombosis. However, there is no definite evidence that administration of aminocaproic acid has been responsible for the few reported cases of intravascular clotting which followed this treatment. Rather, it appears that such intravascular clotting was most likely due to the patient's preexisting clinical condition, e.g., the presence of DIC. It has been postulated that extravascular clots formed in vivo may not undergo spontaneous lysis as do normal clots. Reports have appeared in the literature of an increased incidence of certain neurological deficits such as hydrocephalus, cerebral ischemia, or cerebral vasospasm associated with the use of ant fibrinolytic agents in the treatment of subarachnoid hemorrhage (SAH). All of these events have also been described as part of the natural course of SAH, or as a consequence of diagnostic procedures such as angiography. Drug relatedness remains unclear. Aminocaproic acid may change the conformation of apoliprotein, changing its binding properties and potentially preventing the formation of lipoprotein. — NCATS

Clinical trial activity

23 trials · 29 clinical orgs · 27 marketing orgs

Phase 1
4
Phase 2
5
Phase 3
2
Phase 4
8

Earliest trial started Sep 1, 2000 (NCT00320619)

Timeline

1960s

  1. Mar 6, 1964

    Clover Biopharmaceuticals — First NDA Organization

  2. Mar 6, 1964

    Clover Biopharmaceuticals — NDA Organization

  3. Jun 3, 1964

    Earliest FDA Approval

  4. Jun 3, 1964

    Clover Biopharmaceuticals — NDA Secondary Org

  5. Jun 3, 1964

    Akorn, Inc. — NDA Secondary Org

  6. Jun 3, 1964

    Hikma — Marketing Organization

  7. Jun 8, 1964

    Epic Pharma Llc — Marketing Organization

1980s

  1. Oct 29, 1982

    Baxalta — NDA Secondary Org

  2. Oct 29, 1982

    Baxter — NDA Secondary Org

  3. Jun 17, 1986

    Abraxis — Marketing Organization

  4. Mar 9, 1987

    Hospira — Marketing Organization

  5. Dec 1, 1987

    Lutipold — Marketing Organization

1990s

  1. Sep 2, 1998

    Akorn, Inc. — Marketing Organization

2000s

  1. Jan 1, 2006

    Earliest Phase 2 Sponsor(trial)

  2. Jan 1, 2009

    Earliest Phase 1 Sponsor(trial)

2010s

  1. Nov 27, 2018

    Sunny Pharmtech Inc — Marketing Organization

  2. Aug 23, 2019

    Amneal Pharmaceuticals — Marketing Organization

2020s

  1. Feb 26, 2020

    VistaPharm, Inc. — Marketing Organization

  2. Aug 11, 2020

    Tulex Pharmaceuticals — Marketing Organization

  3. Nov 6, 2020

    MSN Laboratories — Marketing Organization

  4. Dec 14, 2020

    Ani Pharmaceuticals — Marketing Organization

  5. Jan 26, 2021

    Leading Pharma Llc — Marketing Organization

  6. Jan 26, 2021

    CARNEGIE — Marketing Organization

  7. Apr 8, 2021

    Airis Pharma Pvt Ltd — Marketing Organization

  8. Apr 8, 2021

    Belcher Pharmaceuticals — Marketing Organization

  9. Jun 14, 2021

    Edenbridge Pharms — Marketing Organization

  10. Mar 23, 2022

    Lachman Consultants — Marketing Organization

  11. Sep 14, 2022

    OPTIMUS PHARMA PRIVATE LTD — Marketing Organization

  12. Sep 26, 2022

    Aurobindo Pharma — Marketing Organization

  13. Nov 4, 2022

    Annora Pharma — Marketing Organization

  14. Mar 24, 2023

    Taro Pharmaceuticals — Marketing Organization

  15. Mar 24, 2023

    Sun Pharmaceuticals — Marketing Organization

  16. Jan 1, 2026

    Earliest Phase 3 Sponsor(trial)

Indications

Approved for

Mechanism of action

Approval history

  • approvedPriority reviewJun 3, 1964

Chemistry & pharmacology

Loading structure…

SMILES

NCCCCCC(O)=O
Mol. weight
131.1729 g/mol
Lipinski Ro5
Pass
Rule of 3
No
Chirality
Achiral Molecule
Inorganic
No
Polymer
No
Delivery
Oral, Parenteral
Availability
Prescription Only

Oral

Yes

Parenteral

Yes

Topical

No

Sources

Also known as

  • 177 j.d
  • 177 j.d
  • 177 j.d.
  • 177 j.d.
  • 6-aminocaproic acid
  • 6-aminocaproic acid
  • 6-aminocaproic acid
  • 6-aminohexanoic acid
  • 6-aminohexanoic acid
  • 6-aminohexanoic acid
  • acepramin
  • acide aminocaproïque
  • acide aminocaproïque
  • acide aminocaproque
  • acide aminocaproque
  • ácido aminocapróico
  • ácido aminocapróico
  • acidum aminocaproicum
  • acidum aminocaproicum
  • ahx
  • ahx
  • amicar
  • amicar
  • amicar
  • aminocaproic
  • aminocaproic
  • aminocaproic
  • aminocaproic acid
  • aminocaproic acid
  • aminocaproic acid
  • aminocaproic acid
  • aminocaproic acid
  • aminocaproic acid
  • aminocaproic acid
  • aminocaproic acid
  • aminocaproic acid
  • aminocaproic acid
  • aminocapronsäure
  • aminocapronsäure
  • aminohexanoic acid
  • aminohexanoic acid
  • caproamin
  • caproamin
  • cl-10304
  • cl-10304
  • cy-116
  • cy-116
  • eaca
  • eaca
  • eaca
  • epsicaprom
  • epsicaprom
  • epsikapron
  • epsikapron
  • epsilcapramine
  • epsilcapramine
  • epsilon-ahx
  • epsilon-ahx
  • epsilon aminocaproic acid
  • epsilon aminocaproic acid
  • epsilon-aminocaproic acid
  • epsilon-aminocaproic acid
  • epsilon-aminocaproic acid
  • epsilon-aminocaproic acid
  • epsilon-aminocaproic acid
  • epsilon-aminohexanoic acid
  • epsilon-aminohexanoic acid
  • z
  • ε-aminocaproic acid
  • ε-aminocaproic acid

Clinical trials

NCT IDPhaseStart dateSponsor(s)
NCT07030101Phase 3Nov 30, 2026EMS S/A
NCT04814433N/AMar 24, 2021New York University
NCT04187014Phase 2Jan 6, 2020Universidad Autonoma de Nuevo Leon
NCT03365999Phase 2Oct 15, 2017Universidad Autonoma de Nuevo Leon
NCT02639819Phase 1Jun 1, 2016University of Texas, San Antonio
NCT02656472Phase 4Feb 1, 2016Advocate Healthcare, Advocate Health Care
NCT02030821Phase 4Jan 1, 2015Duke University
NCT02257580Phase 4Jan 1, 2015Rockefeller University
NCT02229968Phase 2Oct 1, 2014Children's National Medical Center
NCT02074436Phase 2May 1, 2014Akorn, Inc., Emory University
NCT01873768Phase 4Jan 1, 2014CHI Health Mercy Hospital, Creighton University, Miller Orthopedic Specialists
NCT02238288Phase 4Dec 1, 2013Grupo de Estudos Multicentricos em Onco-Hematologia, Rio de Janeiro State University
NCT01981863Phase 4Jul 1, 2013Stanford University
NCT01965730Early Phase 1 (Phase 1)Jan 1, 2013University of Pennsylvania
NCT01527968N/AApr 1, 2012Heekin Institute for Orthopedic Research, Heekin Orthopedic Research Institute
NCT01398280Early Phase 1 (Phase 1)Jul 1, 2011University of California, San Diego
NCT01248104N/AMar 1, 2010Loma Linda University
NCT00912119Phase 1May 1, 2009Children's Anesthesiology Associates, Ltd., Thomas B. and Jeannette E. Laws McCabe Fund Pilot Award, University of Pennsylvania
NCT00958581Phase 4Dec 1, 2008New York University
NCT02655653N/AOct 1, 2008Yeshiva University
Showing 20 of 23 trials
Page 1 / 2

Organizations

Research & Development (29)

OrganizationOrg typeTrialsAs lead sponsorPhasesEarliest year
New York UniversityAcademic/Hospital2222008
Universidad Autonoma de Nuevo LeonAcademic/Hospital2212017
University of PennsylvaniaAcademic/Hospital2212009
Advocate HealthcareAcademic/Hospital1012016
Advocate Health CareAcademic/Hospital1112016
Akorn, Inc.For profit1012014
CHI Health Mercy HospitalAcademic/Hospital1012014
Children's Anesthesiology Associates, Ltd.Academic/Hospital1012009
Children's National Medical CenterAcademic/Hospital1112014
Creighton UniversityAcademic/Hospital1012014
Duke UniversityAcademic/Hospital1112015
Emory UniversityAcademic/Hospital1112014
EMS S/AFor profit1112026
Grupo de Estudos Multicentricos em Onco-HematologiaAcademic/Hospital1112013
Heekin Institute for Orthopedic ResearchAcademic/Hospital1012012
Heekin Orthopedic Research InstituteAcademic/Hospital1112012
Johns Hopkins UniversityAcademic/Hospital1012000
Loma Linda UniversityAcademic/Hospital1112010
Miller Orthopedic SpecialistsAcademic/Hospital1112014
National Heart, Lung, and Blood Institute (NHLBI)Government1112000
29 organizations
Page 1 / 2

Marketing (33)

OrganizationOrg typeRelationshipDate
AbraxisFor profitMKTGJun 17, 1986
Airis Pharma Pvt LtdFor profitMKTGApr 8, 2021
Akorn, Inc.For profitMKTGSep 2, 1998
Akorn, Inc.For profitNDA2Jun 3, 1964
Amneal PharmaceuticalsFor profitSYNNov 26, 2019
Amneal PharmaceuticalsFor profitMKTGAug 23, 2019
Amneal PharmaceuticalsFor profitSYNNov 26, 2019
Ani PharmaceuticalsFor profitMKTGDec 14, 2020
Ani PharmaceuticalsFor profitMKTGDec 14, 2020
Annora PharmaFor profitMKTGNov 4, 2022
Athenex, Inc.For profitMKTG
Aurobindo PharmaFor profitMKTGSep 26, 2022
BaxaltaFor profitNDA2Oct 29, 1982
BaxterFor profitNDA2Oct 29, 1982
Belcher PharmaceuticalsFor profitMKTGApr 8, 2021
CARNEGIEFor profitMKTGJan 26, 2021
Clover BiopharmaceuticalsFor profitNDAMar 6, 1964
Clover BiopharmaceuticalsFor profitNDA2Jun 3, 1964
Edenbridge PharmsFor profitMKTGJun 14, 2021
Epic Pharma LlcFor profitMKTGJun 8, 1964
HikmaFor profitMKTGJun 3, 1964
HospiraFor profitMKTGMar 9, 1987
Lachman ConsultantsFor profitMKTGMar 23, 2022
Leading Pharma LlcFor profitMKTGJan 26, 2021
LutipoldFor profitMKTGDec 1, 1987
MSN LaboratoriesFor profitMKTGNov 6, 2020
OPTIMUS PHARMA PRIVATE LTDFor profitMKTGSep 14, 2022
Sun PharmaceuticalsFor profitMKTGMar 24, 2023
Sunny Pharmtech IncFor profitMKTGNov 27, 2018
Sunny Pharmtech IncFor profitMKTGNov 27, 2018
Taro PharmaceuticalsFor profitMKTGMar 24, 2023
Tulex PharmaceuticalsFor profitMKTGAug 11, 2020
VistaPharm, Inc.For profitMKTGFeb 26, 2020