riociguat

Trade name: adempas

Small moleculeapprovedOrphan Drug FDA

Approved

Oct 8, 2013

Riociguat is a potent, oral stimulator of soluble guanylate cyclase (sGC). It is the first member of a novel class of compounds, being developed by Bayer as an investigational, oral treatment to target a key molecular mechanism underlying pulmonary hypertension (PH). Riociguat demonstrated robust clinical efficacy in two separate PH indications: chronic thromboembolic pulmonary hypertension (CTEPH) and pulmonary arterial hypertension(PAH). Riociguat works in two ways: it sensitizes sGC to endogenous NO by stabilizing the NO-sGC binding and directly stimulates sGC via a different binding site, independently of NO. Riociguat stimulates the NO-sGC-cGMP pathway and leads to increased generation of cGMP with subsequent vasodilation. Through this unique way of working, riociguat decreases blood pressure within the pulmonary arteries that take blood from the heart to the lungs, reducing pressure on the heart leading to improved patient outcomes. — NCATS

Clinical trial activity

56 trials · 32 clinical orgs · 3 marketing orgs

Phase 1
13
Phase 2
29
Phase 3
9
Phase 4
9

Earliest trial started Jan 1, 2007 (NCT00454558)

Timeline

2000s

  1. Jan 1, 2007

    Bayer — Earliest Phase 2 Sponsor(trial)

  2. Jan 1, 2008

    Bayer — Earliest Phase 1 Sponsor(trial)

  3. Jan 1, 2008

    Bayer — Earliest Phase 3 Sponsor(trial)

2010s

  1. Sep 19, 2013

    Orphan Drug Designation

  2. Oct 8, 2013

    Bayer — Earliest FDA Approval

  3. Oct 8, 2013

    Bayer — NDA Organization

2020s

  1. Mar 30, 2022

    Teva — Marketing Organization

  2. Sep 1, 2022

    MSN Laboratories — Marketing Organization

Indications

Mechanism of action

Approval history

  • approvedOct 8, 2013

Chemistry & pharmacology

Loading structure…

SMILES

COC(=O)N(C)C1=C(N)N=C(N=C1N)C2=NN(CC3=CC=CC=C3F)C4=C2C=CC=N4
Mol. weight
422.4157 g/mol
Lipinski Ro5
Pass
Rule of 3
No
Chirality
Achiral Molecule
Inorganic
No
Polymer
No
Delivery
Oral
Availability
Prescription Only

Oral

Yes

Parenteral

No

Topical

No

Black box warningFirst in class

Sources

Also known as

  • adempas
  • adempas
  • adempas
  • adempas
  • adempas
  • adempas
  • adempas
  • adempas
  • bay 63-2521
  • bay 63-2521
  • bay-63-2521
  • methyl n-[4,6-diamino-2-[1-[(2-fluorophenyl)methyl]-1h-pyrazolo[3,4-b]pyridin-3-yl]-5-pyrimidinyl]-n-methyl-carbaminate
  • methyl n-[4,6-diamino-2-[1-[(2-fluorophenyl)methyl]-1h-pyrazolo[3,4-b]pyridin-3-yl]-5-pyrimidinyl]-n-methyl-carbaminate
  • riociguat
  • riociguat
  • riociguat
  • riociguat
  • riociguat
  • riociguat
  • riociguat
  • riociguat
  • riociguat
  • riociguat
  • riociguat
  • riociguatum
  • riociguatum

Clinical trials

NCT IDPhaseStart dateSponsor(s)
NCT06922240Phase 3Mar 21, 2025Capital Medical University, Peking University
NCT06715280Phase 4Jul 25, 2024Chinese University of Hong Kong
NCT05825417Phase 4Jun 14, 2023Newcastle University, Sheffield Hallam University, University of Cambridge, University of Glasgow
NCT05750446N/AApr 1, 2023University of Copenhagen
NCT06180096Phase 1Mar 7, 2023Humanis Saglık Anonim Sirketi
NCT05582811N/AOct 11, 2022University of Copenhagen
NCT05762146Phase 2Sep 5, 2022Maastricht University
NCT05339087Phase 2Jul 31, 2022Merck, University of Heidelberg
NCT05140525Phase 3Jan 31, 2022Actelion, Duke University
NCT04954742Phase 4Sep 30, 2021Merck, University of Heidelberg
NCT04776499Phase 1Mar 18, 2021European Commission, Maastricht University, University of Heidelberg
NCT04600492Phase 2Oct 16, 2020Bayer, National Hospital Organisation Nagoya Medical Centre, National Hospital Organization Okayama Medical Center
NCT04211272Phase 1Jan 13, 2020Actelion
NCT04062565Phase 3Mar 25, 2019University of Arizona
NCT03409588Phase 2Oct 31, 2018Bayer, University of Colorado, Denver
NCT03273257Phase 2Aug 17, 2018International CTEPH Association, Papworth Hospital NHS Foundation Trust
NCT03362047Phase 2Mar 1, 2018Justus Liebig University Giessen, Philipps University of Marburg
NCT03389321Phase 1Jan 9, 2018Actelion
NCT02633397Phase 2Apr 11, 2017University of Pittsburgh
NCT03074539N/AFeb 1, 2017Medical University of Vienna
Showing 20 of 56 trials
Page 1 / 3

Organizations

Research & Development (32)

OrganizationOrg typeTrialsAs lead sponsorPhasesEarliest year
BayerFor profit353052007
MerckFor profit4032014
ActelionFor profit3222018
University of HeidelbergAcademic/Hospital3232021
Duke UniversityAcademic/Hospital2222014
Maastricht UniversityAcademic/Hospital2222021
University of CopenhagenAcademic/Hospital2212022
Capital Medical UniversityAcademic/Hospital1112025
Chinese University of Hong KongAcademic/Hospital1112024
European CommissionGovernment1012021
Humanis Saglık Anonim SirketiAcademic/Hospital1112023
Inova Health SystemAcademic/Hospital1012015
International CTEPH AssociationAcademic/Hospital1112018
Justus Liebig University GiessenAcademic/Hospital1112018
Medical University of ViennaAcademic/Hospital1112017
National Hospital Organisation Nagoya Medical CentreAcademic/Hospital1012020
National Hospital Organization Okayama Medical CenterAcademic/Hospital1112020
Newcastle UniversityAcademic/Hospital1012023
Papworth Hospital NHS Foundation TrustAcademic/Hospital1012018
Peking UniversityAcademic/Hospital1012025
32 organizations
Page 1 / 2

Marketing (3)

OrganizationOrg typeRelationshipDate
BayerFor profitNDAOct 8, 2013
MSN LaboratoriesFor profitMKTGSep 1, 2022
TevaFor profitMKTGMar 30, 2022