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    Chemistry

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    Also known as: 625115-55-1, Adempas, Bay 63-2521, Riociguat (bay 63-2521), Bay-63-2521, Ru3fe2y4xi
    Molecular Formula
    C20H19FN8O2
    Molecular Weight
    422.4  g/mol
    InChI Key
    WXXSNCNJFUAIDG-UHFFFAOYSA-N
    FDA UNII
    RU3FE2Y4XI
    Riociguat
    Riociguat is a soluble guanylate cyclase (sGC) agonist approved in the USA, Europe and several other regions for patients with group I PAH (pulmonary arterial hypertension) in WHO FC II or III; and for the treatment of patients with inoperable CTEPH (chronic thromboembolic pulmonary hypertension), or persistent/recurrent PH (pulmonary hypertension) after pulmonary endarterectomy in WHO FC II or III. Riociguat is marketed under the brand Adempas by Bayer HealthCare Pharmaceuticals. Treatment with riociguat costs USD $7,500 for 30 days of treatment.
    Riociguat is a Soluble Guanylate Cyclase Stimulator. The mechanism of action of riociguat is as a Guanylate Cyclase Stimulator.
    1 2D Structure

    Riociguat

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    methyl N-[4,6-diamino-2-[1-[(2-fluorophenyl)methyl]pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl]-N-methylcarbamate
    2.1.2 InChI
    InChI=1S/C20H19FN8O2/c1-28(20(30)31-2)15-16(22)25-18(26-17(15)23)14-12-7-5-9-24-19(12)29(27-14)10-11-6-3-4-8-13(11)21/h3-9H,10H2,1-2H3,(H4,22,23,25,26)
    2.1.3 InChI Key
    WXXSNCNJFUAIDG-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CN(C1=C(N=C(N=C1N)C2=NN(C3=C2C=CC=N3)CC4=CC=CC=C4F)N)C(=O)OC
    2.2 Other Identifiers
    2.2.1 UNII
    RU3FE2Y4XI
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Adempas

    2. Bay 63-2521

    3. Bay-63-2521

    2.3.2 Depositor-Supplied Synonyms

    1. 625115-55-1

    2. Adempas

    3. Bay 63-2521

    4. Riociguat (bay 63-2521)

    5. Bay-63-2521

    6. Ru3fe2y4xi

    7. Methyl (4,6-diamino-2-(1-(2-fluorobenzyl)-1h-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-5-yl)(methyl)carbamate

    8. Methyl N-[4,6-diamino-2-[1-[(2-fluorophenyl)methyl]pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl]-n-methylcarbamate

    9. Chebi:76018

    10. 1304478-72-5

    11. N-[4,6-diamino-2-[1-[(2-fluorophenyl)methyl]-1h-pyrazolo[3,4-b]pyridin-3-yl]-5-pyrimidinyl]-n-methylcarbamic Acid Methyl Ester

    12. Methyl N-(4,6-diamino-2-{1-((2-fluorophenyl)methyl)-1h-pyrazolo(3,4-b)pyridin-3-yl}pyrimidin-5-yl)-n-methylcarbamate

    13. Methyl N-(4,6-diamino-2-{1-[(2-fluorophenyl)methyl]-1h-pyrazolo[3,4-b]pyridin-3-yl}pyrimidin-5-yl)-n-methylcarbamate

    14. Riociguat [inn]

    15. Methyl ~{n}-[4,6-bis(azanyl)-2-[1-[(2-fluorophenyl)methyl]pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl]-~{n}-methyl-carbamate

    16. Methyl 4,6-diamino-2-(1-(2-fluorobenzyl)-1h-pyrazolo(3,4-b)pyridin-3-yl)-5-pyrimidinyl(methyl)carbamate

    17. Unii-ru3fe2y4xi

    18. Riociguatum

    19. Riociguate

    20. Riociguat [usan:inn:jan]

    21. Riocguat-d3

    22. Methyl 4,6-diamino-2-[1-(2-fluorobenzyl)-1h-pyrazolo[3,4-b]pyridin-3-yl]-5-pyrimidinyl(methyl)carbamate

    23. Methyl N-(4,6-diamino-2-(1-((2-fluorophenyl)methyl)-1h-pyrazolo(3,4-b)pyridin-3-yl)pyrimidin-5-yl)-n-methylcarbamate

    24. Adempas (tn)

    25. Bay 632521

    26. Riociguat [jan]

    27. Riociguat [mi]

    28. Riociguat [usan]

    29. Riociguat [vandf]

    30. Riociguat [usp-rs]

    31. Riociguat [who-dd]

    32. Bay 63-2521,riociguat

    33. Riociguat (jan/usan/inn)

    34. Schembl245457

    35. Gtpl5257

    36. Riociguat [orange Book]

    37. Chembl2107834

    38. Riociguat [ep Monograph]

    39. Amy4218

    40. Dtxsid50978109

    41. Riociguat [usp Monograph]

    42. Bcp04750

    43. Bcp23980

    44. Ex-a2023

    45. Zinc3819392

    46. Riociguat,cas:625115-55-1

    47. Mfcd19443708

    48. S8135

    49. Akos015900718

    50. Akos032950011

    51. Bay-632521

    52. Bcp9000382

    53. Ccg-268912

    54. Cs-0584

    55. Db08931

    56. Pb25734

    57. Ncgc00379065-03

    58. Ncgc00379065-04

    59. Ncgc00379065-05

    60. [4,6-diamino-2-[1-(2-fluorobenzyl)-1h-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl]methylcarbamic Acid Methyl Ester

    61. Ac-27647

    62. As-19299

    63. Hy-14779

    64. Bcp0726000023

    65. Db-073136

    66. Ft-0760451

    67. Bay 63-2521;bay 632521

    68. D09572

    69. Bay 63-2521; Bay 632521

    70. 115r551

    71. Q2154494

    72. Bay 63-2521-d3; Bay 632521-d3; Methyl [4,6-diamino-2-[1-(2-fluorobenzyl)-1h-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl]methylcarbamate-d3

    73. Carbamic Acid, (4,6-diamino-2-(1-((2-fluorophenyl)methyl)-1h-pyrazolo(3,4-b)pyridin-3-yl)-5-pyrimidinyl)methyl-, Methyl Ester

    74. Carbamic Acid, N-(4,6-diamino-2-(1-((2-fluorophenyl)methyl)-1h-pyrazolo(3,4-b)pyridin-3-yl)-5-pyrimidinyl)-n-methyl-, Methyl Ester

    75. Gzo

    76. Methyl {4,6-diamino-2-[1-(2-fluorobenzyl)-1h-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}methylcarbamate

    77. Methyl N-[4,6-diamino-2-[1-[(2-fluorophenyl)methyl]-1h-pyrazolo[3,4-b]pyridin-3-yl]-5-pyrimidinyl]-n-methyl-carbaminate

    2.4 Create Date
    2006-10-26
    3 Chemical and Physical Properties
    Molecular Weight 422.4 g/mol
    Molecular Formula C20H19FN8O2
    XLogP31.6
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count5
    Exact Mass422.16150004 g/mol
    Monoisotopic Mass422.16150004 g/mol
    Topological Polar Surface Area138 Ų
    Heavy Atom Count31
    Formal Charge0
    Complexity618
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameAdempas
    PubMed HealthRiociguat (By mouth)
    Drug ClassesCardiovascular Agent
    Drug LabelAdempas (riociguat) is a tablet for oral administration. Riociguat is methyl 4,6-diamino-2-[1-(2-fluorobenzyl)-1H-pyrazolo [3,4-b]pyridin-3-yl]-5-pyrimidinyl(methyl)carbamate with the following structural formula:C20H19FN8O2Riociguat is a white to ye...
    Active IngredientRiociguat
    Dosage FormTablet
    RouteOral
    Strength2.5mg; 1.5mg; 0.5mg; 2mg; 1mg
    Market StatusPrescription
    CompanyBayer Hlthcare

    2 of 2  
    Drug NameAdempas
    PubMed HealthRiociguat (By mouth)
    Drug ClassesCardiovascular Agent
    Drug LabelAdempas (riociguat) is a tablet for oral administration. Riociguat is methyl 4,6-diamino-2-[1-(2-fluorobenzyl)-1H-pyrazolo [3,4-b]pyridin-3-yl]-5-pyrimidinyl(methyl)carbamate with the following structural formula:C20H19FN8O2Riociguat is a white to ye...
    Active IngredientRiociguat
    Dosage FormTablet
    RouteOral
    Strength2.5mg; 1.5mg; 0.5mg; 2mg; 1mg
    Market StatusPrescription
    CompanyBayer Hlthcare

    4.2 Drug Indication

    Riociguat is indicated for the treatment of adults with persistent/recurrent chronic thromboembolic pulmonary hypertension (CTEPH), (WHO Group 4) after surgical treatment, or inoperable CTEPH, to improve exercise capacity and WHO functional class. Riociguat is indicated for the treatment of adults with pulmonary arterial hypertension (PAH), (WHO Group 1), to improve exercise capacity, WHO functional class and to delay clinical worsening. Efficacy was shown in patients on Riociguat monotherapy or in combination with endothelin receptor antagonists or prostanoids. Studies establishing effectiveness included predominately patients with WHO functional class IIIII and etiologies of idiopathic or heritable PAH (61%) or PAH associated with connective tissue diseases (25%).

    FDA Label

    Chronic thromboembolic pulmonary hypertension (CTEPH)

    Adempas is indicated for the treatment of adult patients with WHO Functional Class (FC) II to III with

    - inoperable CTEPH,

    - persistent or recurrent CTEPH after surgical treatment,

    to improve exercise capacity (see section 5. 1).

    Pulmonary arterial hypertension (PAH)

    Adempas, as monotherapy or in combination with endothelin receptor antagonists, is indicated for the

    treatment of adult patients with pulmonary arterial hypertension (PAH) with WHO Functional Class

    (FC) II to III to improve exercise capacity.

    Efficacy has been shown in a PAH population including aetiologies of idiopathic or heritable PAH or

    PAH associated with connective tissue disease (see section 5. 1).

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Enzyme Activators

    Compounds or factors that act on a specific enzyme to increase its activity. (See all compounds classified as Enzyme Activators.)

    5.2 FDA Pharmacological Classification
    5.2.1 Active Moiety
    RIOCIGUAT
    5.2.2 FDA UNII
    RU3FE2Y4XI
    5.2.3 Pharmacological Classes
    Soluble Guanylate Cyclase Stimulator [EPC]; Guanylate Cyclase Stimulators [MoA]
    5.3 ATC Code

    C02KX05

    C - Cardiovascular system

    C02 - Antihypertensives

    C02K - Other antihypertensives

    C02KX - Antihypertensives for pulmonary arterial hypertension

    C02KX05 - Riociguat

    5.4 Absorption, Distribution and Excretion

    Absorption

    The pharmacokinetics of riociguant are dose proportional from 0.5 mg to 2.5 mg. The absolute bioavailability is approximately 94%. After oral administration, peak plasma concentrations were achieved within 1.5 hours. Food does not affect the bioavailability of riociguat.

    Route of Elimination

    Riociguat is eliminated in the urine (40%) and feces (53%), largely as metabolites.

    Volume of Distribution

    Volume of distribution at steady state = 30 L

    5.5 Metabolism/Metabolites

    The active metabolite (M1) of riociguat is 1/3 to 1/10 as potent as riociguat.

    5.6 Biological Half-Life

    About 12 hours in patients and 7 hours in healthy subjects.

    5.7 Mechanism of Action

    Riociguat is a stimulator of soluble guanylate cyclase (sGC), an enzyme in the cardiopulmonary system and the receptor for nitric oxide (NO). When NO binds to sGC, the enzyme catalyzes synthesis of the signaling molecule cyclic guanosine monophosphate (cGMP). Intracellular cGMP plays an important role in regulating processes that influence vascular tone, proliferation, fibrosis and inflammation. Pulmonary hypertension is associated with endothelial dysfunction, impaired synthesis of nitric oxide and insufficient stimulation of the NO-sGC-cGMP pathway. Riociguat has a dual mode of action. It sensitizes sGC to endogenous NO by stabilizing the NO-sGC binding. Riociguat also 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.

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    25-Mar-2022
    29-May-2025
    KGS
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    Looking for 625115-55-1 / Riociguat API manufacturers, exporters & distributors?

    Riociguat manufacturers, exporters & distributors 1

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    PharmaCompass offers a list of Riociguat API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right Riociguat manufacturer or Riociguat supplier for your needs.

    Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Riociguat manufacturer or Riociguat supplier.

    PharmaCompass also assists you with knowing the Riociguat API Price utilized in the formulation of products. Riociguat API Price is not always fixed or binding as the Riociguat Price is obtained through a variety of data sources. The Riociguat Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

    API | Excipient name

    Riociguat

    Synonyms

    625115-55-1, Adempas, Bay 63-2521, Riociguat (bay 63-2521), Bay-63-2521, Ru3fe2y4xi

    Cas Number

    625115-55-1

    Unique Ingredient Identifier (UNII)

    RU3FE2Y4XI

    About Riociguat

    Riociguat is a soluble guanylate cyclase (sGC) agonist approved in the USA, Europe and several other regions for patients with group I PAH (pulmonary arterial hypertension) in WHO FC II or III; and for the treatment of patients with inoperable CTEPH (chronic thromboembolic pulmonary hypertension), or persistent/recurrent PH (pulmonary hypertension) after pulmonary endarterectomy in WHO FC II or III. Riociguat is marketed under the brand Adempas by Bayer HealthCare Pharmaceuticals. Treatment with riociguat costs USD $7,500 for 30 days of treatment.

    Adempas Manufacturers

    A Adempas manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Adempas, including repackagers and relabelers. The FDA regulates Adempas manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Adempas API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

    click here to find a list of Adempas manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

    Adempas Suppliers

    A Adempas supplier is an individual or a company that provides Adempas active pharmaceutical ingredient (API) or Adempas finished formulations upon request. The Adempas suppliers may include Adempas API manufacturers, exporters, distributors and traders.

    click here to find a list of Adempas suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

    Adempas USDMF

    A Adempas DMF (Drug Master File) is a document detailing the whole manufacturing process of Adempas active pharmaceutical ingredient (API) in detail. Different forms of Adempas DMFs exist exist since differing nations have different regulations, such as Adempas USDMF, ASMF (EDMF), JDMF, CDMF, etc.

    A Adempas DMF submitted to regulatory agencies in the US is known as a USDMF. Adempas USDMF includes data on Adempas's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Adempas USDMF is kept confidential to protect the manufacturer’s intellectual property.

    click here to find a list of Adempas suppliers with USDMF on PharmaCompass.

    Adempas CEP

    A Adempas CEP of the European Pharmacopoeia monograph is often referred to as a Adempas Certificate of Suitability (COS). The purpose of a Adempas CEP is to show that the European Pharmacopoeia monograph adequately controls the purity of Adempas EP produced by a given manufacturer. Suppliers of raw materials can prove the suitability of Adempas to their clients by showing that a Adempas CEP has been issued for it. The manufacturer submits a Adempas CEP (COS) as part of the market authorization procedure, and it takes on the role of a Adempas CEP holder for the record. Additionally, the data presented in the Adempas CEP (COS) is managed confidentially and offers a centralized system acknowledged by numerous nations, exactly like the Adempas DMF.

    A Adempas CEP (COS) is recognised by all 36 nations that make up the European Pharmacopoeia Convention. Adempas CEPs may be accepted in nations that are not members of the Ph. Eur. at the discretion of the authorities there.

    click here to find a list of Adempas suppliers with CEP (COS) on PharmaCompass.

    Adempas WC

    A Adempas written confirmation (Adempas WC) is an official document issued by a regulatory agency to a Adempas manufacturer, verifying that the manufacturing facility of a Adempas active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Adempas APIs or Adempas finished pharmaceutical products to another nation, regulatory agencies frequently require a Adempas WC (written confirmation) as part of the regulatory process.

    click here to find a list of Adempas suppliers with Written Confirmation (WC) on PharmaCompass.

    Adempas NDC

    National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Adempas as an active pharmaceutical ingredient (API).

    Finished drug products

    The FDA updates the NDC directory daily. The NDC numbers for Adempas API and other APIs are published in this directory by the FDA.

    Unfinished drugs

    The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

    Pharmaceutical companies that manufacture Adempas as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

    Compounded drug products

    The NDC directory also contains data on finished compounded human drug products that contain Adempas and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Adempas NDC to their finished compounded human drug products, they may choose to do so.

    click here to find a list of Adempas suppliers with NDC on PharmaCompass.

    Adempas GMP

    Adempas Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

    GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

    PharmaCompass offers a list of Adempas GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Adempas GMP manufacturer or Adempas GMP API supplier for your needs.

    Adempas CoA

    A Adempas CoA (Certificate of Analysis) is a formal document that attests to Adempas's compliance with Adempas specifications and serves as a tool for batch-level quality control.

    Adempas CoA mostly includes findings from lab analyses of a specific batch. For each Adempas CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

    Adempas may be tested according to a variety of international standards, such as European Pharmacopoeia (Adempas EP), Adempas JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Adempas USP).

    Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
    For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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