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Details

Stereochemistry ACHIRAL
Molecular Formula C19H16N2O5
Molecular Weight 352.3407
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ROXADUSTAT

SMILES

CC1=NC(C(=O)NCC(O)=O)=C(O)C2=C1C=C(OC3=CC=CC=C3)C=C2

InChI

InChIKey=YOZBGTLTNGAVFU-UHFFFAOYSA-N
InChI=1S/C19H16N2O5/c1-11-15-9-13(26-12-5-3-2-4-6-12)7-8-14(15)18(24)17(21-11)19(25)20-10-16(22)23/h2-9,24H,10H2,1H3,(H,20,25)(H,22,23)

HIDE SMILES / InChI

Molecular Formula C19H16N2O5
Molecular Weight 352.3407
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: Description was created based on several sources, including https://www.sps.nhs.uk/medicines/roxadustat/ http://adisinsight.springer.com/drugs/800023523

Roxadustat (FG-4592) is an HIF α prolyl hydroxylase inhibitor in a cell-free assay. It stabilizes HIF-2 and induces EPO production and stimulates erythropoiesis. Roxadustat transiently and moderately increased endogenous erythropoietin and reduced hepcidin. It is currently being investigated as an oral treatment for anemia associated with chronic kidney disease (CKD). In April 2006, Roxadustat (FG-4592) was licensed to Astellas Pharma by originator FibroGen in Asia, Europe and South Africa for the treatment of anemia. FibroGen retains rights in the rest of the world. In 2007, the FDA put the trial on clinical hold due to one case of death by fulminant hepatitis during a phase II clinical trial for patients with anemia associated with chronic kidney disease and not requiring dialysis. However, in 2008, the FDA informed the company that clinical trials could be resumed. Phase II/III clinical trials for this indication resumed in 2012. In 2013, the compound was licensed to AstraZeneca by FibroGen for development and marketing in US, CN and all major markets excluding JP, Europe, the Commonwealth of Independent States, the Middle East and South Africa, for the treatment of anemia associated with chronic kidney disease (CKD) and end-stage renal disease (ESRD).

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
First-in-class anemia drug takes aim at Amgen's dominion.
2013 Nov
Targeting the hypoxia-sensing pathway in clinical hematology.
2014 Feb
Patents

Patents

Sample Use Guides

The initial study drug dose is 70 mg three times a week (TIW). The dose is subsequently adjusted to achieve and maintain Hb 11±1 g/dL.
Route of Administration: Oral
Roxadustat (5 uM) increases the differentiation of ADMSCs in hypoxic conditions.
Substance Class Chemical
Created
by admin
on Sat Dec 16 06:34:56 GMT 2023
Edited
by admin
on Sat Dec 16 06:34:56 GMT 2023
Record UNII
X3O30D9YMX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ROXADUSTAT
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
ASP-1517
Code English
N-[(4-Hydroxy-1-methyl-7-phenoxyisoquinolin-3-yl)carbonyl]glycine
Systematic Name English
ROXADUSTAT [USAN]
Common Name English
(((4-HYDROXY-1-METHYL-7-PHENOXYISOQUINOLIN-3-YL)CARBONYL)AMINO)ACETIC ACID
Systematic Name English
Roxadustat [WHO-DD]
Common Name English
ROXADUSTAT [JAN]
Common Name English
FG-4592
Code English
ASP1517
Code English
GLYCINE, N-((4-HYDROXY-1-METHYL-7-PHENOXY-3-ISOQUINOLINYL)CARBONYL)-
Systematic Name English
roxadustat [INN]
Common Name English
FG4592
Code English
Classification Tree Code System Code
NCI_THESAURUS C471
Created by admin on Sat Dec 16 06:34:56 GMT 2023 , Edited by admin on Sat Dec 16 06:34:56 GMT 2023
WHO-ATC B03XA05
Created by admin on Sat Dec 16 06:34:56 GMT 2023 , Edited by admin on Sat Dec 16 06:34:56 GMT 2023
Code System Code Type Description
CHEBI
132774
Created by admin on Sat Dec 16 06:34:56 GMT 2023 , Edited by admin on Sat Dec 16 06:34:56 GMT 2023
PRIMARY
CAS
808118-40-3
Created by admin on Sat Dec 16 06:34:56 GMT 2023 , Edited by admin on Sat Dec 16 06:34:56 GMT 2023
PRIMARY
INN
9717
Created by admin on Sat Dec 16 06:34:56 GMT 2023 , Edited by admin on Sat Dec 16 06:34:56 GMT 2023
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SMS_ID
100000163085
Created by admin on Sat Dec 16 06:34:56 GMT 2023 , Edited by admin on Sat Dec 16 06:34:56 GMT 2023
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PUBCHEM
11256664
Created by admin on Sat Dec 16 06:34:56 GMT 2023 , Edited by admin on Sat Dec 16 06:34:56 GMT 2023
PRIMARY
ChEMBL
CHEMBL2338329
Created by admin on Sat Dec 16 06:34:56 GMT 2023 , Edited by admin on Sat Dec 16 06:34:56 GMT 2023
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DRUG BANK
DB04847
Created by admin on Sat Dec 16 06:34:56 GMT 2023 , Edited by admin on Sat Dec 16 06:34:56 GMT 2023
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NCI_THESAURUS
C141436
Created by admin on Sat Dec 16 06:34:56 GMT 2023 , Edited by admin on Sat Dec 16 06:34:56 GMT 2023
PRIMARY
USAN
AB-140
Created by admin on Sat Dec 16 06:34:56 GMT 2023 , Edited by admin on Sat Dec 16 06:34:56 GMT 2023
PRIMARY
FDA UNII
X3O30D9YMX
Created by admin on Sat Dec 16 06:34:56 GMT 2023 , Edited by admin on Sat Dec 16 06:34:56 GMT 2023
PRIMARY
WIKIPEDIA
Roxadustat
Created by admin on Sat Dec 16 06:34:56 GMT 2023 , Edited by admin on Sat Dec 16 06:34:56 GMT 2023
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EVMPD
SUB177211
Created by admin on Sat Dec 16 06:34:56 GMT 2023 , Edited by admin on Sat Dec 16 06:34:56 GMT 2023
PRIMARY
EPA CompTox
DTXSID60230644
Created by admin on Sat Dec 16 06:34:56 GMT 2023 , Edited by admin on Sat Dec 16 06:34:56 GMT 2023
PRIMARY
DRUG CENTRAL
5371
Created by admin on Sat Dec 16 06:34:56 GMT 2023 , Edited by admin on Sat Dec 16 06:34:56 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY